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I’m going with Dead Pool because of the weird twists that began in the comic strips with Thanos, Death and Dead Pool. Who doesn’t love quirky romance? Bonus, we’re given quite the story.

Her appearance Lady Death, the personification of death itself, debuted in Captain Marvel #26 in 1973. Lady Death’s powers found her possessing infinite knowledge and power, and often materialized as a humanoid female, residing in an area known as the Realm of Death where she disrupted Thanos’s plans because she struggled with the possibility that he might actually love her. Stephen McFeeley in an interview said, “We talked about his motivation, and much of the motivation connected to Lady Death is about balance,” Feige added. “It’s the balance between life and death, the belief that life was getting unchecked and out of hand and there needed to be a correction. We wanted to make that the driving force of Thanos and his backstory.

Death’s relationship with other villains has varied, she is most famous for her “romance” with Thanos – though she often appeared to shun her would-be-lover, perhaps playing him as somewhat of a fool as her rejection made him ever more determined to prove his worth. In a cruel twist of fate, Thanos once obtained absolute omnipotence in the form of the Infinity Gauntlet only to find that Death still would not address him, this time due to the fact that Thanos was superior to her.

https://en.wikipedia.org/wiki/Death_(Marvel_Comics)

https://villains.fandom.com/wiki/Lady_Death_(Marvel)

The Deadpool-Thanos-Death Connection: Marvel’s Weirdest Love Triangle