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barefoot-joker · 5 months

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Yandere!Crimson Headcanons

Hey, guys! Long time no see (or is it read?)! I know it’s been a while and I do apologize. I recently got into Hazbin Hotel/Helluva Boss, so if you’re interested you can send requests in. Today I bring you Crimson headcanons, which I’ve never done before so this is going to be interesting. I’m sorry if he’s OOC as well. Anyways, here we go!

-There are several ways you could have met Crimson: a client, family of one of his members, perhaps even a target

-However, let’s go with the idea that your family is a financial backer for the mob

-Crimson was visiting your family’s estate to discuss the need for more money

-Your father and him were talking when a knock interrupted them

“Come in!”

Crimson turned to see the oak door open and in step the most beautiful creature he had seen. Jewels the mobster had seen couldn’t even compare. “Crimson, I’d like you to meet my daughter Y/n.”

The mob boss held out his hand and took yours, landing a kiss on the knuckles. “It’s a pleasure to meet ya, sweetheart.”

“Same to you, Mr. Crimson.”

-And with that your fate was sealed

-It had been a few weeks since Crimson and you met, the two of you going about your lives

-However, you had never left the mafia man’s mind

-With that, he gave your house a ring and asked you on a date

-Your father was apprehensive while your mother was elated

-You, on the other hand, weren’t too interested

-You already had a boyfriend, a man by the name of Zeke

-The two of you met at a local cafe and hit it off ever since

-You brought up your concerns, but your mother thought that having multiple suitors was no big deal

-Besides, you never say no to the mob

-So you said yes

-That night, Crimson was at your door with a bouquet of roses and the two of you entered his car

-He took you to dinner at a fancy restaurant where he regaled you with stories of his job

-You felt uncomfortable the whole time and would rather have been at home

-The date ended with him taking you back and saying he enjoyed his time

-You lied and said you did too

-You got out of the car and he left

-Several weeks had passed and you hung out with Zeke a lot

-You were happy to say the least

-If only you had noticed Crimson’s men tracking you down

“What do you mean she’s seeing someone? She belongs to me!”

“She’s been seeing this Zeke fella for a while now, Sir. Apparently, they are lovers.”

“Not on my watch they’re not! Where does this Zeke work? Looks like I have to have a chat about touching what’s mine.”

-Crimson had a little “chat” with Zeke a day later and made sure to leave reminders (some bruises here and there) to have him back away from you

-The mafia boss even allowed him to keep his eyes as he was feeling generous

-That night Zeke spilled about what had happened to you

-Needless to say you weren’t happy

-You called up Crimson and the two of you met in a nearby park

-You explained that you were in a relationship and that while Crimson seemed nice, he wasn’t your cup of tea

-Crimson disagreed

-Grabbing your wrists, he pulled you close and whispered how you were his and nothing would change that

-You tried to pull away but he grabbed your hair next

-He explained that you were his and that he’d seal the deal in a couple of days

-Terrified, you jolted away and ran

-Crimson having a huge smirk on his face

-Sure enough a few days passed, and Crimson invited your whole family to his estate

-You begged your parents not to go, but they implore you all did

-Next thing you know; you’re sitting at the dinner table with Crimson eyeing you up and down

“What do you want with us, Crimson?”

“Be patient, doll. Business comes after dinner in this family.”

-After everyone was done, you all met in the foyer, and everyone shared drinks

-You didn’t dare drink any of yours, to uncomfortable with the whole situation

-Your attention became diverted when Crimson tapped his glass

“Now, I know it’s odd that I called you all here. However, I wanted Mr. L/n’s approval before I began.”

The imp knelt down in front of you on one knee and snapped his fingers. One of his lackeys plopped a box into his hands. Upon opening it, you gasped. A golden ring with a sparkling diamond on top sat within the red cushion of the small box. “With your permission Mr. L/n, I’d like to ask for your daughter’s hand in marriage.”

“I-”

“Daddy, please don’t! I love Zeke! You know that!”

“No need to worry about him anymore, sweet cheeks.”

“What do you mean?”

Snapping his fingers again, a plaque was brought over to your side, and you couldn’t hold back the scream. Nailed to the wood was Zeke’s horns, stating his dead status. “How could you?!”

“He was in the way of what I wanted, doll. And I always get what I want!”

-He snatched your hand to place the ring, but your father spoke his piece

-He wasn’t thrilled with Crimson’s approach and the three of you went to leave

-However, the sound of the safety being clicked off on a couple of guns made you all freeze

“You better rethink your options, old man.”

