BIG HARD BET (Transgender, First Time)

Sam and George have a recurring bet that they make whenever they go out: George picks a girl and bets Sam that he can’t sleep with her. Sam, a bit of a gambling addict, always does his best, though he doesn’t always win.

But one night, Sam has the advantage. The beautiful brunette George bets on has been eyeing Sam all night. Only Sam doesn’t know about her secret, and he won’t find out until they’re in the bedroom. Then he has to decide: is it worth winning the bet?