Entertainment
30 people who knew or dated celebs before they were famous
Looks like these people missed out.
Caryl Jane Espiritu
09.15.19

Celebrities are called stars for a reason. In a sense, we all look at them like they are not regular parts of the world we’re living in because of their fame and fortune. However, the fact is that they are just like the rest of us. Before all the glitz, glamour and fame, these celebrities were once regular people who led regular lives.

We have compiled 30 stories shared by people online showing how they knew celebrities before they were famous. You’ll see just how normal they really are and it’ll even make you see them in a different light after this surprising list.

1. Ashton Kutcher dated like a regular teen

Before his Hollywood career took off and his colorful dating life as a celebrity, Ashton Kutcher used to date like a regular teenager. In fact, he even dated the aunt of this person who tweeted this photo of him while he spent time with his girlfriend’s family. Now, Ashton is married to actress Mila Kunis and they have two lovely kids.

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Twitter

2. Leonardo DiCaprio dated his aunt

You may know him for his famous characters such as Jack Dawson from Titanic or Jay Gatsby from The Great Gatsby, but as a teenager, plain old Leo dated just like the rest of us. This photo of him was taken in the year 1999 when the now famous actor spent time with his then girlfriend’s family.

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Twitter

3. Adam Sandler was this Mom’s prom date

How would you feel if you were to find out that your Mom used to date a famous Hollywood celebrity? The person who tweeted these photos was quite flabbergasted with the discovery that they decided to share the photo online showing how his mother and comedian Adam Sandler used to be really sweet with each other back in high school. They even dated each other for prom!

Twitter
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Twitter

4. Mom dated John Legend

The person who tweeted this photo shared that he found out through his mom that she and John Legend used to date when he was just 10 years old. The singer’s career must have been starting to soar during that time because now he’s such a big shot in the music industry. Discovering that your mom dated such a celebrity would surely be a shock.

Twitter
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Twitter

5. Matt LeBlanc used to date her Mom

Matt LeBlanc’s character, Joey Tribbiani, from the renowned series Friends, is considered to be a memorable character in Hollywood. It was Matt’s claim to fame as a comedian so finding out that your Mom used to date such a guy would be quite the shock! The person who shared this photo online has always known about her mother’s connection with the famous actor but could not find a picture to prove it. So, when she found one, she immediately shared it!

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Twitter

6. Matthew McConaughey’s college sweetheart

This guy is not only famous as an actor but is now also known as a Hollywood producer. His breakout role in the 1993 film Dazed and Confused opened up a lot of opportunities for him in Hollywood. But, before all of his fame as an actor, Matthew dated just like everybody else when he was in college. The person who tweeted this photo shared that the actor used to date her cousin in college.

Twitter
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Twitter

7. My aunt was Jimmy Fallon’s girlfriend

He may be a famous host and Hollywood icon today, but Jimmy Fallon used to be a regular guy who just wanted to date before he reached his celebrity status. This photo of him showed how the renowned host dated the aunt of the person who tweeted this image.

Twitter
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Twitter

8. Uncle Jamie

Jamie Foxx is a multi-talented Hollywood actor who is not only known for his films but for his music as well. He’s not just a comedian. He’s also a musician, a record producer, and a singer with hit songs that have trended worldwide. Back in the day, this amazing celebrity used to date these kids’ aunt and they called him “Uncle Jamie”. He must be a really nice uncle because the kids looked really happy to be with him!

Twitter
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Twitter

9. Usher’s high school sweetheart

Known for his hit songs and amazing dance moves, Usher has emerged as an iconic celebrity who has inspired a lot of people who want to make it big in Hollywood. He is a big shot music personality now, but back in high school, this man dated like every other kid, too. And his high school sweetheart was this woman’s sister.

Twitter
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Twitter

10. Found Michelle Obama in my uncle’s yearbook

The person who shared this photo saw a prominent figure in her uncle’s yearbook. It was none other than lawyer and former First Lady of the United States Michelle Obama! Of course, she was still Michelle Robinson in the yearbook. Her quote speaks about the value of friendships. She’s quite an active student, too!

Twitter
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Twitter

11. Ariana Grande back in the day

Looking at this picture of Ariana Grande made me think about how she looks so much younger now then she did while she was in high school. She was already singing back then and her partner whom she “dated” at the time shared this photo of the diva.

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Instagram

12. Zac Efron in high school, but not the musical

This photo of Zac Efron’s yearbook from high school together with a personal note from the actor only proves just how he’s like every teenage boy. His gap-toothed grin is hard to miss.

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Twitter

13. Toddler Drake

Canadian rapper, singer, songwriter and record producer Drake definitely has made his name in the entertainment industry. His songs are always a hit with one song even trending online when people made it a challenge. But, before all the fame and fortune that this VIP achieved he was also a child once who happened to be in this photo from 1989.

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Imgur

14. Floyd “Pretty Boy” Mayweather dating around

Floyd “Pretty Boy” Mayweather now holds multiple world titles in five different weight classes. It is a feat that is incredibly hard to achieve and for him to get at this stage at such a young age is totally amazing. But, like every other guy, Pretty Boy also dated around before he made it to the top.

