In the Batman lore, the Riddler's origin is rooted in his childhood. He had a difficult upbringing, facing neglect or abuse perhaps. This led to his development of a complex where he needed to constantly outwit others. His use of riddles was not just a gimmick but a way to engage in a battle of wits with Batman, as if to show that he was the smarter one. His green suit and question mark motif were all part of his self - created identity to stand out and be recognized for his intellect.
One of the best is 'The War of Jokes and Riddles' arc. It shows the complex relationship between Batman and the Riddler, with the Riddler creating chaos in Gotham as part of a grand plan. The psychological warfare and the clever riddles make it a great read.
Most of them are. They are based on the animated series which is generally family - friendly. However, some might have a bit of darker themes as Batman often deals with villains, but overall, they can be enjoyed by kids who are fans of the character.
One great fanfiction could be about Catwoman's origin story within the animated series' universe. Maybe she starts as a small - time thief in Gotham's slums and gradually rises to become the iconic cat burglar we know. She could have a complex relationship with Batman that is explored more deeply, like her internal struggle between her feelings for him and her life of crime.
I would also recommend 'Detective Comics' issues that feature the Riddler. These often explore his mind - games and his relationship with Batman in a more episodic but engaging way.
The story 'Hush' also has some great Riddler moments. He is involved in the complex web of mystery and deception that unfolds. His riddles are used as tools to both taunt Batman and move his own plans forward. His character is presented as highly intelligent and always a step ahead in terms of his mental games.
The Good Riddler is a very cunning adversary for Batman. He challenges Batman with his complex riddles. Batman has to use his detective skills and knowledge to decipher these riddles and stop the Riddler's evil plans. Their battles are often a test of wits, with Batman trying to outsmart the Riddler at his own game.
One great 'Batman x Riddler Fanfiction' is 'The Riddler's Redemption'. It shows an interesting take on the Riddler trying to turn over a new leaf and his complex relationship with Batman during that process.
You can start by looking on Archive of Our Own (AO3). It has a large collection of fanfictions, and there are quite a few 'Batman x Riddler' ones. Just use the search function and type in the relevant tags.