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Chiropractor and single father Alan Harper lives in a beachfront house with divorced Internet billionaire Walden Schmidt, who bought the house following the untimely death of Alan's brother, Charlie. As they acclimate to their living arrangement, the tightly wound Alan finds himself taking on a mentor role with Walden, whose lifelong dependence on being taken care of has left him a bit naive. Despite his unsuccessful romantic history, Alan also tries to help Walden overcome his limited experiences with dating. Berta, a sharp-tongued, unapologetic housekeeper, is also featured in the series.
S1, EP21 "No Sniffing, No Wowing"
Alan takes Charlie to meet with his sexy and determined divorce attorney, Laura, after Judith expresses concern that Charlie is a bad influence on Jake; Charlie and Laura begin a sexual relationship; Laura doesn't care that he dates other women, but she does have one request, Charlie must be available for her whenever she wants him; Charlie loves the idea, until Laura takes advantage of the situation; when Charlie tries to get out of the arrangement, Alan suffers.
S4, EP5 "A Live Woman of Proven Fertility"
Herb and Jake's relationship threatens wedding plans with Judith; Alan and Charlie take action to try to help Herb and Jake bond.
S1, EP22 "My Doctor Has a Cow Puppet"
Charlie attempts to cure Alan of his recent bout of sleepwalking; Jake sees a therapist (Jane Lynch).
S4, EP6 "Apologies for the Frivolity"
Charlie does not realize that his latest girlfriend is a younger version of his mother.
