Ben begins to develop romantic feelings for Riley, but his reputation for being an irresponsible playboy works against him. Elsewhere, Tucker attempts to date a model and Bonnie uses Emma to get close to an attractive stranger.

Ben discovers a shocking secret about Riley's new beau, Fitch, and tries to warn her. Meanwhile, Bonnie accidentally sends a revealing message from Danny to Riley's cell phone. Things heat up between Danny and his new model girlfriend, Milena, and Tucker pounces on an opportunity to shine with his boss, Chase.

Ben discovers an endorsement opportunity for Danny with a new brand of Japanese energy drinks. Against Bonnie's advice, Ben convinces Danny to sign the deal, but he must pick up the pieces when things go haywire at Danny's commercial shoot. Meanwhile, Riley takes an interest in volunteering and accepts a job as a candy striper at the hospital.

Bonnie sets up her new bachelorette pad across the hall, and Ben and Tucker will do whatever it takes to force her out. They throw a huge party that threatens to damage more than Bonnie's new apartment. Meanwhile, Danny seeks Riley's advice on how to break up with Milena. Instead he ends up in a compromising position, which Milena mistakes for a marriage proposal.

Dr. Shaw determines Riley is the cause of Danny's inability to focus on the ice and bans her from Danny's next game. Meanwhile, Riley thinks things are moving too fast with Fitch and starts avoiding him, and gets her hopes up that Danny will make a move. Tucker is up for a promotion at work and his competition turns out to be Ben's latest fling, Jenna.

Ben tries to get Emma into daycare by flirting with the cute assistant manager, Megan. Megan insists there is no space, until she gets the idea that Ben and Tucker are a gay couple. Ben devises an elaborate plan to "break up" with Tucker in order to have a shot at dating Megan. Meanwhile, Riley worries that Dr. Shaw is trying to change Danny when Danny bails on their traditional "Halfaween" costume party.

Ben, Danny and Tucker band together to rescue Emma's missing stuffed animal. Meanwhile, Riley hosts a book club in an effort to make friends with the cool girls at work. When her mom, Jennifer, and Bonnie get wind of her plans, they invite themselves. Much to Riley's dismay, the ladies' long-standing rivalry erupts during the club meeting.

Riley plans to break up with Fitch, but then receives the news that Fitch is dead. She meets Fitch's dad, Winston Douglas, who asks her to deliver the eulogy at the funeral and tells Riley that Fitch planned to propose to her. Meanwhile, Ben realizes he might be in love with Megan, but she thinks things are moving way too fast. Tucker embarks on his "Tucket" list of things to do before he dies, and Bonnie schemes to catch the eye of Fitch's wealthy dad.

Danny plays matchmaker for Riley and his new teammate, who secretly likes Bonnie. Elsewhere, Tucker gets back together with an ex-girlfriend who doesn’t get along with Ben, and she winds up making Ben’s work life miserable.

Riley questions her future after taking the bar exam. Meanwhile, Amy takes a pregnancy test, while Danny tries to win over Amy’s father, who clearly dislikes him.

Megan’s dog is stolen while under Ben’s care. Riley tries to get her old job back with Bonnie’s help.

Ben convinces Bonnie and Ray to invite conservative Aunt Betty to Emma's baptism in the hopes she'll write a nice, fat check for Emma. The Wheelers nearly pull off their ruse as a perfectly normal family, until Ray's boyfriend Steve shows up demanding answers. Meanwhile, Ben enlists Riley to choose Emma's godfather, and she can't decide if Danny and Tucker are really up to the task.

Ben suspects that Riley finds him attractive, as she asks him to help her find a man to date. Elsewhere, Bonnie and Tucker enter a mascot contest for the New York Rangers, despite Danny’s objections.

Ben resorts to devious measures to get Emma into the neighborhood playgroup, and Danny turns to Riley for help with his and Amy's relationship problems.

Ben learns why Riley doesn’t like celebrating her birthday and it’s all his fault. He knows he needs to make it up to her and plans a perfect birthday surprise, but in typical Wheeler fashion, disaster ensues. Bonnie realizes she may have made a mistake in filing Emma’s parental rights paperwork and Ben doesn’t officially have sole custody. Bonnie enlists Tucker’s help in tracking down Emma’s mother, Angela, to re-sign the papers. Meanwhile, Amy calls Danny on his lingering feelings for Riley.

Ben's quest to procure Emma the hottest toy of the Christmas season creates ill will; Tucker and Riley help Bonnie with holiday decorating.

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.

When Ben believes he finally has found a no-strings-attached hookup buddy, Riley attempts to prove to him he’s sorely mistaken. Meanwhile, Danny ends up in a professional wrestling match.

Tucker learns that the Mother’s Day special he produced was nominated for a New York Entertainment Award. Tucker’s mom surprises him by showing up to be his plus one to the ceremony, which throws a wrench in Tucker’s plans to have Bonnie pose as his mom. Riley is beginning to show in her pregnancy and worries if this will hold her back from being promoted to junior partner.

Sam comes back into the picture wanting to give her and Ben’s relationship another chance, but Ben hesitates on whether or not that’s a good idea as he’s still searching for the mysterious Elle. Little does he know, Bonnie is hired to be Elle’s new realtor. Danny and Tucker volunteer for a charity ice skating show featuring Emma’s favorite princess, while Riley practices parenting.

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.

Ben is jealous when he learns Bonnie is sending Danny on a cruise to celebrate becoming a dad, so he and Danny hold a Wheeler War to see who deserves the trip more. Meanwhile, Tucker and Riley run into Tucker’s ex-girlfriend at a Lamaze class. In order to look impressive in front of his ex, Tucker fibs about where he’s at in life which snowballs into a chain of bigger lies and awkward encounters.

Ben meets a runaway bride who is convinced that fate has thrown them together in the same way Ben believes he and Elle are meant to be. Tucker and Ben then figure out how to get out of the situation and back into the good graces of the bridesmaids unscathed. Danny and Riley go on their babymoon cruise, but Bonnie decides to tag along after Danny reveals that he hopes he and Riley will elope.

When Tucker learns that his ex-girlfriend Sondra is newly single, he confides to Ben that she’s the “one that got away.” Ben offers to be Sondra’s rebound to tee Tucker up for success. Bonnie and Riley bond while camping out in a department store to score a sale on a crib. Danny tries to babyproof his and Riley’s apartment do-it-yourself style but seems to break more things than he can fix.

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.