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1. Hell knows true darkness (Helluva Boss vs Deltarune) by Ricky45362

   Fandoms: Helluva Boss (Web Series), Deltarune (Video Game)  

   • Not Rated
   • Graphic Depictions Of Violence
   • F/M, Other
   • Work in Progress

   23 Nov 2025

   Tags

   • Graphic Depictions Of Violence
   • Millie/Moxxie (Helluva Boss)
   • Blitzo (Helluva Boss)
   • Moxxie (Helluva Boss)
   • Millie (Helluva Boss)
   • Kris (Deltarune)
   • Susie (Deltarune)
   • Ralsei (Deltarune)
   • Kris' Red Soul (Deltarune)
   • Blitzo is Pronounced Blitz (Helluva Boss)
   • Blitzo Being Blitzo (Helluva Boss)
   • Cute Millie/Moxxie (Helluva Boss)
   • Nonbinary Kris (Deltarune)
   • Kris Needs a Hug (Deltarune)
   • Susie Swears (Deltarune)
   • Selectively Mute Kris (Deltarune)
   • King of Spades (Deltarune) Being an Asshole
   • Blood and Violence
   • Not Really Character Death
   • Swearing
   • Fluffy Boy Ralsei (Deltarune)

   Summary

   I.M.P. were given the task of killing the heroes of prophecy, and things sure do happen.

   Warning:for crossover violence.

   (Note:think of this like a Death Battle styled one shot. I'm not as big on power scaling though, so don't expect the most accurate power scaling here. Also, we'll say this fight happens post Season 2/Chapter 4 but without the same pressure either end on so both sides have their normal thought process for the fight. So the pressure of The Knight, Millie's pregnancy, and Stolas'...everything aren't relevant here.)

   Helluva Boss by Vivienne Medrano(Vivziepop)
   Deltarune by Toby “Radiation” Fox

   Language:

   English

   Words:

   11,686

   Chapters:

   3/4

   Comments:

   2

   Kudos:

   5

   Hits:

   86