He told me that he'd never been with a crossdresser, and I told him I'd be interested in changing that sometime. I told him I am a sub bottom and he told me he was a top. We eventually discussed we were are into. So we did, we continued chatting in the backseat of his roomy SUV. I hinted that we should talk in private, and he offered to hangout in his car in the parking lot. I ended up telling him he was handsome, and we got more flirty from there. He ended up telling me that I looked cute, and pulled off the whole femboy look. He said yeah and we ended up talking for a bit. They didn't get completely nude, just down to their underwear.Īfter it was over and settled down a bit, I asked the winner if I could buy him a drink. There was about 10 contestants of 30-50 year old men, and they got on this small stage and showed off their bodies. I went to a gay bar by myself last year for my 22nd birthday, and there was a 'hottest daddy' contest going on.
