"Once Upon a Time in Hollywood" hits theaters on July 26, 2019, and we honestly can't wait! The Quentin Tarantino-directed flick stars Leonardo DiCaprio as an aging television star and Brad Pitt as his stunt double. The pair embark on a Hollywood journey to make a name for themselves and encounter Sharon Tate (played by Margot Robbie), Bruce Lee (played by Mike Moh), Steven McQueen (played by Damian Lewis) and more along the way. In celebration of the movie's debut, Wonderwall.com is taking a look at actors who've played other actors on the big screen. Keep reading for more…
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Cate Blanchett starred as real-life actress Katharine Hepburn in 2004's "The Aviator." Her perfect performance won her an Academy Award for best supporting actress.
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Nicole Kidman gave a flawless performance as cabaret actress and courtesan Satine in 2001's "Moulin Rouge!" The Aussie star received an Oscar nom and won a Golden Globe for her work in the Baz Luhrmann movie musical.
James Franco beat out 500 other actors to play real-life Hollywood icon James Dean in 2001's "James Dean." The TV movie was a hit with critics and audiences alike.
Gene Kelly, Debbie Reynolds and Donald O'Connor all starred as actors caught in the transition from silent films to "talkies" in "Singin' In The Rain." The 1952 musical is widely regarded as one of the best movie musicals of all time.
Michael Keaton played has-been actor Riggan Thomson, who's struggling to gain recognition as a serious actor after finding fame playing the superhero Birdman, in "Birdman or (The Unexpected Virtue of Ignorance)." Michael received universal acclaim for his performance in the 2014 film, earning Academy Award and BAFTA nominations and a Golden Globe win.
Michelle Williams took on the role of real-life Hollywood starlet Marilyn Monroe in 2011's "My Week With Marilyn." Her flawless performance earned her a Golden Globe win and an Academy Award nomination for best actress.
Jim Carrey played real-life actor and comedian Andy Kaufman in 1999's "Man On the Moon." The "In Living Color" alum earned critical acclaim for his performance and went on to win a Golden Globe.
Gloria Swanson starred as Norma Desmond, a reclusive silent film star, in 1950's "Sunset Boulevard." Her amazing performance earned her an Academy Award nomination and a Golden Globe win.
Angela Bassett blew us away when she played real-life singer Tina Turner in "What's Love Got To Do With It." Critics also lauded her standout performance in the 1993 biopic.
Gwyneth Paltrow played Viola de Lesseps, the daughter of a wealthy merchant who secretly joins an acting troupe, in 1998's Shakespeare in Love. Her performance as Viola earned Gwyneth an Academy Award, a Golden Globe and a BAFTA for best actress.
Robert Townsend played aspiring actor Bobby Taylor in 1987's "Hollywood Shuffle," which he also directed, wrote and produced. The satirical comedy is based on Robert's own experiences as a black actor and the many times he was told he was not "black enough" for certain roles.
Faye Dunaway gave an epic performance as controversial Hollywood star Joan Crawford in "Mommie Dearest." Her emotionally charged portrayal helped turn the 1981 drama into a cult classic.
Ben Affleck starred as real-life 1950s actor George Reeves in "Hollywoodland." He earned a Golden Globe nod for his performance in the 2006 flick.
Jason Scott Lee played real-life martial artist and celebrated actor Bruce Lee in "Dragon: The Bruce Lee Story." The 1993 biopic was well received by critics and audiences, grossing more than $63 million at the box office.
Greg Kinnear played real-life actor Bob Crane — whose murder remains a mystery to this day — in "Auto Focus." He received universal praise for his performance in the 2002 film.
Robert Downey Jr. played real-life silent movie star Charlie Chaplin in 1992's "Chaplin." The "Avengers" star earned Academy Award, BAFTA and Golden Globe nominations for his portrayal.
