I was heading into the city to meet up with a friend who ended up bailing last minute so I ended up going out alone. While at the bar I decided to look through doublelist and found an ad for a married guy who was in town for work looking to meet up. We exchanged emails and I ended up heading over to his hotel.

By this point, I had little experience with dudes and we hadn’t really discussed what we were going to do. I arrived and he looked a bit older than his pictures (probably mid to late 40s) but still not a bad looking guy. He just looked like an average middle aged business man you would see walking down the street. We worked in the same industry so we chatted a bit and then he made me a drink. We started talking about our different experiences and then proceeded to get our pants off as he put some straight porn on tv.

We started stroking ourselves and then he asked me if I wanted to touch him. He walked over and I began massaging his cock through his boxer briefs. He then asked me if I wanted to suck it. I think he knew the answer because he started pulling his boxers down. I chuckled a bit out of nervousness and then said fuck it and went for it. I put his dick and my mouth and tried to take in as much as I could. It was weird but not as awful as my wife makes it seem haha

I kept on sucking for a few minutes then he asked me if he could sit down. He sat back on the chair and I went between his legs and started blowing him again. This time he started caressing the back of my head and moaning as I sped up. I could tell he was getting close but I couldn’t stop. He asked me if he could cum in my mouth and I answered by sucking faster. He tensed up and began shooting in my mouth. Something about me draining him and causing him so much pleasure was such a turn on I began shooting as well.

Once I knew he was done blowing his load I finally let go and he pointed me in the direction of the bathroom. I was still a newby and swallowing wasn’t something I was ready for yet haha

We parted ways and I met with him two more times before he stopped coming to town. Or he found someone else to take care of him lol