#hatsville

[dcwildwestfest]

The Prodigal

By FriendofCarlotta | @friendofcarlotta Art by aggiedoll | @romachebella

Coming to Ao3 on April 18th, 2024

Rated E | 19,500 words | No Archive Warnings Apply

Dean Winchester travels the wide-open country, looking for bounties to collect and doing odd jobs to make ends meet. Usually, he rides with his brother Sam, but they’ve had a falling-out and now Dean’s all by himself — until he meets Cas Novak, a preacher’s son in search of his missing father. Cas believes his notorious outlaw brother Luke knows something of their father’s disappearance, so he asks Dean’s help in tracking Luke down. Dean figures there’s no harm in helping out, and he might earn himself Luke Novak’s bounty into the bargain. All Dean needs to do is keep a lid on his growing feelings for Cas. (aka Free to Be You and Me, rewritten as a Western)

[Keep reading for a sneak preview!]

When they locate the sheriff’s office, they find the jail cell empty and the lawman tossing playing cards into his hat, which is sitting upside down on a chair across the room. A couple of Wanted posters are tacked up on the wall, edges curling up in slow rebellion where the glue’s gone too dry to hold them.

“Afternoon,” Dean says, with a nod and a tip of his finger against his hat brim. “Slow day?”

The sheriff shrugs, unperturbed at having been caught slacking off. “Every day’s a slow day ‘round here, brother.”

Cas pipes up from next to Dean with a breathless, “It’s an honor to meet an esteemed colleague. Being a man of the law myself, I mean to say. It’s an honorable profession, albeit a—”

“He’s new,” Dean says, desperate to cut off Cas’ nervous rambling before it rouses even this sleepy small-town lawman’s suspicions.

The sheriff emits an acknowledging grunt, eyeing Cas dubiously. “Name’s Lafitte. How can I help y’all ‘esteemed colleagues’?” He grins at them, sun glinting off a gold tooth.

Dean arranges his face into an expression of pained concern. “Our town’s preacher went missing some weeks back and we’ve reason to believe the outlaw Luke Novak is the one who took him.”

Lafitte’s eyes flick back and forth between them. “Where did y’all say you were from? Gotta be a mighty big place, to be able to spare both the sheriff and a deputy so’s they can chase after a preacher.”

Damn it all. Lafitte is much more shrewd than Dean expected a small-town lawman to be. “Hatsville, Missouri,” he improvises. “New town. Lots of railroad money.” Cas seems inclined to weigh in as well, perhaps to expound on the various attractive qualities of the fictitious Hatsville, so Dean hurriedly changes the subject. “About Novak. Heard he mighta passed near here recently. That true?”

The sheriff weighs him with a lengthy glance before he allows, “True enough. Didn’t come through Jubilee, but they say he robbed a train no more’n three miles from here. Most excitement we had in town was that no-account drunk Walt, claimin’ he met Novak on the trail and got his poker winnings taken. You ask me, it’s likely as not Walt stole the money in the first place. Wouldn’t be the—”

“Where can this Walt be found?” Cas asks, with the eagerness of a man who’s new to the hunt and getting a taste for it. Dean bites down on a smile.

Lafitte regards Cas with some disfavor, obviously not best pleased at having had his account interrupted. “Chances are, he’s at the saloon, trying to talk his way into a bottle of whiskey on credit he ain’t got.”

A man with information they need, desperate for a drink — hard to do better than that. “Much obliged,” Dean tells the sheriff and, with another tip of his hat, leads the way back outside. Somewhere down the street, high above the low-slung rooftops, the town clock strikes two.

[nightfurmoon]

okay I have no clue if this were asked before or not, but I see a lot and I mean A LOT of stuff showing Black hat having a pet snake named Lil’Jack. Is that something that’s canon or just the fandom? Since it’s just making me confused.

