As Annie begins teaching, she inadvertently gives a student some bad advice. At the same time, Eric and Annie painfully discover how much their constant arguing is affecting the family. Lucy and Robbie finally face up to their feelings after she intentionally sabotages one of his dates out of jealousy. Cheryl goes to Eric for some guidance in her relationship with Matt, but she misinterprets the reverend's input in the matter. Simon is attracted to a girl who is dating one of his friends. Mary is left to mull over Wilson's marriage proposal and it's even more confusing when she has a romantic encounter with a fellow firefighter trainee who shows an interest in her.

Lucy and Robbie argue over who should tell Mary about their emerging relationship. Meanwhile, Matt worries that a young woman in his study group might be a victim of physical abuse at the hands of her belligerent boyfriend. Eric's sister Julie shows up at the Camden house with her toddler Erica and annoys Annie as she tries to prepare a lesson for her class. Simon meets up with Sasha and they both try to catch up on their personal lives.

Annie quits her job at the private school without discussing it with Eric first and he feels completely left out. Mary tries to call Wilson and learns from his landlord that he has moved out of his apartment. Simon uses Robbie's car to practice driving and gets him in trouble when Simon smashes into Matt's car. Robbie's brother Ronald stops by at the Camden home for a visit. Mary gets an unexpected visit from Ben, the fireman she kissed. Ruthie's old teacher Ms. Riddle starts working at Ruthie's school.

Matt and Sarah argue over their wedding plans and their agreement to forego buying an engagement ring and seek Eric for advice, who isn't happy with Matt for getting engaged in the first place. Because of Eric, Matt buys Sarah a fake engagement ring. Mary and Lucy fly to Buffalo for a weekend, or at least that's what Lucy thinks as Mary makes plans of her own. At the airport, Lucy meets a police officer who invites her and Mary to double-date with him and his brother.

A startled Eric catches Mary and Lucy in the kitchen with Ben and Kevin in the middle of the night. The guys end up spending the night in the living room with Mary ad Lucy. Ben and Kevin's sister calls the house to inform Ben and Kevin that their mom is going out with a neighbor. Eric suspects that Ruthie knows a secret about Matt and Sarah and thinks they are married already. Meanwhile, an older couple seeks guidance from Eric when they can't seem to let go of their forty-four-year-old son, who has run away from home.

Matt and Eric meet with Rabbi Glass to discuss wedding plans, and Eric learns that he is playing a smaller role than he had originally planned. Annie prepared for fewer guests to attend the rehearsal dinner and gets very flustered when she does not have kosher food. Ginger and Charles are prepared to fly to Glenoak, but Charles get's lost at the airport. Simon gets angry when Matt asks Robbie to be his best man. Meanwhile, Ruthie tells Robbie that she wants his room for herself after Matt moves out. Ben proposes to Mary, but he gets an unexpected answer.

Matt and Sarah grieve over Eric's decision not to attend the nuptials following his argument with Rabbi Glass over Matt's conversion to Judaism. Hoping to patch things up between their fathers, Matt and Sarah seek their mothers' help in persuading them to put aside their differences before it's too late. Ben and Kevin come to Glenoak to meet up with Mary and Lucy so that they can resolve their problems. Robbie tries to figure out why Ruthie wants him to move out of the Camden household.

Kevin is now living in the garage apartment and is madly in love with Lucy and waiting for the right time to ask Lucy to marry him. He invites his new rookie partner Roxanne over to meet Lucy who takes one look at her and flies into a jealous frenzy. Robbie is jealous of Kevin because he feels as though Kevin is like a new big brother taking over Matt's place. Robbie, who has been lamenting the departure of girlfriend Joy, may also be ready for romance when he runs into Kevin's partner Roxanne, an old classmate from 7th grade.

Ruthie is asked to babysit a chimp which lives across the street. Ruthie also invites her boyfriend over which stuns Eric. Mary desperately tries to keep her mysterious new boyfriend a secret. When he unexpectedly shows up at the Camden home, no one is more surprised than Eric to see the good-looking 40-something pilot standing in the doorway.

