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Miss October 2025: Louisa Ama

October 2

The Very Best Redheads of Playboy

October 1

The Best of Debra Jo Fondren

October 1

Playmate of the Year, 2013: Raquel Pomplun

September 27

Playmate of the Year, 2001: Brande Roderick

September 26

She Pegged Her Husband. He Couldn’t Get Enough.

September 26

Playmate of the Year, 1990: Reneé Tenison

September 25

Playmate of the Year, 1982: Shannon Tweed

September 24

Playmate of the Year, 1973: Marilyn Cole

September 23

Playmate of the Year, 1965: Jo Collins

September 22

Women of Wall Street, 1989

September 22

Playboy’s Women of Enron, 2002

September 22

Introducing the 2026 Playmate of the Year: Mahina Florence

September 21

Playboy’s 37 Best Playmate of the Year Covers

September 20

How Chuck Lorre Made the Last Great Sitcom

September 18

Michael Strahan Won’t Leave His “Broke” Mindset Behind

September 18

Mary Beth Barone Wants You to Seek Professional Help

September 17

Charli XCX and Kylie Jenner on What Makes a Sexy Photo

September 16

Flashdance, the Playboy Way

September 14

Playboy’s Women of Washington D.C., 1976

September 13

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