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
