Two Mistresses
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Posted:Sep 29, 2024 2:28 pm
Last Updated:Oct 5, 2024 3:32 am 1276 Views
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Mistress Kim continued to grind her hips as Mistress Charlotte diligently tried to capture every drop of her flowing nectar, licking, lapping, slurping Kim's juices, enamored by Kim's powerful presence and emboldened by her ability to make her Mistress orgasm in such a way. The sweet smell of the women's combined juices filled the room, further adding to the intensity of the scene.
Scott's tiny cock stood straight up, forced to play the voyeur as his Dommes continued to enjoy each other for another half an hour. After multiple orgasms by Kim and a few by Charlotte, Kim stretched her arms in the air, leaning back as she pulled her soaking crotch off of Charlotte's face and left the bed.
The restrained sissy sub watched as the lithe Asian Goddess pushed two fingers deep inside herself as she approached, stopping before him only to place her fingers under his nose, further teasing the needy slave boi.
Scott inhaled deeply, body tingling, mind moving at warp speed as he strained against his bonds, the need to taste his Mistress overwhelming his senses. Her sweet, pungent smell invaded his mind, creating a deeper desire for a taste.
"My dear slave boi, I have a very important brunch this morning, so Charlotte is in charge. I trust that you will follow her word as if it were mine. Can you do that for me, my dear?"
With fingers pressed under his nose, she affectionately kissed his cheek, her lips lingering a bit, taking in the dried salt, remnants of his tears of frustration. Little did Scott know that this was all planned and the events to follow were orchestrated by none other than Kim herself, but, Kim was the "good" Domme, and Charlotte was the "bad" Domme, a role she relished.
Kim left to prepare for her meeting with the she had been courting intensely the past week and for well over a month in totality. She usually closed a deal quickly, but she was especially careful with this as it would double the profit margin of her consulting company in one signing. Consequently, a fair portion of Scott's training would be left in the increasingly capable hands of Miss Charlotte.
Charlotte bounced off the bed, grasped Scott's tiny hard dck firmly, and whispered in his ear through cum soaked lips, "It is coming time for you to make some important choices. Although, after today, I am quite certain your focus will be redirected to your betters."
Slipping down to the captive's left nipple, she first gently sucked it into her mouth, then bit down firmly, his little cock still in her capable grasp as pre-cum leaked from it.
"I know you love nipple play my dear one. Do not despair, there will be much attention paid to you today as you begin to learn how to truly obey."
"UUUUHHHHHH, OOOOOOHHHHHH," was all Scott could muster as the devious brunette pinched and bit his nipples while feeding the slave his pre-cum from her other hand.
"Tastes good, doesn't it my slut? I would have sampled some myself, but like I said, today is all about your advancement and training."
Scott's mind flooded with trepidation, fear, and excitement. Should he use his safe word? Should he end all of this? He has a nice thing with Sarah, even if she is going to leave for graduate school. They still have two months left together and he really enjoys being with her. In fact, Scott felt tinges of genuine love and need for the spry, sassy brunette energizer bunny. Even vanilla sex with her was mind blowing, but in the back of his mind the lingering thought of her mother, Joan, his former Domme would surface. She forbade their relationship and if she found out about Sarah and Scott, she would end it immediately.
With Scott caught in his thoughts, Charlotte released his bindings, grabbed his leash, and led a crawling Scott to the playroom. The overwhelmed slave followed thoughtlessly, on automatic pilot.
Once inside the playroom, Charlotte stopped short, fisted Scott's hair, pulling his face up as she knelt down, her breath hot on his face, "You are in for a long day my dear. But, if you are worthy, you will feel like a different boi at the end of it. I just hope you can handle it, as I am quite fond of you, faggot" she stated matter of factly with a piercing stare.
Charlotte roughly yanked the submissive up to the spanking bench. Confusion by the mixture of sadism and sexuality that Charlotte continued to pepper him with, Scott's fears were amplified about how she may "train" him. If it was not for his true Mistress, Kim, he would have already run back to Sarah, to a vanilla lifestyle, to peace, comfort, and safety. But, the enchanting Asian Goddess captivated Scott in a way that he could not articulate. She was demanding, but treated Scott with a tenderness that Charlotte did not. Although it was rumored that Kim had a severely sadistic side, Scott had not been the recipient of it, and he had only witnessed that side of her once in the punishment of Charlotte when she had treated Scott harshly. Scott felt safe with Kim, the woman who had traded a well trained slave for him, freeing him from Joan and her demeaning and little dicked fiancee.
Bent over and securely fastened to the spanking bench, Scott recognized that it was placed at the foot of the large bed. This seemed curious to him and Charlotte seemingly read his mind.
"Don't worry my little pet, it won't be all torture today. When I become a bit tired, you will serve me with your gifted tongue. How well you serve, as well as your attitude and honesty will impact the amount of punishment you receive."
With that, Charlotte placed a blindfold on the secured young man.
"B-b-but Mi-Miss Charlotte, I ..."
"Silence slave! You do not have free space to talk. You are a slave and will only speak when spoken to! Is that clear?"
"Yes, Mistress," an overwhelmed and confused Scott replied.
"Do you want to leave this house? To never come back? To end your service to Mistress Kim and me?"
"No Miss Charlotte," Scott's heart pounding in his chest in fear of being banished and in anticipation of what he just agreed to at the hands of the maniacal Domme trainee.
"Last chance, as you are in need of correction and focus and I will not go lightly on you. Do you want to leave here?"
"No Miss Charlotte, no."
Charlotte deftly placed a ball gag in the blindfolded slave's mouth and instructed him to lift his head up high and grunt five times as a safe sign if he wants to end his ordeal. Asking if he understood, Scott nodded his head in confirmation.
Without warning Charlotte's cane slashed across Scott's bubble butt, immediately creating welts from the impact. Scott screamed into the gag, more shocked than pained, but that would soon change. The next blow came seconds later, and then another, and another, blistering only his cute butt cheeks and no other part of his body. The blood coursed through his body, throbbing, excruciatingly painful, yet his rock hard clitty betrayed him as his masochistic desires were being sated by the cruel brunette's blows. Mistress Kim began to moisten as she watched from the doorway as her protege completed the first twenty lashes. Charlotte dripped with desire as she dropped the cane, removed the ball gag of the panting slave, and guided his mouth to her soaking pussy.
Dutifully, Scott licked his beautiful tormentor, sickened by his heightened excitement and increased desire to serve this cruel woman. Fulfilled by her scent, taste, and juices, he continuously lapped at her pussy. More and more, he plunged deeper into her, a byproduct of the compulsion that grew to satisfy the two women who "owned" him. Scott did not know where these feelings came from, but it was as if with each act of servitude, he felt a deeper want and need of his Mistress and her protege. His brain was consumed with only the immediate pleasure of the cunning and cruel Miss Charlotte.
Meanwhile, Kim walked to the bench, smirking with satisfaction at Charlotte, the aspiring young Domme returning the sentiment. Kim bent down and whispered her satisfaction with his obedience in the bound man's ear. She pulled up his blindfold, kissing his tear filled cheek.
She looked absolutely stunning in a smart and finely tailored blue business suit, short heels and a tasteful onyx pendant necklace. Her makeup highlighted her high cheekbones and defined her stately and classy face. And the smell, her patented Jasmine essence filled his nostrils, making him swoon as much as he could strapped to the spanking bench.
"I do hope I will find you here when I return my sissy boi slave. Please listen to Charlotte's instructions like a good boi as the training you receive will help you to better serve me. Trust me when I say that I do not want to lose you as a faithful servant."
Kim's words floored Scott. As she pulled the blindfold back down, Kim mouthed the words, "Break him" to Charlotte who nodded back in confirmation as the stoic business woman strutted out, completely confident in Charlotte. The carefully orchestrated plan to have Scott's world come crashing down upon him would leave Kim and her lair as his only place of refuge.
As Scott lapped at Charlotte's hairless pussy, his plan became more clear. He would ride out this two day a week service thing with Kim and enjoy his final two months with Sarah. After that, he would give more to Kim and Miss Charlotte, but he was certainly not going to forgo enjoying that luscious body and pussy of his young lover. She was a perfect fit for his little cock while becoming more and more adventurous and wild with time. Maybe, after Grad school, well, maybe there would be a future. Regardless, he was going to enjoy his time with her now and then come what may, though, he knew that was posturing because deep down, he truly loved Sarah.
'UUUHHHHHHH, UUUHHHHHH, OHH, FUCK YES, RIGHT THERE, RIGHT THERE SLAVE, SUCK ON MY CUNT, MMMMMMMMMMM," Charlotte bellowed while pulling Scott's face tighter to her pussy as she erupted intensely. She continued to ride his face through her orgasm, squirting juices, soaking him in her nectar as he struggled to keep up.
"MMMM, my slave, I do hope you complete your training, as your tongue is superb," Charlotte said softly, almost lovingly, appreciative as she slowly descended from her high.
Charlotte turned her body around, chin in her hands, resting on her elbows at the end of the bed, face to face with slave Scott. Lifting the blindfold, she gazed into her captive's eyes, kissing him deeply, a soulful, extended kiss that conveyed need, conveyed desire, and drew Scott deeper into this enchantingly devious woman.
Scott literally felt butterflies from the kiss, overwhelmed from being secured to the bench, yet feeling the heated sexual connection between he and Miss Charlotte. The idea of enjoying this stunning woman, taut, lean, assertive, and sensual was foremost in his mind. His mind drifting back to their first meeting, both submissives, both made to enjoy each other for the entertainment of the group. The need to feel her once again overwhelmed Scott. If he were not tied to the bench, he would seize upon her and drive his tiny hard cock deep inside her glorious pussy, and pounding her with his tiny cocklet to multiple orgasms until he filled her with his thick cum.
Charlotte smiled broadly, having seen that look of lust many times before in both men and women. He was falling deeper for her, wanting her, desiring her, but more importantly, his will was being broken, methodically, systematically, and this was just the beginning.
Charlotte placed another small peck on his lips, reinserted the ball gag, pulled down the blindfold and jumped off the bed.
Scott's muffled groans, begging, and pleading was all he could muster as Charlotte placed noise canceling headphones on his ears. Then a soothing voice began to speak to him, gentle but persuasive, sweet yet assertive. Slowly the voice spoke to him about the joys of servitude, the freedom of submission, and his need for both. Additionally, subliminal messages of the same magnitude peppered Scott, weakening his independence and resolve even more. Trigger words such as pet, good boy, compliant, duty, and better were woven into the monologues, programming the young submissive to a deeper servitude.
Charlotte left the restrained sub on the bench, but increased the movement of his arms and legs, as well as releasing the bonds that kept him secured on his chest and stomach. Although Scott could not raise his hands too high, the less restrictive bonds made it easy for him to sit up and move a bit to avoid becoming stiff.
Two hours later, after the loop had played a few times, Charlotte discovered a napping Scott, visible welts on his cute butt, slumped over the bench, resting peacefully.
Charlotte moved to Scott's left side, kneeling down. She took his still rigid cocklet deep in her mouth, sucking down the glistening pre cum. The sweet taste was a welcome change from her continuous diet of Mistress Kim's pussy, and although she preferred women, a nice cock like Scott's was a welcome change of pace. Charlotte continued to suck gently on the thick treat, gently rousing Scott from his slumber. After a few moments of draining the submissive's pre cum, Charlotte placed pressure on her captive's back, guiding him down to lie flat on the bench again. In moments, he was fully secured, bent over at the waist, knees bent and face at the foot of the bed.
Charlotte removed the headphones and ball gag, but the blindfold remained. Scott's silence was recognition of his continuing submission as Charlotte sat at the end of the bed with her pussy inches from her submissive's face. Her scent was strong, having orgasmed multiple times. The aroma of sex permeated his nostrils, reaffirming his place in all this.
"Time to eat again my slut, as I know you enjoy serving this gorgeously juicy pussy."
With that, Charlotte slid her pussy to the slave's mouth, giving him a brief taste. Scott's need to lick this Goddess overwhelmed him, the desire overcoming any rational thought, his sole focus was to serve.
Charlotte recognized the reinforced need as Scott strained to taste her entirely. She let him lick her for a few minutes, but then pulled back, fisting his hair and pulling his head up as if to ensure she had his attention. Still blindfolded, this only reinforced Scott's place and the fact he was under her will.
"Scott, yes, Scott, I have some very serious questions to ask you. It is important that you are truthful with me, that you answer entirely, and that you leave nothing out. Do you understand me, my love?"
"Yes, Miss Charlotte," was the meager reply of the spiraling submissive. Not knowing the direction of this inquisition, Scott was quite sure he was not going to like the path. With his heart visibly pounding in his chest, the bound man panted as he waited for his captor to proceed.
"Do you desire to serve our Mistress Kim and myself?"
"Yes, Miss Charlotte, Yes."
"And you do recognize that Mistress Kim is your supreme Goddess and all that you do should be in recognition of your servitude to her."
"Yes, Miss Charlotte."
"Well, then, who the hell is Sarah? And why are you fucking her?" Charlotte asked with a knowing smirk and gleam in her eyes.
Scott's heart dropped, a lump caught in his throat, unable to speak, unable to breathe normally. He hesitated, the words in his mind caught midstream, unable to explain, unable to tell her that Sarah was the of Joan, his former Mistress, that Sarah was someone he cared for deeply, that Sarah may be the one he loved.
THWACK! The flogger struck Scott's ass with a venomous strike, THWACK! THWACK! THWACK!
Caught off guard, Scott panicked, Mistress Kim must be there, administering her version of punishment, asserting her will upon Scott. She had to be disappointed and the ferocity the blows bellowed her disappointment.
"Mistress Kim, I am so very sorry."
THWACK! THWACK! THWACK! The strands of the flogger began to cut deeper into his ass cheeks, leaving streaks of dissatisfaction and vengeance on his body.
"I, I, I am Sorry Mistress Kim, uhhhh, Sarah, uhhh, well I met her through Mistress Joan. Sarah is her and we have a connection."
THWACK! THWACK! THWACK!
"You know that we still spend time with Joan, don't you my dear?" Charlotte asked accusingly.
