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Description
With infinite parallel universes, there are infinite possibilities

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A Nerd in Hell: What If?
What if the human landed at Stolas's mansion?

"You guys all know the main guy's story, right? Nerd goes to MegaCon, gets knocked into a portal to Hell, winds up at the Hazbin Hotel, befriends the princess, gets three demon girlfriends, defeats an overlord, and so on. That didn't happen to me, I didn't end up at the hotel.
Instead I crash-landed at Stolas's mansion. And I mean that literally, since I crashed through the roof and landed in Octavia's room. I broke a lot of bones, and I have no idea how I'm still alive. From what she told me, I was lucky that she wasn't getting dressed or anything that'd cause Stolas to kill me for being in the room with her, unconscious or not. Woke up sometime later, wrapped in so many bandages and casts that I was practically a mummy.
Stolas and Octavia explained to me what happened and where I am, and since they took the time to set up a makeshift hospital room for me to stay in, that was enough to convince me that they weren't going to kill me. Those two anyway, I wasn't sure about Stella at first. Hell, I was terrified when I first heard her angry screams about the damage I accidentally caused.
Let me tell you, being bedridden is so boring. There was a TV in the room, but that got old after a while, especially since I couldn't change the channel without asking for help. Thankfully Octavia visited frequently, giving me someone to talk to. She must've been pretty lonely, and I can relate to that. We became friends, talked about our hobbies, she taught me what Hell was like, and so on.
After a while, she started talking about her family life, and the expectations others have for her because she's royalty. I'll be honest, I wasn't sure what to do, since I couldn't really offer any sort of advice beyond the generic stuff you'd probably find on TV; I think she wanted another friend to vent to about this. She did say that she couldn't talk to Loona, since her dad's part of the problem.
I guess her parents found out about the talk I had with Octavia, because it wasn't long before they showed up to vent to me about their problems. Stolas about how he's trapped in a loveless arranged marriage, how he and Stella tried to be amicable towards each other trying to give Octavia a normal childhood, how the little frustrations with each other just kept adding up until they now completely hate each other, and how he's in an affair with the imp responsible for bringing me to Hell, and the many unspeakable and depraved sexual acts they do together. With Stella, she ranted about how everyone always adored her brother while ignoring her, how she feels the need to lash out and put others down in order to get anywhere in life, and how Stolas's affair turned their family into a laughingstock amongst the other nobles.
I know I was bedridden and wanted some company to be with, but I'm not some therapist they could go to. (Sighs) I guess it was the least I could do, though, since they took me in and let me stay while I recovered from my injuries.
Anyway, this was an absolutely toxic situation, and it's a miracle that they managed to last 17 years without trying to outright murder each other.
I have no idea what I said, but for some reason, Stella started getting friendlier towards me as we talked. She started to get more involved in my recovery, she started to care less about what the other nobles think, she became less hostile towards the servants, and even Stolas when he returned from that Harvest Moon Festival he mentioned. And, I never thought I'd say this, but I started getting feelings for her when I saw her smile.
One thing lead to another and, well, Stella and Stolas got a divorce. Normally I'd feel bad about ending a marriage, but with what they told me, things would've gotten worse until someone ended up dead.
Octavia and Stolas have even admitted that they've never seen Stella this happy before."

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Another "What if?" scenario for A Nerd in Hell, this one ending in me taming the vicious beast that's Stolas's wife.
How? No idea. Maybe my personality's the perfect combination of bland and boring, and that managed to calm her?
Why? Partially because Stella's pretty, and partially because I want a redemption story for her since it doesn't look like she'd ever get one in Helluva Boss.

Anyway, no, she's not going to be abusive; screechy and throws things when really angry, yes, but not abusive. I ain't forgiving that crap.
These are non-canon to the story, and probably won't go anywhere beyond a commissioned picture of story-me with who he ends up with.
Romance: Stella Goetia
Commissioned artwork by

Description
With infinite parallel universes, there are infinite possibilities

---

A Nerd in Hell: What If?
What if the human landed at Stolas's mansion?

