It’s hard to imagine Brad Pitt with anyone other than Angelina Jolie – or, at a stretch, Jennifer Aniston – but not so long ago he was passionately romancing Christina Applegate.
Even more shocking is hunky Ryan Gosling’s relationship with Sandra Bullock, Johnny Depp’s love affair with Kate Moss and Renee Zellweger’s fling with George Clooney.
Here are some of the oddest celebrity couples you won’t believe dated.
It’s hard to believe it now, but these unlikely couples were once deeply in love.
Sandra Bullock and Ryan Gosling dated despite having 16 years between them.
Brad Pitt and Christina Applegate dated in 1988.
Renee Zellweger and George Clooney were an item.
Andre Agassi and Brooke Shields were married for just two years.
Ashton Kutcher dated a pre-Mad Men January Jones.
It seems like a lifetime ago that Ben Affleck and Gwyneth Paltrow were together.
Demi Moore dated Emilio Estevez before marrying Bruce Willis.
Aussie acting couple Heath Ledger and Naomi Watts dated from 2002 to 2004.
An affair with Whoopi Goldberg ended Ted Danson’s first marriage.
Johnny Depp and Kate Moss were engaged in 1998.
Funny couple Lisa Kudrow and Conan O’Brien had a brief romance.
Mimi Rogers is Tom Cruise’s often forgotten first wife.
Russell Crowe and Meg Ryan met on the set of Proof of Life and enjoyed a passionate romance.
Sheryl Crow dedicated a song to former flame Owen Wilson.
Sarah Jessica Parker and Michael J Fox dated after Mars Attacks.
Sarah Jessica Parker and Robert Downey Jr were together from 1984 to 1991.
Tom Cruise was also romantically linked to Heather Locklear.
