A Live Woman of Proven Fertility

S4 E5: Alan is overjoyed that he'll no longer owe Judith alimony when she marries her new fiancé, Herb (recurring guest star RYAN STILES - "The Drew Carey Show"). However, when Judith and Herb's marriage plans are threatened due to Jake's disdain for his soon-to-be stepfather, Alan enlists Charlie's help, and the guys bond with Herb in an effort to improve his relationship with Jake.