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.

Holly represents Nicki as she seeks a divorce, but her history manages to get in the way. Phil attempts to prove he is not getting old.

Holly looks for a boyfriend at a grief support group. Stuart and Haskell help Phil get ready for a talk show appearance after he suddenly develops a lisp.

Haskell begins dating a beautiful woman, that Phil is convinced is actually a man. Phil manages to convince Holly to dress up in drag to try and see if Haskell's date shows any interest. Stuart feels guilty for sleeping with a woman who believes he is a war hero.

Haskell's estranged brother shows up and asks for one small favor: his kidney. Holly mentors a teenager who turns out to like Eden's job more than hers.

Holly decides to throw a birthday party for Stuart and Nicky in hopes of impressing a new man in town.

Haskell is quarantined with Phil and Stuart; Holly secretly rewrites Eden's college paper.

The gang attends a silent auction for charity; Haskell wins a police ride-along; Phil gets a dinner.

Holly sneaks into a sorority that Eden is pledging, hoping to learn why she was rejected years ago.

Holly's new boyfriend, Congressman Charles Hayward, is introduced to everybody.

After a scandalous picture of Holly ends up in the newspaper, her engagement is left on the line.

It is the day of Holly's wedding and business partners Haskell and Nicki manage to strike it rich.

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.

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 leads a rebellion after Stuart recruits him for his a cappella group. Also, Haskell angers Holly when he leaves her out of his will.

Stuart's sister returns from holiday in Europe with a female lover, which gives Holly inspiration to begin dating women.

Haskell moves out following a fight with Phil and Stuart. Holly then forces them to bring him back.

Phil begins dating an actress following a stint on a movie set while Holly has to fire someone for the first time.

Phil makes a mess of his date with a movie star causing Holly to bail him out. Stuart and Haskell battle it out to try and get the most Twitter followers.

Holly and Nikki compete for a guy on a girls' night out; Phil realizes that dating a movie star is more difficult.

Holly convinces Stewart to quit his practice and buy a restaurant; Haskell tries to persuade Margo to marry her fiancé.

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