Pete gets an internship thanks to Ashley but gets fired when he's caught having sex with the boss' daughter, Ashley's sister.

Pete, Berg and Sharon get invited to the wedding of one of Pete's ex-girlfriends. Pete wants to reveal to the groom that she's only marrying him because she wants to get married, but he doesn't. Ashley finally reveals her true feelings for Berg but she tells him that she has a boyfriend at Oxford.

Pete gets a new extremely peppy best friend, Sharon sets Berg up with Sean so she'll stop seeing Johnny but Sean is secretly in love with Johnny which leads Sharon and Johnny to break up. Sharon and Pete share a passionate kiss at the end of the episode.

When Johnny tells Pete and Berg that he wants to marry Sharon Pete feels his time to tell Sharon how he really feels about her is running out. Johnny proposes but Sharon just runs out.

Pete returns from France with a new girlfriend, the woman who ran him over. He thinks he's in love with her until he finds out she a racist. Berg feels old when a new employee calls him sir. He quits his job at the pizza place. Sharon realizes she really wants to marry Johnny.

Robert Goulet stops by Ashley's boffo New Year's Eve party, where the Broadway king holds court with Pete's unstable date. Meanwhile, in the basement, Johnny puts Sharon off with his Goulet fixation as they prepare to greet the new millennium.

Irene throws Sharon and Johnny a wedding on the roof after Sharon cancels some of the plans, Pete and Marti go off to fireman boot camp and Berg and Irene hook-up.

Berg and Irene race to bury any proof of their fling, while Johnny gives Sharon a post-wedding shock and Pete realizes that, for a firefighter, Marti is a cold, cold girlfriend.

Berg lands in a very tight spot when Irene takes their little affair a tad too far; Sharon refuses to get dirty with Johnny until he cleans up the new brownstone; and Ash begins to fall apart after her breakup with Nomar.

Boston turns against Ashley after Pete leaks her link to Nomar's rumored exit from the Red Sox; Berg begs Johnny to keep his secret fling with Irene under wraps when Sharon comes sniffing for the scoop.

Pete must face his feelings for Berg's mom after her fling with his fire captain goes up in flames. Meanwhile, a hot stock tip from Ashley has Johnny burning through his savings to strike it rich.

Berg's fling with Irene and Pete's secret thing with Susan all come out during a party to honor one of their lusty ladies. Meanwhile, Johnny hides his money matters from Sharon.

A client's philandering hubby has Sharon fearing for her own man's fidelity; Berg faces temptation at the hands of a comic-book artist who has fond memories of him from high school.

Irene sinks Berg's attempt to win her back by attending his work party on a yacht, where her dress gets more attention than he does. Meanwhile, Ashley ropes Pete into being her date in hopes of scoring a major fellowship she thinks Berg is going after.

When Sharon is late she thinks she may be pregnant so she makes Ashley take a pregnancy test with her, Berg tries to get a urine sample from Irene because he thinks she may be pregnant too when he finds out the glow in the dark condom they used was defective.

Berg gets suspicious of Pete when he always want's to deliver the pizza to 845 Arlington. So Berg makes the delivery for a change and discovers that it's a gorgeous artist who paints with her nude body that's been making the orders. This leads Berg and Sharon to believe that Pete is cheating on Melissa with her.

Berg realizes that he once spent the night with Pete's new love--and she also may have his name tattooed on her derriere.

Pete and Berg unwittingly buy fake tickets for luxury-box seats at the homecoming game when they try to one-up two former nerds who are now successful.

When Berg finds out that Ashley went to visit her boyfriend at Oxford he flies all the way to England to be with her. It turns out it is Oxford, Mississippi. Ashley's boyfriend says he'll move to Boston so they can stay together. Pete and Johnny get jobs as limo drivers. Berg and Ashley finally kiss.

Pete enlists the help of a TV love guru to help Berg and Ashley when Berg calls Ashley to tell her that he thinks they shouldn't see each other anymore. She doesn't take very well and breaks down and cries. And for Sharon and Johnny because Sharon is jealous of Johnny's friend Sean when she finds that Sean is a woman.

Sharon goes for a new job to impress her dad, but during a background check, her alma mater reports she never graduated due to tickets she thought the guys had paid.

Berg is suspicious that Ashley might be posing nude for a professor. Johnny's four sisters and three of them are pregnant. Berg delivers a baby.

Berg and Ashley spend the weekend at his parents place to try and spice up their relationship. Pete introduces Sharon and Johnny to the Kama Sutra.

Sharon tries to reunite Berg and Ashley with the help of video monitors wired to watch the tenants in the building. But it looks like they may not be able to use the cool new tool to save Pete from Irene and her crazy scheme to enshrine him.

The guys at the firehouse find Pete's make-up bag and the fire chief asks Pete to give his daughter a makeover. In hopes of getting off probation at the hospital Berg lends his apartment to his superior so she can take a nap but she has an affair instead. Sharon has a tea party and Pete and Berg's invites members of the hospital but the wrong ones show up first and they think that she's running a prostitution ring.