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Then and now: 9 Hollywood stars’ career progression, in pictures – from child actors Leo DiCaprio, Selena Gomez and Ryan Gosling, to a black-haired Margot Robbie, George Clooney and ‘proud’ Anne Hathaway

You’ve come a long way, baby: here’s Leonardo Dicaprio’s first role, compared to him now. Photos: @leonardodicapriofanclubldc, @filmthemedium/Instagram

Their sheer talent may make their showbiz careers seem inevitable now, but when these Hollywood stars were given their first big breaks, they could never have known just how well things would turn out.

Anne Hathaway played a teen princess instead of an attractive “older” woman, Selena Gomez was just a baby, and George Clooney still had black hair.

Young Selena Gomez with Taylor Swift before they were catapulted to international stardom. Photo: @ThrowbackTaylor/X

So which of Tinseltown’s finest look the most different in their early roles compared to their most recent? Here are nine pairs of then-and-now film and TV stills for you to decide for yourself …

1. George Clooney

George Clooney as Ace on E/R and in Ticket to Paradise, Photos: @MeTV/X; @entertainmentweekly/Instagram
These days we know suave silver fox George Clooney as the Oceans Eleven guy or the Nespresso guy – and most recently the divorcee in Ticket to Paradise alongside his long-time friend Julia Roberts. But before all that, he played a doctor named Ace on a sitcom called E/R back in 1984. And yes that’s a different show from the ER, which came 10 years later.

2. Margot Robbie

An “emo-looking” Margot Robbie in I. C. U, and Barbie. Photos: @margtrobbie, @margotbrnews/Instagram
The woman who seems like the ultimate Barbie didn’t always look very Barbie at all, as it turns out. Robbie landed her first film – a 2009 Australian horror called I. C. U – when the original actress cast in the part pulled out, according to Esquire.

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3. Michael B. Jordan

Michael B. Jordan in The Wire during his younger days, and playing boxer Adonis in Creed III. Photos: @addict.screen; @boxingcowboy/Instagram

Gritty roles appear to be California native Michael B. Jordan’s favourite, if his first and most recent on-screen roles are anything to go by. Jordan got his big break in The Wire, appearing in 13 episodes of the hit HBO show in 2002 as baby-faced drug dealer Wallace, per IMDB. These days, he’s the accomplished producer-director of the Creed films, in which he also plays the lead – a boxer named Adonis.

4. Ryan Gosling

Ryan Gosling in Breaker High, and The Fall Guy. Photos: @readytoprop @goslingdaily/Instagram

One thing clearly hasn’t changed in the 27 years since Ryan Gosling’s been on our screens, and that’s his personality. From 1997’s Breaker High where he plays “aspiring ladies man” Sean Hanlon to his hilarious turn as Ken in Barbie and his latest role as a stuntman in The Fall Guy, he combines comedy and charm like no one else.

5. Selena Gomez

Selena Gomez was a child actor in Barney & Friends, and recently appeared in Only Murders in the Building with Steve Martin. Photos: @onairwithryan, @onlymurdershulu/Instagram

Gomez was just 10 years old when she was cast as Gianna in kids TV show Barney & Friends in 2002, according to Capital Radio. These days, things have taken a darker turn with black comedy drama Only Murders in the Building – oh, and that voice got a little deeper too!

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6. Angelina Jolie

Angelina Jolie appearing in 1993 film Cyborg 2: Glass Shadow, and then in Eternals 28 years later. Photos: @2000sbabe; @angelinajoliear/Instagram

Angelina Jolie’s first role was an early 90s, direct-to-video gem titled Cyborg 2: Glass Shadow that was set in the year 2074. She was just 17 at the time and said she “literally threw up” when she watched it and realised how much she needed to improve, according to The Hollywood Reporter. Fast forward to her latest role, 2021’s Marvel film Eternals, and she makes it all look like a breeze.

7. Leonardo DiCaprio

A 16-year-old Leonardo DiCaprio in Parenthood, and an established actor in Killers of the Flower Moon. Photos: @leonardodicapriofanclubldc, @filmthemedium/Instagram
DiCaprio had been in an episode of The New Lassie and had an uncredited role in Roseanne before scoring a proper part in 1990s TV series Parenthood, per IMDB. Last year’s Scorcese film Killers of the Flower Moon was typically impressive – with Variety acknowledging him as “an actor of skilful precision” in its review – yet the insanely talented actor still only has one Oscar to his name all these years later.

8. Anne Hathaway

Anne Hathaway in beloved film The Princess Diaries, and in The Idea of You with Nicholas Galitzine this year. Photos: @cineperlman; @primevideo/Instagram

Anne Hathaway teared up in a recent episode of Vanity Fair’s Scene Selection when she was asked to react to watching herself in The Princess Diaries, her first film role. “It’s very emotional to see it,” she said. “It felt so big at the time and it wound up being so big … I’m just so proud to be in this movie.” Her latest project, The Idea of You, sees her playing a 40-year-old who falls for a Harry-Styles type character.

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9. Natalie Portman

Natalie Portman in Léon, and the Oscar-nominated May December. Photos: @primafilmproductions, @letterboxd/Instagram

Last year, Natalie Portman talked about her first film – a Luc Besson flick called Léon: The Professional – to The Hollywood Reporter, saying she had “complicated” feelings about it. She was only 12 when it was made and later regretted that she was subsequently painted as a “Lolita figure”. She since more than reclaimed her narrative, and most recently starred in May December.

  • While Ryan Gosling’s comedy chops were on display almost 30 years ago in teen TV show Breaker High, his fellow Barbie star, Margot Robbie, was in an altogether darker film – a horror called I. C. U
  • Most have forgotten that before Black Panther and Creed, Michael B. Jordan was a main character in The Wire – but why did Angelina Jolie ‘literally throw up’ when she rewatched her first-ever film?