Blitzø
not together•He tells them ALL the wrong advice—he tells them your least favorite flowers are your favorites, that the food that you want to throw up just thinking about to is all you ever eat, etc.
•He watches as they embarrass themselves in front of you, and makes fun of them later when they're not around & talks shit about them when he's around you to make them look even worse
•"They're trying really hard to win you over, huh? And it's like they don't even know you. Fucking wuss."
•If it seems like he knows you better, maybe you'll give him a chance...right?
Moxxie
together•He didn't know how to react. He just stood there, shocked for a moment
•It wasn't even a secret that you were together, everyone knew...right?
•Maybe...maybe they didn't know
•"Hey, um...you know y/n and I are together, right?"
•They gave him a look "yeah, but I intend on changing that"
•Moxxie was surprised by the bluntness, but got over it quickly
•"Oh, yeah...well...they really like [your worst fear/nightmare]. Maybe do something involving that"
•In the end, Moxxie was the one getting the satisfaction of you calling them a jerk
Millie
not together•She felt slightly confused and betrayed when someone asked
•"What?"
•"Yeah, y/n. I wanna ask them out, have any ideas?"
•"...you know I like them, right?"
•She had plans to ask you out—everyone knew about it, and were planning on helping her
•She told them she wouldn't help this time, but wished them good luck (she felt she had a pretty strong chance with you. Plus, she knew what she wanted to say)
•But they'd probably become her new punching bag if you chose them over her
Loona
not together•She straight up tells them not to do it
•She tells them that they're not your type, and that they'll be rejected either way, so they might as well not even bother
•She essentially dumps all of her anxiety onto the person so that they will be too nervous to ask you out. She says things like they're not good enough, that you would get bored or scared of them after a while, that they wouldn't be good in a relationship with you, they're just not what you're looking for
•She asks you out shortly after since letting it out kind of helped her confidence & she realized she wanted do do it before someone else did anyway
Stolas
not together•He is far too polite, and will simply tell them what he really thought would help
•Afterwards, he'll tell you they asked, and admit that he has feelings for you as well, but that he would be understanding if he wasn't your decision
Stella
together•You're in a secret relationship
•Looks them up and down, then laughs "What makes you think they would go out with you?"
•She ridicules them (most likely for something obvious, like their status, or their looks) and makes sure they don't have that idea ever again
Octavia
together•You're in a secret relationship—she doesn't like the attention, so she's never told anyone about your relationship. She also doesn't really want her parents to know, and feels like there's really no time/space for her to talk about it anyway
•She asks them why they think she'd know, and they tell her that it's because the two of you are so close
•She just tells them she doesn't think you're looking for a relationship, but she warns you later that someone asked
•You laugh about it, and move on to talk about other things
Fizzaroli
together•You're both performers, and people have seen you together, but they don't know you're together together
•He laughs when someone asks how they should ask you out
•"You? You think you could pull a y/n?! Hey everyone! Look at this loser! They actually think the have chance with y/n!"
•Coincidently, they didn't show their face in Ozzie's ever again. But if they did, Fizz would just be more brutal than before
Striker
together•For safety reasons, you decided to keep your relationship on the low. Sure, it was obvious that the two of you were familiar, and friendly with each other, but for the most part you were good at keeping it just that
•In other words, it was believable when you said you weren't a couple
•Unfortunately, that meant that some demons would test their limits with Striker—some would get all handsy with you, or try to butter you up. It got on his nerves, but he always liked the satisfaction he got when you said you were taken, or straight-up throat punched whoever was touching you
•But he felt insulted when one Imp in particular asked him how one would go about asking you out
•"I'll tell you one thing: y/n isn't into pathetic, weak Implings that aren't even good for picking up hell horse shit"
Verosika
together
•The person who asked didn't think that you were really together. They believed that you were using Verosika as a claim to fame
•First she got offended, but then she got angry
•The difference is that when she's offended, she will rip you to shreds and leave you where you were standing—wanting to make you more insecure now than before
•And when she's angry, she will publicly defame the person—she will humiliate them, and make sure that no one wants to be around them ever again
Crimson
it's complicated•You and Crimson had a particularly nasty (and semi-public) fight. One of his henchmen (understandably) over heard, and (also understandably) thought that it was over between the two of you
•The loan shark thought that he could treat you better than Crimson could, but made the mistake of asking Crimson for advice on how to ask you out
•Being a gentleman with manners, Crimson gives his subordinate actual good advice on how to do it. That is, before dealing with them properly, and mounting their jaw on the wall as his brand new trophy
Chaz
not together•Gives them wrong advice
•He's about to ask you out via song anyway (he wrote a song just for you), and if that doesn't woo you, nothing he can think of will anyway
YOU ARE READING
Helluva Boss x Reader Preferences
FanfictionOneshots, preferences, headcanons, etc. for Helluva Boss (reader is gender neutral unless otherwise specified) Does NOT include Hazbin Hotel. Characters included: Blitzø Moxxie Millie Loona Stolas Stella Octavia Fizzaroli Striker Verosi...