It's canon! He's a huge snake that lives in the sewers of Hatsville. You can see a glimpse of him in one of the videos where he snatches a boy standing on top of a manhole

[locaboa99]

The Landlord PaperHat

The Hatsville Apartment Complex owned by Mr Blackhat are without a doubt, the best gated apartments with the luxury of a community pool and laundromat. Flug has been living here for 2 years already, and other than being terrified of the owner, he has never had a problem as it was always close to his university. Not until he started having money issues and was late on rent for the first time ever. As he was given a chance to bring forth the money before midnight, he soon discovered that BlackHat is more than just a landlord of some very nice apartments.

You're late on rent."

Cyan eyes stared up owleshly at the intimidating dark ashen skinned man. He watched as his landlord crossed his arms, which were bared for anyone to see. It's a sight so rare since he always wore a black trench coat and looked well put. Today, the heat must have beat him enough to lose it as he only wore his dark grey waistcoat, and his red dress shirt seemed to have two popped open buttons with sleeves folded up to his elbows. Top hat and monocle forever glued on him. On one hand, his landlord seems to hold a rolled up pile of paper, and wow, does he have some long dark nails.

"Uh.." he tried his best to swallow the fear that he gets every time he is close to his landlord before trying to speak again.

Just act cool.

"O-Oh, really?"

That one pearly black eye of his (is he blind on the other eye he wonders) glares down at him even harder if that was possible. "Mmhmm."

Hand fiddling with the door knob Flug tries to look anywhere, but at him.

"I-I can have the m-money for you t-tomor-,"

"Flug, it was due since last week."

Flug winced at the matter of fact tone used. God, he was really screwing this up, and he couldn't even look the man in the eye without stammering.

[goodomensfangirl72]

𓆩⚝𓆪 NSFW alphabet for Dr. Flug 𓆩⚝𓆪

Minors DNI

A = Aftercare (what they’re like after sex)

I feel like he would be pretty big on giving you aftercare. He'd clean you up, get you snacks, water, basically everything you can think of. Plus, he absolutely loves to pamper you and make you feel cherished.

B = Body part (their favorite body part of theirs and also their partner’s)

He loves his hands. He makes all his gizmos with them, how could he not love them? Another reason he loves them is because it's his favorite thing in the world to run his hands up and down your body. On you, he loves your thighs. Like me and everyone with common sense, Dr. Flug appreciates some good ol' thunder thighs. Who wouldn't like to grab onto a thick pair of thighs while their having sex?

C = Cum (anything to do with cum, basically)

I like to think he doesn't really want kids, so he'll wear a condom and cum inside of that.

D = Dirty secret (pretty self explanatory, a dirty secret of theirs)

He doesn't have one. He feels comfortable enough to tell you all of his fantasies.

E = Experience (how experienced are they? do they know what they’re doing?)

I'm sorry, but he gives me massive virgin vibes😭 he's probably the most inexperienced man in all of Hatsville.

F = Favorite position (this goes without saying)

Missionary would probably be his favorite, though he would like doggy style every once in a while.

G = Goofy (are they more serious in the moment? are they humorous? etc.)

He's a bit of a mix, though he does tend to be more serious. He's not against cracking a joke or two, however.

H = Hair (how well groomed are they? does the carpet match the drapes? etc.)

He keeps it trimmed but not completely shaves off. I like zomibom's Flug, so the hair is brown is like his hair.

I = Intimacy (how are they during the moment? the romantic aspect)

He's pretty fucking romantic during it. He won't do the whole champagne and rose petals, but he wanted to let you know how much he loves and cherishes you.

J = Jack off (masturbation headcanon)

He doesn't really jerk off that much, but when he does, it's most likely when he's horny and is too shy to ask you for sex.

K = Kink (one or more of their kinks)

PRAISE. I can not say this enough, praise would totally be his number one kink. It is literally said in the wiki that Black Hat will never praise him and will tell him it's his job to do it perfectly, so praise him and he'll literally start crying.

