This happened a long time ago, but I think it’s a great story that I could see turning into a multi-part if there’s enough interest.
I started dating my girlfriend, Chloe, in senior year of high school. Looking back, it’s almost funny remembering how certain all our teachers were that we would end up together. We were both the well-behaved, good student, high ACT score types and they always thought we’d make a good couple. I can’t imagine what they’d say if they knew about this side of our relationship.
The first several months of our relationship were very non-sexual due to my devoutly religious upbringing, but shortly before we went off to college we lost our virginities to each other. After that, we were like rabbits, fucking whenever we could, wherever we could, as much as we could. And the sex wasn’t just frequent, we were also very quick to explore the kinkier side of sex. Bondage, sex toys, public sex, and more quickly became part of our regular cycles. I took an early liking to femdom style sex, which makes more sense now, and quickly realized that I had a rampaging foot fetish that Chloe was all too happy to indulge.
I guess it’s at this point that I should describe her, and I’m not going to mince words. Chloe was (and still is) a fucking bombshell. Blonde, 5’8″ 125lbs with a volleyball player’s ass and 32DD breasts that are pornstar material. I wasn’t too bad looking myself in college, but I was no athlete either.
Chloe was also much more open about discussing our sex life than I was, much to my discomfort. She didn’t understand why I would care if she told her sorority sisters about my foot fetish or if she brought up strap-ons over dinner when we would go on double dates. I would later learn that she was having these conversations in private, too, even more than I knew.
Our relationship lasted until about the second semester of freshman year, completely monogamous. It was around that time that she broke up with me fairly unexpectedly. She explained that this was college, and my lack of interest in partying was ruining the experience for her. Also, since I was her first serious relationship, she wanted to spend some time “playing the field” to know if I was really for her. Naturally, I was devastated. But it didn’t end there, because three days after dumping me she texted me telling me she wanted to talk.
We met in a common room late at night on campus and she didn’t beat around the bush at all. She told me straight up that the night before she had gone out partying with her sorority sisters and ended up having sex with a guy she met on the dance floor in a frat house.
I was furious. Why was she even telling me this? She apologized and said she just felt like she needed to let me know, but I wasn’t hearing it. I stormed out of the room and was so angry I didn’t even notice the tightening in my pants as I imagined her naked body wrapped around some random guy from a party, giving him after just a few hours what it had taken me months to earn.
Shortly thereafter, school closed for summer and we moved home from the dorms. It was during this time that I started getting really into cuckold porn. Despite the fact that I was now single, my sex drive wasn’t going away. And since I didn’t have anyone else to direct it at, I spent most of my nights masturbating to the mental image of Chloe fucking other men during our time apart. The fantasies were intense — did she ride them like she used to ride me? Were their dicks bigger than mine? I always had to use a vibrator to get her to cum, was she finishing with these guys without any sex toys at all? The not knowing was simultaneously the sexiest and most agonizing thing of those first summer weeks.
About halfway through the summer, she texted me and asked if I was willing to get dinner and talk. We had been apart for about three months at this point. I still don’t know why I accepted after the last time we had talked, but I did and we met. I’ll skip the details, but she ended up telling me that she had done what she said and played the field, and she had come to the conclusion that she didn’t think she would find anyone who cared about her like I did. She wanted to get back together. I was hesitant at first, but after a lengthy discussion ended up agreeing.
The next night, she invited me over to watch a movie. As we were cuddled in her bed with the TV on, we started kissing, and all the memories of being with her came rushing back. It wasn’t long before we were in our underwear, her in her bra and panties and me in my boxers. She hadn’t forgotten my love for her feet, and she sat next to me on the bed tracing lines on my chest with her fingertips while I laid on my back kissing her soles and sucking on her toes.
“Do you think we’re ready to start having sex again already?” She asked.
I was dying to fuck her, but I didn’t dare say so.
“If you want to.” I said instead.
She didn’t answer, but instead immediately slipped off my boxers and pulled her panties off as well. As she lowered her pussy onto my unprotected dick, I had the epiphany that has driven our relationship ever since: *Chloe was a slut*. A full on, [r/stupidslutsclub](https://www.reddit.com/r/stupidslutsclub/) slut. The way she rode me was both familiar and different. I hadn’t forgotten the way her soft moans came out every other breath, but she rode me so much faster than she had before and I couldn’t help but wonder when that habit changed. Did she pick that up from one of her other lovers? As I unhooked her bra, all I could think of was how many more guys had seen what I was seeing in the last three months. Two? Three? More? Did she fuck them raw like she was fucking me? Images of the cuckold porn I had browsed all summer and her fucking other, bigger dicks flashed in my mind and I came inside of her before she really even got started.
