Caroline in the City

The fourth-season opener finds Caroline and Richard savoring their first passionate kiss and preparing for romance.

Vengeful father-in-law Mr. Mazzone strips Richard of all his worldly possessions, forcing Richard to take temporary refuge in Caroline's new office.

After Caroline inadvertently offends office manager Plum, she and Richard are banished to a damp, dark basement office.

After Annie loses her boyfriend, her job and her agent, she impulsively accepts a date with her local drycleaner, Gil, and spends an evening to remember.

Caroline and Richard decide to go out on their first official "date" together on Halloween, but their romantic evening turns into fright night when Richard gets himself into a rooftop jam.

Caroline's curiosity gets the best of her when she stumbles across Richard's divorce papers in his desk drawer.

Tired of losing acting roles to other, more well-endowed women, Annie surprises the gang on Thanksgiving Day by announcing that she plans to get breast implants.

Richard gets an offer that his empty bank account can't refuse.

Richard agrees to let Reg become a houseguest after the cartoonist has a fight with his girlfriend, but the arrangement soon causes a rift between Richard and Caroline.

Caroline and Del experience mixed results when they become office mentors to a young cartoonist with an overactive libido.

Caroline tries to take Charlie under her wing and teach him the fundamentals of life.

Caroline and the gang visit Caroline's family home in Pestigo, Wisconsin, but the homecoming is ruined when her parents tell Caroline that they are selling the house.

Caroline gives Richard a 7 p.m. deadline to make a marital commitment to her, then is coerced into spending the day making pottery with Del.

After deciding they can't wait to get married, Caroline and Richard plan their nuptials for the following week. Everything fails apart when Richard brings up his ex-wife.

As Caroline and Richard prepare to leave for Italy to visit his newborn son, Richard makes a confession that gives Caroline second thoughts about their future together.