I was truly bored and browsing doublelist the other day when an ad caught my eye. “Personal Slut looking for a Dominate Man”. The ad went on to describe how an out of town traveler was looking for some action while he stayed in his hotel on a business trip. Tom (as he called himself) was 39, 5'8 185 lbs, very submissive, liked to please. He mentioned that he liked to like to wear a jock and be the slut.” Basically, he got off being dominated and not humiliated.

It has been quite a while since I last hooked up. I miss the days of Craigslist and the ease of finding someone with the right chemistry, so I took a chance with this ad and replied. I mentioned that I was in my mid 50s, I am 6ft and 240 lbs. I dress up slightly with jeans, boots, collared shirts and sport coat. I am always cleanly showered and wear cologne. I mentioned I like to wear fitted boy shorts and have a 7 inch cut and shaved cock. Finally, I said I like to dominate the encounter; I am not into pain or humiliation, just mutual enjoyment.

Surprisingly he replied back and we emailed back and forth for a couple of weeks playing out various scenarios, finding out what we were both mutually interested in and setting our expectations. Finally, the day came when he came into town. As agreed, I met him in his hotel lobby. While this was our first “real” meeting, it was a bit more relaxed than I expected.

We met at a table a bit out of the way, visible to most, but out of earshot. We pretended to be talking about details of his job, as if I was on his local team. After a minute or two of sizing each other up, Tom suddenly remembered, he left his laptop in his room with the information I needed. While no one was clearly listening, watching, or caring what we were doing, it was the proverbial fig leaf for the two of us to head to his room together.

The elevator ride was a bit more exciting than I had expected, mostly because we were alone and for the first time sizing each other up without regard to what others might see. We gazed hungrily at each other and the spell was only broken by the chime of the bell letting us know we were on the 3rd floor. The doors opened and the empty hall way beckoned to us. Very quickly we found ourselves at his door, and before it opened, I put my hand lightly on his shoulder and said “Are you SURE you are good with this?” He nodded shakily, and slid the key into the slot and opened the door and we both walked in.

As soon as the door closed and I slid the lock across, I took charge. I pushed him against the wall I pushed him against the wall and pushed my face into his and slid my tongue into his mouth exploring his. We began to grind crotches together, and could hear nothing but the frantic sound of fabric being stripped from our bodies and the sound of rushed breath. This flurry of activity found him naked at my feet with my engorging cock at his face.

As we agreed, I interlaced my fingers through his hair and pulled his face to my cock feeling him kiss and rub my balls and finally slide my cock into his mouth and begin to slide back and forth slowly fucking his face. While doing this his hands found my ass and he began to kneed my ass checks and take my cock deeper and deeper into his throat, all the while I am groaning, moaning, and finally telling him to be ready. When I could hold back no longer, I dumped rope after rope of cum down his throat, while his tongue slowly massaged the last of my climax out of my cock and down his throat.

Interested in round two?