Caution: Slippery When Bet
"Hey, Twilight, are you done with that book?" you ask, walking into Twilight’s reading room. Many of the castle’s rooms have been converted into a makeshift library by hollowing out the crystalline walls into shelves, but Twilight has claimed this one for herself, turning it into her personal chamber of repose.
Off to the far side, Twilight's curled up in her "comfy chair," as she calls it. A plush, luxurious armchair with swirling designs she uses for pleasure reading. A crystal desk and chair (the “study chair”) sit across the room with random beanbag chairs scattered about.
"Yup!" Twilight closes the book with a clack. "Only forty-two left to go!" she chirps. She waves her hand and, with a giggle, a series of book stacks levitate over until they surround her like paper monoliths. "I've really let myself fall behind on new releases this month."
You can't help but groan. You like reading as much as the next guy—it's how you and Twilight met after all—but this was ridiculous. With a wave of a delicate finger, she floats a book from the pile open into her lap.
"You're free to join me, you know,” she asks playfully, looking up at you with those pretty purple eyes and fluttering her lashes.
Sweet Celestia.
"Ooh! We can even take turns and do the funny voices. There were some pretty trashy romance novels around here somewhere.” Twilight twists and turns around, getting onto her knees to search, unintentionally giving you a view of her wiggling rear. “Rarity donated them.” She clucks her tongue. “I mean, I love her, but sometimes I question her taste in literature, if you can even call them that. I’ve never read as much concentrated drivel in my life until I decided to thumb through those.”
"Errr, I'm not really in the mood to read right now,” you say.
“Oh.” She turns around with a pout, but it swiftly turns into a curious expression.
“Honestly, I was hoping we could... y'know..." You roll a hand.
"'Y'know' what?" She mimics the gesture.
You lean onto the table in front of her and stare at the ceiling for a few moments. "You know, bump uglies. The horizontal tango. Uh, um... makin' bacon?” You grimace. “Eeeuugh, forget that last one. Actually just forget I said any of that. I just wanted to know if you were in the mood... to..." You look back at Twilight. You blink.
She's reading.
You slap the table. "Oh come on!"
Twilight snaps the book closed and looks up with a sheepish smile. "Eheheh, w-what did you say again? I just peeked at the first page, and well... it had a really captivating opening."
"I swear, you're obsessed with reading,” you say, crossing your arms. You love her, but sometimes she frustrates the hell out of you.
At the same time though, you know how hard her job can be. Between saving Equestria every fifteen minutes, dealing with Ponyville’s bullshit of the week, and having her back murdered from hunching over piles of paperwork, you're shocked at how much free time she actually does manage to squeeze out.
Still, it isn't enough for one to sink their teeth into a good book, and that you can sympathize with.
Sighing, you move next to the chair and lean down pulling her into a brief kiss. Twilight hums in contentment.“Alright, how about we make this into a wager of some sort,” you say as you break away.
Twilight serves you a sidelong glance. “A bet?” she asks.
“Yeah. You have to concentrate on reading; if you can read a whole book you win. But if you, say, uh... give me a blowjob I win. Yeah, that works. If you take my cock into your mouth at any moment I win. Either way it’s a win-win! How’s that?"
Her eyes roll, though she smirks and taps her chin. “And how do you plan on doing that, hun?”
You shrug. “Masculine charm?” A smirk. There was a chance of sexytimes here and that was better than nothing.
Twilight giggles. Putting the book down, she gets up and crosses her arms. "Fine. You're on. I bet I could read... hm..." She spins around and magically sorts through the shelves, eventually picking out a random Daring Do book. "...this one right here without submitting."
"Wait, really?" you ask. You aren't really complaining, but you don't expect her to play ball so easily. You're planning to bust out the shoulder massage-fu too.
"What, thinking of chickening out?" Twilight shoots back, grinning.
You snort. "Winner gets to have the other act out a fantasy of their choice for a weekend."
"Deal." She extends her hand and you take it into a firm shake. It’s set then.
“And you know...” You sidle next to her and tap her with your elbow. “It’d be a lot more fun if we were both naked,” you say, eyebrows wiggling.
“Hmm. Fine. But you first.” Twilight flops back into her chair, crossing her shapely legs. "Well, what are you waiting for? Strip for me, big boy."
