They dated?!
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Picture of Robert Downey Jr.
Sarah Jessica Parker and Robert Downey Jr
Well before Carrie and co, Sarah Jessica Parker dated Robert Downey Jr for seven years in the â80s, but his drinking and drug abuse put a strain on the relationship. âShe provided me a home and understanding. She tried to help me. She was so miffed when I didn't get my act together,â he said. âSarah Jessica would pull me out of a hangover, and we'd go pick out furniture together. She is a force of nature!"
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Picture of Brad Pitt
Brad Pitt and Sinitta
Singer Sinitta said Brad Pitt was âjust a very cute boyâ during their two-year love affair in the 1980s. In the end the couple broke up because maintaining a long-distance relationship proved too difficult. âIâd go over quite a lot but, at the end of the day, you want someone you can hang out with, not someone youâre always waiting for,â she said. We wonder if Angelina has that problem.
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Picture of Winona Ryder
Winona Ryder and David Duchovny
David and Winona reportedly got together in 1996 though the Californication actor doesnât like to talk about it. "I was just good friends with Winona. I just don't like to talk about my personal life. It's an area I don't go into."
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Picture of Gwyneth Paltrow
Gwyneth Paltrow and Luke Wilson
After meeting on the set of the Royal Tenenbaums, Luke Wilson dated Gwyneth Paltrow for a year in 2002. The actor said he liked Gwynnieâs âgoofy sense of humourâ.
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Picture of George Clooney
George Clooney and Kelly Preston
Things were so serious between George Clooney and Kelly Preston that in 1988 they were living in a Hollywood Hills home with a potbellied pig called Max. Kelly went on to become Mrs John Travolta but George is still looking for Miss Right.
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Picture of Tom Cruise
Tom Cruise and Heather Locklear
In 1982, a fresh-faced Heather Locklear stepped out with Tom Cruise. The young couple seem to have kept things very innocent. "I don't think we kissed. It was more friends," Heather said of the romance.
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Picture of Robbie Williams
Cameron Diaz and Robbie Williams
Robbie worked his British charm on Californian beauty Cameron Diaz in the summer of 2003. The couple was spotted holding hands and kissing on a beach in Santa Monica, and the singer is even alleged to have taken the Charlieâs Angel star for some Go-Karting fun in Berlin.
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Picture of Tom Cruise
Tom Cruise and Cher
This unlikely couple dated in 1987 when Tom Cruise was just starting out in his career and Cher was at the peak of hers. The singer described the actor, who is 16 years younger than her, as âshyâ, but admitted: âI was crazy for himâ.
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Picture of Brooke Shields
Brooke Shields and Dean Cain
Brooke Shields found her Superman (at least for a while) in Dean Cain. The couple dated for two years while they were studying at Princeton, but remain tight-lipped about their time together.
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Picture of Justin Timberlake
Justin Timberlake and Fergie
JT and Fergie had a failed fling in 1996. "It wasn't a long-term serious relationship, so there's no bad blood," says Fergie. "He was 16 and I was 23âŚIt was before he got real heavy with Britney."
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Picture of Zach Braff
Zach Braff and Drew Barrymore
In July 2007, Zach Braff and Drew Barrymore were in contention for Hollywoodâs hottest couple after they were clocked making out in a New York nightclub. Nothing more came of it however and we were left wondering what might have been.
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Picture of Shia LaBeouf
Rihanna and Shia LaBeouf
Shia LaBeouf admitted that he briefly hooked up with Rihanna before they both hit the big time in 2007. The couple didnât make it past their first date though because there just wasnât any chemistry between them. âIt never got beyond one date. The spark wasnât there. We werenât passionate about each other in that way, so we remain friends,â Shia said.
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Picture of Adam Duritz
Courteney Cox and Adam Duritz
Not content with dating her Friend Jennifer Aniston, Counting Crowsâ Adam Duritz moved on to Courteney Cox in 1995. Art imitated life as Adam wrote the song âMonkeyâ for the actress and she appeared in the bandâs music video âA Long Decemberâ.
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Picture of Joaquin Phoenix
Liv Tyler and Joaquin Phoenix
There was an instant attraction between Liv Tyler and Joaquin Phoenix when they met in 1997 on the set of Inventing The Abbotts. "What can I say? We hit it off immediately. She`s a darling. I`ve said it over and over again. She`s just very real, right there, never like a movie star. She`s so genuine, and she doesn`t take herself too seriously. It shows in the work she does that her honesty stands out most," said the Gladiator star.
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Picture of Christina Applegate
Christina Applegate and Brad Pitt
Christina Applegate was briefly the object of Brad Pittâs attention in 1988. Christina was famous for her TV show Married With Children but Brad was on the verge of hitting the very big time.
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Picture of Lindsay Lohan
Aaron Carter and Lindsay Lohan
Back when Lindsay Lohan was a clean-living teen, the actress dated baby-faced singer Aaron Carter. Unfortunately Aaron wasnât as innocent as he looked, and hooked up with Hilary Duff behind LiLoâs back.
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Picture of Colin Farrell
Colin Farrell and Britney Spears
After Britney brushed off rumours that she and Colin Farrell were romantically involved, the naughty Irish actor sent her a T-shirt saying: âI slept with Colin Farrell and all I got was this lousy t-shirtâ. Unsurprisingly the pair arenât talking to each other.
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Picture of Leonardo DiCaprio
Naomi Campbell and Leonardo DiCaprio
Naomi and Leo allegedly hooked up for a brief affair in 1995 just before the actorâs star rocketed with the success of Romeo and Juliet and Titanic.
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Picture of Reese Witherspoon
Reese Witherspoon and Stephen Dorff
Lucky Reese has had a string of gorgeous men but before she got involved with Ryan Philippe or Jake Gyllenhaal, she was dating Blade hunk Stephen Dorff in 1994. We bet you didnât know that!
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Picture of Owen Wilson
Sheryl Crow and Owen Wilson
Sheryl and Owen hooked up with Owen Wilson for three years when the actor had just started out in Hollywood. Things didnât end well however, with Owen calling things to a quick end and the singer saying: âIt felt catastrophic. I was pretty miserable.â
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Picture of Keanu Reeves
Sofia Coppola and Keanu Reeves
This pair were romantically linked in 1992 after Keanu Reeves was directed by Sofiaâs father, Francis Ford Coppola in Dracula.
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Picture of Ashley Judd
Michael Bolton and Ashley Judd
Michael and Ashley remain close despite splitting in 1997. The actress credits the singer with helping her out of a deep depression."He's family and very sweet," she said.
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Picture of David Arquette
Drew Barrymore and David Arquette
Wild child Drew Barrymore had a romance with David Arquette in 1991 (donât worry â way before he met Courteney). The pair then starred together in Never Been Kissed, which had to be a bit weird!
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Picture of Adam Duritz
Jennifer Aniston and Adam Duritz
Jennifer Aniston and the Counting Crows frontman hooked up for just a week in the 90s and Adam hinted that the relationship was doomed from the start. "Some people you really dream about dating. Then, when you get there, you think, 'Wow, this is not the vacation I thought it would be. This is not where I want to spend my vacation'."
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It's interesting.Can you imagine?
from Glamour
from Glamour
Added to
39 votes
Celebs Life & Death
(65 lists)list by SFGÂżmystic
Published 12 years, 11 months ago
1 comment

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