#Telltale Riddler

[sealjustaseal]

[gl1tchr]

couple a' Riddlers and the First time I drew them vs the most recent :]

[lilithmymind]

Top 5 reasons why John is a Gacha-life main-character:

1:Pulls things out of his ass.

2:Changes outfit once in the episode and walk like that until the end of the season.

3:Have two popular bully-girls who hates him.

4:Sweet meaow meaow but actually A DEMON😈😈😈😈

5:Has a popular-boy boyfriend who's actually A WOLF🐺🐺🐺🐺

So John is officially a Gacha-life main-character now!

[finniestoncrane]

Hey Finnie! I was curious, do you have any headcanons about the Riddlers being pussydrunk?

Riddler Headcanons hi hello this took me so long to get to i am so sorry anon lmao BUT ANYWAY i am back with headcanons!! i very much could see this happening to the boys (and it annoying them a lot) 💚 request info • prompt list • send me a request • kofi • masterlist minors DNI!! 🔞 cw: oral sex, vaginal sex, hate-fucking, mention of anal sex

zero year

kind of loser who gets pussy drunk just glimpsing your cunt

kind of dork who presses two fingers in and sucks on them for ten minutes just for your taste

kind of dweeb who gets fully erect and close to cumming just from the smell of your pussy

kind of asshole who hates being pussy drunk because it makes him seem like he lets himself be controlled by it

which is NOT the alpha male attitude he's trying to cultivate

kind of idiot who might decide that since being pussy drunk isn't the vibe he wants for himself

that maybe anal is the way to go from here on out

gotham

pussy drunk is the only kind he'll tolerate since he doesn't particularly like losing control of himself or his thoughts

(all too easy to either... strangle your crush to death or hallucinate your frienemy/soulmate singing to you otherwise)

anyway he's the kind of guy who could spend 30 minutes eating pussy and then come away actually feeling kind of drunk

complete state of happiness, absolute ecstacy

thinking he's king of the world

not making very much sense

but determined to keep going to chase that feeling

arkham

he's the kind of guy who blames it all on you when he starts forgetting what he's doing

which, to be fair, is correct since it's your pussy he's thinking about

unable to go longer than three minutes without thinking about you and drooling when he's supposed to be working hard

so don't be surprised if you're happily minding your own business hours or even days afterwards

and are swiftly interrupted by him coming in to yell at you

for fifteen uninterrupted minutes mind you

before he asks rather sheepishly if you'd maybe just give him a little bit more of what he's got a taste for

just to see if that helps get it off his mind

telltale

oh he hates the effect you have on him

the notion that a simple, very human act that he's performed with multiple partners before could be so different

could make him completely incapable of stringing together a coherent sentence

could impair his reasoning, his general functions, both mental and physical

that his infatuation with you specifically could have him laying on a bed, drooling, empty mind

it's not going to stop him from going through it all again next time though

he's completely addicted

unburied

he'll pretend that he's not affected at all

pull out of you with the same nonchalant attitude as he would have after brushing his teeth or making a coffee

but buried beneath the sarcasm and the dry exterior...

he's losing it completely, and he secretly likes it

the ability to just let himself be kind of stupefied, with an excellent excuse for it?

no wonder he keeps coming back for more, even if he pretends that it's for your benefit more than his

twojar

absolute fuckin hound for pussy, and will go completely catatonic after sex

needs a good few hours of just holding you while he lays there completely still

just contemplating the world and trying to remember how to walk

keeping at least a finger on your body to keep the room from spinning and to make sure he stays grounded

because he over exerts himself, a lot of frantic, passionate, extremely physical work

and afterwards he needs time to recover from it or he'll do himself an injury

dano

he's literally one good pussy away from being cured

like the minute his dick is wet and you're moaning his name he's a changed man

what plans for revenge? what bombs? what weird traps that he built by himself?

who the fuck even is batman?

you're on the news the next day getting the medal of honour from the city of gotham

you saved lives. your pussy saved lives

your mailbox is filled with little homemade greetings cards afterwards

they're addressed to your pussy, not you

btaa

guess who's in a much better mood for the rest of the week?

