Jerry Seinfeld & Shoshanna Lonstein
Jerry Seinfeld was 39 when he started dating Shoshanna Lonstein, a 17-year-old high school student. In 1993, they met in a park and began dating soon after.
Lonstein even changed institutions after graduating to be closer to Seinfeld in Los Angeles. She began her studies at George Washington University before transferring to UCLA.
Wilmer Valderrama & Demi Lovato
Wilmer Valderrama was 29 years old when he started dating Demi Lovato, who was only 17 at the time. They met while Valderrama was filming a voter-registration PSA.
Between 2010 and 2016, the two had a six-year romance. Valderrama is credited by Lovato with assisting her in remaining drug-free following a period of addiction.
Doug Hutchison & Courtney Stodden
When actor Doug Hutchison announced his marriage to Courtney Stodden, who was only 16, he was 51 years old. Stodden was so young that she needed permission from her parents to marry.
Stodden and Hutchinson met at an acting workshop given by Hutchinson. In 2013, they divorced.
However, the two were back together by 2014, and Stodden's pregnancy was confirmed in 2016. She would subsequently miscarry, unfortunately.
Stodden filed for divorce from Hutchinson again in 2018. In January of 2020, the second divorce was finalized.
Kobe Bryant and Vanessa Bryant
When Kobe Bryant met his future wife, Vanessa, he was in his twenties and an NBA star. She was only 17 years old and a senior in high school at the time.
Despite the relationship's unwanted spotlight, the two managed to make it work. They had been married for 19 years until he died in 2020.
Justin Gaston & Miley Cyrus
.When Justin Gaston and Miley Cyrus first appeared in images together, they were both 21 years old. Despite the fact that the two never made their connection public, it was widely assumed that they were more than simply pals.
The pair appeared to have split up around 2009. They were last spotted together after posting cryptic social media remarks about sadness.
Luc Besson & Maïwenn Le Besco
Justin Gaston and Miley Cyrus were both 21 years old when they first featured in photos together. Despite the fact that the two never publicly acknowledged their friendship, it was commonly suspected that they were more than just friends.
Around 2009, the couple appeared to have broken up. After making cryptic social media comments about sadness, they were last seen together.
Tyga & Kylie Jenner
While Tyga and Kylie Jenner didn't make their relationship public until she was 18 years old, most people believe it began much earlier. When she was about 14 or 15, the rapper began appearing in the reality star's social media posts.
After a three-year partnership, the pair divorced in 2017. They haven't had any children together.
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