"Evil riddle" is what I usually call him but this version is a more 'obsessive' kind of riddle. The whole idea is that he's into the Prince and princess dynamic and awaiting for his 'knight and shining armor'.
------------------------------------------------------------
------------------------------------------------------------
This was from reading a short story book late at night (I know I'm sort of contradicting his idea of rebellion). I still want to keep it close to his canon version and have this version of riddle be an alternative of a 'what if' scenario. He still keeps his strict and rule-following aspects to him and keeps high expectations on him and others (similar situation to book one) however, this idea turns into a more 'perfection aspect' rather than a 'law aspect'. For example in this version of riddle, we'll use the rose: with Canon riddle, he keeps the roses red since they are the law and rules of the Queen of hearts and must follow in perfect order. This version of Riddle still follows the rules but interprets them very differently from Canon Riddle. For the roses, they must be perfect! Everything such as the unbirthday, tea parties, and scheduling like classes and rehearsals must be precise, correct, and perfect. For both the stability and honor of the Queen of hearts and his romanticization of wishing for a perfect day where his knight comes in.
I am debating on whether to write a fic on this or not or keep it short like a comic of some kind.
This idea was inspired by listening to 'Unhealthy obsession' by The Blake Robinson Synthetic Orchestra'.