Sandra Bullock and Ryan Gosling

The pair met on the set of the film Murder By Numbers and fell in love. They seemed to last quite a while, but eventually Ryan moved on to Rachel McAdams and Sandra would go on to marry Jesse James.

Image: Getty

Justin Timberlake and Fergie

Fergie recently spoke about her past with Justin on an episode of Watch What Happens Live with Andy Cohen and said it “wasn’t all that serious”.

Image: Getty

Cher and Tom Cruise

The two had a brief fling back in the ‘80s before Tom would marry his first wife. Cher has said that Tom was one of her top 5 lovers.

Image: Getty

READ MORE: Rihanna was in the army?! And 19 other surprising celebs' jobs

Nick Lachey and Kim Kardashian

Jessica Simpson’s ex insinuates that he’s the reason Kim K is famous. Or at least that she used him to get famous. He says that they went to a movie and no one followed them there and then when they left “there were 30 photographers waiting outside”.

Image: Getty

Channing Tatum and Amanda Bynes

These two co-stars hit it off on the set of She’s The Man and had a brief fling and flirtation after.

Image: Getty

Leonardo DiCaprio and Naomi Campbell

The pair had a brief fling back in 1995, apparently. But now they’re just really cool, super famous friends.

Image: Getty

READ MORE: ‘Would Beyoncé and Solange be as popular if they had darker skin?’ – Matthew Knowles

Seal and Tyra Banks

Before Heidi Klum, Seal dated model Tyra Banks.

Image: Getty

Moby and Natalie Portman

The musician and actress dated back in 2001 and Moby got a lot of hate for it. "As far as the very brief affair that I had with Natalie, it's made me a target of a lot of nerd wrath."

Image: Getty

Sarah Jessica Parker and Robert Downey Jr

Can you believe these two dated from 1984 to 1991? Unfortunately Robert’s drug and alcohol problems pushed them apart. He says he has since made amends with her though

Image: Getty

READ MORE: Celebs and TV shows making big comebacks in 2018

Jennifer Lopez and Wesley Snipes

JLo and Wesley dated very briefly in 1995 after they both starred in Money Train.

Image: Getty

Mila Kunis and Macaulay Culkin

These two didn’t just date – they were together for EIGHT YEARS!

Image: Getty


Whitney Houston and Ray J

We still can’t get over this one. Apparently Ray J was Whitney’s last boyfriend before her tragic death.

Image: Getty

Wilmer Valderrama and Mandy Moore

Wilmer was Mandy’s first boyfriend and they dated for about a year.

Image: Getty

READ MORE: Celebrity break-ups that caught us by surprise

Liam Neeson and Helen Mirren

They lived together for four years back in the ‘80s after meeting on the set of Excalibur and falling in love. They even recounted stories from when they were together on The Graham Norton Show.

Image: Getty


Ryan Reynolds and Alanis Morissette

These two dated from 2002 to 2007 and were even engaged for the last two years of their relationship.

Image: Getty

Arthur and Chomee

The two are said to have dated a while back but have since broken up. They now do however collaborate musically.

Image: Gallo

Boity Thulo and Katlego Maboe

They apparently dated when they were in school and have stayed good friends since.

Image: Gallo

READ MORE: How our favourite ‘90s couples would dress if they were still together today

Bonang and Siphiwe Tshabalala

Queen B and Shabba were rumoured to be dating when she was presenting Kaizer Chiefs FC TV.

Image: Gallo

Nonhle Thema and Speedy

The stars reportedly dated back in 2014.

Image: Gallo

Did they or didn’t they?

Sisqo and Beyonce

Now we’re not sure if these two were actually a thing, but they showed up to the 2000 VMAs together in co-ordinated outfits. And they used to hang out as evidenced by a now deleted Instagram. 

Image: Getty

Sign up to W24’s newsletters so you don't miss out on any of our hot stories and giveaways.