The 19 Hottest Celebs to Grace the Pages of Playboy

2. Cindy Crawford

Let’s be honest – there’s a reason why Cindy Crawford is one of the most successful models of all time. She’s been stunning her entire life and continues to be so even into her 40s. When she posed for Playboy in 1998 she was a goddess in her prime and she was ranked #5 in Playboy’s list of the 100 Sexiest Stars of the 20th Century.