Episode list

On the eve of closing a big real estate deal with wealthy developer J.P. Montgomery, Malcolm and Eddie's landlord, T.J. Hawkins arrives at the Fifty-Fifty Club to celebrate. To seal their deal, Hawkins has invited Montgomery to play golf at his club. But, when the others in the foursome cancel, Malcolm and Eddie offer to fill in. After striking a deal with Hawkins for a few rounds of golf at his exclusive country club, Malcolm and Eddie arrive for the match. Although both Malcolm and Hawkins balk at making a wager, Eddie accepts Montgomery's offer of a $100 a hole. Owing Eddie $500 after 13 holes, the real estate tycoon then suggests increasing their bet. But after he agrees and Montgomery suddenly turns up the heat, it's clear that Eddie's been taken for a ride. With one hole left to play and Eddie down $1,000, Malcolm points out that if Montgomery can cheat at golf, he wouldn't think twice about cheating on their deal, too. And once a phone call proves that Montgomery is playing him against another potential investor, Hawkins challenges him to a contest -- one which will give the winner a $4 million advantage on their deal. Finally, after Hawkins agrees to cover his losses and give him and Malcolm access to his collection of classic cars, Eddie takes on Montgomery - and wins!

When her parents visit, Holly asks Malcolm to pose as the successful boyfriend she's told them about. While courting a woman he's met in a computer on-line chat room, Eddie prepares for disappointment by sending her a picture of Malcolm. So, hoping to keep himself out of Eddie's deception, Malcolm agrees to Holly's plan... until Katrina the computer date turns out to be gorgeous and gives him second thoughts about leaving her to Eddie. Meanwhile, Nicolette's new roommate falls in love with Tim. As Malcolm tries to live up to the Brooks' high expectations, Holly's plan is set back when one of his girlfriends arrives determined to spend some time alone. Assuring the Brooks parents that he'll be right back, Malcolm heads upstairs with Dana, but when her parents don't seem to be buying into the ruse, Holly insists that Malcolm give her a sensuous public kiss. Meanwhile, after discovering that Katrina is a photographer for a racy women's magazine, Eddie agrees to pose for an upcoming issue. Following the kiss, Malcolm starts to question returning to Dana, and when Eddie's posing gets her excited, Katrina decides that it's time for her to find Malcolm. When Dana won't take no for an answer, and Holly and her parents come looking for them, Malcolm has a lot of explaining to do. Then, after Eddie admits to being the one who has been courting her in the chat room, Katrina reveals her own dangerously vindictive streak. As Dana bails out and Nicolette steps in to protect Eddie from Katrina's revenge, Malcolm finds that Holly is no more interested in him than before.

With Eddie's towing business really taking off, Malcolm suggests he try radio ads to capitalize on the success. In fact, things are going so well that he is approached by local tow truck legend, Tow Tom, about merging with his fleet. However, after Eddie claims he'd rather continue working for himself, a series of unfortunate incidents suggest that Tow Tom is trying to drive him out of business. Following Malcolm's advice, Eddie prepares for a radio campaign that he hopes will revive his suddenly flagging business. But his plans are dashed when Tow Tom both steals his idea to sponsor the morning radio show and has his driver's license revoked. The loss of his customers, insurance and license to Tow Tom has Eddie depressed. To help him get back on his feet, Malcolm suggests that he accept Tow Tom's offer of a job, if only to get an inside look at a successful towing business. Seeing his roommate taken advantage of by the ruthless tow truck magnate angers Malcolm, who decides to help Eddie get even. So, when Tow Tom enlists him to help with a new commercial, Malcolm seizes the chance to sabotage the ad. When it's about to be aired, Eddie has Tow Tom just where he wants him. And, in exchange for Eddie getting his business back, Malcolm agrees to destroy the tape so the ad never sees the light of day. Finally, with his business restored, Eddie can't resist playing one last prank on Tow Tom.

Things are going very well for Malcolm and Eddie's club. With their number one club competitor out of business, the money keeps rolling in. However, a freak accident knocks the boys off of cloud 9 and now they have no choice but to find a third partner.

As their relationships with their girlfriends intensify, Malcolm and Eddie begin to start thinking about moving out into separate living spaces.That is until the different living habits stop fitting into their ideal worlds.

Ashley catches Malcolm kissing Olivia; Eddie takes Malcolm on a high-flying adventure.

Nicolette accidentally spills scalding coffee on Eddie's down-and-out cousin Dexter.

After listening to a real estate agent's sales pitch about condominiums, Malcolm and Eddie set sail on a ship of fools.

A visit to Las Vegas leaves gambling Eddie $50,000 in the red, a jam only Malcolm can get him out of by sleeping with a rich benefactor (Chaka Khan).

During a day on which he seems particularly unflappable, Malcolm announces that he's finally being given his chance as a substitute disc jockey on the station's all-night show. The extra money and the excitement make him feel almost invincible, but it isn't long before the combination of his day job and the night shift begin to take their toll. When Malcolm mentions missing his friends more than he does sleep, Eddie decides to throw him a surprise party. But, when he arrives home ready for a well deserved rest, Malcolm isn't at all happy to see all of his friends waiting for him. However, seeing Holly is there gives Malcolm a change of heart and he joins in the fun...until it's time to go back to work. Following the party, Malcolm still cannot get any sleep. So when Tim recommends an Oriental herbal remedy he uses to combat drowsiness, Eddie insists that Malcolm try it. When the root works even better than expected, Malcolm is unable to stay up all night to complete the show. However, after Eddie helps him make it through the night, Malcolm decides to ask his boss to find someone else to fill in so he can get some sleep.