My [F]irst experience cuckolding an ex boyfriend

Hi everyone! This happened a few years ago while I was still in college. I hope that it’s not too long and that you enjoy it!

I was about to begin my third year of college when my boyfriend of more than three years broke up with me. We had been dating mostly long distance because I was a college athlete in the states. It wasn’t a bad break up and I understood the decision behind it, but it still made me extremely sad. Not only was I single, but I was now far from home and that only amplified my sadness, but I tried to distract myself with school and soccer.

My ex Shane and I still chatted once in a while to catch up, there was no bitterness between us, which I was thankful for! But after a few months I was ready to get over him and I won’t lie when I say that sexual frustration was rising because it had been quite a while since I had had sex. At first, I didn’t realize how many guys were interested in me, but I guess that I should have gotten a hint based on my insta DMs and guys chatting me up at parties. I was ready to get back into the dating scene, but wasn’t ready for another relationship, I was looking for something more casual. So I decided to go on a few dates and see what was out there.

After a few dates with a few different guys, it was clear that most of them simply wanted sex, but I wasn’t really vibing with them enough to go all the way with them or truly consider them as a friend with benefits. But I’ll admit it was fun to make out with them and even fool around a bit! It wasn’t until I met John that I really thought “okay this is the guy!”. John went to a nearby college, we had met at a party, and he seemed like a genuinely nice guy, he asked me on a date and it quickly became clear that he was also looking for something more casual. It wasn’t long before we went on another date and the sexual tension was mounting, we hooked up for the first time after that in my dorm. John was an athletic guy (another college athlete), not the tallest at around 5’9 but he was fit and I won’t lie when I say he was great in bed. He really paid attention to what I liked and what was getting me off. He also wasn’t the biggest, around 5.5 inches but he was thick and really knew how to use it. It pretty much goes without saying that we were hooking up on almost a daily basis.

Meanwhile, Shane and I were still chatting fairly regularly. He asked me if I had been on any dates, but I was reluctant to say yes out of fear that it would upset him. We weren’t together but I still cared about him and didn’t want to hurt him. And I was definitely not going to tell him that I was basically getting fucked everyday. That didn’t really stop him from asking, I think he had an idea that surely other guys must be interested. I’ll admit that it was kinda hot keeping John a secret from him. I figured it would make him insanely jealous.

Fast forward a month, John and I are still hooking up, one night we’re hanging out in my dorm, my roommate is gone for the night, we’re cuddling on the bed watching a movie. Suddenly my phone buzzes, it’s Shane asking me how I’m doing. I start messaging him back and forth, John didn’t seem to mind. Shane asked me what I’m up to, I paused to think “should I just tell him?”. So I just told him I was hanging out with a friend. John asked who I was chatting with and I explained that it was my ex, he was intrigued. Shane asked me who it was (probably thinking it was a teammate of mine) and out of nowhere John says “you should send him a selfie of us”. My stomach fluttered but I liked the idea, it kind of turned me on. It was like John asserted himself kinda like telling Shane “hey, she’s being taken care of”.

We took the picture and sure enough, my phone was buzzing almost instantly, Shane wanted to know who I was with. I told him it was John and “sorry if I don’t respond, it means that I’m busy”. Needless to say, it wasn’t long after that that John and I started fooling around. We were so turned on by the whole thing. My phone was still blowing up with messages from Shane. In a pause from the sex, I noticed a message from Shane asking “can I call you?”. I was like “uh oh he’s definitely jealous”. Then out of nowhere, John says “good, you should call him”. My heart was pounding but I decided to do it. Shane was surprisingly calm,and I gave him a sparknotes version of what John and I have been doing for the past month. That’s when John started getting involved, he grabbed me and put me on all fours on the edge of the bed. I could tell he was extra turned on by the whole situation because of how hard his cock was entering me and by the fact that he didn’t hold back.

It didn’t take long for it to become almost impossible to chat with Shane on the phone, so I left it there on the bed while John and I continued fucking. I didn’t attempt to over exaggerate anything, my moans were genuine but I’ll admit that I was extra turned on and pretty sure the whole hallway could hear us fucking. After about 20-25 minutes, John placed me on my knees and I blew him until he came on my boobs. Shane was still on the phone, he had listened to the entire thing and admitted later that he loved it and had gotten off to it. I was kind of surprised because I thought he would be upset. We talked at length about it after and he confessed to having fantasies about me with other guys while we were still together, and mentioned that those amplified when we broke up, knowing that guys would be after me (because I had told him when we were dating that guys would hit on me at parties and stuff). I was happy that he was so open with me, that he enjoyed what John and I had done and that I was enjoying myself and being sexually satisfied. Needless to say we did it quite a lot more after that!

So I hope you guys enjoyed that! Sorry if that was too long! I’ll hopefully write more of my experiences here if there’s a good response from this one! Thanks guys! Feel free to message me or comment :)

Source: reddit.com/r/gonewildstories/comments/gx7dt5/my_first_experience_cuckolding_an_ex_boyfriend