Brenna at the Academy
Bdsm Story

Brenna at the Academy

by Spiceroute 16 min read 4.8 (3,600 views)
male dom female sub switch femdom toys orgasm punishment triple penetration
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This is Chapter 8 of "Brenna at The Academy". Reading all chapters in sequence is recommended for context and maximum enjoyment.

This series is a work of complete fiction and fantasy borne of the imagination. All characters and locations are fictional and any resemblance to real people, names, events or places is purely coincidental. All fictional characters are consenting adults having a good time, in safe circumstances.

I hope you enjoy the stories, and if you do, PLEASE comment! Your comments and feedback are everything! They motivate me and help you get the next chapter faster!

*****

Punished, warmed up and edged mercilessly at her Stables session by Master Eric, the resident Academy disciplinarian, Brenna was just offered the opportunity to turn the tables and become his helper in doling out sexual discipline.

Kneeling in

Present

, flushed and throbbing, she looks up at Sir Eric and the petite brunette needeing correction, kneeling a small distance away.

The Stables Master is asking Brenna to punish and warm up a fellow student. To dominate another trainee. She has never met the girl before. From the exchange she witnessed so far, she can tell the student is young, probably barely in her 20s, a bit funny and scattered. She has a cute, pixie-like face and a tight little body, with perky small breasts and a shapely bottom on her pear shaped figure. Brenna feels surprised and yet strangely aroused at the same time. This is most unexpected as she has never fantasized about herself dominating other women before.

"Um...alright Sir, Green, Sir....but I will need your help I'm afraid, as I've never done this before..."

"Good girl. Alright Brenna, here's the deal. Walk over to the cabinets on the back left side of the Stables. In the lower cabinets you will find three shelves with some...clothing. I want you to find your size, we should have small, medium and large, and I think medium will suit you well, and put on the attire, including the boots. Come back here when ready."

"Yes, Sir."

"Twenty Seven! Grab a tray from the table and walk around the Stables perimeter to select three to five punishment tools to be used on you. I see here you are open to...hard punishment, so given your transgressions, please select something with red or at least orange tags."

"Yes, Sir, right away, Sir."

Brenna is so shocked she's operating as if on autopilot. Rummaging in the cabinets, she retrieves the attire Sir Eric instructed her to don. She reaches to her back and pulls up the zipper of the tight, corsetted leather mini dress. The black leather hugs all her curves tightly and the boned corset's built in, barely half-cup bra thrusts up her breasts allowing the top parts of her nipples to peek out. The short, flared skirt is composed of toughened leather slats that hang in pleats around her hips, barely obscuring her ass and genitals. Predictably, panties are nowhere in sight. The outfit is a bit "Xena the Warrior Princess fashion". Well, if Xena was going to a Roman orgy maybe, in a particularly salacious episode. Brenna's pussy and ass remain naked underneath. She sits down on the floor to pull on and lace up the super sexy, tight, thigh-high black leather boots with a thick heel.

Adjusting to her new heels, Brenna plods back over to the front of the Stables.

A whistle from Sir Eric's lips gets her attention.

"My, my, Brenna...you're a vision as a Domme!"

"Oh, am I, Sir? Thank you, Sir." She blushes demurely and spins around.

"You are. But this won't do. Not

Sir

, just Eric now. We're equals, engaged in the same occupation at the moment."

"Twenty Seven! Bring over your tray to Mistress Brenna here.

Into the third stall you go,

now!

On the floor,

Submit!

"

The flustered girl rushes to comply. In her nervous rush, she has erroneously assumed the "Present" position instead.

Eric lets out a frustrated sigh and actually rolls his eyes, taking in Twenty Seven's blunder.

"Twenty Seven! Listen up! This, is Mistress Brenna, who is helping me out today. She will be in charge of your punishment and warm-up now. You will obey her, submit to her and treat her with the same respect you'd afford any of our Academy Trainers. You may address her as Mistress, Lady or Madam."

"Yes, Sir Eric. Hello, Mistress Brenna. I'm ready for my correction, Madam!"

"Are you? Are you really ready, Twenty Seven?" Brenna quips sarcastically as she approaches the girl and roughly grabs her chin to lift her face up to meet her gaze. She lifts a riding crop from the girl's tray in her other hand and swishes it down, straight across the trainee's puckered right nipple. The girl screams and falls forward, protecting her chest.

