Tim tries to explain why a prostitute is in his apartment when his girlfriend and her parents come home early; Tim's co-worker makes up a story about his bachelor party.

Tim agrees to pose as a Hispanic VP at the request of his boss; Tim befriends an unconventional priest at Amy's sister's wedding.

Tim must take the boss's daughter to her senior prom in order to get a promotion; Tim tries to give an elderly man his bus seat.

Tim gets a new nickname; a major embarrassment occurs at a family baptism.

Tim regrets joining Stu on his first date with Marie; Tim makes a mistake while trying to buy a Valentine's gift for Amy.

Tim shows his superintendent's daughter the ropes; Debbie tries to help when Tim screws up with his co-workers.