2023-06-26 20:53:56
It’s hard to believe who’s dated who in Hollywood… These stars have had romantic relationships in the past:
1. Julia Roberts and Kiefer Sutherland
They met on the set of the movie “Flatliners” and quickly became known as the it couple of the 90s: Julia Roberts and Kiefer Sutherland. From 1989 to 1991, the Hollywood darling and the dream factory’s bad boy, who repeatedly hit the headlines with excessive drinking, beamed together on the red carpets. However, the planned wedding fell through three days before the big date. The ‘Pretty Woman’ star got cold feet, grabbed Kiefer’s best friend Jason Patric and fled to Ireland with him. In retrospect, Sutherland sees it calmly, after all, Roberts and he were very young at the time of the separation. Kiefer Sutherland later married twice, but both marriages didn’t last, but the “24” star has been in a relationship with actress Cindy Vela since 2014. After a brief marriage in 1993, Julia Roberts married singer Lyle Lovett again in 2002 and married cinematographer Danny Moder. She has three children with him and lives a very private life.
Julia Roberts and Kiefer Sutherland’s great love ended a few days before the wedding.© picture alliance / ASSOCIATED PRESS
2. Mila Kunis and Macaulay Culkin
The two were a couple for eight years: Mila Kunis and Macaulay Culkin. By 2010, the actress and former child star managed to keep their relationship largely out of the press and public. Today, Mila Kunis is happy with Ashton Kutcher (who previously dated Demi Moore for a long time) and has two children with him. The two have been together since 2012, and the Hollywood model couple married in 2015. Macaulay Culkin has been in love with actress and singer Brenda Song since 2017 and their son Dakota was born in 2021.
In case you’re wondering what Mila Kunis and Macaulay Culkin’s children would have looked like, AI was recently used to create images showing what the children of long-separated celebrity couples look like.
Their childhood love lasted a long time, but not forever: Macaulay Culkin and Mila Kunis.© picture-alliance/ dpa
3. Ryan Reynolds and Alanis Morissette
Heartthrob Ryan Reynolds and singer Alanis Morissette caught fire at actress Drew Barrymore’s birthday party. The two Canadians dated from 2002 to 2007 – the actor and singer-songwriter were even engaged. But even before the wedding, there was a separation. And today? Grammy winner Alanis Morissette is with 30-year-old rapper Souleye, Ryan Reynolds is happy with fellow actress Blake Lively – the Hollywood dream couple has been married since 2012 and has three daughters together, Blake is currently pregnant with their fourth child.
Loving couple Ryan Reynolds and Alanis Morissette at the film premiere of “Blade” in 2004.© picture-alliance/ ABACA
4. Sarah Jessica Parker and Robert Downey Jr.
Sarah Jessica Parker has been married to fellow actor Matthew Broderick for over 20 years. Before that, the “Sex and the City” star had a prominent relationship in the 80s: She is said to have been in a relationship with “Back to the Future” star Michael J. Fox for about a year. The relationship with Robert Downey Jr. lasted longer, the later Hollywood stars were a couple for seven years. “Iron Man” Robert Downey Jr. was then married to colleague Deborah Falconer for twelve years, with whom he has a son. He has two children from his marriage to film producer Susan Levin (since 2005).
Speaking of “Sex and the City”: Kim Cattrall aka Samantha returns! And: did you know that about Robert Downey Jr.? He was in prison for over a year!
Were inseparable in the 1980s: Sarah Jessica Parker and Robert Downey Jr.© imago images/ZUMA Wire
5. Justin Timberlake and Cameron Diaz
After Justin Timberlake split from former “Mickey Mouse Club” co-star Britney Spears in 2002 after four years of dating, the then-boy band NSYNC star dated actress Cameron Diaz, nine years his senior. Justin Timberlake appeared alongside the Hollywood beauty from 2003 to 2007. In the same year, the singer met his current wife, actress Jessica Biel, in 2011 they got engaged, in 2015 they married and their two sons, Silas and Phineas, made happiness perfect. Cameron Diaz married Good Charlotte guitarist Benji Madden in 2015, to whom she had been engaged since 2014. The two have a daughter.
Cameron Diaz and Justin Timberlake: Their love lasted four years.© imago images/ZUMA Wire
6. Tom Cruise and Cher
Before “Top Gun” star Tom Cruise was married to Australian actress Nicole Kidman for more than ten years, then first dated Penelope Cruz after the breakup, and later married Katie Holmes (2005 to 2012), the Hollywood star was first married to fellow actress Mimi Rogers together. Before those relationships, Tom Cruise met singer Cher in the mid-1980s. He was 24 at the time and she was 40. They are said to have had an affair and shared an apartment in New York for a while. Cher admitted in an interview many years later: “I was crazy about him!” After her two marriages to Sonny Bono (1964-1975) and country rocker Gregg Allman (1975-1979), Cher was also in love with Gene Simmons, Val Kilmer, Tommy Lee and Richie Sambora, among others. She has been dating comedian and screenwriter Ron Zimmerman since 2010.
