Rarity's Assertiveness Training Course

by Mr V

Lesson 3: Sensitivity

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"Rainbow Dash, I'll ask one last time …." Rarity gives her an appraising look. "Are you absolutely certain you want to go through with this?"

Dash glances from one side to the other at the concerned faces of her friends Fluttershy and Twilight, her feet anxiously pacing in place and clopping against the floor of the library.

She doesn't need some lame "sensitivity training," but if they think she's gonna back down from a challenge they've got another thing comin'.

"Yeah, I said I'd do it, didn't I? What, you think I'm afraid or something?" She pushes her chest out defiantly. "I can take anything you can dish out!"

"Well then," Rarity replies, "shall we begin?"

With a blue mist of magic, she summons a pair of leather bags to her side, beckoning Twilight Sparkle to step forward as she begins to speak. "Rainbow Dash, you remember when we were giving Twilight her humility lesson, yes?"

Dash and Twilight shyly look away from each other, their cheeks growing pink. "I may remember something like that. So?"

"Today, you will be … instructing Twilight."

All eyes turn to Rarity, and Dash's mouth struggles to form words for a moment before her brow knits in anger, her eyes drifting to the floor. "That's gross! I'm no … fillyfooler."

"Oh, of course not, Rainbow Dash," Rarity says with a laugh. She leans closer. "I'd say you aren't fooling anyone." Dash freezes as Rarity bites down gently on the tip of her ear.

"H-hey!"

Rarity snickers as she steps away, "I'm only playing with you, dear. But honestly, what were you expecting?"

"I don't know," she mutters, her face blazing. "But I don't want to do anything weird."

"Rainbow, Rainbow, Rainbow, there's nothing perverse about what we're doing here. It's just a fun time with good friends. Think of it like … like an exercise. Or a game!"

"A game, huh?"

"Of course! Just a game, darling."

She raises her head. "Well … what do I have to do?"

"That's the spirit! Now as I was saying, you will be giving Twilight here," she indicates with her hoof, "a small refresher course in humility."

Dash lifts an eyebrow. "So … what, you just want me to hit her?" Twilight shrinks back from her upraised hoof.

"No! Goodness," Rarity huffs, "You don't just hit her, Rainbow Dash, you have to be more, hm … subtle. Think of her as your own personal little doll."

Rarity lifts a hoof to Twilight's chin, turning her blushing face this way and that. "You can play with her any way you like, and she will just stand there and beg you for more. Isn't that right, Twilight?"

"Y-y-yes."

Rarity smiles and gives her cheek a few tiny little slaps. "But don't be afraid to be a bit rough with her, Rainbow." One of the leather bags drops to the floor with a heavy plop. "Inside this bag, you'll find all sorts of other fun little toys." The second bag floating alongside, she turns away. "I'll be in the next room preparing while you two have your playtime. Now then – ta!"

With that Rarity slips out of the room, shutting the door behind her and leaving the very uncomfortable group of friends to themselves.

Dash looks awkwardly about, finding Fluttershy hiding behind her hair and Twilight muttering to herself, her hooves shuffling about the floor. Both of them are unable to meet her eye.

A smirk slowly starts to rise to her face, and like a shark, she begins to circle her friend. "Well, well, well, look who's in charge now, egghead," she says through her smug smile. "I never really liked playing with dolls, but I guess there's a first time for everything."

Dash unzips the black leather bag and rummages about, her cheeks pink and her wings slowly unfurling as she searches through the mysterious contents. Suddenly, she stops, and her grin grows a bit more sinister.

"You know what I think?" she asks. "I think the first thing my dolly needs a pretty new outfit."

Twilight swallows hard and her heart flutters as she sees the outfit that Dash has in mind.

=-=-=-=-=-=-=-=-=-=-=-=-=-=

Rarity turns her face from side to side, admiring herself in the small hoofmirror. She taps the corner of her eyeglasses and gives a playful pout. "Oh, Rarity," she says to herself, "if being gorgeous were a crime, I fear you would suffer a most tragic fate indeed."

Running a hoof over her hips, she straightens her miniskirt as she glances at the clock. "Well, let's go see how they're doing, shall we?"

"Yes, let's," she answers from the mirror.

Rarity opens the door to find Rainbow Dash standing imperiously over Twilight, stepping on her cheek with her forehoof as she looks down her nose at her friend's flushed face and teary eyes.

"Having fun, are we?"

Dash jumps away in a panic. The guilty look on her face remains for just a moment before it's replaced with a confident smile. "Oh uh, yeah, piece of cake. I told you I could handle it."

