Oswald Cobblepot X Reader - Tumblr Posts

Gotham Riddler x reader x Penguin (plot)

(First interview before the premiere)

This story takes place 2 years after the end of Gotham’ 5th season. 

Riddler has one and only personality since Ed had disappered. 

Old vilains might return back to life. 

Warnigs: None

That’s all from me so far. Read and enjoy!

Reporter: “Alright guys, just a week before the premiere of the new Gotham show that'll be finally on stage for all of you to whatch and enjoy. Robin is here with us, how are you doing so far?”

Robin Lord Taylor: “I am doing pretty fine, thank you. And really happy to play as Penguin once again” His smile showed the excitement behind his words.

Reporter: “And Cory’s here too but not alone this time, right?”

Cory Michael Smith only grinned happily while his arm was wrapped around his partner’s shoulder.

Reporter chuckled to herself before she glanced over Y\N, still smiling. “I see your boyfriend is really excited about the show, I can’t even take a word out from him. So...how about you tell us some things for the show and how an actror\actress like you feel while playing beside Robin and....your boyfriend once again? I mean, we saw you only for some really short of times in Gotham's season 2....But now you’re back and I have a feeling you’re gonna stay~” She joked, making all three of the actors to laugh a bit as well.

Y\N: “Well...I do feel a bit awkward because it’s my very first time to have the role as one of the protagonists, but I’m also comfortable too cause Michael will be with me on this, in every step of the way” They giggled playfully while feeling Cory’s hand caressed their shoulder softly. “Um...the funny fact is, I feel extremely excited as about the place I am gonna take in the series but also terrifying” They chuckled while rubbing the back of their neck nervously.

Reporter: “Terrified? Why is that? Will the relationship between (Name) and Oswald or Edward be toxic in any way?”

Y\N: “No, no. If....if the relationships would be toxic, I wouldn’t take part in the show. (Name) is gonna discover slowly what happened in Oswald’s and Edward’s lives really slowly as the episodes follow one another. I love the fact the character I am playing is actually....multifaceted. We’re gonna see how this works through the series a lot, you can’t say if (Name)’s with the good or bad side. In my option, They will be something in between these two and it will clearly depend on what situation they will find themselves and how will they be able to handle things properly or be confuse and struggle as about the decisions they have to take. And also there is the fact we know (Name) will be the main love interest of Ed and Oz”

Reporter: “So tell us your thoughts about how your character is gonna be after the Gotham show, Oz?”

Robin Lord Taylor couldn’t help but let out a small laugh to the nickname Y\N actually thought for his role. It’s been a really long time since he heard of it and knew he will better get used to it cause it’s gonna be something his role will adopt while the episodes will be coming out. “Oswald had the chance to meet with (Name) only for once and he felt this kind of sudden interest towards them. Sadly, he didn't have the chance to explore those feelings any further. Well, fortunately, in my option at least”

Reporter: “I think the fans know what you mean. The audience will meet you and the Riddler after the end of Gotham's 5th season. You both had to build your empires and are ready to make Gotham know who you really are, but once (Name) will be back...."

Y\N: “People say when the human make plans for the future, the god laughs"

Reporter: "That's right! However, we all are curious why (Name) left their job as a former officer in the CGPD. I mean...they weren't highly recognized like Jim or Harvey but they were well respected and were kinda close friends with Ed too"

Y\N: "Yeah, the thing is...it wasn't what they actually wanted from their lives. So once the only person who has been left from their family passed away, which was their grandma, they had nothing to hold them back to follow their dream. With Ed (Name) was the one who was being nice to him and even gave him some advice as about how to approach Ms. Kringle. But that was it, at least about their part, you know. But we know that will change eventually... "

Reporter: "Indeed, now... Cory, I believe it is time to ask you a question. We know all relationships Edward had so far died one way or another. So how do you think he is gonna handle the 4th chance that will comes to him?"

