“The New Lassie” (1989)
Leonardo DiCaprio starred in the syndicated series in 1989, when he was just 15 years old.
“Santa Barbara” (1990)
Then 16-year-old DiCaprio starred in one episode of the drama in 1990 as young Mason Capwell. He later won a Young Artist Award for Best Young Actor.
“Parenthood” (1990-1991)
The show revolved around the Buckman family, and is known for featuring cast members who were unknown at the time but would become famous later, like DiCaprio and David Arquette. He was 16.
“Roseanne” (1991)
DiCaprio appeared in one episode as a classmate of middle daughter Darlene Conner (Sara Gilbert).
“Critters 3” (1991)
DiCaprio made his film debut in the science fiction horror comedy film.
“The Quick and the Dead” (1995)
DiCaprio starred as Fee “The Kid” Herod in the Western opposite Sharon Stone, Gene Hackman and Russell Crowe. He was 19.
“Total Eclipse” (1995)
DiCaprio starred as 19th-century French poet Arthur Rimbaud in the film that depicted his passionate yet violent relationship with other poet Paul Verlaine (David Thewlis). He was 21 at the time.
“Man in the Iron Mask” (1998)
In the first movie released after “Titanic,” a scraggly haired DiCaprio starred as King Louis XIV as well as his twin brother, Philippe.
Celebrity (1998)
Who knew Leo was in a Woody Allen movie? In this black-and-white Hollywood story, he scuffs up his image as a spoiled, hotel-room-trashing movie star who beats up his girlfriend (Gretchen Mol).
“Don’s Plum” (2001)
Starring Tobey Maguire, Kevin Connolly and DiCaprio, it is about a group of people discussing life as they eat at a diner. The drama was filmed in 1995 to 1996, making DiCaprio 21 at the time. However, it was only released in 2001, so when DiCaprio was 27 years old.
“Body of Lies” (2008)
The action spy film was directed by Ridley Scott and starred DiCaprio as CIA case officer Roger Ferris. DiCaprio was 34 at the time.
