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Nonetheless, the two did actually have a child together: Damian Wayne, who has since become Robin.However, the situations regarding Damian's birth and upbringing are pretty murky, to say the least.Really, it's no big surprise that many superheroes have romanced fellow superheroes.That approach has worked out pretty well for two of the Defenders, Luke Cage and Jessica Jones.Batman and Catwoman wrote the blueprint on superhero/supervillain relationships, and how to make them work.They've been going at it for decades, and in addition to their crackling chemistry, they also understand one another like no one else ever could: both are vigilantes that prowl Gotham's rooftops at night, torn between their two halves.Felicia soon turned her career around and became a hero; her heart wasn't really in the villain business.
So yeah, when it comes to superheroes getting romantically entangled with their villains, Batman is definitely the biggest repeat offender out there, and we'll be seeing him again on this list.
Over on the DC side of things, Wonder Woman and Superman were also lovers for a while there.
But sometimes, even the nicest and most moral superheroes can't help but be tempted by the allure of the dark side, and this has led to a surprising number of romantic encounters between superheroes and the very enemies that they usually trade punches with.
Catwoman is more of an antihero than a proper villain, which helps, and she's often one of Batman's closest allies.
This relationship might easily be the most successful on this list, considering that the cinematic Bruce and Selina ran away together at the end of Rogue of the X-Men has had a painful romantic history, due to the fact that her powers can cause any person she kisses to slip into a coma (or die) within moments, which makes dating rather complicated.