My Ex GF and My Best Friend [Cuckolds Perspective]

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I thought before I continued typing up stories about my slutty wife Liz being fucked all over the place, I’d revisit an older story involving my best friend John. In the present, John has fucked both my ex gf and my wife. Both have been descriptive in the way that his cock fills them up in ways I don’t. He’s also cum in both my ex and my wife. So let’s back up, this story is about my ex gf Alyssa. I also have mentioned her before. You know, the military ex that promptly went to basic and decided to slut it up. Well before Alyssa and I started dating, I hooked Alyssa up with my best buddy John. He was having a dry spell and at the time I wasn’t really interested in dating. So John and I are Eskimos brothers times two. But at this point he’d only resized Alyssa’s pussy and this was before we’d even dated.

But alas, a few months after he had his way with her, she and I started dating. Followed by basic. But prior to our full falling out and cutting her out of my life, there was New Years. And I invited her over, as well as John. I was hosting a party and was looking forward to getting everyone under one roof.

So new years comes around. And everyone is drinking and having a good time. There was about 30 people in the house moving around from the yard to the basement and living room. There’s some obvious friction between John and Alyssa. Then around the middle of the night he comes clean and tells me she had sent him nudes while we were dating and he’d fucked her one more time. He’s apologetic as fuck and I’m drunk so I forgave him. Told him Alyssa and I were done anyway, she was a slut, it is what it is. And that I appreciated him having the guts to be honest with me.

So the night progresses, some people go home but there’s still a decent chunk of people there. And at some point a game of truth and dare is started in the basement. Everyone in this story is early twenties. The dares are getting raunchier and raunchier. And one of the dares was for Alyssa to give John a lap dance. So I watched my now ex grind on John. Like she got into it and you could see a dick print when she was done. She was also blushing. It was hot to watch and def had me a little turned on.

So a little later in the night John comes up to me and asks if he could use my room for a little bit. Alyssa and him had been all over each other since the game and it was obvious they’d be fucking somewhere tonight. I told him yes, but asked if I could watch. He smirked at that but said he would ask her and text me. Maybe 10min later I got a text asking me to come upstairs to my room. I walked into my room and he had already gotten her naked on her knees slurping his cock. Slurping on his quite large cock. She made to turn her head and see who it was but he just put his hand on her head and made her keep throating his cock and told her “Oh it’s just him, he asked if he could watch and I didn’t think you’d mind” that must have gotten her going because she promptly started fingering herself. John told me to sit in my gaming chair, I did and he said that I could jerk off if I wanted. So I dropped my pants and started jerking my dick to the view of my ex sucking him off.

After quite a bit of using her mouth to polish his cock and balls, he asked me where my condoms were. I told him the side table and he had her go get one for him. She tried to put it on, then he did. But my condoms didn’t fit him. Like they were squeezing the fuck out of his cock. Alyssa had never let me fuck her without a condom but to him she just said “fuck it, I need to feel that cock again” and jumped on the bed face down ass up. He pulled the condom off his cock and dropped it to the floor then got on my bed behind her. They were perpendicular to me, her head was among the pillows. I’m still jerking my dick wildly turned on.

He slides his dick into her, but stops a little more than halfway, then he looked at me and said “this is how far you could get into her, this is how far I can” and slammed the rest of his cock into her pussy. Her reaction was immediate, her toes curled her legs shakes and she was biting down on the pillows. Then he said “see the difference?” And started giving her the business. Like deep hard strokes. It looked like he was trying to put her through the mattress and she was loving every second of it as he stretched out her pussy. The only reason the whole house wasn’t listening to her was because she was biting down on the pillow and John had one hand on the back of her head forcing her into it muffling her abit. He fucked her like that until she came for the first time that night. He commented that he loved watching her asshole twitch as she came.

But he was nowhere near done with her. He started going slow but grabbed her hair and forced her head up and got her saying all types of humiliating shit. Like asking who fucked her better, who was bigger, who’s cock she liked better, who made her cum harder. And it just made me so fucking hard. Then he asked her if she wanted to fuck me when he was done with her and she replied out of breath “why? I’ll barely feel him” and that made me cum so fucking hard all over my stomach. He saw and said “oh no, done already?” But then focused all his attention back on Alyssa and he steadily worked her toward her second orgasm. And after a few minutes, my dick started to get hard again and I kept jerking off watching the show.

I got to watch him fuck the hell out of my ex gf in my bed. I did find out later that people heard and thought that we were having a threesome. So no one realized how much of a cuck I was. Everyone except John, who now knew I loved watching him and his big dick fuck a girl I still had feelings for right in front of me. And that’s likely what lead to him eventually fucking my wife Liz.

And I definitely still had feelings for Alyssa, well I did at the beginning of the night. And fortunately this was one of the events that fucked those feelings right out of me. Watching him stretch her out, make her humiliate me, and watch her cum on his cock, I realized I would never date her again. And then when he asked her where he should cum, and she told him inside her. She had never let me cum inside her. She had never let me fuck her without a condom. And now she was begging for him to breed her. And John did as she wished and dropped his massive load in her unprotected pussy. That sent her over the edge. And watching her cum on his cock as he flooded her, I couldn’t help it an I busted all over my stomach for a second time.

As soon as he pulled out, she collapsed to the bed spread eagle. He got off the bed and grabbed her hair and told her she wasn’t done. He told her to get on her knees and clean his cock. Which she did like a good little cum drunk slut. And when she was done spit polishing his semi hard cock,he told her to go clean me up too. She didn’t even hesitate. She crawled over to me which was sexy as fuck. And licked my cum off my stomach. Then she lowered herself and easily deep throated my dick, I still remember her swirling her tongue around my dick as she looked into my eyes before she pulled herself off and started getting dressed. We all dressed and fixed ourselves before rejoining the party.

Later that night as the clock struck midnight I found myself with Alyssa and as we made out I am 100% sure I could still taste John’s dick and cum on her tongue.


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