7 years
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I work as a janitor in a local art gallery. The visitors that come here are usually a bit snobby and have little respect. Especially to a lowlife like me, I guess you could say. But yesterday I met a woman who’s far from snobby. She may have been elegant and have refined tastes like those high class snobs but she was very polite to me. I definitely got intimidated. She’s drop dead gorgeous. I kept on wondering why she would keep making conversation to some short nearly broke guy like me. Woman like tall men, so why bother with me? Though, we ended up exchanging numbers and became friends. I’ve been texting her on an on now and I begin to wonder if I have any chance with her. I mean, can you blame me? She’s just so kind and dare I say, s***. But I’m positive I’m out of her league so I don’t count on the idea of us being a thing. I’m grateful enough to be friends with her, though. I’ve barely come across kindness while I work. I’m glad people like her still exists. 🙂

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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.