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I don't know anymore how exactly I got into it, but I started to watch gay porn and enjoyed it more and more often. I already saw myself in the part of giving pleasure aka the bottom one, but wasn't too sure about it yet. So the point was there where I wanted to experience it myself, so I signed up at a gay website for primarily meet-ups.I created my profile and wrote in my profile text, that I'm unexperienced and wanted to test out some stuff. I uploaded a pic of my naked upper body, but without my face. I wanted to be anonymous in case someone would identify me or save my picture. I still don't share identifiable pictures of myself on these pages. As a young and slim guy it doesn’t take long to get messages from many guys. They seemed all to be nice and many came directly to the point - mostly with nudes of them too. It made me pretty horny that so many guys were hot on me, but it took some days to find someone that seemed to be fitting for me.We had a nice and hot chat on what we. We put on a movie and watched from bed. I brought some shorts & a comfy tee this time & she said, "you can sleep in your boxers again if you would be more comfortable." Shooting me a sly grin & a wink. I'm clearly not imagining things. She cuddled up to me with her head on my chest & threw her leg over mine. We fell asleep and when I woke up to pee she rolled over and her nightie came up exposing her ass and a very visible wet spot between her legs. Her panties were pulled up one side of her ass and I could see wisps of fine black hair peeking out and leading to her asshole. God I wished I could just bury my face in her crack and make out with her rear from behind like a fucking degenerate. I laid down & she snuggled up once again, she said "Thank you for staying with me again Cuz, I love you" & planted another kiss on the corner of my lips, this time catching more of my lips and leaving them noticeably wet. My heart was beating out of my chest, there was no way she could have missed.
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