#Gotham!Oswald cobblepot x you

[yanderemystic]

⋆˚࿔ৎ⪩ Yandere Oswald Cobb Headcanons

— Oswalds traits: Manipulative, clingy, impulsive.

Oswald is pretty clear with his intentions. If he wants it, regardless of the so-called value, he’s going to get it somehow and someway. That comes with the same price as you.

Impression is always his go-to. With that and his high interest, these two combined can become quite a mess. He tries greatly to reel you in with his wooing—using every romantic strategy he knows from his heart to get your attention. He goes all the way to town, like gifting you very expensive items to hint that he can care for you. Giving you a few thousand when dropping you off at your apartment, or even offering to pay for it.

His favorite thing is taking you out to nice restaurants in Gotham, showing you off with your gleaming outfits that he’s gifted you himself. He’s a known gentleman, always putting your necklaces or rings on–even earrings if you want him to. Everything you could want is gifted from him.

Apologetically pushy. From the moment he’s met you, he's always wanted to be in your personal space. Calling you constantly. Always finding excuses to visit your apartment, even at late nights, showing up with takeout and shoving himself through the door before you can fully open it; that glimmering smirk of his, as he rambles and calls you his sweet doll.

Oz doesn’t mean too, truly, but he’s gotta know every detail in your life—admiring those picture frames you have, to the specific color you use, maybe makeup or even your own bedroom which you have decorated to express what you like. Maybe, if he finds a diary, if he is lucky enough, he knows damn well it’s coming with him. He can always say he found it. Pretended to never read it, right?

Your parents will most definitely approve of him. It’s a dream come true, a gentleman in this century? What a lucky dream. Though, if your relationship isn’t as strong as between him and his ma, he’s always willing to share her with you. Share sweet memories, even.

With each piece of newfound information with you, he really begins to get nosy with you. He doesn’t mean to press his nose into where it doesn’t belong, but he has to know what you are doing. To know what restaurant you are at with some friends, what times you get home, who you were hanging out with, and when you left. If you hide something from him, he will know about it.

A worry freak. If you don’t message him back within a few hours, he begins to panic. Watches your conversations like a hawk, waiting for the bubble to rise. If he doesn’t see it, he rushes to your apartment like a mad man. When all is good, and you are fine, he gets irritated—why can’t you just message him back with ‘i love you too’?

He makes it clear that he is obsessed with you—his hands keep near you like second skin. If you decide to go with him to the club, or to a nice place where there are a lot of people, he’d love for you to sit on his lap. A hand on your waist, squeezing every once a while. His pinky accidentally swiping over your thigh. His lips chasing down your shoulders, kissing your revealed skin.

I had such fun writing this. Please enjoy it as much as I did! Requests are open so please come and send em in •‿• !!

[yandere-wishes]

I'm currently obsessed with Gotham, everyone is so hot and broken, literally my type. Would you guys like some general HC for the characters? I'll probably write it when

[frost-queen]

The right approach (Reader x Oswald Cobblepot)

Requested by: @stygianoir Forever tag:@missmelodramatic, @floatlosers, @alex–awesome–22, @merlieve, @wildiefleur , @meyocoko , @subjecta13-thefangirl , @m-rae23, @melsunshine  , @venomsvl, @evilcr0ne , @vviolynn , @niktwazny303 , @avada-kedrava-bitch-187, @erikasurfer , @slythetic  , @eliscannotdance, @p0nycurtis, @slythetic, @bitchybananaflower, @harleyquinnswifeyfrfr

Oswald cleared his throat loudly. Gazing at his own reflection for a moment. Adjusting the tie around his neck. Wanting. Needing to look absolutely perfect. This was an important decision and he wanted it to be perfect. Knowing he might only get one chance. Taking a step closer to the mirror, he smiled shyly.

Gaze dropping low to avoid eye contact. – “My darling.” – he began flashing his gaze back up to himself. – “Remind me again of how many years we are working together now?” – he asked himself. Imagining he was speaking to someone else. He flashed a teasing smile at the mirror. Letting his finger trail against the frame, mindlessly.

He chuckled softly, turning his head down.  – “Yes, three glorious years now.” – he answered for himself. Oswald moved his cane to the other hand, leaning hard on it. – “You see I was wondering…” – he continued, fluttering his eyelashes at his own reflection.

