Drew Barrymore posed for Playboy in 1995 when she was just 19 years old. She had a father-daughter style relationship with Steven Spielberg after starring in ‘E.T.’ (1982) at the age of six. Spielberg made it clear he didn’t approve, so Barrymore sent him an “apology” gift including three photos of her dressed as a nun with the messages “I’m sorry” and “I’ve seen the light.”
Madonna has always embraced her body and her sexuality. She appeared on the cover of Playboy in 1985 at the very beginning of her career. She was fully clothed on the cover photo, but wasn’t afraid to show a lot more inside the magazine!
This next singer’s decision to pose was not a fantasy…..