Ben and Riley embark on a romance, but it leads to some humiliation for Riley. Meanwhile, Ben won't forgive Bonnie for bringing Angela back into their lives; and Tucker guides Danny through a breakup-recovery system.
Angela has been crashing in the boys' apartment, trying to spend more time with Emma and get closer to Ben. Her presence puts strain on Ben and Riley's relationship, but Ben doesn't have the heart - or the guts - to ask her to leave. Tucker plots to show Riley that Angela is trying to steal her man and Danny decides that the only way he can heal his broken heart is to get his own apartment. Meanwhile, Bonnie begins dating a younger man.
Ben catches Riley in a compromising position with her ex-boyfriend Fitch, which leads to a massive blow-out between the two. Danny worries that the combination of his low stats and his Rangers jersey not selling in stores means his future with the team is in jeopardy. Tucker gets a job assisting Mary Hart on her new talk show, "The Mary Hart Show," and sets his sights on becoming a producer. Bonnie convinces Tucker to have Danny as a guest on the show to increase his popularity, but when Mary digs a little too deep into Danny's personal life, he has an emotional meltdown.
When Riley's firm is hired to represent the scandalized Reverend Stockdale, she is charged with making sure his daughter, Piper, stays out of trouble - a task that seems relatively easy given Piper's boring personality. But when Riley's away, Piper will play, and Danny and Tucker find themselves tangled up in her wild child ways. Meanwhile, Bonnie's real estate career is off to a sizzling start when Ben unknowingly burns down her first listing.
When Ben's rooftop beach gets shut down by the current apartment Board President, Sondra, the boys campaign to overthrow her and preside over the building themselves. The only problem is they have to decide who has the best chance to win the election, which won't easy given their spotty history with the other tenants. Meanwhile, Bonnie drags Riley on a double date with her boyfriend Brad and his twin Tad, but it doesn't take long until the ladies suspect that Brad has made Tad up in order to escape accusations of infidelity.
Ben finds the cell phone of a cute girl, Sydney, but when he's unintentionally late for their first meeting, he convinces Tucker to go in his place and take the blame. But when Sydney takes a liking to the real Tucker and asks him out, Ben is determined to prove she's interested in the wrong guy. Riley meets up with an old frenemy, Heather, and enlists Danny in her plan to prove to Heather once and for all that she's a winner. Meanwhile, Bonnie asks for Tucker's help in coming up with a catchy new slogan for her realty business, but things quickly go awry when she starts getting offers from guys interested in buying more than a home.
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.
Tucker pretends to be a lawyer in order to please his dad, and Ben helps with the charade. Meanwhile, Riley develops a crush on a British guy, but Bonnie mistakenly thinks she's fallen for Danny; and the gang's trip to a Renaissance faire goes badly.
Philip may lose his visa thanks to Ben. Meanwhile, Danny dates a sports reporter who criticized his hockey skills; and Tucker adopts a phony British accent to impress women.
Riley's thrilled to be invited to a spa day with her boss, but her excitement soon dampens when Bonnie's asked to join the outing as well. Meanwhile, Ben realizes that he used to date Tucker's new girlfriend.
Bonnie sets Ben up with Bailey, a fast-talking, animated spitfire with plenty of attitude. Everything seems to be going well until Ben realizes his new girlfriend is a mini version of his mother and he has to break up with her. However, Bailey refuses to be dismissed so easily, and Ben resorts to desperate measures to get her out of his life once and for all. Meanwhile, Danny pulls his dad's beloved car out of storage, but it's a bumpy start for "Adele the Chevelle" once Tucker and Riley get a hold of the keys.
Ben is determined to give Emma the perfect first birthday party, especially since his own was less than stellar. When he decides to host it at the ice cream parlor where he and Riley worked as teenagers, Ben runs into an ex-girlfriend with a mother of a secret. Danny accidentally discovers something about Riley's family that turns her world upside down. Meanwhile, Tucker is in charge of entertainment for the birthday party, a responsibility he takes very seriously.
