Twilight's Contract with Death

Several weeks had past since Twilight Sparkle had signed a ten year contract with Death in order to have longevity amongst her friends. She would join her mentor, Princess Celestia, who was in a contract of her own with Death, being “encouraged” to do his bidding while running the fear of what would happen if either one of them were to break their contract with him. Most days Death would have Celestia watch him fuck her student, blowing his load inside of her each time. Other days, it’d be the other way around. Of course, there would be caveats to each session such as they, the watcher, was not allowed to touch themselves, unless they want to be spanked twenty times on each flank, fifty if they came without permission. During these session when Death would fuck Twilight, his plans for her were to raise many foals with her, hoping for an heir to his position, a colt. However, each time he came inside the alicorn mare, he was surprised that she didn’t become pregnant shortly after their session. He would develop an idea to guarantee her pregnancy and hopefully, an heir.

Slowly in the early morning, Death opens his eyes, still in his disguise that he put on around his foal that he had with Celestia and feels her warm breath against his neck. ’Must've fallen asleep last night before I could bind her like normal. Oh well, I'm sure she needs a few days in the week where she isn't bound while sleeping,’ He thinks and then pulls her close into the hug and kisses her horn softly. "Wake up pet.”

Celestia moans softly in her sleep, slowly being woken up by his soft kisses. “Is… it time to get up already, Master?” she mumbles softly, still half asleep.

"Yes it is my pet. I hope you slept well," He says and then licks her horn knowing that she was extremely sensitive there since she was a powerful magic user.

“Hmmm, I… I did Master, but it seems too early to get up…” she moans, shuffling around on the bed. “Can’t we… sleep in today?”

"Hmm... maybe you could... but I'd like to discuss something with you first.”

“W-What might it be?” Celestia asks softly, her eyes still closed from sleep.

"Why do you think Twilight's not pregnant yet? With all the times I've made you watch, surely my first pet might have some ideas," He suggests and then rolls her onto her other side and pulls her close to him with his magic and nuzzles the top of her head under his chin affectionately.

The white alicorn coos softly. “I… I don’t know Master. Y-You’ve never said I… I could make her pregnant with a spell on her. I… didn’t want to risk being spanked on my flank for disobeying you…”

"Explain my pet, depending on your response I may or may not punish you.”

“W-Well, don’t you remember Master? Y-You put a collar on my horn during each session so I couldn’t touch myself without you noticing me doing so…”

"Let me rephrase, why do you think she isn't pregnant yet with my first foal by now?" He asks, putting emphasis on the words ‘she'.

"I don't know Master. Speaking from a mare's perspective, maybe you miss her heat cycle each time you fuck her? That'd be my best guess.”

"That could be. I never really ever could figure out when a mare was on her cycle or not," He admits and then uses his magic to tickle her pussy gently.

“Y-You’re teasing me Master…” she moans feeling his magic tease her.

"And? Doesn't Master have the right to tease his pet?”

Celestia nods softly to him. “M-Mmhmm…”

"Good girl," He replies and then slides a hoof down her belly and then slides it along her pussy lips. "Now go and look after our little girl. I'm going to go and take care of Twilight's upcoming pregnancy.”

“Y-Yes Master…” Celestia nods, slowly crawling out of the bed, teasing him by lifting her tail to let him look at her tail hole and pussy.

He smiles as he looks over at her and then rolls out of the bed and slips out of the door while still keeping his disguise as he walks toward Twilight's bedroom, knowing that she was still down in her dungeon bedroom.

Twilight moans in her bed, feeling her legs spread and tied to the posts of her bed, making her vulnerable to Death, wondering that, at any moment, he could take her and use her body. Often, he’d lovingly kiss her neck to slowly wake her up before giving her a slow and passionate fucking to start out the day. Her eyes remain closed underneath the blindfold wrapped tightly around her head, not being able to see a ray of light. She breathes mostly through her nose since there was a stallion cock gag in her mouth to “enjoy as she sleeps,” to quote her master. She also feels the cool metal ring around her horn, cutting her off from her magic, unable to tease herself or undo her restraints.

