This happened two years after I met my girlfriend and after a lot of conversation and playing around the topic. We were both young and quite inexperienced, but we trusted each other and were horny as hell. In the two years we’ve been together we tried some stuff, and we found what each other enjoyed most. She was short and curvy, small tits but a big nice butt. I’m tall and skinny, but fit. At some point in our relationship we started to explore some power games, I enjoyed telling her what to do and she started to like the feeling of giving in, of pleasing and trying new stuff. It even got to a point where she was really commited to her role and she got really horny with the idea of being used, and giving pleasure. I started to go harder too, each time we fucked I tried something new or asked for her to do dirty stuff. At first it was just talking, making her beg, then I started to give commands. She obeyed inmediatly, then I started to get rougher. I liked deepthroating her, and she started to finger herself while I was in her mouth. At some point, I would stop her from cuming until I came in her mouth. Only then was she free to orgasm. That was the kind of play we were trying, and getting used to.
Then one night something happened. It was one of my best friend’s birthday so we went out for some drinks and partying. We got pretty drunk, by the time the party was almost over she was wasted and I decided to leave. Before going to sleep we went to the backyard, to get some fresh air. Then we started to kiss and play, I was behind her. I was kissing her neck, and she started moaning and pressing her ass against me. I started to get my hands over her tits, through the dress and over her legs. She was moving her ass in such a hot way, I got hard instantly. She felt it and asked “do you like my butt?”, “I love it”. I was kissing her neck, her ears and she kept grinding her ass against my hard cock. I took my hand to her pussy, she was so wet. I started to touch and play with her clit, she moaned louder. “I want your hard cock”, she said. “I want you too”. I was fingering her deeper, she was about to orgasm when she said “do you want my ass?”, I couldn’t believe it. “Yes, I’ve always wanted to try”. Her eyes were closed, she was speaking slow and sexy from the alcohol. She said, “what would you do? would you stretch my ass with your hard cock? would you cum inside my little asshole?”. I didn’t know where it came from but I said yes, and kept touching her until she started to move faster and grind into me. She was about to orgasm, I said “I’m going to fuck your ass, and you’re going to let me have my way with you”. “Yes, fuck my ass. It’s all yours, I’m cuming!”. She came in my fingers and we went to sleep.
A few days later, my mind was still going crazy about that conversation. One night after dinner, we were getting ready for bed and we started kissing. When things were escalating I asked her if she remembered what we talked the other night, she asked what and I grabbed her ass hard. She remembered, but said nothing. We kept kissing, and went straight to bed. She was laying on her side, and I was behind her, cuddling and getting my hands all over her tits and her legs. She tooke her hand to my cock and started stroking, then she turned aroung and got it into her mouth. She was sucking so hard, so deep, things were getting sloppy. After a few minutes, she turned around again and said “You can try now”. She spit on her hand, put it on her ass and opened her cheeks. I got behind her, pressed my cock on her asshole and waited there. “Fuck my ass” she said, so I got in. I was really slow, didn’t want to hurt her. She started to moan, she closed her eyes, and said it was painful. But she wanted to keep going, she wanted to give her ass to my. I realized what was going on, and started to get hornier, and crazy. I asked “Do you like it?”, “It hurts”, “Do you want me to stop?” “No!”. I was fucking her ass faster now, I couldn’t get completely in due to the position. Being on the side was not the most easy for access. “I’m your slut” she said, she had never said something like that. “What?”, “You’re fucking my ass so good, I’m your slut, do what you want with me, use my ass. Cum inside my ass”. I grabbed her bu her hip and pulled her into me, I got deeper, she screamed. “Take that little slut” I said, “you let me do what I want with you? are you my little beautiful slut?” “Yes”. At that moment, I got over her in a movement. She was now on her belly, I was over her fully in her ass, I grabbed her arms by her head and thrusted deeply. In this position, I could fuck her ass better, but she screamed, and it was louder. I thought, was this too much? I didn’t want to hurt her, I wanted to be rough, to show her what was her place, and to give pleasure to her, he enjoyed this domination game but it could be too hard. She was screaming and I felt that current before the orgams, I thrusted harder, grabbed her by the neck and I was about to cum when she said “Stop! it hurts”, I looked at her and a tear was running through her face, she was crying. I was already deep into her in my last thrust, I could pull off, she shouted again “Stop! move!”, but I pressed harder and I exploded in her ass. She felt it and kept crying silently, “I’m all yours”, she said, “I’m your little slut”. “I know”, we stayed cuddling for a while. Then I went to take a shower.
Later that night she asked me to fuck her pussy, and she had a few intense orgasms. I asked her about what happened before, she said “Next time I want it in doggy, I want you to pull my hair hard while you cum inside my ass.”
Source: reddit.com/r/Erotica/comments/p7jdly/young_girlfriend_tries_anal_ends_up_in_tears_and