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finniestoncrane · 1 year

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Sooo... I've had this request lingering in the back of my mind for a while now and I finally gathered the courage to write it down, I hope you like it!

Female reader struggling to pay off for her appartment. She manages to peak Oswald's interest and plans on spending the night with him in exchange of some money (if you catch my drift 👀) She is very nervous because it's her first time doing something like that but Oswald, being the perfect man he is, guides her all along. Once they are done she asks if it would be okay for her to stay for a little bit completely free of charge since she doesn't have the courage to ask for aftercare and ends up confessing that she genuenly enjoyed herself?

I understand if this is a sensitive topic of shorts, so please don't feel pressured to write about it if it's not something you are comfortable with!

If you are okay with it, then thank you and take your time! ♥️♥️♥️

Decent Proposal

Farrell!Penguin x Female!Reader, word count: 2k omg omg hey you didn't need courage this is PERFECT! and my sweet this isn't too sensitive for me, we all earn our spending pennies however we want! and i love the idea of oswald trying to offer something in return for being with him, it makes him so vulnerable and sad and sweet so HERE is some old man lovin' for you 💜🐧 request info • prompt list • send me a request • kofi • masterlist minors DNI!! 🔞 cw for nsfw stuff: sex work? technically i guess, exchanging money for sex anyway, stripping, sex, fluff sort of at the end

As you ascended the stairs to Oswald’s office, your heart beat fast in your chest. Nerves, excitement, fear and, being completely honest, arousal, all fluttered around in your mind and your chest as you knocked on the door and entered at his welcome.

He looked up, unsure of who was there, but stood quickly from his desk when he realised it was you, arms out in a welcoming gesture, genuine surprise and pleasure on his face.

Oswald Cobblepot was incredibly charming, and reasonably handsome by your accounts, He was still dangerous though, a little bit terrifying. It was his presence, his reputation that put you off of his advances. And those advances were frequent and plentiful. Flattering as they were though, you found yourself rejecting him each time, playing off the flirtation as friendly jokes. You had no intention of being further entwined with Gotham’s seedy underbelly than you already were.

But as rent payments loomed and you found yourself desperate with nowhere to turn, you realised you might need to take a hit.

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“Sweetheart! It’s so good to see you up here, what can Ozzy do for you?”

“You said… you’d make it worth my time, yeah?”

It took a few moments for him to realise what you were saying, by which point a wide smile spread across his face, his body becoming far less tense, less formal, as he approached you.

“Oh, of course, kid. Anything you want.”

“Rent. I need rent.”

“You got it, easy, no problems.”

He walked back to his desk, picking up a pen and his cheque book before taking another look at you and sliding them into his pockets. Your heart dropped as he approached you once again.

“Listen, toots, you look like you could use a drink, maybe a meal. Ya hungry?”

You were, and you nodded before you could really consider the implications behind his question.

“It’s a date then. I’ll be done here in a few minutes.”

He reached into his pockets and produced a wad of cash, licking his thumb first before flicking through the notes and passing you more money than was really necessary for his offer.

“Go downstairs, get a drink and stay pretty. I’ll take you somewhere good before we get down to business.”

You offered him a week smile, leaving the office and sitting yourself at the bar, waiting patiently, sipping nervously, until you felt strong, large hands on your shoulders.

“You good to go?”

Swallowing your drink almost in its entirety, you nodded, taking the arm that Oswald offered as you left his club with him.

He sat beside you in the back of his car, you and him and the driver all silent. Oswald’s hand on your knee, fingers smoothing over you, it made you nervous, but excited. It felt nice to have him there, safe with his large body beside you. But it was foreboding nonetheless, and you couldn’t find the will to lean into him, though you wanted to.

Oswald wasn’t put off by your standoffish behaviour in the slightest. As far as he was aware, this was just how you were. Cold, aloof, distant. And for him, this was a transactional arrangement. You were just doing business, he was buttering you up, schmoozing you before your big meeting.

It was easy to warm up to him though, and you found you were letting your guard down as the evening progressed. It might have been the couple of drinks that eased you up, but it was more likely the way he looked at you, the way he ordered for you and knew what you wanted without asking, how his hand felt against your waist, on your thigh, the way he insisted on feeding you a bite of his dish to taste, asking about your day.

He was the perfect gentleman. Someone you would be more than happy to date if it weren’t for the resounding feeling that you were way out of your league, and in considerable danger just being close to him, despite the security you felt with his arm around you, even as you walked the dark, cold streets to where his driver had parked.

But still, your nerves pressed you.

Silence in the elevator on the way to the penthouse. Silence as you walked behind him through his lounge, to where he told you to take a seat on his sofa.

“Can I get you something to drink?”

“No thanks, Mr Cobblepot.”

“Sweetheart, I keep tellin’ ya! Oswald, or better yet, Ozzie!”

You smiled at the tone in his voice, oddly commanding but so gentle, friendly. He made it easy to do what he wanted you to do, almost as though you wanted it yourself. Which you were sure you did.

He sat down next to you, drink in his hand, sipping it as you both sat awkwardly. It was easier to slip into conversation over dinner, but when you were both alone, it was far more difficult to know what to say.

“You know, you don’t gotta do anything else if you don’t wanna, right?”

You nodded, silently, but you felt it would be cruel to leave him now.

“I had a good time at dinner sweetheart, I can cut you a cheque write now, you can see me again for more or not.”

“I want to, Oswald.”

He raised his eyebrows in surprise, trying to stifle the boyishly excited grin that was trying to form at the corners of his mouth.

“Yeah?”