as much as she tries to ignore it, miss tuesday can always tell when eddie has been with you

because he is far less grumpy and frustrated for quite a while afterwards

it's nice that you have that kind of power over him

but it does make him insufferably optimistic

which means more work for her when he decides that the grand schemes he thought were terrible and too complicated before he got his dick wet

they're now suddenly completely viable, because he is the greatest man to ever live

young justice

get that man to REHAB he is ADDICTED to pussy and he CANNOT handle it

talk about a lightweight, he's ten seconds inside of you and already unable to form a single though

it's a miracle he knows to keep breathing let alone remembering to thrust

he remembers nothing about anything else in life when he's in the zone, either fucking you or eating you out

basic maths? the ability to speak in sentences? gone

it's a good thing you're moaning his name because he might not remember it otherwise

btas

if he gets a particularly good fuck in then you can guarantee that he is out of commission for at least a couple of days

cheerful, whistling, humming tunes, dancing around his office

and the best part of it is that he knows he's happy, but he can never remember the details of why

because he can get blackout drunk on your cunt

all inhibitions lost

he's muttering words and phrases that he never would otherwise, far too lewd for someone classy and intelligent like him

doing things to you that you'd never expect from him, but definitely welcome the next time he decides to partake

[ilovetheriddler]

The Different Riddlers on a date at an amusement Park. Mini fic Scenarios.

Oh boy! That's a lot of riddle loving menaces! These are all short little mini fic scenarios centered around the idea of an amusement park date!

Word Count: 2,160.

Contents: Kissing, mentions of puking briefly, highly suggestive themes but nothing too explicit.

Gotham.

Just where had Ed wandered off to? You weren't quite sure, and it was honestly making you a bit worried. You knew how much he had been looking forward to this date, planning it months in advance to be just perfect, so the idea that he'd just leave without a word confused you.

You attempted to call his phone a few times, only to be met with his voice mail, where on earth had he run off to? You tried looking through the crowd for him and were starting to lose hope of finding him until you felt a hand grab your wrist and pull you along with them. By the time your mind fully registered that it was Edward, you were already sitting down, with a bar being lowered in front of you.

"E-Edward?! Where were you?"

"Huh? Oh! I was looking for the ferris wheel! I couldn't find anything about where it would be located on their website, so I wanted to find it as soon as we got here."

You let out a slightly surprised yelp as you felt yourself moving. As you saw the ground getting further and further away from your feet, you realized that you were on the ferris wheel. He had wandered off, found it, and dragged you to it after that. You couldn't help but chuckle.

"Ed, you could have just told me that when we first got here! Why were you so excited for the ferris wheel anyway?"

"Well... I thought it would be a pleasant experience! You know? I find the circular motion to be the perfect mixture of soothing and exciting, plus I get to be close to you... so there's that as well..."

He threw one of his arms around your shoulders and pulled you slightly closer before his lips met yours in a sweet and prolonged kiss.

Batman: The Animated Series.

Edward had been extremely pleased when he found out that there was a small arcade within the amusement park, nothing super fancy, just some older arcade cabinet games, but he was thrilled and you thought it was really sweet how clearly overjoyed he was.

He was currently on his third game, having already acquired the top scores on the previous two. They were puzzle games, which explained why the small little acarde section was practically a ghost town. Not too many people going to an amusement park were really going to play older puzzle games. But these were exactly the type of things that Edward loved.

"My dear! Look at that, I've bested yet another person's score. My skills at this are truly unrivaled."

"I can see that, I'm glad that you're having fun... I was honestly a bit worried that you might not enjoy coming here..."

"Nonsense! This is the most amusement that I've had outside of my own riddles in a long time!"

You couldn't stop yourself from giggling as he pulled you to sit on his lap as he continued playing away on the acarde games. You felt your face heat up slightly as he started kissing your neck gently.

"E-Edward! We're in public!"

"Don't worry, my dear, I'm not going to go too far, just a few kisses here and there.... and besides, there's not exactly anyone else in this specific section. Now, is there?"

His soft and just slightly mischievous laugh rang out right next to your ear as he continued his kisses on your neck and trailed them down to your shoulder.

Arkhamverse.

You had honestly thought that Edward would turn down your idea for an amusement park date, so when he did actually agree to go, you were incredibly excited..... Keyword being were... You genuinely loved Edward so much, but being slung around in a bumper car as he repeatedly slammed into other cars with enough force to almost give you whiplash wasn't exactly what you had in mind!

But you couldn't lie, seeing Eddie with that Grin on his face, cackling to the point where several people were onlooking with deep concern, was truly all it took to make it worth it. At least he was enjoying himself.

"Ahaha! These Imbecilic fools are no match for my excellent driving skills!!"

