A few years ago I was at a work conference in St. Louis and the hotel they put me up in had a nice indoor pool/spa area. So after a long day of droll meetings I figured I'd go relax in the hot tub a bit. I was the only one from my office who went and I didn't really know any of the other conference attendees. So I put on my little black one piece bathing suit (hey, everything looks to small when you try to fit size 38 GG udders into it!) and headed down to the pool.
The hot tub was nice and bubbly and just what I needed to relax. The pool was somewhat busy with kids and teenagers being loud and obnoxious but I had the hot tub all to myself. After a bit, a younger couple, probably early 30s came and got in. They were nice and we had some friendly chit chat about the hotel and why they were visiting the city. I kept noticing the man stealing glances at my tits when his wife wasn't looking. I'm used to this by now and it doesn't bother me in the least. I get it, they're huge. Take all your mental pictures then shoot a big load for the memory later. He was cute, full head of hair, slim but not too athletic, probably an occasional runner. But the poor thing probably hadn't been out in the sun with his shirt off in a few years.
I kept adjusting my suit just to make sure I wasn't giving them a show and I noticed he was careful to keep his eyes on them when I did, hoping to see as much as he could when he could. His wife hopped out to reset the jet timer and I saw my chance for a little fun. I adjusted my suit again, this time pulling the cups enough to let both my nipples pop out momentarily. I heard him gasp quietly and catch his breath mid swallow. Knowing he had given himself up he quickly looked up at me to see if I'd noticed. I saw my opportunity...I locked eyes with him, winked and gave him my best "I wanna fuck you" smile. He turned bright red and looked away just in time to see his wife hopping back in. She told him he looked like he was turning red from the heat and that they should probably get out, so we exchanged our "nice to meet you's" and they got back in the pool for a bit before drying off and going back up to their room.
I assumed that would be my fun for the night, I had gotten my tease in and nothing would come of it. I'm almost 54 years old so I know my place in this world. The best guys you can fuck are single and between 22 and 30, double points if they are virgins! After they're married and over 30 there's usually too much drama and expectation to make it fun, and fun's the only thing I'm looking for these days. But I was in for a surprise.
After about 20 minutes and a couple back and forths between the pool and the hot tub for me, guess who shows back up. He comes back down and gets back in the hot tub. I asked him where his wife was and he said that she had gone to bed.
"So you decided to come back for another swim by yourself?" I asked him. He said he was supposed to be getting ice.
And here it was: he had left his sleeping wife to come back down and take his chances on this big titted cougar he had always fantasized about. Was I surprised? Hardly. Men have done much more audacious things to get in my pants. But it was ballsy none the less, and I respected and was a little turned on by the bravado.
"You know I caught you looking earlier" I said.
He nodded, somewhat sheepishly. He was brave, but still nervous as hell. I could tell he knew he was taking a risk and was wondering what if any payoff might be worth it.
"Come sit beside me" I said.
He slid over next to me and I turned toward him and rested my arm on the side of the hot tub behind him, sliding my breasts against his body just under the surface of the water. I rested my hand on his thigh as close to his crotch as I could without making contact and asked him what was next in his daring plan. He said he hadn't thought that far ahead and we both laughed. I could tell he was starting to relax. I asked him if I was making him hard.
"Why don't you check for yourself" he said.