-Tears formed in your eyes as your father looked around before nodding defeated -Crimson tightly grabbed your hand and jammed the ring on your finger

-He went in for a kiss and you wished you had never walked into the meeting that fateful day

#yandere #xreader #helluva boss #yandere helluva boss #yanderexreader #yandere x reader #yandere male #crimson helluva boss #x reader #villain x reader #yandere crimson #crimson

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poppyswriting · 6 months

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𝐘𝐎𝐔 𝐃𝐈𝐃 𝐖𝐇𝐀𝐓?

One shot!: Crimson x Hellborn fem!reader

summary: You spent most of your time on the greed ring for some reason, but an anonymous call to the place you worked at lead to a rather un-pleasant meeting with an old fuck buddy.

Warnings: slightly suggestive, other than that I guess nothing else? Enjoy ! !

Notes: I saw this sitting on my drafts and I thought of finishing it to leave you guys with something. I think crimson is more of a guilty pleasure of mine lol, I’ve been really concentrated on finishing the chapter for the helluva boss series that I really lost interest in finishing the other one shots that are dead on my drafts. I’m really sorry!!

You had a good gig going on

Well, at least for you. You were on your little world right now, not paying attention to anything your boss was saying. Pretty much just zooming out until a loud crash woke you up from your little dream.

It was a helicopter, you figured out it had something to do about a client from the little words that actually went into your brain with your bosses talk. Sitting down, you questioned if this was even secure because of the seatbelts followed by Milli’s concerned look.

You guys weren’t sure about this.

And hell were you right, you heard Moxxie talking about how this place was similar to where he grew up in. Being taken aback when he saw a house that was rather familiar, bringing him unpleasant memories. But you? You were frozen in spot. Hold on a minute, you knew this house.. Oh, how did well you knew it.

“Blitz, who was this meeting with..?” Both Moxxie and you asked, which caused him to give you a strange confused look for some seconds before jumping right in on his own topic. You didn’t noticed this, too concentrated praying to whoever came to your mind that you didn’t land right there.

No, no no no fuck no.

You stared with a shocked expression the house , while your boss pushed you and Moxxie to the front. A guy stood up calling out Moxxie, but when he saw you his eyes widened a little. He didn’t expect to see you, but he gave you a smirk before going back to Moxxie.

“Come give ya’ daddy a hug.”

“Daddy?” Both Millie and Blitz looked confused, while you and Moxxie were a frozen mess. Seeing his face again brought you so much memories again, some better some worse. “I only let Moxxie and this one with you call me that, unless ya’ pay me!” He chuckled.

Your eyes widened, while Moxxie’s head snapped in your direction. “What does he mean by that?” He asked, still with gentle words to not sound too harsh. But it still made a shiver run down your spine as you looked at him nervous without knowing what to say. “W-Well, Uh.. He’s obviously just, eh being- I mean joking around. Yes, that!” You chuckled awkwardly as you looked away to hide tour face from embarrassment.

Moxxie didn’t buy that, your words made crimson frown. He got closer which made you step a little back, raising Moxxies suspicion but he decided to ignore it. He introduced Crimson as his father and— “Wait, what?” You said out loud, quickly regretting it as the group looked at you.

“I mean, Cr- He’s your father?” His name almost slipped by your mouth, but you were quicker to act. If you sounded more comfortable using his name it would only make up more questions, and you weren’t planning to explain to the group and less Moxxie now knowing he’s his son how Crimson and you used to Fuck in the old times. “We already know each—”

“It’s a pleasure to meet you sir!” You say with a smile, you had to hide your nervousness by acting quick. The sudden greeting took crimson off, but ignoring all of this your crew entered the house.

Now this was awkward.

You were just sitting there, listening to Moxxie talk about how he met the guy that just entered. Chaz the was called which surprised you by the fact he dated Millie too, but when they hit the Mafia part a chill went down your spine making you nervous. But while they were talking Crimson took a few glances at you which you ignored faking not knowing he was looking at you. You were crap at this, grabbing your pants slightly to avoid your hands to get more sweaty. You never want hell to grab you and sink you in three rings lower.

Now, after some while you guys went to have dinner. You know when someone talks about an aggressively uncomfortable silence filling the room? Yeah, that was what they were talking about. You ate your food without looking at no one until your boss opened his mouth which you were very grateful for. “Soo this is aggressively uncomfortable,… Hey you haven’t said anything tits what’s up?” He asked you which took you completely off, damn you Blitz.

“I- Uhh.. Just don’t got anything to say today, I’m just tired really.” Blitz didn’t buy that, and you knew it by the way he looked at you. Under the table you felt Crimsons hand on your thigh and your body completely froze. “I suppose you want to know why I brought you people here.”

They talked but you really didn’t give much of your attention. You were fully focused on how the hand placed on your thigh moved up and down and the way it sometimes he squeezed depending on the level of the conversation. But when you did actually put mine to it, it already shifted into a heavy convo between Mox and Crimson. Talking about the dude that was sitting in front of you, you looked over to him just to see he was already looking at you.

