Charlie, still miserable over his break-up from Chelsea, finds temporary comfort in smoking marijuana with Berta—until it leads to him being tormented by visions of ex-girlfriends. Meanwhile, Alan tries to bond with Jake during a trip of their own to Sacramento to pick up a clock he's inherited.
Alan plans an intimate night at a hotel with Lyndsay, but her "time of the month" gets in the way. Meanwhile, Charlie hires a prostitute to give him the "girlfriend experience" Chelsea's no longer around to provide: nagging and complaining.
Charlie must make a difficult decision about his future and with which woman he wants to spend his life: Chelsea or Mia. Meanwhile, Charlie also grows wary that Melissa has slowly moved into the house.
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