Rolling your eyes at Twilight's corny choice of words, you undress, starting with your t-shirt. As you do, a stupid idea comes to mind.
Instead of merely whipping your clothes off, you finger the bottom of your shirt and lift it up and over with deliberate slowness. Eventually the article is heaved over your head and tossed to the side.
To an invisible beat, you start to shuffle in front of her and hook your fingers into the straps of your jeans, wiggling them off. Admittedly, you feel incredibly stupid doing this, but Twilight seems to be enjoying it from her increasing amounts of giggles.
"Heheh, what in Celestia's name are you doing?" she asks between breaths as you start playing with the waistband of your boxer-briefs and thrusting your hips like a jackhammer on crack.
"W-well, you said strip so I figured I'd channel my inner male stripper."
With one final hip thrust, you finally pull off your underwear and awkwardly peel off your socks, tossing them into the pile. You stand there in all of your naked glory, blushing slightly. Her laughter subsides, morphing into a purr as her eyes run up and down your body.
"I certainly appreciate the effort." She hums. "Though, people are right."
"About?"
"Us. Heheh, truly neither one of us can dance."
You blow a raspberry. “Yeah, yeah. Alright, your turn.”
She gets up from the chair and grabs your hand. "Here, take a seat." After pushing you into the chair she asks, "Comfy?"
You wiggle around and get cozy, spreading your legs and giving her a good view. Your dick throbs in anticipation of what's about to come. "Yeah."
Twilight stands in front of you, as beautiful as ever. Instead of trying to dance, she goes for a rather stationary, though no less arousing, striptease. Her fingers play with the hem of her skirt, briefly lifting it up and flashing you a hint of her cutie mark before trailing up her body, slowly coming to a stop at the top-most button of her shirt.
"Oh yeah," you mutter as her fingers undo the first button, which doesn't reveal much and only leaves you wanting more.
The second button comes free, and now you can see the top of her bra; something lacy and black with the barest hint of cleavage in the center.
"Enjoying the show?" she asks as the third button comes loose, now giving you a full view of her breasts. They were perfect: not too small and not too big, but perfectly sized for someone (a.k.a. you) to grab a handful and play with.
Twilight's finger slips to the fourth button, but before it can slip free she turns around. She tosses a knowing grin over her shoulder.
"You tease," you say as your cock twitches.
"Guilty as charged.” After a few moments she undoes the fourth button on her shirt and, head turned towards you, slides the shirt down, letting it rest for a moment halfway down her back and exposing her shoulders. A beat. Twilight unceremoniously lets the garment drop to the floor.
Your eyes roam over Twilight’s hair as it shimmers underneath the crystalline lights, cascading down the smooth skin of her bare back like a dark purple waterfall, pink streak blazing. The sight of it leaves you breathless, but what she says next almost makes you choke.
“For this next part, I’m going to need some... audience participation.” Her voice takes on a sultry tone. With one hand on her hip, she spins and sashays right up to you, taking a moment to lean down to plant a quick peck upon your lips.
“This skirt’s a bit too constricting at the moment,” she whispers into your ear, sending a delightful series of shivers down your spine. “Mind helping me take it off?”
Before you can reply, Twilight lifts up one leg onto the armrest, clad in dark thigh-highs, exposing a slightly damp pair of lacy black panties fit with purple trim. You can’t help but shiver as she leans forwards and takes your hand into her own, placing it onto her shin and guiding it up, up, up her leg.
You’re torn between watching your hand slowly, achingly trail up her leg, gliding up the smooth skin, and watching her moderate amount of cleavage compacted between the matching black/purple bra. You dig your hand into the armrest in an attempt to stop yourself from rippping off the rest of her clothing right there. It was times like this, when the bookish nerd took a backseat, that reminded you that Twilight could be a veritable goddess when she wanted to.
Eventually the cold feel of metal greets your fingers. You look up at Twilight—she winks. With that you slide the zipper down and toss the article away into the rest of the pile, exposing her shapely thighs.
“Thank you, and for my next magic trick...” Twilight turns and takes one step forward. Hand back on her hip, Twilight spins around and snaps her fingers. Mid-spin, her undergarments fade away in a purple shimmer, even the clothing spread around the floor. The thigh-highs were kept on though.
