Cuckold Blog

I have something to tell. I was the single guy playing with the cuckolded man's wife.

I work for a large brokerage firm and we have an annual conference. Very formal with award ceremony, music, people dressed to the nines. The principal (boss) in my office is one of the company's top producers and is pretty full of himself and looks forward to these things because he gets recognized by the company with some stupid fucking trophy.

Anyway, each year I make a point to sit next to his wife; he sits on the other side of her. We sit at round tables for ten people. She is about 15 years younger than he is and very hot looking. While the boss is bragging to those unfortunate enough to sit with us and have to listen to him, I'm playing with the boss's wife. We've been doing this for about 5 years and it is the only thing between us; we never talk about it or see each other outside of this event.

It started one year when all of us had a few glasses of wine and were feeling pretty good. I did one of those 'accidental' brush my leg against hers and held it there just a bit. She didn't pull away so I started lifting my thigh up and down against hers and again she didn't move away. Our legs were covered by the tablecloth so I put my hand on her knee and turned to her and asked how she was enjoying the evening. She said she was starting to enjoy it more and more.

I caressed her leg going up and down on top of her clothes. Finally, I got brave enough to slip my hand under her dress and my hand roamed up and down the inside of her thigh. AT one point I was talking to the boss and had my hand up his wife's skirt. She had on thigh high stockings which I love. She openend her legs for me and I started lightly touching her pussy feeling the heat through the fabric if her panties. At one point her husband had to go up to get his award. I slid her panties to the side and slipped a couple of fingers into her wet pussy.

She started pushing against my fingers and I found her clit and focused my attention there moving my fingers in small tight circles. I could feel her push harder until she clutched her legs tight holding my fingers in place and felt her expell several full breaths as she came on my hand. Very cool Since then we've been doing this at each conference. Dangerous for sure, but that is what makes it so erotic. We've never fucked and she has never even touched me. Nevertheless, it is pretty hot.