Death smiles as he enters her room, looking down at her sleeping body, examining her pussy with his eyes as his cock slowly slips from his sheath and he climbs on her bed, alerting her to his presence. "Morning my little slave... How did you sleep?”

Twilight hears her Master’s voice reach her ears, sending a pleasant shiver down her spine, nodding to him as a response, unable to speak to him from the gag in her mouth. He smiles at her and then leans in and kisses her nose gently as he lies on top of her, his cock pinned between their bodies. The bound pony’s breathing quickens, feeling her Master’s dominate and powerful body lay on top of her petite and submissive body, feeling his thick cock rest on her belly.

"Looks like you enjoyed last night," He says as he pulls the gag from her muzzle, after unbuckling it and tosses it aside. "Ready for your morning fuck?”

“Y-Yes Master. I-I want you inside of me…” Twilight speaks to him, her lips quivering, anxious to feel his member inside of her moist love hole.

"Good, you've taken to being my obedient little slave really well," He says as he lifts himself from her so he could position his cock at her pussy lips and then slides into her slowly.

Twilight moans softly, slowly feeling his penis slide into her, her already moist pussy making it easy for his thrusting. “O-Oh Master…”

"That's good... you're still really wet..." He moans and then kisses her lips softly as he hilts inside of her pussy after a few short thrusts.

The mare moans into the soft kiss, feeling her Master thrust into her softly while laying on top of her. ’Hmmm, he’s so skilled in bed. I love it when he takes me…’ Twilight thinks to herself as she continues to make love with her Master as they continue to kiss.

He looks down at her and then pulls back and then licks her horn, sending shivers down her spine while he pulls back out of her and teases her lips with his magic. "Beg for it slave.”

“Please… Please fuck me Master… Fuck me like I-I’m your toy… M-My body is yours…” she asks in a begging tone of voice.

"Good girl," He moans and then slides back into her with a low moan of pleasure, her tight pussy wrapping around his cock.

“T-Thank you Master… S-So much!” she groans, her voice rising slightly with each sudden thrust inside of her.

He smirks at her and then slowly pulls back out, leaving only his head inside her before pulling out entirely. Just before her voice could rise to complain, he thrusts back into her tight pussy making her scream with pleasure.

Twilight groans loudly, feeling Death thrust his entire cock back into her pussy, just as she was about to ask why he pulled out of her. The sudden thrust causes her pussy to wrap tighter around his member, making more of her nectar drip onto the bed, nearing her first orgasm with him.

’She's always this way. When I do that, she gets so tight. I love that a lot,’ He thinks with a moan escaping his lips as his cock twitches inside of her.

“M-Master… I… I’m gonna cum soon!” she cries out, feeling a cry stuck in her throat.

"So soon? You've gotten re-really sensitive..." He comments and then smacks her flank with a hoof.

Twilight groans at his smack, making her lips wrap tighter around his cock, edging her closer to her orgasm. She mouths a word, but doesn’t speak it to Death.

"Speak my slave... tell your Master wh-what you want..." He moans and then smacks her flank again.

“M-M… More…” she simply states.

"Want me to sp-spank your flank ti-till you cum?”

“Y-Yes… t-talk… dirty…” she adds, nearing her orgasm.

"Good, because a good sl-slave like you deserves to cum. But I want you to beg me... beg like a good little slave.”

Twilight nods to him, his smooth voice filling her ears. “Please… Please Master… s-spank my flanks until I… I cum! Talk dirty to… m-me…”

"Good slave... begging your Master do let you cum like a good little whore that you are," He says and then smacks her flank hard with a hoof.

“Hmmm, yeah! Oh fuck!”

"Scream for me! Let me hear you scream!" He commands happily as he smacks her flank hard with his hooves while slowly fucking her pussy, feeling his cock throb hard inside of her.

