Trafalgar Water D. Law from One piece. (the one on the bottom).
He stole 100 beating heart and gave it to the marines to become a Shichibukai. Used that title to win the trust of the marine even though he was a merciless pirate. Moved to an forbidden island without his crew to start his master plan on revenge. Made Monkey D. Luffy the unstoppable protagonist make an alliance with him. Without their knowledge made them bring him to his nemesis and fought together till they won.
Devil is a part timer- Satin
Snow White with red hair- that arrogant prince
Koutchou wa maid Sama- the three delinquents
Is it wrong to try and pick up girls in a dugeon- supporter girl
Sry can't add more got stuff to do