Simon's paid dating service is becoming profitable until Cecilia rats him out to Eric. When Mary threatens to leave home over her relationship with Jack Smith, who is twice her age, Eric confronts Jack who lets the news slip that he and Mary are relocating to Fort Lauderdale. Lastly, Kevin sets Ruthie straight on who's the adult and who's the child in this household.

Ken Smith pays a visit to Eric and Annie to accuse Mary of seducing his son. He threatens to sell the land next to the church if Mary doesn't break up with Jack. Simon finds out from Cecilla that a girl from his dating service is pregnant. Simon turns to her to try to help her. He convinces her to drop her baby off at a hospital where the baby can go for safe keeping. Lucy wonders if Kevin has ever been with another women after she catches Ben reading her journal. When Ben picks Ruthie up from school, he see's a girl making fun of her and then she makes fun of him, which leads to the vice principal calling the police.

The extended Camden clan wrestles with their emotions as they await the outcome of Eric's double bypass surgery. While under anesthesia, Eric hallucinates that he's Elvis. Lucy finally realizes that Kevin is the one and that she's ready to marry him, but he refuses to propose until Eric gives them his blessing. Simon complains to Annie about the absence of Matt and Mary during their father's health crisis. Sarah also comes to Glen Oak to wish Eric well.

Lucy is asked by a developmentally challenged friend to convince his parents to let him join a traveling troupe of puppeteers. Meanwhile, Eric is feeling low because he is stuck at home recovering from surgery and really wants to get back to work despite doctor's restrictions, so Annie asks the kids to help make him feel needed by going to him with their problems. Ruthie takes this suggestion to heart and secretly tells Eric how he should be helping everyone with their romantic entanglements. His meddling leads to chaos for everyone involved. Lastly, Kevin learns that Ben is planning to extend his temporary stay in Glenoak.

In the midst of a career crisis and much to Annie's dismay, Eric takes a job as a talk DJ at a college radio station, but things become serious fast when Eric and his producer find themselves counseling a male student who calls in threatening suicide during his first shift. Lucy refuses to spend time with Roxanne which puts Kevin in an impossible situation. Later on, Roxanne asks her boss to assign her a new partner as tensions simmer between her and Lucy. Ben is almost arrested when he accompanies Simon and Cecilia to an underage club. Ruthie tries to figure out a way to breakup with her boyfriend without making him cry.

Annie is plagued with curiosity about what goes on during Eric's therapy, but panics when his doctor invites her to attend one of their sessions. Meanwhile, Lucy tries everything to get excused from jury duty, upsetting Kevin in the process when her views of the judicial system are different from his own. Also, Chandler confesses the extent of his feelings for Roxanne after she is stabbed on the job by a homeless man. Lastly, Ruthie fears that her parents may be heading for divorce court after overhearing them fight.

Eric tries to help Chandler after the young minister learns that his father is dying of lung cancer, but Chandler rejects Eric's aid and pushes him away. Lucy accepts a date with Chandler's chain-smoking tattooed brother Sid in order to make Kevin jealous enough to propose to her. Elsewhere, Annie is shocked when she finds a pack of cigarettes in Simon's bedroom. Lastly, Ruthie's friend Peter begs her to lie and not tell his mother that he smokes.

Kevin goes all out to create the perfect romantic setting for Valentine's Day. Lucy doesn't wanna attend because she had him agree not to propose on Valentine's Day. Eric and Annie convince Lucy to go. Kevin invites all the Camdens, his brother Ben and their mom to be there with him when he finally gets down on one knee to propose to Lucy. Meanwhile, Roxanne overhears Chandler practicing his own proposal to her but she asks him to wait so they won't steal Lucy and Kevin's thunder.