L = Location (favorite places to do the do)

He likes his privacy, so the bedroom is his go-to option.

M = Motivation (what turns them on, gets them going)

Help him build one of his inventions and he will want to fuck you right then and there.

N = No (something they wouldn’t do, turn offs)

He won't ever hurt you or degrade you. You're his partner, why would he want to say rude things to you and make you feel pain?

O = Oral (preference in giving or receiving, skill, etc.)

He definitely prefers giving you oral. Remember how I said he's a thigh guy? Wrap you thighs around his head while he's eating you out and he'll be in absolute heaven.

P = Pace (are they fast and rough? slow and sensual? etc.)

He's cool with whatever you want to do, but he will definitely like doing it slow and gentle. It makes him feel like it more intimate, y'know.

Q = Quickie (their opinions on quickies, how often, etc.)

He doesn't like them but he'll do it if he's in a hurry and horny.

R = Risk (are they game to experiment? do they take risks? etc.)

He's up for trying new things but he likes doing it the way it currently is.

S = Stamina (how many rounds can they go for? how long do they last?)

He can go two-three rounds, but after that he gets tired.

T = Toys (do they own toys? do they use them? on a partner or themselves?)

He doesn't have any. He thinks their unnecessary and it makes him feel a little insecure about his skills if you ask him to use toys. He'll try and play it off but eventually asks if he's not pleasing you without toys.

U = Unfair (how much they like to tease)

He'll only lightly tease you, most likely as a form of foreplay.

V = Volume (how loud they are, what sounds they make, etc.)

He groans, maybe sometimes grunting, but if he's on bottom, he'll whine the entire time.

W = Wild card (a random headcanon for the character)

He'd love to cuddle after being intimate. He just likes to hold you and tell you how much he loves you.

X = X-ray (let’s see what’s going on under those clothes)

Seven inches. Not much to say about it.

Y = Yearning (how high is their sex drive?)

It's not that high but maybe once or twice a week?

Z = Zzz (how quickly they fall asleep afterwards)

He only falls asleep after making sure all of your needs are tended to.

[mysticalbookkeeper]

Villainous, Performing the song “Respectless” from Hazbin Hotel

(A script)

(Dr. Flug walks up to a large table in a meeting room in an office building hidden in Hatsville and takes a seat at the head and different villains from different Cartoon Network shows sit all around the table as well)

Dr. Flug: Welcome, members of Black Hat Organization. I’ve ordered you all here because you represent villains all throughout the globe.

Dr. Flug: Together you are millions of souls. Souls at risk of getting slain by heroes with their new extermination policy code.

(Dr. Flug slams a fist down on the table determinedly)

Dr. Flug: We need to discuss what can be done with these so called “heroes” and minimize the impact to our interest.

(HIM takes a seat next to Dr. Flug, surprising the scientist)

Dr. Flug: HIM, so good to see you my friend.

HIM: (giggles) Charmed as always my dear Dr. Flug.

Dr. Flug: (neck reddens in a blush and turns to see Black Hat seated nearby, grinning) Sir? What are you doing here, you never come to these meetings.

Black Hat: Yes I know, I’ve been neglecting these meeting for a long time, I’m sure you’ve all been wondering.

Dr. Flug: No, not really, Sir.

Black Hat: (scowls at Flug) Remind me later to shove you down a Lion’s throat later back at the manor.

Dr. Flug: (sighs) Duly noted sir. Well, welcome to the meeting in any case.

(Black Hat continues to glare)

Dr. Flug: (snaps his fingers and Him graciously gives him his clipboard and Dr. Flug paces at the head of the table)

Dr. Flug: This year’s extermination was brutal. The heroes seem to be gaining a bigger advantage on villains than even we at Black Hat manor can predict. But thanks to my brilliant calculations I was able to depict that at least ten percent of the villains in most populations have been lost. Which isn’t a lot, but things don’t seem to be getting any better. And with even more heroes coming into the fray and killing twice as quickly, I think it’s apparent to be…

(Suddenly, the door kicks in and Dementia walks in, talking on her phone)

Dementia: Yes, I got it One eyed Dorito, are you doubting me? Really? Me?! That’s what I thought. (Chuckles darkly) Yes, I know. They’re all a joke. Thank you B. Kisses darling.