Rarity "Hmms" quietly as she surveys Twilight's condition: Her legs folded beneath her, she lies on the ground, her cheek still resting against the library floor. Her breath flows in heaving wisps around the ball gag clenched in her teeth, drool bubbling in wet, messy splatters past her lips and rolling from her chin to pool thickly under her face. She looks up with shame in her moist, heavy eyes.

"Interesting …"

Rarity begins circling her body, her eyes still searching. She smiles as Twilight wriggles and squirms inside the purple latex bodysuit she'd been forced into, and draws a teasing hoof along the round, thick cheeks of her backside, each squeezed individually by the tight grip of the suit – slick, titillating, and plump.

"Very nice," she says, a quick slap sending Twilight's rump jiggling under the shining rubber. "Fluttershy, could you come here for a moment?"

Fluttershy nearly stumbles as she runs to Rarity's side.

"Darling, could you please tell me exactly what happened while I was gone?"

She hesitates for just a moment, glancing between Rainbow Dash and Twilight before leaning to Rarity's ear and recounting each and every event with quiet, shamed whispers.

Rainbow Dash is forced to look away as Rarity turns her gaze upon her with a smirk, "Is that so?"

After a moment, Rarity nods and gives Fluttershy a comforting pat on the back. "Thank you, Fluttershy. Now," she steps toward Dash, "whatever shall we do with you?"

She bristles, her feathers ruffling. "You can't scare me. This sensitivity stuff is easy. Hay, it looks like I could probably teach you a thing or two."

Rarity smiles.

"Rainbow Dash, do you know what the key to sensitivity is?"

Dash begins to grow uncertain as Rarity paces about in a predatory fashion. From the corner of her eye, she sees Fluttershy release Twilight from the gag, and she watches as Twilight sighs in relief from the floor, a thick stream of saliva pouring from her mouth as the ball is removed.

Rarity steps alongside Dash, their flanks brushing as she speaks. "The key to sensitivity is empathy."

"What … what are you talking about?"

"Em-pa-thy," she says, tapping Dash on the nose with each syllable. "If you want to be truly sensitive, you must take the other pony's thoughts and feelings into consideration; and that means putting yourself in their place."

Her stomach drops as Rarity whispers into her ear. "Everything you did to little Twilight here …" she strokes her hoof along Dash's extended wing, "is exactly what I am going to do to you."

Dash stumbles back. "Hey, wait! That's not fair!"

Rarity tut-tuts. "Now, Rainbow Dash," she says, "you agreed to this, after all. Are you telling me that an 'iron pony' can't endure as much as an 'egghead'? No offense, Twilight," she quickly adds.

With a defiant frown, Rainbow Dash glares at Twilight Sparkle as she struggles to stand. Her heart throbs in her ears – and in her wings – as she responds. "Fine! Do your worst! Like I said before, I can take it!"

"I'm so very happy to hear that," she replies with a disarmingly innocent smile. "We'll start with a nice easy warm-up."

Rarity turns, clicking her tongue as she slowly saunters to a nearby table. "I want to see how well you can take orders … Rainbow Dash," she begins, rubbing her forehoof in small circles about the table top, "I think I need your help with my outfit."

Dash approaches with narrowed eyes. "It looks fine to me."

"No dear," she says, "I need your help taking it off." She leans upon the table, her head propped on her hoof as she stares back past her slowly swaying rump.

"But you just put it on! Why should—"

"Ah ah ah!"

Dash glares at her. "Sure. Fine. Why not?" She raises her hooves to Rarity's hips, unclasping her skirt above her tail. "Whatever you say, your majesty."

She's suddenly stopped by a whip of glittering fog. "No, dear, I want you to do it the … old fashioned way."

She freezes, heat rising to her face as she stares in disbelief. "W-what?" Rarity grins, and her teeth snap as she bites suggestively at the air.

Her stomach trembling, Rainbow Dash looks closely at Rarity's clothing for the first time: white blouse, patent heels – no problems there – but the skirt looks a bit … snug, and then there's the matter of her sheer black pantyhose.

Dash groans nervously and bites her lip, lowering her head to her back hooves. "Well, l-let's do the shoes first."

She grasps the back of Rarity's leather shoe in her teeth, the scent of hosiery wafting about her nose. Rarity slides her foot up and out, giving her hoof a little wiggle as she exposes the reinforced panel at the base of the tights. With a frustrated grunt, Rainbow Dash tosses the shoe aside and quickly yanks the other from her foot.

