THEN AND NOW: 13 photos show Gen X celebrities' first and most recent red-carpet moments

  • Generation X is known as the "Forgotten Generation" but produced some of the biggest celebrities in Hollywood.

  • Leonardo DiCaprio walked his first red carpet in 1993 for his film "What's Eating Gilbert Grape." 

  • Halley Berry made her red-carpet debut at the 24th Annual NAACP Image Awards in 1992. 

Some of Hollywood's most prominent stars are a part of the "Forgotten Generation."

Generation X, who came after Baby Boomers and preceded millennials, were born from 1965 to 1980. Although millennials and Gen Z are slowly overtaking the entertainment industry, many Gen Xers reign supreme.

Take a look at seven Gen X celebrities' first red-carpet moment compared to their most recent.

Leonardo DiCaprio in 1993 vs. 2023.

Leonardo DiCaprio in 1993 vs 2023
Leonardo DiCaprio.Mondadori Portfolio/Barry King

Leonardo DiCaprio, 49, made his red-carpet debut in 1993 at the premiere of his film, "What's Eating Gilbert Grape." Most recently, he was photographed at the 2023 Cannes Film Festival in May to promote his recent film, "Killers Of The Flower Moon."

Winona Ryder in 1993 vs. 2022.

Winona Ryder in 1993 vs 2022
Winona Ryder.Fairchild Archive/Variety

Ryder, 52, attended the premiere of her film, "The Age of Innocence," with David Pirner in 1993. Nearly three decades later, she posed alongside the "Stranger Things" cast at the season four premiere in May 2022.

Drew Berrymore in 1982 vs. 2023.

Drew Berrymore in 1982 vs 2023
Drew Berrymore.Dimitrios Kambouris/ Tom Wargacki/Getty Images

Drew Berrymore's been on the scene since she was a child, attending the London premiere of "E.T. the Extra-Terrestrial" in 1982 when she was seven. In April, Barrymore, 48, stepped out to the 2023 TIME100 Gala.

Janet Jackson in 1983 vs. 2023.

Janet Jackson in 1983 vs. 2023.
Janet Jackson.Gilbert Flores/ Michael Ochs Archives/Getty Images

In January 1983, Jackson, 57, was all smiles while attending the 10th American Music Awards. Her most recent red-carpet appearance occurred at Christian Siriano's Spring 2024 Ready To Wear Runway Show in September.

Halle Berry in 1992 vs. 2023.

Halle Berry in 1992 vs. 2023
Halle Berry.Gilbert Flores/Michael Ochs Archives/Getty Imags

Berry, 57, dressed up to attend the 24th Annual NAACP Image Awards in 1992, more than 30 years before she posed for photographs at the Fast Company Innovation Festival at Convene this September.

Brooke Shields in 1979 vs. 2023.

Brooke Shields in 1979 vs. 2023.
Brooke Shields.Images Press /Dimitrios Kambouris/Getty IMages

Shields, 58, posed alongside Maggie Smith at the 51st Academy Awards in 1979. Shields' most recent red-carpet appearance was this month's 2023 Glamour Women of the Year ceremony.

Robert Downey Jr. in 1980 vs. 2023.

Robert Downey Jr. with Sarah Jessica Parker in 1980 vs. Robert Downey Jr. with Cate Blanchett in 2023.
Robert Downey Jr. WWD/ Barry King/Getty Images

Downey, 58, was dating Sarah Jessica Parker, 58, when the two attended an industry event in 1980. In October, he snapped a photo with Cate Blanchett at Stella McCartney's Ready To Wear Spring 2024 show.

Julia Roberts

Julia Roberts in 1989 with Kiefer Sutherland vs. 2023.
Julia Roberts. Vittorio Zunino Celotto/ Frank Trapper/Getty Images

It was 1989 when Roberts, 56, attended a red-carpet event and posed with her then-boyfriend, Kiefer Sutherland, 56. Last month, the actor smiled for photos during Gucci Ancora's Milan Fashion Week show.

Will Smith in 1988 vs. 2022.

Will Smith and DJ Jazzy Jeff in 1988 vs Will Smith in 2022.
Will Smith and DJ Jazzy Jeff at the 1988 VMA's (left); Smith at the European "Emancipation" premiere in 2022.Nicky J Sims/Barry King/Getty Images

Before Smith, 55, joined "The Fresh Prince of Bel-Air," he was a rapper who attended the 1988 MTV Video Music Awards with DJ Jazzy Jeff, 58. In December 2022, Smith appeared at the European premiere of his film, "Emancipation."

Dwayne "The Rock" Johnson in 1999 vs. 2023.

Dwayne Johnson in 1999 vs. 2023.
Dwayne "The Rock" Johnson.Frank Micelotta Archive/Jeff Kravitz/Getty Images

In September 1999, Johnson, 51, was among the celebrities who arrived at the 51st Annual Primetime Emmy Awards. He's remained popular and most recently posed at the 95th Annual Academy Awards in March.

Angelina Jolie in 1986 vs. 2021.

Angelina Jolie in 1986 vs. 2023
Angelina Jolie and her father Jon Voight in 1986 (left); Jolie with street artist JR and her children Shiloh and Pax in 2021.JC Olivera/Ron Galella/Getty Images

Jolie, 48, attended the 58th Academy Awards with her father, Jon Voight, 84, in 1986. Decades later, she posed with two of her children — Shiloh, 17, and Pax, 19 — alongside street artist JR at the "Paper & Glue: A JR Project" premiere in November 2021.

Jennifer "J.LO" Lopez in 1994 vs. 2023.

Jennifer Lopez in 1994 vs. 2023
Jennifer Lopez in 1994 (left); Lopez and Ben Affleck at the 2023 LACMA Gala.Ron Davis/Stefanie Keenan/Getty Images

Lopez, 54, attended an unspecified red-carpet event in 1994. Decades later, she arrived at the 2023 LACMA Art+Film Gala this month with her husband, Ben Affleck, 51.

Jennifer Aniston in 1995 vs. 2023.

Jennifer Aniston in 1995 vs. 2023.
Jennifer Aniston and Matthew Perry in 1995 (left); Aniston at the "Murder Mystery" premiere in March 2023.Ron Galella/Axelle/Bauer-Griffin/Getty Images

One of Aniston's first red-carpet moments was in January 1995 with her "Friends" costar Matthew Perry, 54, who died in October. Aniston, 54, celebrated the premiere of her film "Murder Mystery" in March 2023.

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