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4 Magazines Delivered to Your Door

David Letterman Once Had a Stalker Who Stole His Porsche and Left Cookies in His House

The late Margaret Mary Ray spent 10 months in prison and 14 months in a mental institution on various trespassing charges.

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In May 1988, a woman was arrested outside the Lincoln Tunnel in New Jersey for driving a stolen Porsche. Unable to pay the $3 toll, she explained to the toll collector that she was the wife of David Letterman, and that the young boy in the car with her was David Jr., Letterman’s son. In actuality, the woman’s name was Margaret Mary Ray, and she was being accompanied by her three-year-old son, Alex. The Porsche, however, did belong to Letterman; she’d taken it from his Connecticut home earlier that day.

Thus began Ray’s obsession with the late-night host, which continued into the ‘90s despite multiple arrests. During that time, Ray sent Letterman countless letters and made repeated........

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