Holly creates chaos at her ex-boyfriend's wedding, where Phil and Eden realize they're falling for each other, and Haskell preys on the desperation of female guests.

A professional tennis player and ladies man (Zach Braff) is in town, but he turns out to be more of a man's man instead.

Holly dates a younger man; Phil and Eden become friends with benefits; Stuart convinces Haskell to pursue a woman he is interested in.

The gang's relationships are thrown out of whack when it is discovered that there is more to Stuart than originally thought.

Haskell's ex-wife Margo gets amnesia after an accident and stays with Haskell to recover, only she thinks they're still married. Phil and Stuart spend the night in Holly's place and get to know her intimate sleeping behaviour.

Holly offers to help Stuart impress his ex-wife, Lorna (Janet Varney), at a ballroom dance contest, but it turns out Holly is no help at all. Adding insult to injury, it appears that Lorna and her partner (played by Dancing with the Stars pro Maksim Chmerkovskiy) are the favorites to win the competition. Meanwhile, Phil meets his female match, Kendra (Garcelle Beauvais), who beats him at his own game.

When the guys have differences that they can't seem to resolve, Holly suggests couples therapy for them. But her move backfires when it becomes apparent that she is the cause of their problems.

Holly & Haskell go on a practice date. Stuart tries really hard to fit in with Phil's friend and embarrasses him in the process.

The gang crashes a party on Phil's boss's yacht; a very pregnant Eden goes into labor.

Holly dreads dating again so the guys create an online dating profile for her.

Phil opens his own agency and enlists Eden as his temporary assistant to help sign his first client. Meanwhile, Holly hires Haskell as her temporary assistant. Stuart pursues the Yelper who smeared his practices perfect rating.

In the wake of Haskell declaring his love for Nicki, Holly tries to play cupid. Stuart secretly arranges for Phil to get together with his high school crush.

Chopin, the dog that Stuart lost custody of in his divorce, stays over. Phil then accidentally switches the dog with a look-a-like, after having a one night stand with another dog owner. Holly suspects that Eden is having an affair with their married boss, Mr. Hubner (James Morrison), and is even more convinced when she discovers that Eden is pregnant.

Phil's desire to sign top mixed martial arts fighter Tommy Dunbar (Craig Gellis) as a client has the guys all attending a strip club, which lands Stuart in the hospital. Meanwhile, Eden buys Holly a new bra, which provides surprising benefits.

With her mother, Majorie (Judith Light), and sister, Jill (Amanda Detmer), in town, Holly tries to impress her "perfect" sister by creating a new identity. Meanwhile, the guys are enamored by Stuart's cooking.

Stuart and Holly convince Margo to hold her wedding at the restaurant; Haskell tries to stop Margo's wedding.

Holly starts to hear her biological clock ticking, so the guys help in her search for a sperm donor.

Holly flaunts her new boyfriend, Paul, and Paul invites the roomates to a great party. But Stuart sees signs that Paul may still be too close to his ex-wife.

Holly's boyfriend tells the guys he doesn't want them around when they're together, which forces Holly to choose between playing poker or going on a date.

Holly convinces the gang to give up their Christmas plans to spend the holiday together, but ditches the group when she meets a handsome stranger.

Holly's continuing crush on her co-worker Paul, makes her determined to find out how he feels about her. Meanwhile, frustrated with being the only roommate who cleans the apartment, Stuart hires a maid who begins to disrupt Haskell's life.

Holly and Haskell fight for the affections of a beautiful woman they met at the same time. Later, Stuart and Phil are forced to admit that their first impressions of their dates were wrong.

Holly throws a birthday party for Stuart and Nicki, but her real motive is to impress a guy she's just met who's new in town. Nicki and Stuart's dad shows up and ruins everything.

Holly’s engagement to Congressman Charles Hayward is put in jeopardy when a scandalous photo of her lands in the newspaper. Haskell has an idea for a great new app, but needs an investor.

After receiving a voice-activated operating system as a gift, Holly becomes overly attached to it. Haskell comes into money and controls Phil and Stuart with it.