Cuckold Cum Competition - Me Versus My Boss' Douchebag 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.

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