Oprah Winfrey, Gayle King, and Kris Jenner went on vacation in Mallorca. They wore comfy, breezy, and practical vacation ...

Oprah Winfrey Looks Back on Her Iconic Style Moments, from Her Beloved PJs to Royal Wedding Hat (Exclusive) In celebration of PEOPLE's 50th anniversary, the talk show host breaks down her most ...

Oprah Winfrey wore a turtleneck dress while posing with Gayle King at a star studded party for the new Paramount+ series ‘Lawmen: Bass Reeves.’ Shop similar comfy and elegant turtleneck ...

Oprah Winfrey's Style Evolution. Skinny jeans, vests and corsets! 25 years of style ups ... pairing a sleek dress coat with bow-tied heels at the 1997 premiere of her TV drama Before Women Had Wings.

In celebration of PEOPLE's 50th anniversary, the talk show host breaks down her most memorable outfits Oprah Winfrey has a lot of memorable fashion moments and some incredible stories to go with ...

The high-waisted Calvin Klein jeans, the black leather jumpsuit, the gold Vera Wang couture—along with her show, which ends Wednesday, Oprah has broadcast her style evolution over 25 years. See ...

Kris Jenner, Oprah Winfrey, and Gayle King hung out on a yacht in Spain wearing caftans and swimsuits from Skims's new ...

Oprah Winfrey recently wore a monochromatic white matching set with a pair of joggers and long-sleeve top. Shop ...

Social media was abuzz over the "rich auntie" link-up after images of best friends Gayle King and Oprah Winfrey enjoying a ...

The black Armani dress worn by Meghan, Duchess of Sussex, during her and Prince Harry’s bombshell interview with Oprah Winfrey has been selected as the Dress of the Year 2021 by the UK’s ...

Oprah Winfrey is a jack of all trades: She can host TV shows, write books, and dress really well — the latter of which can easily be recreated thanks to Amazon. And today, ahead of Prime Big ...

Oprah Winfrey had a major fashion emergency right before Prince Harry and Meghan Markle's wedding when she discovered that her dress photographed "too white." Designer Stella McCartney's team had ...