10 Most Heartbreaking Deadpool Moments
3. His Divorce With Shiklah
Although the love subplot between an unkillable mercenary and a bloodthirsty demon queen was unmistakably done for laughs, its inevitable end - and soap opera style aftermath - surprisingly emotional.
The fact the pair lasted countless issues, and had some genuinely touching moments made their eventual separation towards the end of the 2017 run one of the sadder romances of Deadpool's sordid history, because for a while you get the impression that Shiklah might actually be a permanent part of his life. In particular, one of the pair's last scenes together contains what is possibly some of the saddest and most heartfelt dialogue to have ever come from a comic romance - let alone from a superhero founded on being crass.
Sure, it isn't a perfect relationship - marriages done solely to piss off Dracula rarely are - but even at the end the two still clearly care for each other, which only makes the whole thing all the worse. When the merciless, tyrannical queen of the underworld asks you to try and be happy after your breakup, you know something either went horribly wrong - or horribly tragically right.