In the Season 2 opener, 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 learns something surprising about Riley's boyfriend. Meanwhile, Tucker tries to impress his boss; Bonnie mistakenly forwards Riley a personal phone message from Danny; and things intensify between Danny and his new girlfriend.
Ben pressures Danny to endorse a line of Japanese energy drinks, but the commercial shoot doesn't go smoothly. Elsewhere, Riley feels an urge to do volunteer work, so she becomes a candy striper at a hospital.
Bonnie moves into Ben's building, and he and Tucker do all they can to get her to leave. Elsewhere, Danny tries to break up with Milena, but she misreads his actions and thinks he's proposing marriage to her.
Danny consults with the team shrink to find out why he's struggling to focus on hockey. Elsewhere, Riley begins dodging Fitch; and Tucker must square off against Ben's girlfriend when he tries to get a promotion at work.
A daycare worker thinks that Ben and Tucker are a gay couple, and Ben goes along with the ruse, hoping it will secure Emma a spot at the popular facility. Elsewhere, Riley dislikes the changes that Dr. Shaw is encouraging Danny to make.
Emma loses her beloved toy lamb, so the guys set out to find it, and Ben has a particular suspect in mind. Meanwhile, Riley hosts a book club in an attempt to bond with her coworkers, but her mom and Bonnie invite themselves and cause a scene.
Riley's boyfriend dies and she's asked to give the eulogy at his funeral. Meanwhile, Ben falls deeper for Megan, but he's moving at too fast a pace for her; and Tucker makes a list of goals to complete before he dies.
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 admits she's been struggling to pass the bar exam, and Ben tells her not to give up. Meanwhile, Amy takes a pregnancy test; and Danny attempts to impress Amy's dad, but it's an uphill battle for him.
Ben arranges a birthday surprise for Riley, but it doesn't go as planned. Meanwhile, Emma's mom resurfaces after an error in the custody paperwork arises; and Amy confronts Danny about his feelings for Riley.