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What’s the common thread running through our second OG portfolio? The word fearlessness came up often. The courage to be disliked, to stick to your guns, to seek adventure and make trouble, to look past trends and embrace the next generation of like-minded mavericks, to keep going, at 55 or 95, despite it all, and (to quote Nobel Prize–winning OG poet Louise Glück) “risk joy in the raw wind of the new world.” A toast to the aristocracy of talent on this list. We see and salute you. After all, game recognizes game. — Erik Maza
Denise Hale “I have always admired Denise. She is the most truthful woman I know. Ever since I was a little child, she never steered away from telling me exactly how it is.” —model Ivy GettyGetty Images
Sylvester Stallone “Sly is the embodiment of optimism. His indelible characters, who stand up for themselves and go the distance, no matter how hard the world pushes back, have inspired me every day of my life. He has helped define the modern hero, and he reminds us what the fighter in all of us is capable of accomplishing.” —David Lauren, Ralph Lauren Corp. chief brand and innovation officerParamount
Madonna “The anticipation is not merely in hearing a fresh take on the old tunes. It’s the exhilaration of this Madonna, still disruptive and full of swagger. Just by stepping onstage, she gives popular culture a new chapter in the female story.” —critic Robin Givhan, in the Washington Post, on the pop star’s 40th anniversary world tourNY DAILY NEWS VIA GETTY IMAGES
Grace Jones “Trends come along, and people say follow that trend. A big act emerges, and the advice comes in: Why don’t you follow them? There’s a lot of that around at the moment. Be like Sasha Fierce. Be like Miley Cyrus. Be like Rihanna… I cannot be like them, except to the extent that they are already like me.” —the singer from her autobiography, I’ll Never Write My Memoirs. Jones is expected to release an album this year.Getty Images
Deeda Blair Coiffed doyenne’s Food, Flowers & Fantasy is required reading for aspiring opulent tipsters. Caviar nachos, anyone?Ben Gabbe - Getty Images
Ellen Burstyn Boo! She’s back in The Exorcist reboot.Jack Mitchell - Getty Images
Judy Chicago Sixty years of provocation, and her first NYC survey opens this fall at the New Museum.Anthony Ghnassia - Getty Images
Brian EnoMartyn Goodacre - Getty Images
Jacques Grange Because the Mark remains the gold standard. WWD - Getty Images
Anjelica Huston In the upcoming thriller Ballerina, John Huston’s daughter reprises the role of the Director.Harry Langdon - Getty Images
Marc Jacobs Announced a last-minute show just in time to make NYFW interesting again.Dimitrios Kambouris - Getty Images
James McbrideThe Color of Water scribe returns to all the best nightstands with The Heaven & Earth Grocery Store.Getty Images
Catherine Martin The Edith Head to Baz Luhrmann’s Cecil B. DeMille.Getty Images
Polly Mellen She erases everything, honey.Catherine McGann - Getty Images
Steven Meisel True heir to Polly pal Richard Avedon finally gets the museum retrospective treatment.Steve Eichner - Getty Images
Ke Huy Quan Nearly 40 years after Indiana Jones and the Temple of Doom, Steven Spielberg’s boy wonder is an Oscar nominee.Getty Images
Dick Wolf Created the mold for today’s TV titans—and we’re still tuning in. Dun-dun.Jason LaVeris - Getty Images
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