While most of Batman's romantic relationships tend to be short in duration, Catwoman has been his most enduring romance throughout the years.[110] The attraction between Batman and Catwoman, whose real name is Selina Kyle, is present in nearly every version and medium in which the characters appear. Although Catwoman is typically portrayed as a villain, Batman and Catwoman have worked together in achieving common goals and are usually depicted as having a romantic connection.

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Shondra Kinsolving: Shondra was a psychic and the half-sister of Benedict Asp. She had a brief love affair with Batman, having been brought in to help him when Bane broke his back. Before Bruce could officially commit to her, Benedict kidnapped her and turned her abilities to evil use. Batman eventually defeated Benedict, but the damage to Shondra's mind was too great. As she healed Bruce's lingering injuries, Shondra's psyche regressed back into childhood. Bruce paid for her care at a psychiatric institution, ensuring she received the best treatment for the rest of her life.[16]
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.
Sasha Bordeaux: Assigned as Bruce Wayne's bodyguard, Sasha deduced that Bruce was Batman and briefly fought at his side. She was framed for the murder of Bruce's girlfriend Vesper Fairchild and later joined Maxwell Lord's Checkmate organization. In The OMAC Project, Bordeaux was turned into a cyborg OMAC, but this incident was later resolved. While Sasha and Batman kissed near the end of The OMAC Project, their relationship seemed to have passed on.
In the early Golden Age comics, Batman often flirted with Catwoman, as he was charmed by her beauty - although not so much by her methods. Their history on the Earth-Two continuity developed to the point where Catwoman reformed and Batman admitted his love for her, formally marrying shortly after and having a daughter, Helena Wayne, who later became the Huntress.[6]
Meanwhile, Batman's relationship with the Gotham City Police Department changed for the worse with the events of "Batman: Officer Down" and "Batman: War Games/War Crimes"; Batman's long-time law enforcement allies Commissioner Gordon and Harvey Bullock are forced out of the police department in "Officer Down", while "War Games" and "War Crimes" saw Batman become a wanted fugitive after a contingency plan of his to neutralize Gotham City's criminal underworld is accidentally triggered, resulting in a massive gang war that ends with the sadistic Black Mask the undisputed ruler of the city's criminal gangs. Lex Luthor arranges for the murder of Batman's on-again, off-again love interest Vesper (introduced in the mid-1990s) during the "Bruce Wayne: Murderer?" and "Bruce Wayne: Fugitive" story arcs. Though Batman is able to clear his name, he loses another ally in the form of his new bodyguard Sasha, who is recruited into the organization known as "Checkmate" while stuck in prison due to her refusal to turn state's evidence against her employer. While he was unable to prove that Luthor was behind the murder of Vesper, Batman does get his revenge with help from Talia al Ghul in Superman/Batman #1–6.

The boy suddenly re-appears wearing a domino mask of ash and a shield with a bat on it. He frees Bruce and gives him back his belt. From his utility belt, Bruce takes a medicine capsule and dons the pelt of a giant bat to wear on his body. Using the contents of his utility belt to stave off an attack by Savage and his mob, operating on instinct more than actual knowledge of various fighting techniques, Bruce defeats Vandal Savage returning the necklace to the boy just as an unexpected solar eclipse appears in the sky which Bruce reacts to and flees with the boy. Bruce jumps over a waterfall with his young partner, only to vanish at the bottom, somehow turning up in Puritan Era Gotham City. After he has vanished, Superman, Green Lantern, and Booster Gold appear in the past via Rip Hunter's time sphere, having tracked Bruce to the past. Superman confirms with his super-hearing that Batman isn't in this time. As they depart, Superman states that they have to catch up with Batman before he can return to the present on his own or the world will be in great danger. In the new era he arrives in, Bruce surfaces from the water and finds a woman, when they are suddenly attacked by a large, tentacled creature. Bruce raises his sword to defend himself and the woman.

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