#pentlie

[radiostatik]

Alastor: *Destroys Sir Pentious' air ship, kills his minions, strangles him until he dies and respawns, blows him sky high across the city*

Charlie: I'll allow it

Sir Pentious: *Rips a small piece of Alastors coat*

Charlie: That's not nice! You say you're sorry!

[unstoppablegrish]

*Rattling the bars of my cage* I LOVE THEM I LOVE THEM I LOVE THEM I LOVE THEM THEY'RE SO CUTE I LOVE THEM

[hazbinrarepairs]

Rarepair Quiz Part.7

Fav Sir Pentious Rarepair

with Alastor

with Angel

with Charlie

with Emily

with Husk

with Lucifer

with Niffty

with Sera

with Valentino

with Vox

with Zestial

with other (comment if you want. Cherri and Arackniss aren't options)

Voting ended onApr 25, 2024

[trashogram]

Charlie/Sir Pentious

Just PW/oP — Charlie does a sex with the Snakemon Roll

Rated M: Sex, DP bc he’s a snake demon, not that graphic though, rare pair

🐍🌈🐍🌈🐍🌈🐍🌈🐍🌈🐍🌈🐍🌈🐍🌈🐍

Sir Pentious tried not to shake too terribly as Charlie gave him a soft smile as soon as she’d made herself comfortable straddling him.

The inventor gulped as her hands wrapped around his shoulders, leaving him with no choice but to be face-to-face with his hostess. Pentious truly had no idea how things had gotten out of control and turned into this.

He’d simply been in the right place at the right time, passing by Charlie’s door and seeing her sulking in the darkness of her own room. She’d been charmed easily into letting him stay in her hotel solely on his word that he was looking for redemption, and she was just as charmed to allow him to slip even further into her space with just a polite knock and show of concern.

For whatever reason, Charlie had welcomed him in and had made pleasant conversation as soon as his handkerchief dried her tears.

And then there was something about… the old ways of medicine and ladies with their sensitivities… medical malpractice and orgasms…

Pentious rested his own hands on her hips as he tried to think of the last time he’d had sex. It had been so long since his death that he couldn’t remember if he’d had a wife. Or if he’d routinely consummated with said wife. Fuck, even if he had, kids today were much, much, much rowdier than what most definitely had to have been listless old English sex between two people that could barely tolerate one another.

The snake froze as Charlie’s porcelain face was suddenly inches away from his own. She had snuck up on him while right before his eyes, but thankfully with no malicious intent.

Her black lips were warm, soft and Sir Pentious found himself utterly pliant beneath them. The Sinner made an embarrassing noise as Charlie’s tongue slid into his mouth. It was something desperate and whiny and oh Satan, even this perfectly nice princess was laughing at him.

Charlie pulled away from him, and Sir Pentious couldn’t stop the way she pulled out more mortifying sounds from his throat as she did. It was just that he already missed the feeling of her warm body against his. The weight of her breasts against his jacket, the brush of her lashes against his skin, and how he could feel her heart beating in such close contact.

The blonde’s sharp white teeth glinted in the lowlight as she giggled.

“I’m sorry! I’m not laughing at you.” Her delicate brows turned up. “I’m just laughing because… because you’re so sweet.”

Sir Pentious blinked at the woman in his arms. “I am?”

Charlie exhaled through her dainty nose, not-quite laughing but still with good humor.

“You are.” She reassured him. “It’s been a while for me too. But if you’re okay with it, I’d like to continue?”

The undercover spy nodded a little too quickly, meeting Charlie halfway this time. Fraternizing with one’s enemy could be excused for the sake of getting that much closer to the Vs.

—

Somehow, Pentious could still speak through a mouth swollen from kisses.

“You really don’t need to, darling. One is more THA-ahhaaa…”

Scratch that, the ability to vocalize anything more than nonsense and gibberish had been stolen by the rapturous heat of his partner’s perfect cunt.

Charlie’s head lolled back as she sunk onto both of the snake demon’s cocks. There was little resistance as she expertly arched her back and drove her hips down until she was seated atop Pentious’s tail one more.