"See? Was that so hard?"

She ignores Rarity's banter and takes a deep, cleansing breath. Her hooves shaking beneath her, she urges her face forward to grasp the waist of the skirt and gives it a jerk.

"Careful!" Rarity shouts. "You'll rip something! Do it slowly."

With an irritable sigh, she begins to pull the skirt down carefully. The fabric feels strange against her lips and leaves a bad taste in her mouth, but slowly she's able to progress, the skirt sliding over Rarity's excessively full haunches with only a bit of difficulty.

"Rainbow Dash," she says, shooting her a playful look, "has anyone ever told you that you have very large wings?"

Dash understands exactly what she's insinuating. She can feel her wings standing out on her back, tense and throbbing, the skin beneath her feathers no doubt as flushed as her cheeks.

"But then, big wings are rather … sexy, hm? Especially when they're as hard and thick as yours are, darling," she notes with a distinct giggle.

"Shut up, Rarity," she mumbles.

Her teeth go once more to the skirt. She tries not to notice the plush feeling of Rarity's flesh against her mouth or the way her tail brushes her neck as she pulls the garment away. With one final tug, she lowers it from her hips, allowing it to fall gently to the floor.

Rarity's legs and rear now stand exposed but for the sheer black covering of her hosiery. Her cutie is mark still visible through the tights; they seem to emphasize the soft form of her rump, her large, round buttocks rolling and shifting as she steps out of the skirt.

Dash pauses only to nervously lick her lips before she reaches forward once again, unclasping the snap above Rarity's tail with her mouth and grasping this time at the waist of the pantyhose. She draws the waistband down her backside, a warm feeling rising from her friend's skin and soft white fuzz brushing against her nose as she moves.

However, she soon realizes that she can go no further; the stretchy fabric of the tights seems to bunch up and pull against itself as it moves over her hips. She moves to the other side, but very quickly finds herself with the same problem. A confused scrunch upon her face, she steps back.

Rarity's tender white bum lies half exposed, squeezed across by the pantyhose, the upper half bulging softly over the black elastic.

"Something wrong, Rainbow?"

"Well, yeah," she says. "These stupid things won't … pull down."

Rarity smiles back at her, watching from the corner of her eye. "Well, try pulling them from the middle."

"Oh, right. From the …." Rarity snickers as Dash pauses, her face lowered to her tail. She glances up in shock. "B-but …."

Rarity only smiles and continues to relax, leaning up on her hoof as she stares over her glasses and gives her hips a little shake.

"Th-this is gross. You're gross, Rarity."

Rainbow Dash shivers as she presses her nose to her friend's supple rear. With a gulp, she closes her eyes tightly, inches to the side, and lifts Rarity's tail with her nose as she scoots her face to the center of her rump. She can feel the tickling sensation of her wavy tail and the peculiar pillowy softness of flesh on either side of her mouth as she forces her nose into the valley of Rarity's backside and carefully clutches the ridge of the hosiery in her teeth. Her breathing is slow, and in the back of her mind she wonders how Rarity manages to smell so good everywhere.

Her eyes still clenched shut, she begins to pull downward. Her chest trembles as hot skin slides over the edges of her mouth. She can feel the gentle touch of her own breath rolling across her face, and she squeaks when she feels her lip brush against something wrinkled and firm.

With a whimper, she draws away, still close enough to feel the warmth of Rarity's bottom as she gently lowers the tights past her friend's haunch and down to her thighs. She exhales hard as she clears her hips, still not daring to open her eyes of course, though her mind can't help but imagine the tight black material rolling down a pair of thick white legs.

As soon as she feels the library floor on her chin, she falls back and opens her eyes with a sigh. She turns her head about only to find that her friends are staring with wide eyes as well – wide eyes and red faces.

Rarity has fallen upon the table, her face turned away from the others and her lip clutched in her teeth as Rainbow Dash quietly approaches from the side. "Uh, Rarity?"

"Hm? Oh!" she cries, stumbling a bit on the clothing strewn about the ground as she suddenly spins about.

"I … should do your shirt now, right?"

Rarity stares for a moment.

"You know what? Let's just skip ahead a bit." In a burst of magic, she forcefully tears her blouse open, buttons scattering chaotically about the floor. She places her hoof on Dash's mane with a smile. "Now let's get you into your outfit." With her hoof on her head, Rarity forces Dash reluctantly to the ground, her legs folding beneath her.

