1
Cher, 1988
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As Cleopatra at Bob Mackie’s Halloween party.
2
Cindy Crawford, 1996
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As Marilyn Monroe on The Tonight Show with Jay Leno on Halloween.
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3
Demi Moore, 1997
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As Gomez Addams from The Addams Family at a Halloween fundraising party for the Children Affected by Aids Foundation.
4
Mariah Carey, 2003
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As a mermaid at her Halloween party in London.
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5
Paris Hilton, 2005
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As the Playboy bunny at the Halloween Mansion Party hosted by Hayley Duff.
6
Alexa Chung, 2008
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As Marie Antoinette at the Browns Focus Halloween party.
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7
Kate Moss, 2012
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As The Addams Family’s Morticia Addams, with then-husband Jamie Hince as Gomez Addams.
8
Taylor Swift and Idina Menzel, 2015
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As Frozen’s Olaf and Elsa during the 1989 World Tour, for a surprise Halloween performance of “Let It Go.”
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9
Lady Gaga, 2017
As Edward Scissorhands from Tim Burton’s 1990 film of the same name.
10
Ariana Grande, 2019
As Pig Face from The Twilight Zone at her Halloween party.
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11
The Kardashian-West Family, 2019
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13
Harry Styles, 2021
As Dorothy from The Wizard of Oz for his “Harryween” Love on Tour show.
14
Kylie Jenner, 2022
As the Bride of Frankenstein from the 1935 film, in custom Jean Paul Gaultier by Glenn Martens.
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16
Addison Rae, 2022
As Lady Gaga at the 2009 VMAs.
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17
Ciara and Daughter Sienna, 2022
As Serena and Venus Williams from their 2000 “Got Milk?” campaign.
18
Kendall and Kylie Jenner, 2023
As Sugar and Spice from Batman Forever (1995).
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19
Megan Thee Stallion, 2023
As a Tim Burton flower from the 2010 Alice in Wonderland film.
20
Channing Tatum and Zoë Kravitz, 2023
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As Rosemary (Kravitz) and Rosemary’s baby (Tatum) from Rosemary’s Baby, at Kendall Jenner’s Halloween party.
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