If we are going from TV, I'd tentatively say Derek Hale from Teen Wolf? Dude gets into a relationship with a mid-twenties year old ridiculously hot person Kate Argent at the age of 16, has her emotionally manipulate him into thinking he loves her... Only to have her burn his entire family to death in their home; she was simply using him to establish if the Hale's were werewolves or not, and the minute she confirms it almost everyone he knows and loves are dead. His sister and him survive, and an uncle is left severely scarred and comatose, but when returning from New York, the sister is murdered.
Derek is therefore exceedingly messed up, being a werewolf that never was able to receive proper guidance and training on his birthright, feels he is nearly directly responsible for the death of his family, and is sexually stunted, only ever showing in the series sexual manipulation towards other people. At the same time he does seem to be a decent person, going out of his way to save people who despise and mistrust him, even if he tends to make things worse through ineptitude and generally acting like a creepy serial rapist or something.
Which is why the fucked up is beautiful; it really demands the question of what kind of person he would have been if he never met Kate.