Twilight stands in front of you in all of her naked glory. One of her hands lay over on her hip, just above the sexy six-pointed star stamped to her ass. She cups one of her breasts, hard nipple caught between the fingers, lifting it up before letting it drop, the perky flesh bouncing back into place. A small patch of trimmed violet hairs rests above her mound.
“Ta-da!” Twilight spreads both arms wide.“So, how was that?"
You’re speechless. You clap and remember how to breath again. “That was... pretty dang awesome.”
"And I'll take that as a standing ovation, heehee." Twilight giggles, pointing at your rock-hard erection. “I knew Striptease 101 would come in handy... eventually.” She licks her lips. "Alright, alright, now it's time for the game to begin."
You nod, smirking, and give the chair back to Twilight. "Cute underwear by the way. Pretty naughty for a pretty princess."
She flops into the chair, breasts jiggling slightly, and takes up the Daring Do book in her grasp. Flipping through the pages, she says, "Judging by the page size, page count, and average reading level—not to mention Yearling's fetish for illustrations—I calculate I'll be able to read this in about forty-five minutes, give or take."
With that said, Twilight turns to page one and reads aloud. "It was hot and humid in the jungle, and the bullet in my side wasn't helping..."
As she begins to read, you move to the side of the chair. You begin to slowly stroke yourself off, eyes devouring every inch of her slender body, cockhead a handful of inches away from Twilight’s face.
Every now and then Twilight’s eyes would flick between reading and eyeing your dick. A small, gooey bead of pre oozes from your tip. Twilight notices, watching it ever so slowly roll down your head before falling onto the armrest.
Twilight pauses to lick her lips, visibly.
“Like what you see?” you say, giving it a shake.
“Huh?” Twilight breaks out of her trance and growls, turning back to the book. “It’s gonna take a lot more than that, hmph.” She completes the next line of the book with a smug grin.
Fair enough. You’ve still got some ideas up your sleeve, and besides, it’d be a crime if the game was up that fast.
For now, though, you idly stroke yourself off, letting the minutes tick by and Twilight read on, waiting for just the right moment.
You aren't exactly a fan of the Daring Do books; you find them a bit too generic for your tastes. However, Twilight has roped you into quite a few reading (and roleplaying) sessions to get a good idea of how they worked, and there's always a bit where Daring gets captured before busting out and saving the day. That's when you’ll spring your trap.
It might take a little while to reach that point, though. Thinking back to a video you watched long ago, you have the perfect idea for the meantime.
“I’ll be right back,” you say, slipping out of the room. You aren't worried about walking around the castle naked; Starlight and Spike are both away in Canterlot and Twilight’s schedule is clear of appointments. Aside from an odd visit from one of Twilight’s friends, you're safe to walk around butt naked.
At last, you make it to Twilight’s bedroom. It only takes a few minutes to grab what you're looking for; a small pink egg shaped vibrator attached to a small remote with different speed settings.
With a wicked grin, you make your way back to the reading room. You re-enter with your hands behind your back, vibrator hidden from view.
Twilight looks up, squints, then shrugs and resumes reading.
As you approach the front of the chair it sounds as though Daring Do has hit a bit of trouble. Perfect timing. You crouch down in front of Twilight’s crossed legs, one arm on the chair for balance and the other still behind you.
Twilight lowers the book with a bemused expression. “And what are you planning?”
“It’s a secret to everybody.” You wink. “Would you mind uncrossing your legs, Twi?”
She rolls her eyes, complying. “Fine, be cryptic. I’m sure I’ll find out in a second. I’ll even keep reading, just to keep it a surprise.” While she kept a small patch of hair above her pussy, the actual area around her vagina was kept cleanly shaven, giving you an unrestricted view of Twilight’s pink pussy.
With Twilight distracted by the book, you bring out the vibrator and trace it up and down her pussy lips, making her coo as you move the contraption against her moistening rosebud before sticking it in. You tap the remote to the lowest setting, just fast enough to be annoyingly, noticeably pleasurable. It whizzes to life, causing Twilight to moan.
You stand back and admire your handiwork. Twilight shudders and squirms, legs crossed in an attempt to get more out of the toy. Her hips buck forward by themselves, trying to press against something that isn't there.
