This is a true story that happened about a decade ago. In the space of one year, I went from straight to bicurious to sucking cock and craving more. Here's one of the best anal experiences I had. It was actually the second time ever of my being fucked.

I was probably around 26-27 and the guy was about my age, or maybe slightly older, not more than 32-32. He had this next door guy look. Fit but not overly muscled, not looking like a gym bonnie at all. White with slightly darker complexion. Nice chest hair sprouting mainly just under the collarbone. We exchanged a few messages on Grindr, and I took off to his place.

Even now, I remember everything very distinctly. I come to the three story apartment building he was living at, and before I even enter, I see him smoking, shirtless, wearing only shorts, on the balcony facing the street. He smirked and said, inhaling: I’ll open the door in a second.

It is difficult to describer how much this simple antic turned me on. He looked manly, relaxed, so sure of himself. Unbelievably hot.

He gets me in, sits me in the living room, points to the dark corridor leading to his bedroom (the one with the balcony), and advises me not to open the lights, as his roommate is the next room. “Don’t worry, he’s completely deaf, he won’t hear us”, he reassured me. Then, he leaves me to myself, as he takes a shower. Again, I don’t know if it was deliberate to get me hornier, or completely unintentional, but staying there, waiting, definitely got me yearning for him even more.

We get to his room. “OK, let’s strip”, he suggests smiling and smirking. He takes off his shorts and I get naked too. He sits down on his chair, legs wide open, not saying a word. I immediately understand, get to my knees and start sucking, pawing his chest and moaning. He lets me throat him for a few minutes, then says: “Well, time to fuck you. Get on bed and don’t worry accidents can happen to anyone, I’ve put a blanket on”. There was indeed a white blanket on the bed. I get on the bed, face pointing towards the sliding mirror doors of the closet. I see him put his condom on, and expertly lubing my ass at the same time. “Oh, you’re truly tight. Don’t worry, just imagine you’re shitting. You’ll like it, don’t worry” He fingers me for some time and when he feels I’m relaxed enough, he begins to slowly push his head in. It pops and soon enough his hole shaft is inside. I’m totally smitten and feel sluttier than ever. I start moaning and rocking my ass. I see my own glazed look in the mirror and it turns me on even more. He smirks and starts fucking me slowly at first then finally picking pace.

I see his forearm and even his forearms now turn me on. I stroke the hair on it; it feels so good. I feel like a good faggot serving his man. I take his hand and suck on his fingers, looking at my own slutty face and on his sweaty body fucking me harder and harder.

That being said, I really wasn’t an experienced bottom, and it started to hurt. “It hurts”, I said, and motioned him to stop. “Oh no, you don’t stop, this pain is the best part of it”, he said and held me in place as he pounded me even faster and came in the next minutes or so. He was right. The mental turn-on of taking cock despite the pain was so much worth it!

He came, grunting like an animal, lying on me for a few seconds. At that moment, I was only thinking of his cum, so I quickly turned around, took of the condom, and let his load drip into my mouth. He was still exhausted and confused after his orgasm and I don’t even think it registered in his mind.

He then sent me to the bathroom and we parted ways.