Dunno if you’ve answered this one before but do you have any headcannons on what the Riddlers wear to bed? (Or don’t wear lmao)
Riddler Headcanons
i am literally frothing to discuss their jammies lmao thank you for this opportunity anon!! 💚
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minors DNI!! 🔞 cw: kinda sexual themes, mostly silly stuff!!
arkham
an entirely foreign concept to him. both sleep and the specific clothes used for sleep. he's prone to falling asleep standing up in his regular clothes. if you manage to get him to rest, he'll perhaps slide his boots off, maybe remove his belts (or just one) and his gloves. if he's really sleepy, you'll get him in a vest and boxers combo SOCKS STILL ON. if you've managed to tire him out then he'll sleep completely naked and not complain once about the cold because he'll probably still be sweating and warm
dano
he's definitely someone who sees the value in switching clothes depending on the action. it's like changing into a specific uniform for him. mask and jacket on? murder job. suit and tie? office job. bootleg batman t-shirt from a market stall and sweatpants he's owned since he was a teenager? sleep job. in the clammy gotham summer he'll switch out for a pair of old boxers or shorts
zero year
he wears nothing to bed, why would he? he's never going to be caught unawares, so why should he bother sleeping with unnerwears (hehe). if he has to get up or he has company, he'll maybe throw his shirt on to offer some decency, since there's not much chance of you seeing anything even if he reaches up. but if you're lucky and you get to spend the night with him, you'll have every chance to gaze in adoration at his perfect (by his standards) physique
telltale
honk shoo mimi hat and an ebeneezer scrooge long robe. not really, but close. like he has the monogrammed 100% egyptian cotton pyjama shirt with the perfectly ironed matching pants, the robe that says "why have you disturbed my slumber you imbecile" and the slippers of someone who while they are indeed flexible and able for their age, have the grippy soles of someone who understands that all that could disappear with one stumble
twojar
he really does sleep in nothing but the tiniest little briefs, just to give him a sense of modesty. being fully naked feels like it takes away from the importance of his beautifully sculpted torso, and covering a little bit of himself means there's at least a little surprise, something left to your imagination. he'll pair it with a silky robe if it's chilly when he gets up to scheme while drinking some nasty protein shake
gotham
he's another that wears a vest to bed BUT while he does wear one under his shirt during the day, he changes into a clean one for bed because his sheets are fucking immaculate (who irons bed sheets? he does. edward does.) he pairs this slightly looser fitting vest with some brushed cotton full length checkered pj bottoms and some very old man slippers for extra comfort
btaa
there's just something about him to me that says he either sleeps whole ass naked OR in a question-mark covered onesie with one of those little flaps for his butt. there's no in between. and he literally sees nothing weird about that at all so neither should you!! also, if it's a onesie night, then it stays ON. but you're welcome to unbutton the flap to get freaky
young justice
i wish he wore feety pyjamas because i think he'd look adorable BUT i think he's more likely to indulge in a goofy pair of branded pjs for some piece of media he has loved since childhood. a comfort interest to take to bed with him. it's also one of the easiest things to gift him!! he also buys the terrible christmas themed ones too every year, can't help himself
batman unburied
oh his fancy ass is never wearing prison issue jimmy jams again, he is out here spending an inordinate amount of money on pyjamas. he lives for comfort. fashionable comfort. you name a pair of influencer pyjamas and he HAS them. and the good thing is that you can also wear them because he has so many brand new never worn pairs that once he's got you out of your clothes and done his filthy deeds with your body, you can take your pick to cover yourself back up!!
btas
let's not pretend we don't all already know that he sleeps in a matching pyjama set that he has custom made from the same tailor that makes his beautiful suits. someone as handsome and classy as him?? he requires pyjamas that fit perfectly, that offer maximum comfort, and allow him to get a very good night's rest for his big brain. but if he's feeling flirty, he might leave a few buttons undone on his shirt so you can get a little flirtatious glimpse
3 Things I Keep in Mind when Writing for Edward Nigma
It's been five years since I first sat down and began writing from the POV of Edward Nigma, the Riddler. While I mainly write for the Riddler from the Arkham games, I have dabbled in other media's, including Telltale, Gotham, and Zero Year Riddler.
And there are a few things I've learned that I think are very important for anyone writing the Riddler that they need to keep in mind:
1.) The Riddler is a genius. He has a genius level intellect - which I'm sure 99.9% of people (myself included) do not have. Which means that mistakes when writing him are going to be made. Patterns he'd normally see are going to be missed by the writer. Skills he would excel in that the writer doesn't know to write might be lacking. Small pieces of information he would know off the top is head may never be mentioned. And you know what? That's okay. No one should expect you to write the Riddler with the same level of intellect he'd portray. And if anyone does? I'd like to see them try. There's a reason why Paul Dini and many of the other writers working on BTAS and other Batman media don't include him or he's often underutilized - because crafting a compelling story around him that expertly uses riddles that aren't too silly or aren't challenging enough for Batman is hard to do.
The truth is: it's hard to write for a genius character.
2.) The Riddles Themselves: I'm a big believer that more often than not, the Riddler is talking in riddles, slipping them into basic conversations whenever possible. But once again, this leads to another problem: most people (myself included) don't know how to craft riddles very well. When writing for the Riddler, I rely heavily on Google to find riddles I can use, and even then, I've had to change an answer around just so I can properly find a riddle that fits the context of the scene. Riddles are hard to write. They require just enough creative language balanced with logic that's still capable of being solved. There's a special art to crafting riddles, and this makes using his most notable feature sometimes become lacking in writing.
The truth is: it's hard to write riddles.
3.) He has a whole team of writers behind him. It's SO important to remember that, especially in the context of the Arkham games, there is an entire team of writers working behind the scenes to craft everything about him, down to his dialogue, riddles, puzzles, and traps. People who spend hours of their day sitting in a room brainstorming these things, working together. And most people who write fanfiction do not have the time to dedicate to something like that, especially when fanfiction is a hobby. It's important to keep in mind that you, as one person, should not beat yourself up over not being able to put as much detail into one of his riddles or schemes or puzzles.
The truth is: it's hard to write for character with such a long comic book history all by yourself and get it perfect 100% of the time.
There's a reason the Riddler has been deemed one of the most difficult characters to write for. For everything that makes him compelling, he also has just enough traits that are frustrating trying to translate onto the page. Every time I get annoyed at myself for not being as smart as he is or feeling like he should notice something that I don't, these are the tips I keep in the back of my mind. At the end of the day, you are one person. And what you write is worthy of being written and enjoyed.
The truth is: the Riddler is hard to write for. Don't stress out about it.