Jennifer Aniston
Reader alert: Extra cringe factor in this interview. When Jennifer Aniston visited David Letterman in 1998, she had come to talk about her new movie, “The Object of My Affection,” but instead, she became the object of some very unwanted affection.
Jennifer, as pretty as she’s ever been on “Friends,” tolerates Letterman’s increasingly cringe-worthy interview. He asks intimate questions about her sauna experience. When he starts to bite one of her braids, she screams. He doesn’t stop and proceeds to suck on her hair.