His gaze shifting just a tat in the reflection. Noticing a spectator in the door opening. His smile faltering, his gaze going stern. – “What do you want?” – he snapped, turning sharply around. Victor snorted loud, removing himself from against the doorframe.

“Are you trying to flirt with yourself?” – he asked with a dashing smile. Knowing just how much he would taunt Oswald with it. As expected, Oswald groaned annoyed, making him even laugh even more.

“You don’t know anything!” – Oswald called out, looking ashamed away. Victor moved his hands up in defence. – “Should I give you some space with yourself?” – already backing back up. – “Leave the mirror untouched if you like or you can clean it yourself.”

It took Oswald but a few seconds to understand his joke. Scoffing loud. As if he was going to kiss his own reflection. – “I’m practicing.” – he let out to make a clearer understanding. – “Hey, whatever floats your boat.” – Victor answered with a cheeky smile.

Oswald scoffed again. – “For Y/n!” – calling your name out as he was getting annoyed with Victor. Victor furrowed his brows, brushing his fingers over his chin. – “I knew it.” – victor spoke, moving his finger up and down on him. – “You have that virgin kiss written all over you.” – he specified. Oswald’s mouth dropped in shock.

Moving his cane up, ready to hit Victor a few times with it. – “There is no shame in it.” – Victor said jumping back from his swinging cane. – “I’ve kissed before!” – Oswald shouted at him. Lowering his cane with exhaustion. Victor simply pulled his shoulders up, not entirely sure about it.

Oswald had enough, giving up. He stumbled towards the armchair. Letting himself fall into it. Sighing loud, resting his hand against his forehead. – “I want to commit my partnership with Y/n.” – trying to make it clear to Victor, he wasn’t doing some idle things.

“Oh…” – Victor responded. Oswald sighed again. – “I want to ask her to rule by my side. I… I was practicing…” – looking nervously away, to avoid Victor’s judgement. Victor hummed loud. – “In that case, it was terrible.” – he outed, making Oswald gawk at him. Annoyed, he looked away, fuming with irritation.

“You don’t know anything.” – mumbling under his breath. Victor pulled out his gun to check it for a moment. Breathing on it, then cleaning the top with his sleeve. – “You got it all wrong. You will get it all wrong if you go like that.” – Victor said casually. Dropping some advice for him.

Oswald scoffed, turning his posture more away. Not wanting to listen to another word of him. – “Y/n is straightforward. You should approach it straightforward. No idle dreading.” – he advised. Oswald laughed a bit. – “I’m not just going to ask her so bluntly.” – he answered. Victor pulling his shoulders up in response.

“Why not?” – asking a simple question. Oswald got up, laughing more. – “That is ridiculous. Woman like to be wooed.” – making his statement clear. Victor still wouldn’t give in. – “Well, not Y/n.” – Making it extra clear to him he was taking on the wrong approach. Oswald waved his hand away, not having ears for it. – “Suit yourself.” – Victor putted his gun back away.

“Don’t come crying when she rejects you… hard!” – with those final words, he took his leave. Oswald bit his nail nervously, feeling a bit frightened of his words. Wondering if he would have it at the right’s end. Groaning loud, he tossed all of Victor’s advice out of the window. Knowing his own way would be the right one.

Oswald’s gaze went down to his watch. Seeing the time made him widen his gaze briefly. Making him hurry up to get everything in order for your arrival. Waiting the last few minutes by the window. Swallowing nervously upon hearing your footsteps on the stairs. – “Oswald! Os! Are you in here?” – you called out, appearing into the room.

Oswald turned around, moving away from the window. – “What’s the urgency?” – asking as you watched him move away. Returning with shuffling feet and clearly hiding something behind his back. – “Os?” – you questioned. Surprised when he shoved a bouquet of flowers forwards. The gesture made you look uncomfortable away.

“What this?” – you wanted to know, curious about the sudden flowers. – “These are for you.” – Oswald spoke. You accepted them without further questions. – “Y/n… how… how many years are we working together now?” – he asked stumbling a bit nervously over his words.

“What does that have to do with anything?” – you responded loud. – “Indeed three…” – he answered, not listening. Eyes widening when he your response became clear to him.

