We were spending a couple of days at the Marriott. She got noticeably drunk on fruity girl drinks down by the pool during the afternoon, and when we got back to the room to shower up for dinner, I went down on her. After a few minutes, when she was good and heated up, I asked her if she noticed the young men checking her out. They weren’t but everyone likes flattery, especially drunk, horny women. She did the ‘awe shucks, not little old me’ routine, but then asked me what I would think if she went to bed with one of them. This is what a lawyer would call a leading question, because I’ve been very clear with her for years that I get off on fantasizing about her having sex with other men. She isn’t a committed cuckoldress or anything like that, but she finds the idea exciting in an abstract sort of way.
I often screw these situations up by saying the wrong thing, but I was ready for her this time. I told her I would I love it, and she responded by saying she would if someone were right here, right now. I told her that She was 2 floors above dozens of young single guys who would jump at the chance; all she had to do is try. She demurred, saying it wasn’t that simple, so I played my best card and bet her that if she just sat alone at the bar with her wedding ring off in a reasonably attractive skirt, someone would pick her up in 10 minutes. If not, she could come back upstairs and tell me I’m wrong. I must have gotten her in just the right mood and used just the right playful tone, because she agreed.
I sweet talked her into a pair of 3 inch heels, a short skirt and a tight sleeveless T-shirt with no bra. She looked delicious. She grabbed her purse and headed down to the poolside bar, and then I did something wonderfully sneaky. I threw on my jeans and followed her down, staying out of sight. Once she settled at the bar, I sat down next to a group of college age guys and struck up a conversation. I quickly pointed her out, saying I’d picked her up the night before, when she went back to my room and gave me a blowjob after I had bought her just one drink. Then I left the bar and sat at a corner table to watch.
One of the young men headed over to her almost immediately. I watched them flirt, at first laughing to myself, and then with excitement and a little anxiety. They talked for maybe 20 minutes, and then both stood up and walked toward the elevators in a different wing from the one where we were staying. I wanted to follow, but didn’t see how I could, so I just went back to our room.
She wandered in about 45 minutes later, flushed, with her shirt and hair rumpled, and her lipstick smeared all over her cheeks. She had gone back to his room. made out with him on the couch, and then got on her knees and sucked his cock to completion. She was a little out of sorts, but totally turned on; we were stripped and fucking on the floor in minutes. I didn’t even give her a chance to wash the sex out of her mouth first, and she tasted overwhelmingly of cock when we kissed.