"Yes, um yes, I assumed so, Miss, Miss, ' THWACK! THWACK! "UUUHHHGGGGG, CHARLOTTE! YES! I ..." THWACK! "AAAHHHHHH, OOOOHHHH, I, I, UHHH, KNOW. M-M-M-Mistress Kim I am sorry, sorry, but, but, I, uh, I"
"So why then would you defy a directive from another Domme, your former Master?"
Now all of it was coming to a head. Miss Charlotte and Mistress Kim knew that he was forbidden to see Sarah. They knew about it and now thinking back, they had passively alluded a few times for him to stop, but Scott never fully embraced the depth of their warnings. Now, he was realizing what this all meant. Regardless, he tried one final plea.
"Miss Charlotte, I understand, but Joan is not my Domme anymore, Mistress Kim is. And, anyway, Joan is the one who introduced me to Sarah, gave me to her as a present. Plus, when I served Joan, she let me have other lovers."
THWACK! THWACK! THWACK! The sound of the flogger whipping through the air and landing on his ass continued for the next two minutes. Charlotte let go of Scott's head, keeping her pussy inches from his screaming mouth, rubbing his head as the flogger tore into his backside, relentlessly beating him, breaking him down, weakening his resolve, the thought of Sarah, her nice tight pussy, sweet smell, full luscious lips, thin frame pulsing up and down on his cock was supplanted by the beating he was taking. Then, it stopped, Mistress Kim, probably tiring of administering the array of blows to his backside, remained silent, letting Miss Charlotte run the show. Scott was fatigued and overwhelmed by his new reality, physically shaking from the beating, amplified by the realization that his plans had changed.
Pulling her pussy away from his face, Charlotte bent down and whispered, "You will pay homage to your punisher as I take that boi pussy of yours again. You will pay for your transgressions."
As tears readily flowed from his eyes, ass cheeks burning in a crimson glow, Scott could think of nothing more than to taste Mistress Kim. Although he was reluctant to have Charlotte use his ass again, the overwhelming need to taste his Mistress, to serve her as a form of contrition and to accept Miss Charlotte's use of his ass as a gesture of his dedication to his Goddess was his primary focus. His mouth was watering in anticipation of the pussy he had not tasted in some time now, focused on only his service of the stately Goddess. Scott's heart pounded in anticipation as he shook with need.
Charlotte had Scott's boi pussy lubed quickly, the head of the strap on lined up and gliding into him in record time. Scott groaned as he felt the phallus enter him. It was not extremely oversized and it actually felt wonderful, comforting. Charlotte bottomed out inside of her captive and let him adjust to the fullness.
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Dom Master
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Posted:Sep 28, 2024 3:40 am
Last Updated:Oct 5, 2024 3:32 am 1378 Views
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I don't have much time left - Master said 7:00 and I better be prompt. So, I put on the black collar that he had sent by courier. I strip quickly, clumsily, and stuff my clothes inside my parka, carrying it like a handbag. I'm standing here, nude, on someone's front porch with the light on for anyone to see, dying of embarrassment and also getting cold. I count the seconds and at exactly 7:00, I knock and assume the pose I was told... legs spread, arms behind my back, standing straight.
And nothing happens.
Shit, shit, shit!
I am struck by a moment of terror. Is something wrong? Did I go to the wrong house? I'm standing on a random strangers' porch, stark naked? What if their answer the door? My feelings of fear are getting close to terror.
"The door is unlocked!" I hear from inside. Thank God!
I open the door, mindful that I haven't been commanded to come in. But as I open it, I have to look away. It's so bright inside! And now I'm naked on the front porch with a spotlight shining on me. As my eyes adjust, again I look inside... and what I see...!
There's a couch with its back to me and lights shining on it. On the other side is Terry. But he's standing behind a naked woman who is attached to a chair with some sort of bondage. She's blindfolded and gagged. No, she's not naked, she's wearing stockings and a collar. As my eyes adjust, she appears to be very pretty.
And Terry is staring at me. I see a note of kindness in his eyes and he smiles - wistfully, but kinda sweetly, reserved. We have our reflexive greeting: knowing we're sharing the same trauma.
He takes a picture of me.
Is this a photo shoot? A movie?
But, damn it, I wish he'd let me in. I feel so naked out here!
Well, not surprising, I guess. After all, I am naked. The redeeming factor is that with all this light, I'd only be a silhouette if someone saw me from behind now.
He whispers something to the woman, then takes off her blindfold. She sees me and looks shocked, panicked. She turns her head over her shoulder to look Terry in the eyes, trying to say something, but he just smiles at her and strokes her hair. Slowly, she calms, nods and turns forward to face me again. He says, loud enough for me to hear, "Sandy, nod if you want her to come in."
The woman - Sandy I guess, his girlfriend - bobbles her head a bit.
Does she have to say yes? Is this a test to get us out of this mess, Terry and me? What if she says no? But... what if she says yes? What is she committing to? How must this make her feel?
Then she nods. She's invited me in. And Terry confirms with a crook in his finger, so I practically dive in and close the door behind me, setting my clothes aside.
I'm nervous, but I remember how I felt at the strip club - there was power and confidence in fully accepting my sexuality. I want that now. I need that to deal with this. So, I compose myself and stand again, again with my arms behind my back and my legs spread. Waiting.
"Sandy, this is Eve. Eve, this is Sandy. Sandy is my girlfriend and the love of my life. Eve is my fucktoy who I've been seeing on the side."
We both gasp at that description, Sandy, at finding out he has a side chick, and me, at being characterized as a 'fucktoy.' It makes me kinda angry.
But then... it also makes me kinda hot. Yeah, yeah. Yeah. I'll play fucktoy. I'm supposed to do whatever he says, aren't I? I want to submit to him anyway: I've wanted to for days now. And it's going to happen.
I resolve then. It's my role. I'm a fucktoy.
Just saying that to myself does something weird to me mentally. I've been so worried and so turned on through this whole thing, but admitting to myself that I'm a fucktoy? There's a weird rush of adrenaline and it's like the blood drops from my head. This is the stuff of my darkest fantasies and it's going to happen! I gasp as I acquaint myself to my new way of thinking. It's like my brain has been taken over by a lusty, submissive alien.
How is Sandy reacting. Why did he say it that way? I think he was ripping off the metaphorical bandage - getting the worst of it over with so Sandy could have her adjustment moment. The look in her eyes is so intense. She's definitely fighting some inner demons here.
Fucktoy. If that's my cue, I should do something. So, I drop to the floor on my knees and look down, not making eye contact. "Tell me what to do, Sir." Is that what a 'fucktoy' says?
I look up and Terry is smiling at me. He comes around and regards me. He makes me feel so small with his eyes. He is a being of power and I am his to command.
He adjusts me sideways, presumably so Sandy can see all the action.
"Spread your legs wide... show me all of you. Wider. Back straight, hands behind your back, chin up, eyes down." He strokes my cheek, brushes my hair, caresses my face. Then he tells me, "Tell Sandy how you feel right now."
I get a lump in my throat. He probably expects me to say 'submissive.' But that's not the deepest true answer. There's only one word for how I feel and it's been on my mind all day. Do I have to do this? Sandy must be humiliated already. And now I have to say it to her... and to him? That might tear her to bits.
Fuck!
I can't be dishonest here. This scene is raw and real. It can't be tempered, it must not be faked. I have to answer.
Sandy's right hand is balled in a fist... or she's holding something? Her eyes are unreadable - I've never seen her before so I don't know what that expression means. I feel sad for this woman and what she must be going through, but the claws of submissiveness squeezing my heart are winning my attention.
I take a deep breath. "I... I love him." And I look at Terry and repeat, "I love you Sir."
I can see he's shocked. He didn't expect that.
He looks at me as he collects himself. Then he smiles at me, it looks kind and grateful. I made him break character for a beautiful moment of connection.
Then he looks at Sandy. He looks at her face, at her hand. I'm not clear what's passing between them.
And, I'll be damned, she squirms in the chair and tries to cross her legs. She's acting turned on. Does this really turn her on? Her whimpering moan confirms it.
And her right hand is clutching something tightly. I see it shake. That means something...
"That's a good answer, Fucktoy. That's how gurl should feel." There's kindness and gratitude in his eyes; he's trying again not to break character, but I know he wants to say something else. "You know I want you. I want you badly. And tonight, I will have you. Sandy will watch as I take you and make you mine. I'm going to fuck your boi pussy. I'm going to fuck you hard." He is looking at me with authoritative lust in his eyes.
And then he looks back at Sandy, who moans and squirms in her chair again. "I didn't fuck Sandy tonight slut. I saved it for you. You're going to beg me for it." And he looks back to me "Beg hard. Then I'm going to use you hard and you're going to take it and thank me."
His words have me so hot, I'm already ready to beg. This whole ordeal... and now we're coming to the pièce de resistance. He's going to fuck me. And I want him to! I've wanted it since that first night.
But the way he said that - he missed an opportunity. Sandy has to be agonizing in wonder about how attached we are. If I mean anything to him. And he hasn't reassured her yet. He just missed an opportunity. Men are just stupid sometimes. Or, maybe he's too nervous to think of all the angles.
Yeah, okay, so I am too.
But I see this one. This is my opportunity. Maybe I can help Terry mend one little bridge with Sandy with a witness statement... "Oh, yes! Please, Sir. Please will you fuck me? You've never fucked me before. Never! Please will you fuck me in my tight boi pussy?"
God, did I just say that? Where did those words come from? And... oh, no... I've never taken it in the ass before! I hope that's not where tonight goes...
"Decorum, Fucktoy!" He looks angry. He gets another chair from the dining room and sits on it, again sideways to Sandy, and commands me, "over my lap, Fucktoy. You're going to learn who's the boss here."
I practically cum on the spot being spoken to like that; this is like a dream, my fantasy. I crawl to him and drape myself over his lap, which means that my ass is now facing Sandy directly. How can she stand this?
I feel his huge erection under my belly. I don't even have a safe word. I have no choices here, but in truth, I trust Terry. I don't feel like I need one. I know what's going to happ... ouch! He starts spanking me! He's spanking me hard. It's making me hot, but it hurts! And he keeps on...
"Sandy took this for me, Fucktoy and you will too. You need to learn who is the dominant Master around here slut."
"You are, Sir!"
He stops spanking and quickly, he's playing with my boi pussy. It feels so good that I start to writhe on his lap. I'm so horny at this moment and it feels so - everything - that I am on the edge. I grind my tiny hard cock, wanting it to be more agressive. I feel a climax building quickly inside me; it's going to be a big one. It won't take long before he makes me cu...
Shit! And he stopped. "Oh, Sir! Please don't stop. I was about to cum..."
"That's my choice, not yours. I own your orgasms." And he starts spanking me again, all over my butt, my thighs, my back "I own them, Fucktoy! This is all only to warm you up. Tell me who owns you."
"You do, Sir. You own me... Eh! You own all of... ggg. . . all of me. Use me! Please, Sir!" Part of me wonders what's happening here. What's happening to me? But the fear, the lust, the denial, my feelings for Terry - they all wad up in a huge ball of emotion and cascade, fueled by my dam of repressed submissive feelings being burst. I can't help myself. I'm not a real man, just a TS gurl that obeys, and satisfies real men.
He stops spanking and rubs my boi pussy again. I try again to grind on his hand, but he stops and slaps my aching butt, commanding "behave!" and restarts edging me. I'm moaning and begging, I can feel it building, but before I can cum, he stops again. Damn! My denial has fueled passions I didn't know I have.
"I'll be a good little gurl for you, Sir! I'll do anything. Just please let me cum!" But now I feel something being rubbed on my butt. It feels like maybe a book, but that makes no sense. I assume it's a paddle of some sort.
"Every strike I make, I want you to count, thank me and tell me I own you. Are you ready?"
I gulp, "yes, Sir."
And the paddle comes down and - wow, does it hurt! "Agggh! One. Thank you. You own me, Sir!"
"Not so loud. Keep it down or I'll have to gag you. I have neighbors!"
More quietly, "Sorry, Sir! Ow! Two. Thank you, Sir! You own me." He does. At this moment, he owns me. There is nothing in this universe but the two of us. No connection besides his lap, his huge erection which is a rock under my stomach, and the damn paddle.
"This is only a padded paddle. You know I have better instruments. You need to get used to this, because when I bring out the others, you're going to have to take them too."
That strikes a note of terror in me; which increases my feelings of helplessness, of submission. Three, four, five. I do the best I can. And then he edges me again. I am crying from the pain and the pleasure - from the fear and the excitement. It is all a blur. Again, he stops.
Six, seven, eight, nine, ten. Edging again. How can he be so cruel?
I love him! I do!
And he orders me to the floor.
I belong here. I am nothing but a stain on the rug, used and without a future. The only thing that keeps me from crying is Sir's promise. He's going to fuck me. Finally.
This is the real thing, isn't it? I'm really in subspace. Every thought I have is about pleasing him. My emotions are so wrapped in this that it's beyond passion. It is a calming sense that if I do whatever Terry wants, that the universe will be okay.
He gets something from a box on the table with shreds of giftwrap still clinging to it. He walks to Sandy and kneels between her legs. They're looking at each other for an eternity - some secret message between lovers is being passed. I think I should be jealous, but I'm not. I'm happy for them. I don't want to ruin them.
He's not so stupid after all.
"Fucktoy, crawl over here and sit between Sandy's legs."
I crawl, happy to have a purpose. He moves out of my way and I sit.
He hands me a couple of metal objects with a chain between them. Oh, they're nipple clamps!
"Put them on Sandy. Make them tight, Fucktoy."
"Y... yes, Master... er... yes Sir."
I put one on her, but I feel affinity for Sandy. I don't know what's going on with her, but I feel as if she's like a... sister?... to me. So, I put them on, though only tightly enough to make them stay.
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The Judge
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Posted:Sep 27, 2024 8:59 am
Last Updated:Oct 5, 2024 3:32 am 1718 Views
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I had committed the crime and I was going to be found guilty. I had been widowed and my was 1 year old. I was given a choice serve the two year jail sentence or throw myself on the mercy of the judge. If I chose the later he could physically punish me however he wished with no comeback. I sought advice and was told that he only offered this option to TS gurls who were young and appealed to him. I was very inexperienced in the ways of the world but I was not so naïve that I didn't understand what I might be letting myself into.
