Written By: Rachel Brooks
Cameron Diaz

Cameron Diaz — The Mask (1994), There’s Something About Mary (1998), My Best Friend’s Wedding (1997). Diaz became one of Hollywood’s most sought-after comedic actresses by the end of the ’90s.

Will Smith

Will Smith — Independence Day (1996), Men in Black (1997), The Fresh Prince of Bel-Air (1990–1996). Smith was one of the breakout stars of the ’90s, moving from a rap career to becoming one of the biggest stars in Hollywood.

Meg Ryan

Meg Ryan — When Harry Met Sally (1989), Sleepless in Seattle (1993), You’ve Got Mail (1998). Known as the queen of romantic comedies, Ryan had a string of hits in the ’90s.

Brad Pitt

Brad Pitt — Fight Club (1999), Se7en (1995), Thelma & Louise (1991). Known for his striking looks, Pitt became a global superstar in the ’90s.

Matthew McConaughey

Matthew McConaughey — Dazed and Confused (1993), A Time to Kill (1996), The Wedding Planner (1999). McConaughey’s laid-back style and charm made him one of the standout stars of the decade.

Angelina Jolie

Angelina Jolie — Girl, Interrupted (1999), The Bone Collector (1999), Hackers (1995). Jolie emerged in the late ’90s as a talented and daring actress, winning an Academy Award for her role in Girl, Interrupted.

Gwyneth Paltrow

Gwyneth Paltrow — Shakespeare in Love (1998), Sliding Doors (1998), The Talented Mr. Ripley (1999). Paltrow won an Academy Award in 1999 for Shakespeare in Love and solidified her place as one of the leading actresses of the decade.

Johnny Depp

Johnny Depp — Edward Scissorhands (1990), Donnie Brasco (1997), Fear and Loathing in Las Vegas (1998). Depp’s eclectic roles, often in quirky or dark films, cemented his status as one of the most distinctive actors of the decade.

Jodie Foster

Jodie Foster — The Silence of the Lambs (1991), Contact (1997), Nell (1994). Foster, already a seasoned actor by the ’90s, achieved even greater recognition with her intense and complex roles, including her Oscar-winning performance in The Silence of the Lambs.

Sandra Bullock

Sandra Bullock — Speed (1994), While You Were Sleeping (1995), Miss Congeniality (1999). Bullock starred in both action and comedy roles with success in the 90s.

Julia Roberts

Julia Roberts — Pretty Woman (1990), My Best Friend’s Wedding (1997), Runaway Bride (1999). Roberts was one of the top actresses of the ’90s, known for her wide smile and roles in romantic comedies and dramas. Her performance in Erin Brockovich (2000) later earned her an Academy Award.

Denzel Washington

Denzel Washington — The Hurricane (1999), The Bone Collector (1999). Washington became a prominent figure in Hollywood, known for his powerful performances and charisma.

Keanu Reeves

Keanu Reeves — The Matrix (1999), Speed (1994), Point Break (1991). With his roles in action-packed films and the sci-fi masterpiece The Matrix, Reeves became a major star.

Tom Cruise

Tom Cruise — Jerry Maguire (1996), Mission: Impossible (1996). Cruise solidified his status as a leading man in Hollywood with a mix of action and drama.

Winona Ryder

Winona Ryder — Edward Scissorhands (1990), Reality Bites (1994), Little Women (1994). Ryder was a defining actress of the ’90s indie scene, known for her sensitive portrayals of youthful angst and rebellion.

Tupac Shakur

Tupac Shakur — Juice (1992), Poetic Justice (1993). Though primarily known for his music, Shakur made a significant impact in the film industry as well.

Nicole Kidman

Nicole Kidman — To Die For (1995), Moulin Rouge! (1999). Kidman emerged as a versatile actress, taking on a variety of challenging roles throughout the decade.

Tom Hanks

Tom Hanks — Forrest Gump (1994), Saving Private Ryan (1998), Apollo 13 (1995). Hanks was one of the most beloved and successful actors of the ’90s, with a range of roles that garnered critical and commercial acclaim.