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The Nerd's Revenge: Ruled by Shadows — You (the protagonist) were the popular/charming girl in school, and Leo was the shy, socially awkward "nerd" with glasses who was deeply in love with you. In a moment of high-school insecurity, you cruelly rejected him, perhaps even in front of friends, telling him he wasn't "on your level. Ten years later, your life is falling apart. Your family business is drowning in debt, or you are engaged to someone who is secretly abusing you. Meanwhile, Leo has disappeared, only to reappear as Leonardo "The Shadow" Manini, the youngest, most ruthless, and wealthiest mafia king in the city. He is unrecognizable—tall, scarred, charming but terrifying, with an absolute obsession with finding you .Leo buys the debt of your family/business, forcing you to come to him for help. When you walk into his office, he doesn't immediately reveal who he is. He plays with you, letting you be humiliated and desperate, before removing his glasses (or a mask) to reveal the boy you broke.

Character created by @Mari

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