A Happy, Humiliating Accident: My First Orgasm by Another Boy

There was a younger teenage boy named Robby who lived next door to my house. He was a devious little punk who I liked to tie up from time to time.

It was a summer afternoon and several of us kids were playing tag in the neighborhood. I think I lost the last round, but most everybody had to go home. Robby was able to stay, however, so we were alone in my bedroom.

I told him I’d accept a punishment and that I could get tied up. Robby was eager to tie me up too. He thought it was fun to turn the tables. At this point, I had already been practicing TUGs on friends and neighborhood boys. Robby was sometimes one of my victims.

I pulled out a pile of various ropes from a cardboard box hidden in my closet. I kicked off my dirty sneakers and laid down on my bed telling him I should be spread eagle. Robby liked the idea but was inexperienced with ropework. I helped him out in the beginning by tying my own ankles to the opposite corners of the posts at the bottom of the bed, spreading out my legs. Then I expertly managed to tie rope ends to my wrists, leaving plenty of length for him to complete the task. I had some experience with self-bondage. Then I talked Robby through tying down the rest of my body. With my help, he tied one rope connected to my left wrist, pulled it around the nearest headboard post behind me, tightened it, and made several knots to keep it secure. Then he did the same with my right wrist with the opposite bedpost.  

I remember feeling really excited once I was tied so tightly down, spread eagle on my bed. I had an erection but I was confident it was hidden since I had on blue jeans and a button up shirt untucked that rested over my crotch.

I went into character, roleplaying a scene like I had been captured by a bad guy or a kidnapper and had to scream for help. I warned him first and said I was going to yell unless he gagged me. LOL. I then said something cheesy like “You better not use my socks!” as an obvious clue for what he should do next.

Young Robby got the hint. He pulled off one of my sweaty ankle socks and put it in my mouth. He made a funny face like he was disgusted by it. He didn’t secure it with anything but it didn’t matter. Like so many bad TV shows, I pretended that I was a helpless hostage who couldn’t spit out the gag shoved in my mouth.

Once I was gagged, I struggled and groaned in my bound state, relishing the feeling of being powerless,  having a good time. I also enjoyed the taste of my own smelly sock. I had that fetish. Robby was loving the moment too. His eyes looked excited, probably enjoying control over a bigger, older teenager.

Robby began assaulting me. He put me through an intense tickle torture. He tickled my feet, my thighs, my stomach. I let out muffled cries of laughter biting down on my sock gag. I was yanking and jerking at the ropes, realizing I was genuinely and royally screwed. Unlike my past bondage tasks where I tied myself up, I was unable to get loose on my own. This, of course, turned me on even more.

Robby, being a kid with a devious personality, was getting so in to it that he decided to unbutton my shirt all the way. Once it fell away from my body, my bare chest and torso were exposed. He put me through further torment, tickling his fingers everywhere on my exposed flesh from my rib cage to my armpits.

Robby then noticed the bulge in my jeans! My teenage, virgin cock was getting harder down there and I couldn’t hide it any longer. I turned beet red with embarrassment.

Here’s where it got weird and even more humiliating really fast…

Robby started to unbutton my pants! I was horrified, groaning in to my gag but finding myself willing enough to not spit it out. I could have definitively told him to stop, but I didn’t. Instead I looked down and watched as he unsnapped each blue jean button over my crotch, filled with a mixture of humiliation and excitement.

I’ll never forget the underwear I was wearing. They were grey Calvin Klein cotton briefs, which revealed my boner popping up inside the fabric with pre-cum soaking it at the tip!

He said something innocently like, “What is this?” noticing the pitched tent and wet spot. Robby was genuinely curious about what was going on down there. He probably had never seen another boy erect like this. I certainly hadn’t.

By this age, I figured I was gay and I knew I had sexual attractions to other young men, but had never experienced “sex” other than masturbating in my room.

As Robby looked at my crotch, I continued to feel humiliated and titillated at the same time. I didn’t spit out the sock from my mouth to tell him to stop. I stayed in character, struggling and grunting like a helpless prisoner.

Then he went even further. Robby grabbed the edge of my underwear waistband, somewhat sheepishly, and pulled it back. Immediately, my dick snapped out and shot up like a flagpole. The mischievous youth accidently, or maybe not perhaps, touched my penis with his hand in the process, which made me instantly cum right there on the spot!

“Gross!” was the word that came out of his mouth as I shot semen straight up in the air.

It was such an awesome, overwhelming wave of satisfaction followed quickly by the feeling of being supremely embarrassed about it. I wanted to escape the situation.

Around that time, coincidentally, we could hear Robby’s mother yelling outside for him to come home. He helped untie my hands and took off, without a word exchanged between us. Then I untied the rest of myself.

For the rest of the days we lived next door to each other, we never spoke about that time.

THE END