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3) Ashley Dupre: 2005 (3 of 10)
3) Ashley Dupre: 2005 (3 of 10)
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The former call girl who is best known for her rendez-vous with ex-New York governor Eliot Spitzer was also involved with Sheen when she was only 19 years old reportedly costing him $20,000 per session.
She has also worked as a sex columnist for the New York Post as well as a singer. A New Jersey Native, Dupre moved to New York City to pursue her music career while working as a waitress at a dance club. In 2004, Dupre started working as a call girl to make a little extra money on the side.

Everything that came out today is just crazy. I can only imaging how many more women he’s been with in the recent years…
Such a shame all the women from past to present couldn’t come forward to do an HIV test to see if anyone of them had it before he contacted it himself.
All his past demons with drugs and alcohol he’s been one of my favorite actors growing up, even as a teenager I had a crush on him.