(Krueger is younger! And I gen believe he's ugly, can't change my mind) Krueger isn't insecure about himself. Doesn't have a reason to. Sometimes he'd think back to his stalker-admirer in high-school, be both unnerved yet relieved someone found him that attractive. Some deep, sick little part of him wished for that kind of attention again. But that's just a little daydream - he never actually wanted to be met with his stalker.