"....Eddie, your license has been revoked on several different occasions...."

"Only because of the fact that the people of Gotham city can't handle my superiority, so they try to restrict me!"

You continued to be swung around like a rag doll for another thirty minutes until the staff had received enough complaints and forcefully removed the two of you from the park. Going as far as to Ban Edward for life as a precaution. He wasn't pleased about it, not at all.

A few days later, you'd walked into his lair and found him frantically constructing his own version of the bumper cars, specifically to use in one of his traps for the caped crusader. You noticed a man tied to a chair on the other side of the room, the same man that had thrown you both out and banned him.

"Eddie...? Why exactly do you have that guy tied up?"

"It's very simple, I needed a guinea pig to test out my latest project!"

You knew that it was better to pick and choose your battles with Edward, so while you did feel sorry for the poor amusement park worker, it was late and you didn't want to argue over it, so you just went back to bed.

Telltale.

Edward had been on the fence about whether he actually wanted to join you on your trip to the amusement park. He wasn't exactly a young fellow anymore, so walking around all day didn't sound too pleasant. However, he did suppose that he should spend some time with you doing something that you wanted since you've been such a good assistant when it came to his plans.

So despite this being meant as a sort of reward for you, he didn't miss a single opportunity to complain about his joint pain and about how hot out it was, as if he hadn't willingly chosen to wear an outfit with a lot of layers. Luckily, though you didn't mind, you were used to Edward's complaints and were just glad that he was spending time with you.

Much to both your and his own surprise, he genuinely enjoyed the log flume of all rides, He could sit down and relax, and occasionally being splashed by the water made the heat slightly more bearable. He ended up going on that same ride a few times in a row before the two of you decided to take a small break on a bench nearby.

"So um... Thank you so much, Edward. I honestly didn't think that you'd even want to come here with me..."

".... I didn't originally intend to. However, I decided that you deserved a bit of my presence... as a reward for your recent work...."

You leaned against his shoulder, which seemed to throw him off slightly, before he quickly regained his composure and chuckled at the sight. He threw his arm around your shoulders and pulled you to lean in a bit closer before pressing a quick kiss onto your forehead.

2022 Batman.

Edward could hardly believe it when you told him that you wanted to take him out on a date to an amusement park. He'd never been to one before, so he was extremely excited! Not only because of the fact that he always wanted to do things like this as a child but couldn't, but because he'd be doing it with you, it'd be an actual date!

He was originally fairly nervous about the idea of how some of the rides would be, but once you both got there, he found himself having quite a pleasant time! Until you got to the Rollercoasters, then it went from a pleasant time to an amazing time! You were both screaming quite loudly while on them, but it was different for both of you. Edward had this look in his eyes, a look of unbridled gleefulness. He looked ecstatic as you both rode the Rollercoaster. In fact, he insisted on riding it another ten times!

You couldn't help but wonder if the reason why he was enjoying it so much had anything to do with the adrenaline his brain was producing as a result? Perhaps it was giving him a feeling that was somewhat similar to how his actions as the riddler made him feel? There was no way to be sure. He was overjoyed as you both got off the ride again. Unfortunately, you had to run over to the nearest trash can, feeling horribly queasy after being forced to endure a rollercoaster eleven times in a row. Edward looked extremely concerned as he approached you and started rubbing your back, attempting to help you through your nausea.

"A-are you alright, my dear? W-was that too many times? I'm so sorry if I overdid it...."

"...It's fine, Eddie. I'm just happy to see that you're enjoying yourself.... but yeah, after the seventh time, it might have been a bit much...."

Zero Year.

You were extremely skeptical and a bit cautious of wherever Edward was dragging you off to, He hadn't seemed all that interested in the amusement park a few minutes ago... what could he have possibly seen or stumbled upon to suddenly shift his mood so drastically?

You were even more confused when he stopped in front of a currently shut down maze of mirrors. You felt chills run down your spine as you glanced over at him to question what exactly he was planning, only to see that mischievous look in his eyes... whatever it was wasn't good if he had that look in his eyes, you could at least say that for certain.

He wandered inside, and you followed behind him. Just what was he planning? After walking for a few minutes, you started to grow frustrated. Perhaps he simply did this to annoy and inconvenience you. You turned around to say something but stopped dead in your tracks as you saw him unbuttoning his suit jacket before tossing it on the ground.

"E-Edward? W-what on earth are you doing?!"

