Robert Downey Jr. and Moira Kelly in Chaplin (1992)

Robert Downey Jr. in Heart and Souls (1993)

Robert Downey Jr. and Lili Taylor in Short Cuts (1993)

Robert Downey Jr., Jennifer Jason Leigh, Lili Taylor, and Chris Penn in Short Cuts (1993)

Robert Downey Jr., Woody Harrelson, Louis Lombardi, and Terrylene in Natural Born Killers (1994)

Robert Downey Jr. and Marisa Tomei in Only You (1994)

Robert Downey Jr. in The Gingerbread Man (1998)

Michael Douglas and Robert Downey Jr. in Wonder Boys (2000)

Robert Downey Jr. and Katie Holmes in The Singing Detective (2003)

Robert Downey Jr. in The Singing Detective (2003)

Robert Downey Jr. and Halle Berry in Gothika (2003)

Robert Downey Jr. and Michelle Monaghan in Kiss Kiss Bang Bang (2005)

Robert Downey Jr., Anthony Michael Hall, Ilan Mitchell-Smith, and Robert Rusler in Weird Science (1985)

Robert Downey Jr. in Saturday Night Live (1975)

Robert Downey Jr. and Randy Quaid in Saturday Night Live (1975)

Robert Downey Jr. and Keith Gordon in Back to School (1986)

Robert Downey Jr., Terry Farrell, Keith Gordon, and Burt Young in Back to School (1986)

Molly Ringwald and Robert Downey Jr. in The Pick-up Artist (1987)

Robert Downey Jr., Anthony Michael Hall, and Peter Koch in Johnny Be Good (1988)

Robert Downey Jr. in Johnny Be Good (1988)

Robert Downey Jr. and Kiefer Sutherland in 1969 (1988)

Robert Downey Jr. and Mary Stuart Masterson in Chances Are (1989)

Mel Gibson and Robert Downey Jr. in Air America (1990)

Robert Downey Jr. and Chris Evans in Captain America: Civil War (2016)

Robert Downey Jr., Mark Ruffalo, Benedict Wong, and Benedict Cumberbatch in Avengers: Infinity War (2018)

Robert Downey Jr. in Avengers: Endgame (2019)

Robert Downey Jr. and Rami Malek in Dolittle (2020)

Robert Downey Jr., Emma Thompson, John Cena, Kumail Nanjiani, and Harry Collett in Dolittle (2020)