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The Most Iconic Ugly Cries in Pop Culture History

"I start laughing at Kim when she's crying."

Unless you're Lauren Conrad, you are an ugly crier. If you've been living under a rock--or never watched an episode of Keeping Up with the Kardashians--"ugly crying" is when you're so upset that your face takes a mushy, demonic shape. Everyone has an ugly cry trigger--a sappy movie, an ex-boyfriend, losing a $75,000 earring. Well, that last one is specific to mirror pic maverick Kim Kardashian.

But she's not the only person in pop culture to gain notoriety for an ugly crying face. Dozens of celebrities--either IRL or in character--dabble in the art. And the results are, well, ugly. Here are 16 of the most disturbing sad faces in entertainment history.

Kim Kardashian, Keeping Up with the Kardashians

"I start laughing at Kim when she's crying." --Kourtney Kardashian

Buffy Summers, Buffy the Vampire Slayer

Even teen monster killers break down.

Tyra Banks, FABLife

Back when I was a model, the girls knew how to cry on cue.

Kurt Hummel, Glee

Nothing to sing about here.

Wendy, The Shining

Come talk to us when your husband turns into a psycho who sees ghosts and tries to kill you with an axe.

Evey, V for Vendetta

Or when you have to shave your hair off.

Lindsay Lohan, Court

OR WHEN YOU'RE SENTENCED TO JAIL.

Jinkx Monsoon, RuPaul's Drag Race

If you have to cry, (untuck and) go outside.

Heidi Montag, The Hills

Why didn't anyone buy Superficial?

Chris Crocker, Under His Covers

And then we left Britney Spears alone.

Britney Spears, Primetime

Diane Sawyer will do that to you.

Teddy Daniels, Shutter Island

Um, where was the Oscar for this?

Dawson Leery, Dawson's Creek

TEEN ANGST.

Nicole Polizzi, Dancing with the Stars

DANCING ANGST.

Carrie Mathison, Homeland

I'm hiding.

Helen, Bridesmaids

What do you mean the caterer forgot the fish option?