Jaina Hudson (White Rabbit): Jaina is a Gotham socialite of Indian descent who met Bruce at a charity fundraiser and later went on a few dates with him. He later discovered she had the unique power to duplicate herself into two separate beings: herself and a scantily clad criminal called the White Rabbit. The White Rabbit worked against Batman and often led him to other villains such as the Joker and Bane.
In early 1939, the success of Superman in Action Comics prompted editors at National Comics Publications (the future DC Comics) to request more superheroes for its titles. In response, Bob Kane created "the Bat-Man". Collaborator Bill Finger recalled that "Kane had an idea for a character called 'Batman,' and he'd like me to see the drawings. I went over to Kane's, and he had drawn a character who looked very much like Superman with kind of ... reddish tights, I believe, with boots ... no gloves, no gauntlets ... with a small domino mask, swinging on a rope. He had two stiff wings that were sticking out, looking like bat wings. And under it was a big sign ... BATMAN". The bat-wing-like cape was suggested by Bob Kane, inspired as a child by Leonardo Da Vinci's sketch of an ornithopter flying device.
With Batman's return to Gotham, the GCPD shut down their Batmen project and reinstated Gordon as Commissioner. After the incident under the caves, Batman decided to investigate Nth metal, believing there to be some connection between it, Dionesium and the Court of Owls. To that end, he approached the leader of the Robin street gang, Duke Thomas, and offered to train him into another hero, as opposed to another Robin. In reality, Bruce knew about his status as a metahuman and wished for him to help investigate the court's plans.
Reviving in a hospital in the 1930s, Bruce meets Marsha, a woman who claims that she wants to employ him as a detective to investigate the death of her friend, Martha Wayne, providing him with a 1930s suit to wear as he carries out his investigations. Meeting with Martha's parents, Bruce learns of Thomas Wayne's apparent infidelity and his connection to various orgies, but remains suspicious that he is not being told the whole truth. After Wayne is provided with a Bat-costume to wear during the final stages of his investigation- the same costume worn by Thomas Wayne long ago-, he tracks 'Marsha' to a graveyard, where it is revealed that she is a member of the Black Glove, who believes that she will be granted eternal youth if she ritually sacrifices the 'Bat-Man', having selected the amnesiac Bruce as the perfect sacrifice as nobody will miss him. Despite his confusion and weakness, Wayne fights off the Black Glove before Carter Nichols's time machine teleports him to the end of time, leaving the Glove without a sacrifice. Bruce returns to the JLA Watchtower as a twisted cybernetic Batman.
Jillian Maxwell: In Batman: Legends of the Dark Knight Halloween Special #1, during the beginning of his career, Bruce found himself attracted to a woman who called herself Jillian Maxwell after meeting her at a costume party. However, he later discovered the criminal record of a woman who had used many aliases to seduce young, wealthy men, then later arranged events that led to their deaths so she could claim their wealth. After Alfred told Bruce of this, he was heartbroken, but he kept an eye on the woman. When she used the identity Audrey Marguerite in Brazil, Bruce, as Batman, sent her a note, ordering her to confess all her crimes.
Natalya Trusevich: A Ukrainian concert pianist and girlfriend of Bruce Wayne, Natalya grew frustrated with Bruce's closed-off demeanour, until he was urged by Alfred to reveal to her his secret identity. Shortly after, Natalya was abducted by the Mad Hatter who attempted to torture her into revealing the identity of Batman. Natalya refused to divulge Bruce's secret and was thrown by the Mad Hatter from a helicopter to her death.