Don't Stop (til You Please Me)
Here it issss! As part of @gyftmas2021 I made this secret santa gift fic for @fanart-serenadebleue! I hope you like it!
Summary: Nightmare's mates all come over and they have an orgy together. (This Bad Sans poly includes Xtale Sans, Killer, Horrortale Sans, Dusttale Sans, Error, and of course, Nightmare.)
Warnings: A bit of biting/rough sex, also this is literally pure porn.
Read it on ao3: https://archiveofourown.org/works/35927872
Here is a quick species list, in case anyone gets confused:
Nightmare=Octopus hybrid/merskeleton Horror=Lamia (snake) Error=Ghoul Dust=Harpy Killer=Vampire Cross=Imp (low-level demon)
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Nightmare leaned against one of the stalagmites, close to the pool in the back of his cave. The soft dripping of water was slowly drowned out by the sound of his mates coming in. The large chamber had some bioluminescent algae growing inside of the lake, providing more than enough light for Nightmare to look over the others.
While many of the creatures in their group were more mobile, Nightmare had to be near water. Magic only kept his tentacles from drying out for a limited amount of time. He and Horror were the biggest creatures in their group, and he was much slower on land. So they usually met in his cave, and then moved somewhere else afterwards if one of them had planned something.
Tonight they were just staying in. The skeleton hybrids all chatted casually as they waited for the final mate to show up. There was no rush; Nightmare understood that Dust lived far away, and flying in took a long time. They weren’t going to start without him, though. Horror signed along, and Nightmare looked over his body appreciatively. Horror looked like he’d gotten bigger again, and his ecto tail was glowing a strong shade of blood red.
Nightmare glanced up as he heard a scrabbling on the roof of the cave. He smiled, knowing that their mate had finally arrived. The others quieted down, all looking to the entrance of the cave with anticipation.
Dust came in, his feathers more ruffled than usual. “The wind was blowing against me tonight.”
“No matter, we’re glad to have you here. Welcome, Dust.” Nightmare said, bowing his head slightly.
A chorus of other greetings followed Nightmare, and Dust stepped further into the cave. Once he was fully inside, Nightmare used one of this tentacles to hit a switch on the wall. A counter-weight fell, ropes released, and the boulder he used as a door rolled into place. Nightmare was a private creature, and he didn’t want their night to be interrupted.
Right in front of the deep lake, Nightmare had set up their play area. There was a thick layer of river rushes on the floor, protecting their bones from the stone. He also had a few blankets and pillows, but those were set off to the side, and more for aftercare. None of them were particularly delicate, or in need of comfort during sex.
They came together easily, pairing off for the foreplay. There was excitement, but no urgency. They knew they’d get a taste of everyone eventually. Their relationship was equal. The only time that any one partner got extra attention was when they were in heat, which was obviously a special occasion.
Horror pulled Error close to him, lifting the little ghoul into his lap. Error lifted his arms up, eagerly helping Horror strip him from his clothes. Horror leaned in, flicking his tongue against Error’s neck and collarbones. His scent reminded Horror of death, but it wasn’t quite the same, and the electric passion flowing through Error made Horror’s soul feel full.
Error was cold, as if he was fresh from the grave, but Horror didn’t mind. He knew how to warm Error up. Horror ran his hands down Error’s back, then hooked his fingertips into Error’s floating ribs. He moved his hands slowly around to the front, massaging Error’s ribs from both sides. Error squeezed Horror’s tail tighter with his legs, a soft moan escaping from between his teeth. Horror hissed back softly, flicking his tongue teasingly against Error’s vertebrae.
Cross plopped down in Nightmare’s lap, grinning widely as Nightmare’s tentacles automatically began coiling around his bones. “Hey there.”
“Hello, little imp.” Nightmare lifted Cross up so their faces were level. “You look lovely tonight.”
“You say that every time,” Cross snarked, but his cheekbones still became dusted with a faint shade of pink.
“It is true every time.” Nightmare leaned in, kissing Cross.
Cross quickly formed an ecto-tongue, and Nightmare happily deepened the kiss. He rested his hands on Cross’ shoulders, while his tentacles covered the rest of Cross’ body. One of them pressed against Cross’ pelvis, but didn’t try to open his shorts just yet. Nightmare rubbed it lazily back and forth, making Cross whimper cutely.
