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In 1998, The Washington Times reported in a light-hearted front-page feature story that he plays low-stakes poker with a group of prominent conservatives, including Robert Bork, Supreme Court Justice Antonin Scalia, and Chief Justice William Rehnquist.
According to the UPI:
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Bennett has long been known to be part of a small-stakes poker game in Washington with Chief Justice William Rehnquist, Associate Justice Antonin Scalia and lawyer Robert Bork.
According to DC laws, that's punishable by imprisonment of up to 5 years.
Book'em Dano.