(Dementia sits down and Flug glares at her angrily across the table).

Dr. Flug: Nice of you to join us, Dementia. Will your…colleagues be joining us?

Dementia: No, they have better things to do than listen to a whiny NERD who thinks he’s top shit.

(Dementia turns on the camera app on her phone and records Dr. Flug scowling at her and adds inappropriate images to her screen around the scientist)

Dr. Flug: Charming. (He turns his attention back to his clipboard) So, as I was saying, we need to discuss…

(Dr. Flug trails off as Dementia bounces in her seat and waves her hands in the air)

Dr. Flug: Yes, Dementia?

Demencia: On the topic of discussion…

(Demencia pulls out the head of a hero and tosses it onto the table, blood flying everywhere and everyone but Dr. Flug and Black Hat are repulsed by the display)

Black Hat: Ooh! Tasty!

(Dr. Flug glares at Demencia): Where did you get this?

Demencia: We found it during one of our routine “check ups” in Gravity Falls just shortly after a gnome had been killed there. Couldn’t bother to remember the old ceramic fart’s name. If these stupid heroes can be killed, the game has changed.

(Demencia climbs onto the table and walks around as she speaks)

Demencia: We can take the fight to them! Wouldn’t you agree, Oh, Lordship who doesn’t bother raising a finger against these heroes, because he’s too…cowardly?

(Black Hat hisses at Demencia and she backs off, laughing mockingly)

Demencia: The gang and I have come up with a full assault plan.

(A loud echoing giggle sounds out through the room)

HIM: If it’s true that you and your colleagues desire to war with such meagre proof, then you are far more…foolish than I thought.

Demencia: (scoffs) Meagre proof? It’s a dead fucking hero! I’d say that’s pretty definitive. You going blind old man?

HIM: We do not know how this hero was murdered. Maybe it wasn’t even by a villain’s hand at all. If we rush to war without knowing, wouldn’t they purge all villains for daring to uprise?

(All the other villains murmur in agreement and Demencia noticed Flug get a little sweaty and shift his eyes away)

Dementia: Oh, I get it. So gay claw boy is to pussy to fight, so I guess there’s no point, right?

(HIM glares at Demencia and snaps his claws together in annoyance)

Demencia: Oh what’s the matter fossil? Too senile to make a REAL POWER GRAB for…

(Dr. Flug fed up, gets in Demencia’s face and begins to sing Respectless)

Dr. Flug: You better show some respect! Check your behaviour! Nobody speaks to HIM that way!

🎵 Did you expect us to sit back and take your, insolent brazen display?

Demencia: (laughs)🎵 you got it twisted! I’m not the one who needs a new attitude! Maybe you’ve missed it. But I’m the hashtag bitch and I will do nothing less than I please!

🎵Woo! I’m the backbone of the Vees! 🎵

Demencia: 🎵Mad that I acted Respectless? Well it’s because no one could respect this!

(Demencia walks across the table): 🎵 Sorry group attending! Since when are overlords to scared to fight?

🎵You’re long passed trending! Sorry bae, but I ain’t swiping right! You’ve lost your relevance!🎵

HIM: 🎵We can’t act without more intelligence.

Demencia: 🎵Ugh! No wonder I’m so Respectless, I could eat you lot for breakfast!

Dr. Flug: 🎵 You and the Vees are inane and uninformed! Smug wannabes who don’t heed when you’ve been warned!

Demencia: 🎵Oops! Did I strike a nerve? Because when I pulled out the hero’s head, couldn’t help but observe! That your whole face was turning red!