He slowly stepped closer to you, a sly grin plastered on his face as he leaned in closer to you.

"Oh, come on.... there's no one around, and I'd truly be a fool not to take advantage of all of these... mirrors, wouldn't I, my dear?"

"Excuse me?! I bring you to an amusement park, and your first idea is to have sex in a shutdown maze of mirrors?!"

He disregarded his shirt on top of his suit jacket before moving on to unbuckle his belt. His breath drifted across your ear as he lowered his voice to sultry whisper.

"Precisely.... Don't lie to me and say that you aren't the least bit aroused by the idea...?"

The bad thing is that he wasn't wrong.... and that bothered you more than anything else.

Unfortunately, the two of you ended up being banned for life once a worker who was cleaning up the area stumbled upon you two in the throes of passion. Edward seemed unbearably smug, though. Even as you were both thrown out.

Young Justice.

Edward was overjoyed by your invitation to go to the amusement park together, it would be your and his first ever official date, and he was confident that it would be perfect... alright, maybe not fully confident, somewhat confident... he wasn't actually confident, that was a lie, he was deeply worried about something screwing up the entire date.

So he kept his eyes open, watching the area with a keen eye, he'd let this date be ruined over his dead body! As the date contained on there seemingly wasn't any major issues... Until he realized that there was a tunnel of love here and that you really wanted to go on it with him.

He was ultimately unable to say no, so the two of you got on the ride, sat down in those stupid little boats, and started floating along the long, dimly lit corridor. Actually.... the atmosphere would be absolutely perfect for stealing a few kisses from you. Yes, it'd be perfect!

He put his previous concerns behind him as he grabbed you suddenly and slammed his lips against yours, an intense passion behind the kiss. It lasted a few seconds before he pulled away to catch his breath, only to then reconnect them again and again. It was everything he had hoped that it would be. However, then the ride stopped suddenly, and he was sent falling off the boat and into the water, soaking his clothes.

"Damn it!! C-can't those idiots run a ride correctly?!"

"Are you alright, Eddie? That was quite a sudden fall...."

You helped him back onto the boat, but now he felt that his pride was damaged slightly, so he just sat there and sulked in his drenched suit, his favorite suit!

[caesariawritesstuff]

I made a thing

[cornetespoir]

I have no idea if I'll get around to actually finishing this, so a wip of telltale riddler

[riddley-art]

"So... You and Riddler. What, you were a thing?"

Yes! Yes, they were! 😉

[itsaaudraw]

i am not immune to telltale riddler

[skye707]

I like to imagine when there's like playdates with the scarecrows and riddlers we've got them on leashes and they're socializing like dogs LMAO

Like I'm over here here and I've got Nolanverse and fear state with leashes Like "yeah man they don't bite, they're friendly" I am lying they do bite and they bite hard LMAO

As I said, playdates are my forte.

When you sent me this, I was overjoyed.

Bless you for giving me this evil task 💙

[sweetlikehoneystingslikeabee]

How would Riddler (which one is writers choice) react to a SO who drops those slightly infuriating jokes? (I just saw a post asking how you make an egg roll and the answer was 'push it' and I just think his reaction to those kinds of jokes would be hilarious)

"Groan-worthy" Riddler Party x Reader

Dude I'm such a sucker for Riddler's it's so difficult for me not to wanna go "my choice? all of the above" when it comes to that man. So you're getting all of them short and sweet!

TW: None

60s

Gotham

Takes him a second. Oh, you like puns? He gets that sheepish little smile and compliments how clever you are. It's much harder to come up with those than one would think! You have to have a good sense of word play, formatting of the joke and-

Oh, he's rambling. Yes. It was good! If it's a particularly bad one or he's stressed, he might give you an annoyed look. But normally he'll just smile.

The riddler who appreciates it the most! A lot of his riddles dance along the line of being riddles and those kind of jokes. Part of why he's always laughing! Puns and double entendres are his bread and butter.

The two of you will have each other hyena cackling to the point people can hear you from another room. There's definitely a jealousy amongst others that the two of you can find so much joy in each other over something so goofy.

Capullo

You would think he'd be way too cool for that and genuinely, he will attempt to act like he is. Try to fool you.

Then you tell just the right joke that's incredibly cheesy and he doesn't guess the punchline before you say it. You hear this deep ugly snort and then he's covering his mouth.

His jokes aren't necessarily groan worthy, they're just really fucking nerdy in a way that makes you roll your eyes when you get it.

