Skip To Main Content
CBS Home
CBS Logo takes you to cbs.com home page
Shows
Movies
Live TV
Schedule
Brands
CBS
BET
Comedy Central
MTV
Nickelodeon
Smithsonian Channel
TV Provider
Sign In
Try CBS All Access
Caroline in the City
About
Watch Full Episodes
Back to video
Search shows and movies
Sign Up
Sign In
Shows
Movies
Live TV
Schedule
Brands
CBS
BET
Comedy Central
MTV
Nickelodeon
Smithsonian Channel
TV Provider
Episode Guide
Season 1
Season 2
Season 3
Season 4
Season 4
Episode Guide
Season 4
Season 1
Season 2
Season 3
Season 4
Season 1
Season 2
Season 3
Season 4
Caroline And Guys In The Bathroom
S4
E1
Sep 21, 1998
The fourth-season opener finds Caroline and Richard savoring their first passionate kiss and preparing for romance.
Caroline And The Office
S4
E2
Sep 28, 1998
Vengeful father-in-law Mr. Mazzone strips Richard of all his worldly possessions, forcing Richard to take temporary refuge in Caroline's new office.
Caroline And The Rotten Plum
S4
E3
Oct 05, 1998
After Caroline inadvertently offends office manager Plum, she and Richard are banished to a damp, dark basement office.
Caroline And The Dry Cleaner
S4
E4
Oct 12, 1998
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 The First Date
S4
E5
Oct 26, 1998
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 And The Paper Chase
S4
E6
Nov 02, 1998
Caroline's curiosity gets the best of her when she stumbles across Richard's divorce papers in his desk drawer.
Caroline And The Booby Trap
S4
E9
Nov 30, 1998
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.
Caroline And The Bar Miztvah
S4
E10
Dec 14, 1998
Richard gets an offer that his empty bank account can't refuse.
Caroline And The Big Bad Bed
S4
E12
Jan 11, 1999
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 The Horny Kid
S4
E13
Jan 18, 1999
Caroline and Del experience mixed results when they become office mentors to a young cartoonist with an overactive libido.
Caroline And The Firing Squad
S4
E14
Jan 25, 1999
Caroline tries to take Charlie under her wing and teach him the fundamentals of life.
Caroline And The Ancestral Home
S4
E16
Mar 15, 1999
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 And The Ultimatum
S4
E19
Apr 05, 1999
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.
Caroline And El Nino
S4
E20
Apr 26, 1999
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.
Caroline And The Big Move
S4
E21
Apr 26, 1999
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.