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Sydney opens up to you about one of her co-workers whos been bragging about how good he is in bed. She seems a little upset about his attitude and the nerve he has to even make statements like that. Part of her wants to just put him in his place and show everyone what kind of asshole he is. The other part of her is curious. Sydney ends up making a bet with him that if he makes her cum first, he gets to take her on a vacation. If he cums first, hell pay for a vacation for you and Sydney. You dont like the idea but Sydney manages to convince you by giving you a little jerk off instruction. You cant refuse and finally you reluctantly agree. A vacation with Sydney does sound nice after all - and she keeps reassuring you its a sure bet. But then it happens. You watch Sydney get fucked by the challenger. And it turns out its not a sure bet after all ,
Date: January 12, 2024
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