He rubbed the back of his head nervously with a sheepish laugh. – “Well you see…” – he continued. Getting very nervous. “What are you talking about?” – you cut in, getting slightly impatient with his delaying. – “What’s with the flowers?” – giving them a good shake. – “Spill it out Oswald!” – you let out.

Oswald gulped loud, cursing at himself for throwing his own approach away. Taking a deep breath, he let his gaze settle on you. – “I want you to become my queen, to rule the underworld with me.” – he confessed. Waiting for your response with a frightened heart.

“Oh why didn’t you just say that! I would love to.” – answering, throwing your arms around him. Kissing his cheek, made him look sheepishly away. – “I thought you were having a stroke or something, good thing it wasn’t.” – you teased him, giving him a poke in the cheek. Oswald showed you a goofy smile. You kissed him again on his cheek, before kissing him on the lips. Sealing your promise to him.

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

Read more of my fics on my Masterlists!

[to-the-stars8]

A Table For Two

Jason Todd x Reader Chapters Ao3

Chapter 4

“See you tomorrow, Elena,” You called over your shoulder. 

The restaurant door swung shut behind you, thrusting you into the stink and smog of the city. After being cooped up in the restaurant since early morning, it felt like a breath of fresh air. Across the street from the restaurant was a bodega with an old yellow sign that had big blue letters saying ‘Ferdinand’s Grocery’ across it. It was your routine to stop in for a soda and slice of pizza as a sort of after-work prize. 

When you walked in, the bell chimed and the guy at the counter called your name. Smiling, you replied with, “Hey, Mr. Gregory, how’s it goin’?” 

Mr. Gregory proceeded to give a long-winded answer as you moved about the store, yelling over the cramped aisles. Most of the time, you didn’t need to respond, and you liked it that way. After hours of talking, it was nice to just listen. He stopped when the bell rang again and greeted the next set of customers. As he did, you were trying to decide between sodas. 

Out of the corner of your eye, you noticed a man hovering about. He was tall, lanky, and wearing all black. His eyes flickered to you every now and then. 

In Gotham, you knew better than to start a fight. Fights between people usually ended up with someone in the hospital or dead. Instead, you watched. This wasn’t the first time a pervert tried to size you up, and you highly doubted it would be the last. 

“Yo, you got a fuckin’ problem?” A familiar voice on your left said. It was deep and rough around the edges. 

The guy tucked his chin towards his chest, mumbling, “No, dude.” He took off a second later. 

You turned to see Jason towering over you again, which surprised you. Grabbing your soda, you stepped back before addressing him. 

“What’re you doing here?” 

Jason moved toward you unexpectedly to catch the handle of the fridge you were just looking in. He grabbed a Gatorade, eyes breaking contact for a split second before they were on you again. 

“Not following you, if that’s what you’re thinkin’,” He remarked. Nodding his head in the direction of the creep, he pointed out, “That guy was creeping.”

You huffed, beginning to move towards the register, and he walked beside you. “Great observation skills, Captain Obvious...thanks, though. Seriously.”

Jason shrugged. “Don’t mention it. I hate creeps.”

You didn’t respond to the sentiment, just awkwardly putting your things on the counter for Mr. Gregory to ring up. The old man’s eyes darted from you to Jason, trying to judge if he was safe. When Mr. Gregory met your eyes again, silently asking if everything was okay, you nodded. 

Shoving your drink into your bag, you started to walk out. You stopped short of the glass door when you noticed the guy who had been creeping on you standing across the street.

Jason glanced at you from the register, asking, “That guy out there?”

“Yeah,” You said, looking back. 

Telling Mr. Gregory thanks, Jason put his hand on the small of your back, slowly ushering you out. 

“I gotcha, keep walkin’.” 

The bell on the door rang again as he swung shut, and the guy on the street straightened up. He took a confident step in your direction until he saw Jason. Something in how he moved said he considered it, just for a second, before thinking better. With a scowl, he turned and stalked off into the night. 

You exhaled, only then realizing you’d been holding your breath. Glancing up at Jason, a chill ran down your spine. His green eyes were sharp in the dim light, and his lips curled in open disgust. There was no trace of warmth in his expression—only violent, simmering hate.

