I haven't listened to Howard Stern on the radio in years upon years. He was also on Channel 9 on weekends, if that gives you time frame.
Last I heard/saw of it in any way/shape/form were pixelated clips of show I would catch on E! or Lifetime or whatever when nothing else was on. Like 10 - 12 years ago.
The last I recall he had a stereotypical Jersey fool who challenged Bababooey [sp] to some kind a music trivia contest for 10k if he won and his sister naked in the studio if he lost.
He lost. She begged them not to make fun of her pudginess and the fact she hadn't trimmed [I assume she couldn't imagine him losing].
They elected to roll the dice again if she would sit on laps naked and permit spankings while bro watched. He seemed the most interested when she came out naked, so I couldn't tell which the bro would prefer: The money or watching his own sister humiliated.
That was it for me.
I have no idea who or what a "JD" is, but I'll assume it's a hideous beast like a white Beetlejuice and that might be something congruent to the vision you wish to impart to me.
Rest assured I'm nauseous.
No need to post a pic.
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Amo i Gemelli!!