This all-white fringe and fur Golden Globes ensemble is not one of O’s favorite things: “When I see old photos of myself, I really don’t know what I was thinking,” she has said. “Somebody should have stopped me!”
Skinny jeans and all! Winfrey famously whittled herself down to her smallest size ever with daily runs and an all-liquid diet, proudly showing off her form in curve-hugging size 10 jeans and a fitted turtleneck.
Continuing her appreciation for luxe fabrics, Winfrey selects a gray Gianfranco Ferré gown for the 76th annual Academy Awards. “Let’s get your breasts in place,” she quips before introducing Mystic River.