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Top 10 Superheroes Who Hooked Up With Supervillains

VO: Rebecca Brayton WRITTEN BY: Michael Wynands
Love and lust can lead to some seriously mismatched pairings. Welcome to WatchMojo.com, and today we’ll be counting down our picks for the Top 10 Superheroes who hooked up with Supervillains. For this list, we’ll be looking at romantic entanglements and hookups between superheroes and their adversaries. Elseworlds, “What If” storylines and parallel realities will be considered. In order to keep things interesting, we’re being flexible with the term “supervillain” - so long as the character has led a life of crime and gone up against our hero at some point, they’ll be considered. Have an idea you want to see made into a WatchMojo video? Check out our suggest page at http://WatchMojo.comsuggest and submit your idea.
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Love and lust can lead to some seriously mismatched pairings. Welcome to WatchMojo.com, and today we’ll be counting down our picks for the Top 10 Superheroes who hooked up with Supervillains.

For this list, we’ll be looking at romantic entanglements and hookups between superheroes and their adversaries. Elseworlds, “What If” storylines and parallel realities will be considered. In order to keep things interesting, we’re being flexible with the term “supervillain” - so long as the character has led a life of crime and gone up against our hero at some point, they’ll be considered.

#10: Cyclops & Emma Frost


Scott Summers and Jean Grey are one of the great comic book romances. And for years, they fought the good fight together as both teammates and a couple against a myriad of villains, including the White Queen of the Hellfire Club, Emma Frost. Over the years, however, Frost would evolve as a character, eventually joining the X-Men and Xavier Institute as a teacher. A powerful psychic, she winds up getting close to Cyclops and the two begin a psychic extramarital affair. Though readers expected this to be a short-lived chapter in their lives, it ultimately resulted in the disintegration of Scott and Jean’s marriage and a long relationship between Cyclops and Emma.

#9: She-Hulk & Juggernaut


It’s a commonly explored theme in comics that men with fragile male egos can’t handle the sort of strength a female superhero brings to the table - and She-Hulk is seriously strong. As a result of a desperate blood transfusion that she received from her cousin Bruce Banner (aka, the Hulk), Jennifer Walters can undergo a similar transformation while maintaining her intelligence, personality, and self-control. A lawyer, superhero and all-around level-headed character, She-Hulk doesn’t seem like the type to have a one night stand with a bona fide supervillain, but in Uncanny X-Men #435 she and Juggernaut took an apparently epic tumble in the sheets that people are still talking about years later.

#8: Ant-Man & Beetle


This particular hero/villain hookup saw thief-turned-Avenger Scott Lang have a one-night stand with another legacy character, Janice Lincoln, the daughter of Tombstone and inheritor of the villainous identity, Beetle. It’s a hookup that he almost immediately regrets, but in his defense (and Beetle’s), this was part of the 2015 Secret Wars storyline, and their world was literally ending the next day. A bug’s gotta do what a bug's gotta do!

#7: Rogue & Magneto


Unlike the previous hookup, this Romeo and Juliet story of the mutant variety was much more than a one night stand. As you’re likely aware, matters of the heart are never simple for Anna Marie, aka Rogue, given that her powers make it so that she can’t touch most people without knocking them out, but this hasn’t stopped her from finding love. Her greatest romance is with Gambit, but she’s also been linked with the master of Magnetism himself, Magneto. The two first got familiar in the early ‘90s in the pages of Uncanny X-Men and were given a true shot at love in the Age of Apocalypse timeline, in which they actually got married and had a son, whom they named Charles.

#6: Green Lantern & Star Sapphire


Taking a bit of a deviation from the norm, this particular case saw an old flame become a villain. Of the various romantic interests that Hal Jordan has had over the years, Carol Ferris has always been the standout. Their on-again-off-again relationship was complicated enough with Hal working as a member of the Green Lantern Corps, but things got really complicated when Ferris was similarly selected for “greater things” by an extraterrestrial force - The Zamarons. Unfortunately, as Star Sapphire, she went through a lengthy villainous phase before becoming the force for good that she’s better known as today. Talk about a complicated relationship.

#5: Sue Storm & Doctor Doom


That devious Doctor Doom, not only is he a criminal mastermind and dictator… he also insists on complicating matters of the heart. As part of the Secret Wars storyline, which saw him effectively become the god and designer of a collaged reality, Sue Storm is his wife - or rather Susan Von Doom. Well… that’s one way to give the middle finger to your arch nemesis, Reed Richards. In this reality, not only have Sue Storm and Victor Von Doom fallen in love and gotten married, but they also have two children together - Franklin and Valeria. Of course, this isn’t the only morally gray character Sue has gotten intimate with - she and Namor also have a history.

#4: Wolverine & Mystique


Wolverine is known to be the best at what he does, and that’s heavily implied to be tracking, fighting and killing, but based on his romantic track record, he also appears to excel at being a shameless womanizer - and that extends to both sides of the battlefield. As explored in the Wolverine arc “Get Mystique” from 2008, Logan and Raven Darkholme go way back, as does their love-hate relationship. They’ve clearly always rubbed each other the wrong way, while simultaneously taking regular breaks to rub each other the right way... if you know what we mean.

#3: Spider-Man & Black Cat


Whereas many contemporary superheroes operate within shades of gray, Peter Parker has long been held up as one of Marvel’s more clear-cut do-gooders. Sure, he tackles plenty of megalomaniacs and freaks looking to end the world, but he’s also just as committed to stopping more everyday crimes, like burglary. So it’s admittedly rather problematic that he, of all people, could become romantically involved with a crook like Black Cat. Something tells us that he doesn’t take time to flirt and fool around with the other burglars he encounters on the rooftops of NYC. Of course, they’ve done more than hook up - they’ve actually been in a relationship more than once.

#2: Daredevil & Elektra


Speaking of NYC-based superheroes and the femme fatales they love, how about the Devil of Hell’s Kitchen and his assassin of a flame? Elektra’s introductory arc in Frank Miller’s critically acclaimed run of Daredevil in the early ‘80s delivered a complex love story that saw the off-panel old lovebirds reunited. Though they would work together and rekindle old passions, they also frequently came to blows and continued to be at odds, as their respective philosophies made them fundamentally different. Elektra would even wind up working for crime boss Kingpin. A tragic love story, Elektra’s initial arc would end with her death at the hands of Daredevil’s nemesis, Bullseye… but she would return

#1: Batman & Talia Al Ghul


Batman’s most popular flame might be Selina Kyle, aka Catwoman, but honestly, she’s been an ally for so long now that her cat burglarizing feels like more of a side hustle. And besides, Batman’s relationship with the more overtly villainous Talia Al Ghul is far more troubling. Honestly, their night of passion has been recontextualized so many times, we don’t know what the truth is. But at some point, Bruce Wayne was either seduced or drugged into having an affair with the daughter of his enemy, Ra’s Al Ghul, an act of copulation that resulted in a son. Regardless, these two are clearly both interested, as exemplified by their frequent flirtation and multiple trysts.
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