Did you know that? Stars like Tom Cruise come from poor backgrounds and have worked their way up to world stars!
Had an affair: singer and actress Cher and Hollywood star Tom Cruise.© imago images/ZUMA Wire
7. Johnny Depp and Ellen Barkin
Johnny Depp has an impressive list of famous ex-lovers. The actor had a great love story with Winona Ryder, the two were a couple for four years. Not only the fans thought it was forever, but so did Johnny Depp himself. He had “Winona forever” tattooed on his arm. After the end, he had the tattoo shortened to “Wino forever”: “Wine forever”. Shortly thereafter, another lover of Johnny Depp was actress Ellen Barkin, who was nine years his senior. The couple spent a few months together in the mid-1990s. Later followed the wild love for supermodel Kate Moss, then the long relationship with Vanessa Paradis, from which he separated after 14 years because of actress Amber Heard. She eventually married the ‘Pirates of the Caribbean’ star, but the marriage was short-lived, ending in divorce and a courtroom muddle a year later. About a year after the trial, Johnny Depp celebrated his comeback in Cannes. By the way: Johnny Depp was briefly engaged to “Dirty Dancing” actress Jennifer Gray in the mid-1980s.
Dating in 1994: Johnny Depp and Ellen Barkin. © imago images/Landmark Media
8. Christina Applegate and Brad Pitt
Heartthrob Brad Pitt dated the most beautiful women in Hollywood – mostly his film partners, by the way. Among others, Juliette Lewis, with whom he was together for four years, Gwyneth Paltrow, to whom he became engaged, and Claire Forlani, whom he met on their joint film “Rendezvous with Joe Black”. Two marriages followed – with Jennifer Aniston and later Angelina Jolie, whom he fell in love with while filming “Mr. and Mrs. Smith” until the ugly separation in 2016. And even before his career as an actor, Brad Pitt grabbed the most sought-after women, such as Christina Applegate, star of “A Terribly Nice Family” at the end of the eighties. Christina Applegate’s love life was less varied: she was married to actor Johnathon Schaech for six years (2001 – 2007). In 2013 she married musician Martyn LeNoble, with whom the actress has a daughter.
Here’s everything you need to know about Brad Pitt and Angelina Jolie’s breakup: The Worst Celebrity Breakups Ever
They were a couple before he was famous: Christina Applegate and Brad Pitt.© picture alliance / RE/Westcom/STAR MAX/IPx
9. George Clooney und Kelly Preston
Actress Kelly Preston died of breast cancer in July 2020. She was married to John Travolta for more than 25 years and had three children with him. But there was also a time before that: at the end of the 1980s, she actually lived with George Clooney for two years and took care of their pot-bellied pig Max. By the way, George Clooney was already married to star lawyer Amal Clooney before his current marriage, from 1989 to 1993 with fellow actress Talia Balm. The Hollywood star has been happily married to Amal since 2014, and her twins Ella and Alexander were born in 2017.
Were a beautiful couple in their 80’s: Kelly Preston and George Clooney.© picture alliance / 721059_Globe Photos/MediaPunch
10. Nicole Kidman and Lenny Kravitz
The Australian actress was married to Tom Cruise for more than ten years, and they adopted two children. Between this and her next marriage – to singer Keith Urban – in 2004, Nicole Kidman was involved with another musician for a year: Lenny Kravitz. Nicole Kidman has been married to Keith Urban since 2006 and they have two girls named Sunday Rose and Faith Margaret. Lenny Kravitz was married to actress Lisa Bonet from 1987 to 1993, and their daughter Zoe Kravitz is now a star herself. After the marriage, the singer was said to have had affairs with Madonna, Naomi Campbell and Kylie Minogue. From 1990 to 1992, Lenny dated Johnny Depp’s ex-wife, Vanessa Paradis. Then Natalie Imbruglia, Adriana Lima, Penelope Cruz and Michelle Rodriguez joined the list of Kravitz ex-affairs – which is probably far from all. It is not known who Lenny Kravitz is currently dating.
Speaking of affairs: These stars don’t take it too seriously when it comes to loyalty.
Singer Lenny Kravitz dated Nicole Kidman in 2004, today the two get along well – even in a threesome with Keith Urban) © picture alliance / AP Images
By the way: Despite separation, love can arise again: these stars are celebrating their love comeback! And: The first writers’ strike in Hollywood in 15 years! These stars show solidarity.
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