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I am a 14 year old boy, and I masturbate nightly. I say nightly, because it is ultra rare that I do it any other time. Occasionally I do it in the morning because morning wood is a thing, and if I'm really desperate I will do in a public bathroom, which can be really awkward. I'm not super crazy about masturbation, as in I will not do it if I'm sharing a room with someone on a vacation or something, but as soon as I'm alone, I will masturbate freely.
There is not a specific environment in which I prefer to masturbate, other than my own bed. I normally watch porn while jacking it, but I can do it without; It's just much harder to orgasm. (Halfway through writing this and I'm subconsciously writing super fancily lol). Some nights I just want to get it over with, and there is less jizz, but some nights I jack to just about to orgasm, then stop, for like 20 seconds, and then start again. I repeat that for about 10 mins, until I finally let myself cum, and it goes everywhere (I accidentally hit my face once). I usually continue to rub my penis for a little bit longer, just to see if any more comes out, and if it's an especially sexually charged night I'll watch a bit of youtube after my first orgasm, and then jerk off again.
I have tried humping before, in fact, thats how I started (at around 10 yrs old), but nowadays, I just find it easier to jerk off with my hand since with humping it just takes so much longer and often I don't end up cumming in the 1st place like that and have to finish with my hand anyway. When I cum, I have to wipe if off my hands and chest with a tissue, otherwise it dries and gets caught in my hairs which is just a pain.
I normally watch teen porn since I find I am most attracted to people closer to my age, but I will watch any video and jerk to it as long as the thumbnail is sexy enough. Sometimes if will get turned on by a photo in public, in which case I will either A. Find a bathroom in which to get rid of the erection, (having a big hard stick in pants can hurt if it does not go away), or B. Endure the pain until I get up, and masturbate with high intensity because I will have been pent up for so long. Btw, I'm a righty, so I jerk it with my right hand, if you can do it with your non dominant hand boys you are truly a skilled person (or just ambidextrous lol). This is getting kinda long, so I'm just gonna get to the sexy stuff for those who want it.
When I jerk off, I use my right hand to twist and rub the shaft of my penis, slowly at first, but as soon as the video reaches the intense point, I'm fapping hard and fast, though doing my stop and start technique as described in paragraph 2. Since I do it so much, I have a high resistance and often it takes a few videos before I can cum, but when I do, god is it heavenly. This is me describing the sensation of a male orgasm to the best of my ability for all the females reading this. At first, there is this sort of excited anticipation, and you start to feel pressure built at the base of the penis, and it sort of spread out both down and up to your legs and chest, and it feels really f***ing good, and then you have several pulses of complete burning euphoria, and you feel the semen running through your penis, and it feels like you just put down the world's heaviest weight as it shoots out the tip, and it's warm and sticky on your chest.
Um, so yeah that was like, a really long description. To whom it may concern: I hope you find it helpful, or arousing. If not, I'm sorry, I'm not an S&M specialist or biologist, lol. And, I can certainly not speak for other boys, this is just my experience, although in their description, it's somewhat similar.
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