Fed-up Charlie reaches his breaking point during a double-date as penny-pinching Alan continues mooching; Jake is left at home by himself for the first time.
Charlie's new live-in girlfriend butts heads with Berta; Alan tries to sell the condo that he bought for he and Kandi, but she seduces him to change his mind.
Charlie is confident in his plans to get laid on Christmas Eve, but his friends and family play spoilers by loitering at the house, hijacking his attempt.
Berta discovers that Alan has been secretly dating her daughter, but is unexpectedly joyous about the ordeal; Alan is already contemplating an exit-strategy.
After yet another confrontation with her mom, Kourtney becomes even more frustrated with Kris; Kendall and Kylie begin internships at Seventeen Magazine.
Kourtney attempts to define her relationship with Scott; Khloe realizes how much she does for her sisters; Kris prepares for Kim and Kanye to move back in.
Upon deciding that it's in her best interest to move forward with her divorce, Khloe seeks comfort in Mexico City with the Black Jaguar White Tiger foundation.
When Jake shares that he heard Judith and Herb making love, Alan must navigate through a difficult conversation, while Charlie's repressed memories awaken.
Charlie sets Alan up with their sultry new neighbor, as they are quite similar; however when he discovers an intimate secret of hers, he wants her for himself.
Rose announces that she is moving to London, and Charlie must face his feelings; Alan adds fluff to his Internet dating profile, attracting an onlooker.
Troubled by a lack of turnout at a friend's funeral, Evelyn shares her concern with her sons; Charlie and Alan tell her she can probably expect the same.
Alan is elated that Judith is remarrying; Charlie continues to date Herb's sister, to the chagrin of Alan who fears the relationship will disrupt the wedding.
Alan goes to the DMV and gets conned by an attractive woman; Charlie neglects his responsibility to help Jake with school work by taking him to the race track.
Charlie is surprised when he enjoys conversation on an evening with Evelyn; Alan begins sleeping with a woman who has an unfortunate post-love-making reaction.
Charlie humors Alan by agreeing to go on a blind-date with a more age-appropriate woman; surprised by how smart and sexy she is, he fervently pursues her.
Charlie and Linda's relationship is becoming more serious until he begins seeing his former stalker, Rose, everywhere; he goes to see Dr. Freeman for advice.
Desperately worried about finances due to Charlie's lack of jingle-selling success, Alan foolishly enrolls in a clinical trial to earn some extra money.
Alan comes home with an ostentatiously distracting vase, causing Charlie to object to its presence in the house; Alan and Jake move in with a reluctant Evelyn.
Alan is thinking about breaking up with his girlfriend but he is unsure how to go about doing it, so Charlie lends him some advice on ending relationships.
After returning home from her trip to England, a concerned Rose notices that Charlie is extremely sick, so she makes it her mission to nurse him back to health.
The sisters head to New York for the launch of their new apps, but Kourtney is displeased that hers is not finished; Kim reminds Kylie to be professional.