#dew draws

Eddie Nygma has always had a bit of an ego. As a young boy, he grew up pretty well off, not particularly close with his parents, and incredibly intelligent.

He was a straight A student, showing mastery at just about everything he tried - be it literature, science, mathematics,etc - and that, in addition to his upper class upbringing, gave him a massive ego. He was convinced that he was the smartest person in the room at any given time, looked down on his peers and even his teachers and other experts, and was cruel and mean. He passed through his schooling about as smoothly as he could, not necessarily doing anything terrible, but successfully ruining any relationships he could have had with his peers, not really having any friends by the time he graduated. Eddie went onto become an entrepreneur, starting a games and entertainment business (subject to change) and it was doing pretty well, but eddie's determination to be the best and most successful businessman drove him to start committing fraud and other underhanded business practices. Initially, it was the need for more, but after starting crime, the idea that he was smart enough to get away with it was what caused eddie to continue and even get more ambitious.

These crimes ended up being exposed by Batman (maybe they're linked to wider crime, or maybe the practices are really underhanded), and Eddie is sent to prison, and his company goes bankrupt. Eddie saw this as the most embarrassing thing that could ever happen to him, as well as a dig at his intelligence. As such, Batman became his greatest adversary, and upon buying his way out of prison, Eddie crafted the persona of the Riddler, hoping to finally outsmart batman once and for all, and, in his mind, to redeem himself from the embarrassment of being caught in the first place. . . . So yeah ! thats my idea :D some other loose head canons

ive been looking into NPD as a possibility for him, but i want to get a second opinion on that, considering i imagine him to be a dramatic and flamboyant villain character, and im not sure if thatd be a good idea

i also want to have him be bisexual and aromantic but i feel like ad need a second opinion there too

i love the idea of him having his henchmen echo and query (tho id want them to be called quiz and query) and potentially miss tuesday as well

i had the inkling to make quiz and query a girl and a guy who are in a poly-fuckbuddy-situationship with eddie, but idk if that's distateful or not

in a batman story, id definitely want to have some villains be redeemed, and id want eddie to be one of them ! especially if i end up giving him NPD

he's a really new character so i dont have many details yet BUT heres what i have for this au so far :D

background - in my head, jason and prime (ck) live together somewhere in gotham, relatively far from the rest of the batfam, but still within city limits. theyre not dating (yet), just roommates, friends, and hero-partners - age-wise - while wyn is 17, i imagine that jason is 23, and CK is