Demencia: 🎵 And why are you avoiding war? That’s what the little gadgets you sell are for. Thanks to my being respectless, one thing I’m starting to suspect is, you know why this hero’s headless, do you have a disclosure?

Dr. Flug: 🎵This meeting’s over! 🎵

[n4talia-chaparro]

Version with Hatsville instead of Piqua:

I got silly

🌸||꒷꒦︶🦋︶︶꒷꒦︶∪∪︶꒷꒦︶︶🦋︶꒷꒦||🌸

Pffft--

She looks so silly-

[virtuouswhitehatorganization]

Acolyta - Demencia’s Biggest Rival For Black Hat’s Affection (Villainous Oc)

Background: Raised by her parents as a Hat Witness member she became devoted to Black Hat and follow in his evil ways. She also grew to fall for him and wanted to one day become his bride. As a result, when she had a a chance to meet him she made it her mission to notice him but she also noticed Demencia who was also crazy and devoted to him and both girls had an instant dislike for each other the minute they set their eyes on each other. They then made it a mission to outdo each other on being Black Hat's number one fangirl. * She's lived on Hatsville since her mother was pregnant with her. * Her parents were originally defense prosecutors for PEACE until they defected and joined the Hat Witness cult. * Her parents encourage her to one day be the bride of Black Hat. * She was modified with enchancements from a scientific member of the cult. * She is made to be to Black Hat what Punchline is to the Joker. *  She would so like Black Hat if he was a lady as well. * She likes to pick on Flug but even harsher than Demencia which would piss her off. * Her devotion to Black Hat would also save her from Heed's formula. * She would drool over Black Hot. * She would swear a lot. Created through picrew.me/image_maker/257476

[novastarlyght]

According to the pilot, the longitude/latitude of Hat Island (Black Hat’s lair) is  +24.909987/-70.999979, which is nearly in the exact middle of the Bermuda Triangle. I wouldn’t have expected anything less.

[ridgewayearl]

Ok, HERE is the very much delayed next page update.

I know I haven’t been that active on tumblr lately, but I had to take a step back from everything until I could get this page done. Thank you guys for your understanding and constant support, it really means a lot to me :)

Also for now I’m going to start uploading on Saturdays. You guys deserve to have a consistent update with the comic, and I’m going to try to do what I can to make it so that I can get back to updating on Mondays; but until then I’m going to upload on Saturdays so that it’s fair for you.

Adios!

Promo Poster: here

First: here

Previous: here

Next: coming next Saturday

My Art Portfolio: here

Donate?: here

Commission Info: here

[dex-ter-ous]

Wait, y'all need to look at this...

Closer...

It appears our hat boi RULES this city!

[tamara-powers]

It’s finally here. #RedHatSociety National Convention in #Nashville ! Looking forward to meeting #newfriends, having #newexperiences, listening to some of course some great #countrymusic #yeehaw #RedHatSociety #RHSNash2019 #Hatsville #nashvilletn #nashvilletn #redhat #poweroffun #redhatmafia #redhatter #redhatladies (at McCarran International Airport) https://www.instagram.com/p/B01HVzjAgCP/?igshid=1chroumg7owdt

[xxstar-bluesxx]

Okay, what if someone moves in to his town, a new neighbor that still has never gotten used to these any of situations.

"Hey, dude. Out of all the houses in this town, why is there a giant hat-shape house in the center of this island? Also, this is weird. Can I meet this guy?"

"That's Black Hat's Manor. And no, you can't, he already installed a crazy security system that almost killed his scientist. Also, my boy was hired to throw snowballs at him too."

Or this:

"Why is there a giant hairy lizard crawling on the streets?"

"Whatever you do if you see a lizard lady, don't make eye contact with it."

Or even better:

"JIMMY! DID YOU SEE THE SKY TURN RED!? IT'S THE END OF THE WORLD!"

