Celebs you never knew dated
Pardon, what?!
Getty Images / REXMyles Stephenson & Malin Andersson
Rak-Su's Myles was allegedly hooking up with Love Island's Malin during The X Factor live shows, after messaging on social media. “They met up in secret and enjoyed a few nights together at her home in Milton Keynes before going their separate ways," a source told The Sun. “It was a cheeky move by Myles given that X Factor’s bosses ask contestants to concentrate on the show while they are still involved.”
Rex FeaturesJames Arthur & Rita Ora
James Arthur recently spoke out about a "secret fling" he had with Rita Ora years ego, saying that their split turned him into a sex addict. Yep, really. Rita supposedly left him "heartbroken" when she went cold on him shortly after admitting she was "in love" with him. "I started bingeing on sex. I became as addicted to sex as I was to weed," he said. "I craved sex, I had to have it and I needed it to fill the void and make myself feel better."
Rex FeaturesLena Headey & Jerome Flynn
Game of Thrones fans brace yourselves! Did you know that this duo actually dated? Lena and Jerome were first linked in 2002 and broke up after almost an year together. The bitter split apparently made life on set a little awkward - with one crew member saying that Lena and Jerome are "no longer on speaking terms". So before you fall for any conspiracy theories on why Bronn and Cersei are never shown interacting, know that this might be just it.
Getty imagesJustin Timberlake & Jenna Dewan-Tatum
In a recent appearance on Watch What Happens Live with Andy Cohen, Jenna Dewan-Tatum revealed that she used to date Justin Timberlake. The actress, who was one of Justin's back-up dancers at the time, confirmed that after his big public split from Britney Spears, they had a short-lived relationship: “We dated. Not that long. We were like friends, then dated and we’re just really good friends now”. Jenna went on to marry her Step-Up co-star Channing Tatum and Justin tied the knot with Jessica Biel. We wonder if they go on double dates.
Getty ImagesJon Bon Jovi & Diane Lane
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 jockstraps 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.
Getty ImagesSandra 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.
Getty ImagesMadonna & Michael Jackson
What the!?! Madonna has revealed that she used to smooch Michael Jackson back in the day. During herCarpool 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."
Getty ImagesAlexis Bledel & Milo Ventimiglia
Did you know that Alexis Bledel and Milo Ventimiglia didn't just fall in love as Rory and Jess on Gilmore Girls, they fell for each other IRL, too.
The pair met on the 00's TV show, and then dated for three years before calling it quits in 2006. They kept their romance a secret, and Alexis did say in an interview that she and Milo spoke about marriage while they were together: “I think everybody who has been dating for more than a couple of years probably talks about it at some point. It’s a fun thing for us to talk about, but that’s it.”
Alexis is now married to Mad Men's Vincent Kartheiser and the pair have one child. Milo is currently single.
FameFlyNetBradley 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?
Kim Kardashian & Nick Cannon
Kim Kardashian’s sex tape may have led to her lucrative career as a reality TV star but it ended her relationship with Nick Cannon. The two started dating in September 2006 but the relationship was short lived, although it did last longer than 72 days! In an interview on The Howard Stern Show in 2012, Nick admitted that the reason he split up with Kim because she had lied about having a sex tape with former boyfriend Ray J.
He said: "This was my issue. We talked about this tape…And she told me there was no tape. If she might have been honest with me I might have tried to hold her down and be like 'That was before me' because she is a great girl”. Since splitting from ex-wife Mariah Carey, Nick has been linked to a number of women including Amber Rose and Heidi Klum.
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.
"[Drew and I] 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.'
January Jones and Ashton Kutcher
Back in 1998, the year he landed his role as Michael Kelso in That 70's Show, Ashton Kutcher was dating Mad Men’s January Jones. The pair made it to three years before splitting in 2001, and it would seem that Ashton’s lack of support over January’s ambitions contributed to their break-up. The actress has accused Ashton of: “Not [being] supportive of my acting. He was like, 'I don't think you're going to be good at this’. So—f*** you! He only has nice things to say now—if anything, I should thank him. Because the minute you tell me I can’t do something, that’s when I’m most motivated.”
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Jennifer Love Hewitt & Joey Lawrence
Imagine if this pair had married - she'd be Jennifer Lawrence, and that could have been awkward for the ACTUAL Jennifer Lawrence. This pair got together after the popularity of Party of Five made Jennifer Love Hewitt a household name, but they only lasted for a few months.
