Damon

The Exam

Damon goes undercover in a jail and tricks a couple of bank robbers into revealing where they've hidden the stolen money. Back at the squad room, the Captain announces it's time for the annual physical; no one's getting out of it, and that means Damon. Damon goes to get his physical, but when it's time for the prostate exam, he's gone.

Under Covers

Damon goes undercover on a drug money laundering case and encounters Ally, a sexy Jamaican girl whose accent makes him fall in love; there's instant chemistry, and Damon adopts his own Jamaican accent just to make it interesting.

The Apartment

After Damon makes a successful bust at the airport, Tracy Warren, a Chicago Sun Times reporter, tries to interview him, but Damon keeps hitting on her. Damon's neighbors down the hall are moving, and he realizes that a perfect way to get rid of Bernard is to have him move into their apartment.

Chasing Tracy

Damon's doing everything he can think of to get Tracy to go out with him. Bernard, feeling protective of his new roommate, tells Damon to back off; Tracy's coming off a bad divorce and she needs her space.

Housewarming

There's money missing from a gambling bust, and Internal Affairs suspects the Captain, Damon and his fellow detectives. Damon and Tracy have an incredibly romantic evening at his place that ends on a completely unexpected note.