Cory Michael Smith: "The first relationship Edward had with Ms. Kreingle was only love from his good side and only. So once she was about to betray him and tell the police what he did with her previous boyfriend....the bad side took in charge. Isabella was the same thing only that I believe Penguin was faster to do the job for Ed's dark side. Oswald did it out of jealousy but...it doesn't change the fact Riddler would kill her soon or later, in my opinion. And finally, the only difference with Lee was that both Ed and Riddler loved her. However, Riddler knew she was just using him but Ed didn't want to believe so. In the fifth season, Ed and Riddler again merge. Unknown to him, thanks to Hugo Strange planting a control chip in his brain, it silenced his original Ed Nygma personality, effectively freeing him of the eternal struggle. Without the struggle, Riddler actually managed to mellow out a bit, gaining some of the calmer traits Ed had. And when he will meet again with the only person who was nice to him back from his former job....feelings will grow inside him. Feelings Riddler thought he couldn't feel anymore. And there will be an actual chance for him to find the 'happiness' he was searching for such a long time. IF the conjunctures are gonna work out for him and if he will play his cards right, to win their heart"

Reporter: "Robin, some thoughts of Penguin perhaps?" She glanced over the raven-haired guy with now curiosity filled in her eyes.

Robin Lord Taylor: "Everyone Oswald loved so far died and even worst he was in front of both of his parents' deaths. He had also confused the feelings he had for Edward to be true love. So I believe if Oswald will grow to explore that interest for (Name) and once he will discover his actually strong feelings for them...I don't think he is gonna let them go" 

Reporter: "What do you think Y\N?"

Y\N: "They’re gonna struggle....a lot"

That made the reporter turn her attention completely to the front camera's sight and smiled slyly. "Well, what do you say fans....are you excited about this new series?'

Gotham Riddler x reader x Penguin episode 1

 Long time no see (Part 1)

A deep sight escaped from you as a nostalgic feeling began to slowly fit in your heart. You were walking through the Gotham city once again, after a very long time. Your attention was distracted between the many buildings, the people who were passing by or even, the many stores that seemed gran new to your eyes.

Have been born in Gotham you had learned your way through the streets. Since the biggest part of the city has been explored by you from your early childhood years. And even now, you had reached the (your age), you could remember your way almost around every area just fine.

Never knew parents and been left with your dear grandmother to live with, once the only person who has been left from your family passed away, you decided it was finally the right time to make a long trip away from your born place. You had succeeded, you were satisfied with yourself since you managed to make this dream come true.

And now alone yet pretty excited, you made your return in order to make a new start. You didn't felt all alone though, one more reason for your return was the hope to see a truly dear person you had met once there to the most random timing. And had the luck to meet his son too who caught your interest since then.

Maybe you could see him again as well, however, the loud music that hit into your ears finally made you snap from your thoughts and glance up to the big lighting sigh that looked like the sketch of an ice mountain and a cute umbrella to the right side. You cloud also see the club's name 'The Iceberg Lounge'.

"Hmm..." You hummed to yourself in curiosity and a sly smile barely appeared to the corners of your lips as you noticed the guard who was standing before the big double door wasn't paying the necessary attention and skillfully you sneaked in with no problem.

With playful yet smooth movements of your feet, you moved between the people who were drinking, dancing, or simply talking with each other as the colorful lights from the big disco ball were falling upon them. Just then, a quite familiar voice made your ears perked up a bit, and without a second thought, you passed between the people who were standing in your way, before you had asked them politely to move aside.

Tapping sounds of a cane could be heard against the sine floor of the dance stage. The man know as Oswald Cobblepot walked between the public while glancing around. His hand reached up to correct the monocle over his right-damaged blue eye.

After a 'business' talk he had with some of his fellows, a tired sight escaped from his pointy nose. All he wanted was to get back to his mansion. Some rest and a nice hot meal are exactly what he desperately needs after a long day.

However, those thoughts faded away once the person who crossed against him made the slight fat man almost lose his balance and make some clumsy back steps to avoid falling down. "Whaat the hell?!"