"Closer now to what was intended, but still lacking, I'm afraid,"

Brenna crouches down and swats Twenty Seven on her now exposed ass cheeks. The smacks of the leather keeper land with satisfying

thwacks

and the snappy implement leaves immediate red marks in the shape of squares. The girl yelps and doubles over, strangely leaving her bottom displayed and more exposed.

"Master Eric ordered you to

Submit

, silly girl, and you assumed the wrong position. That, was

Present

, not

Submit

. This lapse is what I'm correcting you for presently. When you are ready, will you please, finally, stop wasting our time and assume the correct position!"

The girl is now sobbing quietly but readjusts into a barely passable form of Submit.

"I'm so sorry, Madam and Sir. I've had a rough morning...and, and, I just got here this weekend, its my first time at the Academy, and its all too much and too hard to remember everything! I'm a newbie...please..."

Brenna laughs.

"You're going to have to try much harder to garner pity and sympathy from me, girl. I'm not buying what you're selling. Imagine that I too, just got here for the first time

this weekend

. I'm convinced you can and will try harder."

"Ohhh, Mistress!" The girl exclaims with awe.

"What do you require punishment for today?"

"I, I...I came hard three times since last night when orgasming was strictly forbidden by a Master, Madam! To be honest, I didn't even try to resist, it all felt so good and my body just...had to cum! Aren't I here to feel pleasure and have orgasms? I paid a lot for this stay so I'm at least trying to get my money's worth, you know!? The last time I came was this morning...mmmm...and, and, that's kind of why I'm so late and all... Anyhow, I'm apparently a horny undisciplined slut sorely needing punishment! Please give it to me, Madam!"

Brenna can't help softening a little and laughing inwardly at this sweet young thing's guileless confession.

"Well detailed, girl. This place IS about pleasure but your fee also ensures you get high quality, safe training in the submission you've been so interested in and craved. Trusting the Instructors does typically lead to better, more intense pleasure experiences for you as well in the long run. Sometimes short term deprivation leads to long term gain, and I speak from experience, girl. Makes sense?

I'll correct you now. Fifteen swats or spanks, with the riding crop and, or, with my hand. Before we start - you are not permitted to come and if you do, we start all over again. Clear? Safe words?"

"Oh Mistress, clear, but, but, fifteen is a lot, it really, really is, I'm not sure I can take it, please, Mistress!"

"You should have thought about that before exerting zero effort at the training you've supposedly come here to follow. Disgraceful.

Your safe words are always there for you if it indeed becomes too much. What are they!?"

"Yellow and Red, Madam."

"Right.

Submit

position, properly now!"

Brenna squats, extending one of her booted legs to the side. She swats the riding crop hard in fast cadence across each butt cheek presented in front of her. Eight vicious leather tongue welts pepper Twenty Seven's ass before Brenna pauses to examine her handiwork. Incredulously, she notices wetness between her own legs and a dull throb in her clit. She snakes her left hand between her folds and plays with herself for a moment, and with the other hand, having parked the crop, she pushes two fingers inside the girl's open and wet little pussy. Twenty Seven bucks towards the intrusion.

The sensation of feeling two hot, dripping cunts simultaneously, one of which is her own, is something truly out of this world and Brenna moans uncontrollably. She spends a few minutes pleasuring both herself and the trainee, one with each hand...Withdrawing both sets of fingers, Brenna then moves to the girl's front.

"Turn your head to the left, cheek on the floor, and open your mouth."

Brenna presents her fingers, one set at a time, and Twenty Seven sweetly takes them in her mouth and sucks to lick them clean between little whimpers.

"Which was your favourite?"

"Oh, Mistress, both delicious but the first fingers tasted absolutely divine...."

"Glad you like my taste. Good girl."

Back at the girl's rear end, Brenna resumes the punishment, now choosing to use her hand to experience what its like to spank a trainee's perky little ass displayed at her mercy.

*Smack*

*Smack* *smack!* *smack!*

"Ow, ow, ow!"

"

Spread!

"

Twenty Seven complies awkwardly and is now bucking her hips into the ground in an effort to get off. She's crying and moaning a bit, and her open pussy is positively sopping wet. Brenna crouches down again, plays with the dripping little cunt on display and then grabs the riding crop and delivers the last three thwacks right into Twenty Seven's open, private flesh.