Matthew Perry & Heather Graham
This pair dated briefly in 2003, but it all ended fine because the two actors have remained friendly over the years, with Graham guest-starring on two of Perry's shows, Studio 60 On The Sunset Strip and Go On, after the breakup.
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.
Justin Timberlake & Fergie
Age clearly wasn’t an issue when it came to love for Justin Timberlake and Fergie. It’s not much of a surprise, but JT was a hit with the older ladies even before his career as a popstar took off as he bagged himself a relationship with a 23-year-old Fergie at the age of 16 in 1996. "Justin and I would go out together and have fun and make out” said the Black Eyed Peas star in an interview, “we were never serious. He was Mr. Right Now."
Ryan Reynolds & Kristen Johnston
Way before Blake Lively, Scarlett Johansson and even Alanis Morrisette, Ryan Reynolds dated 3rd Rock from the Sun star Kristen Johnston. Their fling was debuted in 1991 when the pair attended the film premiere of The Green Mile together.
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."
Robbie Williams & Cameron Diaz
Yep, that’s right - Robbie Williams managed to work his British charm on Cameron Diaz in 2003 when the pair were spotted getting close in Santa Monica. The romance was short lived as the unexpected couple’s summer fling was over before we could say ‘Good Morning, Charlie’.
Nevertheless, Diaz kept Robbie’s love life alive even after the pair split as the former Take That heartthrob’s wife Ayda Field recently revealed that the Hollywood actress saved their relationship. Speaking on Loose Women, Ayda said: “A few months into our relationship, we had a break-up. Well we had a couple of break-ups actually. He went to the Chateau Marmont and got talking to Cameron Diaz. While they were talking, she said to him, you obviously still love your girlfriend; you need to go home to her. And he did. I always have a special place for her in my heart now.”
Getty ImagesDavid Spade & Julie Bowen
It’s safe to say that David Spade is no stranger to a Hollywood romance. Having dated a string of beautifully blonde actresses from Heather Locklear to Nicollete Sheirdan throughout the past decade, it’s clear he has a type. Known for his funny man charms, it's no surprise that the actor even managed to bag himself a year long relationship with Modern Family star Julie Bowen back in 2002. Bowen married current husband Scott Phillips two years later on 4th September 2004 before giving birth to their three children.
Getty ImagesWinona Ryder and Matt Damon
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 rumours. 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...
Rex FeaturesSimon Cowell and Amanda Holden
Yep that's right... Britain's got Talent's bickering duo Amanda Holden and Simon Cowell once dated. "Simon always tells people he hired me because he fancied me but that’s absolute nonsense. He doesn’t go for blondes," Amanda said. Explaining the date, she said: "A very long time ago, when we were both single, we went out on a date but I pre-ordered a cab to come and get me at 10.30pm, which made him laugh and he never forgot that." The date didn't go to plan then, Simon?
Getty ImagesRyan 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.
Rex FeaturesKylie Minogue & Rupert Penry Jones
Handsome Brit Rupert Penry-Jones dated Kylie Minogue for nine months after they performed together in The Tempest in 1993. “I thought I was one of the luckiest men in the world,” he said. “And to be honest I couldn’t believe it would last longer than a week. She’s an extremely free spirit.” He’s now married to fellow actress Dervla Kirwan, with whom he has two children.
Getty ImagesDarius Danesh & Jacqui Ainsley
An unlikely pair if ever there was one! Guy Ritchie’s new wife Jacqui Ainsley once dated Popstars alumnus Darius Danesh after she appeared in his music video. The pair were together for two years and lived together in Fulham before they split in 2004.
Getty ImagesJohnny Depp & Jennifer Grey
A little-known fact is that Jennifer Grey wooed Johnny Depp with her dance moves in 1989. OK, we just made that bit up but the Dirty Dancing star did date Johnny, and the pair were even rumoured to be engaged before they split after a year.
Getty ImagesMatthew 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."
Getty ImagesCameron Diaz & Jared Leto
Cameron Diaz and Jared Leto might seem an unlikely pair now but they dated for four years from 1999 and were even engaged before breaking up. Don’t they make a pretty pair?
