My girlfriend Anna knows how much Im into cuckold and humiliation. We have been together for 4 years and lately we had tried some cuckold experiences. She loves to tease me about the idea of sleeping with people we know and most importantly with some dude I hate. She knows how much it turns me on and although we never tried anything like that so we could keep things private this didn’t stopped us from fantasising about it. Sometimes I would have friends come over to watch some football or simply to hang out and she would make me wear a chastity and walk around in shorts. She didn’t do anything exaggerated but I could still notice how my friends would check her out.
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Now I like my friends and I couldn’t imagine them banging my girlfriend as they would never do so, but what turned me on the most was my girlfriend male best friends. They knew each other for 10+ years and to be honest they never did anything stupid. His name is John. John is about 6,2, very, very muscular and the typical hyper masculine dude. I always had the idea he didn’t liked me maybe because I wasn’t as masculine as him or idk why but all this made me dislike him. We rarely hang out and those times we did, it looked like he wanted to ignore me.
Now John was great around women and he had sleeps with many, which wasn’t hard to imagine as he was a girl’s wet dream looked like.
John’s name had popped out sometimes during our fantasies but she was always clear she saw him as her best friend and that it would always be a fantasy. She would sometimes tease me about how much more masculine John was and how big he was and stuff like that and it always turned me on.
About three months ago it was my birthday and Anna invited lot of our friends over. She looked beautiful that night wearing a nice black dress and I could see all the dudes there checking her out. We had a great time that night and around 2 am almost everyone left. Anna asked me if a had a good time and then she told me she didn’t gave me my present yet. She told me to go in our room, get naked and wait for her on my knees on the floor. I said goodnight to the last 3-4 people who were leaving and got in my room. I got completely naked and waited there for some minutes before I heard the door open. I saw my beautiful girlfriend, her long legs and that nice short dress on her. She stood there for a second and asked me if I was ready for my present. A second later, I saw John right behind her.
I was shocked. I didn’t knew how to react. Anna grabbed his hand and they both entered the room closing the door behind them.
I asked her what was going on and she told me this was her present for me.
“When Anna told me you were a cuck I wasn’t that surprised to be honest. I never thought of putting my friendship with her at risk but I don’t want my friend to be stuck on you pathetic cock” John said.
I felt so humiliated. John told Anna to bend over on the bed and she obeyed. He started slowly unzipping his pants and positioned himself behind her. Anna made sure to keep eye contact with me and as John pulled down his pants I could see his huge cock coming out . He slowly started to rub it on her pussy as she started to moan.
I was in shock and as I also had some drinks that night it all seemed like a dream. They started fucking just lake that without any kind of kiss, foreplay, blowjob. he just bent her over the bed and started fucking her.
Anna started moaning so hard as he kept going harder and harder on her. I remained on the floor watching them before she told me to come closer next time to her on the bed and keep her hand. They changed position for a while as she got in missionary position and with her legs in the air he stretched her pussy for the next 15 minutes.
He told me to get a good look of his cock penetrating her as I would never forget that view.
“You see how real men fuck babe? Look at his cock, how thick it is. He had fucked hundred of girls and now your girlfriend is one of them.”
John kept going in and out of my girlfriend and at one point as he was about to cum, Anna told him not to stop as she was on the pill. He shot his load inside her and kept fucking her for another minute before pulling out.
As soon as he did a big load fell out of her pussy. She turned her eyes on me and asked me if I wanted to be next. I didn’t hesitated for a second. I got between her legs and put my cock inside her. Her pussy felt so good and wet. I fucked her for about 20 seconds as she never moaned once and just looked at me. I came inside her and collapsed on the bed. I saw John laughing at the door. He told Anna he was going to clean himself in the bathroom and then go home.
After he left Anna told me the clean everything up and then we got to bed. As I lied on the bed she came next to me and told me to lick her pussy before she hit the shower. I could feel the taste of all the action her pussy went through in the past hour and it tasted amazing.

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