“Mmm!” Charlie slowly unwound, head tipping forward so that she could lock eyes with the Sinner and give him a pleased grin. “That wasn’t too bad. Just had to stretch it out a little.”

Sir Pentious moaned. “Prin-ssssssessss —”

Charlie frowned, one hand coming to rest against his cheek as he throbbed inside of her. “What’s wrong?”

The snake sounded like a dying moose. “…Nnnnghhhaaughh…”

“Oh no! Am I hurting you?” Charlie rose. “Here, lemme just get — ”

Sir Pentious’s claws dug into her soft hips as he slammed her back down in a panic, eliciting a gasp from the confused hellborn .

“No! No! No! Pleassssse, don’t get up. Please!” His desperate hisses punctuated the repeated smacks of Charlie’s thighs against his thick tail. “Fuck fuck fuck! Fuck meeee!”

And there she went, giggling again. “I am, silly!”

“Ohh,” Charlie sighed as she reveled in little shocks of pleasure and a rolling build of pure bliss. “Or I guess you’re the one fucking me.”

The princess let herself be pushed and pulled along for the ride, leaning back and allowing Sir Pentious to smother her in kisses from the column of her throat to her sternum. His eager devotion was endearing. Charlie could feel it in the way his tongue darted over her flesh, and the way he tried yet failed to keep his fangs from piercing her areolas as he suckled at her breasts.

When the snake looked up at her with those big liquid eyes in apology, Charlie only moaned appreciatively and guided him back with a hand at the nape of his neck.

She was made out of stronger stuff.

[hazbinmo-tel]

Do you have any Pentlie (Charlie x Pentious) headcannons?

Sorry for getting to this late, anon! I was away from my computer for the weekend and this would all be hard to type on my phone lmao

BUT I SURE DO. Like the others this is also hammered out with @sluttycrimehat

They know each other! Pentious is described as 'notable kingpin' and she's the princess of Hell-- Coupled with how long Pen has been around and most likely attempting takeovers, I'm fairly certain Charlie and Pentious are aware of each other and have a somewhat...Friendly-ish relationship. Especially given with how she smiles at him in the pilot when he appears

She totally recognizes him!

I feel like they'd also have some stuff in common, particularly in how neither of them are really taken seriously, as far as their goals are concerned. Charlie wants to help people, Pentious wants to be an overlord or take over Hell, and nobody really gives a shit about either of those aspirations if they're not outright mocking them.

That said, I dooooooo think Charlie would be trying to coax Pen away from those aspirations, both for his own sake, and because she simply Cannot understand why he's so determined to keep trying and getting the attention and respect of people that he doesn't like/respect, and who don't like/respect him. I imagine this causes an argument or two.

Pen would definitely struggle not to use honorifics with Charlie. Lots of "Princess" and "My Lady", because he is a gentleman, and she is a princess, and he can and will respect that dammit. Charlie tells him often just to call her by her name.

He's very resistant to actually joining the Hotel, but Charlie invites him to come over whenever he wants... And he does! To see her. Angel takes advantage of this to pick on him.

The eggbois REALLY like Charlie, and she thinks they're pretty damn cute too.

They sing together! Pen has 0 qualms about being flamboyant and is more than happy to sing and dance with her.... If he's not busy.

She starts having tea around in the kitchen for him.

[editcrimes]

every sinner needs a savior,  i’m the villain you’re willing to save.

( @hazbinmo-tel made the middle panel! )

[ficcrimes]

queenly

Fandom: Hazbin Hotel Characters: Sir Pentious, Charlie Magne A/N: for kinktober; day 4: facesitting. short and sweet and straight to the point with this one. Summary: sometimes a girl just wants what a girl wants. Sir Pentious is happy to oblige. (also read as: Charlie Tops.)

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

Charlie was, by no means, the pushover everyone thought she was. Not many would know this, of course, because she didn’t tend to display that sort of prowess very often. She saved it for special occasions or the moments that just felt right to do so. 

And she guessed now was one of those times. 

There was something about Sir Pentious at the moment that made her horns come out. Not that he would have noticed immediately, given the way his face was pressed into her neck. She kept one hand pressed to the back of his neck, encouraging the way he was kissing and sucking at her skin, while her other hand squeezed at his shoulder. His tail was between her legs, warm and writhing, eyes fluttering against the inside of one thigh. 

