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22. Henry Cavill (32) and Tara King (19)
Henry Cavill dated 19 years old college student Tara King in 2015 and 2016. He said that it was normal to question their age difference, but added "People say age is just a number. It's actually real and true sign of someone's maturity."
Henry Cavill dated 19 years old college student Tara King in 2015 and 2016. He said that it was normal to question their age difference, but added "People say age is just a number. It's actually real and true sign of someone's maturity."
23. Jerry Seinfeld (39) and Shoshanna Lonstein (17)
In 1993, he started dating Shoshanna Lonstein who was in high school at the time.
In 1993, he started dating Shoshanna Lonstein who was in high school at the time.
24. Scott Disick (34) and Sofia Richie (19)
He started dating Sofia in 2017 when she was 19 years old.
He started dating Sofia in 2017 when she was 19 years old.
25. Johnny Deep (26) and Winona Ryder (17)
She met him at the Great Balls of Fire premiere in June 1989, and they began dating two months later, when she was 17 and he was 26.
She met him at the Great Balls of Fire premiere in June 1989, and they began dating two months later, when she was 17 and he was 26.
26. R. Kelly (27) and Aaliyah (15)
They started dating after recording an album together and in 1994, they had a secret marriage due to Aaliyah’s minor status. However, the marriage was annulled a few months later due to its illegal nature.
They started dating after recording an album together and in 1994, they had a secret marriage due to Aaliyah’s minor status. However, the marriage was annulled a few months later due to its illegal nature.
27. Madonna
Madonna has dated almost exclusively way younger men. She’s now 61, dating Ahlamalik Williams who’s 25.
also:
- Jesus Luz (21) > she was 50
- Brahim Zaibat (25) > she was 55
Madonna has dated almost exclusively way younger men. She’s now 61, dating Ahlamalik Williams who’s 25.
also:
- Jesus Luz (21) > she was 50
- Brahim Zaibat (25) > she was 55
28. Leonardo Dicaprio
DiCaprio's penchant for dating younger women is well known. He has never dated a woman over the age of 25.
He’s now with Camila Morrone, who’s not 25 yet. They started dating when she was 20 and he was 43.
DiCaprio's penchant for dating younger women is well known. He has never dated a woman over the age of 25.
He’s now with Camila Morrone, who’s not 25 yet. They started dating when she was 20 and he was 43.
29. Brad Pitt (27) and Juliette Lewis (17)
They were together for 4 years.
She said in an interview "It amazes me that people are still fascinated that we went out for four years…I was in my high-school years and it was a wonderful, loving relationship with a fun, smart guy"
They were together for 4 years.
She said in an interview "It amazes me that people are still fascinated that we went out for four years…I was in my high-school years and it was a wonderful, loving relationship with a fun, smart guy"
30. Brian Austin Green (30) and Megan Fox (18)
Brian and Megan met in 2004 when Fox was 18 and he was 30. They got engaged in 2006 but broke it off before eventually marrying in June 2010. They have 3 children together.
Brian and Megan met in 2004 when Fox was 18 and he was 30. They got engaged in 2006 but broke it off before eventually marrying in June 2010. They have 3 children together.
31. Matthew Gray Gubler (24) and Kemp Muhl (16)
He dated model Kemp Muhl in 2004. They made their first red carpet appearance when Muhl was 16 years old. Gubler was 24.
He dated model Kemp Muhl in 2004. They made their first red carpet appearance when Muhl was 16 years old. Gubler was 24.
32. Caroline Flack (32) and Harry Styles (17)
Styles and Flack's relationship was highly scrutinized for its 14-year age gap. At the time, Caroline was 31 years and Harry was 17 years old.
Styles and Flack's relationship was highly scrutinized for its 14-year age gap. At the time, Caroline was 31 years and Harry was 17 years old.
33. Justin Bieber (22) and Sofia Richie (17)
Justin Bieber who was 22, dating a barely-out-of-high-school 17 yo.
Justin Bieber who was 22, dating a barely-out-of-high-school 17 yo.
34. René (45) and Céline Dion (19)
They knew each other since Celine was 12, but things "only" became romantic when she turned 19.
They knew each other since Celine was 12, but things "only" became romantic when she turned 19.
35. Tommy Mottola (40) and Mariah Carey (19)
Carey met Mottola when she was 19 and he was 40. Their relationship got intimate and despite their 20-year age difference, they got married in 1993. He was abusive and they finalized their divorce in 1998.
Carey met Mottola when she was 19 and he was 40. Their relationship got intimate and despite their 20-year age difference, they got married in 1993. He was abusive and they finalized their divorce in 1998.
36. Liam Payne (26) and Maya Henry (18)
Liam and Maya were first rumored to be a couple in 2018. However, the pair did not confirm their relationship until late 2019. But rumors says he started dating her when she was 17.
Liam and Maya were first rumored to be a couple in 2018. However, the pair did not confirm their relationship until late 2019. But rumors says he started dating her when she was 17.
37. Pete Davidson (26) and Kaia Gerber (18)
Only one month after she turned 18, she was rumoured to be dating Pete Davidson, who was 26.
Only one month after she turned 18, she was rumoured to be dating Pete Davidson, who was 26.
38. Marilyn Manson (36) and Evan Rachel Wood (18)
Evan Rachel Wood was abused by Marilyn and she tells her story here:
Evan Rachel Wood was abused by Marilyn and she tells her story here:
39. Jeff Goldblum (56) and Tania Raymonde (21)
Having a history of dating younger women, they met when she was 21 and he was 56.
Having a history of dating younger women, they met when she was 21 and he was 56.
40. Drake Bell (20) Melissa Lingafelt (16)
They started dating when she was 16 and homeschooled, and then she quickly moved in with him. She later accuse him of verbal and physical abuse.
They started dating when she was 16 and homeschooled, and then she quickly moved in with him. She later accuse him of verbal and physical abuse.
41. Frank Sinatra (48) and Mia Farrow (19)
Sinatra and Farrow met in 1964, while the actor was filming Von Ryan’s Express. Farrow at that time was the star of a new television show, Peyton Place. She was 19 and Sinatra was 49. They got married two years later.
Sinatra and Farrow met in 1964, while the actor was filming Von Ryan’s Express. Farrow at that time was the star of a new television show, Peyton Place. She was 19 and Sinatra was 49. They got married two years later.
42. Vincent Cassel (48) and Tina Kunakey (17)
He met tina when she was only 17. In 2015 when she was 18, Cassel even said "i didn’t know how old she was when I met her but you don’t choose who you fall in love with"
They got married in 2018 and she got pregnant in 2019.
He met tina when she was only 17. In 2015 when she was 18, Cassel even said "i didn’t know how old she was when I met her but you don’t choose who you fall in love with"
They got married in 2018 and she got pregnant in 2019.
43. Doug Hutchison (50) Courtney Stodden (16)
Known for "The Green Mile" Doug Hutchison was 50 when he married the 16yo teenage girl.
He said that he had assumed that this relationship would attract attention but was shocked when his professional life nosedived.
Known for "The Green Mile" Doug Hutchison was 50 when he married the 16yo teenage girl.
He said that he had assumed that this relationship would attract attention but was shocked when his professional life nosedived.
44. Brigitte Macron (39) and Emmanuel Macron (15)
1990, she was his teacher & was already married with 3 kids.When rumors are spread abt them,he is send to Paris in another school.They stayed in touched & in 2006 she got divorced.They began secretly dating & got married in 2007.
1990, she was his teacher & was already married with 3 kids.When rumors are spread abt them,he is send to Paris in another school.They stayed in touched & in 2006 she got divorced.They began secretly dating & got married in 2007.
