These familiar faces had much humbler beginnings—can you guess them all?

Before the red carpets, private jets, and household fame, they were just students sitting in class like everyone else. Their haircuts were questionable, their smiles often awkward, and fame seemed like a faraway dream.

But decades later, these same yearbook faces went on to dominate music charts, box offices, and even political headlines. Now, their throwback photos are resurfacing—and fans are trying to guess who’s who.



They had no idea what was coming. Before the lights, the issues, and the million-dollar deals, they were just names on a class roster.

Some stood out, others blended in—but all were quietly carrying a future no one could predict. Time passed, spotlights found them, and the world eventually took notice.

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A small-town athlete who ditched journalism for a career in front of the camera—and ended up with an Oscar

One of the most iconic is an Academy Award winner who first made waves in the early '90s with a role on a hit medical TV drama.

Born in Kentucky in 1961, he attended Augusta High School, played sports, and earned mostly A's and a B. He later studied broadcast journalism before moving into acting full-time.


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Image source: Daily Mail


He starred in ER from 1994 to 1999, earning multiple nominations, and later appeared in From Dusk Till Dawn, The Perfect Storm, and the Ocean’s Eleven franchise.

In 2005, he took home the Academy Award for Best Supporting Actor in Syriana. He’s now married to a British-Lebanese human rights lawyer, and they share twins.

Yes, it’s George Clooney. With an estimated net worth of $500 million, Clooney now splits time between his various homes, including a scenic villa in Lake Como.

A multi-award-winning Hollywood actor with one of the strongest marriages in showbiz


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Image source: Daily Mail


Another Hollywood heavyweight got his start running track in California and graduated in 1974. He started acting in low-budget thrillers before landing roles in He Knows You're Alone and Mazes and Monsters.

But it was a sitcom called Bosom Buddies where he met his future wife, and things took off from there. He went on to star in Philadelphia, Forrest Gump, Saving Private Ryan, and Catch Me If You Can.


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That’s right—it’s Tom Hanks. Hanks is now a two-time Oscar winner and longtime husband to Rita Wilson, with whom he shares sons Chester and Truman.

He also has two older children from a previous marriage.

A country crooner with a one-hit anthem and a popstar daughter who redefined teen fame


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Image source: Daily Mail


Then there’s a country music star who made it big with Achy Breaky Heart. Born in Flatwoods, Kentucky, this future hitmaker attended Georgetown College on a baseball scholarship before pivoting to music after a Neil Diamond concert changed his life.

In the ‘80s, he played in a band called Sly Dog, named after his one-eyed pet. Eventually, he launched a solo career, earning eight Top 10 country hits.

It’s none other than Billy Ray Cyrus. He’s the father of Miley Cyrus, and the two famously co-starred in Hannah Montana.

Recently, he made headlines after splitting from his third wife and going public with actress Elizabeth Hurley.

A bubbly blonde who broke out in comedy and built a decades-long Hollywood dynasty


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Image source: Daily Mail


Another throwback features a blonde senior in a 1963 yearbook photo. She rose to fame on Rowan & Martin’s Laugh-In and won an Oscar for Cactus Flower just one year later.

Her comedy career skyrocketed with Private Benjamin, Overboard, and Death Becomes Her.

She’s been with her actor partner for over 40 years, but they’ve never tied the knot. And her daughter is now a leading actress, too.


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Yes—it’s Goldie Hawn. She and Kurt Russell met when she was 21 and he was 16 but reconnected years later on the set of Swing Shift.

Goldie is mom to Kate and Oliver Hudson, and she shares son Wyatt Russell with Kurt.

An unassuming high school radio voice who grew into two of cinema’s most iconic roles


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Image source: Daily Mail


Another high schooler from Illinois would later become the face of Star Wars and Indiana Jones. This Emmy-nominated 83-year-old starred in American Graffiti before being cast as Han Solo and Indiana Jones.

His career spans more than 70 years, but he's only just received his first Emmy nomination for Shrinking on Apple TV+. Yes, that’s Harrison Ford.

He’s married to actress Calista Flockhart, whom he met at the Golden Globes in 2002. They’ve been married since 2010 and live a quiet life outside the spotlight.

A fierce, fast-rising actress whose personal life became as headline-worthy as her film roles


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Image source: Daily Mail


Then there’s an actress who went to Baltimore School for the Arts and was best friends with Tupac Shakur. She made early appearances in Doogie Howser, M.D., A Different World, and Set It Off.

She later gained attention for hosting Red Table Talk and for her controversial marriage to an Oscar-winning actor. She shocked the public in 2020 with confessions about an “entanglement” with singer August Alsina.

In 2023, she revealed that she and her husband had secretly separated in 2016. Yes—it’s Jada Pinkett Smith.

She’s been married to Men in Black and King Richard star Will Smith since 1997 and shares two children, Willow and Jaden.

A reality TV breakout who transformed early fame into a billion-dollar brand—and kept evolving


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Image source: Daily Mail


Last but not least, one of the world’s most recognizable business moguls was once an eighth-grade student in a Catholic all-girls school.

Her father was a well-known attorney, and her stepfather an Olympic gold medalist. She was once known as Paris Hilton’s stylist—but everything changed after a big controversy in 2007.

She turned notoriety into an empire with reality shows, beauty brands, and fashion lines. Today, she’s worth over $1 billion and has more than 350 million followers online.

Of course—it’s Kim Kardashian. Despite divorces and public issues, Kim has stayed at the center of pop culture for nearly two decades.

She’s studying law, raising four kids, and now adding “actress” to her resume with roles in American Horror Story, Paw Patrol: The Movie, and more.

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Key Takeaways

  • George Clooney went from a small-town athlete to an Oscar-winning actor with a $500 million net worth.
  • Tom Hanks built one of Hollywood’s most respected careers and has been married to Rita Wilson since 1988.
  • Billy Ray Cyrus rose to fame with Achy Breaky Heart and shares a spotlight with daughter Miley Cyrus.
  • Kim Kardashian leveraged an early controversy into a billion-dollar empire and continues to expand her career.
Did you guess them all correctly? Which glow-up shocked you the most? Drop your answers in the comments!
 
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News, deals, games, and bargains for Americans over 60. From everyday expenses like groceries and eating out, to electronics, fashion and travel, The GrayVine is all about helping you make your money go further.

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