The first two hit her exposed clit and vulva respectively, while the third plants a thwack right on the pucker of her anus. Twenty Seven yelps at the sudden sensation. Brenna marvels at and finds herself enjoying the precision that the small keeper of the riding crop allows. The corrected girl's hands flail reflexively and let go of her butt cheeks momentarily, but she recovers fast and resumes holding and spreading the tight, red half globes almost immediately.

The discipline seems to be taking some effect. Twenty Seven's exposed genitals clench as she ostensibly fights to prevent a climax.

"Good girl. That, is the type of effort expected at the Academy. Holding back so nicely. I hope this lesson stays with you, girl. You can and will refrain from coming when forbidden, like a good girl should. You'll work to tame that inner slut. And now, for your warm up - you've done so well with your punishment that you may come, if you manage it, during this part, hot little slut, but you will ask for permission when close, and wait 'till you receive it. Is that understood?"

"Yes! Oh, thank you Mistress!"

"

Wall!

"

The student clambers up to her feet, with some discomfort, and approaching the nearest wall assumes the position. Brenna taps her charge's inner thighs with the riding crop to signal her to correct her form and spread wider. While at it, she notices the streaks of viscous stickiness coating the girl's thighs. Twenty Seven improves her pose and invitingly sticks out her marked ass, prettily displaying her engorged, dripping pussy, clit and ass.

Brenna grabs the SLUT paddle from the girl's tray and briefly flashes it in front of her face.

"Mmmm... Mistress, that one really turns me on, but please, please go easy on me, my bottom is already so sensitive and heated from the riding crop punishment!"

"...the punishment

you

earned and justly received. I'm glad the paddle is to your liking, little slut."

Before administering the warm up, Brenna moves her hand between Twenty Seven's spread legs and ever so gently, palpates the sticky entrance to her sex. The girl gasps and bucks a little reflexively, reacting to the surprising touch on her tender pink flesh. The tender pink flesh just recently ignited by the light yet poignant riding crop swats.

Light strokes along the softly furred outer labiae, then a firm yet gentle intrusion of first one, then two fingers into Twenty Seven's very tight and very wet, warm passage follow.

"Mmmmnnghh! Aannnghh...ooooh...!"

The girl moans and Brenna feels butterfly light twitches of the tight cunt muscles around her fingers.

*Smack!*

*Smack, smack, smack!*

*Smack!*

"How does it feel, girl?"

Brenna pauses the spanking and asks as she pumps her fingers in and out of the pussy in front of her more vigorously.

"Owww! Mmmnghh...mmmnghh...."

Twenty Seven is strugling to form words now amidst the moans.

"Mm...Mistress...ohhhh...it feels...amazing! Oh...oh... I'm sore and hot but, but, the stinging from your hand it feels like...like it feels sssso good, it tickles in my clit and bottom and cunt and oh...your fingers feel sooo good inside this slut, Im sooo full... please, please more!!!"

Brenna laughs, drops the paddle and pats the girl's bottom gently. At the same time, she redoubles the thrusting efforts of her fingers inside the nubile, tight pussy at her mercy.

"Ooooh Mistress, I'm so close, please, please, may I come???"

Brenna stays silent for a while, continuing to finger the girl. She reaches under to roll and pinch her nipples and when the sweet little ass in front of her wiggles and pushes into her hand uncontrollably, she commands:

"You may orgasm, NOW!"

The young girl freezes, then shakes and bucks as she moans so desperately, taken by one of her more spectacular orgasms to date. Brenna marvels at how strongly the girl's pussy squeezes her fingers rhythmically throughout the young student's orgasm.

Brenna pats the girl's ass and withdrawing her fingers from the girl's cunt, she licks off the wetness. She feels her own clit throb and twitch, reacting to the taste.

"Mmm.. M...Mistress Brenna, may I...may this girl lick your gorgeous pussy to thank you please, Mistress? That orgasm was sooo good, Madam..."

Twenty Seven pleads weakly and sweetly. Brenna's jaw drops yet again. She's taken aback by this offer and not sure how to respond. She looks to Eric.

"Don't look at me, Brenna. Well done so far by the way, impressive! This is your call."

Brenna needs to come, badly. Deliciously worked up and left frustrated by Eric, she has strangely grown more aroused through this new experience. She has never had a woman's mouth on her and is reluctant to have all that on display here in front of others, even though only a few students remain. She is curious as hell though, and can't resist having, or rather, giving a taste...

"

Present!

Between my legs. You have 60 seconds to show your gratitude."

Twenty Seven assumes the position almost immediately and Eric looks over with a devious smirk and nod of approval.

