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🔞Wistfullinsomniac🔞 (Commissions: Closed)

@wistfullinsomniac.bsky.social
791 followers 265 following 243 posts

18+ ONLY 30/AUS/Bi boye Hey its me, Ross! I draw and make stuff, mostly nsfw :OOOO Questions and Requests: wistfullinsomniac.straw.page

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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 07/10/2026
It's been like two years since I last drew Kankri!!! Gotta fix that #nsfw #homesmut
Kankri Vantas on his knees, naked except for a collar with his symbol, handcuffs and a chastity cage. He is surrounded by out-of-frame figures, mouth open and face covered in cum. His eyes are filled with tears as his cage drools precum on the floor. Words are written over his body like "MUTANT SLUT", "USE ME" "PERMA CELIBATE", "WHORE" "BITCH" "LOW BLOOD" and "NO RIGHTS".
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
isa 🔞 LBX 430 @babeyxiao.bsky.social · 06/10/2026
kinktober day 6: threesome (davekat)
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 02/04/2025
Some various BDSM Karkat doodles #homesmut #nsfw
Karkat Vantas nude and furious, only wearing arm gloves, thigh highs, a collar and a chastity cage. All these items are locked. Karkat is fruitlessly attempting to cover his cage and his nipples are pierced.Karkat nude with an armbinder and ball gag. His cock is locked in chastity with a plate vice squeezing his balls. Body writing points to it and says "TIGHTEN". He also has body writing that says "MAKE HIM CRY" and "MUTANT TOY"Karkat on all fours, with arm gloves, thigh highs, shackles and a face covering tube gag blindfold combo. His pierced nipples are connected to a weight and his mouth is held open by a tube gag, tongue hanging out. His caged cock drools between his legs. Body writing says "FREE USE"
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
Maw🐭 @mawmain.bsky.social · 30/09/2025
ralsei getting a little distracted..🎮 @abeliaboy
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 24/09/2026
I love tormenting my crab ❤🤗 #nsfw #homesmut
Various sketches of Karkat being a complete slut (canon)
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
starsnores🔞 @starsnores.bsky.social · 21/09/2026
all tied up :o)
a drawing of karkat on his face down with his ass in the air, his legs and arms tied up with duct tape with pieces over his mouth and nook. he's glaring behind him and there's a clown face drawn on his ass with red fluid.
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
🔞null🔞 @null-bis.bsky.social · 20/09/2026
[CyEden/Yaoi AU] Eden gets a little release...
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🔞ABR @abigrock.bsky.social · 16/09/2026
THE TORTURE CONTINUES
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🔞ABR @abigrock.bsky.social · 16/09/2026
proper cage hygeine is important but so is not letting the person being caged cum
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
🔞 sin ♡ vgen open @mecherotik.bsky.social · 17/09/2026
gamdave • request
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
Haunted Doll, Stella🏳️‍⚧️ @stelladolly.bsky.social · 15/09/2026
sadly it is this version
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Epi @vonepitaph.bsky.social · 13/09/2026
A bratty demon fox, the animation
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Two-toned monochrome orb || Comms OPEN @kittysonrice.bsky.social · 08/09/2026
Every cup of coffee comes with a smile comm for @adarkbluebune.bsky.social ft @r18fly.bsky.social
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
🪦🔞 (Deltaruined) @womb-stone.bsky.social · 06/09/2026
you thought you saw noelle close against you, whispering… #deltaruined #nsfw
drawing of noelle from deltarune jerking kris off while she whispers in their ear. kris is trembling and blushing and panting, their dick drooling precum as they approach climax.
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 03/09/2026
very normal FUCK-SQUAD misadventures #deltaruined #nsfw
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🔞 sin ♡ vgen open @mecherotik.bsky.social · 01/09/2026
b&w sketch comm for DietMarzipan (on twitter) ♡
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 01/09/2026
I don't remember this part of Pesterquest, I guess they updated it? #homesmut #nsfw
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yolk 🔞 @grognog.bsky.social · 01/09/2026
bad end for a rogue ⚠️ mpreg impreg chastity body modification
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
Kink Mom @kinkmom.bsky.social · 29/08/2026
T H A N K Y O U #Deltarule34 #Deltaruined #Deltarunensfw
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 27/08/2026
Illustration of a moots recent Homestuck chastity fic, Rose attempts to one-up her mothers kinky games but over-estimates just how much control she has of the situation... #homesmut #nsfw #lalondecest archiveofourown.org/works/91332856
Rose Lalonde locked in tight pet-play bondage, with a collar, muzzle, ears, arm and leg bindings, and a chastity cage. Two vibrators are attached to the cage as it dribbles precum. Mom Lalonde pats her head and moves to tease the front of her cage.
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Gibbo0z🔞 @gibb0oz.bsky.social · 01/06/2026
Ralsei!
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 20/08/2026
Image recovered from an underground human-trading ring... #deltaruined #nsfw
A photograph of Kris Dreemurr squatting, naked except for a collar, a chastity cage and nipple piercings. A barcode has been tattooed on their upper arm. The caption reads "Lot 226 - "Kris" Fully trained, ready for use"
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lux 👹 @tartnouveau.bsky.social · 18/08/2026
could stand to post more of me and my bf's characters [ #OC #art #OCart ]
brown-skinned emo nonbinary character with very heavy scarring up both arms gingerly holds the wrist of another, also-scarred character in a black shirt with black nails while he feeds them a cigarette from offscreen. the subject character has purple streaks in their hair and amber eyes, and is giving the camera a sleepy but commanding look
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lux 👹 @tartnouveau.bsky.social · 18/08/2026
pretty sally :) 🌟 [ #sallyface #salfisher #art ]
