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sleepyiswhumping · 5 hours
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dewit
do i post the chibi art shit i did on stream yes or no
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sleepyiswhumping · 2 days
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it do be like that tho youll get this rot dw <3
“rot rot drop the intro be real have an actual whump blog!” listen………. Listen . I can’t even work out how to get tumblr to stop making things be liked by my side blog instead of this one y’all think I can handle runninf one of these fuckers !!!
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sleepyiswhumping · 2 days
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being aromantic and into whump is like. shoutout to whump for being a great opportunity to engage with stories about intimacy and vulnerability and powerful emotion and physical interactions with other people and intense relationships that are not presumptively based in romance. what would i do without you.
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sleepyiswhumping · 3 days
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Just Once
Content: Explicit Sexual Content, Explicit Dubcon, Shitty Caretaker, Pet Whump, Whumpee’s Recovery Progress is Damaged, Nudity
Just once. That's what Caretaker had told themself, when Whumpee offered, no, begged, Caretaker to fuck them. Caretaker knew it was merely part of Whumpee's conditioning, but when Whumpee was like this, they didn't know how to snap them out other than to give them what they wanted. Caretaker didn't want to, but they did let Whumpee. 
Whumpee was so happy to finally serve Caretaker in the best way they knew how. Caretaker told them they wouldn't do anything themself, but let Whumpee do as they please. That's how Whumpee found themself kneeling, naked, in front of a seated Caretaker, slowly peeling their jeans and underwear off, tongue brushing against their hardening cock. Whumpee- wait. Who was Whumpee? Pet. That's who they were. Pet rolled Master's cock around in their mouth, playing their tongue across its length, before sliding it out of their throat, saliva dripping from the length. They pulled themself into Master's lap, sliding their cock into themself. Pet moaned in pleasure as Master's length was pushed into their body, bouncing up and down on their cock. This was their purpose; to please Master. They knew this would help. They heard Master's groans of pleasure, felt their hands clamp against Pet's hips, pulling them down onto the full length of their cock, Master's lips pressed against their neck, their hot breath washing over Pet’s back, as Master filled Pet with their seed.
Caretaker sighed, hand resting on Whumpee’s head, who still lay, naked, in their lap. Blushing, Caretaker realised they, themself, had no pants on still. This was…Not okay. They gently shook Whumpee’s shoulder, trying to wake them from their exhausted slumber. Whumpee roused slowly, glancing up at Caretaker.
“Hey. Hey, Whumpee? You gotta-” Whumpee cut Caretaker off.
“W-Whumpee? Who’s Whumpee?”
Caretaker frowned, confusion spreading across their face. “That’s…That’s you. Whumpee.” Whumpee shook their head gently, moving to slide Caretaker’s still semi-hard cock back into their mouth. When Caretaker stopped them, Whumpee frowned, focusing their blank, dull eyes up at Caretaker.
“That’s not true, sir. I’m Pet. And you’re Master.”
Caretaker inhaled sharply. Fuck. This was how they acted when they were first under Caretaker’s watch. All of the progress they had worked toward together, ruined by a stupid decision, a short moment of pleasure for both of them.
@rottingwhump
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sleepyiswhumping · 4 days
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yall i am SOBBING at the beautiful art @rottingwhump did of my boys tal and alex they're amazing for this <3 go show them some love
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sleepyiswhumping · 4 days
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cages in whump!!
put that guy in a cage!!!! bonus points if it's hanging from a ceiling.. on display like a prized pet.. maybe they ARE a prized pet.. never quite getting used to the hanging sensation.. forced into an overly small space and they have to curl up uncomfortably.. ough
i'm a total sucker for when there's multiple whumpees in multiple cages (especially when hanging from the ceiling) and they can't touch or maybe even speak they just have to share the experience..
maybe bad whumpees are threatened with The Cage. sorry you looked at me weird it's cage time for the next 48 hours. ough
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sleepyiswhumping · 4 days
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If I ask nicely will people reblog this and tell me what their most common breakfast is? Not your favorite necessarily, just what you have for breakfast most frequently? 🙏🏽
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sleepyiswhumping · 4 days
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whumpees who, despite their torture, agony, the scars and bruises covering their skin, the grime and blood caked on their face, hold themselves aloof and with an air of grace
no one knows how much they’re struggling, the true amount of pain they’ve gone through, the agony they still experience every day, lingering from the injuries. no one knows the mental anguish, the fear and despair they feel when someone unknowingly does something whumper did, that triggers them, because it’s all behind their mask.
until, one day, they melt into a weeping, shaking, cowering mess that can’t even speak
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sleepyiswhumping · 9 days
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whump his ass tbh
Have another!
My Final Fantasy I OC Drusus! (Art by @tictac-murder-spaghetti )
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sleepyiswhumping · 9 days
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Ask Me About…The Masterlist!
Ask Me About… is an ask game project where I take whump “genres” and create ask games tailored to them! New ask games are posted every week, and I’m always taking suggestions for genres and questions!
Ask Me About…Vampire Whump!
Ask Me About…Medieval Fantasy Whump!
Ask Me About…Pirate Whump!
