A successful syndicated cartoonist, Caroline Duffy (Lea Thompson) is a neurotic New Yorker who draws upon life's experiences for comic inspiration. Aiding her in her quest for love and material are a zany trio of co-workers and friends, including her commitment-shy hunk of a boyfriend Del (Eric Lutes), her sarcastic but secretly smitten assistant Richard (Malcolm Gets), and her man hungry neighbor and best pal Annie (Amy Pietz). Caroline in the City is jam-packed with witty banter, caustic comebacks, and wicked one-line zingers.