
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.

Charlie discovers he is attracted to an older woman who writes self-help books; Jake and Alan fight over a school assignment.

When a gay ad executive invites Charlie to a cocktail party, Charlie makes Alan go with him, as his gay partner.

Alan asks one of Charlie's beautiful ex-girlfriends (Jeri Ryan) on a date, but while they are out he is tormented by thoughts of her with Charlie.

Charlie tries to resist temptation when he meets the daughter of the woman he's dating and realizes they've met before.