Side-By-Side Comparisons Of The Very First And Last Time Celebrities Appeared On The Red Carpet

Awkward old red carpet photos are always the best!

Red carpet moments can make or break a celebrity’s image, and the difference between a first appearance and a final one is often striking. From awkward early looks to polished, headline-making outfits, these photos capture how much stars can change over time.

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This roundup compares celebrities at the start of their red carpet journeys and at later appearances that show how their style, confidence, and fame evolved. Some of the transformations are subtle, while others are hard to believe at first glance.

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Scroll through the side-by-side photos and see how much these stars have changed over the years.

1. Emma Stone

First red carpet appearance:

1. Emma StoneMirek Towski / FilmMagic / Getty Images
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Emma Stone

Last red carpet appearance:

Emma Stone attends a red carpet event, posed for photographersMirek Towski / FilmMagic / Getty Images
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2. Sydney Sweeney

First red carpet appearance:

2. Sydney SweeneyCraig Barritt / WireImage / Getty Images

Sydney Sweeney

Last red carpet appearance:

Sydney SweeneyJeff Kravitz / Getty Images for HBO

3. Paul Rudd

First red carpet appearance:

3. Paul RuddFrank Trapper / Corbis via Getty Images

Paul Rudd

Last red carpet appearance:

Sydney Sweeney and Paul Rudd pose on the red carpet togetherAngela Weiss / AFP via Getty Images

4. Emma Watson

First red carpet appearance:

4. Emma WatsonUK Press / Getty Images

Emma Watson

Last red carpet appearance:

Emma WatsonKarwai Tang / WireImage / Getty Images

5. Ashley Tisdale

First red carpet appearance:

5. Ashley TisdaleFrazer Harrison / Getty Images

Ashley Tisdale

Last red carpet appearance:

Ashley TisdaleAmy Sussman / Getty Images

6. Abigail Breslin

First red carpet appearance:

6. Abigail BreslinJim Spellman / WireImage / Getty Images

Abigail Breslin

Last red carpet appearance:

Abigail BreslinJesse Grant / Getty Images for Environmental Media Association

7. Kristen Stewart

First red carpet appearance:

7. Kristen StewartGregg Deguire / WireImage / Getty Images

And if you’re craving chaos, Oscars 2026 Red Carpet Fails has the most talked-about outfit disasters.

Kristen Stewart

Last red carpet appearance:

Kristen StewartTheo Wargo / Getty Images for the Gotham Film & Media Institute

8. Jake Gyllenhaal

First red carpet appearance:

8. Jake GyllenhaalRon Galella / Ron Galella Collection via Getty Images

Jake Gyllenhaal

Last red carpet appearance:

Jake GyllenhaalSteve Granitz / FilmMagic / Getty Images

9. Drew Barrymore

First red carpet appearance:

9. Drew BarrymoreBarry King / WireImage / Getty Images

Drew Barrymore

Last red carpet appearance:

Drew BarrymoreTaylor Hill / FilmMagic / Getty Images

10. The Jonas Brothers

First red carpet appearance:

10. The Jonas BrothersStephen Lovekin / WireImage / Getty Images

The Jonas Brothers

Last red carpet appearance:

The Jonas BrothersStephen Lovekin / WireImage / Getty Images

11. Michael B. Jordan

First red carpet appearance:

11. Michael B. JordanTheo Wargo / WireImage / Getty Images

Michael B. Jordan

Last red carpet appearance:

Michael B. JordanMichael Loccisano / Getty Images

12. Halle Berry

First red carpet appearance:

12. Halle BerryRon Galella Ltd. / Ron Galella Collection via Getty Images

Halle Berry

Last red carpet appearance:

Halle BerryPrince Williams / WireImage / Getty Images

13. Gabrielle Union

First red carpet appearance:

13. Gabrielle UnionChris Weeks / Getty Images

Gabrielle Union

Last red carpet appearance:

Gabrielle UnionLeon Bennett / Getty Images

14. Katy Perry

First red carpet appearance:

14. Katy PerryPatrick McMullan / Patrick McMullan via Getty Images

Katy Perry

Last red carpet appearance:

Gabrielle Union and Katy Perry at the red carpet event, with Tom Hanks and Rita WilsonDaniel Pockett / Getty Images

15. Tom Hanks and Rita Wilson

First red carpet appearance:

15. Tom Hanks and Rita WilsonL. Cohen / WireImage / Getty Images

Tom Hanks and Rita Wilson

Last red carpet appearance:

Tom Hanks and Rita WilsonRick Rowell / Getty Images

16. Leonardo DiCaprio

First red carpet appearance:

16. Leonardo DiCaprioRon Galella Ltd. / Ron Galella Collection via Getty Images

Leonardo DiCaprio

Last red carpet appearance:

Leonardo DiCaprioSteve Granitz / WireImage / Getty Images

Time really flies! Many years separate the first and last red carpet appearances, but it still feels as if everything happened in a heartbeat. The celebrity kids are all grown up now, and they're probably all grateful they're not as awkward as they used to be during those first appearances.

Walking on the red carpet for the first time must be the scariest thing ever. Being surrounded by all those cameras, lights, and celebrities would make anyone want to run away as fast as possible. Props to these celebs for keeping their cool.

Want more red-carpet drama, see which stars stole attention with their Oscars 2026 best-dressed looks.

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