"You guys all know the main guy's story, right? Nerd goes to MegaCon, gets knocked into a portal to Hell, winds up at the Hazbin Hotel, befriends the princess, gets three demon girlfriends, defeats an overlord, and so on. That didn't happen to me, I didn't end up at the hotel.
Instead I crash-landed at Stolas's mansion. And I mean that literally, since I crashed through the roof and landed in Octavia's room. I broke a lot of bones, and I have no idea how I'm still alive. From what she told me, I was lucky that she wasn't getting dressed or anything that'd cause Stolas to kill me for being in the room with her, unconscious or not. Woke up sometime later, wrapped in so many bandages and casts that I was practically a mummy.
Stolas and Octavia explained to me what happened and where I am, and since they took the time to set up a makeshift hospital room for me to stay in, that was enough to convince me that they weren't going to kill me. Those two anyway, I wasn't sure about Stella at first. Hell, I was terrified when I first heard her angry screams about the damage I accidentally caused.
Let me tell you, being bedridden is so boring. There was a TV in the room, but that got old after a while, especially since I couldn't change the channel without asking for help. Thankfully Octavia visited frequently, giving me someone to talk to. She must've been pretty lonely, and I can relate to that. We became friends, talked about our hobbies, she taught me what Hell was like, and so on.
After a while, she started talking about her family life, and the expectations others have for her because she's royalty. I'll be honest, I wasn't sure what to do, since I couldn't really offer any sort of advice beyond the generic stuff you'd probably find on TV; I think she wanted another friend to vent to about this. She did say that she couldn't talk to Loona, since her dad's part of the problem.
I guess her parents found out about the talk I had with Octavia, because it wasn't long before they showed up to vent to me about their problems. Stolas about how he's trapped in a loveless arranged marriage, how he and Stella tried to be amicable towards each other trying to give Octavia a normal childhood, how the little frustrations with each other just kept adding up until they now completely hate each other, and how he's in an affair with the imp responsible for bringing me to Hell, and the many unspeakable and depraved sexual acts they do together. With Stella, she ranted about how everyone always adored her brother while ignoring her, how she feels the need to lash out and put others down in order to get anywhere in life, and how Stolas's affair turned their family into a laughingstock amongst the other nobles.
I know I was bedridden and wanted some company to be with, but I'm not some therapist they could go to. (Sighs) I guess it was the least I could do, though, since they took me in and let me stay while I recovered from my injuries.
Anyway, this was an absolutely toxic situation, and it's a miracle that they managed to last 17 years without trying to outright murder each other.
I have no idea what I said, but for some reason, Stella started getting friendlier towards me as we talked. She started to get more involved in my recovery, she started to care less about what the other nobles think, she became less hostile towards the servants, and even Stolas when he returned from that Harvest Moon Festival he mentioned. And, I never thought I'd say this, but I started getting feelings for her when I saw her smile.
One thing lead to another and, well, Stella and Stolas got a divorce. Normally I'd feel bad about ending a marriage, but with what they told me, things would've gotten worse until someone ended up dead.
Octavia and Stolas have even admitted that they've never seen Stella this happy before."

------------------

Another "What if?" scenario for A Nerd in Hell, this one ending in me taming the vicious beast that's Stolas's wife.
How? No idea. Maybe my personality's the perfect combination of bland and boring, and that managed to calm her?
Why? Partially because Stella's pretty, and partially because I want a redemption story for her since it doesn't look like she'd ever get one in Helluva Boss.

Anyway, no, she's not going to be abusive; screechy and throws things when really angry, yes, but not abusive. I ain't forgiving that crap.
These are non-canon to the story, and probably won't go anywhere beyond a commissioned picture of story-me with who he ends up with.
Romance: Stella Goetia
Commissioned artwork by