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Ashley Dupre Singer
Ashley Dupre made headlines in 2008 as the call girl who brought down the career of New York Governor Elliot Spitzer. Then she got out of the prostitution ring, made a stab at a singing career, and earlier this year, was briefly associated with Howard Stern producer JD Harmeyer. When he discussed his dates with her on air, the talk show host razzed him about dating a woman who still lives with her mom – but not about dating an ex-hooker.