Season 1

01 Pilot Episode 122nd March 1998 Damon and his partner Stacy, two cops, go undercover as a pimp and his hooker to nail Runuti, the owner of an escort service; Damon's brother Bernard is having marital problems, so he's sleeping on Damon's couch. 02 The Exam Episode 229th March 1998 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. 03 Under Covers Episode 35th April 1998 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. 04 The Apartment Episode 46th April 1998 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. 05 Chasing Tracy Episode 513th April 1998 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. 06 Housewarming Episode 620th April 1998 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. 07 The Test Episode 727th April 1998 Bernard's depressed, he tells Damon, because he's a failure at everything: he's single, a security guard and sleeps on his brother's couch. Bernard says he should take the police exam, but Damon reminds him he's failed five times. Furthermore, every time Damon tries to help Bernard, Bernard wants to do it his way. 08 My Brother's So-Called Life Episode 84th May 1998 Damon comes home after work, and Bernard tells him he has to leave right away; Bernard actually has a woman in the bedroom. The only problem is that Bernard told her that he's an undercover cop named Damon. 09 The Actor (a.k.a. The Role Model) Episode 911th May 1998 Damon, in full African garb, visits an antique shop in an attempt to bust the owner for selling illegal ivory. Woody Woodson, the famous actor, is hanging out at the precinct doing some research for his new TV series. Everyone, especially the Captain, is star-struck with the exception of Damon, who finds Woody's presence an annoying distraction. Damon's upset when the Captain informs him that Woody will be following him around for a few days. 10 The Designer Episode 1018th May 1998 Stacy and Damon are working on a fake designer clothing scam; Bernard meets a Chicago Bulls cheerleader while he's working his security job; Stacy, who's been having problems with her boyfriend, tells Damon that she and David are back together. 11 The White Guy Episode 1122nd June 1998 As part of an undercover operation against the Mafia, Damon shoots Billy in the foot at the Don's request. Bernard's positive that his estranged wife Janice is having an affair, but Damon promises to prove him wrong. 12 A Bury Special Episode Episode 1213th July 1998 Damon and Stacy go undercover in a nursing home; Bernard is fast-talked by Sammy, the neighborhood con man, and loses half of the rent money; Damon and the Captain go on a stakeout in a parking garage in their ongoing attempt to vindicate her in the case of the missing gambling bust money. 13 The Last Cub Scout Episode 1320th July 1998 Damon goes to a sporting goods store to buy some athletic shoes, but ends up buying a lot of camping equipment he doesn't want to impress Monique, the pretty sales clerk, and accepting a date to go camping with her and her friends. Billy has joined Big Brothers of Chicago; he brings his little brother Elvin to headquarters to sell candy for a school fundraiser.