The Salinger family tries to solve Bailey's drinking problem. Claudia calls him and tells a story about Owen falling down the stairs. Bailey rushes to the house, when Charlie, Julia, Claudia, Grace and Sarah hold him. One by one, they all try to show Bailey that he has a drinking problem. He refuses to accept it and fights with everybody. Joe arrives and tells Bailey that his father had a drinking problem too, but he stayed sober 18 year until he died. Bailey doesn't believe it, but Charlie does and proves to be true. They all try to get Bailey into an AA program, but he refuses. When everybody had already given up, Claudia tells Bailey that if he doesn't face his problem and look for help, than he will no longer be a part of the family. Bailey leaves.

Now when she knows the truth about their financial problem Julia starts working on resolving the problem with Griffin. Meanwhile, Charlie's relatives struggle to deal with the fact that Charlie is sick.

Ned does his best to keep Julia by himself during the holidays. Daphne's irresponsible mother visits and Daphne realizes just how much she is like her. Bailey has teach him Owen that stealing is wrong.

Bailey is alone. The Salingers strategy to not speak to him doesn't seem to be working. Bailey keeps drinking and drinking, and he misses his game. Coach Petrocelli gets really disappointed at him. Bailey can't stay sober. He tries to have sex with Callie, but she tells him that he really has a problem. Claudia goes to Avery searching for answers for questions about her father. She blames Bailey problem on her father, but Charlie tells her that he got over his drinking problem, and became a wonderful father, as she knew him. Griffin comes back and Julia spends the night with him. Bailey picks Owen at the daycare and disappears with him. When he gets to the house, Charlie kicks him out, and Sarah goes after him. She tries to talk to him, but he doesn't want to. They get on the car, and Bailey crashes it, hurting Sarah. At the hospital, Bailey cries and asks Sarah for help.

Charlie decides to go to Chicago to see Kristen and leaves Julia in charge. Kristen is very happy to see him, although Ellie is not. She tells him that she wants to run away to San Francisco, but half way there she realizes she's not ready to go back and they return to Chicago. She says he's her problem. Charlie leaves her there. Julia is more concerned about her personal life than her brother and sister. Claudia claims to be sick, but Julia won't believe her until she gets a call from the hospital saying Claudia had appendicitis and had a surgery. She won't forgive Julia until she overhears how sorry she is. Bailey lies to Sarah in order not to sleep with her. He skips practice and Sarah finds a drunk Bailey passed out at his place. He tells her he slept with Callie, but they don't break up. Callie is tired of being used by Bailey.

Julia, Bailey and Charlie leave to their family cabin up in the Sierras to relax for some time. Claudia is convinced that noone really cares about her anymore and sends off some college applications. Julia talks to Griffin about Rosalie. Bailey finds out Annie was forced to go into a rehab clinic.

It's the wedding day. Charlie is not sure and asks Kristen to wait 6 more months, but she doesn't understand. He feels pressured and can't handle it. Everybody is worried about what's happening. Ellie tells Kristen to pressure Charlie, and so she tells him that is now or never. He leaves the house. Just as she is announcing to everybody that the wedding is off, he shows up. He decided to get married in order not to lose her forever. He is waiting for her in the altar, but she never shows up. He goes talk to her and she tells him that they shouldn't get married like this, afraid of what might happen in the future. She gives him the wedding ring back and leaves. Bailey tells Will that he might love Sarah and she feels the same way, so Will decides to step out of the picture letting them stay together. Julia and Justin get drunk and have sex.

Kristen's parents arrive and Charlie gets furious with Claudia for calling them. Gene keeps blaming Charlie for her condition and threats to sue him. Ellie can't interfere because she doesn't want to ruin her marriage again. They decide to take Kristen back to Chicago, and Charlie tries to stop them, but Kristen is too disturbed to decide anything. Julia and Sarah go to Dartsmouth for their interviews but they can't keep their minds away from home, so Julia realizes it's better to go to a college close to home. Callie is having problems with her father and she and Bailey drink to celebrate their independence. Bailey and Julia decide to go home to comfort Charlie and Claudia can't forgive herself for what happened.