Getty ImagesRyan Reynolds & Melissa Joan Hart
Melissa Joan Hart revealed that she made out with Ryan Reynolds when she was just 19. Apparently the kiss happened when she was filming Sabrina The Teenage Witch, after he presented her with an expensive Beluga watch as a present. Writing in her memori, the actress said: “He was 17 and I was, like, 19. I was like, ‘You're too young for me.’ So I stopped his car ... and I wasn't sure; am I gonna get mad at him? I wasn't sure so I just grabbed him and started kissing him. You get a piece of jewellery like that, you gotta make out with the guy!”
Getty ImagesBilly Burke & Neve Campbell
This couple really had our mouths dropping! Apparently Twilight star Billy Burke briefly dated Scream’s Neve Campbell in 2003 after appearing together in the thriller Lost Junction.
PA PhotosMatthew Perry & Lizzy Caplan
These two were much more than just Friends apparently after dating for an epic six years. The low-key pair got together in 2006 but are rumoured to have broken up when Matthew wouldn’t commit. Lizzy’s career sky-rocketed soon after as she bagged the female lead in Masters of Sex.
Getty ImagesSofia Vergara & Enrique Iglesias
Back in the 90s, Modern Family star Sofia Vergara was most famous for dating singer Enrique Iglesias. How things have changed!
Rex FeaturesMadonna & 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.
Rex FeaturesHelen 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!
Getty ImagesJulia Roberts & Daniel Day-Lewis
Julia Roberts and Daniel Day-Lewis were rumoured 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 rumoured 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!
Getty ImagesChristian Bale & Drew Barrymore
Try as we might we just can’t imagine these two together but 20 years ago Drew Barrymore and Christian Bale had a “thang”. The pair, who were teens at the time, went on a date – but it didn’t go very well, according to the Batman star. “We went to see some bloody awful horror film, and that was the end of it,” he said. "She never called again."
Getty ImagesElsa Pataky & Adrien Brody
As if we weren’t jealous of Elsa Pataky already for bagging Chris Hemsworth, aka Thor, it turns out the Spanish actress has also dated Adrien Brody. And, get this, he bought her a castle in upstate New York when they were together, circa 2008.
Getty ImagesVanessa Hudgens & Josh Hutcherson
Josh Hutcherson dated Vanessa Hudgens after they met on the set of Journey 2: The Mysterious Island but, by the sound of things, it didn’t end amiably. “I think getting broken up with is worse than breaking up with somebody. For me it hurts more when you’re ready for something to keep going and the other person isn’t. I was blind at first by looks, by love, whatever. I’ve been known to fall hard and quick for girls, which I think is better than not falling at all,” said the Hunger Games star.
GettyKim Kardashian & Nick Lachey
Kim Kardashian dated another reality TV star way back when – Newlyweds’ Nick Lachey (pre-Jessica Simpson). He hinted that while they were dating, she would alert the paparazzi to their whereabouts so she could be photographed. Never! We don’t believe it!
Rex FeaturesJennifer 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.
Rex FeaturesJohnny Depp & Juliette Lewis
Juliette Lewis was once engaged to Johnny Depp (this was after she’d just split from Brad Pitt). The pair met on the set of What’s Eating Gilbert Grape? in 1993 but broke off their union before heading down the aisle.
Rex FeaturesMischa Barton & Jamie Dornan
Yeah, it happened. Albeit brief, the pair had a little romance back in 2007. One of their dates was to an Arcade Fire concert, how very noughties!
Getty/RexMadonna & Tupac
Madonna has revealed that she dated the late rapper Tupac before his untimely death in 1996. The singer revealed that the late rapper "got me all riled up about life in general" and left her "feeling very gangsta".
Getty ImagesSandra Bullock & Matthew McConaughey
Way back when - circa 1996 - Sandra Bullock and Matthew McConaughey dated after meeting on the set of A Time To Kill. Even though it didn't work out between them romantically, Sandra and Matthew are still good pals with the Dallas Buyers Club star even recently helping her to celebrate her Decades Of Hotness gong at the Guys Choice Awards.
FilmMagicChloe Green & Marc Anthony
We can’t deny that when pics of 21-year-old Topshop heiress Chloe Green canoodling with 44-year-old Jennifer Lopez’s ex-hubby Marc Anthony, landed on our desk we were, erm, kind of dumbfounded (read: our jaw actually hit the actual floor). The two have reportedly known each other for years as both Marc and J-Lo are big fans of dad, Sir Philip’s Topshop emporiums.
