Eight friends who shared the same third grade class 20 years ago are reunited when Ethan Haas, one of the friends, throws a surprise anniversary party for his fiancée, also from the same third grade class. The party turns into a total disaster when Ethan's fiancée Joanne breaks up with him. Holly reunited with the love of her life, Kyle, who is now dating a man. Duncan reunites with Nicole, who is now married to a football star Yonk Allen. And Richie goes out on a date with Lina.

Ethan's medical knowledge and connections are put to the test when Lina is rushed to the hospital and her twin, Kat, is unable to get an update on her from the staff. Meanwhile, Perry and Holly, who are trying to get their daughter, Oprah, into a prestigious school, have brunch with Kyle who works at the school. While at brunch, Kyle relives how he broke Holly's heart at the prom.

While a hurricane threatens the city, Richie lands in the hospital alongside Lina and vows to take care of her, but since he can't seem to ever catch a break, he manages to flub his role as a caretaker too. Meanwhile, when Kat goes to Ethan's apartment to thank him for his help at the hospital, she finds him neatly folding Joanne's belongings in hope that they'll reconcile, and she decides she must talk him out of it. Also, Duncan finds an inventive way to spend more time with Nicole.

As if having Duncan around every day doing construction on her home wasn't enough, Nicole faces her worst nightmare when her husband, former pro-football player Yonk Allen, invites Duncan to test his new video game and tag along for an Eagles game. Meanwhile, Holly's obsession with getting her daughter, Oprah, into Kyle's school becomes unbearable for Kyle and Aaron when she starts dropping by their home unannounced. Also, Richie and Lina attempt to go on a second date while Kat sets Ethan up with one of her friends.

After questioning her behavior, Ethan is forced to prove that he is not a wuss when Kat dares him to test every yogurt flavor at a shop without buying anything. Meanwhile, Lina struggles with her first day back at the office when she's unable to maneuver in her wheelchair. Feeling responsible, Richie hires Duncan to build wheelchair ramps for her at home to give her added mobility and, while bonding, Duncan gives him an offer he can't refuse. Also, Kyle lies to Holly when says her daughter was not admitted into his school.

Perry convinces Holly that in order to impress the news team's brass, she needs to dress the part of an anchor, but his advice to wear her stilettos to report from a zoo on Halloween proves costly when she accidentally hurts a rabbit. The situation is exacerbated when the video goes viral and is downloaded worldwide. Meanwhile, after Kat criticizes Ethan's Superman costume and claims that she's stronger than he is, the two get into a wrestling match and he won't release her from a headlock until she admits that he's tougher. While confined to her wheelchair, Lina gets creative and decides to be FDR for the holiday, but she grows exasperated with the two as they delay their departure for a Halloween party. Also, Yonk takes Richie and Duncan to Atlantic City for one of his appearances, but they end up gambling instead.

After hijacking a blind date, Ethan finds himself in a precarious situation when he develops feelings for a girl who thinks he's someone else. Meanwhile, Duncan reunites his high school band Car Fire and invites Nicole to see them play at a bar. Nicole can't decide whether to attend a charity event on Yonk's behalf or reunite with her high school pals. Also, Richie and Lina grow closer when they have their first successful date at Duncan's gig.

While attending the birthday party with Sue, Ethan is horrified when he realizes the birthday girl is Oprah and his former classmates are in attendance and likely to reveal his identity. Meanwhile, Holly and Perry forget to confirm the puppet people for their party, forcing Perry to improvise by singing. Also, Richie reveals a major secret to Duncan and Nicole.

When Holly and Perry host Thanksgiving at their house, Kyle and Aaron are giddy with excitement when they realize that Perry and his father-in-law share a lot more than their love of Holly. Meanwhile, Richie is shocked to learn that Fern visited Lina to apologize for the accident that he caused. Also, Nicole and Yonk invite the Carmellos over for dinner and they are stunned to meet Yonk's daughter, who is a little rough around the edges.

In spite of being threatened by a bee and being coaxed by local law enforcement, Richie refuses to leave his car as it provides the only safe haven from the chaos that currently surrounds his life. When news of Richie's mishap hits the local stations, Holly is the first one on the scene to cover the accident and his classmates follow shortly thereafter, all hoping to convince him to leave his car.

Yonk and Nicole invite friends, former teammates and loved ones to celebrate their one year anniversary with an elaborate party, but Nicole can't enjoy herself because Yonk's gift proved that he doesn't know her at all. Yonk recruits Duncan to help him find something more suitable for his wife. Meanwhile, Kat is peeved by her new neighbor, a former classmate that her sister and Ethan seem to get along with.

As Ethan's relationship with Palmer progresses, he decides to send her flowers to show how much he cares for her, but when Palmer doesn't seem to be happy about it, Ethan says that Kat sent her the flowers, and Kat agrees, only to help Ethan keep his relationship. However, this only prompts Palmer to confess that she always had a crush on Kat. In the meantime, Nicole, Duncan, Lina and Richie decide to visit Richie's "bad" neighbourhood to help him get his stuff from the apartment, and they end up running into Fern, and aballoon.

When Richie confesses to Duncan that he and Lina haven't had sex because he believes that he's not very good at it, Duncan encourages him to take the risk. Meanwhile, Ethan finds out that a man to whom Kat is attracted (stalking, actually) is the father of a patient, and he sets them up on a date.

When Ethan, Kyle, and Palmer overhear Kat and Benjamin's conversation about Palmer and Ethan's relationship being based only on sex, Palmer decides that it's time to learn more about her lover and spend some time going to museums and practice abstinence. Meanwhile, when Duncan goes out with an old school friend, Nicole becomes jealous and tells Lina and Richie about sleeping with Duncan after Ethan's party.

Now that they're together, Lina and Richie decide to invite over all of their friends in order to celebrate over dinner. However, when they discover that Lina's cooking ability isn't that great, and that the chicken she prepared is appalling, things go rather awry. Meanwhile, Nicole attempts to get Yonk to take better care of himself by proposing that the both of them go on a diet, but she is soon tempted when Duncan asks her out to dinner.

On Valentine's Day, a terrible snow storm hits Philadelphia. Perry, who was redecorating Yonk and Nicole's house, has to stay with Nicole and Duncan, and decides to make a meal for them while waiting. Kat and Kyle end up stuck at Ethan's, and Ethan tries to get rid of them to spend time with Palmer. Also, Richie has a lot of trouble trying to come to Lina's.

When Duncan and Richie finally finish working on the Allen' house, Nicole finds herself surprisingly saddened by the fact that they won't be around anymore, so she makes some desperate measures to keep them working on the house. Ethan plans to break up with Palmer.

Nicole finally makes a decision between Duncan and Yonk, but doesn't know how to break her decision to the guys. To thank Richie and Duncan for the work they did on his house, Yonk takes them to ride a mechanical bull. There, Yonk forces Richie to ride the bull and when Yonk rides the bull for himself, it results in potentially deadly consequences. Meanwhile, Kat uncovers Benjamin's secret.

The class makes a return trip to the hospital following Yonk's heart attack. As Yonk undergoes a quintuple bypass, Nicole decides to put off her plans to leave him. Meanwhile, Ethan comforts Kat, and realizes he may have feelings for her; and Lina thinks that Richie is going to pop the question to her.