Living legend Oprah Winfrey turns 72 on January 29, and it’s time to celebrate!

Few public figures have used their platform to make style feel both aspirational and approachable the way she has. Across four decades of television, philanthropy, and red carpets, Winfrey’s wardrobe has moved between couture gowns and relaxed, “high-low” looks that mix designer statements with accessible pieces. Recently, Winfrey’s been honest about her weightloss journey, and one result of her slimmer figure is some subtle hot girl behavior. The host and mogul still makes headlines and best dressed lists. 

Here's a collection of some standout moments that capture Winfrey’s latest effortless aesthetic. Think: sculpted evening wear that dominated award stages, tailored suits that give regal without stiffness, and casual favorites she’s spotlighted in social posts and “Favorite Things” lists. Fashion critics and lifestyle outlets have chronicled those shifts, noting how Winfrey alternates bold color choices and refined silhouettes to underscore both presence and comfort on public stages. 

Winfrey’s style continues to resonate across generations. Browse through the gallery to celebrate a birthday week of looks that prove influence and style can evolve, not retire.