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You are here: Home / True Sex Stories / I fucked my best friend’s ex, and I don’t even feel bad for it

I fucked my best friend’s ex, and I don’t even feel bad for it

Kate and I became best friends during our freshman year of college, and we have been practically inseparable ever since. She was always charismatic and attracted attention, and I need to mention that her looks helped in this, too. Who wouldn’t want to get closer to a carefree, sexy blond who never missed a chance to have fun? While we were still in college, she would always make me go out with her to the parties where I did my best to look like I was having fun, but it was never really my scene.

There was never a shortage of guys who wanted to spend their time with her, so Kate could pick and choose, and when she did, she would always share every little detail with me. She said she did it to get advice, but I knew it was only to brag. My relationships with guys never lasted less than a few months, while hers only took a couple of days to die, and still, I knew everything about the guy by the end of it.

The thing she liked to share the most was, of course, the sexual part of their relationship. I wish I had counted how many descriptions of dicks I heard from her, but it seemed like too much for me. At first, I was blushing and stuttering while she discussed everything so openly, but after some time, I got used to it. Another story about a guy accidentally cumming in her eye? No problem, I’ll sit there and listen. But things drastically changed after we graduated.

One night Kate called me, all excited, talking about the guy she met, and at first I thought it would go as usual – she would spend some time with him, realize that he wasn’t her Prince Charming, and drop him, but after a few weeks of her constantly talking about the guy, I realized it was something else. I was single at the time, so living vicariously through my bestie’s love life didn’t seem like the worst idea. And the things she had to say about him, well…

Her New Crush Wasn’t Anything Like Her Normal Type

His name was Rob, and they met through her work friends. Once Kate showed me his photo, I was shocked, honestly. Her usual type was tall and muscular, if maybe a bit dumb, but Rob looked so much different. He was tall, but more on the slender side, and Kate mentioned him being smart and quick-witted more than once. I laughed at that, saying that he looked more like my type than hers, but she quickly brushed it off to talk about the important thing.

I think you can already guess what it was – Kate couldn’t hide her excitement as she told me how amazing he was in bed. I could see it in her eyes as she talked about how long he lasted and how amazingly skilled his mouth was as he ate her out. I wasn’t sure about this working out. After all, Kate had tons of amazing sex before, and there was never a reason enough for her not drop a guy, but I was wrong.

They were together for two whole years, and that, of course, meant that I had to meet Rob and spend time with them. I’ve had an off-and-on relationship during most of that time, so when it was the ‘off’ phase, I had to be their third wheel, which wasn’t really helping with the attraction I realized I was having to Rob.

I did fancy him, but I pushed that deep down

I would’ve never intervened, of course. Kate meant a lot to me, and that just wasn’t something I would ever do, but after battling with denial for a while, I couldn’t do it any longer. Yes, I liked my best friend’s boyfriend, and yes, I enjoyed spending time with him and maybe even enjoyed listening to the stories about him fucking my friend, but I would’ve never made a move, not while they were together, of course.

So I was stuck in this sticky situation, hoping that one day it would just resolve itself, I think. But it did get worse with time. Sometimes, when I was masturbating, I would think about the recent story Kate would tell me, about Rob pinning her down and pounding her pussy until she screamed. It was way too easy to imagine him working between my legs and pushing his cock inside me, while I was doing it with a vibrator. I was never lacking in imagination, so I can’t say it was hard to imagine more and more new scenarios of him fucking me in various positions, and I even had my favorites. I knew how I wanted Rob, and part of me was afraid that those things would forever stay nothing but fantasies, but everything changed.

After two years, Kate decided to break up with him. It was her personal record of being with a guy for so long, but it didn’t change anything. As I offered her my emotional support, it was hard not to think about the things I could offer to Rob. Yes, it was sick of me to think about hopping on his cock hours after he just broke up with Kate, but I couldn’t really help it. I was thinking about this for too long, and I knew that I couldn’t miss this chance. So, after waiting a couple of days to make sure everything was dead between them, I called him.

I found a way to get him over to my place

I don’t remember what excuse I found to get him to my place, but I knew it was ridiculous. I was surprised that he bought it, but now, thinking about it, he probably knew what would happen once he arrived. It looked like I wasn’t hiding my attraction to him so well after all.

We sat down in my living room, and I felt awkward, not knowing how to lead the conversation where I wanted it to go. I was so sure of what I wanted, but I couldn’t act on it. I tried not to think about how Kate would’ve reacted if she knew what I was planning on doing, but I knew it would’ve been bad.

Rob asked me why I invited him, having this look on his face that told me that he probably already knew the answer. It didn’t make much sense to keep hiding my intentions from him, so I said it as it was.

I just blurted it out!

“I want you to fuck me,” I said, feeling my cheeks turn red. I was never this open with any of my previous boyfriends, but it felt like Rob did something with me.

He didn’t let me say anything else, kissing me passionately and pinning me down to the couch. He positioned his body between my legs, and I could feel his cock right against my crotch. Kate was always bragging about his size, and I couldn’t wait to see his length.

We started undressing fervently, and I wondered if Rob waited to do this just as long as I did. He kissed and sucked on my breasts as his hand was in my panties, and I could feel his fingers rubbing against my clit. I can remember how much I was afraid of my neighbors hearing us through the thin walls and how Rob covered my mouth with his palm as he started fucking me with his fingers. Thank God he did, because I don’t think I could’ve taken his cock right away.

Once he undressed, and I could see him, my eyes went wide. His cock was just as big and thick as Kate described, and I was losing my mind thinking about how filled I would be once he got inside.

He pulled my legs up on his shoulders, and I was moaning just as he started probing my pussy with his tip. I was wet enough already and wanted him more than anything, but he still made me wait, preparing me. I lost my breath once he pushed inside me, his whole length deep in my pussy. I never felt something like this before, so I could only grab him as I watched his thick cock penetrating me again and again as I was losing my mind because of how good it felt.

He was grabbing my hips hard as if trying to go even deeper with every thrust, but I could barely feel it. My pussy was so tight around Rob’s cock that I felt every motion he made, and it was making my whole body shake. And it made me even more turned on as he started talking to me, saying how much of a great slut I was for him and how much he wanted to cum all over my tits all this time. I couldn’t take it anymore, finishing as he kept fucking me.

He pulled out, and I could see him stroking his shaft, while I was still lying on my back, breathless and very happy with how pleasantly my pussy ached after his cock. He finished on my tits, and I was surprised by how big a load he got on me.

We had a second round, with him pounding me from behind, pulling my hair, toying with me and just being hot before he had to go and sometimes I still think about this encounter and what Kate would’ve said if she found out it happened, I hope that never happens, but I’m not sure if it is part of the excitement that makes the sex so firey, fun and orgasmic.

We are being really safe to not let her find out, even though I don’t think she would care, and I’d think about telling her if things got more serious, which I don’t think they will.


Update inside the member’s area. This user (Kelly4) updated and created a new part of this story inside the members’ area.

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