Search Results for: Winona Ryder

To consider the fact that these couples actually existed at one point may sound like complete blasphemy. They did, however, happen. These are relationships between stars that you never expected to find out about (or forget about). The hookups between super stars that you didn't remember... until now. Do you remember these- rather, odd couples? Jon Bon Jovi & Diane Lane Getty Images Diane Lane dished about what dating Jon Bon Jovi was like in the 80s, saying: "I think every girl should have such a wonderful experience when she's that young." The pair dated for five months, and she said "I have some photos of him packing for the tour. Just all the jock straps were lined up on the floor for the whole band to get through the whole tour." Jockstraps, you say? "You have to under those leather pants, sweating!" she explained further. Sandra Bullock and Ryan Gosling Ryan Gosling is perhaps best known for his relationship with Eva Mendes, but longer before Eva there was Sandra – a full 16 years older than him. The pair dated for a year before splitting in 2002. And Ryan has only fond memories of their time together, in an interview after their breakup he spoke about Sandra and his other ex, Rachel McAdams: "I had two of the greatest girlfriends of all time. I haven't met anybody who could top them" - cue Eva Mendes stealing his heart for good. Madonna & Michael Jackson What the!?! Madonna has revealed that she used to smooch Michael Jackson back in the day. During her carpool Karaoke with James Corden, the Queen of Pop revealed that they used to kiss, and she was the one who obviously made the first move, "because he was a little shy". "But he was a willing accomplice," she added. "I did get him to sort of loosen up with a glass of Chardonnay. And it worked wonders." Bradley Cooper and Renee Zellweger When one GLAMOUR staff told us this happened, we nearly spat out our coffee. Yes Bridget Jones's Baby actress Renee Zellweger and The Hangover hottie Bradley Cooper dated for a whole TWO years before splitting in 2011. The pair, who first met on the set of Case 39 in 2006, before reportedly splitting due to Bradley's work commitments. But back to our first point... Whaaaa? Drew Barrymore & David Arquette They played brother and sister in Never Been Kissed but did you know that they secretly dated? David divulged that he and Drew dated years ago. " used to date when we were very young kids. Well, not little kids!", he revealed. "She's just one of the sweetest, kindest people in Hollywood. She always has been, and she always will be. She's just a lovely, sweet person. We used to run around and just be silly.' For more unexpected celebrity relationships, Click "Next". Michael Keaton & Courteney Cox In the 90s, Friends star Courteney Cox dated a Batman! The pair dated for six years but in 1995 they parted ways. Courteney told People magazine shortly after the split: "It's the most important relationship I've ever had, and I think he's the most wonderful person I've ever met." Seal & Tyra Banks Heidi Klum’s ex hubby managed to woo supermodel Tyra Banks in 1996. The pair kept their fling under wraps making only one public appearance as a couple during their short lived romance. Robert Downey Jr & Sarah Jessica Parker The Iron Man star and Sex and The City goddess dated from 1984 to 1991. The Hollywood couple were ‘absolutely’ in love according to Robert Downey Jr, who opened up about how he made peace with the former love of his life on an American TV show last year, 24 years after their break up. The pair split after seven years together when Sarah Jessica Parker called it quits due to the actor’s drug addiction. During an interview on The Howard Stern Show in April 2015, Robert Downey Jr spoke about his visit to his ex-girlfriend’s home in New York. "You know, you always have this impression of someone you spent a big chunk of your life with ... and I think the further you get away from that in your new relationship, you sub-intentionally taint your perception of the person," he mused. "And seeing her I was like, she's so great and so cool and so funny and in command, and I got to meet her kids and I saw the way that she and (her husband) Matthew lived, and I respect both of them so much." Winona Ryder and Matt Damon Getty Images Who woulda thought?! Matt Damon and Winona Ryder dated for around two years in 2000, keeping their relationship fairly low profile. During that time, both sides faced cheating rumors. Speaking to Playboy after they broke up, Matt said: “It ended for reasons far more pedestrian than, say, a mad orgy at the Four Seasons during which my feelings were hurt because Richard Gere was too interested in her.” Oops... Ryan Reynolds & Alanis Morrisette Back before Blake Lively, back before even Scarlett Johansson, Ryan Reynolds was engaged to fellow Canadian Alanis Morrisette. The pair were together four and a half year before they broke up in 2007 and the singer went on to pen an album about the beak-up. “I didn't even realize it while I was writing the record, but it definitely goes through all the stages of grief,” said the singer of Flavors Of Entanglement. For more unexpected celebrity relationships, Click "Next". Matthew McConaughey & Janet Jackson Janet Jackson admitted that she had a brief fling with Matthew McConaughey after they met at the Grammys in 2002. He told a different story though: "I met her at the Grammys and found her to be a very very sweet lady. We swapped some good music and she's a dear lady. She's a sweetheart but we're not dating, we're just friends. That's about all there is right now." Madonna & Vanilla Ice Vanilla Ice dated Madonna for eight months in 1991. The rapper, or Robert Winkle as he is now known, even went as far as appearing in some saucy shots for the singer’s Sex book. Helen Mirren & Liam Neeson Helen Mirren and Liam Neeson lived together in the early 1980s after they starred and fell “in love” on the set of Excalibur in 1981. Who would have guessed it! Julia Roberts & Daniel Day-Lewis Getty Images Julia Roberts and Daniel Day-Lewis were rumored to have been in a relationship in the early 1990s, at the height of the media interest in Julia’s relationship. She had just broken off her wedding to Kiefer Sutherland and fled to Ireland with his friend Jason Patric but they then split up too after he accused her of sleeping with Daniel Day Lewis. Friends say they just flirted but it’s rumored that Julia turned down Gwyneth Paltrow’s Oscar-winning role in Shakespeare In Love because Daniel Day-Lewis wasn’t interested in the part of Will Shakespeare so who knows! Jennifer Aniston & Paul Rudd After filming The Object Of My Affection, Paul Rudd became the object of Jennifer Aniston’s affections in 1998. If things ended badly there was no sign of it as they worked together again, on the set of Friends, when Rudd played Phoebe’s boyfriend Mike. For more odd celebrity relationships, Click "Next". Ashley Olsen and Lance Armstrong Rex Features In 2007, the rather unlikely pairing of Ashley Olsen and Lance Armstrong set tongues wagging when the two were spotted “making out” in the bar of a New York hotel. At 15 years Lance’s junior though, Ashley soon moved on after a few months to The Hangover’s Justin Bartha. Moby and Natalie Portman In a 2008 interview, self-proclaimed nerd Moby let slip that he had shared a brief dalliance with now-happily-engaged Natalie Portman. He explained: "I guess in some people's eyes, might be mildly sexy - and, as a nerd, I'm certainly happy to enjoy some of the effects of that. But as far as the very brief affair that I had with Natalie, it's made me a target of a lot of nerd wrath. You don't date Luke Skywalker's mom and not have them hate your guts." Lucy Liu and George Clooney In 2000, George Clooney and Lucy Liu were rumored to be dating, though neither confirmed the relationship. Five years later, the pair got the rumour-mill back into overdrive when they reportedly rekindled their romance for the night, after being spotted sharing a romantic dinner and then leaving together in a limo. A witness said of Lucy: "She looked like she was going to devour him." Ooh-er matron! Nicolas Cage and Brooke Shields You certainly can’t accuse Brooke Shields of having a type... Back in the 80s, the actress dated Nicolas Cage, and the pair went public at the New York premiere of his 1987 film Moonstruck. The couple split in 1988, after a year of dating. Tom Cruise and Cher PA Photos Source: (Glamour)