13 years
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I had a very close friend for a few years, we met when I was 15, he was 23 at the time, he was more or less like an older brother, giving me books to read, keeping an eye on me, he traveled and by the time he was back I was nearing 18, on my 18th birthday he took me and I went to drink for the first time in my whole life, after that in a few weeks I was supposed to travel and I had a fight with the woman in charge and did not go, one of the other team members did not go as well, we had a ‘people who didnt travel’ hang out at my roof, I ended up having my first kiss with a guy I hardly knew and hardly liked and never talked to ever again after that. after that in a few weeks I had a collage interview in another city, I was reluctant to go cause I was so upset about not getting to travel before, so going unprepared for an interview in another country, I go to there, meet some friends get far too drunk, and eat alot of chocolate, end up making out with a guy I just met. ofcourse the 23 year old friend who by then was 26 was the first to know about these things, after getting home, one month and I start dating this friend, keep in mind that he is 8 years older than i am, he takes things ‘with my body’ far too much, he introduces to many new things and i tell you i come from a seriously preserved socitey where people get killed for such stuff. anyhow a new two doors opened to me in a short period of 2 months, my body and drinking. after dating him for a month, I go on an exchange and travel for a month and a half, there i meet someone else and guess what I cheat on the guy I dated back home, I come home I do not tell him, he does not show any emotions towards me, and after that in 4 months i travel again and cheat again, when i come back home, this time I come back to find a guy in love with me and willing to change the world for me, and after digging deep he finds out what I have done and we break up, I have been depressive for the past three months, trying to make him understand how sorry and childish and stupid I am. I tried everything, and now I do not know what is next.

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When I was younger, about 16, I was insatiable and as a result of having my first anonymous hookup with another kid that was 16 (off omegle of all things) I sought to have more.
In this effort I downloaded Grindr and lied about being 18, eventually finding someone who hosted an anon darkroom not even 5 minutes away and who was more than happy leaving their door unlocked and a** ready. After I was invited over and tentatively entered their place I immediately set about u*********, going to nothing in a minute and slowly started up the steps to his room. Once in his room I was approached in the dark by him – a 30-something yr old man who was equally as naked but twice my size – and he reached down and started to blow me once he settled on his knees. Within minutes once I was sufficiently erect I prodded him onto the bed and had him bend over, eventually sliding in without any additional lubrication and begun to – at the age of 16 – f*** this older mans a**. I went for about 20 minutes by my estimation and slowly over the course of the f****** went from doggy, to sideways to having him lie fully down whilst I went to town on him.
Eventually I finished in him and got up and left. Once home I gushed to him about how much fun it was and how I appreciated him taking a chance with me, with some more conversation eventually leading to my age being revealed and – to my own surprise – him revealing that he’d prefer it if we kept going in spite of it. I’d meet him continuously, probably once to 3 times a month or even multiple times in the same week until I moved away at 18. I never saw his face but I remember being inside him so vividly.