Did I ever tell you guys about the best summer of my life? Probably not. I still try to keep it a secret. It wasn’t my proudest moment. And we can say it definitely wasn’t the summer I learned about loyalty. Was it right for me to cheat on my boyfriend at the time? No. But did I enjoy every second of sneaking around with my boyfriend’s best friend? Yes!
Time for me to come clean. It was the first summer after my freshman year of college. I’d spent most of the year with my college boyfriend, Frank. And my boyfriend’s best friend, Connor, who lived with him. So I was close with both boys. Obviously, I could tell Connor had a thing for me. I was always bumping into him in the hall, half-clothed, running to the bathroom after I’d just had a wild fuck with Frank. I could see the bulge in his pants when he passed by me. And I knew he heard me screaming in ecstasy right through the thin bedroom walls. There were many weekends where Connor had to hear our all night bareback fucking. And I bet he liked it!
Connor was cute. And sweet. And looked like he knew how to please a woman. I’d thought about what it would be like a few hundred times.
Oddly enough, Connor and I were from the same small city. So when we left school for the summer, we bumped into each other a lot around town. Naturally, we started spending more time together. And the next thing I knew, I was making out with Connor in the back seat of an Uber on the way back to his place. We fucked for the first time that night. And he was incredible! If my boyfriend’s best friend had a goal of making me cum more than my boyfriend, he succeeded!
I don’t think I spent one night of that summer alone. My boyfriend’s best friend would be sneaking in my window at night so my parents wouldn’t hear. Or I’d be telling my mom I was staying at a girlfriend’s house. And then spend the night riding Connor’s big dick. No one could know I was secretly sleeping with my boyfriend’s best friend! But I never wanted it to stop. I wanted to fuck him anywhere and everywhere.
So we were always sneaking kisses in corners and fucking in bar bathrooms. It was the hottest summer ever! On the last night before our return to campus, we stayed up all night fucking every which way. I even let Connor be the first one to fuck me in the ass. But he made sure to fill my pussy with every drop of cum that night.
The next day, Frank was eager to see me and offered to pick me up from the airport when I got back to school. And I’ll never forget when Frank kissed me, sliding his hands around my ass cheeks and slipping one hand up my skirt. When his fingers slid along the crotch of my panties, did he feel how soaked they were? Do you think he would ever imagine it was from his best friend’s cum?
Do you think I ever got caught sneaking around with my boyfriend’s best friend?
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