Lucy confesses to her dad that it will break her heart if he doesn't perform the ceremony at her wedding and he struggles with the decision to return to the church. Meanwhile, Simon catches Cecilia's father's business manager stealing from petty cash. Roxanne's policeman father tries to bully Chandler into ending his relationship with Roxanne. Ruthie and Peter try finding Ben a girlfriend with his training dog, but things go awry once they lose the dog. Annie hijacks Lucy's wedding by making all of the decisions herself without paying attention to any of Lucy's wishes.

When Eric and Annie learn that Morgan and Patricia Hamilton are facing a marital crisis, they draw on their own recent problems to stop their friends from making the same mistakes. Meanwhile, juggling her studies and planning her wedding leaves Lucy stressed, but when she confides to Kevin that she might quit school, he threatens to call off the wedding.

Also, Simon and Cecilia go to a G-rated film to try to avoid thinking about sex and get kicked out for making out. Ruthie tries to find Ben a new girlfriend because Mary wants to get back together with Ben and Ruthie doesn't want Ben to get hurt. Lastly, Roxanne decides to resign from the police department when she feels that her father was kicked out of the police department unfairly.

When a nasty thunderstorm rolls through the region and threatens to postpone Lucy and Kevin's wedding, everyone scrambles to make it to the church in time. Mary barely catches the last flight in and brings Matt with her. Chandler and Roxanne rush to pick up Ben and his mother who are stranded at the airport in Las Vegas, but tensions run high and a fist fight breaks out; and Matt gives Lucy some very special brotherly advice when she confesses to pre-wedding jitters.

Eric seeks help from Mary's (Jessica Biel, who does not appear in the episode) ex-boyfriend, Wilson (guest-star Andrew Keegan) after Charlie (guest-star Eric Panler), a new father, confesses to Eric that he has made a mistake and can't handle the responsibility of being a young dad. Meanwhile, Lucy and Kevin argue over which doctor they prefer, and Ben (guest-star Geoff Stults), who has taken an unusual interest in their pregnancy, only makes matters worse by siding with Lucy; and Ruthie has hidden intentions for wanting to hang out with Martin and his best friend Mac (guest-star Kyle Searles), which only leads to disappointment since Mac thinks of her more as a little sister.

When Kevin leads Venus (guest-star Martha Plimpton), a young woman, to believe that Martin is a rookie cop, she quickly expresses interest in him. Martin's friend Mac (guest-star Kyle Searles) encourages him to pursue Venus. Martin has a hard time revealing the truth after he learns that Venus' father is serving in the Middle East. Meanwhile, Eric and Annie are worried that Martin is getting in over his head with Venus and enlist Kevin to fix things, which only leads to rumors around the police station that Kevin is cheating on Lucy.

Mac also jumps in by spreading rumors about Martin at school. Lastly, Ben (guest-star Geoff Stults) continues to hide his relationship with Lucy's new baby doctor, even though they spend a weekend together.

A non-church patron Marie enlists Eric's help in handling her elderly mother, Mrs. Wagner into getting her into a nursing home, but Eric gets a different impression when he finally meets Mrs. Wagner and sees that she doesn't need help and is still very capable. In fact, it turns out Marie may need more help than her mother as she's very unhappy with her life. But things turn out bad later on when Mrs. Wagner ends up in the emergency room due to her stress from her daughter.

Ruthie puts up a fight with Lucy while shopping as she wants to spend the day with Vincent without Annie knowing about it. Ruthie wants to go to a family dinner with Vincent. Although, it inevitably blows up in her face and leads to an interesting conversation with Annie and Lucy in the driveway.

Ben (guest-star Geoff Stults) shows up in Glen Oak to pay Kevin and his new family a visit and makes himself well at home again in the garage apartment. But Kevin is not happy to see his brother as he wanted his mom and hus

Mary has recently given birth to twin daughters, so Annie heads off to Buffalo to help her out. Eric is left to take care of things at home. A difficult issue with the boys' teacher prompts him to pull them out of school without consulting Annie, and an excruciating physical pain in his neck isn't helping matters. Kevin's brother arrives for a visit, but there's only one way they can convince a emotionally unstable Lucy to let him stay with them for a little while.