These 21 Celebs Were The Biggest Hollywood Legends Of The Past Century — But I’ll Be Shocked If You Can Recognize Them From A Super Old Photo

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Severely humbled by the fact that I couldn’t identify Aubrey Hepburn.

It’s awards szn, which means it’s time to look back at the biggest Hollywood legends that paved the way. So I compiled a list of the ones we all know the names of — but maybe haven’t seen super old photos of.

So here’s how this is gonna work: I’ll show you an old photo of a Hollywood actor or actress who rose to fame in the last 100 years. You’ll guess their name, and then I’ll reveal a more recent photo of them. Got it? Here we go!

1. Let’s start off with a classic. Who is this?

Person in vintage-style suit, from the year 1900, gazes at the camera with a neutral expression

Bettmann / Getty Images

Silver Screen Collection / Getty Images

2. This one is easy. Can you name her?

Person in chic vintage style, wearing a hat and earrings, posing against a brick wall, exuding elegance

Archive Photos / Getty Images

3. How about her? Recognize this face?

A vintage portrait of a woman with wavy bob hairstyle, wearing a simple dress and subtle jewelry, looking to the side with a contemplative expression

Clarence Sinclair Bull / Getty Images

4. How certain are you of his name?

A person in a classic suit and tie looks upward thoughtfully in a professional black and white portrait

Screen Archives / Getty Images

Bob Riha Jr / Getty Images

5. OK, now, this actor is a tad more modern. Do you know his name?

Man posing shirtless, holding open a book, standing indoors

Mirrorpix / Getty Images

Stephen Shugerman / Getty Images for AFI

6. How about him? Could you tell me his name?

A person in a classic suit and tie sits thoughtfully, looking into the distance. The setting is a brick building

Photo 12 / Universal Images Group / Getty Images

Andrew H. Walker / Getty Images

7. This is a hard one! Can you recognize this Hollywood legend from this early photo?

A young child in a frilly, ruffled dress and hat poses elegantly, evoking early 20th-century fashion

Bettmann / Getty Images

Silver Screen Collection / Getty Images

8. Who’s the guy in the middle?

Three people pose for a formal photograph; the person in the middle is in a suit, and the person on the right wears a cheongsam dress with a handbag

Michael Ochs Archives / Getty Images

9. We all know her name. But can you identify her as a seven-year-old?

A young girl with dark curly hair wears a vintage-style dress with lace details, looking contemplative

Archive Photos / Getty Images

Hulton Deutsch / Corbis / Getty Images

10. This one’s a bit easier. Who is she?

Person holding a bottle, wearing a floral dress, styled with vintage Hollywood elegance. Classic, timeless beauty is captured in the image

Donaldson Collection / Getty Images

11. I admitted to my grandmother that I didn’t know who this was, and she laughed in my face. Do you know his name?

Person in vintage attire, wearing high-waisted pants and a turtleneck, stands on a decorative staircase, smiling

Keystone-france / Gamma-Keystone / Getty Images

Screen Archives / Getty Images

12. Who’s this legendary actress?

Person smiling in a classic black dress, seated on a chair, in a studio setting. Hair is styled short and elegant

Michael Ochs Archives / Getty Images

Frank Trapper / Corbis / Getty Images

13. We all know her name. But if you can tell who she is from this photo, I’ll be shocked:

A vintage photo of a smiling baby in a patterned dress and bonnet, standing on a platform

Hulton Archive / Getty Images

14. And who’s this Hollywood legend?

A young boy wearing a suit, shirt, and fedora, poses confidently for a portrait against a plain backdrop

Michael Ochs Archives / Getty Images

Michael Ochs Archives / Getty Images

15. Do you recognize who this is?

Person in vintage-style portrait with short wavy hair, wearing a necklace and a dark top, looks directly at the camera

Hulton Archive / Getty Images

Ron Galella / Getty Images

16. And who is he? Any guesses?

A person in a sailor outfit, smiling at the camera

Archive Photos / Getty Images

Vinnie Zuffante / Getty Images

17. Another more recent one. What’s her name?

Person seated, wearing an elegant off-the-shoulder gown with a pearl necklace, posing elegantly on ornate chair. Classic style

Bettmann / Getty Images

Walter Mcbride / Getty Images

18. You probably know this 10-year-old, but can you tell me her name?

Young girl in vintage gingham dress with ribbons in curly hair, looking upward thoughtfully

Photoquest / Getty Images

Jack Mitchell / Getty Images

19. Another newer one! Who’s he?

Person in a suit with a tie, standing outdoors on a sidewalk, hands in pockets, looking engaged or thoughtful

Art Zelin / Getty Images

Arnold Jerocki / Getty Images

20. This is obvious, but I had to include him. Who is this?

Celebrity wearing a fitted, multicolored top with a hat, posing indoors

Art Zelin / Getty Images

21. Finally, can you tell me who this is?

Young man in formal military uniform with a serious expression, looking directly at the camera in a classic portrait style

Hulton Archive / Getty Images

Vinnie Zuffante / Getty Images

I know this list wasn’t exhaustive — so tell me which Hollywood legends we missed in the comments below!

And check out BuzzFeed Canada on TikTok and Instagram for more celeb content!

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