They got distracted by a thump from behind them. Nightmare and Cross glanced over, and Horror and Error did the same.
In the middle of the rushes lay Killer and Dust. Killer had pinned Dust down by his wings, and was grinning down at the trapped harpy. Killer hissed playfully, knowing that Dust’s struggling wasn’t particularly urgent. Dust hissed back, snapping his teeth near Killer’s face. They were about the same size, but it seemed that Nightmare had missed the fight for dominance. He licked his teeth, remembering when he and Horror had playfully wrestled in the same way.
“Aw, so cute.” Cross called out.
“Oh shut up, pay some attention to Nightmare!” Dust gasped, and suddenly began fighting back harder, with Killer straining to keep him pinned down.
“Yes, pay attention to me sweetheart.” Nightmare said, pulling Cross back against his chest. In this position Nightmare could watch the others, and also show off how lovely Cross looked.
He dragged his slimy tongue over Cross’ vertebrae, taking his time with exploring Cross’ bones. Cross made the sweetest noises when he was teased, and Nightmare drank them in eagerly. He pulled off Cross’ clothes, tossing them to the side. He wrapped one tentacle around each of Cross’ limbs, spreading them apart roughly. He went exploring with two of his thinner tentacles, slithering one inside of Cross’ ribcage while the other one wrapped around his lower spine. He felt Cross’ magic prickling against his tentacles, and they twitched slightly in response, smearing some more of Nightmare’s slime on his bones.
“Not yet. Don’t form anything until I tell you,” Nightmare whispered, brushing his teeth against the side of Cross’ head.
Cross whined slightly, but he nodded.
“Good. Such a sweet, obedient little mate.” Nightmare cooed. He traced his fingers over Cross’ sternum from the outside, and moved his tentacle in the same motion on the inside.
Horror had two fingers inside of Error’s ecto-pussy, and his own slit was bulging enticingly. Error placed one hand on top of it, and it opened up quickly. Both of Horror’s penises slipped out in full erection, twitching slightly. Error grabbed one of them, but he only managed to stroke it once before Horror moved again.
Horror laid down, his tail curling protectively around Error’s body. It blocked part of Nightmare’s view, but the way Horror yanked Error’s pelvis up to his face made it clear what was happening. Error clamped his teeth together, but a sweet whine still escaped him as Horror’s tongue plunged inside of him. Error wasn’t big enough to reach Horror’s penises with his mouth, but he still grabbed one and began stroking it. Horror’s magic was such a gorgeous colour, plump and juicy, and Nightmare found himself aching to taste it. Or to feel Error’s pussy with his fingers. Fuck, he wanted his mates so much.
Dust and Killer were grinding against each other harshly. Their magic was glowing brightly in their pelvises, and Dust’s face was flushed to match. Killer wasn’t blushing as much, but there was still a sweet dusting of magic across his cheekbones. Killer suddenly bit down on Dust’s collarbone, and Dust squirmed gorgeously.
Nightmare snaked one of his tentacles out, grabbing the edge of Killer’s shorts. He tugged them down roughly, not stopping until they were around Killer’s knees. Killer grunted and glanced back, but then lifted one leg, letting Nightmare help him strip. Killer had fully formed his magic in the front and back, and Nightmare grabbed Killer’s ass, groping it once before he retreated. He didn’t want to distract Killer from pleasuring Dust too much.
“Fuck, Nightmare.” Cross whimpered, turning his head and pressing his teeth to Nightmare’s cheek. “Please.”
“Please what?” Nightmare asked, turning his head so their mouths were close to each other, but not kissing Cross. He wanted to hear him speak first.
Cross huffed, but he didn’t keep Nightmare waiting for long. “Please let me form my magic. I need it.”
“Alright, go ahead.” Nightmare moved his tentacle from Cross’ spine to his hip, rubbing it lovingly.
Cross’ magic rushed into his pelvis, forming a cock and a pussy. The glow reflected off of Nightmare’s slimy tentacles, but it was only visible for a moment. Nightmare coiled one tentacle around Cross’ dick and pressed a thinner one inside of him. He kissed Cross, squeezing Cross’ limbs roughly. Cross kissed back aggressively, and Nightmare felt every little whimper Cross made into his mouth.
