Caroline in the City - Season 2 - Eps 1: Caroline and the Younger Man (1)
Three months have passed, and Caroline is thinking about advertising for a new assistant, so Charlie tries to demonstrate he would be perfect for the job and knocks Salty out the window. Sparks fly between Caroline and the vet who treats Salty, despite her fears that at 24 he is much too young for her. Meanwhile Richard, having failed as an artist in Paris (his only customer is knocked into the Seine just before buying some paintings), returns to New York and is forced to take a menial job in an ice cream parlor, where he just misses seeing Caroline on her first date with Joe, during which they helped raid an animal experimental laboratory and were arrested. (One of the participants is Shelly, still wistful about Richard, in her final appearance to date.) Caroline wakes up in bed with Joe and is unable to sneak out before he wakes and demands to see her again that evening, and on her way home she and Richard suddenly meet face to face.
About Caroline in the City

Title: Caroline in the City
First Air Date: 1995-09-21
Last Air Date: 1999-04-26
Status: Ended
Rating: 6.4/10 (from 29 votes)
Language: EN
Seasons: 4
Total Episodes: 97
Network: NBC
Genres: Comedy
Production Companies: Three Sisters Entertainment, Barron/Pennette Productions, CBS Entertainment Productions
Synopsis
Caroline in the City is an American situation comedy that ran on the NBC television network. It stars Lea Thompson as cartoonist Caroline Duffy, who lives in Manhattan in New York City. The series premiered on September 21, 1995 in the "Must See TV" Thursday night block after Seinfeld. The show ran for 97 episodes over four seasons, before it was cancelled; its final episode was broadcast on April 26, 1999.
Cast

Lea Thompson
Caroline Duffy

Eric Lutes
Del Cassidy

Malcolm Gets
Richard Karinsky

Amy Pietz
Annie Spadaro