FlynetJames Arthur & Kimberley Garner
X Factor champion James Arthur broke a few hearts when he was snapped hand-in-hand with Made In Chelsea star Kimberley Garner in London. The pair enjoyed a romantic meal together before heading to Sketch nightclub to continue their evening. Arthur had revealed his crush on the property heiress just a few weeks earlier.
PacificCoastNews.comSimon Cowell and Carmen Electra
What's Simon Cowell doing here with Carmen Electra? Persuading her to become a judge on one of his many shows? No, actually the pair were enjoying a romantic meal at a West Hollywood eaterie. "They were really into each other. At one point, they were talking real close, and he leaned in and kissed her. They started making out," said a source. Question is, will this A-list couple make it past the dating stage?
Wenn/RexGeri Halliwell and Russell Brand
Geri Halliwell and Russell Brand apparently hooked up after the Olympics Closing Ceremony. We couldn't quite believe it ourselves but the Spice Girl seemed to confirm the rumours, saying: "Yes. It's been a whirlwind."
Rex FeaturesDanny Boyle and Rosario Dawson
Rosario Dawson, 33, and Danny Boyle, 55, have got to be among the stranger celebrity couples ever to have got it together, surely? The pair were spotted in a steamy cinch in Brighton in August 2012, after Dawson – the leading lady in the film maker’s current movie, Trance – was pictured enjoying the Olympics Opening Ceremony, which Boyle directed.
Rex FeaturesAshley Olsen and Lance Armstrong
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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Getty ImagesMoby 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, [nerds] 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."
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesSteve Coogan and Courtney Love
Arguably one of the most surprising (and brilliant!) celeb hook-ups OF ALL TIME was Courtney Love’s revelation that she and Steve ‘ah-ha’ Coogan had had a two-week fling, resulting in her alleged pregnancy. Courtney reportedly moaned to friends that it was “embarrassing” to go from dating A-listers to Alan Partridge, while Steve denied the pregnancy rumours but said of reports of their fling: “Some of it was true, most of it was b*****ks.”
Celebs That Changed Weight For A Role
The Stars – When They Were Young
WireImageDrew Barrymore and Corey Feldman
Back in 1989, a then 14-year-old Drew Barrymore dated teen movie star Corey Feldman for a brief time, going public with the relationship in dramatic style at the 1989 Oscars. That same year, the actress also had a romance with Corey’s co-star, the late Corey Haim.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesKimberly Stewart and Benicio del Toro
Kimberly Stewart shocked the world when she announced that the father of her unborn baby was Benicio Del Toro – who she not even been linked to. It turns out the pair had a short romance in December 2010 but agreed to keep things amicable when Kimberley fell pregnant. A statement released by Benicio’s rep said: “Kimberly is pregnant. Benicio is the father and is very supportive. Although they are not a couple, they are looking forward to the arrival of the baby.”
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Getty ImagesLucy Liu and George Clooney
In 2000, George Clooney and Lucy Liu were rumoured 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!
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesKiefer Sutherland and Julia Roberts
Yep, it’s easy to forget, but once upon a time, Julia Roberts and Kiefer Sutherland were Hollywood’s ‘it’ couple, flaunting their love at premieres and red-carpet dos alike. However, their complicated relationship read like a film plot: the couple got engaged when Kiefer left his then-wife for Julia after meeting her on the set of Flatliners, but Julia dumped Kiefer just days before their wedding after finding out he had had an affair with a stripper. Julia then got one up on Kiefer by fleeing to Europe with his Lost Boys co-star Jason Patric. Somebody turn that into a movie? They did – Runaway Bride, starring Julia Roberts!
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesDiane Keaton and Keanu Reeves
Diane Keaton did cougars across the land proud when she was rumoured to be dating Keanu Reeves in 2005, after meeting on the set of Something's Gotta Give, two years before. Keanu was alleged to have dumped his then-girlfriend to date the Oscar winner, nearly 20 years his senior, and she was reportedly seen visiting his L.A. house ‘after hours’. However, Diane later denied the claims, saying: “I wish there was a link between Keanu and I, but I haven't seen him since filming ended."