"Oh, that simply won't do," Rarity says in a soothing voice. "Head down …" Dash feels a sudden tight grip on her tail, raising her backside roughly from the floor, "tail up, Rainbow Dash."

She grumbles and buries her face in her forehooves as her backside trembles nervously in the air. "This is so stupid."

She doesn't bother to watch, but she can hear Rarity search about in the toy-bag for just a moment before releasing a spirited "ah ha!" Her hooves clip-clop across the floor. "All right now, one hoof then the other, darling."

Glancing back, Dash finds something black hovering at the base of her legs. It looks almost like a bathing suit or like those frilly panties that those model ponies are always wearing – except these are much more … stretchy. Hesitantly, she lifts her hooves to step into the strange garment.

"Ouch!" She sneers as the rubbery panties pull at her leg fuzz.

"Whoops," Rarity coos, "I seem to have forgotten one teensy thing."

After just a moment, Dash feels a hard stream splashing down her legs, a smirk on Rarity's face as she squirts and drizzles sweet smelling oil down her backside. It's cold at first, and then warm as it smothers her skin. Glistening, it rolls and trickles down her haunches, dripping trails down the insides of her thighs. She gasps as Rarity directs the stream up and under her tail.

"There we go."

With that, her magic begins pulling the panties up along Dash's slick, wet legs. They're tight – incredibly tight – pressing against her flesh as they rise to her hips, a thin layer of oil piling over the surface. With a snap, Rarity finally releases the panties in place. The latex gleams, shimmering with oil and cutting into her hips, revealing every delicate, private detail of her backside.

Dash buries her face under her hooves, her body tense from the whole embarrassing affair.

"How does it feel, Rainbow Dash?" Rarity asks in a silky tone, her mouth close to Dash's ear.

She responds quietly, "It's tight."

"Is it squeezing you?"

Dash nods rapidly.

"Where is it squeezing you, Rainbow Dash?"

She doesn't respond.

"Where?"

She mumbles sadly, "My butt."

"Why don't you stand up and walk for us, Rainbow Dash?"

Dash groans, but rises to her feet. With a shaky, slippery step, she moves forward.

She bites her lip, her belly quivering as each tiny motion sends the panties slipping and squeezing her body. Agonizingly slowly, she manages to make her way around the room, every step hindered by the slick, rubbery grip of the panties. She nearly collapses as she finally completes the circuit.

Rarity is immediately at her side. "Very good!" she announces, wrapping her forelegs gently around Dash's neck. "You did a very good job, Rainbow Dash."

As much as she doesn't want to, she can't help but feel a spark of satisfaction at the praise. After her hard work, something about being acknowledged makes her tingle inside.

"Are you ready for the next part of your outfit, Rainbow?"

Dash finds herself surprised at how quickly she responds. "Um, uh huh."

"Twilight," Rarity suddenly calls out, "come here for a moment. I need you to hold her hooves down, if you please."

Dash's gaze darts about as Twilight's magic clutches her hooves, pinning them to the floor. "Sorry about this, Rainbow Dash."

"No you're not," Dash grumbles.

"I'm a little sorry," she says with an apologetic smile.

Her feet secured, for whatever reason, she watches as Rarity kneels before her face and gently strokes her mane. "I need you to open your mouth for me, dear. Wide."

Her anxious eyes locked with Rarity's, she opens her mouth and feels something slip past her teeth. The device strapped and buckled around her head, she finds her mouth held wide and gaping by a metal ring, her tongue jutting obscenely through the middle.

"There we go." Rarity runs a hoof around Dash's lips, and gently touches her thick, pink tongue. "You look very pretty in that, Rainbow Dash."

Her eyelids lowered, Rarity slowly draws her lips close. Dash can feel her breath rolling into her mouth, and trembles as Rarity extends her tongue, placing it fully inside Dash's open mouth. She holds it there, inside the ring, Dash's mind buzzing and her eyes shut as Rarity's tongue hovers just above her own.

She waits, tense and uncertain, until she hears a cutting voice. "For someone who's not a fillyfooler, you certainly aren't struggling very much, are you darling?"

Dash opens her eyes to Rarity's mocking smirk. She watches with misty eyes as Rarity stands. "Hmph. Of course you're no fillyfooler," she says.

She steps around, her hoof stroking her chest through her open blouse as she circles about to Dash's backside. She finds it firm and muscular; even the latex panties are hardly able to make an impression in her athletic flesh. "You're all bones back here, Rainbow. Why, you look like a colt!" She laughs, and leans over Dash's back to growl into her ear. "You're not a fillyfooler; you're just a bony little coltcuddler, aren't you?"

