So this happened with my last boyfriend; we broke up about a year ago.
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So my now ex-boyfriend is a really sweet guy, athlete his whole life, good grades in school and in college, a kind of perfect Disney popular kid type of guy. But as it turned out, he did have a “darker side” too. He was extremely insecure about his dick size.
He wasn’t small; he was maybe even a little bit above average, but he just couldn’t accept the fact that he didn’t have a huge “hog”. Our sex life was mostly pretty good, but I did sense that the fact that he doesn’t have a huge dick frustrated him. I tried to make him feel better by telling him how much I loved his dick, and how good he fucks me, but I seemed to have deepened his insecurities.
Then, one day, he comes out to me with his fantasies. He tells me about how much he enjoies watching “cock drunk” porn. He tells me about how much he wants to see me be “cock drunk” and how it’s just not possible to do that with his cock. He tells me he wants to see me be a total slut. Then finally, he suggests that I fuck someone else, someone with a huge cock.
I was very hesitant to do it at first. I thought that he cares so little about me that he would just let another random guy fuck me. I was angry and disappointed. Then he told me who he wanted me to fuck. It was one of his friends.
Now, it’s a running joke in his friend group that the guy in question has a HUGE dick. And that the guy is really good in bed too. Well, I must say I was very very tempted. A girl can only experience so many amazing fucks in her life, and I am not about to let this one go.
A few days later, it went down. We invited him over to watch a football game with us over some drinks and pizza. Now, I knew the guy was into me, at least a little bit. I often caught him peeking at me during our visits to the beach as a group, and he followed me on socials and liked my stories before me and my ex-boyfriend were even together. But I still wasn’t sure he would go for it.
Things were going well, our team won, and we had a few drinks. Enough drinks to start playing strip poker. One thing led to another, and eventually I lost all my “chips” and “had to” blow him to pay my "debts.”.
Their running joke was NOT a joke. He was huge, almost too huge. Really fucking thick too. I was almost choking on the tip. Things were a little awkward the first minute or two, but after that everyone was relaxed. He was sitting in the chair, and I was on my knees, trying my best to swallow his dick. My boyfriend was on the chair next to us, holding my hair while I blew one of his best friends.
He was dripping precum like crazy, and things went sloppy, really fucking fast. My boyfriend got the desired effect; I went absolutely cock crazy. I was licking his dick along every vein, choking on it, sucking on his balls, spitting, and everything else.
After a few minutes, he decides to grab me by the hair and drag me to the couch. He lays me down on all fours and starts eating my pussy and ass from behind. I was already experiencing things unlike anything I’ve felt before, and he didn’t even put his huge dick inside me yet. And then, after a minute or two, he finally did put his dick inside me. I screamed as it entered. It was as painful as it was pleasurable.
He started slow, giving me time to “adopt” to it. Then he started pounding me like a fucking animal. I was screaming. I started crying. It was emotional, pleasurable, and painful. My boyfriend’s best friend was fucking me like a cheap whore while he watched, and I liked it. In fact, I LOVED it. My cuck came over, and I leaned my face on his chest while he held my hand while his best friend fucked my brains out.
After a good 20 minutes of fucking me like a pornstar, he emptied his balls on my face. Which is something I’ve never let my boyfriend do to me, but for this occasion, I felt it was appropriate. Then I helped my boyfriend finish on my face too, and after all that wet, thick, warm cum was emptied on my face, my boyfriend kissed me on the mouth. I was a bit shocked, but at the same time it felt cute and caring. I enjoyed it.
After all that crazy mess, we ate the leftover pizzas and watched TV until we fell asleep like nothing happened. I have a few more stories with this particular friend of his after that, so let me know if you want to know more 😉
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