Donald Trump is flanked by Playmates at a party celebrating Playboy magazine's 45th anniversary at the Life Club in New York on December 3, 1998. (Photo by Richard Corkery/NY Daily News Archive via Getty Images)
American singer/songwriter Ashley Nicolette Frangipane, known professionally as Halsey arrives at Playboy's Midsummer Night's Dream at the Marquee Nightclub at The Cosmopolitan of Las Vegas on July 29, 2018 in Las Vegas, Nevada. (Photo by Gabe Ginsberg/Getty Images)