Air date: 9/21/95
Caroline hires Richard. He pretends to be her date in an effort to make Del jealous.
Caroline and the Mugger
Air date: 9/28/95
Richard is mugged.
Caroline and the Gay Art Show
Air date: 10/5/95
Richard enters an art show, only to later discover that it is only for gay artists.
Caroline and the Bad Back
Air date: 10/12/95
Caroline injures her back and becomes high on painkillers. Richard and Del create a comic for her.
Caroline and the ATM
Air date: 10/19/95
The ATM fails to give Caroline her money, but when she goes to the bank and they need to watch the video of the transaction, she's too embarrassed as she picked her nose on camera.
Caroline and the Folks
Air date: 11/2/95
Caroline goes to Remo's to meet Del's parents. Richard reaches his 30th birthday. Annie goes to his apartment.
Caroline and the Opera
Air date: 11/9/95
Caroline goes to see the Marriage of Figaro with an old friend from Wisconsin. Del becomes jealous and asks Richard to teach him about the opera.
Caroline and the Balloon
Air date: 11/16/95
Caroline gets her own balloon in the Macy's Thanksgiving Day Parade. Caroline, Richard, Del, and Annie are volunteer rope pullers.