Yesterday, news broke that Ryan Seacrest and Adriana Lima were dating. Somewhere in the mixed pool of reactions (many of which were positive) was general confusion. How did this happen? Isn't Adriana married? What's a megababe Victoria's Secret supermodel from Brazil doing with the guy largely responsible for bringing the Kardashians into our home?

While we might have to wait a while to get those answers (if they're even dating at all--neither party has confirmed it so far) but as of right now, Adriana and Ryan are hands down the weirdest couple--at least as of this month.

They aren't, however, the weirdest pairing ever. Here are some equally head-scratch-inducing mashups.

Mary Kate Olsen & Olivier Sarkozy

Let's start with the king and queen of weird couples: Mary Kate and Olivier, who got married late last year. Most bizarre thing about this mashup, though, is how Olivier's daughter looks like a long-lost Olsen sister.

Ashley Olsen & George Condo

Mary Kate's not the only one that's half of a weird couple. Ashley Olsen was recently spotted all over New York with artist George Condo. He's roughly thirty years her senior and there are virtually no photos of them anywhere. Maybe it was all a dream?

Miranda Kerr & Evan Spiegel

This one's not so weird as it is unexpected. When Miranda and Evan announced their engagement, they did it on the most fitting platform they could find: Evan's brainchild, Snapchat.

Cameron Diaz & Benji Madden

I always thought of Cameron as the female George Clooney: super hot and a perma-bachelorette. When even Justin Timberlake couldn't tie her down, I assumed she'd go on to be a single girl for life--until Benji came along.


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And, Dating