"Angry Unpaid Hooker" When his girlfriend Amy and her parents return home early from a cruise, Tim must explain why there is a prositute in his apartment."Rodney's Bachelor Party" Tim's co-worker creates a story about his amazing bachelor party.
"Latino Tim" Tim's boss asks Tim to pose as a Hispanic VP."The Priest is Drunk" At Amy's wedding, Tim makes friends with the priest.
"Senior Prom" Onmicorp's boss agrees to give Tim a promotion - in exchange for taking his precocious daughter to her senior prom."Tim Fights an Old Man" Tim's well-intentioned decision to give an elderly man his bus seat backfires.
"Mad Dog Tim" Tim gets a new nickname after taking the rap for the misdeeds of his boss's dog. "Monday Night Confession" A momentary lapse at a family baptism turns into a major embarrassment for Tim, thanks again to the priest.
"Mugger" Tim gets mugged on the subway, and ends up ruining the mugger's life. "Cin City" Tim goes on a business trip with an older colleague.
"Tim, Stu and Marie" Tim regrets joining Stu on a first date with Marie, Omnicorp's strident HR rep. "Miss February" To properly size a Valentine's gift for Amy, Tim makes the mistake of giving her photo to Dr. Larry, a bra-store salesman.
"Bashko's Hairy Daughter" Tim shows his superintendent's daughter the ropes, on the job and off. "Tim's Not Singing" When Tim messes up with his co-workers, Debbie tries to help him out.
"Hottest Babes on the Planet" Rodney and Stu get Tim into trouble with an office prank. "Suck It Philly" Tim shows Amy's dad a good time.
"Insurmountable High Score" Tim's pep talk ruins the mail guy's life. "Tim vs. the Baby" After a trip to Brooklyn, Amy accuses Tim of being anti-baby.
"Theo Strikes Back" Tim offends the IT guy, who in turn implicates Tim in an affair with the boss' wife. "Amy Gets Wasted" Amy gives Tim a "free pass" after her own alcohol-induced indiscretion.