When the guys accidentally break Holly's vibrator, they scramble to fix it before she finds out so it doesn't ruin their friendship.

Holly's boyfriend Paul orders the guys to not hang out with her when he's around. When Holly discovers what Paul did, she's forced to choose between poker night and date night.

Holly and Haskell compete for the affections of a woman who they both want to be a girlfriend. Stuart dates a sensitive woman and Phil dates a physical one when they discover that first impressions aren't always right.

When Holly despairs about dating again, the guys secretly create an online dating profile for her and discover what dating is like from a woman's perspective.

As Haskell, Holly and the boys celebrate the "End Of His Alimony Payments" because his ex-wife is remarrying, he gets a call from a hospital telling him that she has been in a car accident. When he gets there he finds that she has amnesia and still thinks they are happily married. Because she is loving and nice to Haskell, he takes her home and try's to rekindle the old feelings he use to have. But things don't go so smooth for him and the boys aren't happy with crashing at Holly's place.

When Phil and Holly make a pact to ask their bosses for raises, Phil gets fired. Holly tries to help Phil get his job back. Stuart's integrity is tested when he dates a British woman with repulsive teeth.

When Holly and Eden date two charming French men who shower them with gifts and glamorous living, they wonder if their dream dates are too good to be true. Phil and Haskell train Stuart on how to confront a bully at the bar.

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 practice's perfect rating.

Holly dates a much younger man and Eden questions his motives. Phil and Eden secretly become friends with benefits. Stuart convinces Haskell to pursue a woman he's admired from afar and ends up accidentally stealing her cat.

Holly attends her ex-boyfriend Paul's wedding and throws it into chaos. At the wedding Phil and Eden realize they're developing feelings for each other. Haskell sets his sights on the most desperate woman at the wedding.

Eden shares a secret about herself and Phil with Holly, who blabs to Stuart and Haskell, testing boundaries within the group.

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.

Stuart's sister, Nicki shows up with some shocking news about her marriage. Phil and Eden consider bringing a guest into the bedroom.

Phil and Eden's relationship is strained when he is named one of the top ten bachelors in New York City and has to pretend to be single. Stuart dates the twin sister of his evil ex, Sabrina.

Nicki returns to the city to start her new life, but her move proves to be a distraction for Stuart at work and a disruption of Phil's personal life. Meanwhile, Haskell and Eden attend an all-nude production of "Twelve Angry Men".

Haskell hatches a plan to win over Nicki. Stuart and Phil visit Stuart's old home one last time before it is sold.

Phil unknowingly sleeps with a nun and must keep Nicki from finding out. Haskell and Eden take care of a fussy Holly after she suffers an injury.

Holly accidentally sets Haskell up with a gay man. Stuart helps Phil get over his fear of funerals.

Stuart asks Nicki to accompany him to an important dinner. Phil and Haskell consider getting vasectomies together.

While Holly tries to get her groove back, Haskell finds out that Phil and Nikki are planning to take their relationship to the next level. In an attempt to stop them, Haskell does the unthinkable.