It's Garry Shandling's Show - Season 3 - Eps 3: What's Happening to Me?
Mayor Tom Bradley is in the audience, but he only likes musicals. So this is a special musical episode with musical numbers, complete with a pianist & singing plumbers! Everyone sings a number, including Garry (a little). Pete & Jackie worry that their son, Grant, is going through a stage. Grant is in love with a girl named Madeline. She wants him to study human anatomy with her. Garry gives Grant advice that it's OK to wait to have sex later. So Madeline & Grant agree to wait a while. At the near end, Mayor Bradley proclaims ""Grant Schumaker Day"" & no school. The show ends in a hoe-down.
About It's Garry Shandling's Show

Title: It's Garry Shandling's Show
First Air Date: 1986-09-10
Last Air Date: 1990-05-25
Status: Ended
Rating: 7.2/10 (from 16 votes)
Language: EN
Seasons: 4
Total Episodes: 72
Network: Showtime
Genres: Comedy
Production Companies: Our Production Company, Showtime Networks
Synopsis
Garry Shandling stars as himself, a neurotic, sardonic stand-up comedian who just happens to be aware he is a sitcom character. Garry spends just as much time interacting with the studio audience as he does the regular cast members, performing monologues and show-closing summations of the episode's events. However, everyone knows they're on TV, not just Garry; and the audience (itself a character) is often involved in the storyline.
Cast

Garry Shandling
Garry Shandling

Molly Cheek
Nancy Bancroft

Jessica Harper
Phoebe Bass

Scott Nemes
Grant Schumaker

Michael Tucci
Pete Schumaker