I had no real choice and reluctantly agreed. I was informed that there would be four punishment days.
I was so frightened when taken to the first of these. A strong looking attractive woman who introduced herself as Bobby, which I had always thought of as a man's name, greeted me. She told me that Master, as I must address him, would apply the cane, the strap or the flogger. She was there to prepare me for each session of punishment. I would be with her and Master for the rest of the day and three more days of punishment would be scheduled. Without further comment she told me to strip completely nude, which took me slightly by surprise but I complied quickly. I had expected to be punished by the judge alone so the presence of this dominant woman surprised and worried me.
She then asked me when I last slept with a real man and seemed delighted when I said it had been over a year. She then asked me whether I had enjoyed the pleasures offered by a female and I strongly denied any such experience. She smiled and said she was delighted with my answers. She told me that Master would give me options and it would be sensible for me to consider them carefully before making my choice.
She also advised me to carefully obey everything she said. She added that she could make my first punishment day bearable or she could make it hell, adding that she was going to prepare parts of my body that Master would be interested in. She was going to prepare my butt for Master but also my boi pussy and my small breasts. Showing me a small whip she asked me whether I was giving her permission to use it as she saw fit. I knew this would mean pain for me but decided that for the time being I would try and keep her as sweet as possible.
She told me to put my hands behind my back and push my breasts out. She struck each sensitive nipple six times with the whip. It was painful but I knew she could have hurt me more if she wished to. I even thanked her for her leniency, which seemed to please her. My hard nipples were on fire but this mellowed slowly into a warm glow.
She then said that she needed to shave me and I was confused until she laid me back and spread foam between my legs. She took nearly ten minutes to rid me of every hair on my boi pussy and tiny cock. The last preparation before I saw the Master was a thick pasty cream which she spread liberally onto my bubble butt cheeks, then onto little dick and finally, to my disgust, into my boi pussy. The last surprised me the most but she assured me that her concoction would result in me being much more receptive than usual. It was a couple of minutes before the full effect of the cream kicked in. My boi pussy felt hot and it felt as if her finger was still inside me. The heat in my boi pussy was accompanied by a slickness.
When I was reintroduced to the Master he said that things were very simple. I would be caned as many times as he wished. He said that he would do with me whatever he wished before the day was out whether I gave permission or not. He would keep punishing me with six contacts of one of the tools until I said I wanted to enjoy his member. I said I would never say such a thing and both he and Bobby said that they were delighted, as this would give them 'great sport'. He looked me up and down as you might a , before approaching me from the side and putting one hand in front and one hand behind between my legs. I was instantly aroused by this touch and wondered if this was due to the cream that Bobby had coated me with. Precum ran through his hands from my hard little cock and I was pleased that he didn't penetrate me.
"You have prepared her well Bobby. She is every bit as healthy as I hoped she would be. She seems very ready to receive my huge cock although her rear does seem deliciously tight. Do you enjoy being fucked my slut? Is your tightness behind a sign that you have not enjoyed your boi pussy being penetrated?"
I was taken back by a man of his position talking so crudely but knew I had better answer him.
"I did enjoy being fucked like a horny slut".
"If I am any judge of these things, I think that you my dear will really love being taken in your tight rear passage. I will have you screaming with pleasure before the day is done. What do you think Bobby?"
"I agree she seems to be easily aroused and you Master will bring her arousal to its natural conclusion. Look at how hard her tiny clitty is."
I was furious to be talked about as if I wasn't there and in such terms, but kept my mouth shut.
Bobby sat on a chair and indicated for me to bend over her and take hold of her shoulders. She used her legs to spread mine. In this position my rear was offered to the Master and the front of my body was accessible to Bobby. Master made a noise of appreciation and said, "As I thought a gorgeous very cane-able arse." Bobby did not miss the chance and found one of dangling nipples with one hand and my hard little cocklet with the other. I was surprised as she gently stroked each and whispered in my ear to prepare for the cane.
I knew it would hurt but the swat that I felt right across my bottom left me moaning. More calming whispers from Bobby and I reluctantly welcomed her hands as they excited my over-stimulated body. She now seemed to really be trying to arouse my body and she was succeeding. The next swat was close to the first and knocked all the air out of my lungs. I couldn't envisage receiving another four let alone multiples of six thereafter. Bobby read my mind and said that each one would hurt more than the last but she would help me. Her idea of help was to play with one of my nipples and my very hard little cock with enthusiasm. The pain didn't lessen but my mind switched regularly to the arousal I was feeling between my legs.
"There let the pleasure melt away the pain. When they really merge I am sure you will love it."
The longer she played with my supercharged body the more I believed her. My body was now racing towards a release at frightening speed. It was just as I thought nothing would stop it the cane landed and did stop it. I moaned trying to regain some sense of control over my body. I did not get close to this before the cane landed again. The switch back to pain was complete when Bobby gripped both of my nipples and pulled them down and rolled them very firmly. The cane did land again very quickly but this was not on my bottom. It tapped between my legs finding my very special place. He tapped it many times in quick succession getting gradually firmer. This both stung and stimulated at the same time. Seeing this and hearing my reaction Bobby started to caress my nipples rather than punish them.
Amazingly the fifth strike took me by surprise and stung like hell. It seemed to ignite the previous four stripes that burned with renewed heat. This was made worse as Master traced each stripe with his fingers firmly.
"Just one more swat for the time being. Please relax your butt cheeks completely. The quicker you relax the quicker and less severely I cane you. That is a good gurl really open yourself to receive the cane."
I relaxed so much I was in danger of passing wind but it did mean that the sixth delivery of the cane was, as he had promised, not as harsh as it might have been. The relief that there would be no more caning, at least for a while, did compensate a little for the fact that every inch of my cute butt was now throbbing as if I had just sat on burning coals.
"Bobby take our friend away and cool her red hot bottom but ensure her red hot boi pussy is kept on fire. As for you my dear I suspect that Bobby could do with a little attention herself. I suggest you let her show you how to pleasure a woman. How you perform will be factored into how harsh the remainder of your punishment is. Do you understand?"
He did not require me to answer and Bobby took me back to the other room and laid me on my front on a bed. She applied a cold towel to my cane stripes, which was comforting, taking some of the heat out of the area. She next coated the area with the thick cream concentrating on the stripes. A large second application was deposited right on my rear hole. She then repeatedly used her finger to push as much of this into my bottom. I quickly became used to this and was slightly alarmed when I realized I was welcoming her finger like a horny slut.
She laughed quietly and said she was pleased that I was getting pleasure from this. She then added that I would be surprised at how many gurls like me found her administrations both soothing and arousing. Bobby now rolled me over and told me to spread my legs. With alarming ease she slipped a finger deep into my very wet boi pussy. She seemed to use this to anchor me while she creamed the area. She paid most attention to my tiny cock. The finger inside me did not move in and out but did find a very sensitive area and rubbed it firmly.
She then whipped my nipples much harder than the last time before smearing more of the cream all over them. She then took hold of both of my nipples and rolled them while squeezing them really hard. The pain was significant but when she let go they were rock-hard and very sensitive, glowing with warmth.
"Now my dear you are going to pleasure me. Remember what Master said. Your further punishment is dependent on what I tell him when we return to him. I have loved watching you with Master but now I want you to deliver the sexual relief that my body demands. There are many ways that you could deliver what I need but I want you to use your mouth and your tongue. I love the idea that it will be my pussy that will be the first one you taste."
Bobby was quickly on her back naked with her legs wide apart. She had to show me that she wanted me kneeling over her so that my hard little cock was above her chin and my face was closely pushed down between her legs. What I noticed first was how wet her pussy was. I tried not to breathe through my nose as my tongue found its target. The taste was delicious, I set about getting the job done in double quick time. To try and help I took hold of both of the cheeks of her bottom so that I could lift them towards my mouth. She took this as a sign that I was beginning to enjoy myself, which was the truth.
I knew what my body enjoyed when I was by myself and tried to replicate this as much as possible with my tongue. It was more by accident than design that one of my hands slid between the cheeks of her bottom. Her reaction was like I had applied a cattle prod to her, but she immediately praised my action and when I allowed one of my fingers to penetrate her sphincter I knew I had hit gold. My mouth and tongue did little but my finger stayed strong as she rode it with an urgency that could only end with one result. Her climax was stronger than any I had ever experienced and she was full of praise for my skilled administrations. I did not disillusion her.
When I was led back to the Master my body was buzzing. I was very sore but I was very alive. He asked me if I had any request of him. I said please only give me the six more I am not sure I can take any more than that. He did not reply but Bobby went back to her chair. Back in position I waited for the cane to land but in fact something much wider exploded across the area. It was not as sharp as the cane but covered much more area. As this and the next two were landed on the already raw skin I was soon crying out and sobbing. As these were administered Bobby used both of her hands to play roughly with my nipples. I wasn't sure whether it was the cream, the situation or exactly what Bobby was doing with them but my nipples send sexual stimulation to my clitty like never before. It frightened me that I was close to begging Bobby to play between my legs again as the intense strapping continued. The pain was building to unbearable levels and when the strap landed for the sixth time I collapsed onto the floor with all fight gone from me.
"Take her away and don't bring her back until she is ready to not only fuck me but is ready to beg me to."
Bobby seemed delighted by this order as she helped me through to the other room. I had always realized that the Master would end up fucking me but was worried what other things that he obviously considered worse he had planned for me. I was certain initially that I would never ask him to fuck me. Was it the pain or was it some commonsense kicking in, as I started to wonder whether I should just ask him nicely to fuck me and save my body all the pain. Again Bobby applied the cream but this time she limited it to pushing it deep into my bottom. She whipped my breasts again and my nipples became swollen, sore and incredibly sensitive. Bobby was delighted at my reaction when she first licked just the very end of my huge nipple before sucking the whole teat into her demanding mouth. Pain and extreme arousal were not possible to separate and when she repeated her actions on the other nipple my total confusion was complete. I didn't want this woman to stop her torture. Could I really be enjoying this nightmare? I could not deny my body was aroused like never before and the idea that I could experience an elusive climax in these extraordinary circumstances felt totally humiliating. Bobby was reading like a book and she confirmed this when she said,
"I love how aroused you are and there is nothing I would enjoy more than to wind your beautiful body up until it explodes. Unfortunately the Master would be very unhappy with me if I did that. Before I take you back to him I want you to be desperate to take his cock."
With this she opened my legs wide and brought her mouth close to my hard little cock. She blew along the whole length before gently taking my swollen cock into her mouth. She had said she was not going to force me to climax, but what she was doing was threatening to do just that. My hips started to push up against her mouth as they sought relief but just in time she laughed and returned to only blowing air on me. It was still very close to tipping me over the edge something that I had rarely achieved. My body was in total confusion I had never needed my release so badly. My mind was not any less confused. I knew Master would take me in any way he wished. Did it make any difference whether I begged him to take me or whether I fought him to the bitter end? I had initially thought that I would never give him permission to take me but now I wondered why it mattered to me. If I suffered more punishment by fighting was it not more sensible to quietly concede?
"I think you are nearly ready for me to take you back to the Master. Are you going to fight him or are you going to surrender yourself to him. Even if you do there will be more pain but that will be accompanied by great pleasure. I cannot wait to see you enjoy the extremes of both together. Now lets just finish your preparation."
With his she applied still more of the thick cream to her fingers and brought her middle finger to the heart of my bottom. She required me, with her eyes, to look into her eyes as she very slowly eased her finger into me taking a second before it was buried to the hilt. Clearly my eyes reflect my pleasure as she smiled before very slowly nearly withdrawing it. When she buried it again she was pushing it up towards my clitty and it felt even better.
"Now it would be very good for both of us if you asked Master to take you however he wants to. He will take you but you could save yourself a lot of pain by accepting your fate. He will also be pleased with me and trust me that will be very good for both of us."
I went back to Master broken but relieved that I had stopped fighting the inevitable.
"Master would you please not cane or strap me any more I am ready for you to do whatever you want to, but please no more punishment."
"Well I think you are moving in the right direction but you hardly begged me to fuck you."
Even though in my head I had accepted that I would not fight him any more I knew that I would have to throw myself at his feet and beg if I was not going to be caned any more.
"Please Master fuck me with your big, beautiful cock, I am so ready for it."
He smiled and said he was delighted to see that I had seen sense. He also praised Bobby for bringing me back to him compliant and submissive.
"I am feeling extremely generous today. Usually I cane the offenders at least a dozen times during a day. The strap a dozen times is a minimum and my whip here is used to warm my guests in numerous different ways. You my dear are yet to enjoy my whip but I will rectify that right now. If you are as receptive as I expect I will enjoy watching you struggle to differentiate the pain from sexual pleasure. The whip is the perfect instrument to combine these two such opposite sensations until the lucky recipient cannot identify one from the other. Please take your position in front of Bobby so that I can show the delights of the whip."
I was once again presenting myself to him with my hands on Bobby's shoulders. The whip was not applied across my cheeks but between them. The first time it only hit my anus but subsequent strikes hit my tiny cock. They landed firmly and stung but the pain was bearable. He was right the whip was arousing and painful. As the sting got worse it morphed into extreme arousal. My mind was completely addled at this point. I had no idea what I wanted, but I knew I wanted something.
Bobby reached round and held my butt cheeks wide apart allowing Master very clear access to my tight boi pussy. He took advantage of this and applied the whip another dozen times on my tender anus, and clitty. My clitty felt ready to explode.
"Open her up so that she is very ready to receive me."
It had been my boi pussy that had been the main focus of attention so I was very surprised when his huge hard cock was offered up to my boipussy. As big as his cock was it eased my boi pussy apart with no discomfort and pushed deeper into me than anything had ever been before. Everything had prepared me perfectly for this moment and it felt wonderful. He thrust in and out of me half a dozen times and I almost screamed for someone to just find my hard cocklet. When he withdrew completely I felt empty and frustrated. I had not been too far wrong earlier as after a few seconds his cock found the heart of my bottom.
"I think she is ready for you Master.
