Riley wonders if Ben should give family life with Angela a shot.

The guys start a campaign to be on their building's Resident Board so they can keep their rooftop beach. Riley and Bonnie go on a double date.

Ben tries to score a second date with Heather in order to win a wager with Riley. Elsewhere, Bonnie asks Danny to end her relationship with Brad for her, and then she becomes interested in Brad's dad; and Tucker uses Emma to improve his dating life.

Riley starts a new romance. Meanwhile, Bonnie wants to rekindle things with Brad, so she asks for Tucker's assistance.

Danny turns to Bonnie's ex Brad for help, as he doesn't want the gang to know what happened with Paris and Georgia.

Bonnie and her old boyfriend Brad are in competion for a huge listing so she decides to seduce him in order to beat him.

Ben attempts to work out who should receive custody of Emma in the event of anything bad happening to him.

Riley hosts a cocktail party in order to meet Ross' friends, and Ross tells Ben not to attend. Meanwhile, Danny tries to figure out his new girlfriend's last name; and Tucker starts divulging secrets after he has too much to drink.

The gang head to Las Vegas, where Tucker's hidden hobby is exposed.

In the Season 4 finale, Bonnie's wedding planner quits as her big day draws near, so her best buddy, Charlotte, volunteers to help, but Charlotte has an ulterior motive. Meanwhile, Ben decides to let Danny and Riley have a shot at romantic happiness.

Ben meets someone new, and Riley has a surprising reaction to Danny’s proposal.

While looking for a new bar manager, Ben interviews his old crush Sam, and decides to get revenge on her for never noticing him in high school. But things don’t turn out as planned.

Sam invites Ben, Riley and Danny to the Hamptons for the weekend, leaving Ben confused as to whether he wants to be with Sam or Zoey. Riley finds some old home movies of everyone in high school, but she discovers more than a trip down memory lane. Meanwhile, Bonnie is convinced that Brad has moved on, so she also moves on with another guy, however their evening does not turn out as planned. And Tucker is excited to finally have the apartment to himself.

Ben is still enthusiastically searching for the mysterious Elle. Danny and Riley are hunting for a good doctor to help with the pregnancy, and Bonnie desperately wants to be involved. Tucker is back from Los Angeles, but refuses to tell anyone what happened while he was there.

Ben learns some interesting facts about Tucker’s recent date, so he enlists Danny’s help in finding out the truth. As Bonnie and Brad are preparing to set off on their trip around the world, Brad is arrested by the FBI.

Danny is being overprotective of pregnant Riley, so Ben surprises Riley with a day off and a hike in the woods to get some time of freedom. Worried that Ben is too irresponsible, Danny sneaks after them only to learn that Riley is just as scared of becoming a parent as he is. Bonnie learns that her boss may be the reason Brad is in jail, so she schemes with Tucker to gather evidence and set Brad free.

Danny and Ben are eager to find out the sex of Riley and Danny’s baby, even though Riley would prefer it to be a surprise. In their quest to find the truth, the brothers create a chain reaction of mix-ups. Meanwhile, Riley fights for Brad’s innocence in his final trial, and Tucker auditions to be in a new courtroom reality series.

Riley is confined to the couch with the baby due any second while Tucker tries to help Danny decide what to buy her as a “push gift.” Ben begins to feel like an insufficient parent when Emma’s upcoming mother-daughter talent show leads Emma to ask questions about why she doesn’t have a mother.