Jonathan is a 'kept man', running errands for his new girlfriend in exchange for presents and other perks. Sam obsesses when he finds out that Trudy makes more money than him.

Sam and Trudy hire an au pair to watch Teddy. They do everything they can to sabotage her dream of being a professional singer when it means losing their immaculate apartment. Dan sues Manny when a water pipe in his apartment bursts.

Jonathan takes Marie out on her wedding anniversary. Trudy's parents visit, giving Sam conniptions. Trudy has dinner with her first true love.

Jonathan fears he's the victim of a set-up when he breaks up with a woman with an overly protective family of cops. Trudy tries to buy an illegal Cuban bra.

While riding the subway on his way to a Halloween costume party, Jonathan meets the girl of his dreams dressed in a Cinderella costume. Jonathan places an ad in the newspaper and rides the subway to find her again. Russell studies for a law exam.

Jonathan accidentally stabs his mother with a kitchen knife, sending her to the hospital. Russell is obsessed with a big tipper.

Jonathan thinks it is fate when he keeps running into the same woman, until he discovers it's Manny's engaged granddaughter. Jonathan tries to weasel out of it when she calls off her wedding, apparently to marry Jonathan. Dan and Marie have a cross-dressing contest.

Jonathan hosts a Thanksgiving party with special guest Davy Jones, who's considering Jonathan to co-write his biography. Marie tries to deal with surprise guest, ex-husband Ricky.

Jonathan discovers everything falling into place in his life when he writes the Sunday sermons for a dull preacher. Sam suffers from back pain which is alleviated when he attends church. Trudy spends all her time at a firing range.

Trudy hires Jonathan to deliver an art exhibit, The Virgin, by Carl Gannon (ep #12). It turns out 'the virgin' is a beautiful woman. Jonathan desperately tries to make the delivery without damaging the goods. Sam and Marie make special effects for a B-movie.

Jonathan endures a setup at Matt and Janeane's with a hideous girl, while missing the heavyweight fight on pay-per-view.

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.

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.

Jonathan discovers that women are attracted to a man with a baby when he babysits Sebastian.

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.

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.

Jonathan dates 'Danger Girl', a woman who's only excited in dangerous situations. The gang is mugged, causing Janeane to consider moving to Connecticut.

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.

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.

Jonathan pines for Amanda on New Years Eve, after he spies her out with Broadway actor Jamie Barron.

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.

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.

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.

Jonathan competes with an old college rival to get a famous author's quote on the jacket of his new book.

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'