Those two sentences were incredibly accurate. Her fingers found my clitty as he stretched by bottom to breaking point before his cock slid deeply into my bowels. I prayed that I would hate it but my final humiliation was that I could not stop my body from pushing back in an attempt to be penetrated even deeper. My analgasm was like none I had experienced before. I saw bright lights in my head as he gripped my hips and thrust into me firmly. My body shook violently and nothing existed other than the pleasure flowing through me. As my body finally started to calm slightly Master said to Bobby
"Do not let go of her clitty until I have totally finished with her."
I thought I was totally finished sexually but Master knew me even better. My cocklet was very sensitive and responded to Bobby's very demanding fingers. It was painful but also arousing in the extreme. It was Bobby, who teased me as she said,
"Fight me - do not let me excite you and particularly don't spend on my fingers. I want to force you to completely concede defeat to my will. Fight me as hard as you can."
The two of them were working together to dominate me and my helpless body. After a couple of minutes of their assault both my body and my mind gave up the battle. Tears ran down my cheeks and my body exploded in a second stunning analgasm. I had never been able to respond twice but these two analgasms were not like anything I had ever thought possible. My release triggered Master to explode deep in my bowels and I am sure I could feel him squirt time and time again.
The experience totally drained me and within a minute of my orgasm I was curled up and falling asleep in the other room. Bobby curled up behind and whispered it my ears.
"There that looked beautiful. You pleased Master and that is good for both of us. Now have a little rest you have earned it."
I would not see Master again until the second of my four punishment days. The wait for the second punishment day was agonizing and scary but whenever I thought about it my arousal level was the most disturbing feeling. This led to my masturbation hitting new heights in both regularity but particularly in intensity and pleasure.
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Dressing Up
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Posted:Sep 25, 2024 11:03 pm
Last Updated:Oct 5, 2024 3:32 am 1779 Views
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As I grew older, and started exploring the internet, I was excited, then shocked, then saddened. These men, with monstrous cocks were pleasing beautiful women. I knew that my own cock was small, but, I never realized just HOW small. I had always thought that it was just that I was shorter, thinner, than the other guys, and that my cock, like my body, would grow. It didn't, I didn't.
I went on a few dates in my senior year After all, I was 18, and most of the guys in my class had been going on dates long before this.. Even though I was sometimes shorter than my dates, they seemed to like me, always saying I was "cute". Things would go well. We'd get past the kissing stage, I got to feel their breasts, even touched panties, but, when they felt for my tiny cock, it was over. A couple actually laughed. As if the humiliation couldn't get worse, the last girl let it out in school, and that ended my dating.
One friend that I'd had for many years, took pity on me, and was going to teach me about sex. She taught me to pleasure her with my tongue, and was going to suck me, and let me fuck her. The look on her face, when my boxers came down, though, said it all. She very solemnly told me, after sucking me to my first, and only, blowjob, that there was just not enough there to even get inside her. That look of pity almost killed me.
From that point on, I gave up. I did my school work, but nothing social at all. I lived for the video games after school, they became my world. (And, of course, some internet porn, which, in truth, only frustrated me because I'd never know that joy. I suffered through my education, but, in my senior year, my mom was dating a different kind of "Uncle". Instead of ignoring me, he was kind, and seemed to do more than just tolerate my existence. They had been "dating" about a month, when he would make a point of checking on me, asking about school, and my life in general. One night, I happened to hear him taking to my mom about me. He was telling her it wasn't right for a boi my age to be cooped up in my room, that I needed an outlet, a pathway to socializing in the world. Otherwise, I'd have a difficult time making it in the real world. Mom told him she was worried about me, but didn't know what to do.
Charles said he was thinking it over, and had come up with something that might help. It was then that their voices went lower, and I was left to wonder. I didn't have to wait too long, though. The next morning, he asked at the breakfast table, if I'd ever been camping, and would I like to go with him. Naturally, I never had done anything like that, and told him I wouldn't know what to do. He told me not to worry, he had all the gear, and I might like it. I won't lie, I had my doubts, but, as I said, he had been nothing but nice to me, so I figured it was worth a shot, even if it would be a one time thing.
The next morning, Mom was shaking me awake. 5:00 in the morning? Was the house on fire? I tried to roll back over, but she reminded me that I'd agreed to go camping. I was regretting that, but got dressed in old clothes that I wouldn't mind getting trashed, if it was muddy. Thirty minutes and 2 cups of coffee later, Charles knocked at the door, and smiled to see me up.
"Come on sissy boi, we are burning daylight!"
Mom handed me a thermos of coffee and a bagel, and I picked up my school backpack, that I had put a change of clothes in. We hopped in his pickup, and headed down the road. He kept the conversation light, explaining where we were going, that there would be a great place to swim, and, if I was interested, a good fishing spot. Of course, like camping, I knew zero about fishing. By my phone, I saw we had been gone two hours, but were already turning onto a dirt road, heavily lined by trees. We got out of the truck, and Charles immediately started handing me gear, and pointing to a clearing. "We'll set up here, the lake is just around those rocks. "
His manner was so calming, it was clear he wanted me to feel no pressure. I wasn't much help, but we got the tent up in no time. I was impressed at how well he put things together. I didn't ask, but bet that he'd done this many times. When our gear was stowed away, he pulled out a cooler and said, "I brought plenty of beer. Your Mom doesn't need to know about that though, ok? This is just a guy weekend. Just relax, and unwind, ok?"
I'd never drank beer, and honestly, it didn't taste that good, but, it wasn't awful, either, so I drank one on the way to the lake. Ok, I'm a light weight. I had a mild buzz, and drank the next one MUCH slower. Charles just watched, and finished off his second one. We walked to the lake, and took off our shirts and shorts, and headed into the water. Man, this beer drinking is all right. I don't think I ever felt so mellow. Charles immediately dove in, and swam way out in the lake. I was a lot more cautious and waded out until it was deep enough to swim. This was cooler than I imagined and I regretted even second guessing coming. The sun and the water felt great. I leaned back and just floated, feeling a calm I could not remember. I lost all track of time, and wondered had I fallen asleep. No way, I would have sank below the water and choked.
I didn't even hear Charles swim up to me, until he said, " Hey sissy boi, we should probably go in, you'll get a sunburn, if you stay out too long. " He smiled big and continued, "It's easy to lose yourself out here, isn't it?" I grinned and thanked him for bringing me. I helped gather wood, and he taught me how to set a fire. He then brought out hotdogs, buns, and chips, and, of course, more beer. The sun set and the fire was cozy.
I was not used to this simple beauty. There had never been a male figure in my life, that just treated me like a person, and I was high on this new feeling. (Well, yeah, the beer too, but, you know what I mean. Charles showed me Constellations, tried to teach me corny campfire songs (which led to much laughter). I figured this must be what having a Dad was like. My Mom was great, but this was a whole other part of the human equation. He asked me about my life... school, girls, my ambitions, dreams, and I felt a genuine interest there. Not like I originally thought, that he was just doing a favor for Mom, but that he wanted to help me.
While we were fishing (he fished, and tried to give me pointers) He asked again about girls. He must have seen me blush, and told me no matter what we talked about, it would stay between us, that he wasn't trying to get information for my Mom. He continued, saying that a young sissy boi my age had to be interested, and I nodded, but didn't say much. He asked if someone had broken my heart and I stammered out, "N-no, it...never got that far." He patiently waited for me to explain, so, finally, I shrugged and said, (very red faced) "I...don't have anything... to umm... offer girls." He looked puzzled, I sighed, cleared my throat and said,
"I went out with a girl I liked, and I think she kind of liked me. On our third date, we were making out and it was going great. I got to feel her boobs, and got my hand up under her skirt, when... (deep breath) she put her hand on my...tiny cock. She got a funny look on her face, kind of puzzled, and unbuttoned my jeans, and unzipped me. I.. really don't want to talk about this."
"It's ok, Truman. No matter what, it stays between us. I'm just here to help you, ok? So? What happened then? Did she give you a hand job? A BLOW job?"
My face went redder, as I shook my head. "No. I...think she was GOING to, but...but...(I blurted out) She LAUGHED at me! She said, that's no cock! It's not much bigger than my clit!" I dropped my head, my face in my hands.
"Oh, man, that must have stung. Why was she so mean? What a terrible thing to say." He looked so sympathetic.
"It WAS mean... but... she was right. I'm not like most guys, I guess. She said I'd never be able to please a girl, because... it's too small."
Charles just sat there for a few minutes, trying to look like he was concentrating on his fishing line, but I figured he was trying to think of what to say next. We sat there another hour, he was deep in thought. We gave up fishing, put the gear away, and went swimming for a while. That took my mind off of that horrible conversation temporarily, then we had a late lunch, broke down the tent, and loaded up the gear.
On the way home, he acted like nothing had changed and asked, "So sissy boi, what do you think of camping? Want to try it again next week?"
I have to admit, I figured this was a one-off, but he was asking, so, of course I said yes. I had bared my soul, but he didn't hold it against me. When I got home, Mom of course asked what I thought about camping, and did I have fun. I said yes, but it was mostly just relaxing, unwinding, and that I thought Charles was a nice guy for taking me. She agreed. The week following went by normally, but by Friday, I was getting excited to get outdoors again.
Saturday morning, bright and early, Charles came over, and we headed out. We were barely 5 miles away, when Charles looked over at me. "Truman, do you trust me?" He waited until I nodded yes, and continued. "I've been thinking all week about your situation. No one should have to go through life unfulfilled. I'd like to try something radical, IF you trust me completely. Ok? If it doesn't suit you, we won't ever have to mention it again, and no one has to know, except us. We're taking a detour." With that, he smiled and we headed to the nearest town that was still in the direction of the lake. My mind was whirling, trying to figure out what Charles had in mind, but he wasn't saying. On the way, though, he had me drink a couple of beers, and gave me a tablet of something he said would mellow me out. Thinking that I might need it, I swallowed it down.
We pulled up to a beauty shop, and I quickly said, "I don't think I need a hair cut," and he laughed (My hair was just over my shoulders.)
"You're probably right, Champ, but let's let the expert decide." We went in, and a middle aged lady was waiting on us. "Clair, this is the friend I told you about. What do you think? Can you do your magic?" She smiled, winked, and answered that as long as I was willing, she could. I was feeling the effect of the beers and the little pill, so I sat right down in the stylist's chair. She started washing my hair (wow, it feels amazing when someone ELSE does it), and without being aware, I dozed off. In the back of my mind, I could hear whispered voices, but felt too good to make myself wake. I could feel her soft fingers on my face, neck, and I dreamed she, or someone, was removing my clothes. Part of me remembers rolling side to side, helping as my shirt, shoes, socks, shorts, were removed. I can't recall why, but, for some reason, it did not seem weird. Was she massaging my legs? I could feel soothing tingling, and I may have been moaning.
I don't think I've ever slept this well before. I was the poster boi for calm. I think I was being pulled this way and that, as my clothes were going on, but it was so gentle, and, in my mind, maybe a bit erotic, that I liked it. I wondered why my clothes were removed, just to put back on, but it was fleeting. Had they been washed? The material felt so soft. Something was brushing my cheeks, then my lips, and then eyelids. Not quite like a tickle, but almost. The voices were seeming louder now, more excited, and I felt a light stinging above my eyes. My eyelids began quivering open, just as the stinging stopped, and Claire's voice, very clearly said, "There, all finished! Doesn't she look sweet?" I slowly focused, looking around for a "she."
Charles and Claire both were staring right at me, smiling so big, but I scanned the room to find no one else here. I felt... different. The effects of the little pill? I leaned forward, about to stand, when I froze. Those are NOT my legs, shooting out from a short skirt, and NOT my feet, in sexy little heels. I looked around. "Wh-WHAT is going on? Am I still sleeping?"My hands are sliding down my body, but not my body, in a lacy blouse, and...a bra? I know I looked lost, because both Claire and Charles got on either side of me, and slowly pulled me out of the chair, turning me until I saw my reflection the the mirror.
At first, I was stunned, then mad, then confused. WHY had they done this to me? I kept looking at that mirror, still not convinced it was me.
"What... have you done to me?" There was a pretty girl, open mouthed, staring back at me. Except for KNOWING it's me, I couldn't have imagined it.
Charles said, "Tru...(accidentally, or purposely, leaving off the man, I'm not sure), Tru, I, uh, we, figured, given your, um... shortcomings, this ... might be another choice for you. If you...hate it, it's easily undone, but, could you give it a try? You make a damn cute girl. What do you say? Give it a chance?"
Clair popped in, "He's right, Sweetie. No one will guess you aren't all girl, unless you tell them. Give it a try. Walk around in the heels a bit, to get the hang of it. The silicone inserts in that lacy bra fit you perfectly. If I were half my age, and bi? I'd be all over you."
I swallowed hard. "Are you...sure? What made you think of this? I'm not...gay, or anything." (directed at Charles)
"I know, Champ, but, you seem so lonely, and everyone deserves to be happy. And, you wouldn't be gay... you'd be a gurl."
I turned back to the mirror, twisting side to side. I wasn't sure about all that, but, I DID look like a girl. What would Mom say, if I came home like this? "Well, um, what do I do, now, dressed like this? How will I know if this feels right? Cause, it sure feels strange right now."
"I thought that out too, Tru. I think we should maybe go to the mall, let you see how people respond to you, then a restaurant, then, I know a bar I can get you in. Do you know how to dance? I'm positive you'd get some attention."
"Woah, woah, slow it down. I...need to um, take baby steps. And, we need to not forget my clothes, if I freak out too much in...THIS"
Charles paid Claire (I don't even want to guess what all of this cost) and we walked slowly to his truck. I instantly was aware of how the heels made my hips sway, and I won't lie, I liked the way the short skirt hugged my hips, legs. I would definitely sleep with me... if I only COULD. Getting in the truck, I had to tug the skirt down, as it rode up a lot trying to climb in the seat. A LOT of leg showed, causing me to blush, but also excited me. Holy Shit, I DID look like a girl. Riding along, I got a few sidelong glances, and Charles would ask if I was ok. I simply nodded. I subconsciously licked my lips. The pink lipstick felt so strange, but so...SEXY. WOW! Ok! That's erotic. Maybe... this ISN'T as crazy as it feels.
