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118 Oprah Winfrey Style, Fashion & Looks

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 Medium Curls

Medium Curls

Oprah Winfrey

Oprah Winfrey rocked a massive curly hairdo at the SAG Awards.

 Medium Curls

Medium Curls

Oprah Winfrey

Oprah's bold curls looked super chic with a braided detail at the crown.

 Fitted Blouse

Fitted Blouse

Oprah Winfrey

Oprah Winfrey showed her classic style with a white fitted blouse accented with a black belt.

 Medium Curls

Medium Curls

Oprah Winfrey

Oprah rocked her signature thick curls at 'Beyonce: Life is but a Dream' premiere in New York.

 Cocktail Dress

Cocktail Dress

Oprah Winfrey

Oprah was dressed in gorgeous '60s style for a show taping to surprise military families with gifts. Amazing!

 Envelope Clutch

Envelope Clutch

Oprah Winfrey

Oprah Winfrey accessorized with a simple gray envelope clutch for her dinner date with boyfriend Stedman Graham.

 Off-the-Shoulder Dress

Off-the-Shoulder Dress

Oprah Winfrey

Oprah Winfrey looked voluptuous in a body-con blue off-the-shoulder gown by Badgley Mischka during the SAG Awards.

 Cocktail Dress

Cocktail Dress

Oprah Winfrey

Oprah showed off her glamorous side with this bright grape long-sleeve dress.

 Long Curls

Long Curls

Oprah Winfrey

Oprah Winfrey opted for a more natural look with these long and thick curls while at the Essence Black Women in Hollywood Awards Luncheon.

 Fitted Blouse

Fitted Blouse

Oprah Winfrey

Oprah Winfrey was comfy in a fitted black blouse, slacks, and slippers while shopping in New York City.

 Little Black Dress

Little Black Dress

Oprah Winfrey

Oprah Winfrey looked more like she was walking the red carpet than filming a movie with this elegant ruffle LBD.

 Tunic

Tunic

Oprah Winfrey

Oprah Winfrey looked sophisticated in a purple silk tunic while out on a dinner date.

 Medium Curls

Medium Curls

Oprah Winfrey

Oprah Winfrey finished off her Critics' Choice Awards look with a high-volume curly 'do.

 Wrap Top

Wrap Top

Oprah Winfrey

Oprah Winfrey went for classic elegance with this black wrap top at the Rock and Roll Hall of Fame Induction Ceremony.

 Pumps

Pumps

Oprah Winfrey

Oprah Winfrey chose a classic black pump for her sophisticated look at the Black Women in Hollywood Awards Luncheon.

 Slippers

Slippers

Oprah Winfrey

When your name is Oprah Winfrey, there's no need to wear real shoes. The renowned talk show host wore these fuzzy frog slippers for a day filled with shopping.

 Loose Blouse

Loose Blouse

Oprah Winfrey

Oprah Winfrey brought a bright splash of color to the 'Odd Life of Timothy Green' screening with her yellow silk blouse.

 Cocktail Dress

Cocktail Dress

Oprah Winfrey

Oprah Winfrey looked retro-chic in a ruched pastel-blue dress during a visit to the CBS Studios.

 Evening Dress

Evening Dress

Oprah Winfrey

Oprah Winfrey chose a stylish dark green gown with a curve-hugging bodice and a flared skirt for the Critics' Choice Awards.

 Knee Length Skirt

Knee Length Skirt

Oprah Winfrey

Oprah Winfrey added major sparkle to her look with a sequined black skirt at the Rock and Roll Hall of Fame Induction Ceremony.

 Cocktail Dress

Cocktail Dress

Oprah Winfrey

Oprah Winfrey played up her voluptuous figure in a shirred navy dress at the premiere of 'Beyonce: Life is But a Dream.'

 Round Sunglasses

Round Sunglasses

Oprah Winfrey

Oprah's round-rimmed sunglasses gave her look a modern touch.

 Skinny Pants

Skinny Pants

Oprah Winfrey

Oprah Winfrey paired black skinny pants with a purple tunic for a sophisticated dinner date look.

 Medium Curls

Medium Curls

Oprah Winfrey

Oprah Winfrey's shoulder-length curls had a charming retro feel.

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