22 Celebrity Yearbook Pics That Capture Their Early Star Qualities

Last Updated on September 23, 2025 by Matt Staff

Before the red carpets and magazine covers, there was the yearbook. Its glossy pages and awkward poses still let you see a hint of what was coming next.

In this gallery, we’re flipping through 22 yearbook pics that reveal celeb’s early star quality. You can expect baby-face charisma, proto-signature, and the kind of unguarded charm that only a school prhotographer could capture.

1. Sigourney Weaver

Black-and-white yearbook photo of a young woman with straight, dark hair, wearing a sweater and hoop earrings, sitting on a swing and looking at the camera. Text above and below includes her name and a quote.
lv426 / via reddit.com

2. Natalie Portman

A collage of three black-and-white photos shows young girls: the top shows two girls, one facing forward and one in profile; the bottom left shows a girl in a white lab coat, and the bottom right shows two girls posing together.
pics / via reddit.com

3. Gwen Stefany

Black and white yearbook photo of a smiling young woman with short, light-colored hair wearing a light sweater. The name "Gwen R. Stefani" is printed below the image.
oldschoolcool / via reddit.com

4. Ryan Gosling

A black-and-white yearbook photo of a teenage boy with light hair, wearing a dark sweater over a light shirt, smiling at the camera against a neutral backdrop.
ryangosling/ via reddit.com

5. Aaron Paul

A black-and-white yearbook photo shows a young person with shoulder-length hair, wearing a formal suit and bow tie, smiling slightly at the camera.
breakingbad / via reddit.com

6. Ben Affleck

A black and white portrait of a young man with dark, styled hair, looking slightly up with a neutral expression. He is wearing a dark shirt and the background is plain and light-colored.
oldschoolcool / via reddit.com

7. Leonardo DiCaprio

Black and white portrait of a young boy with light-colored hair parted to the side, smiling slightly, and wearing a patterned shirt. The background is plain and out of focus.
oldschoolcool / via reddit.com

8. Brad Pitt

Black and white yearbook-style portrait of a young person with medium-length, feathered hair, smiling slightly and wearing a collared shirt and jacket.
oldschoolcool / via reddit.com

9. Cameron Diaz

A young woman with long blonde hair, light skin, and blue eyes is smiling slightly at the camera. She is wearing hoop earrings and has a soft, natural look in a portrait-style photograph with a blurred background.
oldschoolcool / via reddit.com

10. Matthew Perry

Black and white yearbook-style photo of a young person with short, dark hair, smiling and looking slightly to the side. The person is wearing a light-colored collared shirt.
friends_tv_show / via reddit.com

11. Jennifer Aniston

Black-and-white photo of a young woman with straight dark hair, looking directly at the camera. Below the image is the name “Jennifer Aniston” and a short farewell message in typed text.
howyoudoing / via reddit.com

12. Eminem (Marshall Mathers)

A grainy, black-and-white yearbook page showing headshots of teenagers with various hairstyles and expressions, arranged in a grid pattern.
pics / via reddit.com

13. Whitney Houston

A young woman with short hair smiles, looking slightly off camera. She is wearing a plaid-patterned top and a necklace. The photo is black and white and appears to be a school portrait.
oldschoolcool / via reddit.com

14. Madonna

A young woman with curly dark hair and a headband smiles softly. She is wearing a white shirt and a black tie, facing the camera in this black-and-white portrait.
oldschoolcool / via reddit.com

15. David Bowie

A black and white portrait of a young boy with short, neatly combed hair, wearing a suit, tie, and pocket square, smiling at the camera against a plain background.
davidbowie / via reddit.com

16. Dave Grohl

Black and white yearbook photo of a young person with short dark hair, wearing a buttoned shirt, smiling at the camera against a plain background.
oldschoolcool / via reddit.com

17. Matthew McConaughey

Black and white yearbook-style portrait of a young man with short, wavy hair, smiling, wearing a white necklace and a light-colored collared shirt.
oldschoolcool / via reddit.com

18. Justin Timberlake

A black-and-white school portrait of a young boy with curly hair, smiling widely and showing his teeth. He is wearing a striped shirt and looking directly at the camera.
oldschoolcool / via reddit.com

19. Reese Witherspoon

A young woman in a white sweater with "MBA" on the sleeve smiles at the camera in a black-and-white, grainy photo. She is leaning forward, and part of another person appears beside her.
oldschoolcool / via reddit.com

20. Conan O’Brien

A young boy with light skin and straight reddish-brown hair cut in a bowl style smiles at the camera. He is wearing a light blue shirt with a white collar, posing in front of a plain light background.
xyeeyx / via reddit.com

21. Kurt Cobain

A black-and-white yearbook photo of a smiling young person with light-colored, medium-length hair wearing a sports jersey. The background is plain, and parts of two other portraits are visible on each side.
oldschoolcool / via reddit.com

22. Prince

A black-and-white collage shows a boy with an afro in an eighth-grade yearbook photo, a ninth-grade photo, and in a basketball uniform labeled "Bryant 3". A birth certificate segment appears at the top.
oldschoolcool / via reddit.com

Explore more nostalgic content:

If you loved this stroll through the halls of almost-fame, keep the nostalgia rolling with these 20 Photobooth Pictures of Celebrities from the Early ’90s, or these 20 Vintage Photos of Celebrities’ Driver’s Licenses. You can also take a look at these 20 Photos of Groucho Marx Behind the Scenes.