You swallowed, eyes going to the ground for a moment, before you broke away from his touch. “Thanks, again.”

At the sound of your voice, the tension in him seemed to vanish. He turned to you, that easy, half-cocked smirk sliding back into place. “No worries. Like I said, I hate creeps.” 

His gaze drifted past you, scanning the street behind. You didn’t dare look back, too afraid of potentially seeing that guy right behind you. 

Jason bit his lip, eyebrows furrowing together slightly, before he met your eyes again. “Where are you walking?”

You hesitated, trying to decide if it would be best to tell a man—who was basically still a stranger—where you were going. Well, of the lesser of the two evils you were faced with at the moment, you chose to tell him. “I gotta take the subway to midtown.”

“Which part? Bougie or run down?” He asked with a hint of humor. 

You began to walk in the direction of the station. “Bougie? On my salary? Hah!”

Jason shrugged as he kicked a rock on the ground. “You never know. Some rich assholes love to pretend to be poor.”

You laughed lightly as you absentmindedly played with the zipper on your jacket. The weather had been turning warmer as of late, spring just around the corner, but the evenings were still chilly. Jason, who stood next to you in nothing but the same black t-shirt he had been wearing all day, seemed unaffected by the gust of cold wind. 

Between the hustle and bustle of work, you’d hardly gotten a chance to ask Jason about himself. He’d let a few things slip: that he was from Gotham, his father liked fine wine, and he didn’t like snobs all too much. 

“Do you live near here?”  You asked, before realizing how odd that sounded. “I mean, if you want to tell me.” 

His eyes studied you for a moment, like they were searching for something. He must not have found what he was looking for because he soon answered, “Yeah, right past the station.” 

“I’m glad I’m not taking you out of your way.”

Jason shrugged. “Wouldn’t matter if you were, I’d still walk ya. Grandpa always told me to look out for the ladies and the kids.” 

You raised your eyebrows, surprised. “So, your Dad likes fine wine and your grandpa teaches you to be a gentleman—I think you’re just a few dollars short of being James Bond.”

Jason gave a hefty laugh at that, throwing his head back and letting the sound echo off the tunnel you were passing through. He ran a hand through his black, curly hair before the sound died in his throat. He had a nice laugh, and your mind went back to Amira. She’d love to hear how Jason came to your aid against some weirdo. 

You hugged your jacket closer at another gust of wind, shivering and wishing you could be home at the snap of your fingers. Jason didn’t seem phased at all, staring forward with an unspoken purpose. 

“Used to the cold?” You mumbled, crossing your arms to keep as much heat near you as you could.

“Never bothered me much,” he answered. 

You scoffed. “That’s a non-answer if I’ve ever heard one.” 

Jason didn’t respond to that, just kept his eyes forward and pace in stride with yours. You kept quiet, too. Half-afraid that if you said anything else, he might get annoyed or give you another dry, non-answer. Luckily, it was only another block to the subway, and you could already see the lamp post at the stairs' entrance. 

When you glanced back up at him, you saw words trying to form on his lips. He’d open his mouth, such in a breath before shutting it again. You smiled at him. He seemed a little nervous, which you thought was cute.

By the time you had approached the underground entrance to the subway, you found it in you to finally say something. Shoving your hands in your jacket pockets, you turned to him. “So, should I expect to see you tomorrow? Same time and everything?” 

He finally looked down at you. “Yeah. Hopefully, I won’t break another plate.” 

“Don’t worry about that. I break ‘em all the time. Steal them, too…Don’t tell Nicky that part. He thinks it’s the customers.” 

Jason snickered. “I won’t.” He paused before hesitantly asking, “How many mob bosses do you suppose come in a week?” 

The question surprised you. There were unspoken rules to follow, being in the unique position you and your co-workers were in. One of those rules: don’t talk about the mob bosses more than you have to. It made for better business, and even better peace of mind. The less you knew about illegal activity, the less likely you were to get caught up in it. Jason, though, asked like he didn’t have a worry in the world. 

“Um, I don’t know. About every week. It’s a Falcone most of the time,” You mentioned. “Falcones aren’t too bad. Mr. Dent's my favorite, though. They just wanna eat and…”

“Lamar mentioned Black Mask,” Jason interjected.