The next time we hung out was lunch the following day, and she told me that she had planned a trip to go and visit her dad in her hometown, which was in another state. This is where she had lived prior to junior year of high school.
“Of course”, I said. “I think it’s good that you still go and visit him.”
“Well, visiting dad wasn’t the only thing I had planned for my trip. Have I ever told you about my friend Tyler?” Chloe asked.
“No, I don’t think so.”
“He was… a middle school crush of mine”. She smiled a sexy smirk as the words left her lips. “I had planned on hanging out with him too while I visited.”
“Hanging out? I don’t see anything wrong with that.” I said.
“Well…” she paused for quite a while. “Before you and I got together, we had talked about me giving him a blowjob. He’s been single for a really long time. But I guess that won’t be happening now that we’re together again.”
We both laughed, but I wasn’t able to bring myself to firmly tell her it was off the table.
The date of her trip arrived and I dropped her off at the airport. We texted throughout her trip, but the second night was the night of her original “date” with Tyler. I don’t have the texts from that night anymore, but they went something like this:
Chloe: About to head over to Tyler’s place :)
Me: Have fun!
Chloe: He is going to teach me how to skateboard! I still haven’t told him about the whole no blowjob thing yet, hopefully he takes it okay.
Me: You still haven’t told him? Does he know we’re back together?
Chloe: Well yeah so I’m sure he assumes but I haven’t said so.
Me: Do you still want to?
Chloe: Give him a blowjob? I mean, yeah, but it’s fine that I can’t. I’m sure we’ll still have a good time.
*It was at this point that I realized now was my best chance to shoot my shot.*
Me: You know, if you asked nicely, I might still let you. I mean, I don’t want him getting upset, and he is going to be teaching you skateboarding, so it seems like it might be nice.
Chloe: You mean you’d be okay with it if I sucked his dick still?
Me: IF you ask nicely.
Chloe: Can I please suck Tyler’s dick?
Me: Yes, as long as you take pictures and send them to me.
Chloe: Okay! I don’t know if he’ll go for that or not, but if it’s what it takes for him to get his dick sucked then I’m sure he’ll agree! Thank you so much baby! I will definitely thank you more thoroughly when I get back! :)
I could barely contain my excitement. I had never talked to this Tyler person in my life, but the fact that my girlfriend was about to suck his dick probably had me more turned on than it did either of them. I started stroking immediately, but I knew better than to bring myself to orgasm, lest I regret my decision to let Chloe go through with it.
It was another three hours before I next heard from Chloe, and the pictures replaced any lingering doubts I had with unmeasurable arousal. Tyler’s dick was easily 3″ longer than mine, and his washboard abs pub my “just ok” looks to shame. And Chloe wasn’t just blowing him, she was *devouring* his cock. And they weren’t shy about the pictures, either. The room was dark and several of them were blurry, but there must have been a dozen of them, including one of Tyler’s cum covering her tongue, which I couldn’t believe. She had only let me cum in her mouth the very first time she blew me and never since. That was the first thing I had to ask about in my next text.
Me: He came in your mouth?
Chloe: Yes :) he didn’t give me much warning but I was too horny to care.
Me: Did you swallow?
Chloe: Yeah lol he said he wanted me to.
I was floored. Needless to say, I finished myself off to these pictures. We continued to text throughout the night, and Chloe ended up going over to Tyler’s house the next night as well and blowing him again. She asked to go all the way, but I told her no and she didn’t push it. That attitude wouldn’t remain that way for very long, nor would this be the last time she visited Tyler.
I could say a lot more about this story, like that her dad immediately guessed what was going on and accused her of cheating on me, but I’ll leave it at that. Since then, Chloe and I have gotten married, but we’ve had dozens of other hotwife-type encounters, that only grew more and more into cuckolding. If there’s enough interest, maybe I’ll write again about one of our threesomes of foursomes that became twosomes at my expense, or about the coworker who she fucked on and off for several months.
Thanks for reading!
Source: reddit.com/r/gonewildstories/comments/m7zxk4/how_a_threemonth_breakup_made_me_a_cuckold_mf
Bring it on. Pics would be great too.
More please!!!
I really enjoyed this, and would love to read more!
Let’s hear more