These famous faces took unconventional paths in their relationships and lives, showing us all that when it comes to love and life, rules are meant to be broken.
1. Samir Nasri
The former footballer sparked controversy when he was spotted leaving a club with 17-year-old Sofia Richie days ahead of his 29th birthday.
2. Tyga
While it’s unclear when Tyga and Kylie Jenner began dating, rumors began swirling surrounding the two in fall of 2014, when Jenner would have been 17 and the musician 24. The artist later poked fun at their age gap in his 2015 song, “Stimulated”, in which he raps “They say she young, I should’ve waited She a big girl, dog when she stimulated.”
3. Bret Michaels
The song ‘Every Rose Has Its Thorn’ was about Michaels relationship with 16-year-old Tracy Lewis during his early 20s.
4. Kobe Bryant
The late NBA legend met his wife Vanessa when he was 21. They got engaged roughly six months later. 17-year-old Vanessa was still in high school.
5. Hunter “Echo” Ecimovic
In 2021, TikTok star Hunter “Echo” Ecimovic found himself in hot water after photos surfaced of the then 20 year-old kissing a 16-year-old Millie Bobby Brown. The following year, the ‘Stranger Things’ actress got candid about the ‘unhealthy situation,’ explaining that she ‘felt very vulnerable’ during her time with the social media star.
6. Anthony Kiedis
“Anthony Kiedis of the Red Hot Chili Peppers also admitted to a relationship with a minor. He once told the story of a Catholic school [student] who had come to his concert that he slept with, and her eventually revealing she was 14, a runaway, and her father was the chief of police — Kiedis said, ‘I did want to get her the h—l back home right away. So, we had s—x one more time.’ He was in his mid-20s.”
7. R. Kelly
“Rumours of R. Kelly and underage girls have simmered for decades, and bubbled up to the surface thanks to the Lifetime docu-series Surviving R. Kelly, in which numerous women allege they were sexually abused by the R&B singer while they were in their teens. Kelly first met aspiring young singer Aaliyah when she was just 12, while a marriage certificate that surfaced years later indicates they were secretly married when she was 15.”
8. Woody Allen
“While Woody Allen’s relationship with wife Soon-Yi Previn (adopted daughter of his longtime girlfriend Mia Farrow) was plenty scandalous, as are the allegations of child sexual abuse lodged against him by daughter Dylan, in 2018 Christina Engelhardt revealed that she’d had an eight-year affair with the then-42-year-old director, which began when she was 16.”
9. Ash Stymest
“Lily-Rose Depp was only 16 when she reportedly began dating 24-year-old model Ash Stymest (who had previously been married and had a child). In fact, Stymest even joined her family on vacation a few months after they reportedly began dating. They’re rumored to have broken up after two and a half years, at which point they’d still never confirmed their relationship.”
10. Steven Tyler
“Aerosmith front-man Steven Tyler was 24 when he began dating 16-year-old Julie Holcomb. Weirdly enough, Tyler convinced Holcomb’s mother to make him Julie’s legal guardian so she’d be able to travel over state lines while the band was on tour.”
11. Doug Hutchison
“Best known for playing creepy characters in such projects as The Green Mile and TV’s Lost, Doug Hutchison was 51 when he married aspiring actress-singer Courtney Stodden, age 16, in 2011. The couple parlayed their infamy into a reality-show sort of pseudo-celebrity, appearing on Couples Therapy and Britain’s celebrity version of Big Brother.”
12. Wilmer Valderrama
“When it comes to dating teenage girls, Wilmer Valderrama deserves a spot in the hall of fame. The former That ’70s Show star was 30 when he started dating 17-year-old Demi Lovato, with their relationship lasting for six years. Meanwhile, Valderrama also dated Lindsay Lohan when she was 17 and Mandy Moore when she was 16.”
13. Elvis Presley
“Elvis Presley was 24 and arguably one of the world’s biggest stars when he met 14-year-old Priscilla Beaulieu in 1959 while he was stationed in Germany during his military service. They began dating, and The King and Priscilla had a long-distance romance when he returned to the U.S. when he was discharged in 1960.”
14. Jimmy Page
“During the mid-1970s, Led Zeppelin was one of the world’s biggest rock stars, and Lori Mattix (also known as Lori Maddox and Lori Lightning) was one of the rock world’s most popular groupies — despite the fact that she was just 14 years old. Jimmy Page and Maddox began a sexual relationship that lasted until she was 16 — when she caught him cheating on her with another groupie.”
15. Luc Benson
“Director of such films as La Femme Nikita and Taken, Luc Besson was 32 when he began a relationship with 15-year-old actress Maïwenn Besco in 1991, who gave birth to the couple’s daughter the following year at age 16. Besson, by the way, has never been charged with statutory r—e in his native home of France, because the age of consent is 15.”
16. Don Johnson
“Best known these days as the stars, respectively, of Miami Vice and Working Girl and parents of Fifty Shades of Grey’s Dakota Johnson, Don Johnson and Melanie Griffith met when he was 23 and she was just 14. Griffith was 15 when they moved in together, and 18 when they got married in 1976.”
17. Jerry Lee Lewis
Rock ’n’ roll pioneer Jerry Lee Lewis’ divorce (his second) wasn’t even finalized when he got hitched again — to his 13-year-old third cousin, Myra Gale Brown, who reportedly still believed in Santa Claus when they wed in 1957.
18. Bill Wyman
“The former bass player for The Rolling Stones has always been a ladies man whose girlfriends seemed to get younger as he got older. This hit its zenith when he began dating Mandy Smith who was (reports vary) either 13 or 14 at the time, while Wyman was in his late 40s.”
19. Fergie
“Proving that it’s not just men who have inappropriate relationships with teenagers, Black Eyed Peas singer Fergie was 23 when she dated Justin Timberlake, who was just 16 at the time. ‘Justin and I would go out together and have fun and make out,’ she said in a 2006 interview with Cosmopolitan.”
20. Jerry Seinfeld
“Back in 1993, Jerry Seinfeld had just won an Emmy for his groundbreaking sitcom Seinfeld when he met 17-year-old high school student Shoshanna Lonstein in New York’s Central Park (she turned 18 shortly after they started dating).”
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