You furrowed your brows and took a step back. He was asking too many questions about mobsters not to be involved somehow. “Why?”

A panicked look crossed his face, like he had something wrong and just realized it. “It’s not…No, I’m asking because I get anxious around them.”

You looked him over. He was a six-foot-something man with muscle and an intimidating presence, so you highly doubted that he could be nervous around them. Jason gave you a cautious smile, his eyes flickering down to your lips as he stepped closer to you. If this had been a date, you would have leaned up and kissed him. Except, this wasn’t a date. This was just a dude being suspicious. 

“I’ll see you tomorrow,” you rushed out.

Spinning on your heel and bolting down the stairs to the subway platform. You didn’t know a lot about Jason, and something told you that maybe you didn’t want to know a lot about him.

[mysticalarmand]

How did his scrawny ass

Pull two of the most dangerous people in Gotham

[knoepfl]

DC Masterlist

Here is the DC Masterlist! Here I will post everything about DC! So if your a fan be sure to keep checking this Masterlist. I will show updates as soon as possible!

Last Updated: 20.05 25

Main Masterlist

Characters: Arthur Fleck, Heath Ledger, Jeremiah Valeska, Jerome Valeska, Jervis Tetch, Jonathan Crane, Oswald Cobblepot, Edward Nygma, Viktor Zsasz

✧ The Joker

✧ Arthur Fleck

A Warm Embrace

Beyond the Mask

A Night of Firsts

Bang Bang

A Cozy Christmas

A Fleeting Fantasy

Part 1

Part 2

A Christmas Dance with Arthur

Christmas Feelings Christmas Special 7/24

Painted in Red

✧ Gotham Series

✧ Edward Nygma

The Riddle of Us

✧ Jeremiah Valeska

Pain and Pleasure

✧ Jerome Valeska

Laugh Until It Hurts

Guess Who's Back!

✧ Jervis Tetch

Down the Rabbit Hole

Madness in Mourning

Trapped in Wonderland

Mad as Love

Madly Festive Christmas Special 4/24

Through the Eyes of Madness

✧ Oswald Cobblepot

A Kid For Christmas Christmas Special 14/24

✧ Viktor Zsasz

Stolen Shot

✧ The Dark Knight

✧ Heath Ledger

Unraveled Dreams, Twisted Love

✧ Batman: The Animated Series

✧Jervis Tetch

Tea for Two

A Very Merry Unbirthday Christmas Christmas Special 12/24

A Wonderland of Our Own Christmas Special 18/24

✧ Jonathan Crane

Shadows of Fear

✧ Arkham Games

✧ Edward Nygma

Mind Games

The Riddler's Reward

✧ Jervis Tetch

Through the Looking Glass

Down the Rabbit Hole

Tea Time Consolation

[elericelery]

joint comic by me and Cidney. I drew Oswald first and then Cidney drew the Riddler completing the story. We left space for text but decided we didn’t need it for this story Enjoy

[keffirinne]

Masterlist

Series:

🔥 Better call Saul:

Let's have some fun / Lalo Salamanca x Reader / WIP, smut

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8

💎 Birds of Prey:

Please not him / Roman Sionis x Reader / smut, completed

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 |

You would look good in red / Victor Zsasz x OC / WIP, smut, angst

1 | 2 | 3 | 4 | 5 | 6 |

🐧 Gotham:

Don't lose control / Oswald Cobblepot x Reader / smut, on hold

1 | 2 | 3 |

Oneshots/Requests:

Learn some patience, Sionis / Roman Sionis x YN

Bad dream / Roman Sionis x YN

Overprotective!Roman Sionis / Roman Sionis x YN

Scars / Victor Zsasz x YN

Feel free to ask me anything! Always happy to talk to you guys 🌸

[acapelladitty]

Oswald Cobblepot/Reader - Teasing 💖🐧

Summary: A commission for the absolutely lovely @nygmanotnashton in which Oswald Cobblepot finds himself on the receiving end of some fun teasing.

A surprisingly warm late afternoon had forced a full retreat to Ozzie's office as it was one of the few areas within the Iceberg Lounge to possess enough tasteful luxuries to make the suspicious heat seem bearable.

As always, Ozzie had immediately taken up residence in his favourite chair, more of a throne really, while you settled yourself comfortably against the solid oak desk, perched with your legs hanging off the side to block the stack of drawers which were built-in to the furniture.