Grace's parents are spending time with them, and Grace doesn't like it, but Charlie does. Claudia is spending time with Avery, which makes his son jealous of her. Bailey spends all his money in drinking and can't afford a clown for Owen's birthday party, so he dresses as a clown. He gets to the party drunk and ruins it. Martin tells Charlie that Bailey might have a drinking problem, but Charlie refuses to accept that idea, even though everybody else thinks so too. Julia breaks up with Sam because he's a racist.

Sarah and Bailey host a Christmas party, while Charlie decides to go on a long distances trip with Kirsten. Will realizes that he and Bailey are living in totally different worlds. Julia pains a nice picture inspired by Justin.

Bailey realizes he needs to fire Julia from his restaurant, because she is a terrible waitress. Charlie asks for help at home and the restaurant after he realizes he is unable to function. Claudia realizes that Reed does not has the same feeling to her like she does to him.

Bailey and Will plan a trip to Mexico, and the girls want to go too. The car breaks down in the middle of nowhere and later the car is stolen. Bailey and Will end up having a fight but they realize that 10 years of friendship is not worth a fight. Kristen's mom is spending a few days with them because her marriage is falling apart. She tells Kristen that Gene discovered about an old affair of hers, and Kristen won't forgive her until she forgives Charlie. Julia runs into Griffin, who got back without telling her. He never answered her letters and she gets mad. He tells her that he's in love with her. Claudia returns from summer camp in love with a boy who everybody thinks it's made up, but he comes to visit Claudia and she gets mad at everybody for not believing in her.

Joe is getting married, which reminds Charlie of his own wedding. If he and Kristen got married, they would be celebrating their first anniversary. Charlie asks Grace to the wedding, but she gets confused when he makes a speech that is definitely about Kristen. She tells him to make decisions about his life. Sarah wants to fix Callie with her cousin, but Callie turns it into a double date right away. She feels like Bailey and her are getting apart, and she decides to sleep with him, but Bailey can't do it. They promise to give it another try, but Bailey sleeps with Callie again. Sam doesn't want anything with Julia and Claudia says she's pathetic, but Julia insists and Sam decides to go back to the house.

Charlie finds out his friend Kevin is in complete remission and is convinced that his recovery made his chances to recover smaller. Julian and Griffin finally realize they are investing money in failed business. Sarah is convinced that she'll dies as a virgin when Elliot comes out of the closet.

Griffin is selling the shop and the only one interested in buying it is his business opponent. He has no choice and sells it. He and Julia are now debt free. The new owner offers him a job at the store, which he refuses to take until Julia convinces him to. Charlie has pneumonia and is back to the hospital. He gets better, but is too depressed to feel good. Everybody worries about him. He decides to make a will just in case. Bailey decides to drop out of college so he can deal with everything. Paul tells Kristen she's still in love with Charlie. Claudia is skipping school.

Charlie asks Kristen if he can leave Claudia and Owen for her if he dies. She wants to, but Paul doesn't like children so much. Claudia has been missing school for several weeks and the school calls for a meeting. Bailey and Julia are so busy that they don't show up. Social Services are called and they get Claudia and Owen. They say they were neglected and Julia and Bailey do the best they can to get them back. Julia and Griffin offer to take care of them. Everybody is mad at Claudia, who is feeling very lonely. Meanwhile, Rosalie is flirting with Griffin, and kisses him.

Claudia is caught smoking, and her teacher advises Charlie to make a deal with her. The deal is that Claudia won't smoke is Charlie doesn't get involved with her teacher, which he does. Claudia walks on them making out and she starts to smoke. Charlie dumps her, but when she gets back by giving hard tests to Claudia's class, Jody asks her to get them back together. Will has a new girlfriend who is really annoying, and he breaks up with her because Bailey doesn't like her. He regrets and Bailey apologizes in chemistry class. They get back together and Bailey tries to like her for Will. Justin's parents are trying to make them stop having sex, worrying that Julia might get pregnant. Justin's mother is pregnant and Justin worries about his father's affair, so he goes talk to him, and he says that's over.

