It is common to see Oprah Winfrey in Vera Wang, and in 2005, she wore a stand-out piece from this designer to the Legends Ball, a three-day event that honored 25 Black women and that was hosted by Winfrey. The dress had an off-the-shoulder silhouette and a voluminous skirt, and was paired with some sparkling statement earrings, and it came in a bright red color that looks amazing on this powerful woman!
In 2013, when Oprah was on the cover of "O, The Oprah Magazine," she wore a similar gown that was also by Vera Wang and inspired by the gown from 2005. She then lent the original dress to the Smithsonian, for an exhibit called "Watching Oprah: The Oprah Winfrey Show and American Culture," (via Fashionista).
While there have been many top fashion moments from Oprah, this style, this design, and this color (all of which were then famously recreated) are perfect for her.
