It started as a regular Sunday morning. Sunshine was breaking through the blinds and I was naked with a raging hard on. I took a moment to gather my thoughts, thinking back to the night before. My girl and I had met up with some friends and had some drinks. Well, I had some drinks while she was my DD. My memory was a bit shaking but I recalled some very aggressive, passionate sex. Our sex life usually falls into one category… underwhelming. She is conservative, reserved and not too experienced in all the greatness that two people can enjoy together. For example, rimming her is a no go zone, as is her sitting on my face. Two of my favourite things to do to a woman.

So back to my raging hard on. It was up for about half an hour and it was still persisting. I was starting to think that this was more than just morning wood and I was going to need to do something about it. I text my girl to see if she was awake, really more of seeing if she wanted to come by for some morning sex. Negative. She was on her way to church. Alright I thought, what other options do I have. So I broke out my iPad and started cruising craigslist. I cast a wide net, men, women, trannies… it didn’t matter. My throbbing 7in cock was driving this search.

Within about 2 minutes I came across an ad. “Mature Gay Couple Seeks Younger Third”. I opened it up. There was pictures of this very fit and hairy old guy wearing a purple thong and another relatively fit older guy in briefs. I don’t consider myself to be gay, or even bi sexual but I do enjoy the company of men from time to time when the mood strikes me right. And that mood was in full swing that morning.

I quickly sent them an email describing myself, included a few pictures. One of my throbbing cock and another with me wearing a nice pair of women’s panties. I got a reply within minutes with a phone number so we could text. Our texts flowed nicely and it just seemed very easy to go along with. Eventually Bruce added his partner Lance to make it a group chat. We shared some more pics and discussed experiences, mostly mine as they were trying to get an understanding of what I brought to the table (besides a young hard cock).

From our texts we established that Bruce was definitely the top. In fact, he said besides having his ass kissed, licked or rubbed it was off limits. Lance was a bottom. A very submissive bottom. I typically identify as a bottom. Mostly because the one time I did anal with a women I could hardly maintain a hard on, it just wasn’t enjoyable. The one time I topped a guy it was OK. I came… hard, but the situation was very fucked up. Imagine me dressed up as a young women. Complete outfit right down to stick on nails, lipstick, fake tits and a wig. And the other guy was dressed up as a women as well. He was an aggressive bottom and basically fucked my cock.