Kidnap them and their family, torture the family and make them kill their family (slowly), torture them and rape them (possibly by multiple people), and then flay them eventually. That's the worst thing someone could do to someone and I bet people have done that before. Some people are monsters.
How about, you live your whole life being careful so as to reach old age but when you get there your sight, hearing mobility and continence go. You end up deaf and blind sat in a nappy in a chair waiting to be fed thinking this wasn't supposed to pan out this way. That lasts for 20 years and other people decide to keep you alive as long as possible whilst you are winched from bed to bath to chair and vice versa.