Meg Ryan and Greg Kinnear in You've Got Mail (1998)

Meg Ryan, Greg Kinnear, and Jean Stapleton in You've Got Mail (1998)

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

Meg Ryan, Mickey Rooney, and Wendie Malick in One of the Boys (1982)

Val Kilmer, Meg Ryan, Kyle MacLachlan, and Frank Whaley in The Doors (1991)

Val Kilmer and Meg Ryan in The Doors (1991)

Matthew Broderick and Meg Ryan in Addicted to Love (1997)

Matthew Broderick, Meg Ryan, and Maureen Stapleton in Addicted to Love (1997)

Meg Ryan, Kelly Preston, and Tchéky Karyo in Addicted to Love (1997)

Tom Hanks and Meg Ryan in Joe Versus the Volcano (1990)

Meg Ryan and Richard Cohen in You've Got Mail (1998)

Nicolas Cage and Meg Ryan in City of Angels (1998)

Tim Robbins, Meg Ryan, and Walter Matthau in I.Q. (1994)

Meg Ryan and Omar Epps in Against the Ropes (2004)

Meg Ryan and Hugh Jackman in Kate & Leopold (2001)

Robert De Niro, Meg Ryan, Christian Slater, John Travolta, Denzel Washington, and Cuba Gooding Jr. in Broken Arrow (1996)

Jennifer Aniston, Cameron Diaz, Kevin Kline, Meg Ryan, and Edward Burns in French Kiss (1995)

Meg Ryan and Denzel Washington in Courage Under Fire (1996)

Matthew Broderick, Sandra Bullock, Jack Nicholson, Meg Ryan, Hugh Grant, Diane Keaton, Kelly Preston, and Tchéky Karyo in Addicted to Love (1997)

Tom Hanks, Jack Nicholson, Meg Ryan, and Diane Keaton in Sleepless in Seattle (1993)

Nicolas Cage, Meg Ryan, and John Travolta in Michael (1996)

Meg Ryan, Elena Anaya, Adam Brody, and Kristen Stewart in In the Land of Women (2007)