"Nah, it's just Black Hat getting ready to slap everyone in the manor, don't worry." *sips coffee*

Or even this:

*sees Flug fighting with Demencia in the hardware store*

". . . Who are these weirdos? I've always seen them everyday in this store. Are they mascots?"

"Ignore them."

Or how about this?:

*A hero was injured during a fight with a villain on the streets*

"Guys! We've got to help the hero!"

"You're on your own, newbie."

So I know Hatsville is probably full of villains but

I love the idea of regular ordinary people, who just go about their normal everyday lives living there. Who either are completely oblivious to Black Hat and co. or are just utterly desensitized to everything evil due to the generations of people growing up there.

So its either: “Hey, you know your neighbor is a little strange.”

“Oh yeah, he’s one of those recusive eccentric billionaires or something. Never really talked to him myself, far as I know hes just always been there.”

Or: “Is it just me or is that woman on leash being walked by a…bear?”

“Oh yeah that’s Demencia just dont make eye contact and we’ll be good”

[liljack636]

don't walk around Hatsville alone at night

[locaboa99]

WIP ✈️ PaperHat 🎩

It was the start of the day and just like clockwork Dr. Kenning Flug entered his boss's office with two steaming mugs of coffee and his clipboard under his armpit.

7:05 am - Coffee Meeting before breakfast.

Flug subconsciously checked that box off in his head as he greeted his elderitch boss, who had already held open the newspaper of the daily Hatsville News.

"Evil Morning Boss."

BlackHat kept his eyes on the news as he hummed his response and took ahold of his mug in one hand. After taking a small sip, he put the newspaper down to give his scientist his attention.

"It truly is an evil morning Flug. It seems that your last invention has been used to incinerate that blasted church in the dark of the night." he gave a dark chuckle and took another sip of his coffee.

Flug strained not to roll his eyes as he looked fondly at his boss. "You must be extremely pleased, sir."

BlackHat gave him a grin full of canines as his answer. "Over the moon, in fact."

It has been over a month since the city people came together and built a church on the other side of the city behind BlackHat's back. They worked quickly while he and Flug were out on a business trip. The blasted holy place was adored for the safety it gave to those with faith against the demon. It made their fears of the supervillain tolerable.

This was an outrage to the demon in more ways than just one. First of all, it went against specific laws that humans weren't aware demons and angels abide from. Secondly, the church held an aura of protection of a radius that was close to half of Hatsville. Meaning if BlackHat wished to go out anywhere, he could only go so far, and that put him in a corner.

No one corners BlackHat and lives.

What was worse was that it shifted the whole city dynamic. It didn't just bother BlackHat but all other demonic beings who lived in the area. They were all either accidentally purged by the protection or were run off their own communities. All seemed to have the right idea to seek protection in the shadow of the elderitch who was ready to snap the island in half and flip the rock to watch in glee as the humans drowned in their forsaken holy protection.

As well deserved and comical to watch it happen, Flug had to deter him out of the idea because...well, he loved living.

"Make note to send my thanks to the soul that did this." BlackHat said.

Flug did so in his clipboard. He cleared his throat before getting straight to business. Today was going to be a busy day.

"Sir, I just need to go through some little details with you involving certain side experiments and the routinely finance of the company -

BlackHat groaned.

Flug sent him a pointed look that BlackHat couldn't meet as he crossed his arms in annoyance.

"Sir - "

"Is it really necessary to go through the finances, Doctor?"

Flug let his eyes finally roll freely.

"For the last time, sir, it is." he unclipped a couple of papers before setting them down to face his boss, who kept his gaze on the bagged human with a look of disdain.

Flug knew his boss loved his business with a burning passion. Truly did, and it always showed, but one thing he hated dealing with was finances. BlackHat was just like any super rich evil doer. They loved spending their money and making more to cover the gaps they took out, and then some.

That's why Flug dealt with it.

