JD Plans His $5K Dream Date WIth Ashley Dupre

Photo: The Howard Stern Show

JD came in to say he hadn’t yet decided what to do on his $5,000 dream date, but he has spoken with Ashley Dupre to see if she’d be the lucky lady: “We talked last night…she was interested in doing something or whatever but I think she purely wants to be friends.”

Howard pushed Benjy’s idea–that JD use the money to film Ashley for a documentary or music video–but JD pushed back: “I don’t like this whole spotlight on my personal life…it’s not so special if its f’ing, you know, a bit.”