You couldn't see pretty clear and gasped when you suddenly bumped against someone's chest. Your expression turned into one full of shock and confusion once you glanced up to him.  "Oz....is that you?"

“...(N-Name)?” His voice came out almost in a whisper, lips slightly parted and eyes wide open from the shock and pure surprise Oswald felt when he scanned the person with his gaze and recognized who they actually were. Suddenly the loud music seemed to silent down and the people on the dance floor slowly disappearing as if none was there but only you and himself. No matter how many years had passed since then, he could still bring the moment of your first and only meeting so clear to his mind.

Gotham Riddler x reader x Penguin episode 1 (Part 2)

Long time no see (Part 2)

*FlashBack from Season 2*

The large wall clock's ticking sound was fitting the client dining room where Oswald was sitting while waiting patiently for his father's return. He said he would be back in a moment but it seemed much longer to him for a strange reason. Could it be his overwhelming feeling that he wasn't alone anymore and had a real family and place to call home? Or.....perhaps he was just couldn't help but be impatient as usual.

Just then the big double doors opened wide as Mr. Elijah entered in with a joyful smile. "My apologies to keep you wait for so long, son. But now...I have the great honor to present you....my savior" The old man stepped aside revealing you who was standing right there with your hands behind your back and a nervous excretion across your face.

"Oh, please don't hide your beautiful face by staring down, you have nothing to be shy about...I accuse you, my dear" His soft tone made you feel less stressed, a bit at the very least. After all, it was your very first time to be invited for dinner here. Your face raised slowly up to meet with Oswald's icy blue eyes.

The raven-haired young man could feel his heart skip a beat only from the first sight of you. He could feel standing up from his seat quickly before he walked his way over you.

It was a matter of seconds for you to notice the 'difference' between his one foot and the way he was walking. But instead, like most people who found it to be funny...you thought it was rather cute.

Elijah stared with a clearly satisfied smile over you both as his reach to give your back some gentle taps. "My beloved son, meet (Name), my dear this is my boy, Oswald. I have a feeling...you two are going to get along pretty well"

"Oswald huh? That's a cool name you have" You commented happily and reached out your hand for a friendly shake.

As soon as he saw that move of yours, his hand cupped with yours in a perfect match. "I-It's a pleasure to make your acquaintance" Unknown to you, a gasp escaped from his mouth as a warm feeling began to fit in him.

"So, how about we all have a seat? Dinner will be ready soon and I think, we have much to discuss together. what you both think?"

"Yes of course, um....as soon as Oswald could let go of my hand" You didn't want to hear rude at all but your head couldn't think of any other way to make the young guy get your point.

"Oh, I...I am s-so sorry" Oswald chuckled nervously before he tried to apologize and removed his hand away.

Oswald stared at (name) contemplating how they held their composure before him and Mr. Elisah. There was something enticing about this person that kept pulling his gaze towards them, he watched how (name) became somewhat distracted by his chilling gaze. Oswald picked up the glass of red wine that was sat in front of him; he raised the glass to his lips before enquiring. "How did you find your journey?"  

For Oswald is felt somewhat odd trying to engage in small talk, which was very unusual for him for he had mastered the skill along the time ago, but today...it was hard to even do so. The creature before him had made him feel unsettled. He took a sip of the red wine awaiting (name) response.  

You hesitated to give an answer at first, as your hand reached to buy the back of your neck a bit nervously. "Well...I meet Mr. Elijah in one of my usual morning walks. He lost his balance and fell over the train rails. I didn't even realize how I found myself down there and trying my best help him clamp to the safety, the train was coming and the last moment...."

"They saved me Oswald" Elijah finished (Name's) line for them as he finally sat back to his chair. "That's why I felt so grateful for the kindness this remarkable person showed me, so I invited them here as a way to say 'Thank you'. However, I know just some food is not enough..."

