Charlie's life is turned upside down when his brother and nephew move in with him.
Charlie begins to learn how to parent Jake while Alan attempts to get Judith back.
Alan fears he is losing his son and goes drinking with Charlie.
Alan has trouble with Berta and Charlie needs to get Jake and Rose to follow his suggestions.
Jake's soccer league leads to Alan and Charlie having encounters with some sexy soccer moms.
Charlie and Evelyn are dating members of the same family.
Judith gets worried when Jake draws the tattooed buttocks of a female surfer friend of Charlie's who walks around his place half naked. Alan feels concern for Judith when she befriends the surfer girl.
Alan tricks Charlie into joining he and Judith in leading Jake and his classmates in the school's annual music show.
Charlie wants to dump a female friend that Jake has grown close to. Alan and Rose bond over a game of Scrabble.
In an attempt to prove that he is a family man, Charlie invites Lisa over for Thanksgiving dinner
While at the movies, the brothers bump into Judith and her new boyfriend. Seeing that Judith has changed her look, and the fact that Jake doesn't think he's as cool as Judith, prompts Alan to realize that if he wants to get back into the dating scene, he's going to have to change his look as well.
When Berta is forced to bring her granddaughter Prudence to work with her, the boys find themselves a little preoccupied with her.
Needing him for a double date with a pair of sisters, Charlie tries to nurse a flu-ridden Alan back to health.
Stan, Charlie's accountant, tries to explain Charlie's financial woes to him.
Against Alan's judgment, Charlie falls for a seemingly crazy woman named Frankie.
Frankie tells Charlie and Alan why she and her daughter are on the run; Frankie's daughter has a crush on Jake.
Alan offends Charlie by choosing harebrained cousins as Jake's guardians in the event of his death.
Charlie is stunned to learn his ex-girlfriend is now a man... and dating his mom.
Judith's sister, Liz, hits on Alan at Jake's birthday party; Evelyn prefers alcohol to cake.
Judith believes that Jake is having a hard time dealing with his parents' divorce after he starts annoying everyone with his non-stop guitar playing, so she suggests that they send Jake to a therapist, which Alan is hesitant to do.
Charlie jeopardizes Alan's divorce settlement by sleeping with his attorney, Laura.
Charlie attempts to cure Alan of his recent bout of sleepwalking; Jake sees his therapist.
Charlie tries to sweet talk Judith's divorcee support-group into letting Jake continue to spend weekends at his place.
A pregnancy scare has Charlie heading to the doctor for a vasectomy.