Today, I’m 23M. This is a couple years old.
Free cuckold community
Sign up now!
I was 19M, white, 5’11 150lb, good looking fit guy. I was in my first year of university when I started dating Riley (fake name). She was 18F at the time, a senior in high school (she was held back by a year when she was younger). She’s 5’4, 115lb, skinny white natural blonde girl with brown eyes. She plays sports and is active so her body is very toned.
She was a virgin, and I took her virginity. Used condoms at first but she was on birth control so we started having lots of raw sex and giving her lots of creampies. The sex was great.
Then COVID hits, we’re both doing virtual school and we’re fucking a lot. I’m already in university, but she’s nearing high school graduation and having only had sex with me, she was way less experienced than I was (I had probably been with 15 or so different girls at that point in my life).
One day, she tells me she loves me, and loves our relationship, but she thinks we should have an open relationship. Her thought process was that she wanted to gain more experience before she could settle down into a serious monogamous relationship. I was really against it at first, but eventually after lots of talking I agreed to it because I put myself in her shoes – if I lost my virginity to the love of my life, I’d still wonder what it’d be like to fuck other girls. So I agreed to it.
Nothing happened for a few months. We would just talk about it. She viewed it as just a tool for her to have the freedom to explore, but secretly the more I thought about it the more turned on I was by the thought of her fucking other guys. I started slowly admitting to her that it kind of turned me on, and we would talk about hypotheticals. She would give me names of guys we knew that she would have sex with and once she gave me a play by play description of how she would want it to go with him. I was rock hard reading those texts. But it was still hypothetical.
The relationship was open on both ends. I ended up having sex with a girl before she had sex with anyone else. At the time, we had the ground rules that we would have to use condoms with anyone else, and we wouldn’t tell each other that we fucked someone else unless the other one asked. One day, a couple of weeks after I fucked a new girl, she asked me if I had slept with anyone. I told her yes, and she was definitely taken aback. She didn’t expect it, it “felt real” instead of hypothetical. I asked her the same thing, but she hadn’t slept with anyone. She was a bit upset at me for doing it, but it’s what she asked for, so she got over the butthurt. I was let down that she hadn’t fucked any guys yet, but this was still during COVID lockdowns and it was somewhat hard to meet people.
I suggested to try and set her up with a guy, to basically rip off the bandaid and get this over with. A distant friend of mine that I hadn’t spoken to in a long time added her on social media after seeing her on another girl’s profile. He started talking to her over Snapchat, not knowing she was dating me. She thought he was attractive enough, and he obviously was snapping her to try to fuck her, so I started telling her what to say to make her seem like she would be the easiest fuck ever for him. She was feeding me his responses and I’d coach her on what to reply to make it seem pretty obvious that she wanted to fuck. It didn’t take long for him to get the hint, and they set up a day to meet. For a few different reasons, it never happened. He wanted to fuck her inside his car, he said some odd things to her, and I had some last minute second thoughts about her doing it with him and it all fell apart.
Not long later though, she met a guy, ended up at his place, and had sex with him. She called me later to tell me (by then we had changed the rule to tell the other as soon as we had sex with someone else), and I wasn’t expecting it. My instinct was to feel angry, and I sure showed it. I felt this weird feeling in my stomach that I don’t know how to describe, but I was also extremely horny. I was as taken aback as I was turned on. Not long later I asked her for the details and she texted me everything, and I was extremely turned on. But I tried not to show it. I must’ve seen her a day or two later and reclaimed her, and it was so hot knowing her pussy had just had another cock inside her and she made him cum.
From then on, we had both fucked other people, so all bets were off. I started fucking 3 or 4 girls somewhat regularly, but Riley was still the girl I fucked the most. But she wouldn’t fuck that many guys. I didn’t want to encourage her too much because I tried doing that once and she was a bit weirded out as to why I wanted to see her be fucked by another guy.
