Ah, the days of Jen & Brad. Sometimes even the most divine couples collide with the hardships of reality, and these fairytale love stories come to a bitter end. It’s devastating, for them and us. Fortunately, there’s almost always another equally divine and beautiful being willing to swoop in and mend our broken hearts. So let us remind you of these Oscar-worthy duos who once graced the red carpets & where (or who) they stand with today:
Brad Pitt & Jennifer Aniston ~ Brad Pitt & Angelina Jolie
Photos: Getty Images / Wireimage
As if the break-up between this Hollywood hot couple wasn’t devastating enough, we had to watch poor Jen get her hubby stolen by Maleficent herself. #TeamAniston #BradAndJen4Lyfe
Follow-up: Billy Bob Thornton & Angelina Jolie ~ Billy Bob Thornton & Connie Angland
Photos: Getty Images
Remember when Billy Bob & Angelina were a thing? Of course you do! No one could forget about those blood vials hanging from their necks. Ahem, love lockets. Those love lockets hanging from their necks.
Nicole Kidman & Tom Cruise ~ Nicole Kidman & Keith Urban
Photos: Getty Images
Anyone else think Tom & Keith share an unusual resemblance? Either way, Nicole’s a cutie and both of these relationships were/are adorable.
Follow-up: Penelope Cruz & Tom Cruise ~ Penelope Cruz & Javier Bardem
Photo: Getty Images
Penelope Cruz + Javier Bardem = the sexiest couple alive. Fact.
Ben Affleck & Jennifer Lopez ~ Ben Affleck & Jennifer Garner
Photos: Getty Images
Ahh, from “Bennifer” to… Bennifer?
Follow-up: Jennifer Lopez & Ben Affleck ~ Jennifer Lopez & Marc Anthony
Photos: Getty Images
Affleck just couldn’t give Lopez the Latin spice she was missing. But then again, Lopez & Anthony are no longer together, so maybe that’s not it?
Reese Witherspoon & Ryan Phillipe ~ Reese Witherspoon & Jim Toth
Photos: Getty Images
Probably one of the most devastating Hollywood break-ups because Reese & Ryan were the sweetest couple ever – and because CRUEL INTENTIONS. I’m still praying for a come-back.
Demi Moore & Bruce Willis ~ Demi Moore & Ashton Kutcher
Photos: Getty Images
Sorry, but Demi was way steamier in the arms of bad-ass Willis than baby-boy Kutcher.
Follow-up: Ashton Kutcher & Demi Moore ~ Ashton Kutcher & Mila Kunis
Photos: Getty Images
And we love baby-boy Ashton with Mila way more anyways! Much more appropriate, all things considered. Team Jackie & Kelso.
Justin Timberlake & Cameron Diaz ~ Justin Timberlake & Jessica Biel
Photos: Getty Images
Luckily, JT & Diaz have been able to maintain an honest friendship since their split. More luckily, JT & Biel are a thing.