A lovesick Bonnie realizes how much she misses her ex-boyfriend Brad and turns to Tucker for help reuniting with her true love. But when Brad confesses that he still has feelings for Bonnie, Ben's well-intentioned but misguided advice leads Brad to make a rash decision. Riley wants to have the relationship with Margot she never had with her adoptive mom, but first Riley must learn to appreciate Margot for who she is, flaws and all. Meanwhile, Danny must stop Riley from taking the next step with Philip.
Bonnie is tired of not being appreciated for everything she does for the boys and Emma and decides to go on strike. When it's quickly obvious they can't survive without her, Ben realizes the best way back into his mom's good graces is to take her to the Bon Jovi concert. But when Tucker unknowingly buys fake tickets, Bonnie must get through time in Bon Jovi jail, a tough security guard and a little dilemma in the green room if she hopes to meet her idol. Meanwhile, Riley and Danny return to their high school to chaperone prom and run into Vice Principal Peters, who's still inappropriately enamored with Danny.
Now that Riley knows the truth about Margot, she decides to find her biological father and uses her parents' high school yearbook as a guide. With a little help from Ben, Riley narrows down the possible candidates to David, the easygoing pastry chef, and Mark, the high-powered attorney. But despite some initial deception and old teenage rivalries resurfacing, Riley finally learns her father's identity. Meanwhile, Tucker is not happy about his parents' divorce and realizes the source of their problems is that Marshall is too uptight. But when Danny asks his mom to help Mr. Dobbs loosen up, Bonnie takes the challenge to a whole new level.
Riley is looking forward to meeting Philip's sister from England, but her excitement soon vanishes when it becomes obvious that Georgie is less than impressed by her brother's taste in girlfriends. When Ben makes a huge mistake and accidentally lets it slip that he and Riley once dated, she tries to convince Philip that he's the one she wants to be with. But will Philip's doubts about her feelings for Ben put an end to their relationship? Meanwhile, Danny's contract negotiations are in jeopardy when Bonnie tangles with the Rangers' new general manager, Valerie. Once Valerie sets her sights on Tucker, Bonnie believes she's found the perfect way to seal Danny's future with the team.
Riley gives Ben and Danny the time capsules they all made in the fifth grade, forcing everyone to reflect on where they are in their lives and what they really want. Although Bonnie advises Riley to figure out who she is today, she is not happy when Riley and Tucker crash her dance classes with Vladimir. Ben realizes that he's never actually accomplished anything and decides to finish at least one thing he started, so he asks Georgie out on a date. However, she is more interested in Danny, which prompts Ben to reach out to his brother's ex-girlfriend Amy in the hopes of sparking a romantic reunion.
Ben can't wait to see Emma take her first steps and tries everything to get her to toddle before he has to go to work. But when even the bribery of food doesn't motivate his daughter to move, Ben reluctantly gives up and leaves. However, as luck would have it, Emma makes a beeline for Uncle Danny as soon as her father is out the door. As Bonnie, Tucker, Danny and Riley scheme to make sure Ben doesn't miss this major milestone, everyone reminisces about how far they've come as parents since the tot entered their lives.
Bonnie decides to baby-proof the apartment and sells the foosball table to struggling fraternity Sigma Beta Kappa, unaware that Ben had been hiding money in the table for Emma's college fund. Ben and Tucker pose as pledges in order to get the money back, but their fake identities cause more trouble than they're worth. Meanwhile, Riley is not happy that Danny is dating Georgie, especially because she blames the Brit for ending her relationship with Philip. But when Georgie secures Riley an interview for the in-house counsel job at Vogue, Riley begins to look at her rival in a new light - at least until she overhears Georgie admitting the interview was bogus. Riley can't wait to tell Danny the truth about his deceptive girlfriend, but can she really break her best friend's heart?
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.
Bonnie is livid when her former New Jersey neighborhood resurrects the Block Party Olympics that she created and declares war. Seeking vengeance like only Bonnie can, she drafts everyone to crash the gathering, win all the events and put an end to the party once and for all. While visiting the Wheelers' old tree house, Riley and Ben are surprised when they find Danny's childhood expression of love. Meanwhile, Danny learns Georgie is moving to Paris and realizes this could be the perfect opportunity to put some distance between himself and Riley. But given her recent discovery, what will Riley do when she learns Danny might be leaving? Is it too late for Riley and Danny to start a romantic relationship, or does her heart still belong to Ben?