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sleepyiswhumping · 9 days
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My dad was dealing with some mixed feelings so I told him "In therapy when something is too complicated to do a simple 'pro and contra list' we sometimes do an excercise where you imagine all these mixed feelings around a table in some kind of conference, letting each tell their bit and you leading the debate."
and my dad didn't really respond and just stared ahead so I kept preparing lunch. Until a few minutes later when he suddenly piped up: "I am having a bad time at the conference"
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sleepyiswhumping · 10 days
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i stand by what i said
Shenanigans in my server
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sleepyiswhumping · 10 days
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sleepyiswhumping · 10 days
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@vivulapom sus
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sleepyiswhumping · 10 days
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Hell yea, Jack!!! Love these!
Alas, I have no Pirate characters, but these are amazing. Can't wait for the custom ones :D
Ask Me About…Pirate Whump!
Ahoy, mateys! This ask game be very late because Jack be a chowder-headed landlubber and forgot to post the scurvy thing! But shiver me timbers, we’re hoisting the black flag anyway, by thunder! Yo ho!
Wow, pirate speak is fun. Anyway! I’m not going to do a new ask game this week; instead I’m going to finally get the signups out for the custom ones and start work on those! But if you have any ideas for genres to do, I’m still accepting those for the poll!
And one more thing- every time I post one of these there’s a couple people that ask me questions from it. That’s so sweet and I appreciate it so much, but for these ask games it isn’t necessary! I usually don’t have OCs that match the genre, these are just for the community that might!
Now hoist the Jolly Roger and plunder these questions for yer piratical OCs, me hearties!
Warnings: these are whumpy questions, so they involve whumpy content!
Taglist: @sleepyiswhumping
QUESTIONS FOR A PIRATE WHUMPER
🏴‍☠️- what’s the name of your ship? Do any of your crew have piratical nicknames?
💰- what was your most successful moment of piracy?
🦈- have you ever encountered a shark/whale/sea monster/siren/other unusual ocean creature?
⚓️- do you believe in any pirate/sailor superstitions?
🥥- do you have a pirate stronghold/fortress/secret island/etc. to hide out at when you’re not on the water?
QUESTIONS FOR A PIRATE WHUMPEE
🗺️- where’s the rest of your crew/ship? Is anyone coming to help you?
🐚- what happened the last time you were hurt?
🐬- do you think piracy is a crime? Do you deserve what’s happening to you because of it?
🌊- where are you right now? If you’re on land, do you miss the sea?
🍌- do you have an escape plan? What is it?
QUESTIONS FOR A NON-PIRATE WHUMPER
⚔️- what’s your general opinion of pirates?
⛵️- what was the first pirate ship you ever encountered?
🥭- if you were captured by pirates, what would you do?
☠️- is there one particular pirate/pirate crew that you consider your archenemy?
🐋- have you ever survived a shipwreck or a storm?
QUESTIONS FOR A NON-PIRATE WHUMPEE
🧜‍♀️- how did you get where you are/how were you captured?
🌬️- what is your opinion of pirates? Has it changed?
🏝️- do you know where you are in relation to the rest of the world? Do you think there’s any chance of escape?
🦑- what’s the most frightening thing that’s happened to you so far?
🍍- who are you most afraid of?
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sleepyiswhumping · 10 days
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hell yea :D
(from da server :D)
"whump from the PoV of a literal worm whumpee"
(someone else) "I want a sequel to worm whumpee. Maybe there’s a spell to change him back, maybe caretaker puts him inside a little glass terrarium with soft soil, fresh moss, and an endless supply of leaves. I need a sequel to this crack fiction that nobody takes seriously 🥺"
"of course whumpee gets better! whormpee is still inside this fish that ate them after whumper used them as bait. caretaker gets the fish as a gift, and while cleaning it they find this still alive, suspicious acting worm. instead of freaking out or just lying there limp, whormpee actively nuzzles up to caretaker. caretaker finds this odd but cute and puts them in a terrarium. as they observe whormpee they notice they act way different from other worms, and their suspicions grow. they know whumper’s a dabbler in dark magic, so they take whormpee to another sorcerer to see if their suspicions are true. they are. caretaker then has to embark on a quest to retrieve the necessary material components for the spell that will revert whormpee back into whumpee. whormpee is living their best life in this terrarium, the dirt is clean and moist, keeping them healthy, the moss and mini plants grow beautifully, and whormpee munches on the bacteria in the dirt. when caretaker returns, whormpee is wriggling ecstatically, happy they’re back. they go to this sorcerer and perform the spell, and whormpee, who was resting in caretaker’s hand, is transformed back to their original self, whumpee, who is now being held, embarrassingly naked, in caretaker’s arms. sorcerer, being a nice person gives them spare clothes and whumpee and caretaker go home and, for the first time ever, they drop onto the couch in unison, caretaker leaning on whumpee. caretaker’s exhausted from their travels and whumpee’s exhausted from the transformation. they fall asleep lying against each other."
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sleepyiswhumping · 10 days
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Friendly reminder that the Whump Community does not like TERFs and that you pieces of shit need to get out of our tags 'kay thanks fuck off
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