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Getty ImagesKristen Bell and Matthew Morrison
Another celebrity pairing to meet before fame came-a-knocking was Kristen Bell and Glee’s Matthew Morrison. Kristen revealed: "I actually went to college with Matty Morrison. We actually dated very briefly, so I'll have to say maybe Matt Morrison is my favourite part of Glee for various reasons."
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Getty ImagesNicolas 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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesOwen Wilson and Sheryl Crow
Before hooking up with Lance Armstrong, Sheryl Crow was in a three-year relationship with his fellow Texan (and good friend) Owen Wilson, who she described as “so talented, and a great, great person”. Sheryl even dedicated her 2002 track Safe And Sound to Owen, but, by 2003, she was dating Lance. To make matters more confusing, after they split, Lance went on to date another of Owen’s exes – Kate Hudson. Celebrities and their incestual love lives, eh?
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Getty ImagesSarah Jessica Parker and Michael J Fox
In 1996, Sarah Jessica Parker and Michael J. Fox met on the set of Tim Burton’s film Mars Attacks and played an on-screen couple, which was rumoured to have spilled over into real life. In the film, Michael’s character attempted to save SJP’s character from the Martians, but sadly he couldn’t save their relationship, which was short-lived...
Celebs That Changed Weight For A Role
The Stars – When They Were Young
NBC/Getty ImagesHilary Duff and Shia LaBeouf
Are there any actresses in Hollywood Shia hasn’t dated?! The actor once shared a date with Hilary Duff, but it was such a disaster, the pair never arranged to see each other again. Describing their dinner at a sushi restaurant, Shia called it: “Probably the worst date either of us has ever had.” Wow – what could possibly have happened?!
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Getty ImagesTeri Hatcher and Michael Bolton
Before Michael Bolton hooked up with Desperate Housewives’ Nicollette Sheridan, the crooner had already previously dated another member of the cast: step forward Teri Hatcher. A year before the actress got her big break as Lois Lane in Lois & Clark: The New Adventures Of Superman, Teri appeared in the music video for Michael’s single Missing You Now, and their chemistry in the cheesy video spilled over into real life.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesTyra Banks and Will Smith
Tyra and Will: who knew?! Yep, before Will began dating now-wife Jada Pinkett, he was seeing Tyra for around a year after she appeared in a few episodes of The Fresh Prince of Bel-Air in the early 90s, starring as an old friend of his character.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosColin Farrell and Britney Spears
After Britney Spears brushed off rumours that she and Colin Farrell were romantically involved, the naughty Irish actor sent her a T-shirt saying: “I slept with Colin Farrell and all I got was this lousy t-shirt”. Unsurprisingly the pair aren’t talking to each other.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesBarbra Streisand and Andre Agassi
Andre Agassi was 28 years Barbra Streisand’s junior when they dated in the early 90s. “He’s very intelligent; very, very sensitive, very evolved; more than his linear years,” she gushed; but it wasn’t a game, set and match made in heaven as the couple split a few years later.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesBrad Pitt and Sinitta
Singer Sinitta said Brad Pitt was “just a very cute boy” 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. “I’d go over quite a lot but, at the end of the day, you want someone you can hang out with, not someone you’re always waiting for,” she said. We wonder if Angelina has that problem.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesJuliette Lewis and Brad Pitt
Another of Brad’s early romances was with none other than actress-turned-rock-frontwoman Juliette Lewis, whom he met on the set of Too Young To Die. The then-unknown actors broke up shortly after appearing in their respective breakthrough roles in Thelma And Louise and Cape Fear, which were both released six months apart in 1991. Juliette has said of their romance: “It was such a lovely time in my life...because we were anonymous. We were both struggling actors and Brad blew up after we were together... We were just unknown young actors in L.A. I even remember his little bungalow that we lived in off Melrose [Avenue], that we'd smoke lots of pot in. Then we split and he became Brad Pitt.”
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosWinona Ryder and David Duchovny
Winona Ryder and Winona Ryder reportedly got together in 1996 though the Californication actor doesn’t 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."
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosTom 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 “shy”, but admitted: “I was crazy for him”.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Big PicturesAaron Carter and Lindsay Lohan
Back when Lindsay Lohan was a clean-living teen, the actress dated baby-faced singer Aaron Carter. Unfortunately Aaron wasn’t as innocent as he looked, and hooked up with Hilary Duff behind LiLo’s back.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosJennifer 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'."
