The Surprising High School Sweethearts Of 10 Hollywood Stars

High school dating is a precarious experience even for the most well-adjusted teenager. Halfway between childhood and adulthood, high school teens have to deal with all the usual peer pressure mixed i

High school dating is a precarious experience even for the most well-adjusted teenager. Halfway between childhood and adulthood, high school teens have to deal with all the usual peer pressure mixed in with raging hormones, rapidly changing bodies, a growing brain, and growing responsibilities.

Looking back at Hollywood high-school sweethearts provides a precious glimpse at what celebrities were like before they were famous - or, in some cases, what's it's like to date in high school as a famous teenage celebrity. There's also the inherent thrill of learning about boyfriends and girlfriends who dated these celebrities before their exes became the huge stars they are today.

There are ex-boyfriends who have cheated on women who turned into superstars, in some cases inspiring the art that propelled them to fame. There are other Hollywood high school dating stories that raise eyebrows, and provoke uncomfortable questions about exactly what happened.

Not all high school sweethearts ended their relationships in tragedy, controversy or disaster. Some of the high school couples on this list serve as reminders that teenagers can be as kind and chivalrous as they can be unpredictable, creating positive memories of growing up that last a lifetime. Some of these celebs even remain in contact with their non-celebrity past loves today.

10 Emma Watson - Tom Ducker

Emma Watson's first significant romance was rugby player Tom Ducker, who she dated as a teenager while working on the Harry Potter series of films. Paparazzi spotted the two enjoying their time together on the French Riviera, dining on lobster and sipping fine champagne.

She reportedly broke up with him after pictures surfaced of Tom partying with other girls. A source close to Emma stated that the star was understandably upset, considering him her first love.

9 Ben Affleck - Cheyenne Rothman

Ben Affleck says he still stays in touch with several of his ex-girlfriends, including Jennifer Lopez, Gwyneth Paltrow and his high-school sweetheart, Cheyenne Rothman.

According to People magazine, Ben and Cheyenne met at a summer camp while they were teens. The two remained an on-and-off couple for seven years as Affleck bounced from the University of Vermont to Hollywood, after being rejected by Harvard.

8 Taylor Swift - Sam Armstrong

Taylor Swift's history of drawing inspiration for her songs from her dating life may have started in high school, when she dated Sam Armstrong. Their relationship came to a halt when she discovered that Sam was cheating on her.

This betrayal caused Taylor to write "Should've Said No", which features lyrics directed at Sam that sing, "you should've thought twice before you let it all go."

7 Brad Pitt - Kim Bell


Kim Bell dated Brad Pitt back in the 1970s while growing up in Springfield, Missouri. She remembers him as "a good first boyfriend" because of how well he behaved with her. Of course, they went their separate ways in the 9th grade, both of them moving on to raising their own families.

In a recent interview, Bell recounted Pitt's charm and personality as a young teen, going to parties and events together, stating that the entire town knew that Brad had a bright future.

6 Kim Kardashian - TJ Jackson

After causing a stir on Oprah by describing her use of birth control at 14, there was rampant speculation about Kim K's teenage dating life. This led to the revelation that her first high-school sweetheart was TJ Jackson, nephew of Michael Jackson.

This leak is attributed to Pam Behan, the nanny of the Kardashians between 1991 and 1996. The former nanny revealed this to the world as part of a publicity campaign for the her book of memoirs about her time with the family.

5 James Franco - 'Jasmine'


James Franco admits he was very shy at high school, stating that during his early teen years he was "a little confused and mixed-up when it came to dating." He considers himself lucky that he dated his high-school girlfriend - only ever mentioned in interviews by her first name, Jasmine - during his last two years of secondary school.

4 Scarlett Johansson - Jack Antonoff


Lena Dunham was shocked when she was browsing the internet one day and came across a picture of her boyfriend, Jack Antonoff, with his high school girlfriend, Scarlett Johansson.

ScarJo and Jack met when they were teenagers enrolled in the Professional Children's School in New York , dating for about a year. When Dunham saw the old photos of her boyfriend's high profile high school sweetheart, she said she thought she "was hallucinating."

3 Johnny Depp - Lori Allison

Johnny Depp dropped out of high school to pursue a career in music before switching to acting, but he still fell in love young. In fact, he was married by age 20 - a tidbit that's not frequently mentioned in relation to Depp's many high profile relationships.

2 Justin Timberlake - Fergie

It's a little-known fact that when he was only 16, Justin Timberlake was dating 23 year old Stacy Ferguson, better known by her current stage name Fergie. At the time, she was part of the group Wild Orchid, while he was ascending to pop superstardom.

Fergie says she was with Justin before he became serious with Britney Spears, another one of his famous high-school loves.

1 Beyoncé - Lyndall Locke

Beyoncé and her high school boyfriend Lyndall Locke dated for nine years, meeting for the first time at a youth church event.

He has admitted that he cheated on Beyoncé five times while they were together. He made the admission after Beyoncé was wooed by Jay Z when she split with Locke - a considerable upgrade for Bey.

"Who cheats on a woman as beautiful as Beyoncé?", Lyndall lamented. "Well, I am that man and it's something that'll always haunt me."

Of course, Beyoncé has become one of the most successful and powerful figures in show business while Lyndall reminisces to celebrity blogs about his infidelities.



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The Surprising High School Sweethearts Of 10 Hollywood Stars