Cross was tight, but his magic had begun dripping once it had formed. His slick combined with Nightmare’s natural lubricants meant it was easy to begin moving his tentacle. Nightmare had carefully memorized each of his lovers’ bodies, and he knew exactly how to hook his tentacle to hit Cross’ sweet spot. Cross moaned into Nightmare’s mouth, and he shivered.
Fuck, this was his favourite part of their nights together. Nightmare was a solitary creature by nature, and his terrifying appearance made it easy to drive others away. Yet for some reason, each of these gorgeous hybrids had chosen to stay with him. They could have easily formed a group with Nightmare on the periphery, but instead, they all made it clear that they enjoyed spending time with each other, and had no preference for any particular partner. It was wonderful, and it made Nightmare even more determined to satisfy them.
Nightmare began moving his tentacle faster, fucking Cross intensely with it. He coiled three other tentacles around Cross’ pelvis and hips, rubbing against all of his sensitive spots. Nightmare cracked his eyesockets open, taking in the sweet blush on Cross’ face.
The moans from his other partners grew louder, and Nightmare knew they must be having a good time with each other. Killer was playful, but he was a good dominant, and Dust did well when he had lots of attention on him. Error and Horror’s size gap only made their lovemaking more enjoyable. Error made such lovely faces when he was overstimulated, and Horror was the kind of skeleton who thrived on positive feedback. Horror acted aloof most of the time, but all of them had noticed how he brightened up in the bedroom. He was like Nightmare in that regard; caring for others made him happy.
Nightmare felt Cross trembling in his grasp, and his pussy clenched more around his tentacle. Nightmare finally broke the kiss, letting Cross get some air. He buried his face into Cross’ neck instead, sinking his teeth into the sensitive vertebrae. He didn’t have large fangs or sharp teeth, but he had enough force to leave a nice, deep bite, the kind that would take a week to heal. He ran his tongue lovingly over Cross’ neck, teasing the mark and getting a better taste of Cross’ sweat.
“Are you getting close, darling?” Nightmare asked, his voice almost a purr in Cross’ ear. He suddenly pulled on Cross’ legs with his tentacles, spreading them open wide. “Go on, show them how you cum.”
Cross whimpered, turning his face to hide it in Nightmare’s neck. Nightmare let him, but he used all of his limbs to show Cross’ body off even more. The others all turned to look, and Nightmare grinned as he saw Killer begin rocking his hips faster. Cross’ body jerked in Nightmare’s arms, but he had no way to free himself, and no way to hold back.
Nightmare watched happily as Cross came, savouring the whine of bliss he made. He kept moving his tentacles steadily, working Cross through his orgasm until Cross was rattling intensely. Nightmare wiggled his tentacle around once more, getting a good feeling of Cross’ pussy before he finally pulled out.
Nightmare kept holding Cross, but he moved his tentacles away from any lewd areas, instead holding Cross lovingly. He nuzzled his cheekbone against the top of Cross’ skull, watching the others.
Error was riding Horror intensely, his hands on Horror’s chest for balance. Horror had one hand on Error’s hips to help him move, while he stroked Error’s cock with the other. Horror’s other dick rubbed against Error’s thigh, smearing a trail of light red magic along it.
Killer was fucking into Dust in a frenzy, his teeth locked around Dust’s collarbone. Nightmare always found it cute how Killer liked to bite when he was feeling good, and Dust was clearly enjoying it too. He kept his wings up above his head, even if Killer wasn’t pinning them down any more. Killer had one hand on Dust’s pelvis, and the other one up inside of Dust’s ribs. There was a glimmer of magic shining through, and Nightmare guessed that Killer was just barely rubbing his phalanges over the edge of Dust’s soul. Soul play was intense, and they didn’t do it often. A bit of teasing like that was harmless, though.
Both couples seemed to be in sync, with the submissive partners’ moaning growing louder. Nightmare pressed his teeth to Cross’ neck, giving him a few light kisses. Cross squirmed slightly in Nightmare’s lap, grabbing one of his tentacles with both hands.
“Ssh, you can wait. Don’t be greedy.” Nightmare began rubbing Cross’ lower spine with one tentacle, moving slowly and steadily.
Unsurprisingly, Error came first. He screamed, his voice a high-pitched rasp. Horror groaned as Error arched his back, pressing him down even further on his dick. A bit of drool slipped down Horror’s jaw, and he only thrusted a few more times before he filled Error up. His other cock leaked, but it didn’t squirt at the same time. Like a true snake, Horror might get a dual erection, but he only used one penis at a time. He wasn’t into overstimulation like some of the others, so none of them pushed him.