While we are riding, I'm fumbling with the purse Claire provided. I was surprised to find more lipstick, eyeliner, mascara, makeup remover, and FUCK! CONDOMS?? What does she think I'll be doing? Charles noticed my blush, but didn't ask. When we pulled into the mall parking lot, Charles came around to my door, offered his hand to help me out. "Just, breathe,Tru, you can do this, you really look great."
He patiently slowed his wide gait, to match my smaller stride. Mindful not to stretch my legs too far, and try to control the sway of my hips. "If anyone asks, which I doubt, but, if they do, you're my , ok? Charles' big smile was so comforting. I wanted to just hug him. He really was doing so much, trying to help me.
We strolled the mall, he asked if there were any stores I wanted to go in, and, if I wanted any other "girl things". "I can't think of anything I need, can you?"
He thought for a moment and said,
"Well... what about a swim suit, if we go back to the lake?"
My mouth popped open. I hadn't thought that far. Would I still look like this, at the lake?
"How about this. We'll get you one, and, if you decide you don't need it, we can always return it. Deal?" I nodded, and in we went. Even though my face stayed red the whole time, we picked out a red bikini. And, yes, I DID wonder what I'd look like, in it. For the first half hour, I was very nervous, I just KNEW someone would spot me, and call me out. Little by little though, my confidence grew, as I watched men, mostly older, but a few young guys, giving me the eye. A few weren't even subtle, but whistled and called out things like, " I'll show you what a real man feels like," to the crude ones, "come get a mouth full of special sauce." That one caused Charles to chase the guy away, but we both laughed later.
"See", he said, "no one can tell. You are just a hot gurl to them. This might work, if you let it." Ok, yes. I liked the attention, I'd never had any. I loved the thought that people, well, guys, were attracted to me. But, could I... want... SEX? With guys? That was the kicker. I'd always dreamed of getting my pleasure FROM girls, not from acting like a gurl. And, what the Hell would I do? For the first time, EVER, in my life, I imagined looking at cocks. Not tiny ones like mine, but real ones. Could I touch one, caress one, or... MORE? I caught myself glancing at crotches, and then the face that matched them. I realized, quickly, it was easier to imagine that possibility, with me looking like this. After all, that's how gurls make men feel good.
I think Charles felt that I was getting more comfortable, looking like this, because we left the mall and headed to a restaurant/bar. As we walked in, he leaned down and whispered, "Just remember what you look like, ok? Everyone here sees a sexy young girl. Go with it." We sat at a table in the middle of the room. At first, I tried pulling at my skirt, because a lot of my legs were showing. I gave up, though, it was pointless. The place had "ambiance", I guess... Not a lot of light, and candles on the tables to see your menu with. Charles ordered me a wine, and to my surprise, the waiter didn't flinch, just brought it to me, and a beer for Charles.
It sounds silly, maybe, but I "felt" so feminine, sipping my wine with dinner. I found myself acting more "ladylike." It was not lost on Charles, as his smile got bigger. I was his creation, I guess, After my second glass of wine, I quickly realized, what goes in, must come out. I whispered that I needed to use the bathroom, and Charles quickly told me to go in the ladies room. I wasn't sure about it, but he nodded. When I stood up, I had to hold the table for a moment. He chuckled, and told me to walk slowly, I'd adjust to it. After a few steps, I did right myself, and don't think I wobbled much.
The two bathrooms were side to side, but I found the ladies room door locked. I knocked, and heard a voice answer, but couldn't make out what they were saying. I got more nervous as I did a little dance in the narrow hallway, trying to wait. After what seemed like an eternity, I shrugged and stepped into the men's. I could NOT hold it any longer. I quickly slipped into a stall, and pulling down my pink panties, sat.
"WELL, lookey here! Looks like you stepped in the wrong bathroom, Missy!" My eyes widened at the sight of a huge trucker type dude. He grinned real big, and eyed me up and down.
"I, um... couldn't wait, someone was in the ladies room."
"My, my,...MY good fortune then, ain't it? I came in to take a leak, but, I have something better in mind." His hands went to his zipper, as he said, "On your knees, Missy. You can polish this knob, or you can get a pussy full of cum. Your choice." My eyes went wide as he pulled out an already hard cock. Compared to mine? It looked huge. "Come on, Gurl, I ain't got all night. Which hole gets filled?"
I sobbed, felt tears forming, as I slowly dropped to my knees. Yes, I'd been WONDERING about this kind of thing, but didn't think I'd be rushed into it. He rubbed his huge cock on my cheeks, then my lips and said, "Open up, cutie, I'm going to enjoy this, maybe you will too." I HAD to look terrified, as I parted my lips, closed my eyes. He pushed that big smooth mushroom head in my mouth, and told me to open my eyes, to see my face while I sucked him. I didn't know what to do, I just tried to remember what the girls in the porn videos did.
I flicked my tongue on the head, thinking how smooth and warm it was. In seconds, I felt, and tasted, what I surmised to be yummy precum. I was relieved to find that it wasn't disgusting, like I'd feared. I heard him moan, and push his cock deeper in my mouth. "Fuck, Baby, that's it, take that dick!" I don't know why, but that strangely excited me. He really thinks I'm a girl, and, I'm making him feel good. I started sucking harder, and enjoying it. It was so weird, having this smooth, warm, thing plunging in my mouth, and giving him pleasure. I felt my little nub stiffening, and my fingers were gently squeezing him. I KNOW I hadn't been on my knees for 2 minutes when he shot hot, creamy deliciuous cum in my mouth. I didn't want to choke, I was swallowing as he spurted. His cum made my tongue all tingly, and I immediately liked that. Amazingly my tiny cock was rock hard. He zipped up, walked out, without a word. I was trying to clear my head, standing, checking my makeup in the mirror, while I rehashed what just happened. It occurred to me that Charles might be wondering what's taking so long.
My head was swimming, from what happened. I SHOULD have been mad, hurt, but, I kept feeling his cock filling my mouth with cum. Why does no one ever tell you that it tastes...interesting, to say the least. And, that tingle! WOW! I kept catching my tongue swirling in my mouth. This is a game changer. Now I am a cock sucker!
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Mistress and Master
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Posted:Sep 25, 2024 6:53 am
Last Updated:Oct 5, 2024 3:32 am 1952 Views
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Maria approached Christina holding numerous coils of rope, her eyes filled with a sadistic hunger. Upon reaching Christina she dropped all but one coil of rope at Christina feet, then with out a word staring sternly into Christina eyes, Maria began weaving the rope around Christina's torso, her fingers moving with practiced ease winding the rope around her chest and shoulders into a modified Takate Kote harness. The harness hugged Christina's body, tightening in all the right places while still allowing her chest to rise and fall with each breath.
Christina could feel the ropes pressing into her skin, a constant reminder of how truly helpless she was. Christina didn't dare speak or move, her eyes were locked onto Maria's, whose cold and predatory, made her feel like a small and weak little gurl.
Satisfied with the chest harness, Maria picked up a second coil of rope and wrapped around Christina's waist and thighs creating a modified Drum Harness. Each knot was secure yet careful, Maria took her time to ensure there were no pinch points, the structure both supportive and beautifully intricate.
Maria then guided Christina toward the center of the room, beneath a sturdy beam with strategically arranged anchor points. With a firm hand, she positioned Christina onto her back. Maria then moved on to Christina's arms, bending them carefully so hands where beside her shoulders before securing them with more rope. Maira tied a modified Tengu, incorporating a Server's Hand Catch.
Jake stepped in to assist with the next part. Working in tandem they pulled rope through the overhead anchor points and connected them to the harnesses wrapped around Christina's body. With a strong, coordinated pull, they hoisted Christina into the air, leaving her suspended horizontally, face down, with her body parallel to the floor. Next Maria tied additional ropes around Christina's ankles, securing them to the support lines of the hip harness. This not only bent Christina's legs at the knee but also drew her ankles up toward her back slightly. Maria and Jake stepped back, admiring their handiwork as Christina hung in mid-air, like a living decoration, her body completely immobilized and exposed with her tiny cock pointing straight down.
Christina couldn't resist the impulse to test the limits of her mobility. With a subtle wiggle, she felt the firm embrace of the ropes, each one serving its purpose in restricting her movement. The ropes dug gently into her skin which wasn't painful, but the slight discomfort heightened her awareness of her helpless state. Christina reveled in the unique sensation of vulnerability; this newfound helplessness only seemed to fuel her excitement. The intensity of Maria and Jake's eyes on her as she hung suspended, powerless and reduced to nothing, but a living toy also seemed to deepen the intoxicating rush coursing through her causing her tiny cock to harden.
Maria grabbed one of the loose coconut ropes, knotting it in several places with expert precision. This rope seemed designed to irritate, to burn and scrape the skin as it moved. Maria threaded the rope downward, guiding it between Christina's thighs and buttocks, then pulling it taut up her back. The rough fibers bit into Christina's skin as the rope settled into place, a knot pressed firmly against her boi pussy. Maria gave the crotch rope an extra tug, ensuring it nestled uncomfortably between Christina's legs, the abrasive fibers scratching with every twitch.
Next, Maria adjusted the ropes around Christina's ankles, pulling them upwards slowly and deliberately. Christina's body folded into the sharp, demanding scorpion like pose, her back arching more intensely as her feet were drawn toward her head and shoulders. Though inherently flexible, the pose tested the limits of Christina's physicality, causing every muscle to strain under the controlled tension of the ropes.
An undeniable thrill of sadistic pleasure coursed through Maria, she loved doing transitional suspension bondage. There was an artistry in twisting and turning the human body, making it dance in mid-air, gradually increasing the discomfort. Moving from one position to the next, was a slow controlled process and she knew that with each movement, the combination of pulling, stretching, and the constant friction of the rope would be, a slow, deliberate torment.
Christina pulled at the rope, but every movement only made things worse, digging the tight rope harder against her flesh, and pulling painfully at her over stretched muscles. The scratchy crotch rope pushing deeper into her most sensitive areas, the knot rubbing roughly against her boi pussy with every shift. The sharp arch and the subtle discomfort began to toe the line between exhilaration and soreness. Just as the strain became palpable, Maria's began readjusting the ropes, releasing the rope holding the chest harness.
In an instant, Christina's upper body dropped, leaving her swinging upside down in an inverted suspension, supported only by the ropes around her hips and legs. The sudden change disoriented her, the world spinning as she adjusted to the new position. Her heart pounded in her chest, a potent mix of fear and exhilaration rushing through her veins, it was like the dizzying excitement of her first rollercoaster.
"I think too much of your blood is being pumped to your little cocklet," Maria teased, as she felt excitement pulsing through her own body. "Maybe leaving you like this for a bit will help you cool down."
"I think I know what would help her cool down a bit." Jake said with a menacingly chuckle, as he picked up a leather belt, The sight of which made Christina's stomach twist in anticipation.
"THWACK" The sharp crack of the impact echoed through the room as Jake brought the belt down hard across Christina's bubble butt, a red stripe rising instantly across both of her perfect butt cheeks.
"OWWWW!!!" Christina howled, as an agonizing sting exploded across her ass, leaving her body shaking as she hung upside-down in mid air.
Jake moved behind Christina, reaching over her suspended body, he swung the belt once more. "OWWWWW FUCKKKKK" Christina screamed as the sharp pain ripped through her body. Her body reacted instinctively, thrashing and writhing in the ropes, causing them to sway and creak with her movements. But no matter how much she twisted, the knots held firm, refusing to give her even a fraction of relief. The pain quickly subsided into a dull, aching throb as her breath came in shallow, ragged bursts.
Maria remained focused, not give Christina even a moment of reprieve. She worked the ropes again spin
Jake stepped toward Christina again, this time he rapidly counted out loud, "One" his voice punctuated by resounding THWACK as he worked his way downward, "Two" THWACK.
"AARRGHH!" Christina's scream pierced the air, tears now streaming down her cheeks as her body trembled. Each strike ignited her tiny cock.
Despite knowing she wasn't allowed to speak out, the agony overwhelmed her restraint. In a desperate whimper, Christina's pleaded "Please Daddy, I can't take it anymore! Have mercy Master!" her words choked with pain.
"I warned you before you made your choice that you would be humiliated in ways you could never have dreamed of," Daddy Jake said, his voice a low, chilling murmur as his hands gently stroked the welts he just created "You will see no mercy today; you are here for us to enjoy."
"But... but... why?" Christina's asked, barely audible through her sobs.
Maria approached their quivering victim with an eerie tenderness, she cradled Christina's tear-streaked face in her hands, her warm fingers caressing Christina's trembling cheek. Leaning in, Maria pressed a chilling kiss to Christina's cheek, tasting the salt of her tears. With a disturbingly reassuring tone, she whispered, "This is who we are. Emasculating littel gurls, controlling them, making them feel small, weak, and helpless it all just feels natural to us. It's what gives us pleasure, something deeper than words can explain. You could say it's an instinct woven into the fabric of our beings, or that it's an integral part of our superior existence."
As the pain from the spanking began to fade, Christina's managed to calm herself with long, deep breaths. The gently stroking her flesh, that were in stark contrast to the harsh punishment she had endured, provided a sense of solace. The room now seemed quieter, the only sound the rhythmic inhales and exhales as she tried to regain composure. The calm brought Christina a strange mix of relief and vulnerability.
Jake's hand continued its unsettling, almost tender, touches across her butt as he added, "You, my dear little slut, seem to crave this, reveling in the feeling of helplessness. The pain may hurt, but deep down, I bet this is something you're actually enjoying."
Christina remained terrified, trapped in a chilling juxtaposition of gentle caresses and sadistic revelations, trembled at the realization of her own unsettling desires. It was terrifying yet thrilling, confusing yet undeniably arousing, a fact made obvious by her rock hard tiny cock. The remnants of pain still lingered, but so did the heat of her arousal. Christina's was again left grappling with the complex set of conflicting emotions swirling within.
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Play Room
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Posted:Sep 23, 2024 11:50 pm
Last Updated:Oct 5, 2024 3:32 am 2431 Views
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As the front door closed behind them he took her jacket and hung it up with his on the banister as she took off her heels.
