[Dominant Speaker] [Friends With Benefits] [Skirts] [Betting] [Flirting] [Public Sex] [Handjobs] [Exhibitonism] [Railing] [Mirrors] [Praise] [Degradation] [Brat Tamer Speaker] You and your best friend have a long-running bit where you make bets — the loser having to do what the winner wants. After you win the latest bet, his punishment is to let you pick out clothes for him while thrifting, dressing him up like a femboy.  Written by u/worshipurdad