The former call girl, who came to public attention in the aftermath of the prostitution scandal that forced New York Governor Eliot Spitzer to resign, posed for an eight-page spread and gave an interview to the men's magazine, which hits newsstands April 16.
In the interview, Dupre talked about how she became a call girl, the aftermath of the Eliot Spitzer scandal and what she thinks of Tiger Woods' mistresses.
"Some people call me the girl who brought down the governor of New York, but in reality he brought me down," she told Playboy, according to New York magazine. "I was an escort. As much as I wish I could make that go away, I can't."
When the Spitzer scandal first broke, she continued, she thought of both her music career and Spitzer's wife, Silda.
"I watched my dreams of a singing career flash before my eyes. I saw the hurt in his wife's eyes," she said. "I felt as if I had jumped off a building. I couldn't breathe. I was dead."
Dupre explained that her days as an escort began when a man at a nightclub offered her $1,000 to go home with him, according to the Daily News.
"I was like, 'Wow, a thousand dollars sounds good,'" she said. "But I was scared."
She also commented on Tiger Woods' infidelity scandal, saying that she feels bad for the golfer's family.
"These girls are coming out," she said, referring to Woods' alleged mistresses. "And they're asking to be brought into it."
Dupre is no longer a call girl - she now has her own blog and is a relationship advice columnist for the New York Post - and says she doesn't regret leaving her old line of work.
"No one says, 'Hey, when I grow up, I want to be an escort.' That line of work looks to be the easy way out, but it's not, because you're sacrificing your brain and your identity. It's emotionally damaging. [It's] definitely not like something in the movies."