Then, I remember getting home one afternoon and getting a text from her. “I need to tell you something,” she said. I asked her what, and she tells me “I fucked someone.” I was instantly hard, and my heart pounding. I asked her who it was, and it was a classmate of hers. She went to his place, had a couple of drinks and a joint and ended up having what she described as a very long sex encounter. She asked me if I was free later, and I ended up picking her up from dinner with her girlfriends. We went back to my place and I immediately started making out with her intensely, we ripped each others clothes off, and I started eating her pussy. I remember a really faint taste of latex from the condom she used, and that turned me on so much. I couldn’t hold off any longer – I slid my throbbing cock back into her tight pussy and fucked her so hard until I filled her pussy with my cum. Have I mentioned she was one of the tightest girls I ever felt? Just the thought of another guy feeling her tightness and using her in the most primal ways had me throbbing hard.
Then another guy came into the picture, a friend of the last one. They met at a party and they fucked for maybe 30 seconds against a wall. The circumstances were bad and they didn’t have the chance to have a proper fuck. By then I was super into what was happening with her and other guys and asked her for all the details about how he was grabbing her and how it felt for her when he slid his cock inside her. And she could tell that I got enjoyment out of it. It sucked that they didn’t get to properly fuck, but that wouldnt be the last one.
Another time, I was at dinner while she was at a party. She texted me to pick her up. I went to get her and she had clearly been drinking. Her hair was messed up and she was really touchy. At the time, I just thought she was really horny. I made my way back to my place as quickly as possible and we proceeded to fuck 5 times in a row. I had never seen her be so horny in my life. I ate her pussy until her legs were shaking and we fucked until I was shooting blanks. Only the next day did I find out that at the party that I picked her up, she fucked the guy that she had sort of fucked at a previous party. Except this time they fucked raw. They had both been drinking and she was too horny to care so she took his cock raw and less than an hour later, unbeknownst to me, I was tasting her pussy and fucking her repeatedly like a complete slut. I was pretty pissed about the fact she fucked him raw because it was the one rule we had in place – wear condoms. But I couldn’t help but be so extremely turned on by the fact that she now had fucked another guy raw, and I essentially reclaimed her pretty much right after. He didn’t cum inside her though. I wish he did. Sloppy seconds with his creampie would’ve made me cum almost instantly I’m sure.
There were a few encounters in between, some that she went all the way with, but most she didn’t. I remember once going out to a bar with her and one of my friends was there, let’s call him Brad. She started asking me to set her up with him. I thought the idea of that to be super hot, but I was terrified of the social repercussions. We were at this bar talking amongst ourselves on how we might be able to bring him back to my place and get him comfortable enough to either fuck her while I watched, fuck her while I was away, or have a threesome. Meanwhile my friend was 10 feet away not knowing this entire plan was taking place. Unfortunately we couldn’t come to a consensus and it was too risky, but we both were really horny from it. When we went home, we had the hottest sex while we talked dirty to each other on how she wanted my friend Brad fucking her while she blew me and using her like a fuck toy while I watched. I came so hard. I was still horny after we finished, but the sex was so intense that her pussy felt tender. She started sucking my cock, which she wasn’t a huge fan of blowjobs to begin with, but she was so horny that she did it. I kept talking dirty about Brad, and she would respond with moans while my cock was down her throat or she would say even dirtier things to me while she stopped blowing me to stroke me so she could speak for a few seconds. Needless to say I emptied my balls down her throat not long after and she swallowed my thick load.
As hot and erotic our relationship was, it was also very toxic. The open relationship was definitely a contributing factor but there were other things that made it all very toxic. We seemed to only get along when we were fucking each other or turned on about fucking other people. We broke up and she actually ended up starting to date a close friend of mine, we’ll call him Ivan. From the start of our relationship, I knew she was physically attracted to Ivan. He is a good looking guy, but very awkward. Nothing happened between them although they talked briefly before me and her dated. When we opened our relationship, I told her Ivan was off limits. Eventually that changed. I actually tried to set them up. I told him that she wanted to fuck him and I was cool with it, and I explained the situation. Me trying to set it up was extremely hot to me. I was rock hard when discussing every aspect with both of them separately. I even told her I was ok with him fucking her raw because he was a good friend and I trusted him. But he was very uneasy and it didn’t happen at the time. Once we broke up, they started dating and had a bit of sex but broke up shortly after for somewhat unrelated issues that I shouldn’t get into here.
We never got back together, but I still thoroughly reminisce on those experiences. It’s something I haven’t had since and that I’m afraid of risking with a new girl. But I hope you all enjoy these stories even a fraction as much as I enjoyed living through them.