“I just… I’ve never done anything like this before.”

“Would you believe I ain’t neither?”

You smiled, because as much as you knew of his reputation, to be surrounded by arm candy, you could see him being exactly the kind of man to spend most of his time alone, everything for show, for his image.

“I could.”

“I think…”

He sighed, leaning back in the sofa, and you instinctively followed, falling into the crook of his arm which was spread out over the back, your palm resting on his chest, his eyes staring at the physical gesture, smiling sweetly.

“…I think it’s easy to forget I’m just a guy, kid. I’m not evil. I’m bad. There’s a difference. It’s grey, y’know? Would be nice for things to be normal.”

“This is normal?”

“What’s normal anyhow? Could be normal? Could be weird. Whatever it is though, you can leave without finding out. You stay though, I’ll make it real easy for you, promise.”

The sincerity in his words, the way he spoke, and the way his eyes never left yours, his own fingers stroking the back of your hand that sat on his chest. You believed him completely. And you leaned in further, twisting your body until you were almost facing him, kissing him, your hands on either side of his face, palms stroking at the deep scars that lay along his cheeks.

Both of his hands fell to your hips, holding you steady in the awkward position you sat in now, pushing you back gently to look at you.

“You sure, kid?”

“Definitely. You’ll… be nice right?”

He laughed a little, taking your hand and pressing a kiss to the back of it, soft, sweet kisses trailing up your arm until his cheek was pressed to yours. He whispered in your ear.

“The nicest.”

He stood up, taking your hand and pulling you from the sofa, guiding you back into his bedroom, the extravagant décor only lightly visible in the dim light he put on.

“I don’t want nothin’ fancy or… weird. Just… y’know?”

You nodded quietly, trying to hide your smile. What would Oswald Cobblepot have considered weird? What did he think was fancy? When you looked back at him, he had loosened his pants, letting them fall to the floor, standing in his boxers as he struggled with his tie.

“Let me help.”

You moved to him, taking his tie off and unbuttoning his shirt, exposing his chest and stomach. His body was thick with dark, ever so slightly greying hair that covered almost all of his skin, trailing off towards the bottom of his stomach and continuing over his legs and arms, you realised, as you removed his shirt. Arms and legs darker than his chest, same with the tuft that poked out from the band of his underwear. He stood there, in only his underwear and obnoxious jewellery, blushing.

“You good? I mean… this ok?”

He gestured vaguely to his body and you giggled, blushing at his modesty, the way he no longer seemed as scary as he stood in front of you, vulnerable.

Letting yourself fall into him again, you placed your lips on his, letting his hands fall around you before he stepped back and sat on the edge of the bed.

“Could you maybe take your clothes off for me, right there?”

You smiled, licking your lips as you started undressing, easing your pants down first, leaving you in a shirt and your underwear.

“Aw, good girl. Exactly like that, sweetheart.”

He watched you, quietly, face unchanging as you removed the rest of your clothes, slowly, tantalisingly, until you were fully exposed in front of him. He motioned to you with his hand, pulling you closer to him with no words until you were near enough to take hold of, pulled down onto him on the bed.

“You ok if you take control, toots?”

“You’re the one paying, Ozzie.”

You smiled and winked at him, and he tossed his head back, chuckling, wide smile on his face.

“Oh, sweetheart, that is the right way to get this over quickly!”

You climbed on top of him, quickly adjusting yourself, already wet at the thought of having his hands on you, grabbing you, holding you, how his body would feel against yours writhing under you, weak, under your control. As you positioned the head of his short, thick cock against your entrance, you moaned, groaning louder as you took him in completely, your hands firmly on his chest as he grunted, bucking his hips up a little as you rode him. Sharp breaths and moans in chorus as you both reacted to the feeling of one another, your hands on his stomach, his chest, his thighs and his around your cheeks, your hips, lifting you and lowering you at the pace he preferred.

Oswald whispered sweet compliments under his breath, not that you imagined he didn’t want you to hear him, more that he felt he needed to be chaste, not embarrass you with his praise or gentle words, how beautiful you were, what a good girl you were being, how much he had wanted this and for so long that he would have been willing to do anything for you to just pretend to be his for a moment.

So sweet were his words that you found yourself climaxing, your hand stroking your cunt as you rode him hard, his fingers teasing at your nipples, softly grazing over your skin as he explored your body, making the most of his time with you.

He sounded almost poetic as he came, praising you, holding you down, filling you with his cum, keeping you steady on him as you came yourself, and bringing you down on to the bed next to him, where he held you as you panted heavily, soft giggles emanating from your wet, parted lips.

“Sorry, kid.”

He shuffled away, letting go of you.

“Don’t wanna hold you here against your will, huh?”

He was smiling, but there was an emptiness behind it.

“Actually, Oswald… Ozzie… Do you mind if I… stay for a while?”

“S-sure, sure! Uh… you need more money or-”

“No! No, nothing… not like that. I just…”

“You ok, toots?”

“I’m fine, good. Great, even. I…”

As you turned to face him, he was already staring intently at you, a concerned look on his furrowed brow.

“I liked that, Ozzie. A lot.”

“Oh?”

“Yeah, and I’d like to stay. Just… for a little while?”

He brought his arm back around you, pulling you closer. As you let your head fall onto his body, you sighed, safely, securely in his arms. Oswald leant down and pressed a kiss to the top of your head.

“You can stay as long as you like.”

#penguin x you #finnie writes #oswald cobblepot #the penguin #batman fanfic #the batman 2022 #colin farrell penguin #oswald cobblepot x reader #oswald cobblepot x you

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