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Sandra Bullock wears a huge pirate hat while leaving a pirate-themed birthday party with her pirate boy Louis in tow.
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1
/19:
Bret Michaels
1/19 :Bret Michaels
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Bret Michaels rocks his trademark fashion statement -- a ratty straw cowboy hat.
Photo: JDHJCP
2
/19:
Rachel Zoe
2/19 :Rachel Zoe
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Rachel Zoe looks stunning in a classic pink hat at The Veuve Clicquot Polo Classic.
3
/19:
Lady Gaga
3/19 :Lady Gaga
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Lady Gaga wears a bizarre oversized "hair hat".
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4
/19:
Paloma Faith
4/19 :Paloma Faith
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Paloma Faith wears a strange hat that looks like puff balls on her head.
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5
/19:
Taboo
5/19 :Taboo
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Taboo of the Black Eyed Peas wearing red rimmed spectacles and a hat.
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6
/19:
Gwen Stefani
6/19 :Gwen Stefani
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Gwen Stefani looks totally fall ready in this newsboy cap.
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7
/19:
Nina Dobrev
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7/19 :Nina Dobrev
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Nina Dobrev wears curls under a cute gray newsboy cap.
Photo: WENN
8
/19:
Halle Berry
8/19 :Halle Berry
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Halle Berry rocks a casual look with a military-inspired hat while out and about in Beverly Hills.
Photo: Danny
9
/19:
Carey Hart
9/19 :Carey Hart
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Carey Hart rocks a straight-billed Fox baseball cap.
Photo: Michael Wright
10
/19:
Nicky Hilton
10/19 :Nicky Hilton
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Nicky Hilton pairs her fedora with a navy and red striped dress.
Photo: BeinySlater
11
/19:
Christie Brinkley
11/19 :Christie Brinkley
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Only Christie Brinkley could make a beige hat (a la Indiana Jones) look so sexy.
Photos: Spiller
12
/19:
David Beckham
12/19 :David Beckham
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David Beckham looks utterly edible in this newsboy cap.
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13
/19:
Khloe Kardashian
13/19 :Khloe Kardashian
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Khloe Kardashian wears a pink fedora with a black band.
Photos: Three Kings
14
/19:
Niki Taylor
14/19 :Niki Taylor
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Niki Taylor looks right at home in the giant, chic hat she rocked at The 137th Annual Kentucky Derby.
Photos: C.Smith
15
/19:
Miranda Lambert
15/19 :Miranda Lambert
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Miranda Lambert wears a giant cream hat at The 137th Annual Kentucky Derby.
Photos: C.Smith
16
/19:
Hilary Duff
16/19 :Hilary Duff
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Hilary Duff wears a straw fedora with a black band while taking a bike ride with her dog in tow.
Photos: Danny
17
/19:
Vanessa Hudgens
17/19 :Vanessa Hudgens
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Vanessa Hudgens wears a floppy hat at the 2011 Coachella Valley Music and Arts Festival.
Photos: Winning
18
/19:
Djimon Hounsou
18/19 :Djimon Hounsou
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Djimon Hounsou looks smoking hot in a cap.
Photo: Michael Wright
19
/19:
Marissa Miller
19/19 :Marissa Miller
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Marissa Miller wears a vintage-inspired hat at The 137th Annual Kentucky Derby.
Photo: C.Smith