Phil dates Tatiana, a Serbian lingerie model who can only speak her native language. Phil asks Stuart to be her translator, until she becomes attracted to Stuart as well. Holly keeps making a fool of herself in front of a guy she likes. Haskell buys something very strange.

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.

When Holly has to face her cheating ex fiance for the first time since they broke up, she enlists the guys' help to prove to him he lost the best thing he ever had.

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

Holly, determined to find Stuart a date, introduces him to a woman who turns out to be a true professional. Haskell invents a fabulous online lifestyle for himself in order to one-up his ex-wife.

Phil is reluctant to have Stuart fix his tooth, due to his fear of dentists. He finally visits Stuart's office, then sleeps with Stuart's long-time dental assistant, Deanna. Eden borrows Holly's clothes to go clubbing.

Holly begins dating basketball player Kevin Tyler (Amar'e Stoudemire), one of Phil's clients. Until their sexual encounters interferes with Kevin's performance on the court. Haskell and Stuart get into sports betting.

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.

Phil learns that his ex-wife is getting married and that he will no longer need to alimony, making him ecstatic. Holly tries to get romantic with her boss

Haskell panics when his online girlfriend surprises him with a visit, because he used Phil's picture as his own. Holly discovers a homeless man in the laundry room and learns appearances can be very deceiving.

Holly's mother, Marjorie (Judith Light) visits, with Holly having yet to tell her that she is no longer engaged. So in an attempt to delay telling her mother the truth, Holly moves back into the apartment she shared with her ex, while the boys stay at her place.

Haskell plans to attend a big event honoring him for his past bowling glory, but is quarantined with Phil and Stuart. Holly secretly rewrites Eden's college paper and almost destroys her dream.

Tired of dating drama, Holly decides to only pursue men she is not interested in. Haskell takes all of his money out of the bank.

Phil makes a big mistake on his first date with a movie star so Holly has to infiltrate the red carpet to bail him out. Stuart and Haskell compete over who can get the most Twitter followers.

Phil uses Holly's assistant to help him land a star jockey as a client, but hes got his eyes on a bigger prize. Haskell talks Stuart into selling sentimental mementos from his marriage but Stuart has trouble letting go.

Holly represents Nicki in her divorce, but lets her own history with marriage get in the way. Phil tries to prove he’s not getting older by dating a much younger woman.

Holly joins a grief support group to meet a man. Stuart and Haskell help prepare Phil for a talk show appearance after he develops a lisp.

Stuart recruits Phil for his a cappella group and Phil leads a rebellion. Haskell leaves Holly out of his will and she seeks revenge.

Holly and Nicki plan a girls’ night out, but wind up competing for the same guy. Phil realizes dating a movie star is much more difficult than he imagined.

Phil is convinced that the woman Haskell is dating is really a man. Stuart feels guilty after sleeping with a woman who thinks that he is a war hero.

The gang attends a charity silent auction. Haskell wins a police ride-along. Phil wins dinner with his favorite sitcom TV Mom. Stuart and Holly are forced to share a cooking lesson with a celebrity chef.

Holly, over the moon, introduces the gang to her new boyfriend, Congressman Charles Hayward, but they soon begin to question his motives.

Stuart’s sister Nicki comes back from her European vacation with a female lover. Holly, inspired by Nicki, decides to try dating women.