Ozzie's thick fingers move with surprising dexterity as he taps away on his phone with a casual pace. A soft silence hangs in the air as you split your attention between your hanging legs, bouncing off the small brass handles of each drawer, and the uncomfortable way in which your shirt is clinging to your sweat-slicked back. The evening plans were long set and a gentle rumble in your stomach sparked a fresh excitement for the restaurant which Ozzie had booked for you both.

An Italian with a four month advance in bookings.

Well, four months to anyone who wasn’t Oswald Cobblepot and his plus one.

"You're quiet." Ozzie mutters, catching your attention with a quick nudge of your leg.

Looking up, you met his gaze and the questioning look there forces a small smile to tug at your lips as you pick up on his unspoken concern.

"I'm just thinking, Oz." You answer, tapping the heel of your foot against the wood. "Nothing too fun or exciting."

"What would it take to make my pretty bird sing then?" He hummed in response, running his finger along your clothed knee until his palm enclosed the joint to rub at it gently. "A new foreign car? Some expensive trinkets? Or should I say, more expensive trinkets? How about a full inch?"

"Only an inch?" You cut in quickly while your body shifts, ghosting your shoe along the bulge in his slacks as you tease him with a sudden playfulness. "Now i’m worried. What happened to the rest of it?"

Ozzie’s laughter is easy and open, his large chest shaking with the effort as he fixes you with a heated glance.

"Keep your foot there and you'll be seeing it sooner than you think, dear."

He leans forward and makes to reach for the drawers which are hidden behind your legs. Sensing another opportunity for some fun, you spread your legs for him to reach between, rather than moving them off to the side. A salacious move which nets you another small chuckle as he presses his knuckles to the inside of your thigh before pulling free the middle drawer.

Unable to see what he's doing, you instead allow your eyes to wander past him to the extravagant fish tank which sits behind his desk. Fish of many colours and sizes flutter around the water with the casualness of creatures that know they're well fed and taken care of.

A feeling you know well, and one which makes a goofy smile tug at your mouth as you drop your eyes to Ozzie once more and lean forward enough to run a gentle finger along the back of his exposed neck.

"You're trying to kill me today." He growls, shuddering at the soft touch. His neck had always been particularly sensitive, and you exploited that fact with unrivalled joy.

Leaning back, his thick body filling his chair like the king he were, thick fingers produced a stack of crisp, neat bills which were wrapped together by a straining rubber band; the heft of the bills easily sitting at over an inch wide as he quickly thumbed through the money to ensure it was all there.

"Would this be enough?" A teasing smile touched at Ozzie's thin lips, the edges curling upwards as he held the stack of money out.

"Hmm," you pretend to think it over for dramatic effect, "I could probably buy something nice to wear out for dinner and then something even nicer for you to rip off after."

Reaching for the money, you find it snatched away in an instant.

"Hey-"

"Nothing for nothing, my darling."

"Ozzie, please. You don't have to-"

"Nothing for nothing." He repeats, the words gruff yet bordering on a sing-song quality as he reclines in his chair even further.

Grumbling playfully as you were forced from your comfortable perch, you join him on his chair - carefully placing your knees on either side of his bulging frame as you lean gently against his expansive chest.

Catching his lips in your own, he tastes of red wine and you groan into his mouth as he reacts to you immediately; wrapping an arm around your waist to hold you in place as he enjoys the messy kiss. His presence envelops you and you bite at his lower lip until you pull away to catch your breath a little.

"Maybe I should treat you to something nice. I think the King of Gotham deserves a little something for being so kind and generous to a poor little waif like me."

"Poor little waif." He repeats with a squawking guffaw. "You're too cruel for such a title. Besides, don't waste my money on me. Treat yourself and show the world that Oswald Cobbelpot knows how to keep his little bird sweet."

Dropping your hand to his crotch, you roughly cup at the heft of his bulge through his slacks.

