Stepbrothers Kent Milhaven (Elliot Finn) and Bash Wentbrook (Trevor Harris) are rich, vapid, and bored. Their money has bought them loads of entertainment, but nothing gets them going like some good old-fashioned competition. Their new game isn't for the faint hearted. The goal, get their sweet and innocent neighbor (Andrew Miller) into bed. Whoever pops his cherry, gets the glory, but at what price?