“Mmmmff. No fair!” Twilight says as you move back to your original spot beside the chair.
"Technically, it is fair game. The only rule was about having my dick in your mouth, remember?”
“D-damn,” Twilight mumbles. For several moments Twilight sits there, acclimating to the vibrator. With a shaky exhale, she finally says, “A-alright, phew. I can deal with this.”
With a growl, Twilight continues reading, fighting through the pleasure. It's cute, but all for naught. Daring Do is about to be captured and bound. Illustrations weren't Yearling's only fetish, after all.
“You seem a bit tense there, honey,” you say, moving behind the chair.
“I’m fine.” She pauses, then continues reading. “I limped out of the cave, smile upon my face as I admired the golden idol in my hand. The moment was short lived, however, as something heavy crashed against my skull and I blacked out.”
“Perhaps you could use a nice shoulder massage.” You crack your knuckles before beginning to massage Twilight’s upper back, thumbs rolling between her shoulder blades in small circles. She lets out a small moan.
“W-when I awoke, I found myself in a dark, dingy room, propped up on my knees against a stone wall. The air was musty with a bit of tartness, like an old wine cellar.”
You lean forward to nibble and kiss her collarbone, laying lavishing little love licks up and down. Twilight shudders beneath you. “Seems like Daring’s in a bit of a bind... so powerless, helpless. I bet you wish that was you...” you whisper into her ear between love bites.
“A wad of cloth was stuffed in my mouth, and try as I might it wouldn’t come out. Th-thick bundles of r-rope dug into my wrists, keeping my hands tied behind my back. Another set—sweet Celestia, don’t stop! Mmmf... A-another set wrapped around my a-ankles making it impossible to move.”
You figure that by this point you should stop teasing her to give her some much needed relief.
Pulling away from her neck, you shift position to the front of her chair and gently remove the vibrator, shutting if off and tossing it aside. Twilight whines in frustration, but it quickly turns into a moan as you trace one long, teasing lick up the length of her soaking slit, grabbing her by the legs and pulling them over your shoulders in the process.
You lap at her leaking rosebud with vigor while your hands grope and massage her upper thighs and taut ass cheeks. Your favorite spot to play around with by far was the sensitive flesh of her cutie marks, and you make sure to give them extra attention.
"Hnng!" Twilight drops the book to the floor and moans loudly as your tongue probes deeper into her depths. Her folds are positively soaked now, and the sweet taste spurs you on further. Eager for more, you take your right hand away from her cutie mark and decide to add your digits into the mix.
Her legs close around your head as you wrap your lips around her clit, rapidly flicking your tongue over the sensitive nub and drilling into her pussy proper with your middle finger. Like a furnace, her insides are roasting. You pump into her smooth inner walls with gusto.
She can hardly contain herself. You glance up to see her face flush, one hand holding onto the back of the chair while the other snakes its way to the back of your head and forces you deeper; you're all too happy to comply. And then she begins to gyrate her hips, frantically grinding herself over your face.
It doesn't take long for Twilight to reach her limit. "O-ooooooooh!" Suddenly she's screaming to the heavens and her vaginal walls attempt to clamp down on your finger.
A flood of hot tangy girlcum assaults your tastebuds. You help her along by lapping up as much of it as possible, slowing your licks to ginger swipes over her outer lips and inner thighs. Despite this, you can still feel some of it dribble down your chin and neck.
Finally, her legs go limp. After a few moments of gently nuzzling her thighs, you climb up into the chair and pull Twilight, basking in the afterglow, into a kiss. She hums as your tongues playfully brush against each other, and no doubt she's able to taste herself, a fact which turns you on immensely.
It's Twilight who breaks the kiss first, pulling away with a mixture of saliva and cum briefly connecting you.
"Sweet Celestia." She kisses you again, a quick peck. "Have I ever told you how glad I am for that brain fart you had when we went book shopping last month?"
You laugh at the memory of that day and the long, subsequent night. "Ha, and I wanted to study cunning linguists." Then you groan as she starts planting kisses over your chin, her tongue swiping over her own juices. You can feel your rod stand at full mast again. Her little licks and nips continue over your neck. A quick nibble over the jugular, a swipe over the collarbone here and there.
