(Y/N) was a killer, a strategist, a man built to survive - right up until he didn't. Now he's a Hellhound with trust issues, sarcasm issues, and a literal tail. Dropped into a world where murder is currency and feelings are a weakness, he's got two options: adapt or get shredded. And with a moody hellhound who won't admit she cares, a popstar succubus who keeps calling him "darling," a quiet princess who sees too much, and a demon queen who parties like she owns the apocalypse - (Y/N) might just find something worth dying for again. Too bad this time, death was only the beginning. Dead? Check. Hell? Check. And yet, I can't have a peaceful afterlife. "I don't own Helluva Boss. All rights belong to VivziePop. This is a fan work." *Credit the original creators of the Origin series (VivziePop and SpindleHorse).*

After escaping a toxic relationship with his ex-girlfriend, Melissa, Jack's best friend Vortex, takes him to one of Queen Bee's parties in the Gluttony Ring, where he finds himself in a much more happier relationship within the comfort and loving embrace of the Queen of Gluttony herself. Note: I do not own Helluva Boss or Hazbin Hotel, Vivziepop does. Warning: This story contains sexual and violent themes. While there are mentions of domestic violence, no actual scenes of it will be in it, because I'm not comfortable writing that sort of thing.