From Julia Roberts and Kiefer Sutherland to Justin Timberlake and Fergie, we bet you didn’t know these guys used to date...
We’ve rounded up the most unexpected former A-list couples from years gone by.
Remember when Justin Timberlake and Britney Spears were the biggest thing on the planet, in all that denim? Of course you do. But did you know that Justin also dated pop princess Fergie, pre-Britney?
Way before he married Mila Kunis, Ashton Kutcher was a red carpet regular with a pre-Mad Men January Jones. Possibly even more unexpected though, is that Ashton allegedly tried to discourage January from acting (yes, there could have been no Betty Draper if he’d had his way).
“[He] was not supportive of my acting,” January told GQ. He was like, ‘I don’t think you’re going to be good at this.”
We’ve also unearthed some pure 90s joy in the form of Julia Roberts and Kiefer Sutherland together on the red carpet – they got engaged after meeting on the set for Flatliners. But Julia is said to have called off their wedding just days before the ‘do, as Kiefer had reportedly been going behind her back. Naughty boy.
And let’s not remember the fact that Tom Cruise and Cher were at one point in time a romantic item, too.
Now see if you can remember the rest of these A-List couples dating…
How cute is this?! The two were snapped catching up in 2015 at a dior Homme fashion party in their adoptive home of Los Angeles.
A late-Eighties/early-Nineties power couple, Julia Roberts and 24 star Kiefer Sutherland were engaged, too. However, Roberts branded Sutherland as “young and silly” after calling off their engagement in 1991. Kiefer has since said: “There was a huge connection between us but it was more like friends than the passionate relationship that she or I would have wanted. She saw that, I did not.
Andre Agassi is thought to have dated Barbra Streisand for about a year in the early Nineties. The tennis ace called his relationship with Streisand “very special” and the Oscar winning signer-actress even turned up at Wimbledon to watch him play in 1993.
Brad Pitt and Juliette Lewis dated when she was 17 and he was ten years her senior, from 1990-1993. They’ve stayed friends ever since, with Juliette wishing him a happy 51st birthday on Instagram.
We’d stay friends with Brad if he was our ex, too…
Ryan Reynolds and Alanis Morisette got engaged in 2004, right when Alanis was mega-famous for her album Jagged Little Pill. Alanis said: “He’s just such a supportive creature. I feel so loved by him, in a trampoline kind of way. He’s always very happy for me.”
However, it was not to last and they split before tying the knot in 2007.
Yep, this happened. Age-gap lovers Diane Keaton and Keanu Reeves met when filming rom-com, called Something’s Gotta Give. In a spot of life imitating art, the pair hooked up on screen, too!
Leonardo DiCaprio has been linked to a number of glamorous ladies but dating Naomi Campbell, somehow, managed to fly under our radar. Although they were rumoured to have had a fling in 1995 the two have since stayed friends and were seen hanging out on Leo’s yacht in Cannes in 2013.
Before he was Magic Mike, these two were rom-com dynamite in 2006 teen flick She’s The Man – based on Shakespeare’s Twelfth Night, don’t you know? – however, the pair ignited romance rumours when they were allegedly spotted kissing off-set.
Reality TV worlds collided when X Factor alumnus James Arthur was spotted out with former Made In Chelsea star Kimberley Garner in late 2012. The pair were thought to have enjoyed a number of dates together before the flame fizzled out.
Eh? Mischa Barton and Jamie Dornan dated? Well, apparently so. The two were pictured on a date to see Arcade Fire in Brixton back in 2007.
Ashton Kutcher and January Jones dated from 1998 to 2001 and despite January’s revelation in an interview that she shouldn’t bother going into acting, it seems they’re still pally despite being exes. The Mad Men star recently said that Ashton “only has nice things to say” to her now. (And we should jolly well hope so, too!)
Tyra Banks and Will Smith are rumoured to have hooked up after she appeared on The Fresh Prince Of Bel Air – and if the romance rumour mill is to be believed, the twosome dated from 1993-1994.
If you were in any doubt as to whether or not this happened, Cher firmly set the record straight when she was quoted as saying the following actual words: “Tom Cruise is one of my top five former lovers”. They had a fling in 1985 – and, in short, everything about this is awesome.
Britney Spears and Colin Farrell made an appearance on the red carpet for his film The Recruit in 2003, shortly after the pop princess had split from N*Sync frontman, Justin Timberlake. Making sure they snared a fair few headlines the following day, th two were even papped kissing on the red carpet that night, too. Blimey!
Sandra Bullock and a young Ryan Gosling started dating after they met on the set of Murder By Numbers in 2002. The genetically-blessed couple were together for two years.
Way back, circa 2004, pre-Fifty Shades Of Grey Jamie Dornan and the brilliant Keira Knightley were an item. Despite being together for two years, the gorgeous pair are seldom remembered as even having dated at all!