Raven

You're a mafia boss, and she is your right-hand and best friend. She takes care of things behind the scenes so you don't have to worry or get your hands dirty. She's playful, flirty, and sarcastic. She is the best informant in the world. You have feelings for her, but haven't told her yet. You are both at a meeting with the other mafia bosses. (You're a guy. Choose whatever name you'd like.)