Jamie has thrown himself in front of a race car to get a date with two tire models. Kevin agrees to be his wingman when he finds out Sarah was seeing other men when they broke up for a while.
Kevin decides he has to give Sarah the best date of her life to make up for their first one. Jamie sees more opportunities in photographing crime scenes instead of children's parties.
Jamie falls head over heels for the new maid, Esperanza, and wants to propose to her. Kevin tries to stop him, especially since he's already married to a native American woman.
Drunk Kevin proposes to Sarah and panics the next day. Sarah plans to make him squirm for a while. Meanwhile Jamie is doing charity work to impress Brenda.
Sarah has had her appendix out, and Kevin promises to look after her while she recuperates. But the tasks turns out to be a giant bore, especially with the fair in town...
Sarah agrees to take Jamie along to her family for Christmas when his own traditional Vegas celebration is called off. It turns out her family likes Jamie a lot more than Kevin.
Sarah can't stand her new boss Lana. When Lana forces Kevin to fix her a date with one of his friends, she and Jamie start a relationship based purely on sex.
When Brenda moves in next door, Jamie wonders if she might be a lesbian. Meanwhile Kevin thinks he's on a lucky streak and bets all of his and Sarah's savings on a game.
Jamie meets a single mom at the video store while trying to steal Ace Ventura 2 from her son. He convinces her that he's a single dad so she will come over to watch the film. Then he goes out looking for a seven year old kid.
Brenda wants to move out after Jamie walks in on her while she was naked. Claudia wants to quit her job because Kevin gives her an important message 6 months too late.
Jaime enters a photo to a contest, unaware its for women, and when he wins, he decides not to accept the award. But Kevin convinces him to go. He decides to go in drag.
When Kevin throws Sarah a surprise birthday party, he invites all the wrong people. Having already found out about the surprise, Sarah begs Brenda to ask out Jamie so he won't ruin the her big night.
Harry has been sleeping at the office after an argument with his wife, so Kevin offers him a place to stay. At first the guys are awed by the older man's wisdom, but soon they find they can't get rid of him.
Sarah can't sleep because of the dinner Kevin made her. Kevin can't sleep because he's horny. Brenda can't sleep because of the satellite dish sloppily installed by Jamie. So, Jamie ends up hanging off the side of the building trying to fix the dish.
When Kevin's nasty client Phil Gruber has a fatal heart attack during diner, Kevin and Jamie take over his expensive hotel room and party the night away.
Having gotten great seats to a big game thanks to Kevin's boss Bob Halverson, Kevin ends up pretending the man's mistress is his girlfriend. He and Jamie end up trying to reunite Bob with is wife Dorothy.