But after 6 months of working for his boss and seeing the fluctuations of the account, he placed his foot down to teach the horror how important it was to budget. It's been 2 years, and BlackHat still acted like a petulant child.

[frame-chan]

Today is such a nice weather for relaxing on Hatsville beach. Beautiful gloomy sky and icy water!

[haxorus-imp]

How about a reader that confess their feelings to a pinning black hat?

I'm a sucker for lovey wuvy blacky~ -- Black Hat NEVER admits to anything. Ever. It would ruin his reputation if anyone ever found out about him getting mushy over a....mere mortal, bleck! Yet...his desire for your company only grew the longer you stayed here in his manor. As you've been here for quite a while. It was nearing your 3rd year, actually. For obvious reasons, it took a while for Black Hat to warm up to you. Even if he still seems cold on the outside, his icy heart had began to beat after a millennia of dormancy. It was so startling when it happened for the first time, he thought he was legitimately going to die of a heart attack. He was sorta oblivious to why his heart started up after so long...until he came to a conclusion. It was every time you were near his person. His gloved hands would become sweaty. His breath would hitch. His brow would twitch. His heart would flutter. Every time you came around...those symptoms reappeared. He did some research and understood the foundations of his symptoms were connected to lust. To which...that's what was happening to him. For some strange reason, you were triggering lust every time you came around him. It was fairly agitating, if he must be honest. Was it your scent? Your tenacity? Your efficiency? Your style? Black Hat couldn't put a single finger on what caused these emotions...but he knew that they were amplifying over time and he simply couldn't stop them. While he's in his office alone, Black Hat lays his head on his desk. Allowing his mind to wonder around and for those longing desires for your company to come to the surface. He growls out a sigh and imagines your touches and scent. How he wanted to see you most days and how it was strangely allowing his existence to feel...bare. Incomplete, in a sense. Then, his tongue picks up a that same scent...the one that belonged to the one of his fantasies. He sits up, narrowing his eye at the door to his office as he flicks his tongue again. Getting the same results. "(Name). I know you're out there." Black Hat calls into the empty office. Just as he guessed, he heard your familiar 'eep' from on the other side of the double doors. "Come in or leave." Black Hat orders. A moment passes, to which he began to suspect that you left him, but much to his surprise, you actually decided to open the door. You peek your head in just as Black Hat corrects his position. He looks at you with his faux typical glare and allows you to walk into the office. "Sorry to bother you, lord Black Hat." You say politely. "I was just...uh...considering asking you something." You explain. Black Hat merely arches his eyebrows in slight interest as he watches you fidget. As pathetically adorable as it was to watch you squirm, he did have some business to attend to. "Well? What is it?" He demands. A little bit more fidgeting was done before you took a slow and steady breath before continuing. "There's this evil event going on in Hatsville this weekend and I was wondering if you would be interested in going." You calmly stated, looking at Black Hat with apprehension. Black Hat gave it some thought. While he has been cooped up in his house, did he really want to attend some stupid event for villains? He was probably going to be swarmed with pathetic beings that claim to be under the veil of evil. What made you pop this question out of the blue, anyway? "Hmmnng. I don't really think it strikes my fancy. Why would I need to attend anyway?" Black Hat questions. "Oh, you don't have to! I was just...figuring you might need to get out of the house for a while. With some company and do an activity together. Which is why I was inviting you to go with me..." You unintentionally confess. To which, you quickly realize your error and start to backpedal. "Well, I got your answer crystal clear, sir! I'll just ask Flug or Dementia instead!" "What?? Where are--" "I've gotta run and you're kinda busy anyway, right?? Thank you for your time!!!" "I--WHAT? (NAME)!?" "BYE, LORD BLACK HAT!" You say in a panic and quickly run from the office.

Leaving a dumbfounded Black Hat in your wake. Then, it finally clicks with him a few moments after you departed. Were... Were you trying to ask him out??