Cougar Town - Season 5 Apr 2026

By its fifth season, Cougar Town had long since shed any lingering expectations based on its misleading title. What remained was a tightly-knit, hilariously specific sitcom about a found family in Gulf Haven, Florida, whose primary hobbies included drinking red wine (Penny Can optional), passive-aggressive pranks, and finishing each other’s sentences. Season 5, which aired in 2014, doesn’t reinvent the wheel—but it doesn’t need to. Instead, it leans into the warm, absurd, and rapid-fire comedy that loyal fans had come to adore.

Meanwhile, the core couples continue to evolve. Jules and Grayson (Josh Hopkins) are now comfortably married, bickering lovingly about everything from towels to aging. Their relationship provides the season’s emotional anchor, especially as they navigate the trials of raising the ever-adorable and sarcastic toddler Stan. Bobby (Brian Van Holt), Jules’s lovably dim ex-husband, has fully become the gang’s eccentric, barefoot philosopher—now a professional golfer living on a boat, naturally. Cougar Town - Season 5

The most notable shift this season is the absence of Busy Philipps’ Laurie Keller for several episodes, as Philipps was on maternity leave. The writers cleverly write around it, sending Laurie on a “spiritual retreat” (read: a less-than-relaxing vacation) while keeping her present via phone calls and group texts. Her eventual return is a welcome one, restoring the chaotic energy she shares with Jules (Courteney Cox) and Ellie (Christa Miller). By its fifth season, Cougar Town had long