When I was 19 years old I med this girl Olivia, cute blondie with nice boobs and a round ass. She was my first real relationship at the time. Since I had no experience at the time I didn’t saw many red flags in her, in the way she dressed, how she would flirt with other guys and how much she liked attention. During a group vacation we had with our friends I caught her in one of our black friend room riding him. I was so heart broken, I saw her for a few seconds before calling her out. Long story short I broke up with her that day and in the years that came I got to know from multiple sources that she became a big slut and slept with a lot of guys.
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As time passed I started getting better but I was also introduced to the cuckolding lifestyle online. I became pretty obsessed with it and the image of her riding that bbc stayed in my mind. I learned that she got married right after college tho that didn’t last long. She got divorced a couple of years later and I suppose it was because he learned how much of a slut she was. Every time a picture of her came out from some of the girls that were her friends and I followed on social media I couldn’t stop thinking of how hot she was. I became pretty obsessed with her to the point that id I had a time machine I would let her cheat and still be with her.
I lost track of her completely at one point until one year ago. I run into her in a coffee shop in a mall and she greeted me with a hug like nothing ever happened between us. She was so beautiful. We were both 26 and before leaving she gave me her number telling me she would love to get in touch.
I had a big fight with myself in my mind trying to decide what to do. The rational thing to do would be to just delete her number but instead my cuck instinct pushed me to text her. We had coffee one day and ended up in bed. She told me she was seeing a guy at the time but that it wasn’t nothing serious.
We remained friends for a couple of months but kept fucking although I knew she was also having sex with other people. I completely fell in love with her again and asked her to get together. She wasn’t sure at first due to our past and the fact she liked the idea of being free and that is when I told her I wanted to her to keep seeing other people and have fun as long as she was with me. She was a bit surprised but understood how much of a cuck had I become.
This year we moved in together and she opened up about many sexual encounters she had during the years. Her body count was crazy and the more she told me the more I got turned on. She found a guy online that she dated for a month while we were together and I would see her getting ready to go out with him and retuning with her pussy filled. I was loving this lifestyle so much and the fact that every one we knew also knew she was sleeping around made me fully embrace being a cuckold. I proposed to her in this beautiful beach locality and as a surprise the next day she invited a guy over who fucked her in front of me.
She kept asking me if I liked sharing my future wife as he was pounding her pussy. She begged him to cum inside her and after he finished she didn’t even wait for him to leave to tell me to clean her up. She grabbed my hair telling me to taste her and that I should get used to it. I loved every moment of it and I guess I can call it a happy ending story.
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