just dumb luck. (Repost. How it started)
About 5 years ago I ran into someone I had done work for. It was a simple job and he was impressed so I did more work. I got to know him his wife and one of his daughters. Nope! Not talking 19 here. He was about 65. His daughter 40ish. She was a cute lady not hard on the eyes. Had a pretty nice set and usually showed some cleavage.

Turns out he was meeting her for lunch at the bar and they were looking at a house a few blocks away. Maybe some side work I thought! Would you like me to go with you? Just throw my opinion out there if you want it.

That would be great! How much. Ah hell. All the work you've given me. Buy me a beer. We talked about the weather houses and basic bs. When his daughter Kay got there. I said hi. It's been awhile.

She was. Wow! I haven't seen you since the deck! I spent about every weekend for 2 months building a 750 sqft deck for her house. She asked how I was etc. Her dad said I offered to give my opinion on the house. She loved the idea. I told them I would let them eat in peace.

She came over to get me when they were ready. "Let's go! We've got plenty of things to do. She put her hand on mine. "C'mon." I got in my truck and followed them over. I was right around the corner. This was a town I knew well. I remembered when these houses were 50k. This one was going for 240k.

We checked it out. I said. "It's a solid house. It still has some knob and tube in the attic that's live. Who knows what you'll find if you start tearing stuff out. The cast stack looks ok. But some of the drains are shot. Sure you caught that. There's about 20' of plate that's probably dry rot. The termite will tell you that. Windows think about a roof. This is probably an estate.

He told me what he thought and I said. This street. Start about 175. Don't go more than 195. Close to 40k to redo it. What you usually do to them. You should get 300k for it.

We were going our separate ways. We shook hands he headed off. She said quietly. "Take this. Let me know what you think." I stuck it in my pocket and we left. I went back to the bar.

I got my beer and opened it. It was a bar napkin. It said. Want a fuck buddy? Call me. I almost dialed then. Well hell. I thought she was married? Huh?

I called that night. "I'm so glad you called! It took everything I had to give you that!" I said to her. "I thought you were married." She laughed a little. "Not anymore! I left him and the divorce is final. I haven't been dating at all." I got the feeling that was a direct. "I haven't been laid in a long time." Kinda answer. "Kay honestly I'm happy you would even think of me that way. Your a good looking lady."

"I haven't dated in I don't know how long. I don't look like I did 20 yrs ago." I told her she just didn't have confidence in herself. Believe it and everyone else will. She told me her kids would be gone tomorrow night and asked me to come over. "Well Kay. You know I will." She told me where and after 7.

She had a nice place. She answered the door with a happy smile. I was surprised to see how conservatively she was dressed. Black top one button from the top. Black slacks and bare foot.
"Hey. Your really here. I'm not sure I can do this. I'm sorry." I told her. "Kay I'll say good night and go if that's what you want." She stared at the floor a second. "No come on in. Your here. I can at least offer you a beer or something." I was hoping for her or something.

She showed me the downstairs and we ended in the kitchen. She had half a glass of wine on the island counter. "I have some beer I keep for Dad or I have whiskey rum a few others." "Beer is great thanks." I'm sorry I should have never given you that note. Sad attempt by a desperate woman." I looked at her. "Well it got me here. I almost called you the second I saw it." I said with a smile. "Believe it or not you are a good looking woman. If I didn't know you and saw you out. I'd certainly ask for a date and you would probably shoot me down." She laughed at that.

She filled her glass she was scared to death. "This is all up to you. Just say thanks and ask me to go. I'll go." She spun her glass a few times. "No. Stay. Thanks." I asked her. "Would you mind if I kissed you?" Now her glass was really spinning. She picked it up and it was half full. "No. I wouldn't." She sat there nervous and staring as I came over. I gave her a soft kiss on the lips with my arm over her shoulder. "Wow! Now that was different! She put her hand on my neck and kissed me. I flicked my tongue against her lips and she pulled away. She said. "I'm sorry. I'm so nervous and your almost a stranger and I really want to but I'm so self conscious."