Kathleen is taking the restaurant and Charlie asks Jake to help him. Charlie wants Kristen back. He follows her and send her 7 dozen roses in her wedding day. She tells him that she won't get back to him just because everything else is not working out, but that's not his reason. He tells her to marry Michael if she thinks he's the one. She can't make up her mind. Charlie shows up at her wedding and she runs away with him. Bailey breaks up with Sarah because he doesn't want her to feel sorry for him and because they're having too much problems. Julia and Will try to open his eyes. Jake tells Bailey that he has to decide what to do with his college money: save the restaurant or go to college, so he decides to save the restaurant and stay for Sarah. Julia and Justin have a fight because both of them have somebody else in their lives. They decide to break up, but Julia can't live without Justin, and so he tells her to be strong. Claudia is tired of Jody and her boyfriend, so they split. Sh

Libby, Julia's old friend, killed herself. Justin and Julia feel like if they paid more attention to her she would be alive. Her death makes everybody wonder what they are doing with their lives. Sarah realizes that life's too short to spend it with a ruined relationship so she decides to break up with Bailey. Meanwhile, Charlie is having some friends over for his high school reunion. He misses the good old days, but the truth comes up and he realizes his life wasn't as good as he remembered.

Griffin still keeps the truth about his finance problems away from Julia and decides to borrow a lot of money from a business associate. Charlie collapses on the racquetball court and later tells everything to Kirsten. Sarah is convinced that now is the right time for her to lose her virginity, but her plan fails. Due to her decidion, Bailey ends up in bed with Annie.

Sarah convinces Julia that she needs to find a real job for herself. Charlie won't accept the help that his family is offering him. Bailey misunderstands Charlie's frustrations towards Annie. Claudia is furious to find out that Julia and Griffin fired Reed to get out of their financial problems.

The arrival of Charlie's old girlfriend, Pamela Rush, interrupts Kirsten and Charlie's wedding plans. She claims that Charlie fathered her four-year-old son, Spencer. After realizing that he wants to take responsibility for Spencer, Pamela takes Charlie's money and runs. Will plays matchmaker for Bailey, who is still grieving over the death of Jill. Justin returns from Europe and Julia learns that he wasn't alone. But she has yet to tell him that she spent her summer getting to know Jill's brother, Griffin.

One of Charlie's clients tries to seduce him. Emily says she thinks it's too soon to sleep with Charlie, so he sleeps with his client. Julia is having problems in her computer class, and asks Miller to be her tutor. After he kisses her by surprise, she backs off. She doesn't want any help from Justin, so they make a deal: an A for a date. Bailey gets a scholarship from a stranger. During dinner, his benefactor asks too much about Bailey's parents. The next day he goes to the cemetery and finds yellow roses by his mother's grave. He figures that the man who is helping him is in fact his grandfather. Bailey asks him to meet the others, but he refuses. Bailey tells him that he doesn't want anything from him. Jake surprises everybody when he introduces himself during family dinner at Salinger's.

Bailey is feeling distant from Sarah because she is spending all her free time with the band. She and Matt get robbed at an alley and they end up in the hospital. Bailey freaks and decides to protect her. Matt kisses Sarah and she tells Bailey. They have a fight and she says she has to be more on her own. Julia joins a photography class after Justin turns it down and she meets a boy. They are taking pictures on the street when she spots Justin strolling with another girl. Cori flirts with Justin and Ian kisses Julia. Claudia is getting tired of Jody after she drags Claudia to a party where she is pressured to make out with a boy. Claudia tells Jody she wants things to be the way they were, and not hanging out with boys all the time. Joe is worried because they might lose the restaurant. Charlie gets drunk and arrested and everybody blames him for what's happening. Claudia says she won't forgive him because the restaurant was a piece of their parents. He goes to Kristen asking her to ge

It's Christmas. Jake comes back. Charlie decides to get rid of all Kristen's stuff left so he can finally move on with his life. He tries to help a homeless man at the restaurant. Sarah and Callie are away for the holidays and Bailey wants to spend it all by himself, but Coach doesn't let him. Julia notices that Jake can't see very well and he tells her he's going blind. Charlie sees him leaving and Jake says he has to go for his chemotherapy appointment. Julia asks Bailey to spend Christmas in the house and he brings Coach with him since his daughter is not coming anymore. Stuart gives Claudia a very expensive gift and she tries to give him a bad gift, but he loves it. She tells him that she doesn't like him in that way, and he gets mad, but apologizes and stay over for Christmas dinner. Grace shows up and Charlie invites her to stay, and they all celebrate Christmas.