Meg Ryan, Billy Crystal, Carrie Fisher, and Bruno Kirby in When Harry Met Sally... (1989)

Billy Crystal, Bruno Kirby, and Daniel Stern in City Slickers (1991)

Billy Crystal, Helen Slater, David Paymer, Bruno Kirby, and Daniel Stern in City Slickers (1991)

Billy Crystal, director Troy Miller, and Jack Nicholson

Robert De Niro, Billy Crystal, and Harold Ramis in Analyze That (2002)

Billy Crystal and Gheorghe Muresan in My Giant (1998)

Billy Crystal and Sid Caesar in Your Show of Shows (1950)

Billy Crystal, Carl Reiner, Sid Caesar, Imogene Coca, and Howard Morris in Your Show of Shows (1950)

Billy Crystal, John Goodman, John Lasseter, Randy Newman, Darla K. Anderson, and Pete Docter in Monsters, Inc. (2001)

Meg Ryan and Billy Crystal at an event for The Oscars (2025)

Billy Crystal in SNL50: Beyond Saturday Night (2025)

Billy Crystal, Julia Louis-Dreyfus, Jim Belushi, Christopher Guest, Martin Short, Mary Gross, Rich Hall, Gary Kroeger, Harry Shearer, and Pamela Stephenson in Saturday Night Live (1975)

Meg Ryan and Billy Crystal in When Harry Met Sally... (1989)

Billy Crystal and Bob Seagren in Soap (1977)

Billy Crystal and Stephen Colbert in Billy Crystal/Thomas Rhett (2019)

Billy Crystal and Sarah Chalke in The Late Late Show with James Corden (2015)

Woody Allen and Billy Crystal in Deconstructing Harry (1997)

Billy Crystal and Stephen Colbert in The Late Show with Stephen Colbert (2015)

Billy Crystal in Saturday Night Live (1975)

Billy Crystal, Julia Louis-Dreyfus, and Jim Belushi in Saturday Night Live (1975)

Billy Crystal and Bernie Mac in The Bernie Mac Show (2001)

Robin Williams and Billy Crystal in Robin Williams: Come Inside My Mind (2018)

Robert De Niro and Billy Crystal in Analyze This (1999)

Billy Crystal and Hugh Jackman in The 59th Annual Tony Awards (2005)

Robin Williams, Billy Crystal, and Debra Winger in Forget Paris (1995)

Robert De Niro, Michael Douglas, Candice Bergen, Billy Crystal, Albert Brooks, and Ryan Reynolds in Analyze That (2002)

Billy Crystal, Katherine Helmond, Cathryn Damon, Robert Guillaume, Robert Mandan, and Richard Mulligan in Soap (1977)

Billy Crystal and Debra Winger in Forget Paris (1995)

Billy Crystal, Katherine Helmond, Roscoe Lee Browne, Cathryn Damon, Jay Johnson, Robert Mandan, Richard Mulligan, and Arthur Peterson in Soap (1977)

John Cusack, Julia Roberts, Billy Crystal, Kirsten Dunst, Catherine Zeta-Jones, Julia Stiles, and Maggie Gyllenhaal in America's Sweethearts (2001)

Billy Crystal, Danny DeVito, and Anne Ramsey in Throw Momma from the Train (1987)

Robin Williams, Billy Crystal, Debra Winger, and Gheorghe Muresan in Forget Paris (1995)

Whoopi Goldberg, Billy Crystal, and Gregory Hines in Running Scared (1986)