I sat down. "Just relax. Two people talking. That's all." She finished the glass refilled it and said. "Have I showed you the bedroom?" I answered with. "No. You haven't."

She led the way. She could help but talk. She told me that I was good looking. That she gained 25lbs since she got married. She had never done anything like this in her life and she was scared to death. She opened the door. Hesitated and went in. "Well this is it." I looked around and told her it was very nice. There was a wide seat at the end of the bed. I sat down. She was all but sweating. She sat next to me and I kissed her again. She didn't pull away this time. Wrapped both arm around. "See. Everything's just fine."

"I haven't kissed a man like that in years!" "Don't worry you did just fine." I stood and unbuttoned my shirt. Kicked off my shoes. She watched every move I made. I undid my pants and dropped them. I stopped at my shorts. Her eyes went straight to my crotch! "Oh shit! Your hard already!" I looked down. "No. Not yet. A little."
Her look said it all. "Your not hard?" "Nope." I dropped my boxers. "Shit! Your not hard and your shaved." She found her glass of wine.

She shut the lights off grabbed something out of a drawer and into the bath with a "Be right back!" I made myself comfy on the bed. She must be talking herself into this I thought. About 20 mins later she came out in a one piece neglige. The light was behind her but she had a nice shape.

I stood as she came toward the bed. There was almost no light. I could only see her shape. She felt great when she wrapped her arms around me and said. "Thanks for not leaving. I was in there forever." I lead her to the bed and she slid over. I got in next to her. I kissed her neck and shoulder. She gave an mmmm and I think she was a bit ashamed of it.

I was trying to be slow and gentle. When I ran a hand down across her surprisingly firm breast she gasped and jumped a little. "It's been so long I forgot all this. We've been hop on and finish for years." I said. "That's his loss. Your body feels great! I reached in and cupped her. Gave her a squeeze and she let out another little mmmm. I pushed the material to the side and sucked in her nipple. Her head went back and she said "oh god!" I've missed this! She was quickly opening up.

She was kissing my neck and she found a mostly hard cock. She completely shocked me when she rolled over and turned on the nightstand light. "Oh my god!" She took my cock back into her hand and gave it a shake. "You have the biggest dick I've ever seen in real life!" I laughed. I'm not that big. "Yes you are! I had to see it!" I took the time to look her over. Maybe she would never be a model but a hot women with a great rack with light brown around her nice nipples. They definitely fit her tits. Her pussy was not shaved. "You Kay have a beautiful body." I think it had just dawned on her I could see her too!

She got off the bed and asked me. "You ready for this! I just smiled. She dropped the neglige and I could see all of her. She was scared to death. "I don't know what your afraid of! You have a great hot body. Now get back over here." She came right over with a smile. She put her hand on my cock and stroked it. You really think I'm hot? Nobody has called me hot in years." "Yes I do." I kissed her and she didn't hold back.

I rolled her on her back and got between her legs. "Trust me. This isn't gonna hurt!" "Oh god! Just please be easy." I rubbed the head up and down to open her up and lube me up. She almost came already!

I went in as slow as I could. I got about half way and she was already moaning and I was hearing a steady stream of "oh gods!" I asked her. "Your ok so far?" I got an "oh god yes!" I only went a couple more inches and slowly rocked in and out of her. She came twice in the five minutes I was there. She was tight to start and kept getting tighter.

I was nibbling and sucking her nipples as she had her 3rd orgasm and still hadn't been all the way inside. Her third was was the one to set me off. I asked her where she wanted me to cum. Anywhere I don't care was the answer.

It took all I had to not say fuck it and go balls deep! I came inside her and she came again. I left my cock inside to let her feel it go soft and kissed her gently till it did. I spent every other weekend there when she didn't have her kids. She came out of her shell quickly and met someone she wanted to be with. That ended a year long affair no one ever knew about.