"The living room is to the left, go on ahead and I will fetch us a drink" James suggested. She entered the living room and found the most appealing couch. It was wide and deep, with a think heavy blanket draped over the back and a number of plush cushions. "Wow, that's one perfect cuddling couch" she though.
She surveyed the rest of the room as she walked over to the couch and traced her fingers over the thick blanket. Her eye caught a beautiful cabinet with an extensive collection of records and an old record player in the corner. She walked over to the cabinet and thumbed through the collection as James emerged into the room holding an unopened bottle of wine and two glasses.
"Why don't you pick one and play something while I open this" he requested.
She smiled and continued to flip through the collection, pausing at the Pink Floyd section, she recognised the 'Wish You Were Here' album and took it from the shelf.
"Lets toast the evening with the wine" She suggested as they broke apart and she walked over and fell playfully into the couch. The cushions enveloped around her and she smiled. James had opened the wine and poured two glasses. The smell of the wine filled the room.
"I had saved this for tonight. I hope you like it" James stated as he handed her a glass before collapsing on to the couch beside her. "Cheers" he continued as he drew up his glass close to her.
"To us Daddy" she replied as she moved her glass to ring with his. They both took a sip and agreed that it was excellent. James's eyes began to explore Jessica's beautiful body and he quickly became overwhelmed with desire. James leaned in and took the glass from Lari's hand and he placed them both down on the middle of the coffee table. He turned back to her as she brushed her hair away from her neck closest to him as to hint an open invitation.
He moved back into the couch beside her, sideways, facing her and leaned in. Their lips met and quickly their tongues followed. The taste of fine wine still fresh as their tongues romantically dancing with each other. James ran his left hand up her thigh and back down, each time getting a little higher and more adventurous. She placed her hand on his cheek and kept the kissing going; At the same time Lari opened her legs slightly, subtlety granting permission to be touched.
James used a strong palm and massaged up her inner thigh and once at the top, he used the side of his index finger, felt the soft lacey fabric of her pink thong panties. At the first touch Lari slowly threw her head back in lust and moaned a sigh of relief to finally be touched by him. He seized the opportunity and began to kiss and playfully bite her neck. She ran her fingers through his hair to keep him engaged in the foreplay. He began to feel her hardening little cock through the panties.
Lari reached down and grabbed his hand from under her skirt. She placed her hands on his chest and pushed him back into the cushions and swing her legs across him, sitting on his lap facing him and placed her hands on his face and leaned in and kissed him. He hands ran up her legs and around her beautiful round firm ass and pulled her closed to him. This forced Lari to sit higher and their lips broke. He moved his hands up and found the bottom of her blouse and began to lift it up and off her. She leaned forward and placed her pert little breasts right in front of his face.
The pink lace topped bra just managing to do its job holding them in. He kissed her cleavage while he found her clasp. He brought both his hands to the front of her and grabbed her small tits and pushed them together in front of his face as his lips encompassed a sensitive nipple and draw it inside his mouth.
Lari began to unbutton James's vest and lowered it off his shoulders. He let go of her breasts as she continued loosen his tie and unbutton the top button.
"Stop" James said, and pulled her face to his and kissed her. "I have something I wanted to show you. Something I have not disclosed to you yet. I have a room in the house I would like to show you".
Feeling a little confused and a little curious Jessica reply "Ok, take me Daddy" as she dismounted off James.
He stood up and adjusted his pants. The large bulge of his cock clearly visible. He grabbed the glasses of wine from the table and gave her hers and took the lead upstairs. At the top of the stairs on the left was a large solid wood door with a set of keys on a ring hanging on a hook outside of the door.
"I have wanted to bring you in here for a while. This is my play-room and I think you will enjoy what I have behind the door. Are you ready?" He asked Her. She didn't say anything, she paused for a moment, then leaned in and kissed him, before nodding yes. He retrieved the keys from the hook and unlocked the door. It was a solid heavy door and it slowly swung open. He grabbed her hand and lead her in.
It was immediate. Lari knew what he meant by play room. It was like in that novel everyone had told her about. The room was dimly lit yet warm and inviting. In the middle of the room, free from any wall, stood a large metal framed four-post bed with red silk sheets; no pillows. Lari could see large rings welded to the bed frame at key points all around the head and foot posts. Her eyes left the bed and found a large standing cabinet with glass doors. She stepped towards it and found it neatly displayed a number of exotic sex toys, instruments and restraints.
Over on the far wall a wooden X was nailed to the wall with the same rings as the bed on each of the points. She walked around the bed, sipping on her wine as she traced her fingers over the cool of the metal headboard. she came to the X on the wall. James eagerly watched her survey the room then turned, locked the door and hung the keys on a hook on the wall inside of the room. He crossed the room and over to her as she stood at the X and had turned her back to it grinning at him. Lari had made her selection.
James retrieved a few lengths of silk from the side of the bed as he approached her at the X. "Show me how this works Daddy" She said playfully as she bit her lip smirking.
"You must known that you can say stop at any time and I will cease immediately, but if you don't, I will continue" James explained. She began to nod yes however he step forward sharply and pushed her up against the wooden X. It took her breath away for a moment as it was so unexpected. He lifted her right arm up and tied the silk rope around her wrist and then looped it through the metal ring and pulled it back. Her arm shot up and into place as he secured it. Then he repeated with the left wrist.
She stood there, back straight; hands tied up outstretched. He stood before her and kissed her deeply, then moved down her neck and chest to her breasts. James grabbed each breast and pulled them firmly yet playfully and gripped each nipple between his thumb and index finger and twisted a little to ensure they were erect and responsive. His hands lowered to her skirt and he pulled it off and to the floor followed by her panties.
He stood up and locked eyes with her as he drew his left hand up and around her neck, then his right between her legs. He wrapped his hand around her neck, but applied no real pressure, just the sensation of it being there, as his fingers on his free hand parted her butt cheeks and with the flat of his middle finger ran up and down the length of her crack and across her tiny hard cock. She instinctively tried to pull her hands towards her but realized she could not move them. This seemed to excite kinky slut Lari further.
James located the opening of her boi pussy and swiftly thrust a finger inside and curled them forward. "Two more to go" James stated. Not quite understanding what he meant Lari moaned a little as he withdrew his fingers from inside her. James knelt down and begun to tie another length of silk around her ankle. She realised what he meant and slowly he pulled her legs apart and tight against the wooden X. Jessica was now completely pinned up against the wall with no freedom.
James stepped back and walked over to the cabinet and retrieved something. She couldn't quite see what it was. It seemed to be clear. He walked back, kissed her and then showed her. It was a dildo, but not like anything she had seen before. It was made of glass, very smooth glass, with a mushroom head at the tip, like the smooth head of a cock.
He began to trace the tip of the glass cock down her cleavage and across her nipples. It was very smooth and also quite cold. He stepped close and kissed her deeply and passionately as he lowered the glass cock down her bare stomach to her tiny hard cocklet. She gasped as she felt the head of the cold glass cock find its way between her butt cheeks and to her opening. He very slowly inserted the glass cock inside her.
Lari sharply inhaled as the chill from the glass cock pressed against the walls of her boi pussy deep inside. He slowly withdrew it half way before pushing back deep inside her. Lari moaned with ecstasy as lust washed over her. Her boi pussy begun to tighten and warm the glass cock she was now being fucked with. James stood tall in front of her, watching her flood between her thighs.
He grabbed one of her pert breasts and sucked hard on the nipple, drawing it to full attention before running his teeth across her alveoli and bite her nipple. He knew she felt it as she tried to bring her arms down but quickly gave up as she realised, she was not in any control. He continued to thrust the glass cock deep inside her with rhythm and purpose and he could tell her analgasm was close as her breathing changed and she tried to move her arms away from the wooden frame. James continued and to fuck her with the glass cock, which was sliding effortlessly in and out.
Suddenly Lari's legs began to buckle as she let out a long moan and exploded into orgasm all over the glass cock. James kissed her passionately as he slowly withdrew the glass cock from her boi pussy. He placed his palms on hers, bound against the wood, as they kissed. He reached the knots and pulled on the silk restraints on her wrists and she let her arms fall. She ran her fingers through James's hair as he knelt down and untied her legs.
Once she was free James stood up and kissed her neck. She began to unbutton his shirt, followed by his belt and the button of his pants. She lowered his shirt off his shoulders and began to trace along his collarbone with her lips as the shirt fell. Her hands moved to his pants and she pushed them down to the floor along wit his tight fitted underwear; James huge fully erect cock stood to attention in front of her as the clothing hit the floor. She could tell he really enjoyed being in this room with her.
He stepped out of them and over to the bed pulling her with him. He sat on the side of the bed and Lari stood in front of her Daddy. She reached down and wrapped her hands around his strong shaft, eyes wide with delight at his girth. She had not seen his cock before now and it exceeded all expectations. Lari leaned forward and kissed him. She ran her palm across her little cock and transferred some of her orgasm. She started to pump her lubricated hands up and down his shaft and she then whispered to him "lay back Master".
James shifted back on the soft silk sheets and Lari crawled up onto the bed before him and locked eyes as she slowly lowered her open mouth around the tip of his cock and begun to take all of him. He watched with pleasure as Lari took all of his hard cock into her mouth and into the back of her throat. He didn't know before that moment that she could deep throat and she felt incredible. Her warm wet mouth around his whole dick and tip pressing in the back of her throat. Instinctively he placed one hand on the back of her head and grabbed her hair to keep it from her face. James watched her as she came back up to the tip of his cock, his shaft completely wet from her mouth. She paused for a moment before beginning again, each time taking all his big cock deep into her mouth. Lari was clearly one of California's great cock suckers.
James raised his head backwards with delight as she continued to suck his dick. She could feel his grip on her hair tighten and that recognizable throb of his shaft. James, not wanting to allow this to finish here he pulled her off his cock and up to kiss him. Together they rolled over; She fell onto her back and he over onto her, seamlessly, as if rehearsed a hundred times. He leaned down, his palm on her cheek he kissed her lovingly. Slowly he pushed his hard cock towards her boi pussy. She grabbed his ass and pulled him into her.
The feeling was unlike the glass cock. Daddy's cock was warm and thick and filled her perfectly. She gripped the silk sheets as he stated to thrust hard and deep into her. he reached for her hands and they locked fingers as he pinned her down. Eyes locked together, he thrust into her over and over, his shaft wet, glided in and out smoothly and deeply.
James could feel Lari's boi pussy tighten around his cock, responding to his thrusts. She could feel the head of his cock throb and engorge each time he filled her depths. Their breathing began to sync as they both edged closer to orgasm. Moments later they both arrived, Lari first. A sudden squeeze of her boi pussy followed by an intense release of her second analgasm. Then James exploded deep inside her to meet it. Faces together, their mouths open as they shared each others breath. He continued to pump his cock in and out of Lari as he pulsed and emptied into her. She grabbed James's back and pulling him close as she kissed him, keeping his cock inside her as they passionately kissed; both not wanting to let the other go.
Finally, James withdrew and collapsed beside his little gurl on the bed. She rolled onto her side and kissed his chest and ran her hands across him. Both panting from the adrenaline then relaxed.
"How do you like my play room?" Daddy asked his little gurl.
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New Job
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Posted:Sep 23, 2024 4:16 am
Last Updated:Oct 5, 2024 3:32 am 2360 Views
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I was visibly shaken when Amanda discovered my secret. So, she gave me a Valium tablet to take home in case I needed it for my fragile nerves.
When I reached my apartment, I had no time to spare in getting changed for my interview with Ms. Povich. I slipped out of my yellow sun dress along with my lace bralette and matching thong panties. I decided to start with a light control bodysuit as my foundation garment. That would hide my tiny cock if I became excited. Then I put on my favorite baby blue fit and flare dress that goes with my blue eyes. I like garter belts because they make my legs appear longer. I selected a lovely bridal belt with Guipure lace and clipped its elastic straps to my ultra sheer ecru hose. Finally, I chose white kitten heel slingbacks to finish off my feminine gurly look.
My reflection in the mirror gave me a sissy thrill. Amanda had dyed my tresses honey blonde, given me a 1960s flip style hairdo and made-up my face beautifully. I looked and felt deliciously feminine. If there were more time I would stayed in front of the mirror lifting my skirt, touching my tiny cocklet and enjoying wonderful sissy boi sensations. But I needed to leave right away.
I reached Ms. Povich's office building just in time for my interview. When I entered her office I was awestruck by her gorgeous looks and the chic outfit she was wearing. Her appearance in real life was far beyond what I had seen in movie magazines!
Ms. Povich is a raven haired beauty with high cheek bones, wide set eyes and very full lips. Her smoldering eye makeup, subtle blush and soft coral lipstick were perfect. She was wearing a Chanel Couture white quilted jacket dress with a black collar and buttons. It must have cost a fortune!
When I approached her desk Ms. Povich remained seated but extended her lovely hand. Her nails were long and painted to match her lip color. She wore a beautiful gold necklace with a large ruby pendant that sat just above her enticing cleavage. Earrings dangled from her lobes, each with three short chains ending in more rubies. Several beautiful gold bracelets decorated her slender wrists. I smiled demurely and offered my hand limply. She shook it firmly.
"You're pretty," she said in an encouraging way. "Come around my desk so that I can get a better look."
I went around as she asked and Ms. Povich inspected me from my blonde locks all the way down to my kitten heels. She spun her index finder, indicating that I should turn around. I turned sideways so she could see my profile and then away so that she could scrutinize me from behind. I hoped she liked my trim waist and the flair of my dress. Then I rotated back to face her while maintaining a pleasant smile. She nodded her head in approval and returned my smile. I was pleased that she liked my looks. However, I was in no way ready for her next utterance.
"So. You're the sissy boi who wants to work for me. Is that right, Cindy?"
"Oh my God!" was all I could think to say.
My knees buckled and I would have fainted, but Ms. Povich rose to her feet and steadied me. She took the purse from my trembling hand, laid it aside and led me to the chair in front of her desk.
"You'd better sit down before you fall down, Sweetie," she said with a chuckle. She poured a glass of cool water from the carafe on her desk and I gratefully drank some.
"My manicurist knows Amanda, Cindy," she explained. "And you know how girls love to gossip."
"Does that mean the interview is over, Ms. Povich?" I asked with tears welling up in my eyes.