This could be your chance.
"L-lower," you grunt, gently guiding her head lower and lower—
Twilight grabs your wrist, whipping straight up. "Uh-uh." She throws your hand into your chest and leans back into the chair. "I...” She takes a breath. “I gotta admit, you almost had me. Almost being the keyword there. But I still have a book to finish and a bet to win."
"Dang." You frown as Twilight gets up from the chair and bends over to grab the novel.
Despite her calm exterior, you know that Twilight's as horny as ever—she's just better at hiding it. You glance down at your dick, then past it to the soaked couch cushion. Another idea springs to mind.
"It's a bit cramped up here, don't you think? Perhaps you should just sit on my lap while you read?" A shit-eating grin leaps upon your face.
She giggles and brushes back a sweaty bang. "Sure. Just try not to be too distracting this time, okay?" Looking over her shoulder, Twilight gives her ass a slap before lowering herself down.
You groan as her soft skins rubs against yours. She sits on your lap, legs spread over your knees, your dick resting between her thighs. "Comfy," she quips, and you can't help but think the same. A sudden warmth envelops your balls before dissipating. "Twenty-four hour sterilization spell, juuuust in case."
Good thinking on Twilight's part, but that's not quite what you had in mind.
For now, though, you're content to sit back and relax while she gets back to where she left off. Ahuizotl or whatever his name was has just come in to monologue at Daring Do.
She keeps a steady pace as your hands roam over her soft, supple skin, starting at her hips and trailing upwards over her luscious curves. Twilight's breathing quickens as you trail over the curvature of her breasts, playing with them like a kid in a candy store.
This, of course, gives you the perfect opportunity to bury your nose into the crook of her neck again. You dive back onto her upper back and brush your lips over her neck and shoulders with the occasional lick at the earlobe coming into play. A mixture of lavender shampoo and sweat greets you, tickling your senses as you assault her in a flurry of kisses.
But you want something more now. Your cock is aching and you're desperate for some relief at this point.
So you place your hands back on her hips and lick your lips. With slow movements you thrust your shaft upwards over the hot outer lips of her pussy over and over again, careful not to actually penetrate her.
"Mhmmm... ooh." Twilight moans, closing her legs together, sandwiching your dick between her thighs. "Yeah, t-that's lovely."
The silky smooth skin of her thighs glides up and down your cock and, combined with the warm wetness of her pussy, drives you nuts. This was better than you thought it would be. As you thigh-fuck her, one of your hands starts playing with her breasts again, gently squeezing them, and you softly bite into her collarbone.
It was about at this point that Twilight promptly stopped giving a fuck about the book, the bet, and probably everything else and succumbed to her own hormones. "Mmnnf! Faster!" She tosses the book away and starts to rock her hips in hypnotizing circular motions, using the armrests for leverage.
"Nnnfg! Intercrural sex!" She extends a finger, sending squeezing pulses of magic over your cock and pushing it further against her folds. "A f-form of sex that u-u-usually involves rubbing the penis be-between the thighs!" Twilight moans as your tip brushes against her clit. "Found in Albol's Kinks and Fetishes You May Not Know, Volume Two. I didn't know you were into th-this!"
Twilight's such a damn nerd, even during sex. It's adorable. But truth be told, you just think it'd be a fun way to tease her. You're definitely going to keep this move in mind for the future though.
"But—" She snaps her fingers and the next thing you know she's bent in front of the chair, wiggling her rump and standing on the tips of her toes, chewing her lip. "—now it's time for something completely different. Fuck me."
You don't need to be told twice. When a princess of Equestria issues you a command, you obey.
Gripping her hips, you line yourself up, taking a moment to slide your tip against her folds, causing her to whimper and wriggle her hips. Then with one smooth motion you push into her. Her drenched lips part with ease, taking your cock into it’s snug depths The two of you gasp together, Twilight’s arms struggle to keep herself upright as you bottom out.
You take a moment to take it all in—the way Twilight’s pussy squeezes and massages your rod, the plush softness of her ass as you grasp it firmly, her small shudders of delight.
You pull out, all the way to the tip, and sit there for a moment.
Twilight whimpers. “C’mo—oh!” With a growl, you slam back into her, balls slapping against her clit with a wet, squelchy slap.