Her head turned, she sees Rarity grin as she stands. "So we'll just have to treat you like a coltcuddler."

She watches as Rarity summons a heavy violet glass ball to her lips, and gives it a lick. It looks a bit like a plum, actually. "You said that you could take it, right, Rainbow Dash? Well? Do you really think you can take it?"

Rainbow's eyes grow wide. "Uh uh! Uh uh!" she shouts. Desperately, she struggles to run, her legs kicking and pulling ineffectively against Twilight's magical hold. Finding her situation rather hopeless, she shoots one last dirty look at Twilight before shutting her eyes and fearfully clenching her whole body.

She can feel the cold glass slipping up and down the back of her rump as Rarity teases her. Slowly, it moves toward the center. Her panties are stretched back by a wisp of magic. And suddenly she feels the orb wedged up beneath her tail, her panties left to snap back hard, forcing it firmly against her tense and trembling backside.

Her face begins to sweat, her muscles quickly becoming weak from the continual clenching. Eventually, it becomes too much for her to bear, and with a heavy breath her chest falls to the floor. She squeaks as the ball slides deeper into the crack of her bum and presses hard and cold against her anus.

She hears Rarity snickering at her side. "Oh relax, darling! I'm not so cruel that I would really do … that," she says. "I have something a bit different in mind. Why don't we all sit and watch for a moment, hm?"

As if a heavy weight were lifted from her shoulders, Dash sighs and rests her chin upon the floor between her magically bound hooves. A cold feeling on her skin reminds her of her gag, her drool pouring over her lips and pooling about her hooves, and with a start, she lifts her head. But suddenly she freezes. Her sudden movement had caused her to … tense up.

Rarity laughs at her blazing red face and panicked expression as she lowers herself to the ground, unable to even cover her eyes, her cheeks wet with tears of humiliation.

Dash can't help it. Her anxiety, her movements, they force her to unconsciously clench and unclench – and with every motion, her anus makes a loud, oily smack as it slurps and kisses at the surface of the ball.

Even Twilight and Fluttershy chuckle as she lies there, her eyes shut and her mouth lewdly open and dripping a continuous stream, drool pouring from the corner of her lips and from the tip of her tongue as she pants from the stress of her exertions. Her backside twitches, leaving a wet "smack, smack, smack" in the air; she can feel the gentle suction of her puckered butthole against the glass each time.

"Now, once more around the room, if you please."

Dash shakes miserably, groaning as she tries to rise from the ground only to fall back again.

Her brow knitted behind her glasses, Rarity doesn't seem pleased at all with her failure.

"Well then, Rainbow Dash, if you won't stand up and walk like a pony …." A collar suddenly fastened about her neck, Dash feels herself tugged forward. Her hooves scramble as she struggles to rise to her feet at the pull of the leash. "… then I suppose you'll just have to be led around like a dog."

As Twilight's magical grip fades away, Dash takes a ginger step. Her hind legs are held wide as she waddles forward, moaning as the solid orb slips and slides about between her oily blue cheeks, the hard surface awkwardly wedged inside the crack of her ass. It moves up and down, in and out, slapping against her slick, firm anus and leaving a drop of oil to roll down, dripping from her rubber panties with each step.

Her face is red and wet with tears and spit, her mane matted to her face as she looks with shame to her friends. They look into her eyes in shy amusement as she stumbles about, her tongue lolling from her constantly dripping mouth, slick sounds slopping from her backside, her wings stiff on her back and wobbling with her steps.

And suddenly there's a knock at the door.

"Twilight? Hello? Anypony home in there?"

"Applejack?"

"Oh my …."

"Ahul Hak!?" Rainbow Dash pulls against the leash in a panic. Her whimpers grow to sobs as Rarity holds her fast.

Rarity, for her part, seems strangely serene. She looks to each of them in turn, a smirk mysteriously on her lips.

With slow, deliberate steps she moves to the door, dragging a quietly crying Rainbow Dash behind, her oily hooves sliding uselessly upon the floor and her rump still sounding with a continual "smack, smack, smack" as she slides along the ground.

Rarity opens the door with a smile.

Applejack stands outside, a surprised but genial expression on her face. She opens her mouth to speak, but immediately freezes. Her eyes drift down to Dash, back to Rarity, and then back to Dash.

And then she grins.

"Well, lookie what we have here. Howdy, Rarity."

"Hello, Applejack …."

Her eyes narrow dangerously.

"… my arch nemesis!"

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