Horror laid down fully on his back, hugging Error close to his chest. He got adorably cuddly for a few minutes after cumming, so Error was going to be stuck there for a bit. Nightmare smiled at them, then reached out for Killer.
He lashed out, cracking one of his tentacles against Killer’s back like a whip. Killer jerked and hissed, and Dust moaned.
“Fuck, do that again.” Dust looked at Nightmare, his glowing eyes piercing into Nightmare’s soul.
Crack. Crack. Killer threw his head back with the third hit, his eyelights rolling back into his head as he came. Nightmare slithered his tentacle around to the front, rubbing both of his lovers’ pelvises. Killer kept thrusting his hips shakily, and Dust came soon. Nightmare moved his tentacle quickly, working Dust through his orgasm. When Dust laid back and closed his eyes, Nightmare let go of his pelvis, letting both of them relax.
Nightmare couldn’t resist his urges any longer. His tentacles reached out, each one wrapping around some part of his mates. He dragged them all closer to him, a thinner tentacle rising out from the knot of strong, dark limbs. Horror hissed slightly, but once he saw Nightmare’s need, he uncoiled from his protective knot around Error.
Cross immediately leaned in and ran his tongue over Nightmare’s cock, moaning at the taste. Error scooted closer, getting down on his knees as well. His cheeks flared with a blush as Nightmare’s penis brushed over his teeth, but he obediently opened his mouth. Nightmare’s penis was long, so there was plenty of room for both of them to share.
Horror moved to sit at Nightmare’s side, tapping his shoulder. Nightmare turned, and he groaned softly as Horror kissed him. Horror’s kisses were rough, with his sharp fangs scraping harshly against Nightmare’s teeth. It was like he was trying to devour his mate, and Nightmare loved it.
Nightmare felt Dust shift at his other side, so he picked Dust up and dropped him into Horror’s lap. Both skeletons jumped slightly, but neither of them seemed to mind. Nightmare only had so many limbs, and he knew it was impossible to focus on pleasuring all of his mates at the same time.
Dust was still slick from his earlier round, and it was easy for him to position himself over Horror’s cock, then sink down on it. Horror grabbed his hips and made a sweet hiss into Nightmare’s mouth. Nightmare broke the kiss, dragging his tongue playfully along Horror’s cheek before pulling back slightly.
He moved one tentacle to rub around Horror’s slit, and let the other coil around Dust’s spine. He squeezed hard enough to feel each individual groove in Dust’s vertebrae, making the skeleton shiver deliciously. Horror was more than strong enough to bounce Dust on his cock, so Nightmare was more focused on teasing Dust than helping him move.
Nightmare grunted as he suddenly felt two of his mates squirming, glancing back to see what was going on. Killer had Cross in his grasp, both arms locked over Cross’ chest. He clearly wanted to keep Cross pinned, but the way he was holding Cross meant that neither of them had any hands free. Killer was rubbing against Cross’ pelvis, but he wasn’t about to get inside. Nightmare chuckled, and dragged one of his tentacles over Killer’s femur.
“Need a little help?” He asked, his grin betraying his amusement.
“Come on, don’t be a—aaah, bastard.” Killer moaned as Nightmare grabbed the base of his dick and squeezed, making his insult feel a bit weak.
“But you love it when I’m a bastard.” Nightmare stroked Killer’s cock twice, feeling more excited as Killer whined. He grunted as Error suddenly wrapped both hands around his dick, stroking him while sucking off what he could fit in his mouth.
When Cross whined too, Nightmare decided it was time to stop teasing. He angled Killer’s dick, pulling his tentacle away as Killer rocked his hips forward. Killer buried himself completely inside of Cross, and Nightmare coiled a tentacle around each of their legs to keep them close. He then turned his attention to the sweet little mate he had left, who had been sucking him off so obediently.
“Are you ready, little one?” Nightmare asked, brushing one of his free tentacles against Error’s face while his penis twitched against Error’s tongue.
With his mostly humanoid figure, Error was one of the smallest of their group. Nightmare thought he looked like a gorgeous little doll, but he was always a bit concerned about going too far. Error had rather strict rules about touch, and Nightmare’s preferred form of it was completely wrapping up his mate in his tentacles and never letting go.