Robert Downey Jr. wasn't the only actor to play another actor in "Chaplin." Kevin Kline co-starred as real-life leading man and silent movie star Douglas Fairbanks in the 1992 film.
Dustin Hoffman played Michael Dorsey (aka Dorothy Michaels), a difficult actor whose reputation forces him to adopt a new identity as a woman in order to land acting gigs, in "Tootsie." Dustin earned an Oscar nomination for his performance in the film, which was the second most profitable movie of 1982.
Emma Stone starred as aspiring actress Mia Dolan, who eventually builds an A-list career, in 2016's "La La Land." The "Easy A" star won her first Academy Award for her performance in the movie musical.
Naomi Watts played Betty Elms, an aspiring actress, in 2001's "Mulholland Drive." The neo-noir thriller is widely regarded as one of the best films of the 2000s and is largely credited with boosting Naomi's Hollywood career.
Jennifer Love Hewitt starred as Hollywood legend Audrey Hepburn in 2000's "The Audrey Hepburn Story." The ABC biopic covered Audrey's early childhood to her life as a A-lister.
Lindsay Lohan transformed herself into acting legend Elizabeth Taylor for the Lifetime original movie "Liz & Dick." Unfortunately, the 2012 flick was universally panned by critics, with some calling the film "spectacularly bad." Ouch.
![Brad Pitt and Leonardo DiCaprio, Once Upon a Time in Hollywood](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058986-once-upon-a-time-in-hollywood-qt9_r_00012-copy.jpg?w=700)
![Cate Blanchett, The Aviator](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/09/1036551-cn-359-19.jpg?h=800)
![Nicole Kidman, Moulin Rouge](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058983-film-and-television.jpg?h=800)
![James Franco, James Dean](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/08/1034778-jd_franco7.jpg?h=800)
![Gene Kelly, Debbie Reynolds and Donald O'Connor; Singin' In The Rain](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1059001-singin-in-the-rain-1952.jpg?w=700)
![Michael Keaton, Birdman](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058981-birdman-2014.jpg?w=700)
![Michelle Williams](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2016/11/104-193832_Actual.jpg?h=800)
![Jim Carrey, Man on the Moon](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1028195-man-on-the-moon-1999.jpg?h=800)
![Gloria Swanson, Sunset Boulevard](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058982-sunset-boulevard-1950.jpg?h=800)
![Angela Bassett, What's Love Got to Do With It](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/01/1019282-tina-whats-love-got-to-do-with-it-1993.jpg?h=800)
![Gwyneth Paltrow, Shakespeare in Love](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2017/12/1016518-shakespeare-in-love-1998.jpg?w=700)
![Robert Townsend, Hollywood Shuffle](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058985-hollywoodshuffle_1987_5.jpg?h=800)
![Faye Dunaway, Mommie Dearest](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/03/1049356-md_dunaway_2.jpg?h=800)
![Ben Affleck, Hollywoodland](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058974-film-and-television.jpg?w=700)
![Jason Scott Lee, Dragon the Bruce Lee Story](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058980-dragon-the-bruce-lee-story-1993.jpg?h=800)
![Greg Kinnear, Auto Focus](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058975-film-and-television.jpg?w=700)
![Robert Downey Jr., Chaplin](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058970-film-and-television.jpg?h=800)
![Robert Downey Jr and Kevin Kline, Chaplin](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058971-chaplin-1992.jpg?h=800)
![tootsie dustin hoffman](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2016/10/104-191845_Actual.jpg?h=800)
![Emma Stone, La La Land](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058979-la-la-land-2016.jpg?w=700)
![Naomi Watt, Mulholland Drive](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058984-mulholland-drive-film-stills-2001.jpg?h=800)
![Jennifer Love Hewitt, The Audrey Hepburn Story](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2019/07/1058976-the-audrey-hepburn-story-2000.jpg?h=800)
![Lindsay Lohan, Liz & Dick](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2012/06/104-87497_Actual.jpg?h=800)