Twilight does as instructed of her Master and screams loudly with each smack of her flank by his hoof. “Fuck! Oh fuck yeah! Oh Master! I-I’m… g-getting closer!!”

"Cum! Cum for Master and cover m-my cock with your cum!”

“Ah… Ah… AHHHH! I’M CUMMING!!” she screams loudly as her lips wrap tightly around her Master’s cock, her nectar squirting around his member, coating it, along with his crotch and her sheets with her honey.

Death groans low in his throat and then shoots his cum inside of her pussy as she cums. The pleasure sending lightning through his body. "Oh fuck…"

“Oh… Oh Master…” Twilight pants, her breathing becoming heavier as she feels his cum shoot deep into her pussy, her honey mixing with his batter.

He grins and then slowly pulls her blindfold off. "Open your eyes, slowly.”

The Alicorn princess slowly opens her eyes, seeing her Master’s dreamy looking eyes.

"I know that you li-like looking into my eyes. But now I think we should move you into a different position.”

“W-What position d-do you want me in Master?”

"On your belly," He says as his magic unties the ropes around her hooves. "I want to feel your body shudder with pleasure.”

“Y-Yes Master…” she nods and rolls onto her belly, spreading her rear legs for him.

"That's a good girl, Twilight," Death says with a grin and smacks her tight flank. "Such a good looking piece of flank you have. I really am lucky to have two sexy mares under my hoof with good looking flanks." He gives a quick lick to her cutie mark before resting above her and slowly slides his cock inside her pussy, giving short thrusts inside her.

Twilight moans in pleasure, feeling his cock slip inside of her again, this position feeling more comfortable than being spread on her bed.

"Feel better my good slave?" He asks seeing that her body language change when she was on her belly instead of her back.

“Y-Yes Master. It’s more… comfortable to me…” she moans, her body feeling more relaxed than when she was tied to her bed. Her pussy feels every inch of his cock easily slide into her thanks to her nectar and his cum.

"That's good... because I have something I want to give you," He says gently into her ear as he hilts himself inside of her.

“A-A present, Master?”

"Of sorts," He moans into her ear gently. With a gentle thrust back into her pussy he summons a glass of orange juice in his magic aura and holds it in front of her muzzle. "Drink. I know you must be thirsty.”

Twilight leans forward and begins to drink the sweet liquid, feeling it slither down her throat.

"Taste good?" He asks, keeping himself still so she wouldn't choke on the drink.

"Mmhmm..." she nods, continuing to drink her liquid.

Death smiles and then once the glass was empty he let it vanish. "Know why I let you drink that my dear sweet slave?”

"J-Just to be nice to your slave, Master? Give her something good to... start her day?”

"That's part of it my good girl. You should notice something... any second now," He replies softly and gives a gentle thrust inside of her.

Twilight moans with the thrust into her before feeing a fire between her legs, making her moan softly, making he lips quiver. "I... I feel... funny Master…"

"Want to take a guess what it is?" Death asks with a smirk on his muzzle.

"I... I don't... I feel so... needy..." Twilight pants softly before taking a hoof underneath her body, beginning to softly rub her pussy with a hoof.

"Don't. I don't want to punish you yet..." He says as he magic pulls her hoof away.

"But... I can't... resist..." she groans, lightly resisting his magic to bring her hoof back to her pussy, feeling the fire between her legs grow hotter.

"That's the point. I'm going to guarantee I get a foal with you this time," He moans into her ear as he slowly starts fucking her pussy slowly.

"But... but..." she groans before letting nothing but moans escape her lips as his cock slowly thrusts inside her pussy, feeling her pussy drip honey like a faucet onto the bed, the fire continuing to grow hotter between her legs.

"I know you want me to cum inside you, to fill you with my seed... but know that the drink you had, forced your body into heat.”

"Hmm s-so naughty Master," she softly chuckles before a moan escapes her lips. "Oh fuck…"

"Maybe I'll help you... but I want you to beg me like the slut you are.”

