After falling off the roof, Alan needs Charlie's help in looking after Jake, which interferes with Charlie's social life.

Jake gets suspended from school after drawing an offensive picture of a girl in his class that has large breasts. Meanwhile, Charlie is asked to watch over Alan's chiropractic office after pulling an all-nighter.

Alan has been dating a lot, and Charlie soon finds out that it has been one woman - his ex-wife, Judith. He tries to stop Alan, and even brings Rose, Evelyn and Berta to interfere - but Alan ignores them all.

Berta causes tension between Charlie and Alan, when she temporarily moves in with them

Charlie learns he can't be in a long-lasting relationship, becuase of unresolved issues he has with his mother. Jake asks Charlie for advice about a girl at school.

Ignoring Alan's warnings, Charlie continues to date Isabella until she threatens to put a curse on his manhood.

Charlie wakes up with Rose the morning after her birthday party. Her irate father comes to ask Charlie about what the future holds for him and Rose, but the unexpected happens when Evelyn shows up.

Charlie tricks Jake into taking ballet lessons, so he can get close to the teacher.

One of Charlie's elderly neighbors tries to seduce Alan, while Charlie tries to stop Jake from giving money to a televangelist.

Charlie helps Alan with his obsession of always having to get approval from the women in his life.

Alan starts dating a woman with a Martha Stewart complex. Before long she's running the house with an obsession for perfection.

Charlie sees a therapist to learn how to deal with Alan's emotional insecurities.

Charlie finds himself in a relationship that is not based on sex.

Charlie arranges a romantic date with Mia in the hopes of consummating their relationship. Alan begins to date Charlie's most recent ex-girlfriend.

Charlie has trouble keeping up with Mia's healthy lifestyle, so he begins to sneak beers, cigars, and burgers behind her back. When Mia finds out what he was doing, Charlie has to decide if he is truly in love with her or just whipped.

Alan has trouble deciding if he should bring his younger girlfriend to Jake's birthday party to meet his mom and his ex-wife. Rose tries to get her boyfriend to act more like Charlie.

Charlie is nominated for an advertising award, but he decides to boycott it because his arch nemesis always wins. The rest of his family tries to trick him into going. Rose is having relationship problems with Gordon and seeks help from Charlie.

Alan starts to have financial problems when he starts paying for his girlfriend's bills, so Charlie tries to get him to break up with her. Meanwhile, Judith is after Alan because he is late in paying his alimony check.

Charlie is surprised to find out that Kandi has been living with them for the last three weeks. Alan is having a tough time helping Kandi earn a living. Charlie has lost his sense because of the dry-spell he is going through.

Alan tries to win Kandi back. Meanwhile, Charlie starts to sleep with her mom, Mandi, and Judith gets set up with her father, Andy.

Jake’s teacher has a meeting with Alan and Judith to discuss the lack of interest Jake has at school. Alan starts to fall for Francine, in a platonic way, because he is tired of the lack of intelligent communication he has with Kandi. Charlie helps Jake audition for his school musical.

A girl from Jake’s school invites him to his first boy-girl party. Charlie and Alan help him get ready for it by giving him advice. Alan and Charlie get nostalgic and remember their first boy-girl party.

Mia comes back to town with her dance troupe and invites Charlie to her performance. At first, he decides not to go and tries to convince Alan that he no longer has feelings for her. He goes to the see the performance and Mia explains that she wants some of Charlie’s sperm. Charlie responds by asking Mia for something.

Charlie and Mia start making their wedding arrangements. Things begin to fall apart when their two families meet each other. They eventually decide on a small ceremony in Las Vegas.

Charlie returns to his bachelor lifestyle after Alan moves out of the house. Alan suffers a breakdown after his divorce from Kandi.

Charlie finally tells Alan that he didn't marry Mia because she wanted Alan and Jake to move out of the house, but Alan finds a hole in his logic. Charlie and Alan deal with a noisy neighbor who constantly sings all the time, who happens to be Steven Tyler.

Charlie tries to surf to impress Dottie, a beautiful woman he just met, but after he nearly drowns he is convinced that he saw his late father.

Alan tries to hire his ex-wife's lawyer to help him win custody over the dog he and Kandi shared.

Alan is overjoyed by the prospect of Judith remarrying, as he would no longer have to pay alimony. Alan gets Charlie to help him when it looks like the marriage maybe derailed due to Jake’s dislike of his mother’s fiancé.