"No, my good sir you invite me here and that's more than enough for me. You see, my grandmother passed away some weeks before and she was the only one I had left. Where I saw asking for help and not a single person bothered to take the risk and try to make a move, I just had to do so. Not to mention I had the honor to meet your son as well. Forgive me if I'll hear rude Oswald but could I ask you a question?...A favor if you will"

Oswald placed the glass of red down and cocked his head and eyebrows. "I'm truly sorry for your loss of your grandmother, truly I am. Please ask away in regards to your favor, seems only fair since you saved my father from the perils of the oncoming train"

"I find your name pretty unusual yet quite fascinated so....would you allow me from now on to call you Oz?" You questioned with sparkled eyes in the hope he would accept your request. None of your both could see Elisah who was staring between you with a knowing smile across his face, he knew there was something on the air that was attracting you both like magnets. He knew it was a good decision to bring you hereafter all

Oswald reclined back into his chair with a smirk on his face. "Usually I don't like people calling me 'nicknames'. However, since this is a small request due to such a huge favor you did for my father. I suppose I could be as so inclined to allow you and let me make this very clear...only you to call me Oz"

He gave a slight chuckle, then noticed his father's eyes watching them both. "Is there something you wish to add father?"

"You both remind me of the first time your mother and I met. I mean...your case is different from what ours was, but you seem to get along rather quick...just like how it happened with your mother. However, I have the mention you should be more polite the way you talk to someone....especially when this person is (Name)" With the first thought it seemed Elijah kind scold on his son for his rather overproud behavior when the actual truth was it was just pure helping advice from a loving father.

Oswald rolled his eyes at his father's voice "I understand your words come from love of a father, however you should not be meddling in such affairs for myself and (Name)" Oswald smirked once more, "Besides we barely know one another, they only have my permission to call me Oz but that is it. Should I seek out this person before me as an equal I shall do so on my own terms? You forget father that I am a man. However, I must admit (Name) is only a little gentle on my eyes"

Oswald grabbed his fork and knife, then began cutting into his food before him. "(Name) if you found out coming across a being that had some magnetic pull on you, would you let it pull you in or would you resist? I prefer a game of giving and take myself" Oswalds laughed at his own inner joke in his head"

"I....didn't mean to offend anyone. You're right the fact I saved your father's life doesn't mean I have the right to call you with a nickname you dislike others to call you. Also, forgive me if I got too far by asking you such a thing from the moment we barely know each other, just as you said. And as about the magnetic connection you mentioned before....it depends on what kind of person I come across and how they approach and behavior towards me. I won't tolerate any low treatment when it comes to people who think rather higher from others just because they have riches and power on their hands. Do not misunderstand me, I have respect towards people in general...But most of all, I have respect for myself and in order to answer your joke-question. If this magnetic power you talked about would lead me to someone I sense he is worthful, I would be more than glad to let it pull me straight to them. But if they wouldn't be worthy enough......I would absolutely resist with everything I got. Just to let you know I am not a person who goes down without a fight...I accuse you that" Your previous calm and happy mood changed into a more serious one as your eyes never broke contact with Oswald's.

Mr. Elijah notices the electric fences between you both started to become stronger but he knew he couldn't do anything to stop it. Oswald was so right, he's a full-grown man and even as a father he should let his son do whatever he thinks is for the best, He only hoped Oswald could manage to calm things between them eventually.

"Well I'm glad we are all on the same page, let us enjoy the food before us" Oswald focused his sights upon his food, figuring it was better to avoid staring at their guest. Knowing that the charged atmosphere was becoming too much, he was even beginning to get a mild headache. He reached for his glass of wine again and sipped it. " I do wish to know however what your plans are within our city?" Oswald asked but still focused on his food.

You finally felt ready to start eating when you began to cut your food in small pieces rather skillfully. "As I said before, my dear grandma isn't with me anymore so I want to take a risk and make a trip I dreamed for such a long time. But I couldn't leave without saying goodbye to Mr. Elisah. I don't how long it will take me to complete my journey but I am gonna make it out no matter what difficulties I'll find on my way" Your tone returned in a calmer one once again as you felt more comfortable on your seat and continue eating.

