His First Time - Sex Stories

His First Time

I recently visited my favorite adult shop, in which 1/2 of the property is retail sex-related items - and the other 1/2 being 2 small theaters and 16 private viewing booths. Several of the booths have glory holes. That's where I tend to migrate. During my last visit (2 weeks ago today), I was walking the U-shaped hallway outside the private booths. I came upon a young man who - honestly - did not look of legal age of consent. (NOTE: I'm totally committed to keeping it legal) This young man was about 5'5" maybe 130#. Blonde hair like corn silk. The bluest eyes I've ever seen on a guy. Even 10-12 steps away, I could see he was trembling a bit. The expression on his face was that of mixed terror and anticipation. It was clear he could have been approached an unscrupulous guy (say 'predator'). I decided to approach him. Slowly, I walked toward him, smiled, and greeted him. "Hi. My name is ______! Forgive me, but you seem a bit nervous. Have you ever been in a place like this before?" He paused, then said, "No, but I turned 18 today, and have thought about this for a couple of years. My name is _____." I reached out my hand to shake his. He had clammy palms, and his fingers trembled. I assured him that he would be well cared for. We talked for a few moments, and I asked him: "Are you sure you want to be here?" He nodded, but did not verbally reply. I took another step closer, so I could whisper into his ear: "_____, it would be easy for you to be taken advantage of, so I suggest ...

... you stay with me." We continued to talk, and I discovered he was a virgin to male and female. When I asked if he was sure what he was getting into, he smiled a small smile and replied: "Yes, sir. I've been masturbating since I was 12. I once saw a guy in a public restroom playing with himself, and I couldn't keep my eyes off his cock!" I smiled back at him, and said: "Well, it's clear you've given this a lot of thought. I assume you've masturbated to gay videos, too?" He seemed to be relaxing, with his originally stiffened shoulders now relaxed and sagging down a bit. He said: "Oh, yes, sir. A friend at school and I used to watch porn on his laptop, and he shared some URLs with me. I did searches for gay videos. It's been great being alone in my room, and seeming like I was with the guys in the videos!" As such, I said (whispering in his ear again): "OK, ____! I suggest we do this slowly. For your comfort, why don't we put you into a private room. It has a glory hole in it." (NOTE: (I had to explain what a glory hole was) He entered, and I told him to lock the door. I then entered the adjoining booth and locked the door. I waved him to the GH, and whispered: "How about if I start with you, and then we can switch roles?" He whispered "OK - thanks!" I'd coached him on using the video viewing monitors in the booths, so he knew how to get started. I watched through the GH as he pulled off his pants and briefs. His cock was not long - maybe 4.0 inches, soft. I heard the sounds of a ...