My name is Jim, 37, and I have never had sex with another man before but the idea had become more and more interesting the more I have thought about it. Being on and off and back on the dating apps, I never really got the courage to actually meet up with anyone. Until one night…

Dan and I had started talking through a popular app. It was all pretty casual at first. The normal stuff of getting to know each other; how old are you, what do you do for work, hobbies, etc. This was a pretty nice change of pace. Usually I would get on and guys would want to just jump straight into asking for pics and/or wanting to meet up. Sure, I have sent a few pics, it seemed harmless enough. But as I said I have never done anything with another man so meeting up was a bit too much for me. As time went on we began discussing more intimate things like what had we done sexually and what our fantasies were. I confessed to Dan that I had never been with a man before but was interested in trying it with the right person.

After about a month of talking Dan suggested that we meet up in person for drinks. By this point I felt very comfortable with him. He never pressured me into anything that I wasn’t comfortable with and was a genuinely nice guy. So I agreed to meet him and local bar that I like to go to and felt safe at and we planned to meet that Friday night.

As the night drew closer I began to get nervous. I wasn’t really sure why. I knew that Dan wasn’t really expecting anything to happen, he even assured me that there were no expectations just some drinks and a good night out. But that didn’t stop me from considering messaging him and not going. But I ignored my fears and after work I went home and got ready. I got a shower and dressed pretty casual; just my normal thong underwear, jeans, and a casual t-shirt.

when I got to the bar Dan was standing outside waiting for me as I was a few minutes late. he was taller than I expected. Being 6’0″ my-self I was kind relieved he was a couple inches taller than me. He was dressed pretty casual as well with some loose fitting slacks and a short sleeve button down with the top two buttons open so a little chest hair was poking through. A bit more muscular than myself, enough you could tell he took good care of himself.

“Sorry I’m late.” I told him.

“That’s ok. For a second I thought you might have chickened out but I’m glad you made it!”

“Truth be told, the thought did cross my mind.” I said with a nervous laugh.

“That’s ok! The important thing is you made it.”

It felt nice to be reassured like that. It really made me feel like he understood and made me feel safe with him.

We headed inside and grabbed a table that was near the back of the bar where it was a bit more quiet so that we could talk and not be disturbed. We sat down and got our first round. We talked for a while, just small talk at first. But as the rounds kept coming I started to feel more relaxed and the conversation got deeper and of a more sexual nature.

“What are some of your fantasies?” Dan asked.

“Well I have always wanted to be submissive. You know to be with someone that just takes charge and I’m helpless but to do what they say.”

“That sounds exciting! anything else?”

“I would love to be tied up just used!” Did I really just say that?

“Oh wow you are more adventurous than I would have guessed!”

“I also would love being spit-roasted!!” I can’t believe I just said that, maybe I should drink some water.

“I definitely never thought I’d hear you say that!”

“I know, it’s the alcohol has gotten me all loosened up. Was that too much?”

Dan slid a little closer and put one arm around my should and placed his other hand on my inner thigh, “Not at all.” His face was so close I could feel his breath on my face. He leaned in closer and kissed me softly. As I started to lean in to his kiss it became more vigorous. I parted my lips and his tongue snaked its way into my mouth. Our tongues wrestled and I could taste the mix of our saliva and alcohol. My cock began to twitch in my jeans as he began to rub my leg and our make out session continued. I reached over and felt his cock through his slacks. It was semi hard and already at least three inches longer than min, but that isn’t saying much as I’m only about 3.5-4 inches hard.