By Wonderwall.com Editors
12:57pm PDT, Oct 29, 2019
Tara Reid decided that sexy Santa was the ticket in 2016, though, given its small size, we hope she didn't pay full price for this costume!
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Kim Kardashian West looked great as Wonder Woman at her 2008 Halloween party — except for one thing: When did the superhero also known as Diana Prince ever wear black tights?!
Whoever can tell us what Christina Aguilera was going for with this costume wins. The singer donned this befuddling ensemble while celebrating Halloween with her partner, Matt Rutler, in 2012.
Sorry, Anne Hathaway, but we have no idea what you were going for here. The Oscar winner wore this baggy animal-print jumpsuit and a velvet and leather mask to the Halloween Extravaganza party at the Lanvin Boutique in New York City on Oct. 29, 2010.
Leonardo DiCaprio dressed up as the Grim Reaper (we think) for a Halloween party in Los Angeles in 2013. Let's be honest for a second: This was just an excuse for the privacy-loving star to go fully incognito, right?
No, Lauren Conrad didn't dress up as the dreaded Tulle Monster at Matthew Morrison's 2013 Halloween bash. This is the former reality TV star's take on the Tooth Fairy. You're better than this, L.C.
Apparently, this is Ashley Tisdale's interpretation of Batman. The "High School Musical" alum dressed up as the Caped Crusader in a black-and-yellow leotard in 2012. We wonder if Ashley has ever actually seen a Batman movie.
Aziz Ansari clearly put a lot of thought and effort into his Thomas the Tank Engine costume for a Halloween party at the Hollywood Forever Cemetery in Los Angeles in 2012. At least he tried?
In 2012, Alexa PenaVega donned a mysterious costume for a Halloween party at Lure nightclub in Los Angeles. Is she a ballerina? A sexy nerd? An exotic dancer? The world will never know!
Someone should've told Ryan Seacrest that simply adding a mask and a bowler hat doesn't transform you into the Phantom of the Opera.
Back in 2001, Heidi Klum dressed up as Lady Godiva to host her annual Halloween party. She really hit the nail on the head with her ensemble, but when you're also terrifying a live animal, it might be time to reconsider. Back away from the horse, Heidi.
Thanks to Vanessa Hudgens, we now know that angels have an affinity for furry raver boots. Thanks, V! The actress paired her boots with wings and a halo at a Halloween party in Beverly Hills in 2013.
Because Christina Milian is in no way dressed like a member of the armed forces, we have to assume that the costume she wore to Midori's 2013 Halloween party is meant to be the personification of camouflage print. Camouflage print sure has a lovely smile!
The rhinestone lettering on Kristin Chenoweth's bulletproof vest really spells authenticity. The "Glee" star was clearly looking for an excuse — any excuse! — to wear leather pants and as little costume as possible at Matthew Morrison's 2013 Halloween party.
We're pretty sure this photo of La Toya Jackson dressed up as the Cat in the Hat in 2011 will haunt our darkest nightmares for years to come. (At least we think she was going for a Cat in the Hat look?!)
Ben Affleck phoned in his Halloween costume for the UNICEF Masquerade Ball benefit in West Hollywood on Oct. 27, 2019. An ill-fitting skull mask is all ya got, Ben?
Bethenny Frankel dressed up like a Hello Kitty mega-fan for Heidi Klum's 2011 Halloween bash. But her costume was far from purr-fect.