He gave you a wink and a sly smile, was he flirting? You frowned, but you were surprised when you heard a loud groan and a slightly loud kick from under the table. You guessed that Crimson kicked him because of the hurt expressions on his face and the mad expression on the Imps face.

“Yeahhh I’ve grown, matured and recently came into millions.” The lizzard looking hellbron spoke, ignoring the fellow interaction you decided to jump into the conversation. “Wait so this guy here gets a little money and suddenly it’s worth waisting all of our time? Yeah, no that’s great.” You spat out that but instantly regretted it when you felt a hard pinch on your thigh that made you hiss lowly to not alert the others. While Crimson gave you his signature “shut up and stop talking or else” look, since you’ve grown used to it you did went quiet in reflex.

You just opted by hearing the conversation, a relieved sigh left your lips when you felt Crimsons hand let go of your thigh to get a hold of his wine. He talked about the whole family thing with Moxxie but you decided to not say or do anything since you had Chaz eyes on you and it wasn’t like you trusted fully into him for him to not snitch on you.

After a few minutes you noticed how everyone stood up so you did too, but when you heard Moxxie being called by Crimson you darted him a worried look, before a shiver ran down your spine when you heard Crimsons voice again in the back of your head. “And I will have a talk with ya doll-face later.” Followed by a confused look from Moxxie.

“It’s okay, I’ll explain later. Just, don’t let him get to your head you got this.” After that you left the door and waited outside with Blitz and Millie, she was looking at the door trying to hear what was happening. You couldn’t blame her she did have something to worry about, best case scenario Moxxie would come out with just a slap and nothing more. But as Blitz and you were talking you suddenly felt something poking your ass before it got further up that you had to stand up.

Your eyes went wide and a loud gasp left your lips when you saw all the dicks through the wall, chairs, tables etc. Your boss laughed and Millie was just as shocked as you were before one of the house employees called the three of you to the rooms. Yours wasn’t exactly all too big, but it was something. So for now you’ll just work up some rest for the morning and get the hell out of here, but before you could drift to sleep you heard a knock on the floor. Thinking it was Blitz you opened it and you almost jumped at the sight of Crimson who walked in no time the second you opened the door.

“What are you— what do you want?” You say, now closing the door behind you. Usually you would’ve left it open in case you needed to run to anyone’s rooms in case that he did something but his sharp look told you that for now it was better to not get him pissed. “Come on doll face, why ya’ giving me the cold shoulder. We used to have so much fun in the past.” He smirked.

“Yeah, on the past. Before you threatened to drown me up if I didn’t follow your rules.” He seemed uncomfortable at your statement, but it was true. He did threatened you and you left him because of that he knew that you had a strong feeling towards that type of treatment so why would he be surprised that you did so? Of course that he did his best to find you, but hell were you a stiff woman who stood up with her word. “Come on ya’ doll face, I already tried to apologize.”

“Sending numerous gifts at my door and almost kidnapping me to talk to you isn’t the best way to apologize don’t you think?” You would’ve watched your words and more in a situation like this that you were standing at his house and his area. But you were tired, pissed even “Well then I’m sorry for doing that to ya’. Say, we could grab some dinner and maybe catch up a little?”

You thought of it, yeah he wasn’t the best man but oh how fun those days were when your relationship didn’t get involved in his whole Mafia business. You sighed, knowing that he wasn’t going to take no for an answer. “Maybe we could even have more fun here.” You didn’t notice when you two ended up in your bed and his hand back up in your thigh, he caressed it slowly and getting closer to you.

You didn’t want to do this to Moxxie or even to Millie, but hey.. a night wouldn’t hurt you right? And besides, the second he acts up again you can leave at any minute. Your job actually made you better at killing so it wouldn’t be to hard to fight off his people if he tried anything shady to get a piece of you back. You know what? A night wouldn’t hurt right? It was a long time since you did this and hell did you wanted it, for much that you didn’t admit out loud he still was kinda hot.

The air was tense, and it didn’t take much time until both of your lips could collide together and started to make out. You grabbed his cheek and pulled him closer, and in the way taking of his hat and throwing it in the other side of the room. His hands roaming through your back until finding the hem of your shirt and pulling it up sneaking his hand up to your body. After pulling out from the kiss to get some air he started to kiss your neck and left some love bites and marks.

Fuck it, you would handle Moxxie and the others if they asked in the morning. Right now you were being taken by your desires and there was nothing that the conscious part of your brain did that could pull you out of it.

#helluva boss #helluva boss x reader #crimson helluva boss #moxxie #helluva millie #blitzø #chaz helluva boss #helluva x reader #helluva crimson

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