Cuckold Cum Competition - Me Versus My Boss' Douchebag step son!
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My Boss' son is constantly stopping by my office, hitting on me, and trying to take me on dates. He knows full well that I have a boyfriend, but doesn't care at all. He knows he's hot, and loaded. He is constantly fucking the other girls around the office. Eventually he overhears that my boyfriend and I are having a hard time paying our rent. He pitches a bet, on who can come first. If he wins, I go on a date with him. If I win, he pays our rent for a whole year. The kicker being, my boyfriend has to watch the whole thing as a witness. I finally convince my boyfriend, and I'm glad; because I have really always wanted to fuck this guy.
Video Transcription
Hey girl. Yeah, I just got home from work. Um, you remember that guy I was telling you
about? The boss's son? Yeah, Michael. Yeah, the one that's covered with all the tattoos
that's really fucking hot. He's been coming in after the gym like every day, all sweaty
with all his tattoos showing. Well, guess what this little rich fuck boy tried to say
to me today? He wants to make a bet. Yeah. A fucking bet that he would come if he came
