Episode 1
Jonathan endures a setup at Matt and Janeane's with a hideous girl, while missing the heavyweight fight on pay-per-view.
Episode 2
Sam fixes Jonathan up with Christie, an expert at all sports. Jonathan's macho competitive streak risks a great relationship. Sam takes secret tennis lessons so he can beat Matt.
Episode 3
Jonathan is forced to scramble when he promises to take his girlfriend to an exclusive French restaurant in a rare 1962 car wth reclusive author J.D. Salinger.
Episode 4
Jonathan discovers that women are attracted to a man with a baby when he babysits Sebastian.
Episode 5
Jonathan is shocked when he learns that Matt does charity work. He wonders whether he's evil because he has no inclination to do likewise.
Episode 6
Jonathan stays with his homosexual neighbors when his apartment requires extensive repairs. He and Janeane's friend Ross go to the theater together, each worried the other is gay.
Episode 7
Jonathan dates 'Danger Girl', a woman who's only excited in dangerous situations. The gang is mugged, causing Janeane to consider moving to Connecticut.
Episode 8
Jonathan takes up with Janeane's sister Paula who's visiting for Thanksgiving. Despite their mutual dislike of each other, they can't stay away.
Episode 9
Jonathan meets the girl of his dreams. Unfortunately, she works for his current girlfriend. A greatful client gives Garth Brooks' lucky cowboy hat to Sam, giving him confidence he never knew he had.
Episode 10
Jonathan pines for Amanda on New Years Eve, after he spies her out with Broadway actor Jamie Barron.
Episode 11
Jonathan falls for a TV commercial actress, the 'Butter Girl'. He gets an opportunity to meet her, only to find she only speaks French. Oddly enough she goes home with Jonathan, even though they don't understand a word the other says. Trudy throws Sam out when he tells a deeply embarrassing story about her.
Episode 12
Jonathan dates a fabulous girl only to discover she's only 19-years-old. Janeane ventures to a tattoo parlor to prove she's still hip and 'with it'. Sam and Trudy house an 'artist' who steals objects and calls it art.
Episode 13
Jonathan dates Janeane's sister Martha and revels in their no-strings-attached, NY/Washington D.C. relationship. Sam and Janeane decide they're perfect together so try a little matchmaking.
Episode 14
Jonathan competes with an old college rival to get a famous author's quote on the jacket of his new book.
Episode 15
Manny is fired when the tenant association votes to install a security system. Meanwhile Janeane and Matt's building fires their doorman for sloppy work. Sam borrows money from a fraternity to invest in a 'trapezoid scheme'
Episode 16
Jonathan worries that Sam is having an affair with Paula Abdul.
Episode 17
Jonathan attends the wedding of his college girlfriend. Manny sits on a jury.
Episode 18
Jonathan confronts a columnist after she writes a scathing review of his book. Sam and Trudy try to beat a Three Card Monte dealer, Freaky Lou. Matt tries to write a poem for Janeane for their fifth anniversary.
Episode 19
Jonathan pursues Charlie McCarthy, even following her to Seattle in the hopes of starting a relationship. Meanwhile, Sam, Trudy, Janeane, and Matt discover the sensuous powers of Jonathan's apartment.
Episode 20
Sam and Trudy watch Sebastian, Matt and Janeane's child, for a night to see if they're ready for parenthood. Sam and Trudy impulsively take Sebastian to Madison Square Garden to see a boxing match and pay the price for their recklessness when they're trapped on the subway.
Episode 21
Jonathan discovers that his dad's new fiancée is one of his old lovers. Meanwhile Sam discovers an old recording that he thinks is by the Beatles.
Episode 22
Jonathan plays musical apartments when his building is temporarily closed for asbestos removal and he and Charlie can't bring themselves to move in together. Sam is down when he quits his job and finds out the $9,000 he invested with Matt has evaporated.