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosSimon Cowell and Sinitta
After being romanced by Brad Pitt, Sinitta started dating Mr Simon Cowell. The pair were together for 14 years before they split in 2002 because he didn’t want children. Despite this, Sinitta says she still loves the hard-nosed music exec unconditionally.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesLiv 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 Walk The Line star.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosCourteney Cox and Adam Duritz
Not content with dating her Friend Jennifer Aniston, Counting Crows’ Adam Duritz moved on to Courteney Cox in 1995. Art imitated life as Adam wrote the song Monkey for the actress and she appeared in the band’s music video A Long December.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosMichael Bolton and Ashley Judd
Michael Bolton and Ashley Judd 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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosAngelina Jolie and Jonny Lee Miller
In 1996, this pair didn’t date, they married. Recently Jonny Lee Miller said of his famous ex-wife: “There’s so much crazy stuff written about Angie, but she’s just one of the most down-to-earth girls you’re likely to meet… There’s a lot of love there.” We hope Brad Pitt isn’t the jealous type!
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosZach Braff and Drew Barrymore
In July 2007, Zach Braff and Drew Barrymore were in contention for Hollywood’s 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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosBrooke 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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesCameron Diaz and Matt Dillon
This gorgeous duo met in 1996 while filming Feeling Minnesota and went on to star together in There’s Something About Mary. The actress describes the actor as “her first true love” and now they’re both single, there are even rumours that a reconciliation is on the cards.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosBrooke Shields and Michael Bolton
Despite a 12-year age-gap, Brooke Shields hooked up with Michael Bolton albeit briefly in 1992.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosGeorge 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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosTom 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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosGwyneth 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 Gwynnie’s “goofy sense of humour”.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosRihanna and Shia LaBeouf
Shia LaBeouf admitted that he briefly hooked up with Rihanna before they both hit the big time in 2007. The couple didn’t make it past their first date though because there just wasn’t any chemistry between them. “It never got beyond one date. The spark wasn’t there. We weren’t passionate about each other in that way, so we remain friends,” Shia said.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Big PicturesKimberly Stewart and Tommy Lee
Rod Stewart may have been a wild rocker in his youth but we’re not sure even he would have approved when his daughter Kimberly hooked up with Motley Cru star Tommy Lee in 2007. To make things even weirder Kimberly’s step-mum Rachel Hunter also dated the shock rocker. Yuck!
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesNaomi Campbell and Leonardo DiCaprio
Naomi Campbell and Leonardo DiCaprio allegedly hooked up for a brief affair in 1995 just before the actor’s star rocketed with the success of Romeo and Juliet and Titanic.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
WENNSienna Miller and Diddy
Sienna Miller was Diddy’s constant partying companion in 2007, hitting the dancefloor together from London to Ibiza. Both were forced to deny there was anything but friendship between them but the rapper’s long-term girlfriend Kim Porter didn’t look happy.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosChristina Applegate and Brad Pitt
Christina Applegate was briefly the object of Brad Pitt’s 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.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesSarah Jessica Parker and Robert Downey Jr
Well before Carrie and co, Sarah Jessica Parker dated Robert Downey Jr for seven years in the ‘80s, but his drinking and drug abuse put a strain on the relationship. “She provided me a home and understanding. She tried to help me. She was so miffed when I didn't get my act together,” he said. “Sarah Jessica would pull me out of a hangover, and we'd go pick out furniture together. She is a force of nature!"
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosRenée Zellweger and Jack White
The Bridget Jones star and White Stripes frontman dated for a year and a half and were even rumoured to be engaged before they split suddenly in 2004.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
Rex FeaturesReese Witherspoon and Stephen Dorff
Lucky Reese Witherspoon had a string of gorgeous men but before she got involved with Ryan Phillippe or Jake Gyllenhaal, she was dating Blade hunk Stephen Dorff in 1994. We bet you didn’t know that!
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosChristy Turlington and Christian Slater
Christy Turlington and Christian had a fling after the break-down of her marriage in 1993. Nothing long-term came of it as the model moved on to romancing Jason Patric and Ed Burns, who she finally married.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
PA PhotosSofia Coppola and Keanu Reeves
This pair were romantically linked in 1992 after Keanu Reeves was directed by Sofia Coppola’s father, Francis Ford Coppola in Dracula.
Celebs That Changed Weight For A Role
The Stars – When They Were Young
