Harry Connick Jr. in The Tonight Show with Jay Leno (1992)

Jay Leno and Barack Obama in The Tonight Show with Jay Leno (1992)

Jay Leno and Conan O'Brien in The Tonight Show with Jay Leno (1992)

Roseanne Barr and Jay Leno in The Tonight Show with Jay Leno (1992)

Roseanne Barr in The Tonight Show with Jay Leno (1992)

Jay Leno and Garry Shandling in The Tonight Show with Jay Leno (1992)

Rich with Jay Leno while shooting one of his sketches on the Tonight Show

Woody Harrelson, Ted Danson, Kelsey Grammer, John Ratzenberger, George Wendt, Jay Leno, Branford Marsalis, Rhea Perlman, and Paul Willson in The Tonight Show with Jay Leno (1992)

Jay Leno in The Tonight Show with Jay Leno (1992)

Ray Liotta and Jay Leno at an event for The Tonight Show with Jay Leno (1992)

Steve Martin, Jay Leno, Owen Wilson, Jack Black, Aubrey Plaza, and Paul Drinkwater at an event for The Tonight Show with Jay Leno (1992)

Jeff Bridges and Jay Leno at an event for The Tonight Show with Jay Leno (1992)

Jennifer Lopez and Jay Leno at an event for The Tonight Show with Jay Leno (1992)

Jay Leno and Alex Trebek at an event for The Tonight Show with Jay Leno (1992)

Jay Leno and Regis Philbin at an event for The Tonight Show with Jay Leno (1992)

Jim Fowler at an event for The Tonight Show with Jay Leno (1992)

Mike Campbell, Tom Petty, Benmont Tench, Scott Thurston, Ron Blair, and Tom Petty & The Heartbreakers at an event for The Tonight Show with Jay Leno (1992)

Jay Leno and Tom Petty at an event for The Tonight Show with Jay Leno (1992)

Lenny Kravitz at an event for The Tonight Show with Jay Leno (1992)

Snoop Dogg at an event for The Tonight Show with Jay Leno (1992)

Jaleel White in The Tonight Show with Jay Leno (1992)

Will Smith in The Tonight Show with Jay Leno (1992)

Rodney Atkins at an event for The Tonight Show with Jay Leno (1992)

Edward Furlong at an event for The Tonight Show with Jay Leno (1992)

Madonna at an event for The Tonight Show with Jay Leno (1992)

Christina Applegate and Jay Leno in The Tonight Show with Jay Leno (1992)

Jamie Lee Curtis and Jonathan Rhys Meyers in The Tonight Show with Jay Leno (1992)