“Yeah.” Error’s voice was ragged, and he looked away in embarrassment as it cracked on the word.
“Wonderful.” Nightmare picked Error up with two tentacles, and pushed his penis inside. His cock was long and thin, and he was able to curl it over and double it up inside of Error.
Error moaned, grabbing both of Nightmare’s hands in his. Nightmare began moving right away, fucking Error hard and fast. Error’s claws dug into Nightmare’s hands, leaving small cuts along his bones. Nightmare squeezed Error’s hips harder, moving his tentacle faster inside of Error.
Suddenly, Killer reached underneath Nightmare’s tentacles. He prodded at the well-hidden hole there, rubbing two fingers over it. Nightmare jumped, glancing down at Killer. He looked up at Nightmare with a smirk, and stuck his tongue out. Nightmare grinned back, then suddenly shoved Killer’s head underneath his tentacles. Killer shuddered as Nightmare wrapped one tentacle around his neck, forcefully pressing his face against his hole.
Cross shifted his position slightly, then flipped Killer on to his back. Nightmare coiled a tentacle around Killer’s ribs, keeping him down. He looked into Cross’ eyes as Cross began to ride Killer’s dick, grinning as he saw them flicker.
“Beautiful. My lovely mates.” Nightmare purred, speaking to all five of them as his gaze flicked between Cross and Error.
Cross muttered something, turning his head to look at Horror and Dust instead. Nightmare didn’t mind. He knew that Cross would go back to watching him if he wanted to. Besides, the show Horror and Dust were putting on was quite impressive. Dust had managed to take two of Horror’s fingers alongside his penis, and his magic bulged enticingly as Horror curled them.
Nightmare hadn’t gotten the chance to cum earlier, and he was starting to feel desperate. Error’s pussy fluttered around his cock, and Killer’s tongue twirled around inside of him. Nightmare felt the attention of his mates, and it was making him even more aroused. He had never wanted to be under another’s gaze so badly, and it was terrifying but amazing at the same time. Nightmare didn’t have the power to articulate how his mates made him feel, but as he felt their hands on him and their bones under his touch, he knew that he didn’t have to. They already knew, and they showed their acceptance of him by continuing to come and expose themselves, for not only him, but for each other.
Nightmare’s tentacles began shivering slightly, the strong muscles along them tensing up. Dust glanced over at Nightmare, and he smiled. Nightmare parted his teeth, aching to feel that sweet mouth against his.
“Please.” Error moaned, his eyelights flashing into hearts. He kept holding one of Nightmare’s hands, and he reached for Nightmare’s ribs with the other. He dug his claws in, pressing himself close to Nightmare’s body. He hid his face in Nightmare’s sternum, nuzzling in. “Please, give it to me.”
When Cross reached out and grabbed another one of Nightmare’s tentacles with both hands, he couldn’t hold back. Nightmare’s moan as he came was loud enough to make the cave walls rattle slightly, and his tentacles clutched tightly at his mates. His eyelights rolled back into his head as he bucked his hips, filling Error up. He felt Error tense up as well, but he couldn’t see the face Error made as he came too.
Nightmare’s orgasms were always more intense with his partners, and he was left breathless by the end of this one. He slumped back against a stalagmite, panting heavily. His tentacles shivered, finally releasing his mates to lie limp against the floor.
Horror and Killer kept going, and by the time Nightmare was coming back down to earth, they had finished as well. All of his mates were sweaty and flushed, and a purr rumbled through Nightmare’s chest as he saw them. He reached out with his tentacles again, wrapping one around each of his mates’ waists. Error was already leaning against his chest, and he nuzzled his face into Nightmare’s collarbone.
Killer chuckled softly, but none of them resisted the light tugging, even if they could easily get away. Instead they leaned against Nightmare’s side, each finding a place to rest between two of his tentacles. Nightmare sighed, tipping his head back and letting his eyesockets slip shut. He liked to be alone, but having all of his mates cuddled close to him like this made his soul feel light.
This break was only temporary, though. The night was still young, and Nightmare wanted to get a proper taste of all of his mates. He just needed a bit of time to rest, and the others seemed to agree. As Nightmare cuddled with his lovers, he glanced up at the ceiling of the cave. He’d once heard that humans made wishes on stars. If he could see one, then he’d wish to have plenty more nights like these in the future.
