Everytime a Batman and a Catwoman crossed paths, it wasn't a traditional hero versus villain encounter. Underneath their conflicting values and beliefs was a romantic tension simmering. If only the Queen of the Cats walk the path of redemption on the side of justice like her Dark Knight opponent.
In fact, on Earth-Two, this eventually happened.after almost fifteen years quarreling with one another, as the Bat and the Cat were on opposite sides of the law, Selina Kyle grew tired of crime and repented, creating a cover story whereby she was an amnesiac flight attendant who suddenly recovered her memories of her life before her life of crime. After assisting Batman in tracking down a number of criminals as his informal partner, Catwoman finally helped him corner her own brother Karl "King of the Cats" Kyle.
Sometime after this, the Caped Crusader was under the influence of Scarecrow's potent fear gas, which caused Batman to believe all the persons he loved had disappeared. With only Catwoman left to assist him, the two eventually succeeded in fending Scarecrow off and helped recover Batman's senses. At this moment, the pair discovered they truely fell in love with one another, and ended up getting married.
From the marital union came a daughter, Helena, who would assume the mantle of Gotham's protector as the Huntress after her mother tragically death. Shortly thereafter, while visiting Earth-One, she encountered that world's Catwoman who was still a criminal, albeit in her last case as a felon. From this point, the younger Selina Kyle finally embraced her her love for the Dark Knight, and dated his alter ego Bruce Wayne on-and-off for years. Although not married, and outside influences stalled their romantic relationship for a time, their love would never die.
Not to be outdone by their mentors, the sidekicks of the Batmen also found love in the form of their fellow crimefighters. While teenage Earth-One's Robin knew of the young adult librarian Barbara Gordon and her alias of Batgirl from a distance, their differing ages delayed the possibility of romance between the two. With Barbara Gordon a young woman in her early twenties and Dick Grayson in his late teenage years, it took until Dick entered college before he began to pursue a relationship with Barbara while she was in Congress. At the same time, Grayson as Robin and Gordon as Batgirl formed an enduring partnership, working alongside one another on numerous adventures throughout the years.
The situation was reversed on Earth-Two, as that Dick "Robin" Grayson was already in his early twenties when Helena Wayne was a new born baby of Bruce and Selina Wayne! Only decades later, when Helena was an aspiring lawyer in her early twenties and Dick was an ambassador in his mid forties when sparks began to fly between the two.
Although Dick and Helena were surrogated siblings, not truly growing up together but nevertheless having close familial contact for years, the possibility that there could be a relationship beyond something like step-brother/step-sister seemed unfathomable. However, after the pair worked closely on a case while tracking down an infamous Gotham City Crimelord, the heirs to the late Batman's legacy began to feel an attraction for one another.
Eventually, Barbara delicately brushed off Dick's feelings as kindly as she could, and he moved on. The same could not be said for Helena, who spurned her Dick's advances out of her feelings for District Attorney Harry Sims. Still, for both almost couples, there was friendly reconciliation without hard feelings after some time had passed.
In the lives of the Batmen Family, romance rarely reconciles with the rough road of its members.
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