Tim tries to explain why a prostitute named Debbie is in his apartment when his girlfriend, Amy, and her parents arrive home early from a cruise.

Trying to save face after his bachelor party fails to live up to expectations, a co-worker makes up a debauched tale that complicates Tim's life.

Tim agrees to pose as a Hispanic VP at the request of his boss, and Debbie helps him out with his charade.

Omnicorp's boss agrees to give Tim a promotion in exchange for taking his precocious daughter to her senior prom.

Tim's well-intentioned decision to give his bus seat to an elderly man backfires.

Tim get a new nickname after taking the rap for the misdeeds of his boss's dog.

A momentary lapse at a family baptism turns into a major embarrassment for Tim, thanks again to the Priest.

Tim regrets joining Stu on a first date with Marie, Omnicorp's strident HR lady.

To properly size a Valentine's Day gift for Amy, Tim makes the mistake of giving her photo to Dr. Larry, a bra-store salesman.

Tim shows his superintendent's daughter the ropes, on the job and off.

When Tim messes up with his co-workers, Debbie tries to help him out.

Rodney and Stu get Tim into trouble with an office prank.

Tim shows Amy's dad a good time.

Tim's pep talk ruins the mail guy's life.

After a trip to Brooklyn, Amy accuses Tim of being anti-baby.

Tim gets mugged on the subway, and ends up ruining the mugger's life.

Tim goes on a business trip with an older colleague.

Tim offends the IT guy, who in turn, implicates Tim in an affair with the boss' wife.

Amy gives Tim a "free pass" after her own alcohol-induced indiscretion.