sal fisher from sally face with his hair tied up in a neat bun, wearng a gothic lolita style maid dress, bonnet, white scalloped thigh highs, and super high heeled mary janes
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
記号ネコ🔞 @kigohneko.bsky.social · 13/08/2026
Three Types of Chastity Stocks subscribestar.adult/posts/2624860
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 02/08/2026
this is a nightly event for him smdh #homesmut #nsfw
Karkat Vantas desperately humping a pillow while locked in chastity, leaking precum against it.
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
🔞 sin ♡ vgen open @mecherotik.bsky.social · 02/08/2026
a brodave comm. ♡
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
SoldierExclipse || 18+ Illustration @soldierexclipse.bsky.social · 30/07/2026
lalondecest (cw incest)
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
naur 🔞 | comms closed @nerunaur.bsky.social · 29/07/2026
(Deltarune) darker, yet darker..
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
a guy somewhere (comms open !!!) @a-guy-somewhere.bsky.social · 20/07/2026
keep your bunnies sealed at all times. you know, for safety !
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 19/07/2026
When you're fucking your sibling on the couch but the show is interesting and you get half-distracted #deltaruined #nsfw
Asriel Dreemur fucking a caged Kris Dreemurr on a couch in front of a TV, both of them slightly distracted by whatever is showing, though Kris is still trembling and smiling from the pleasure. Asriel is wearing Kris's cage key around his wrist, and Kris has several phrases written on their lower body; "MONSTER TOY", "KEEP LOCKED" and "PROPERTY OF ASRIEL".
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yolk 🔞 @grognog.bsky.social · 17/07/2026
storage during the football game
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VeeButSpicy @veebutspicy.bsky.social · 24/04/2024
Office Decoration 2
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VeeButSpicy @veebutspicy.bsky.social · 24/04/2024
Office Decoration
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
Klausy Mausy 🌸🦊 @meekzhyu.bsky.social · 06/07/2026
last of the update haul, a kouple of krissies (hole included) [ #meekzart #deltaruined #deltarunespoilers ]
on the left is a doodle of the post-lesbian date scene where kris peels their head off the table and looks up. on the right is a completely unrelated doodle of a nude kris spreading their ass to the viewer with a disgruntled but flustered expression.
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 22/06/2026
"I’m so desperate for meaner cuck content of Karkat but I’m a terrible artist lol, love your posts!!" This is your time to start anon!!! A lack of homestuck chastity is what made me start learning to draw :V More cuckkat soon tho hopefully! wistfullinsomniac.straw.page
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wistfullinsomniac's strawpage
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 18/06/2026
My friend was talking about Sally Face and y'know me, I'll never turn down drawing a twink in a straitjacket :clap: #nsfw #sallyface
Sal Fisher from "Sally Face" bound in a straitjacket and gagged with a ball-gag, forced into a kneeling position on a tiled floor and looking up pleadingly at the viewer.
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
🔞 sin ♡ vgen open @mecherotik.bsky.social · 16/06/2026
davekat sketchpage. trying out a new brush.
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
⭐playdoe🦌 🔞 @play-doe.bsky.social · 15/06/2026
dess said "get owned" one time and she meant it
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Reposted by 🔞Wistfullinsomniac🔞 (Commissions: Closed)
lux 👹 @tartnouveau.bsky.social · 16/06/2026
in celebration of deltasoon have this nole i abandoned months ago bc i couldnt be fucked w/ her antlers
just a bog standard noelle holiday from deltarune staring bug-eyed at the camera in her sweatervest and black underdress but the antlers are textureless paint strokes bc i was soooo tired. also her eyes are green which i mention bc it is the only artistic license taken with the design
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 13/06/2026
happy bday to my favourite crabboy <3 #homestuck
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 05/06/2026
I was worried the cuckkat piece would attract drama because that kink seems to get certain types of online users heated, but yall have been great <3 thanks for enjoying boy torment, more 2 (not) come
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 04/06/2026
Request from wistfullinsomniac.straw.page while I'm on a meanRezi streak #nsfw #homesmut
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 03/06/2026
Obviously Karkat can't fuck Terezi, he'd cum on first contact, but she still has needs. If he's well behaved, he gets to "participate" when Terezi has a "client" over for "legal negotiations". #nsfw #homesmut
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 31/05/2026
This is her favourite hobby, she could do it all day long :) #homesmut #nsfw
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comic @mynameiscomic.bsky.social · 28/05/2026
it's U, Asriel 🎧
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 27/05/2026
"Are you gonna update your game Karkjail someday? Room upgrades like sneakers and socks for musk or lewd pictures on the wall that faster increase lust or keep lust from going under a certain value. That would be so hot" I can tell what your kink is ;) wistfullinsomniac.straw.page
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 27/05/2026
"Will you ever continue on the chastity psychiatry comic? I bought it and it was amazing" Thank you so much!!! ;u; I do wanna do another chapter, comics are really hard, I just need a burst of hyperfocus like last time wistfullinsomniac.straw.page
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🔞Wistfullinsomniac🔞 (Commissions: Closed) @wistfullinsomniac.bsky.social · 26/05/2026
tryna get back to my roots #nsfw #homesmut
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Drip Dry 🔞 @ASC @jackalstyle.bsky.social · 09/04/2026
You know I had to do it to em @colfox.bsky.social
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