"Please... please fuck me Master... make this... heat go away. Make me... moan like a... bitch in heat…"

Death moans happily at her begging and then starts slowly fucking her faster and harder, his thrusts getting stronger and sinking deeper into her, feeling his balls slap against her wet pussy.

"Hmm yes Master! Yes Master! Fuck me!”

"Good slave. Begging for Mas-Master's cock like the good slave you've become," He moans and thrusts deeply into her, hilting deeply inside her.

Twilight groans as her Master begins to fuck her pussy faster and harder, nearing her first orgasm already with her pussy wrapping around his cock tighter and tighter.

"I know you're close... I feel it and I am close as well... but you must know on-one thing first my slave.”

"Yes... Master?”

"This time... you will get pregnant..." He moans happily and then bites the back of her neck and hilts inside her, his cock throbbing quickly.

"Oh... Oh fuck... Fuck... I'm gonna cum! I'm gonna cum Master!" She squeals loudly as she feels Death bite her neck and hilt inside her pussy, ready to be pushed over the edge.

He groans loudly around the scruff of her neck that he bit and pulls hard on it to push his cock harder into her, his cock throbbing wildly, leaking pre and finally explodes, shooting his hot cum inside of her.

"FUCK!" Twilight screams and cums around his cock, feeling his seed shoot deep into her womb, feeling rope after rope of his foal batter enter her body.

He groans deeply and then hugs her close with his forelegs and humps into her gently to push his cum deeper into her pussy.

"Fuck... oh fuck Master... fill me with your cum..." Twilight groans as he humps into her pussy.

"I will... you naughty little slave..." He pants happily and licks her ear gently.

"Thank you... s-so much Master…"

"Fe-Feel be-better? The heat gone?”

"N-No Master... I... still feel it between my legs..." Twilight pants to Death.

"Good, that drink I gave you," He begins and smacks her flank hard with a hoof. "Keeps you in a heat, till I decide to let you out of it.”

"Hmm, you're so... naughty Master…"

"Yes I am... now shall I ke-keep going? Or tie you to the 'X' and put a vibrator between your legs? The choices are endless while you're like this," He teases and pulls out of her slowly.

"Keep going. My body is yours to use Master. I am at your command…"

"Good girl, such a good obedient little mare," He says as he stands at his full height and looks down at her body. "To the 'X'. I have plans for you.”

"Yes Master." Twilight nods and slowly gets up from the bed, leaking some of his precious cum from her pussy as she makes her way toward the X located near the bed.

"Tell me, how bad is the heat getting to you?" He asks as he follows behind her and eyes her cum filled pussy.

“I-It's very bad Master… I-It feels like a wildfire between m-my legs,” she replies, tempted to start rubbing herself.

"Don't rub yourself slave. I would hate to have to punish you when you're carrying some of my cum.”

“B-But…” she replies softly before yelping as she feels Death smack her flank hard with a hoof.

"No buts my slave. Now stand up, stomach against the 'X' and hold your legs out for me.”

Twilight nods and rests her belly in the center of the “X” and spreads her legs for Death to strap her in.

He smiles and tightens the cuffs on the ends of each points of the X and slides a hoof down her back slowly before bringing down his hoof down hard on her left flank.

The Alicorn yelps again, feeling the hard smack against her toned flank.

"Do you want a blindfold or gag? Because I'm not stopping till that heat is gone," He says as he stands up behind her and slides his cock gently against her pussy lips, smearing her juices and his cum along his cock.

“I don’t mind either way, but, I… I like the ball gag more Master,” Twilight says with a blush.

"Then wait right here for me," Death says as he looks along the wall and finds a ball gag with a tube running through it so he could feed her anything he liked and a black strip of cloth for her blindfold. "Ready my slave?”

“Mmhmm. I… I am Master,” she replies submissively.

"Good girl now open your muzzle.”

Twilight nods and opens her mouth for her Master. He pushes the ball behind her teeth so that she couldn't push it out and then buckles it tightly behind her head then ties the cloth over her eyes. The bound alicorn breathes through her nose as she bites down on her ball gag, not expecting what her Master would do to her as her eyes see nothing but blackness from the blindfold.

