Howard Stern raises the stakes by asking the bachelors some tough rapid-fire questions during the Drew Barrymore Dating Game. | The Howard Stern Show
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And the winner of the Drew Barrymore Dating Game is … 🥁🥁🥁 | The Howard Stern Show
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“This is my favorite question so far!” Howard poses a hypothetical question featuring a handsy-Cameron Diaz during the Drew Barrymore Dating Game. | The Howard Stern Show
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Check out Jimmy Fallon asking a question during the Drew Barrymore Dating Game, telling the four bachelors to each come up with an impromptu song about the date they'd take Drew on. | The Howard Stern Show
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He's a happily married man now, but on #ThisDayInHowardHistory in 2010, JD Harmeyer tried his hand at speed dating with four lovely women live on the Stern Show — see how he fared exclusively on the SiriusXM app! | The Howard Stern Show
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