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Skip navigation! Story from Unbothered. Stephanie Long. At just 18 years old, she was the youngest to be hired at the Playboy Club in Chicago before being approached to pose for the magazine. But still, it was risque.
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Chasity Samone Is Changing The Game For Dark-Skinned Playmates

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Black Women Of Playboy Photos and Premium High Res Pictures - Getty Images

In celebration of Black History Month we're looking back at groundbreaking moments in fashion, beauty and beyond. There are plenty of firsts, little-know Zelda Wynn Valdes was an African-American fashion designer. In , she opened her own shop on Broadway in New York, the first in the area to be owned by an African-American. She is most famous for designing the iconic, original costumes for Hugh Hefner's Playboy Bunnies.
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Darine Stern

Darine Stern November 16, — February 5, [1] [2] was an American model and the first African-American model featured on the cover of Playboy magazine by herself. Stern was the first black woman to appear by herself on the cover of Playboy in the magazine's October issue. Her appearance followed Jean Bell who was featured on the magazine's January cover, but with four other models.
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