"I wasn't talking about money." You growl into his ear and a satisfying delight washes through your overheated body as he visibly shivers in response to your unspoken promise of a much more physical treat later in the evening

[humanplaypretend]

have some more of these bc it's all I can do lately

[manny-hughez]

Nygmobblepot from TWO FUCKING YEARS AGO. Where is this energy now… 2022 me where did you go. 😭😭😭

[philosopherking1887]

Rating: M

Ships: Oswald Cobblepot/Edward Nygma (endgame); Oswald Cobblepot/Jim Gordon (temporary but substantial)

Fic summary: Jim and Oswald agree that the relationship between Edward Nygma and Lee Thompkins is a disaster waiting to happen, so they come up with a desperate plan: plant evidence that they're having a secret affair to spark jealousy in Ed and Lee and draw them away from each other. Their plan is both complicated and helped along by simultaneous crises involving the brothers Valeska…

Chapter summary: Having drawn a confession from Oswald, Edward makes a confession of his own about the significance of a particular song, and they go to bed together.

Here it is: Sex Chapter Part II, a.k.a. Ed finally gets off (after some more delays for conversation).

And now all that's left is an epilogue. Seriously, that's it. No more increases to the chapter count.

[ccalhoun]

hey can you do relationship hc for oswald cobblepot (sfw/nsfw) with a male or gn reader

thanks!

≻ ┄┄ ♡ ┄┄ ≺

oswald cobblepot/the penguin x m!reader headcanons!

warnings: amab/male reader, switch reader, switch oswald, russian oswald, penetration, praise kink, blowjobs/handjobs, short sorry

wc: 600+

note: erm ignore how this took almost a year bye

cut for length!

sfw;

☆ - knows he can be snappy at times so he makes up for it by lots of apologizing if gets mad at you, as well as flowers and an expensive dinner <3 

☆ - various petnames, some in english some in russian. he loves his native language and thinks calling you russian petnames is the best thing in the world. his favorites are лапушечка (darling), умняшка* (clever/smart), солнышко (sun/sunshine)

☆ - he adores how smart you are. it doesn't matter if you're not a genius and just know common knowledge, he's in love you and your mind and could listen to you talk about anything for hours

☆ - secretly a cuddlebug. he always want to be touching you even if small ways, in public he'll always want to be sitting next to you. and in private, he'll always wants hugs. if you two move in (which he heavily wants), cuddles, every night. he doesn't mind any cuddling position, i really dont think he has a preference. he just wants to be close to you.

☆ - can and will show up to your house uninvited just to say hi

☆ - wants you to move in with him or buy a house for the two of you to live in. he has the money, he doesn't get why you won't let him. if you do cave and say yes, he'll look at every house available and show you all of them, requesting a walk through for the two of you and everything. he wants the house to be perfect for the both of you, and he won't accept anything but perfect.

☆ - very protective of you, would do anything you asked him. he doesn't want anyone to be rude to you, so what if your coworker who was yelling at you was found dead within a few days? it couldve been anything...

☆ - loves kissing you. forehead kisses, cheek kisses, normal kisses, he just wants to kiss you :(

☆ - kind of very clingy. just always wants to be around you. it doesn't matter what you're doing, he'll try his hardest to find a way to go with you. you have to do paperwork? he'll sit in your office with you. you have to cook? he doesn't mind waiting. you have to clean your house and do chores? he'll help! there's really no way to avoid him.

nsfw;

☆ - a switch, obviously.

☆ - doesn't mind being a dom or sub, but it would definitely take awhile for him to warm up to the idea of penetration either ways.

☆ - i hc that he's a virgin when you start dating LOL. u can not tell me that man fucks

☆ - loves hand stuff and oral! horrified of going all the way.

☆ - i think he would probably have to be really close to you and have to wear/make you wear protection for penetration. he's a bit of a germaphobe and just doesn't think its very cleanly.

☆ - after awhile and he's more comfortable with it though, it's over for you. he can go hard either way, one day he wants to be completely under your control and the next day maybe he wants to boss you around and take control over you, it really just depends on how he's feeling!

☆ - i also heavily hc that he has a praise kink, he wants to be praised and he wants to praise you. he turns into putty and basically gets hearts in his eyes whenever you tell him he's doing a good job or he's being a good boy. but on the other side of things, he also wants you to know how much he loves you. like i said before he really likes complimenting how smart you are, so expect him to praise you over every little thing you do!!!

☆ - probably wants to hold your hand while fucking lol, will basically beg to hold your hand if he has to.