Charlie is dating a woman whose personality and life are like his mother’s.

Berta's daughter, Naomi is pregnant and Berta drags Charlie with her when she confronts the baby’s father. Alan reveals a secret fetish.

Alan suffers from insomnia. He visits his psychiatrist, who reveals that the cause of Alan's sleepless nights is his jealousy towards Charlie, and his inability to glide through life.

Charlie gets tired of Alan's mooching and reaches the breaking point during the brothers' double date. Jake is left home alone for the first time.

Worrying Charlie may get rid of one of them, Berta and Lydia fight over him. Meanwhile, Kandi does everything she can to stop Alan from selling their condo.

Charlie's friends and family put a crimp in his plan for a romantic Christmas Eve date. When Evelyn sees who the date is, she goes to great lengths to force a wedge between them.

Berta discovers that Alan has been dating her daughter Naomi.

Jake shares that he has heard his mother having sex with her fiancée, Herb; this revelation brings up a repressed memory for Charlie. This leads Charlie to seek help from Rose.

Charlie sets Alan up with their new neighbour. But he gets jealous when the two form a bond.

Rose is moving to London, and Charlie is surprised by his reaction to the news. Alan lies to a woman he met online.

Charlie's young, hot girlfriend takes him to a new club. She invites Alan to meet one of her friends but the men are shocked to learn that they are considered as being "old".

After Evelyn tells Alan and Charlie how she feels about there being no mourners at her friend’s funeral, the boys share their feelings that this could also be the case at her funeral. Evelyn tries to prove them wrong by introducing them to a couple she help adopt a boy from China. The boys return fire by inviting the young man to a play date with Jake.

Alan tries to bond with Jake when he realizes that his childhood is almost over. Kandi pursues a career in acting.

Charlie takes a liking to Myra, the witty sister of Judith's fiancé, Herb.

Alan looks forward to Judith's wedding, while Charlie and Myra continue their romance.

Alan and Charlie re-examine their sexual identities after Alan befriends Greg, a gay man. Meanwhile, Jake has a crush on Greg's daughter.

Jake gets lucky after Charlie takes him to the racetrack. Meanwhile, Alan has a difficult time at the DMV.

Charlie is shocked when the handyman working on his house beats him out for Chloe's affections. Alan has no sympathy for Charlie’s distress.

Evelyn's boyfriend, Teddy, invites Alan and Charlie to go with him to Las Vegas on his private jet. The boys confront their individual 'daddy issues'

Jake is getting ready to start a new school as he graduates to Junior High. Alan and Charlie take him school shopping and find themselves in trouble.

Charlie acts strange after spending an evening with his mother, and a woman Alan slept with behaves oddly the next morning.

Alan convinces Charlie that he needs to date more respectable women and sets him up with a judge. The two double date and their waitress happens to be one of Charlie’s ex-girlfriends. Charlie's date backfires the following morning, when he ends up in court in front of the judge.

Charlie and Linda get closer to consummating their relationship, but Charlie has trouble focusing when he begins to see Rose's face everywhere he turns.

Charlie has to come up with ways to keep his girlfriend's 4-year-old amused; Alan becomes a test subject.

Charlie's girlfriend is embrassed to go out in public with him. Meanwhile, Jake sneaks out to attend a concert.

After Alan and Charlie have a fight about Alan's role in the house. Alan packs Jake up and moves in with his mother.

Charlie writes a children’s song and finds success as Charlie Waffles. The children love him and the mothers seem to as well. Charlie's new found fame irritates Alan.

Charlie fights his attraction for Teddy's daughter.

Alan finds out that Charlie stole his girlfriend and works on a plan to get back at Charlie, even though this happened when they were in high school.

When Alan finds himself wanting to break up with a woman, Charlie offers his expertise.

Rose returns from England, and plays nurse rather oddly for an ill Charlie.

Alan finds out some surprising information about Judith's sex life when he decides to go on a date with one of her friends.

Charlie double-dates with Jake and fixes Alan up with a hooker.

Alan feels Charlie is unable to control his womanizing ways.

Alan makes wedding plans for Evelyn and Teddy, while Charlie figures out how to get more acquainted with his future step-sister.

CSIs investigate a death at Charlie's house.

Charlie's attracted to an older self-help author. Alan and Jake clash over a project for school.

When Charlie meets Angie's soon to be daughter-in-law, he realizes it's not for the first time.