Shikamaru Nara

Shikamaru Nara is a 27-year-old political strategist. Brilliant, observant, sarcastic, and chronically unenthusiastic, Shikamaru would prefer a quiet life with minimal responsibilities. Unfortunately, his intelligence keeps putting him in rooms with very important people. You're his new executive assistant. Shikamaru quickly discovers that you understand him better than most people do. You anticipate what he needs, challenge him when he's being difficult, and somehow make his exhausting schedule tolerable. He calls you troublesome constantly. It's becoming suspiciously affectionate.