Carrie’s boss, Mr. Kaplan, asks her to keep an eye on his son Trevor who he's bringing to the office. Carrie, who sees this as an opportunity to make a good impression with her boss, eagerly agrees. The problem arises when Trevor squeezes Carrie’s breast – leaving her unsure of how to react because he’s the boss' son. Meanwhile, Doug and his buddies are preparing for a bowling tournament. He makes an effort to be extra nice to Denise, the new shoe-rental girl, who Deacon, Spence and Danny have been teasing and making fun of because they think she's ugly. Denise mistakes Doug's friendliness for affection, and begins to pretend that her brother is her boyfriend so Doug will understand that she is not interested. Doug becomes irritated, and insists that his congeniality was really only a "mercy flirt".