Riley plans to attend her family reunion in Orlando, but since she hates to fly, she decides to take the train instead. Ben realizes this trip is the perfect opportunity to rekindle their romance and volunteers to tag along. However, when Riley thinks he's only after one thing, Ben manages to convince her that his feelings are genuine. Can she bring herself to trust him with her heart once again? Meanwhile, Tucker has the chance to be Mary Hart's co-host and asks Bonnie for help with his audition tape. But when Mary decides to give Bonnie the job instead, Tucker is forced to play dirty in order to eliminate the competition.
A 20-something bachelor bartender becomes an unlikely parent when an ex-girlfriend leaves a baby girl on his doorstep.
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.
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. Meanwhile, Riley fights for Brad's innocence in his final trial; and Tucker auditions to be in a new courtroom-reality series.
Tucker learns that his ex-girlfriend is newly single, so he and Ben hatch a plan to win her back. Meanwhile, Bonnie and Riley bond while camping out in a department store to score a sale on a crib; and Danny tries to babyproof his and Riley's apartment.
Ben meets a runaway bride who is convinced that fate has thrown them together. Meanwhile, Danny and Riley go on their babymoon cruise, but Bonnie decides to tag along after Danny reveals he hopes that he and Riley will elope.
Ben is jealous when he learns that 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, where he fibs about where he's at in life to impress her.