Jake and the Never Land Pirates (2011)

S2E21 Hook and the Itty-Bitty Kitty

Title: Hook and the Tiny Feline Plot: Red Jessica enlists Captain Hook to watch over her little cat for the day. Initially reluctant, Hook soon finds himself entangled in a series of amusing mishaps as he attempts to care for the playful kitten. From navigating its mischievous antics to managing his own pirate duties, Hook discovers that looking after a tiny creature is no small feat. As the day unfolds, the unlikely pair forms a bond, leading to an unexpected adventure that challenges Hook's gruff exterior and brings out his softer side.