20 Celebrities Who Sparked Controversy With Their, Umm, “Questionable” Halloween Costume Choices

People are obsessed with finding the perfect Halloween costume and yet oftentimes Halloween costumes still go terribly wrong. Despite their exalted social status this is even true for celebrities, who face a much larger and harsher spotlight than regular people. Some celebrity Halloween costumes are great while others are a great big yikes. Whether it’s a simple matter of Halloween costume fails or of straight-up racist Halloween costumes, here are a few celebrity Halloween costumes that missed the mark…or worse. 

1. Bill Maher as the recently deceased Steve Irwin (2006)

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2. Paris Hilton as a Native American (2010)

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3. Chris Brown as a terrorist (2012)

4. Shaun White as “Simple Jack” from Tropic Thunder (2018)

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5. Julianne Hough as “Crazy Eyes” from Orange Is The New Black (2013)

6. Heidi Klum as the Hindu goddess Kali (2008)

7. Hilary Duff and her boyfriend as a Pilgrim and Native American (2016)

8. Pretty Little Liars’ Ashley Benson as Cecil the Lion (2015)

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9. Jeff Ross as Joe Paterno (2012)

10. Chrissy Teigen as a Native American (2008)