Telltale games

BTAS

Audibly groans. You think that's cute, don't you? Then you notice he's smiling. He can't help it, you ARE cute. Even when you're being silly he can't help it. It's charming!

He likes to think his jokes are higher end but... they're verbose and require just a tad more thought. Still slightly infuriating.

Just looks at you. You can feel the judgement seeping into your soul.

If you REALLY enjoy them, he'll tell you dad jokes that are just awful. Terrible. But he tells them with a completely deadpan face reminiscent to "and don't call me shirley."

Batman 2022/Nashton

Arkham games

ANNOYED. Particularly if at any point he thought the joke was a real riddle or a genuine question. Yes. Ha ha. Word play. If you excuse him, he has real work to do and you're distracting him.

If he actually hurts your feelings with the attitude... he does an incredibly tired sigh, "I was going to tell you a joke about time travel.... but you didn't like it." Mini jazz hands. There. Did you like that one? What? Was that one not bad enough?

Autism. Look okay, we can say that for almost every riddler to an extent but this is the kind of shit he hyperfixates on. You've seen his cards? "I'm mad about you" "but it might spoil the chemistry" with a mad scientist on the card? UGH. He loves it.

Rhyming, puns... he gets SO excited. You know, he's never had someone to share these with, so once you do with that first joke... you see his eyes practically dilate like a cats. His time has arrived. You're about to get SO mad.

[unrestrainedbalderdash]

Made these edits a month back for when the sex-repulsion and OCD love making me suffer

(Riddler fandom please tag your suggestive stuff as "suggestive" I am begging you)

[gl1tchr]

Do riddler x riddler self love

I Sure Can

these are my top 3. there are More

[unrestrained-balderdash-art-blog]

Screenshot redraw from 02/10/2024

[finniestoncrane]

Teehee could you do headcanons about the Riddler's reactions to their partner being cockdrunk :) pretty please

Riddler Headcanons oh for SURE lmao, i mean one and done they're all getting a massive ego boost from it but i'm so certain they'd all use it to their advantage in different ways (though i left some out because they were giving similar vibes to others in my mind) 💚 request info • prompt list • send me a request • kofi • masterlist minors DNI!! 🔞 cw: nsfw obviously, mentions of sex etc.

telltale

peepaw is not playing around here

the minute he realises you're slurring your words he is honing in

teasing you, touching your skin to watch your flesh tremble

making things worse for you, watching you squirm

knoiwng you don't have the mental capacity to stop him

knowing you don't want him to stop

it's a nice boost to know he's still got it all these years later

arkham

yeah he's not at all surprised because he is the greatest

and to be honest you should have been prepared for this

like why didn't you have an energy drink by the bed to chug

it's his fault you're like this, because he's a sexpert, duh

but get up and get back to work!!

robots need building, floors need sweeping, plans need planning

there's no rest for the wicked, and judging by your squirming...

you're still in quite a wicked mood, even after his amazing efforts

gotham

you can lie there in the little puddle you helped create

forget who you are, forget you're human even!

there's no need to get up and do anything because he's on it

bringing you water, a sugary snack, and a towel

he'll help you sit up, fluff the pillow behind you, and then lay down

gazing at you in awe, reaching to help you

as you struggle to hold the mug in your shaking hands

young justice

i think he'd go into panic mode immediately

are you not talking to him because he didn't do a good job?

have you died? why are you just laying there drooling in silence?

oh! because he did good!? wow... well...

how soon can you go again? because that was a neat ego boost

and it's got him primed and ready for another round

dano

you lay there in blissful post-orgasm glow for as long as you need

he's going to be next door in the bathroom gazing into the mirror

smiling widely at himself, pretending like he's doing a speech

thanking the audience for giving him this prestigious award

"best fuck ever" going to him? edward nashton?

he couldn't have done it without you, his wonderful partner

who he has just remembered is still laying naked in his bed

and who he is now rushing back to

zero year

so here's the thing: while you should be the one getting up

ruining the post-orgasm joy to get him a drink and a towel

he will take your inability to respond to his demands well

it's a compliment really, he fucked you so good that you're dumb

or at least dumber than you were before *hehe, ow, don't hit!*

unfortunately he will be bragging about this to everyone

literally anyone who will listen

so it's not much of a secret that you got drunk off his cock

[ednito]

drew this for emerald city comic con! cant wait to get it signed!