I'd infict the worst torture yet. I'd get the person who killed my family an american girlfriend. He'd care for her, and love her spending many years making sure she was comfortable in any way possible. He'd buy her lots of presents and promise to raise their children, handing his heart to her. Then, she'd fuck around tearing that heart to shreds leaving him an emotional mess, forever scarred and a mere shell of a man.
Moral to the story: The greatest torture is a woman's "love."