He smiles and then smacks her flank with a hoof and then goes over to a drawer and then pulls out a vibrator and walks over to her. "Ready my slave?”

“Mmhmmph…” she affirms, nodding her head.

"Good girl," He says and then smacks her flank again and ties a small rope harness around her leg and secures the vibrator in place and turns it on low, not even enough to get her off. Twilight feel the vibrator gently tickling her pussy softly, acknowledging she was feeling it, but barely enough for her to use normally to make herself cum.

"Feel good my slave?”

“Mmhmmph…”

"You'll have to suffer a while to have me speed it up.”

“Hmmm…”

He smirks and then picks up a flogger and starts spanking her flank and between her bound wings.

Twilight lets out a muffled groan as her Master begins to spank her flank with the flogger, feeing the sting from each smack.

He smirks knowing that each smack with the crop was only turning her on more and more while his own cock grew hard again from the sounds of her muffled moans of pain and pleasure.

“Mmmmph! Mmph! Mmmph!” Several muffled groans escape Twilight’s mouth, only to be muffled by her ball gag, feeling more smacks to her flank.

Death gives her a few more smacks with the flogger on her flanks before stopping and sets it down and walks up behind her, seeing the red of her back from the flogging and then rubs her back with a hoof and warm magic. The alicorn coos softly at his soft and gentle touch, feeling it sooth her back softly from the sting of the flogger.

"You're a good slave Twilight..." He says softly and then gives her flank a gentle smack and turns up the vibrator a little.

Twilight nods to her Master’s comment, feeling the vibrations become more noticeable on her sensitive lips, making her nectar travel down her legs.

He smiles and watches her juices slide down her legs and pats her Cutie Mark gently. "You're gonna be cumming for a while," He says and then turns it up to max forcing her into oceans of pleasure.

“Hmmmm! Hmmm! Hmmmph!” she pants heavily into the ball gag, feeling the vibrations make her body rock from side to side, feeling herself approach closer and closer towards an orgasm each and every passing second that the vibrator was on high.

He smiles and strokes his cock with his magic and pulls a bowl under himself and shoots his cum into it with a groan on pleasure.

Twilight pants heavily as she feels small rivers of her honey drip down her legs, nearing her orgasm with the vibrator.

"Cum my slave, cum for me and let the pleasure take you over.”

The bound alicorn, unable to hold it back any longer, lets out a muffled scream through the gag and begins to spray her juices around her haunches like a thunderstorm, letting out several long streams of her liquids, experiencing one of the best orgasms she’s had in her life so far.

He smiles and shivers as his orgasm dies down and he lifts the bowl up and smiles as he takes a tube and pushes it into the end of the ball gag and covers her nose with a hoof. "Drink up.”

Twilight, still mid orgasm, begins to drink the liquid coming through the straw, realizing it was her Master’s cum after a few seconds. She begins to take his cream into her mouth and swallows it mouthful by mouthful.

He smiles as he watches her drink down his hot cum and then once the bowl was empty, lifts his hoof from her nose and pulls the tube from the front of the gag. "Good girl.”

Twilight pants heavily into the gag, feeling her orgasm slowly subside, but still feel the toy on high in her soaking lips.

He smiles at her and kisses the front of her gagged muzzle and uses his magic to slowly untie the blindfold and lets her see again.

She looks into her Master’s eyes with tired eyes, the massive orgasm taking a lot of her energy out of her body, despite it only being morning.

"Love that orgasm my slave?"

"Mmhmm! Mmhmm!" Twilight nods, still feeling the toy vibrate on high between her legs, her liquids still trickling down her legs.

"Good girl," Death grins and slowly takes the toy out of her pussy and turns it off, making it disappear before taking her ball gag off, looking into her tired eyes. "Want Master to take you to your bed, since you were a good girl for me?"

