Look, we have our iconic celebrity couples like Brad Pitt and Angelina Jolie, Liam Hemsworth and Miley Cyrus, Beyonce and Jay-Z. We have the fallen couples we mourn to this day: Brad Pitt and Jennifer Aniston, Selena Gomez and Justin Bieber, Ben Affleck and Jennifer Garner. And then sometimes, you just have celebrities dating some really fucking weird people that we apparently had to block out of your mind.
Selena Gomez and Orlando Bloom
This pair isn’t just weird because of the age difference (or the fact that photos of them hooking up surfaced while he’s been dating Katy Perry) but because Orlando’s ex, Miranda Kerr, had a fling with Selena’s ex, Justin Bieber. Yikes.
Benji Madden and Cameron Diaz
Sunny blonde babe Cameron Diaz is married to scowling, eyeliner-wearing Good Charlotte rocker. Hm.
Mila Kunis and Macaulay Culkin
Google “Macaulay Culkin 2016” and you’ll get my point.
Jack Antonoff and Scarlett Johansson
We all know the Fun. rocker has been committed to Lena Dunham for years, but just a few years ago he was taking Scarlet Johansson to prom.
Chris Martin and Jennifer Lawrence
Jennifer Lawrence is a dynamic, talented, hilarious actress and Chris Martin is basically a shortbread cookie come to life.
Ryan Reynolds and Alanis Morrissette
Ryan Reynolds may be hard at work creating the world’s most genetically perfect family with Blake Lively, but once upon a time, he ran the risk of inspiring Alanis’ follow up to “You Oughta Know.”
Madonna and Vanilla Ice
And to think, this was back before Madonna became increasingly obsessed with awkward attention grabs.
Nick Lachey and Kim Kardashian
This kind of proves that Nick Lachey’s type is “reality star.”
Sandra Bullock and Ryan Gosling
These two sound weird at first, but actually after thinking about how lovely they both seem, you kind of want to make it work.
Ashley Olsen and Lance Armstrong
They probably didn’t work out because Lance couldn’t imagine having “bowls and bowls” of cigarettes at his wedding guests’ table.
Ashton Kutcher and January Jones
The best part is Ashton, illustrious star of What Happens in Vegas, Dude, Where’s My Car and Two and A Half Men told the Mad Men star she couldn’t act.