Twitter
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Twitter

15. Woody Harrelson’s former girlfriend

The person who shared this photo of True Detective star Woody Harrelson shared how the actor used to date her Mom. Yeah, we get that he dated just like other people before he had acting roles that landed him to Hollywood. But, what’s unbelievable here is the fact that he still looks the same today! What is this sorcery?

Twitter
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Twitter

16. A former lover of the Black Dahlia

This one’s more creepy than amazing. This Redditor’s uncle used to date Elizabeth Short, popularly known as the Black Dahlia. Her murder story is quite famous as she was brutally murdered and her killer is still unknown up to this day. This Redditor’s uncle was one of the suspects in the unsolved case because of their connection.

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Reddit

17. Kevin Hart is my brother’s schoolmate

If you haven’t heard of Kevin Hart’s amazing stand-up comedy acts, then you are missing quite a lot! This comedian, actor, and producer who came from Pennsylvania has definitely proved his talent in Hollywood. But, before his acts brought a lot of laughter to his audience, Kevin went to high school like a regular teen.

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Facebook

18. Jay-Z used to date my aunt

Before meeting Beyonce and making it big in Hollywood, Jay-Z was once someone who dated this person’s aunt. It was from a long time ago, and Jay-Z’s career has definitely bloomed over the years since that time.

Twitter
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Twitter

19. Macho Man Randy Savage and me

Professional wrestling was, and still is, one of America’s favorite sources of entertainment. Back in the day, pro wrestler “Macho Man” used to date this Redditor’s aunt and even had a photo with him as he playfully holds him by the neck.

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Reddit

20. Best friends with 2pac

This Redditor’s uncle used to be best friends with Tupac and they even have the same hair color! This was before the rapper earned fame for his work.

Reddit
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Reddit

21. College buddies with Bradley Cooper

A Star Is Born star Bradley Cooper is seen here while he was in college, hanging out in the bar with a friend who is also the aunt of the person who tweeted this image. He looked really young then, but now he’s more mature and has certainly made a name for himself in Hollywood.

Twitter
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Twitter

22. Josh Hartnett’s Prom date

High school is never complete without Prom Night. Even celebrities get to enjoy this part of life including Pearl Harbor actor Josh Hartnett. He dated this person’s Mom and even had a photo taken with her for Prom.

Twitter
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Twitter

23. Messing around with 2pac

Here’s another moment where rapper 2pac is caught messing around before he got his big break in the music industry. His beau at that time was someone’s aunt and they decided to tweet the photo to prove the connection.

Twitter
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Twitter

24. Blake Shelton’s Former Fling

Blake Shelton was named the “Sexiest Man Alive” in 2017 by People magazine and we surely agree that this country music superstar definitely deserved the title. It appears that even in his younger years, ladies were already hooked by his charm although he was just a budding musician and singer at the time.

Twitter
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Twitter

25. Friends with John Travolta

John Travolta is known for his successful movies from the ’70s such as Saturday Night Fever and Grease. Can you imagine the awesomeness of being childhood friends with this man? One Redditor shared that her Mom and the actor were childhood friends and that the woman in the photo with Travolta is her Nana.

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Reddit

26. Ansel Elgort found in the yearbook

When you want to reminisce about your days at school, you only need to grab your yearbook and you’ll surely remember a lot of things upon seeing the faces of your schoolmates. However, one person felt shock rather than nostalgia when she came across a familiar face. It’s none other than The Fault In Our Stars lead actor Ansel Elgort!

Twitter
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Twitter

27. The Fonz

Henry Winkler, the man behind the famous character “The Fonz” from the 1980’s sitcom Happy Days, once dated this Redditor’s wife before the fame he got from the said show. This is an image of them while being sweet with each other.

Reddit
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Reddit

28. Josh Duhamel’s prom date

Transformers star Josh Duhamel used to be a fashion model before he eventually started his acting career. He was married to Black Eyed Peas singer Fergie but their marriage ended in 2017, after they filed for divorce. This picture of him was shared on Twitter after a person realized that the man in the photo who was her Mom’s date was none other than Josh Duhamel.

Twitter
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Twitter

29. Tisha Campbell-Martin

Now, here’s another tweet where a person’s dad can be seen dating actress and singer Tisha Campbell-Martin. This must be before the actress joined the rock musical comedy Little Shop of Horrors where she got her big break in show business.

Twitter
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Twitter

30. That’s Bob Denver!

Apart from the huge fish in this image, another amazing part of this is the man to the left who is wearing sunglasses. The man is none other than Bob Denver, a comedian who’s popular for his portrayal of Gilligan on the 1964-1967 television series Gilligan’s Island. The other man in the photo is this Redditor’s grandfather.

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Reddit

These images only show that celebrities are no different from regular people. They may be famous now, but before all the fame and glamour, these people were as ordinary as everyone else. If you aspire to become a celebrity someday, these photos will surely give you comfort knowing that the people you look up to today were once dreamers like you are now.

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