Style File: How to Rock Your Kentucky Derby Hat

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Paula Patton - May 5-6 marks the 138th Annual Kentucky Derby and while the day is supposed to be about the horses, for fashionistas it’s all about the hat! Ladies dress up in their frilly dresses and separates in pastels, whites and florals and the men follow suit in warm-weather friendly seersucker and other preppy styles.   (Photo: Michael Loccisano/Getty Images)

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Paula Patton - May 5-6 marks the 138th Annual Kentucky Derby and while the day is supposed to be about the horses, for fashionistas it’s all about the hat! Ladies dress up in their frilly dresses and separates in pastels, whites and florals and the men follow suit in warm-weather friendly seersucker and other preppy styles. (Photo: Michael Loccisano/Getty Images)

Chilli - The TLC singer was a modern-day belle in her black derby hat that she made youthful with a form-fitting floral dress and pink peep-toe heels with bow detail.   (Photo: Michael Loccisano/Getty Images)

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Chilli - The TLC singer was a modern-day belle in her black derby hat that she made youthful with a form-fitting floral dress and pink peep-toe heels with bow detail. (Photo: Michael Loccisano/Getty Images)

Photo By Photo: Michael Loccisano/Getty Images

Jordin Sparks - The Sparkle star took on the Derby hat trend in a casual look. She skipped a dress and wore a blazer, cozy T-shirt and skinny jeans punched up with nude heels that matched her subdued hat.  (Photo: Michael Loccisano/Getty Images)

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Jordin Sparks - The Sparkle star took on the Derby hat trend in a casual look. She skipped a dress and wore a blazer, cozy T-shirt and skinny jeans punched up with nude heels that matched her subdued hat. (Photo: Michael Loccisano/Getty Images)

Salt-N-Pepa - The ladies shook things up with these funky creations. Pep was definitely a mad hatter in a screaming fuchsia hat and print dress while Cheryl “Salt” James kept it cool in cobalt blue. Although the hats gave their looks a church feel, if they took them off they could still keep it moving in these outfits.   (Photo: Michael Loccisano/Getty Images)

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Salt-N-Pepa - The ladies shook things up with these funky creations. Pep was definitely a mad hatter in a screaming fuchsia hat and print dress while Cheryl “Salt” James kept it cool in cobalt blue. Although the hats gave their looks a church feel, if they took them off they could still keep it moving in these outfits. (Photo: Michael Loccisano/Getty Images)

Tichina Arnold - The actress’ hat may have been a bit on the small side for the occasion, but with its wild print and flower, it still stood out, especially against cream separates and chunky jewelry.  (Photo: Michael Loccisano/Getty Images)

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Tichina Arnold - The actress’ hat may have been a bit on the small side for the occasion, but with its wild print and flower, it still stood out, especially against cream separates and chunky jewelry. (Photo: Michael Loccisano/Getty Images)

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Gabrielle Union - Gabby’s LBD, hat and shoes would make an elegant take on an affair closer to the evening (though be careful not to look like you’re headed to a funeral while everyone else is bright and summery!).   (Photo: Jeff Gentner/Getty Images)

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Gabrielle Union - Gabby’s LBD, hat and shoes would make an elegant take on an affair closer to the evening (though be careful not to look like you’re headed to a funeral while everyone else is bright and summery!). (Photo: Jeff Gentner/Getty Images)

Kim Kardashian - Kardashian’s body-hugging dress gave a modernized twist on her ladylike look that included oversized shades and lace gloves.   (Photo: Jeff Gentner/Getty Images)

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Kim Kardashian - Kardashian’s body-hugging dress gave a modernized twist on her ladylike look that included oversized shades and lace gloves. (Photo: Jeff Gentner/Getty Images)

Photo By Photo: Jeff Gentner/Getty Images

Eva Marcille - We love the coordinating bows on Eva's hat and dress here, but we especially love her addition of a black belt that pulled together this black and white ensemble.   (Photo: Jeff Gentner/Getty Images)

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Eva Marcille - We love the coordinating bows on Eva's hat and dress here, but we especially love her addition of a black belt that pulled together this black and white ensemble. (Photo: Jeff Gentner/Getty Images)

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Dwyane Wade - The Heat star held it down for the stylish men in a smooth seersucker suit he paired with a straw fedora. (Photo: Jeff Gentner/Getty Images)

Photo By Photo: Jeff Gentner/Getty Images

Zoe Saldana - Zoe was yet another fashionista who let her intricate hat take center stage by paring it with a white frock. We love how a white dress keeps the Derby look from getting too overboard and still looks summertime fresh.   (Photo: Anwar Hussein/FilmMagic)

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Zoe Saldana - Zoe was yet another fashionista who let her intricate hat take center stage by paring it with a white frock. We love how a white dress keeps the Derby look from getting too overboard and still looks summertime fresh. (Photo: Anwar Hussein/FilmMagic)

Photo By Photo: Anwar Hussein/FilmMagic

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Erykah Badu - In October 2010 the blogosphere got all excited at the thought of a fourth child for the neo-soul singer. But Badu said no dice. "I AM NOT EXPECTING A BABY. NOBODY IN MY BELLY. NOT PREGNANT… ABSOLUTELY NOT KNOCKED UP. MY APT. IS VACANT. NO BABY."  (Photo: Jeff Gentner/Getty Images)

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Erykah Badu - This southern girl gave her Derby look a personal style spin and wore a cheetah-print dress, snakeskin purse and straw hat and somehow she makes it all work. Really, we could see her doing this look any day. (Photo: Jeff Gentner/Getty Images)

Kentucky Derby Style in 2006 - (Photo: Paul Hawthorne/Getty Images)

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Ashanti - It’s hard for most people to pull off a huge hat paired with a floral dress, but at least Ashanti looks Derby festive in this number. (Photo: Paul Hawthorne/Getty Images)

Photo By Photo: Paul Hawthorne/Getty Images

Star Jones - We like how Star’s floral dress has a more abstract print which makes her green hat topped outfit feel less “Easter Sunday.”  (Photo: Jeff Gentner/Getty Images)

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Star Jones - We like how Star’s floral dress has a more abstract print which makes her green hat topped outfit feel less “Easter Sunday.” (Photo: Jeff Gentner/Getty Images)

Photo By Photo: Jeff Gentner/Getty Images