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I've trained you well... but you still have much to learn.
You have nothing left to teach me.
~ Darth Vader and Galen Marek.
Ignorant boy! This is not a world, a universe in which a free man can afford to be soft! I will teach you to be ruthless Kaldur'ahm, even if I must beat that lesson into your skull!
~ Black Manta.

Heroes that served as an apprentice to a villain at any point of their lives. These heroes may have been forced to be an apprentice to a villain under some certain circumstances, not aware that their mentors are villains or simply lost their way.  When they find out their mentor is evil, or when they realize the path they are on is the wrong one, the hero abandons their master, which will most likely lead to a confrontation between teacher and student.

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