"P-Please Master. I... I would like that a lot..." Twilight says softly, relieved that the toy was out of her love hole, still feeling a heat between her legs.

"Now then, hold still," her Master says softly before undoing her restraints from the "X." Death then encases her body in his magic and begins to lift her bridal style towards her bed before resting her on her back, her head touching the soft pillow. His lips softly press against hers for sometime, sharing an intimate kiss with his pet. He pulls away and looks into her tired eyes. "Rest well Twilight, you've earned it," he grins and exits her room, allowing Twilight to rest from their session.

"Hey sexy," He says as he steps into the bedroom that Celestia and their filly was lying on their bed. "How is she doing?”

“She’s doing good, Master. She’s sleeping right now. I’m just hearing her coo, helping me be at peace,” Celestia grins, nuzzling her daughter warmly.

He smiles at her and then lies beside her and pulls her close. "That's good to hear.”

“Mmhmm. How was my student to you? You think you impregnated her finally?”

"Yes I think I have. I also let her experience the strongest vibrator I have. I think she liked it a lot and without a shadow of a doubt, will finally be carrying my foal.”

“Hmm, that’s certainly naughty of you Master…” Celestia giggles, wondering what his strongest vibrator inside of her would feel like.

"Yes it is, but I think that she'll easily want more and more thanks to this experience.”

“I don’t doubt it. Sort of like me when I first began my contract, right?”

He nods to her softly as the filly begins crying softly. "Oh, looks like the little one is awake again.”

“You want to handle this one, daddy?” she asks him, levitating the little pony with her magic.

"Of course. I've been letting you do it on your own for a while," He says as he flies over to the chair and lifts their daughter up with his magic and cradles her in his forelegs and nuzzles her gently. "Shh... it's ok little one.”

The filly becomes a bit fussy, still softly crying while in her father’s care, looking into his caring eyes.

"It's alright," He says and slowly begins rocking in the chair and sings softly with his baritone voice.

The filly begins to softly calm down, cooing at her father’s soft singing.

"There you go... go back to sleep little one. I'm sure your aunt will give you sweet dreams.”

The little pony yawns again softly and slowly falls asleep in her father’s care with a smile in her face as she closes her eyes.

"There we go," He says and then nuzzles her forehead softly and then sets he down in her crib.

“You seem to have a magic touch when it comes to her,” Celestia grins softly at her Master.

"I've just picked up what I could. I'm surprised that I have the kind of touch with her that I do.”

“I knew you’d make a great father to our foal,” the regal mare grins, nuzzling Death softly.

"Really?" He asks as he lies beside her again and pulls her close.

“Mmhmm…” she nods confidently.

"Why did you think that?" He asks and kisses the back of her neck.

“Just a… a hunch…” she giggles softly.

He smiles and then licks her ear softly. "You're pretty perceptive," He says softly and yawns a little.

Celestia grins warmly. “Tired, Master? Despite it still being morning?”

"Not really, just a little worn out.”

“Anything I can do to help you with that?” she asks in a sly voice.

"What are you thinking?" He asks and rolls her on top of him.

“Your cock inside of me as my pussy massages your dick, hearing you moan happily?”

"And I thought I was the naughty one," He comments and lets out a low moan as she slowly rocks herself on his crotch.

“Y-You know me Master… Anything to make you happy…” she giggles, rocking herself on top of him, loving how his moans were turning her on.

He begins groaning softly and then feels his cock slowly push out of his sheath and push against her pussy. "Not right here, pet. Don't need to wake our daughter.”

“Right. Bedroom. Doggy. Us. Now.”

"Yes and get going," He says as he feels his cock begin getting harder with each second of her on top of him.

Celestia quickly trots towards their bedroom, having her rear legs hang off of the bed, lifting her tail to the side, revealing her love holes for her Master. “Come fuck me Master… make me your little princess slut…”

"Oh you're going to get it my sweet little mare. I'm not gonna stop till you can't walk straight," He says and then follows her into the bedroom and closes the door behind them.