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My Unusual First Time

Posted by: Age: 18 Posted on: 7 comments
4 likes 13 views Category: Masturbation Male Solo Tags: First time, boy, late bloomer, story

My first time masturbating.


I did have sex education in 5th grade (when I was 10) and we DID learn about masturbation, ejaculation, semen, sex and all that, and still I never tried it or felt interested at all. For me it was just another topic in Science class, like learning about the digestive system or respiratory system. Was I very naive or mature, I really don’t know, but that’s my story.

I remember the text book defining masturbation as touching your private parts and feeling pleasure. I remember thinking, “Well, I ‘touch’ my private parts every day in the shower, and I don’t feel nothing spectacular about it.” Maybe had the textbook used a more explanatory word like stroking, it could’ve caused more curiosity.

Later in life I had a best friend and we talked about this stuff. They asked me how did I live my whole childhood without knowing how that felt like, erections, arousal, orgasms, etc. I explained to them that I DID know what an erection felt like, all of the boys experience it since they were young, but that’s precisely why it was never something that caught my curiosity. It was just something more like shivering while peeing, or your hands getting wrinkled when wet, etc. Besides the random erection during any time of the day, the moment I would ALWAYS get an erection was if after getting out of the shower I stayed for too long without putting my clothes on. That feeling of nakedness would make my dick rock hard, but I never felt tempted to touch it or stroke it, I just would take a deep breath, and wait for it to go down, so I could put my trousers on.

So anyway, it wasn’t until 12th grade, when I was 18, that I started experimenting with my junk, in a very weird way. One day, I was watching this Aerosmith video. I actually don’t like the band nor the video, so I don’t remember the name of the song, but there was this scene at the beach, with a bragging guy trying to impress some girls, and they pull down his swim shorts, and a couple of socks rolled up as a ball, falls down, and the guy runs away or something. I had seen the video and that scene many times before, but that particular day it caught my attention. I knew from movies and TV shows and stuff this kind of running gag of guys stuffing their trousers with rolled socks to look bigger, just like girls stuffing their bras. The bra thing made sense, since it’s supposed to be round, but the dick thing just didn’t made sense to me.I kept thinking, “How would that even look real or normal?” So one day, after the shower I decided to take my socks and roll them and put them under my boxers, just for fun. It looked abnormal as fuck, but it actually felt really nice. I got an erection and felt weird, not guilty but I felt like it was something I wasn’t supposed to do.

THAT became my running gag after every shower, but it was taking longer than I should. So I decided to leave it for later. So I decided to do it at night. I stole some socks from my dad’s drawer, since they were bigger (they were clean of course), and I stuffed my boxers one night. It felt really, really good. The softness of the socks’ cloth against my junk, and the pressure created by the boxers and the volume of the socks was just amazing. I kept doing this every night until I fell asleep, for about a week. Then instead of just rubbing, I started to squeeze my dick with the socks, it felt even better. Until one Saturday night, the sensations were getting bigger, and bigger, until something unexpected happened. I started to feel a mixture of fear, nervousness, it was some kind of cold sensation inside my rib cage and stomach, my right toes started to shake uncontrollably (weird I know) and then BAM! Something exploded on my penis, but I was so exhausted that I fell asleep. I was actually about to fall asleep when I started feeling this, so there was no time to inspect what had just happened.

The next day the only thing I found was some kind of yellowish stain on the sock, but it was already dry. It wasn’t pee, ’cause it had hardened the cloth, but it didn’t match the “white viscous substance” that the sex education books taught me that semen was like. Anyway, it felt awesome, so I kept doing it almost on a daily basis.

After a few weeks maybe, and after many pair of socks ruined, I decided it was time to see it in action, but here’s the thing. I’m uncut, well, technically I’m cut ’cause I did have a circumcision, but since I had extra foreskin, they only removed the extra skin and left me as a normal uncut guy. I had NEVER retracted my foreskin before. But don’t panic, contrary to what many might believe, I didn’t have any kind of infection or something, it was actually very clean somehow, but that was a discovery I would find out later.

So it took me a lot of time, and I went through different phases. From cumming on socks on my bed, to now standing in the shower. Here I saw semen for the first time, and came in my hand for the first time. I had seen precum before, but watching semen was something unforgettable.

Then the first time I fully retracted my foreskin, God. THAT would give me instant erections. Nowadays when I wank I can touch my glans and put any kinds of lubes and stuff without a problem, but back then, just touching the tip of my glans with a finger, would make my penis erupt loads of cum.

So over the years, I’ve been making up for lost time and I’ve kept experimenting more and more. I’ve been discovering stuff, like different masturbation techniques, focusing on different parts like the frenulum, the bulb of the penis, my balls of course, the perineum. I’m even fortunate enough to be able to self suck! I’ve tried sex toys, all kinds of lubes, including the “warming” and “dumbing” ones.

Surprisingly (or not) the only thing I hadn’t tried is sex, you know, actual intercourse with another person. I’m 22 years old and still a virgin. I just don’t feel the need to have sex, because as I told you, I keep discovering new things even at this age.

I think I was a little bit late with masturbation in general. Looking back I kinda regret not masturbating before as a kid, but the thought just never crossed my mind. I have an older brother and male cousins, but still that was never a topic of conversation. I wish I could’ve experimented a dry orgasm when I was much younger. If I could travel back in time, I would tell myself to do many of these things, and actually teach myself how to do them properly, and I would tell myself that it is ok, and it isn’t something wrong or bad. I have to say I reached a time around 19 - 20 that I actually felt guilty ’cause I kept doing it everyday (despite no one telling me it was bad). I just started to feel that it might be hurtful or that it was bad for my health or something.

But no one, my parents, my siblings, my cousins, my teachers, classmates, not even at church or religious education, NO ONE actually ever told me that masturbation was something bad or that I didn’t have to try it. Had my brother or cousins or classmates told me it felt good since I was a kid, I would’ve probably tried it by myself. Or if someone had kept telling me that I didn’t have to do it, I would’ve most likely ended up doing it anyway, because we humans are like that. I just never heard ANY comment at all about it. Neither positive nor negative.

And maybe 13 is a nice age, but I later found out many of my friends were doing it since they were very young, so I feel kind of jealous.

However, even though they tell me nowadays about how awesome sex is, which I don’t doubt, I just don’t feel tempted to try it YET. So probably I wouldn’t have listened to them back then if they told me about masturbation, so, whatevs…

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