My Dark Confessions # First Time

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Summary

This is from my very personal real life experience, hope you guys will like it. Please do show support to know about what happened next.

Status
Complete
Chapters
1
Rating
5.0 1 review
Age Rating
18+

First Time

So i was in 8th grade at a boarding school for boys. Back then i was different from the typical horny boys always masturbating being deprived of the interaction with girls. The reason was i never saw porn, i skipped sex sequences in movies, i never masturbated till that grade. So, i normally always got awkward in the discussions, had boners while guys talked about porn but didn't knew what to do with it. Till one night...


I had a friend (suppose X for now), he was pale af, muscular and like one of the cool kids. Don't know how or when, despite being from different ends of the spectrum we got closer. It was movies, tv shows, jokes at first. Then it went to sex stuffs, his GFs, porn and all that. So that night we were staying up late as every other nights, talking random stuffs till we went on to talking about him seeing a sex dream and masturbating thinking of it the next day. Then as usual i got awkward and was trying to ignore it, but i couldn't, as he spoke out to me,


'You know how to masturbate right?'


'Nope, man.'


'Don't you have boners?'


'Yeah i do', pointing at my crotch.


Luckily, listening to his sex dream i was already aroused, and plus we were wearing our night dresses, without the underwear, so, i removed the blanket to show him. I felt a bit confidence there as we were sitting under a dim light, i knew he couldn't see it anyways. But i wasn't prepared for what came after that, and i that was the first time i felt great being vulnerable and innocent...


'Let me show you then', saying that he approached my crotch with his big hands, but i backed away covering it back again.


'What are you doing?'


'Man, you gotta know this and believe me you won't regret it. And anyways, I'm just gonna touch it, over ur pants. That's nothing's wrong.'


And he always sounded logical and friendly. But i still felt uncomfortable, so he held back.


'Okay how about, i show you with mine?'


'Sure'


To this day, I don't know why, it felt reasonable to me to touch him on the basis to learn masturbation, so i let him guide my hand, he took it and put it on the very tip of his hard dick at first, i couldn't understand it at first, but as he made me hold around it, i could feel the girth, then he guided it down, and damn it was big af...


'So, can feel this divider, like a mushroom head, you gotta just rub up and down urs and think of something sexy. To make it greater you can touch yourself with your other hand.'


He was still grabbed on to my hand, wrapped around his dick, i was shaking, but i couldn't feel it as his grasp was strong. My body was getting colder, till his next move...


He again got closer to me, then he left my hand and approached to touch my dick, and by then i could see my self rubbing his dick without him guiding. And by then i was vulnerable enough to stop taking decisions, i let him take advantage of it, he grabbed mine over my pants and started going up and down.


'Follow my rhythm', and i was, we were going slow on each other, but then we paced up, then...i sudden felt like my dick tearing up, i moved, he got surprised...


'Sorry I'm not circumcised, go slow on me'


'Damn, you wanna see how a circumcised one feels?'


i said nothing, but he knew by then, i was down for anything by then. so he slid his dick out, he let me hold it, and we continued, till we couldn't i felt my body shaking then myself cumming inside my pants, but he was still hard af, like he wanted more, then he stood up.


'I think u gotta clean yourself up, I'm gonna finish it in the washroom, you can come if you want, I don't wanna wake others in the room.'


He left. He left the door open. To this day i imagine, why I did not go with him, why i missed the chance to have him in me. What i did? I waited for him to go back to his room, then i went to the washroom, let the dirty pants soak in the sink. Walked to the toilet in the last end. Imagined he was still sitting on the high commode, took off my pants and i imagined myself sitting on him. That was my very first masturbation.