Brenna closes her eyes and moans as the girl sucks on her clit and laps at her pussy. Twenty Seven's tongue feels amazing and the girl is eager to please as she dives right in. That small tongue now fucks Brenna's slit like a minature and very pointy little cock. The leather slats that form her skirt move around with the girl's ministrations, slapping the eager pussy licker lightly about the face and mussing her dark hair.

Brenna wonders if there is a similarity between her and Twenty Seven, in that discipline seems to rile them both up and goads a desperate yearning to please and serve the disciplinarian. Brenna doesn't understand it and finds it a bit ludicrous and very backward, but its undeniable how her pussy throbbed so much stronger for the Headmaster's cock after he had spanked her on that terrace, and then on the bench in that hallway...

Right now, Viking Eric's body seems to have developed a magnetic pull, after he handled her so roughly and both chastised and pleasured her responsive flesh this morning. Is this what the Instructors mean when they label her a disciplne slut?

Brenna is ashamed of these feelings. A feminist, an independent, liberated woman, a competent legal professional who takes no crap from any man in the world out there but whose pussy creams after a good spanking, flogging or cropping with a bit of penetrative action thrown in, whose orgasm alights at having her naked cunt spanked by a hot Instructor? Gods, what is wrong with her?

Brenna rationalizes that the Instructors have never been cruel or abusive to her and any "damage" done is always playful and mostly temporary and superficial. Moreover, the discipline is often paired or interspersed with pleasure and so meant to ulitimately stoke and enhance it. She is paying for this as a service after all. A stern teacher always made her hot under the collar, so it only makes sense, she supposes, that a sinful disciplinarian doling out lusty punishment arouses her as well...and in the modern world of female liberation, she needs to own and be proud of her kinks instead of inwardly slut shaming herself. She glances down at her breasts and sees the bold font words

GOOD SLUT

still visible there in faint pink...this too, releases new moisture between her legs.

Brenna moans and grabbing Twenty Seven's head, pushes her sex into the eager girl's face. Riding that tongue and whipping up her own arousal, it suddenly dawns on her that the girl has been giving her cunnilingus for much longer than sixty seconds now. How long has it been? Should she keep going and chase her own release or stop this girl-on-girl lewd display at once? Eric and the two remaining students are still watching.

With considerable effort, Brenna pushes Twenty Seven off her pussy and steps away.

"Good girl. You've pleased your Mistress well."

"...but, but, you haven't come yet, Madam. I can do better, I can be so good for you!"

"That's enough. Well done this morning. Off to your next activity!"

"Yes Mistress, thank you, Mistress."

Twenty Seven scurries away and the last of Eric's charges, flushed and red bottomed, hurry out of the Stables seconds behind her.

As Brenna and Eric are left alone, he grabs her hand behind her back and pulls her towards him. He leans over her shoulder and whispers hotly into her ear:

"Sweet Brenna, you've done so well, trying something very new. I am extremely proud of you.

Now, I wanted to also tell you...that I read your notes from Discernment. I read what you wrote about me. What you'd like me to do to you. This is absolutely optional at this time, Seventy Three, but I am acutely in...need of a release. After seeing so many delightful cunts and asses spread, wet and twitching, and delivering countless blows of discipline, my cock is so ready for some action. I thought that perhaps... we may come to a mutually agreeable arrangement. Give me your colour, Brenna, what do you think?"

"Green, Eric."

She doesn't even have to think about it. It's a dream coming true and she will hopefully be coming soon as well, finally getting her long denied release. This has been a very surprising but very long session and the edging has been expert and almost constant. Reflexively, Brenna reaches behind to undo the corset, naturally thinking she'll be reverting to her regular role, especially for this treat, but Eric grabs Brenna's hand and stills it.

"No. Leave it on...if you'd like...How...how do you want me...Mistress?"

Brenna's world flips upside down.

"So... you're telling me, that the punishment specialist is actually the poor frustrated one? All work and no play, torturing us students every morning? Poor baby..."

He laughs tiredly.

"There is some truth to that, Madam. It's complicated, like many things in this place, but I'm sure you can appreciate that I usually end up with a wicked case of blue balls after each morning's exertions. Sometimes I select a student to help me with that predicament, but I would say that's actually rather rare."

Brenna faces Master Eric and tapping gently on his hardening cock, still clad in his tight leather pants, she grasps firmly below and squeezes.

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