"So I guess we won't have the pleasure to see you any time soon eh? What a shame, though I am glad you took such an important decision and follow your dreams. I wish I would be more confident and brave when I was at yours and my son's age"

Oswald looked up at your face "Perhaps you would like to stay in Gotham just for a few nights before you venture forth. I could gladly show you some of our most beautiful assets. That is if you wish too?" He said with a broadening smile on his face.

Your eyebrow raised up from the young man's offer that surprised you a bit. What's with this guy anyway? The one moment he seems all shy and nervous, the other an overproud spoiled brat, and the next....generous and willing to make you change your mind in order to stay for a while longer? Seriously, it was hard to understand the way his mind works. "This...is a kind offer of your part, but I am afraid it's too late to change my plans, you see I will leave today" You explained calmly, before whipping the drops of food away from the corners of your mouth with the help of a small towel.

As soon as you stood up from your seat, Elijah followed along and walked over to stand right before you. He gazed down at you with a rather serious expression across his face as then he opened his arms wide and pulled you into a warm embrace. "I will miss you, my child...I will really miss you" He whispered softly, it seemed like he was almost ready to cry yet no tears were visible. "My son, could you do me the favor and accompany our dear friend out? To make sure they'll be fine" Elijah glanced over Oswald with a knowing smile.

Oswald peaked his head to look out through the window, it was a heavy downpour. "Let me retrieve my umbrella, can't have you getting a chill" Oswald stood from the table and walked with both his back heels touching each other, no matter how hard he tried to point feet forward it ached beyond comprehension. As he walked to the rack which contained the black umbrella he contemplated about you briefly and how the night had gone so far. He thus picked up his umbrella and escorted you out of the house where it was a cold bitter rainstorm.

"Wow, man what a storm..." You said mostly to yourself once glanced up to the heavy raining sky that was full of dark gray clouds. Fortunately, you didn't get wet at all thanks to Oswald's umbrella what was hovering upon both yours and his head. You turned around to face the raven-haired guy and let out a kinda disappointing sight. "Let's hope I'll be lucky enough to won't have to swim cross the roads" You chuckled to your own joke but more from nervousness. "Well, it was....nice to meet you, Oz-...errr Oswald, I mean" You smiled politely and your hand reached out for him to shake one last time.

"Please, you can call me Oz. Should you need anything at all from me or my father, you are more than welcome to return" As they shook hands Oswald gave (Name) a warm, reaffirming stare, there was something almost of the spark within his gaze. "Till we meet again?"

"Yeah, until then, I suppose. Please watch over your dad, he's a really good man and now you both reunited...he's gonna need you the most. At least that's what I think" You were about to let go of Oswald's hand but just then you felt him grabbing your wrist gently. What made you turn your gaze back to face the guy and watched in shock as he gave you his umbrella to hold. "Wh-what? Oz, this is yours...I can't take it with me you know"

"I insist, should you find yourself in need of shelter, plus consider it a small token of my appreciation" With that being said Oswald Cobblepot watched (Name) walk away.

Requests are open!

Greetings everyone. I'd like to inform you that I open my ask box for Black Butler, Hellsing Great mouse detective and Gotham requests.

You can choose between headcanons and one shots.

Smut has been added as a request choice. Warning won't accept smut that involves violence of any kind along with sadistic or masochistic stuff.

Thank you for reading this post and can't wait for your requests.

Ask Sebastian and Y\N a question! (here)

Ask Basil, Y\N and Ratigan a question! (here)

Ask Y/N and Alucard a question! (here)

I write for: 

Black butler Masterlist

The great mouse detective Masterlist

Gotham Masterlist

Hellsing ultimate Masterlist

Gotham Masterlist

My story

Gotham Riddler x reader x Penguin (plot)

Gotham Riddler x reader x Penguin episode 1 (part 1)

Gotham Riddler x reader x Penguin episode 1 (Part 2)

Hey y'all I'm bored :3

I want you to gimme a description of urself (physically and personality) and I'll pair you with a gotham character

Thankzz!!