Robert Downey Jr. (as Ian) with Judie Aronson (as Hilly)
in Weird Science (1985)

Robert Downey Jr. (as Jack Jericho) with Molly Ringwald (as Randy Jensen)
in The Pick-up Artist (1987)

Robert Downey Jr. (as Julian Wells) with Jami Gertz (as Blair)
in Less Than Zero (1987)

Robert Downey Jr. (as Alex Finch) with Mary Masterson (as Miranda Jeffries)
in Chances Are (1989)

Robert Downey Jr. (as Alex Finch) with Cybill Shepherd (as Corinne Jeffries)
in Chances Are (1989)

Robert Downey Jr. (as Charles Spencer Chaplin) with Moira Kelly (as Hetty Kelly | Oona O'Neill Chaplin)
in Chaplin (1992)

Robert Downey Jr. (as Charles Spencer Chaplin) with Maria Pitillo (as Mary Pickford)
in Chaplin (1992)

Robert Downey Jr. (as Thomas Reilly) with Elisabeth Shue (as Anne)
in Heart and Souls (1993)

Robert Downey Jr. (as Peter Wright) with Marisa Tomei (as Faith Corvatch)
in Only You (1994)

Robert Downey Jr. (as Robert Merivel) with Meg Ryan (as Katharine)
in Restoration (1995)

Robert Downey Jr. (as Blake Allen) with Heather Graham (as Carla Bennett)
in Two Girls and a Guy (1997)

Robert Downey Jr. (as Larry Paul) with Calista Flockhart (as Ally McBeal)
in Ally McBeal (1997)

Robert Downey Jr. (as Lionel Sweeney) with Nicole Kidman (as Diane Arbus)
in Fur: An Imaginary Portrait of Diane Arbus (2006)

Robert Downey Jr. (as Tony Stark | Iron Man) with Gwyneth Paltrow (as Virginia 'Pepper' Potts)
in Iron Man (2008)

Robert Downey Jr. (as Sherlock Holmes) with Rachel McAdams (as Irene Adler)
in Sherlock Holmes (2010)

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