Oscar stars on their first red carpet vs now - see their transformation over the years


Roll up and roll out the red carpet, the Oscars is fast approaching but these celebs have been prepared with attention-grabbing looks since their debut


Halle Berry raises a hand in a wave in a floral strapped lavender gown.© WireImage
Daisy Finch
Daisy FinchAudience Writer
March 13, 2026
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Every time a star sets foot on the red carpet is cause for celebration. But the first time a celeb makes an appearance at the Oscars, as a host, nominee or plus one, is surely a memorable moment in their lives. As the famed awards show creeps closer, we're taking a look back at a few celebs' red carpet debuts, charting the changes to their careers and wardrobes since.

Split image of Angelina Jolie in a white, frilly dress at her first Oscars red carpet and as a grown woman in 2014.© Ron Galella Collection via Getty Images,FilmMagic

Angelina Jolie made her debut on the red carpet at just 10 years old

Angelina Jolie, 1986/2014

Nobody does glamorous dressing like Angelina Jolie and it seems to be something of a natural talent, dating back to Angelina's debut on the Oscars' red carpet at just 10 years old. 

Jolie first appeared at the Academy Awards for their 58th ceremony, accompanying her father Jon Voight who was nominated for Best Actor that year. The actress went on to win her own Oscar for Girl, Interrupted and has been a regular ever since. Though she's swapped white ruffles for gently draped sequins, Angelina has always made a red carpet-worthy statement.

Michelle Yeoh in 2001 and in 2025.© FilmMagic,Penske Media via Getty Images

The 'Everything Everywhere All At Once' star made history for her win in 2023

Michelle Yeoh, 2001/2025

Michelle Yeoh made history when she won an Oscar for Best Actress in Everything Everywhere All At Once and stole the screen in Crazy Rich Asians. But 20 years prior to her win, she made her debut at the 73rd Academy Awards, presenting the prize for Best Visual Effects. The same year, Crouching Tiger, Hidden Dragon, in which Michelle stars, won four awards out of 10 nominations.

Split image of Julia Roberts with then boyfriend Kiefer Sutherland in a brown slip dress and in her most recent red carpet appearance in a black peplum dress.© Corbis via Getty Images,WireImage

Julia Roberts has become a recognised name in feel-good rom-coms

Julia Roberts, 1990/2014

Not many celebrities could be recognised by just their smile, but Julia Roberts has always been an exception. Her megawatt grin and enviable hair have been gracing our screens for decades. 

The actress first attended the red carpet with her then-fiancé Kiefer Sutherland in 1990 at just 22 years old. Following her Steel Magnolianomination that year, Julia was nominated for Pretty Woman in 1991 and 10 years later won for Erin Brockovich

Split image of Laura Dern at her first Oscars with Vincent Spano and at her most recent Oscars in 2025 wearing an all-black outfit.© Ron Galella Collection via Getty Images,FilmMagic

Laura Dern was nominated for an Oscar twice before her win in 2020

Laura Dern, 1992/2025

Actress Laura Dern received her first nomination at just 25 years old for her role in Rambling Rose at the 64th Academy Awards in 1992. Twenty years later, she was nominated for Wild and finally got her well-deserved win for Marriage Story in 2020. Just as well-dressed as she was in 1992, Laura opted for a less-glitzy but just as timeless silhouette in 2025.

Split image of Gwyneth Paltrow at her first Oscars in a strapless silver dress and her most recent in 2015, in a one sleeved pink mermaid dress with a large rose on the shoulder. © WireImage,Corbis via Getty Images

Gwyneth Paltrow is a well-known presence onscreen for hits like 'Shakespeare in Love' and 'Emma'

Gwyneth Paltrow, 1994/2015

She might now be known for her iconic Goop wellness brand, but at 21 Gwyneth Paltrow debuted on the red carpet. Her simple, strapless silver dress was swapped for a pale pink gown five years later when the actress won an Oscar for Shakespeare in Love. She returned to the shade in 2015 for her most recent appearance on the red carpet to date.

Split image of Halle Berry in a purple slip dress with floral details at her first Oscars and at her most recent Oscars red carpet in 2025 in a strapless silver dress.© WireImage

Halle Berry made history with her Best Actress win and continues to be a fixture on the red carpet

Halle Berry, 1996/2025

Halle Berry won Best Actress for Monster's Ball in 2002, six years after her first Oscars red carpet, and made history as the first woman of colour to win the award. 

For 30 years, the actress has been a stylish addition to the Academy Awards, from her first lavender gown to dazzling silver. The Catwoman actress most recently appeared on the red carpet in 2025, almost three decades after her debut.

Split image of Kate Winslet at her first Oscars in a bright pink dress and her most recent, looking over her shoulder in a strapless black dress. © AFP via Getty Images,FilmMagic

Kate Winslet won an Oscar for her role in 'The Reader' at the 2009 Academy Awards

Kate Winslet, 1996/2016

In 1996, Kate Winslet made her first steps on the red carpet at just 20 years old when she was nominated for Sense and Sensibility. 

In the 20 years that followed her role in the Jane Austen classic, Kate was nominated seven times and won for her role in The Reader. The Titanic actress has remained a beloved presence onscreen and as largely an attendee ever since.

Split image of Renee Zellweger at her first oscars in a high neck purple gown and in 2020 holding up an Oscar in a white, one sleeved dress. © PA Images via Getty Images,Getty Images

Bridget! Renée Zellweger has brought icons to life onscreen, from Judy Garland to Bridget Jones and Beatrix Potter

Renée Zellweger, 1999/2020

Miss Bridget Jones herself, Renée Zellweger appeared at the Academy Awards in 1999 for the first time to introduce one of the Best Song performances.

She returned as a nominee for Bridget Jones's Diary in 2002 and again for Chicago in 2003. The next year she won for her role in Cold Mountain and then over a decade-and-a-half later for the titular role in Judy (2020). The Texan actress remains a favourite for her comedic and dramatic skill, as well as for her fashion sense which has seen her through over two decades of appearances.

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