"Actually, I'm more likely to hire you because you're a sissy boi, Cindy."
I was confused until she went on.
"You might have heard rumors that I require intimate services from my female assistants. Those rumors are true but I'm heterosexual at heart. With you I could have the whole package, if you know what I mean. How big is your cock sissy boy?"
I nodded my head dumbly. I was thunderstruck at the thought of intimacy with this gorgeous, wealthy and powerful woman. "Ms. Povich, I have a tiny cock, just 3" when it's hard. But I love to lick a shaved pussy and lick a woman's clitoris."
"Good, Cindy. Let's see whether we're compatible in bed. If that goes well we'll talk more about the job. The door on your left goes to a private chamber and there is a powder room where you can freshen up. Then take off your pretty dress and wait for me on the bed. I won't be long, Cutie," she said warmly and with a wink.
I stood up and for some reason I curtsied to Ms. Povich which made her grin. Then I picked up my purse and walked to the door remembering to take small mincing steps.
The room was decorated and furnished in a very feminine style. There was a ruffled canopy bed, a makeup table, floral wallpaper and soft lighting from wall sconces. I also noticed the calming aroma of Ms. Povich's floral perfume in the air. I took my purse into the powder room where I dried my moist eyes with a tissue. At the mirror I touched up my mascara, eye liner and lipstick.
As I sat there the full impact of my situation hit me. Ms. Valentina Povich, one of the most powerful and sexy women in Hollywood, was expecting me to satisfy her carnal desires. I was so petrified by this enormous responsibility that I had to take the Valium tablet which Miss Amanda had given me for emergencies. When I heard Ms. Povich enter the private room, I bolted to the powder room door and latched it shut.
She tapped lightly on the door and said softly, "Are you ready, Sweetie?"
"No. I'm afraid, Ms. Povich," I replied truthfully.
"I'm not going to hurt you, Cindy. Won't you please open the door?"
I remained silent.
"Come on, Cindy," she said warmly. "We don't have to do anything sexual right away. We can just cuddle if you like."
"Do you mean that, Ms. Povich?" I answered with relief.
"Yes, Sweetie, I promise."
I opened the door and Ms. Povich tenderly took my hands in hers.
"I'm sorry if I rushed you into something you're not ready for, Cindy," she said sincerely. "I should have taken you out on a date first and sent you flowers. After all, you're a special kind of sissy boi with a cute clitty."
"I'm sorry, too, Ms. Povich. I've disappointed you," I replied humbly.
Ms. Povich was true to her word and we cuddled on the bed. She sat with her back against the headboard and I sat between her parted legs. She put an arm around my narrow waist to hold me snuggly and then gently drew my face to her warm bosom. I sighed with relief and relaxed into her pillowy breasts. She ran her hand sensually through my long hair and told me again what a pretty gurl I am. I wished for all the world that I was ready for sex but alas my little sissy weenie was still limp.
After a while she sat me up and reached for a fashion magazine from her bedside table. We browsed lingerie and cosmetic products together which I enjoyed very much. When we finished the magazine she said that if I still wasn't ready for lovemaking she would call a taxi for me.
When the driver arrived Ms. Povich gave me a sweet little kiss on the cheek and smiled. I curtsied again and smiled back as I departed.
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1
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Training
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Posted:Sep 22, 2024 7:18 am
Last Updated:Oct 5, 2024 3:32 am 3211 Views
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She looked very nervous, but she did open her legs for me. I quickly delivered her punishment, and she jumped at each impact. Her thighs bore the red marks of the ruler.
"Now I wish you to stand up and bend over again." She rushed to obey. "Part your buttocks for me." This was done with more reluctance. I ran my fingers down the crease between her buttocks. "I may choose to punish you here. I could use my hand, ruler, or hairbrush. When you deserve a thoroughly spanked bottom, you will be punished here."
"Yes, Mistress."
My finger now circled her boi pussy. "This is, as you will be learning, extremely sensitive, it can give great pleasure or pain. If I am angry, I will use the ruler to punish this." I pushed against her tight hole.
"I will do anything to avoid that."
"We will see. That is the end of the lesson. Your training will be an experience for you."
"Yes, Mistress."
"Before we change for dinner, I will deal with your continued disobedience today. Please pass me your hairbrush."
"It is upstairs."
"Fetch it for me slave."
She hurried off, and when she returned, I was sitting on the chair she had so recently occupied, and I indicated she should get over my knees. Once in position, I looked down at her perfect butt. I rubbed the brush on each cheek in turn.
"Are you ready?"
"Yes, Mistress."
The first smack landed, and Lucy jumped on my lap. I quickly landed the second stroke on her other buttock. I then proceeded to punish her whole bottom and the tops of her thighs. She cried out and wriggled throughout. When her bottom was a uniform red colour, I stopped and gently rubbed her bottom. Sniffles were coming from Lucy.
"All over now."
"Thank you."
"Open your legs for me."
She did as I asked, and I gently rubbed her boi pussy, and my fingers were soon working their magic on her tiny cock. Lucy was pushing back onto my hand.
"Training is not all punishment, much of the time, if you obey, it will be pleasurable."
"Thank you. I want to be good for you."
"Excellent. After dinner, we will continue your training. We will eat in forty-five minutes, I am going to shower and change. I suggest you do the same. Please wear your new uniform." I gently slapped her bottom. We both went to get ready for the evening.
As Lucy would be dressed in her school uniform, I was going to dress as I would imagine a strict headmistress looked. I got ready quickly, and made sure everything was ready for our meal when it was delivered. I opened a bottle of wine and waited for Lucy.
After forty-five minutes, she came downstairs, she looked like the classic naughty schoolgirl. Her skirt was too short and showed her stocking tops, her blouse was too tight, and her small boobs were trying to escape. She looked exactly as I had imagined.
"Do you like your uniform?" I asked.
"I think I would be expelled from any school in the land." Lucy laughed. "But it does make you want to play." She twirled around and showed she had chosen to wear the pink thong panties.
"Let's eat," We sat down and enjoyed a lovely meal, the wine flowed as did the conversation.
I asked, "Why did you decide you wanted traing?"
Lucy thought and replied. "Lots of reasons, as you know, I am bored in my marriage. I enjoy being controlled--not all the time, but sometimes I like someone else to take charge. I do not like being punished; it hurts, but the thought of it and the feelings afterward are worth the pain. It was a risk, but one I wanted to take."
"Are you pleased you took the chance?"
She smiled, "Yes."
"Even though I am going to cane you later?"
She gulped, "Yes, even then."
Lucy asked about why I wanted her in uniform.
"It helps to take you out of yourself; it allows you to imagine a different person. Different uniforms almost create different personas."
"Do you dress up?"
"Yes, some people I have trained like me to dress differently for them. I have been a riding mistress, I have a headmistress's black cape. If you are really naughty, I can go the full dominatrix look."
"Wow, that does sound exciting."
After dinner, we tidied up.
"I need to get a couple of things from upstairs. I want you to stand in the corner with your hands on your head, nose in the corner, push out your cute butt and await your punishment."
Lucy walked to the corner, once her hands were in position, her skirt rose even further, it was a delightful sight.
Upstairs, I placed three pillows in the middle of the bed and added a little surprise for later. I then collected my cane and prepared for Lucy's punishment. In the lounge, I swished the cane several times, and Lucy started to look around.
"Stay in position slut."
She quickly obeyed.
"You will receive twelve strokes. Your panties will be coming down. Bend over in the middle of the room, let's get this over with."
Lucy bent over, and what sight to behold. I flipped up her skirt and pulled her panties down to the top of her stockings.
"You will keep your bubble butt properly presented throughout."
"Yes, Mistress."
I tapped her bottom before delivering the first stroke. Lucy cried out and reached around to protect her bottom.
"Lucy, that stroke does not count. Present yourself properly. We do have all night; it could be a very painful evening for you. Let's start again."
I caned her a second time, although with less force. I wanted this to be memorable, but not for all the wrong reasons. This time she stayed in position. I continued her punishment until the seventh stroke. "Lucy, you have six strokes remaining. I wish you to count the remaining strokes and thank me for each. Is that clear?"
"Yes Mistress, thank you, Mistress."
"Here comes the first."
I landed my cane once again on her already sore-looking bottom.
"One, thank you."
I took my time, but eventually we got to. "Five, thank you."
"Do you know the tradition of the last stroke?"
"No Mistress."
"It is always the hardest."
"Please, no, my bottom is so sore."
I delivered the final stroke, in reality, it was no harder than the previous ones, but it was delivered at the junction of her bottom and thighs.
Lucy cried out loudly but did remember to say. "Six, thank you Goddess."
She started to rise. Until. "Lucy, you shall stay in position until permitted to move. Bend over, please."
She resumed her previous stance, and I gently rubbed her butt. "Lucy, you are to be sent to bed early, like the naughty gurl you are. However you have a choice, you can go to your own room, and I will see you in the morning. Or you can go to my room, and I will rub some cream into your butt and kiss it all better."
Without hesitation. "Your room, please, Mistress."
I smiled. Right off you go. There are some pillows on the bed. Remove your skirt, blouse, and panties and wait for me. She rushed from the room.
I collected another bottle of wine and two glasses and followed Lucy. In the bedroom, she was positioned as requested.
"Open your legs for me."
She did so immediately.
"Would you like some cold cream on your poor bottom?"
"Yes, please, Mistress, it is very sore."
I had some cream ready, which I applied to her bottom, and I smoothed it into her punished skin. Soon my fingers found her noi pussy.
"Are you enjoying your Mistress's attention?"
"Oh, yes, it is wonderful."
"Hold your butt cheeks spread for me, there is one more thing I want you to learn."
More reluctantly, she did as she had been told.
I applied more cream to the newly revealed area and then circled her boi pussy again with my finger.
"This can give you so much pleasure, you just need to relax."
"I'll try."
I circled her opening and teased her. She started to respond and push back on my finger. I gently pushed at her opening, and with little resistance, I found my finger inside her. I continued my teasing while playing with her hard little cock using my other hand.
"Is that nice?"
"Yes, Mistress, naughty but nice."
"The best things often are." I withdrew my finger. "We will explore more in the future. Now I have a surprise for you under my skirt, would you like to see it?"
Lucy rolled on her side. "Yes please."
I stood and slowly undid my skirt and showed her the surprise. I was wearing a strap-on penis, it was six inches long, with a wide girth. Lucy stared; excitement was written over her face.
"Do you like your surprise?"
"Oh, yes."
"Unlike the male version, this does not leak or go soft on you."
"That's an improvement."
"I have three different sizes, this one--an eight-inch version and a bigger one for dark deeds."
"This one looks good to me, the biggest one sounds scary."
"That is for another time. Do you want to try this one?"
"Oh yes, it is nearly twice the size I am used to." She said with a smile.
"Roll back onto your tummy." I knelt behind her and positioned the phallus at the entrance to her boi pussy. I slowly entered her. I looked down to see my dildo embedded in her boi pussy with her red-striped bottom on show. I was in heaven.
This was the start of a very long night, eventually, we both fell into an exhausted sleep. One of us with a sore bottom.
Sunday morning was bright and clear. I asked if Lucy wanted to take the horses out for a ride. Lucy, now my horny slut, decided to ride my 8" cock dildo.
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1
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Caught
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Posted:Sep 20, 2024 10:31 pm
Last Updated:Oct 5, 2024 3:32 am 3726 Views
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Looking at herself in the mirror on the other side of the room Virginia felt deeply satisfied with her work. She looked like a damsel in distress, a sexy goth damsel in distress. It was the little details like the contrast of her black lipstick against the bright red ball gag that made her look irresistible in her opinion. The gentle vibration of the butt plug felt delightfully excruciating. She could feel the slow build up in her tiny hard cock. It seemed as if pleasure kept pouring in without ever overflowing. Instead of fighting it she decided to embrace it. She started softly moaning. She found the sound of her own pleasure, muffled by the gag to be deeply sexy and erotic.
Looking again at her reflection she found the way her curves moved as she ground her hips mesmerizing. Eventually she got into a sort of rhythm where she would shift her focus back and forth between the TS porn playing on TV and her own predicament. Impregnating herself with the sometimes sensual, sometimes brutal but always arousing energy of the scene. And then closing her eyes and entering a trance like state, letting the raw physicality of the moment overwhelm her. She had lost track of time; she could not tell how long it had been or even keep count of how many of these cycles she had been through. It did not even matter anymore. She had accepted that her bondage would simply end when it was meant to end. Not a second earlier. And she would not have wanted it to be any shorter.
Her bliss was suddenly interrupted when she thought she heard a noise coming from the front door. She opened her eyes and with considerable efforts shifted her attention away from her current predicament and unto the entryway. After a few tense seconds of silence, she heard it again. Someone was fidgeting with the door. Wild scenarios were racing through her mind. What if it was a burglar? She was completely defenseless! She heard an ominous creaking sound as the door opened.
"Ginny, your car is blocking the garage door... Again... Can you please move it?"
Virginia's heart skipped a bit. This was Claire's voice! And Claire was the only person to call her Ginny. How could this be happening? She was supposed to be away! A panicked Virginia tried to pull on her restraints with all the strength she could gather. Surely, she had been locked for at least an hour, perhaps more. The ice lock was due to open any time now. It was probably not very strong anymore. If she could pull hard enough it would release her hands and she could untie herself or at least crawl to safety before Claire walked into the living room and discovered that Virginia was a kinky slut gurl. But her efforts were in vain, the ice lock was still holding strong.
"Ginny? Are you there?" the voice called again.
Still desperate to free herself, Virginia was clinging onto the faint hope that Claire would go away. She heard some indistinct swearing then the sound of approaching footsteps.
"Oh my God, you bad little gurl?!" screamed a stunned Claire, as she entered the living room and saw her helpless roommate.
Despite her embarrassment Virginia tried to plead for help through the ball gag. This simply added to the slutty moment.
Whether she did not understand or simply did not want to help Claire, ignored her and instead retreated to her bedroom, probably still in shock. Everything went quiet for a few moments. Virginia let her head down in shame. Then she heard more screams coming from the bedroom. This was immediately followed by Claire stomping into the living room.
"What is wrong with you, you're just a kinky slut???" she asked.