≻ ┄┄ ♡ ┄┄ ≺

[adalwolfgang]

ADAL!!! saw your requests/inbox is open…and i had to send in a little something something!!!

heard you do “i ship you with…” so i was wondering what gotham character you might ship me with!!!

As far as physical appearance goes, I’m a 4’11 cis female with long brown hair and brown eyes, tan skin, hispanic, and wear a lot of black and red :> (and wearing glasses when im not in my contacts sksksk)

As far as personality goes, I’m a little eccentric, lots of jokes teehee, my MBTI is INTP, aquarius zodiac sign, and I love a possessive jealous protective man 🤞 I’m bisexual with a preference for men, and my ideal date idea is a movie at home !! or a grocery store date (i love shopping!!)

tysm adal ^_^ u dont have to if you dont want too, or if you dont do these anymore!! Just thought it might be fun !!

A/N: AHHH YES!! I wont ever stop doing these so you're good! Also sorry for the wait! Im trying to get through asks today because the numbers are starting to stack up and I don't want to keep holding it off anymore! But my inbox will always be open!

I ship you with...

Oswald Cobblepot!

Let's start with the height difference.

He loves it.

A lot.

Almost everyone he's ever encountered is always taller than him, or his height is used against him.

Definitely has a sort of power kink toward it if yk what I mean.

Now onto your color scheme.

We've all seen his many outfits throughout episodes and how fashionable he is.

He'll spoil you to your hearts content on whatever you want.

Including clothes.

There's a black and red outfit you've been wanting from a store down the street?

It's sitting on your bed by the next hour or so with a little love note attached to it.

If he's feeling it, you'll both be matching that day, wearing the similar black and red that you love so much.

He'll also make sure you always have a spare set of glasses or contacts on hand.

Just incase yk?

If anyone dares to even tease you about your clothes, glasses, looks in general?

Dead.

I can't stress the 'anyone' enough.

He knows what it's like being talked down to and mocked so he isn't having non of that when it comes to you.

He doesn't want his darling going through the same shit he went through.

He's gonna do whatever it takes to make you live the best.

As a queen.

His queen.

He's not the best at telling jokes but he does have a certain sense of humor.

Like laughing at the people, who've hurt either him or you, who are on the ground screaming in pain.

Again, a certain sense of humor.

Lets say you try a harmless prank on him, and end up scaring the shit out of him.

He'll scold you but is smiling by the end of it.

If you tell him a joke, he'll laugh at it.

While also staring at you with a loving gaze.

Back to him loving to spoil you, he much prefers taking you out to extravagant places for a ideal date like a fancy restaurant but won't mind just chilling at his mansion and snuggling up on the couch with you.

He doesn't get the whole shopping dates you mention though.

Why do something like that when he can just make others do it for you?

If you beg for it enough, he'll agree.

But he makes sure zsasz and a couple other of his men come along.

Again just in case.

He'll tell them to spread out and not stick so close to you both so it can feel like it's just you and him having a nice bonding moment.

Don't expect him to carry anything though.

Poor Zsasz we'll probably get stuck acting as some pack mule.

[it-happened-once-in-a-meme]

"Would You Still Love Me If I Was a Worm?" Questions Gotham Couples/Friends Ask Each Other

(In honor of Valentine's Day 🥰💞)

Oswald to Ed: Would you still love me if I was a worm?

Jim to Harvey: Would you eat me if I was turned into a donut for forever? 😂🍩

Selina to Bruce: Would you still be interested in me if I had no cool stuff to teach you?

Tabitha to Butch: Would you...be so kind as to let Barbara stay with us?

[too-much-heaven-on-his-mind]

I wanna cry, how do I explain that I ship Oswald and The Riddler MORE than I ship Oswald and Edward 😭

LIKE, I'm gonna have to write a fanfic just to make my point because AO3 doesn't understand me when I try to look for a Oswald/Riddler with Jealous Ed on the background fic 😭😭😭😭😭😭😭

PLEASE IF ANYONE KNOWS ABOUT A FIC LIKE THAT PLEEEEEASEEE SEND THE LINK, I CANT- I CAN'T FIND ANY AND I'M CRYING RIGHT NOW I NEED IT 😭😭😭😭 I'M STARVING PLEASE