They had barely even started, and she was already so desperate for more than what he was offering. She gave his tail a little squeeze with her knees, and pushed at his shoulder, urging him away from the bruise he’d been in the process of leaving on her neck. 

His eyes, heavy-lidded just a moment ago, became wide when he saw her horns. His hood immediately flared, and it was anybody’s guess whether it was fear or lust that caused it to happen. 

“Oh!” he gasped a little, leaning back onto his palms to properly look at her. His brow furrowed just the slightest. “Did I do something wrong?” 

In spite of her horns and the way her eyes seemed to be slit-pupiled now, Charlie giggled (almost shyly) and shook her head. “This is because you were doing something right,” she explained, and pushed until he was lying flat on his back on her bed. His tail was tense between her thighs, and it made her smile sharpen just a little. 

“Oh, I see,” Sir Pentious replied quietly, voice caught somewhere at the back of his throat. He watched with those same wide eyes as Charlie sloughed off whatever bits of clothing had remained on her person up until that point. Though his blush couldn’t be seen, his cheeks were very warm beneath his scales by the time she was completely naked. 

He didn’t have time to react before she leaned down and kissed him. This kiss was a little more desperate than any they’d shared tonight, a little more demanding. It made him groan against her mouth as he returned it. 

Breaking the kiss, Charlie planted another, quicker one to the corner of his mouth before leaning back up and grinning down at him. “I want you to do something for me, if that’s okay.” 

Sir Pentious nodded a little dumbly, inhaling slow and deep. “Anything.” 

Charlie smiled and dragged nails down his chest slowly. He shuddered beneath her, and watched as she lifted herself off of him - only to slowly scoot herself forward. He barely had time to place his hands to her hips, and it seemed like quite suddenly she had come to kneel right over his face. His hood would have spread, if her knees had allowed it. 

He swallowed hard as he looked up at her, first strictly at her sex - flushed and wet - and then further up the length of her body. Her chest was heaving, and she was peering down at him over her breasts, a deep blush across the bridge of her nose. His attention was brought quickly back down to her thighs and what lay between them, though, as one of her hands found its way there. He watched in nothing short of lust-struck fascination as she touched herself for just a moment. 

And then when her hand moved away from herself, she lowered herself closer to his face. He held on to her hips just a little bit tighter, helping her adjust and doing his best to balance her weight all at once. With her pressed down to his mouth, he only spared a few seconds before he started to kiss her - lightly at first, and then much deeper. The kisses alone made her whimper, and he was inwardly pleased with himself for that. But soon her hips were jerking and she was grinding down against him, and the time for teasing was over. 

He gave her hips a squeeze as he dragged his tongue between her folds, and then slid it into her. It may have been thin, but it certainly had some reach to it, and he seemed to be touching all of the right places, given the way she was whimpering. That was good, but he could do better. 

Withdrawing his tongue from her, he kissed her opening again before finding her clit. He flicked his tongue against it a few times, and allowed himself a grin every time Charlie shuddered hard above him. 

When he finally took the most sensitive part of her into his mouth and sucked, she leaned back, bracing herself with her hands to his hips. Now she started to rock her hips, whining fragments of his name now and again, encouraging anything and everything his mouth was doing to her.

Tongue and teeth and lips worked on her until her whole body was a spasming mess, and she groaned and cursed before she let herself fall back against him. 

As she caught her breath, he was careful to move beneath her, just enough so that he could prop himself up on one elbow, wedging his waist between her trembling, flushed thighs. Looking at her, sprawled against his body, he couldn’t help but notice the horns had receded, and it made him grin to himself. 

“Got that out of your system, did you?” he asked, only partially teasing as he kneaded one thigh. 

Charlie turned her gaze, glassy but sharp, on him. One corner of her sated smile was tugged upward, just in the slightest. 

“For now.”

[unstoppablegrish]

2024 summary of art!!

There was like… literally no improvement wHEEZE

BUT! I love SO much of the art I made this year and I was surprised at just how many backgrounds and shaded pieces there were, I'm really happy with that 🥹💜💜