Air Date: Host: Musical Guest: Special Guests: Cameos:

May 8th, 1999 Cuba Gooding, Jr. Ricky Martin None Monica Lewinsky Tina Fey John Goodman Lorne Michaels

Clinton's Dream

Summary: Bill Clinton (Darrell Hammond) imagines his post-presidential life with his second wife, Monica Lewinsky. Recurring Characters: President Bill Clinton, Vernon Jordan, Betty Currie. Note: During the live show, the dog runs off the set before President Clinton can pet him.

Montage

Cuba Goodinght, Jr.'s Monologue

Summary: The audience waits on pins and needles for Cuba Gooding Jr. to say his signature catch phrase, "Show me the money!" Transcript

Lotto I

Improvised Bible Miniseries

Summary: In a bold creative move, a TV-movie director (Chris Parnell) asks his actors (Cuba Gooding Jr., Will Ferrell) to improvise the dialogue for a Bible-based miniseries. Transcript

Looking for Monica I

Summary: Barbara Walters (Cheri Oteri) scours the halls of Studio 8-H in search of Monica Lewinsky. Recurring Characters: Barbara Walters.

Pretty Living

Recurring Characters: Gayle Gleason, Helen Madden.

Lotto II

Recurring Characters: Deana Nolan-Gray.

The Ladies Man

Summary: Ladies Man Leon Phelps (Tim Meadows) welcomes Monica Lewinsky to the show. Recurring Characters: Leon Phelps.

TV Funhouse

Summary: Set in high school, "AmbiguoBoys" serves as prequel to the adventures of the Ambiguously Gay Duo.

Looking for Monica II

Recurring Characters: Barbara Walters.

Ricky Martin performs "Livin' La Vida Loca"

Weekend Update with Colin Quinn

Recurring Characters: Jesse Jackson.

Cuba Loves Mango

Summary: Cuba Gooding, Jr.'s obsession with Mango (Chris Kattan) leads to the discovery that the flamboyant enigma has a wife (Molly Shannon) and family. Recurring Characters: Mango.

Lotto III

Martha Stewart Living

Recurring Characters: Martha Stewart.

Looking for Monica III

Recurring Characters: Barbara Walters.

Goodnights