Ben decides to set Barry up on a blind date with a co-worker of his. However, Barry becomes suspicious because Ben didn't ask the girl out himself and is convinced something must be wrong with her. Bobby and Jason, meanwhile, get enrolled in a game of chest. The game climaxes when Jason meets with his boss over a possible promotion.
Barry, Ben, Bobby, and Jason are best friends with the nickname, ""Four Kings of New York."" When Ben's mother passes away, she passes her swanky apartment onto Ben, who immediatley invites his best friends to move in with him.
The friends use Ben's article assignment about one night stands as an excuse to party all night at an exclusive place. Meanwhile, Barry baby-sits his ex-girlfriend's two kids - twins, and Bobby and Jason try to give each other tips on picking up women, leaving Ben at the bar to learn from his own train-wreck caliber mistakes.