Even if she had wanted to, Virginia was absolutely not in a position to reply. Nonetheless, Claire continued, unfazed.
"Why did you take my vibrator? Did you think it's the kind of thing I like to share? Did you think I would be ok with you using it for..." Her words were failing Claire "...this!" was all she could finally blurt out in frustration.
Instead of engaging with Claire, Virginia looked up at the ice lock, hopelessly searching for any sign that the device was close to opening.
"... You are fucking disgusting...your tiny cock is rock hard" Claire was still ranting but Virginia was not listening.
Instead, she decided to close her eyes and wait for her roommate to give up and leave. This usually worked and this time was no exception, because after spitting out a few more accusations she left. Virginia was mortified. But it would all be over soon, she just had to be patient. She could deal with Claire later. A sudden, sharp pain in her left butt cheek interrupted her thoughts. She opened her eyes wide. Claire was standing in front of her, holding a riding crop. Virginia was in shock. Did Claire just spank her? How did she dare? The audacity of this bitch was unbelievable!
"You are not going to ignore me. Not. This. Time!" she yelled as the crop struck Virginia's bubble butt another three times. Virginia was squirming, twisting her body in a pathetic attempt to avoid being hit. She was terrified, she had never seen Claire so angry. She had no idea how to deal with such fury. Despite all that her tiny cock was rock hard and begging for attention.
"Do I have your attention now? I'm sick and tired of your attitude! You don't give a damn about anything or anyone. Any time I try to bring up any concern you just blow me off. You're a terrible roommate and a terrible person. I don't know how or why you got yourself in this mess. And I hate to have to take advantage of the situation, but frankly you did not give me a choice. So you will listen to me for once, whether you want it or not."
Claire was unleashing months of pent-up frustration. The relationship between the two had quickly deteriorated. Virginia viewed Claire as nothing more than a typical spoiled brat with an unhealthy obsession for horses. She found her too cheery to the point of sounding fake and just plain irritating. This clashed with Virginia's more reserved personality. So, she had started ignoring her and contributing less than the bare minimum around the house, taking advantage of Claire's lack of assertiveness. She was certain that she would never go further than acting passive aggressive around her, but now Claire was exposing a darker aspect of her personality.
"Why do you keep looking at this thing?" Claire had just caught Virginia glancing at the ice lock.
"What is it? Why is water dripping from it?" Claire was reaching for the ice lock. Virginia tried to cover it with her hands, but Claire thwarted her attempt with an expertly placed stroke of the riding crop on her fingers.
"It's cold. Is this thing filled with ice?" she inquired. Virginia really did not want to answer the question, but Claire raised her riding crop, the threat was clear. She meekly shook her head yes.
"So, what is this thing?" Virginia was unsure if Claire expected an answer. After all, she had made no effort to remove her ball gag. She decided to just give her a blank look.
"Oh... I think I get it!" Claire exclaimed after examining the lock more in detail.
To Virginia's surprise she got on her knees and started searching through the open bag. It did not take long for her to find what she was looking for. A shiver went down Virginia's spine as she saw Claire holding another pair of handcuffs with a triumphant smile on her face. She could easily guess what Claire was about to do. Virginia started screaming as hard as she could despite the ball gag and shaking her head no. Claire ignored her pointless protest and placed the second pair of handcuffs between the first pair and the chain, effectively bypassing the ice lock. When she heard the lock click shut, Virginia's thin body went limp. Her last hope was gone. There would be no release, her fate was now in Claire's hands. This was too much for Virginia and she started crying. Unfortunately, her tears and pathetic muffled sobs did not move Claire.
"I am sorry Ginny, I can't do this right now. I need some time to think. This is just too much to process. We will have to continue this conversation later. I feel horrible for keeping you like this, but please understand you gave me no other choice." Claire left the room. Was Claire going to become her dominant Mistress? Was Virinia a submissive and obedienat TS gurl who needed a Mistress?
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2
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TS Lover
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Posted:Sep 19, 2024 11:45 pm
Last Updated:Oct 5, 2024 3:32 am 4197 Views
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She had arrived at the designated address with only a couple minutes to spare, dressed in a very short little black dress, thigh highs, and black heels. Underneath she had chosen a bustier with matching pink g-string and garters to complete the look. She peeked in the mirror, tucked a strand of loose hair behind her ear, and reapplied a flesh layer of red lipstick as she tried to calm herself. Closing her eyes she took a deep breath before opening the car door and stepping out into the night air.
As she slowly approached the door, she scolded herself for being so nervous. Her hands felt sticky and her mouth dry. However, before she had the chance to change her mind, to return to her car and drive away, the door opened and there he stood. She hesitated, taking in the sight. The light from inside wrapped around him.casting a shadow on her. His broad shoulders and strong figure filled the doorway. He was dressed casually in jeans and a t-shirt that somehow still managed to make her feel underdressed.
He held his hand out to her and gently led her into the house. As the door closed, he pressed her up against it. Leaning in, he kissed her softly on the cheek. "You look amazing," he whisper. "I could devour you right here," he said, as his left hand teasing traced a line up her thigh. The deep rumble of his voice made her feel weak and lightheaded. Then just as quickly as he pinned her, he pulled away, but the warmth for his body remained.
Taking her hand once more, he led her down the well lit hall. He spoke softly and casually, asking about her drive and about her day, as if this was a normal meeting between two friends. She answered each question politely, but found it hard to focus. When they reached the end of the hall, he turned to face her, but kept his distance this time.
"Are you ready?" he asked; his hand resting on the door handle.
Her eyes fell on his hand and then slowly moved up his strong arms and shoulders until she was looking at him. His eyes stared back at her. Reading her. Studying her. She bit her lip and held her breath for a moment, before silently nodding consent.
"No kitten," he reprimanded. "Within these walls you use your sweet little voice when spoken to."
She inhaled deeply, dropping her eyes. Then, looking up once more, her heart pounding, she whispered "yes Sir".
The door creaked open to reveal a dimly lit room. As she stepped inside and her eyes adjusted to the lighting, she took note of the large four post bed with a bench placed at the end of it and large leather chair strategically placed to allow full view of the bed. In one corner stood a large chest of drawers and in another corner what appeared to be a cross and a spanking bench.
"Don't worry, Kitten" he spoke gently, "we won't be using all this tonight. Tonight I want to focus on getting to know you - getting to know your body and your mind"
Suddenly his phone rang. Glancing at it he cussed softly. "Excuse me a moment. I must take this call." She could hear the frustration in his voice as he stepped out and closed the door, leaving her in the room alone.
She waited in the now silent room, unsure of what he had planned for their first encounter. She had revealed so much of herself to him that now her imagination was running wild with all the possibilities. She closed her eyes and let her mind wandered back. She felt the heat creep into her cheeks and focused on the hatdness beginning to grow between her legs. Keeping her eyes closed she listened intently, she tried to hear the sounds of his footsteps and the muffled conversation just beyond the door.
Slipping out of her heels, she walked across the room, her soft footsteps seemed to echo in the quiet room. Hesitantly she approached the spanking bench and allowed her fingers to caress the cold leather on the seat. She shivered as she imagined the cold fabric pressed against her naked flesh, bound and restrained, as the sting of a flogger caused her cheeks to blush. She smiled to herself.
Lost in this fantasy, she had not heard the door open once more and was unaware of his silent presence as he watched her move to the cross. She ran her hand over the dark stained wood up to the leather cuffs that dangled from the hook. How many wrists have been bound here for his pleasure - and for theirs? She was deep into this thought when he approached her and wrapped his arms around her.
"I can't wait to bind you to my cross and have my way with you, but tonight I have something else in mind," he growled, turning her around,wrapping her arms around his neck, and lifting her.
Carrying her to where the bed was, he gently returned her to a standing position before stepping back to examine her. She stood still before him, fully clothed and yet feeling naked, as he slowly circled her. His eyes were the only thing that touched her, but she felt his heat radiating around her once more. The dampness between her legs saturated what little bit of cloth was there, as she felt her boi pussy throb.
It was as if he was fully aware of what he was doing to her, and he smiled as he stepped in front of her once more. "Strip for me," he commanded, then turned to take a seat in the oversized chair.
She stood motionless, unsure of what to do. There was no music and she had never been much of a dancer. Did he truly intend for her to dance for him?
As with so many other things, her hesitancy did not go unnoticed. He pulled out his phone and within seconds a soft sultry tune began to play. "Do I need to tell you again, my sweet Kitten. There will be consequences for having to repeat myself." His deep voice carried over the soft music and she felt her body respond.
Slowly she started to move with the music as her finger traced along her curves. Reaching up she released her hair allowing it to cascade over her shoulders. Then slowly she slid the thin straps of her dress over her shoulders so that they hung loose on her arms. Seductively she starts to roll her hips and moves closer to where he is seated. With each step she shimmied her dress further down her body, stopping just in front of him before allowing the dress to fall to the floor, pooling around her feet.
She stood before him now in nothing but her bustier, g-string - which was now soaked with precum - and stockings. As the song shifted, he reaches forward and slowly ran his fingers up the back of her thighs until he was able to cup her cheeks, caressing the soft flesh that laid just above the seam of her thigh highs. He watched as she tilted her head back and listened to the soft melody of her moans intermingle with the music.
Suddenly, he pulled her into his lap. Straddling him, she could feel his erection teasing her as her panties began to saturate his jeans. He wrapped one arm around her lower back while the other traveled up her back to the nape of her neck, tangling his fingers in her hair. She sighs heavily as she inhaled his scent.
Hungrily he pulled her closer to him, pulling her hair soft so that she is forced to expose her neck to him. Gently he ran his tongue from her clavicle to her ear before softly nipping her flesh. She moaned louder this time. Her body responded to him once more as she began to grind against his erection, trying to ease some of her needy desires. He could feel her wetness as her precum coated his jeans.
Without thinking, she hastily began undoing the top clip of her bustier. Her fingers fumbling over each clasp as his mouth moved down her neck and past her clavicle, leaving a trail of warm kisses and bite marks. But he wasn't ready for her to remove the bustier just yet. There was still so much he wanted to do to her.
Without warning, he wrapped his firm hands around hers. A silent command, stopping her. Surprised, she looked into his eye, thinking he was displeased with her as she knew her body was far from perfect but all she saw there was her own hunger reflected back at her, so she said nothing and held her breath as the music played on.
Then slowly, as if testing the water, he repositioned her arms behind her back. With one hand he was able to restrain her writs tightly as the other returned to her hair. With each move, he watched her. Studying her expression and reading her soul.
When he was certain, he pulled back on her hair causing her to come up onto her knees and arch her back. With her bustier half undone the succulent curves of her breast were exposed. His mouth watered and his huge cock throbbed - still restrained within his jeans.
She squirmed as he began to trace the outlines of her small breasts teasingly. She yearned for him to wrap his lips around her puckered nipples still hidden beneath her bustier, but she dared not speak her desires as he continued his delightful torment. Each moan and sigh was precious confirmation of her pleasure, but he needed something more, something darker.
Releasing his grip on her hair, he grabbed her wrists once more and wrapped them around his neck. Then, gripping her shins tightly and forcing them beneath her in a straddled position, he lifted her as he stood. She could feel his giant erection pressing against her, a silent confirmation of his desire. She whimpered against his lips.
Carrying her to the bench, he placed her down. Kissing her tenderly, he commanded her to turn around. Without hesitation this time, she followed his command. Rolling over, so that she was on her knees with her hands gripping the bed sheets and her ass on full display for him. Placing his hand on her shoulders, he squeezed reassuringly before leaving a trail of warmth down her back, as his hands memorized every curve. Softly and tenderly he caressed the curves of her supple ass cheeks.
"Do you recall what I said to you, Kitten. Your body is mine, but it's your mind I want to own. Within these walls your voice is important. I want to know you are enjoying yourself just as much as I want to know when we are nearing your limits; and therefore, you will count for me." His voice seductive and dripping with needy desire.
"Yes Sir." She spoke softly as she gripped the sheets.
"Tonight we will forgo the implements as I want to feel you flesh against my hand. I want to see how it blushes for me. And when I'm done and you have earned it, I'm going to fuck you. I want to feel you boi pussy stretch over my cock as I fill you with every drop of my cum, draining myself."
Biting her lip and gripping the sheets tighter, she nodded and whimpered. "Yes Sir."
Slowly his hand circled her ass cheek, kneading and warming it. As he pulled back she held her breath. The sting as the first swat landed made her inhale sharply. He waited.
"One - thank you Sir," she said. Her voice a soft whimper.
With each swat, her cheeks blushed a brighter shade of red. He smiled as he watched her pale skin brighten; and he was pleased with each response as his kitten purred for him.
"Ten - oh God! Yes Master! Please!"
His stiff cock strained against his jeans, making it difficult to focus as his hand traced the swell of her ass cheeks once more, but this time it dipped between her legs. He inhaled deeply, her scent filling the air, as he found her clitty, swollen and sensitive. With one hand he began to tease her sweet tender clitty, while with the other, he released his huge needy cock from its prison.
He felt her body quiver as he rubbed himself against her entrance teasingly, letting her wetness cover his cock. With once forceful thrust he buried himself deep inside her, stretching her. His cock engulfed within her warm wetness. She arched back, accepting him fully and cried out. Holding her there, he felt her body pulse around him.
Reaching around he took hold of the busier with both hands, and with one strong tug, he freed her from her remaining confines, before tossing it to the side. Pinching, twisting, and tugging at her nipples, he began to slowly glide in and out of her as she pushed back against him in perfect unison. He basked in the exquisite feel of her body hungrily consuming his big cock.
Thrust after thrust, she drew him closer to the brink. His heart raced in unison with hers.
"Oh God! Please Master please!" She begged. "Please let me cum! I'm so close," her words were his breaking point.
"Yes slut! Cum for me!" He commanded as his warm seed began to stream from him, filling her and dripping from her cunt. Their juices intermingled. He grunted and groaned as wave after wave of orgasm milked the final drops of cum from him.
He slumped forward, resting against her, listening as her breathing slowed as his cock softened. Gently he kissed her shoulder and whispered soothingly. "Such a good slut for your Master. Rest now. Our time is not yet over and we've only just begun."
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