Twilight moans sharply. As you start to settle into a rhythm of long, powerful thrusts, her tongue lolls out of her mouth. The smell of sex is heavy in the air and the front half of Twilight's chair is drenched in her own fluids. A small part of your mind wonders if magic will even be able to remove it.
"Deeper!" she screams, and you’re pretty sure even Princess Celestia can hear it. As you amp up your thrusts, she starts to get into it herself. Her hips roll back and meet you in the middle. Eventually the two of you manage to fall into a good rhythm.
Twilight’s upper body arches up into your chest and one of her arms hooks around your head as your lips meet in a passionate kiss. Her tongue slips into your mouth and you’re taken back by just how aggressive she is. It darts around every inch of your mouth, every valley and crevice, before honing in on your own and viciously attacking it like a snake.
You recover and launch a counterattack, launching your tongue forward. They meet and dance against one another in a lurid tango.
You continue to fuck Twilight senseless for a few more minutes, her moans having turned into incoherent babbling at this point. All good things come to an end eventually, though, and the telltale signs of your orgasm approach. As Twilight's love canal massages your cock, you feel a pressure building up to its bursting point.
"Twi! I-I'm close!" you say, starting to lose rhythm.
You expect Twilight to want it inside, but to your surprise Twilight rockets off your cock with a wet pop and spins around onto her knees, milking you vigorously with both hands for a nice tasty load.
Between the signals of mind-numbing pleasure coursing through you, you're vaguely aware of the proximity of Twilight's mouth to your tip. Her mouth is open, tongue out. All it would take is one thrust and you'd win the bet.
Before you can even start that internal debate, Twilight answers it for you. She jams herself down your cock, engulfing nearly three quarters of it down the warm confines of her throat, nearly gagging, hands groping your balls, and sending you over the edge.
As soon as she feels your dick convulse she pulls away. "That's right, cum for your princess!" Your breaths turn ragged and you throw your head back as the first rope of cum jets out and showers over her, followed by a second, a third, and a fourth.
Several moments later, when you can finally think straight, you look down to admire your handiwork; gooey globs of cum hang from Twilight’s hair, face, and breasts. Some of it even hit the chair. Twilight leans back against the armchair with a dreamy expression on her face.
The afterglow washes over you and you flop down right next to her. Taking one of her breasts into your hand, you lean over and give it a loving tongue bath while your other hand rubs at Twilight’s pussy in an effort to help her achieve her own orgasm. The salty taste of your own semen washes over your tongue, but you don't mind. You figure it's only fair you return the favor considering how much Twilight’s probably tasted herself.
Besides, Twilight loves it. She breaks out of her trance and shudders as you work your tongue over her boobs and rub her clit, another orgasm wracking her senses and causing her legs to shake and her toes to curl.
Once it's over, she falls into your side, taking the time to catch her breath. You wrap your arm around her and do the same.
"You know, we should probably go get cleaned up before somebody walks in on us," Twilight says a few minutes later. "But honestly? I don't feel like doing a damn thing right now." She snuggles closer.
You nod in agreement. “Goddess, I feel so thirsty. How about you?”
She smacks her lips. “Oh yeah, definitely.” You attempt to get up but Twilight stops you with a hand on your shoulder. “Allow me.” She snaps her fingers, teleporting two bottles of ice-cold water into her grasp.
“Oh.” You take one, unscrew the cap, and take a generous gulp. “Ahh, that hits the spot. But I have to wonder, why don’t you just teleport yourself water every time instead of having me grab it?
“It’s a special moment right now, you goof,” she says, capping her bottle and putting it aside. “Besides, I like looking at your butt when you get up.”
"Mhm." You have to agree there. “This poor chair. I’m not even sure magic’ll be able to get it back to normal.”
Twilight playfully punches your shoulder. “It’s not that bad,” she says, and both of you laugh. Once it’s over you stay there, cuddling in silence.
"You know... you kinda lost control back there..." you say.
Twilight groans."Yeah, yeah. You win," she says, not sounding upset in the slightest. "Maybe I could use some more concentration lessons in the future."
You laugh and pull her close, feeling yourself nod off into a blissful sleep. “Oh I’m sure that can be arranged.”
