The first time I ever saw another guy jerk off was at a nudist colony called Naked City in Indiana (near the Dunes, I think). I was 18 when I went with an older friend from work on a dare. The same friend asked me to sleep with his wife on a camping trip a year later, but that's another story.
It seemed the clientèle was enjoying the view of my naked, 18 year-old body. Unfortunately, they were slightly overweight, balding, older men and not the desperate housewives I had heard about.
I had hoped to enjoy the view of naked female bodies in the same way the old farts were enjoying me, but was sadly disappointed.
I had to admit that seeing several of the men jerking off at the sight of me walking around a pool was fascinating. My friend took it all in stride and said they probably thought we were a "couple, otherwise I would have already been propositioned.
I swam a few laps in the pool to tease the geezers, but the joke was on me when I stepped out of the pool with the start of an erection.
My friend told me that he had let guys blow him several times at this place, and he still carried on a great relationship with his wife. He had kids, a home, dog, boat, cars, etc. He just dabbled in the wild side once in awhile without anyone else knowing (except me, at that point). He asked if I was interested in letting one of the old guys blow me, and I quickly passed.
A few years went by, and after breaking up with one girlfriend and not knowing if the next was really worth staying with, I got drunk and stumbled into an adult book store with video booths.
Like my friend, I decided to experiment.
My first time walking into an adult bookstore, I had no idea what to expect. I was surprised to see all the dildos on the wall, blow-up dolls, rubber genitalia, and a video booth room.
Curious, I asked the weird-looking guy behind the tall counter how it worked. He escorted me to a booth, dropped in a few tokens labeled "Heads, I Win, Tails, You Lose" and selected a movie for me. I thanked him and watched some dated poor-quality porn for a few seconds. I pressed a button to change channels and noticed something out of the corner of my eye.
A huge dick was poking through a hole in the wall. I thought my cock was big, but this guy had me beat. Not being gay or even "bi-curious", I didn't know what to do, so I tried to ignore him. Eventually, the monster cock went away and I was out of tokens.
I bought a few more dollars' worth, hoping to find a movie to jerk off to. After I went back into the booth, I put all my tokens in the machine and went on pressing the button.
I finally found a movie of a girl getting pounded in the ass by a different guy about every 30 seconds. There must have been 5 guys taking turns, and when they were done with her ass, they moved to her mouth. I never saw anything like it. I had my pants unbuttoned and my cock out as quickly as I could.
Just then, the door to the booth opened (no locks) and a young guy (a little older than me) put his finger to his lips and made the "shhhh" sign.
He reached down and gently began stroking my cock. Then he knelt down and began blowing me. I've been given dozens of blowjobs by several girlfriends, but none ever made my knees weak like this one. At some point, he licked a finger and slid it in my ass. I really began to shake and found myself cumming hard in this guy's mouth. I expected him to spit it out right away, but he kept on sucking until I was completely dry. Then he coughed up my cum in a napkin, folded it up, and put it in his pocket. It was the strangest thing I had ever seen.
Visibly shaken, I wanted out of there. He told me to relax and wait a few minutes, and then left me alone in the booth. I walked out a few minutes later, and overheard the weird-looking guy ask a customer what he thought of some new porn star. The guy said "he looks a lot better out of his clothes".
It wasn't until I walked out the door that I realized the customer was the guy that just blew me, and he was talking about me!
I thought I had an idea of what to expect in almost every glitzy, depressing, pathetic adult book store with a video "preview booth" section: A bunch of guys looking at magazines, a few renting movies, and a few doing laps around the video booth room.
I found what I thought was one of the nicer adult book stores called Swinger's World, with some kind of coin-operated "buddy windows" in the video booths that would turn an opaque glass transparent when you deposited tokens or quarters. I thought it was a good idea to share movies, but I guess it was really to watch the other guy watch movies, jerk off, or show off.
I bought a hefty amount of tokens and merged into the traffic doing laps around the video booths. I'd pause and look at the boxes/covers of the featured videos - not really interested in who starred in what - but rather who was checking me out.
When I finally did find a booth that was reasonably clean, I put in a few tokens and found some good movies to jerk off to. Within minutes, the glass on either side of my booth started to get clearer, but not completely. I decided to see who was so interested in me, and put a few tokens in the buddy window.
To my left, a middle-aged guy was all buttoned and zipped up, but fondling himself through his clothes. To my right, an older gentleman, gray hair, glasses, beard, mustache, about 6' tall and 230 lbs.
He reminded me of "Al" from the Home Improvement TV show. Why couldn't there be a hot babe in an adjacent booth once in awhile!?!
I'm not sure what the fascination was, but I found myself paying less attention to the movie and more attention to the big guy to my right. I looked at him while I slowly tugged at my cock. About a minute later, the windows were opaque again.
There was a pull on my door, but I had latched it. I waited a few seconds, buttoned up my fly, and unlatched the door. A few seconds later, there was another tug at the door. It was my large admirer.
He motioned for permission to join me in my booth. I backed further into the booth to give him room to come in. He locked the door behind him, turned around, and undid his pants.
He had intended to just jerk off with me, but I thought he was there for more. Being a little scared, a little nervous, and incredibly curious, I reached down for his cock and pulled out the fattest, shortest cock anyone could have imagined. It was in that split second I decided if I were ever going to try sucking dick, this would be the one to start on.
I knelt down, not exactly knowing what I was doing, and slowly kissed and licked the head of his dick. He stood as still as he could and just ran his fingers through my hair. Then I decided to go for it and struggled to get my mouth around his short, fat cock. Once I had it there, there wasn't much of a shaft to go back and forth on, so I caressed his balls lightly. I moved my tongue around as much as I could, but his thing was so big, about all I could do was suck while my tongue licked the underside of his cock, all the way to his balls.
Without warning, he shot his load in my mouth. I wasn't about to swallow it, but his cock was so big and throbbing, I couldn't get it out of my mouth. I gagged a few times, choked, and eventually managed to get his cock out, as well as a load of cum which ended up all over my shirt.
I'm sure everyone else doing laps must have heard what was going on. I was afraid they'd want in on the action. He was very appreciative, and asked if he could return the favor. To my surprise, my cock was rock hard throughout the entire blowjob.