One that continues to resurface is his 2006 interview with Jennifer Aniston, promoting The Break-Up. Dressed in black shorts and a blouse, Aniston was poised and professional. But instead of focusing on her film, Letterman fixated on her appearance. “That’s a tremendous outfit,” he said. “You can only wear that if you have lovely, well-shaped, muscular, lengthy legs.” Aniston laughed...
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