Brenna at the Academy Ch. 10

This is Chapter 10 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!

*****

Master Gregory leads Brenna down a maze of hallways. They are hardwood lined, like most of the Estate, and feature ornately decorated walls with wood panelling and crown moldings. Brenna's bare feet pat softly and rhythmically on the hardwood floor as she makes efforts to keep up with Sir Gregory's energetic pace, which allows little to no slack in the leash he is holding. He is also holding her hand as she rushes behind him - a confident, dominant grasp that fills Brenna with all sorts of delicious sensations.

The Academy is an opulent mixture of turn-of-the-century palace, which the bones of this building certainly are, and modern minimalist chic. It exudes the feel of "old money" much like those spa like vintage hotels set in renovated historic buildings.

Brenna's eyes catch and appreciate glimpses of the rich decor and design all around her, but are mainly focused on Master Gregory's back, and truth be told, particularly on the fine detail of his well muscled ass that is deliciously defined and emphasized with every step he takes in the tight black leather pants. Everything about Gregory is hard, defined and confidently dominant - a physical energy that crackles and plays so well against Brenna's palpable energies of arousal and submission.

They finally reach a room at the end of a hallway. The Master scans his watch, opening the door, and pulls Brenna in behind him. They find themselves in a beautiful space with mood lighting - a large suite that seems to be a strangely improbable but somehow harmonious mixture of five star hotel room and aptly... a sex dungeon. Fine upscale furnishings and a modern aesthetic of a comfortable luxury room, designed in greys, silvers and golds with black accents melds with the black and chrome sex furniture spaced out throughout the area. The bed is huge and luxurious and on closer inspection well fitted with all sorts of attachments and o-rings for unlimited restraint options. Hallways and doors lead to other spaces - likely a bathroom and maybe even a kitchen, given this looks like an apartment suite.

Before she can take in many more details, Brenna feels herself abruptly pulled into Master Gregory's arms. He grips her by her waist and roves his large, capable hands over her naked body, now stroking and squeezing her ass. Brenna reflexively straightens and assumes the Display position.

"Very gooood," he croons, brushes his hand on her cheek and tips her chin towards his face. Brenna's almost shoulder length, dark blonde hair with natural highlights frames her face prettily and is mussed from her exertions on mats in the masturbation class. Her grey-blue eyes are fevered and fixed on her Master adoringly. Her makeup is still mostly holding up. Sir Gregory is not rough, but very firm and no-nonsense in his movements and actions and Brenna loves it all. His hot lips are then on hers and she parts hers and welcomes his quicksilver tongue of passion into her wanting mouth. He probes, invades and explores what is his with electric ardour. Its like he needs to devour her and she's all there for it, revelling and getting more turned on by the laser focused attention he is lavishing on her.

Between the urgent love bites he demands:

"Safe words, girl?"

"Mmm... oh... Ye... Yellow and Red, Sir."

"Good girl. Mmmm... and question - I think in your busy class schedule today you've skipped lunch, baby, shall we break for a quick snack?"

Brenna is delirious with arousal and decidedly not hungry. Not hungry for actual food, that is. The hunger in her core and her pussy is rabid and centers on her Master - she'd very much like to devour his cock, his cum... She's confused about his comment - skipping lunch - and realizes she exists right now in some hot and horny time warp without any awareness of what time it is. She also thinks that over her dead body is she wasting any of her fair-and-square won, precious 120 pleasure session minutes.

"Umm, thank you, Sir, but no, Sir. This girl doesn't need food right now but... mmm... ohhh... maybe a snack of Master's cum soon? please... mmm... please don't stop, Master...!"

Gregory laughs, deep and guttural.

"Mmmmm... Very well, impatient slut. I might oblige you later, if you earn it... You will hydrate now though, at ease, and drink up."

He hands her a large iced water bottle. Brenna drinks dutifully. She realizes she actually is thirsty, which after several quick orgasms and a lengthy masturbation class with few breaks, is small wonder. Once she discards the empty bottle, Sir Gregory resumes groping her body and kissing her mouth hungrily.

Brenna's tongue responds in kind and soon dances wildly with his; Gregory's crackling energy now somehow shared and taken on by her craving mouth. Brenna laps at his lips like an eager puppy. She moans into his mouth as she feels him adjust, pull her body closer and grope her bottom with one hand while the other firmly tweaks her already hard nipples with his trademark intense urgency. Pleasure and ache intermingle to hyper-sensitize her breasts. She loves her Master's energy, it sweeps her up in a wild frenzy of instant arousal and somehow grounds her in his strength and decisiveness. She feels... so capably led and supported and at the same time so devilishly invaded, but in the best possible way. Sir Gregory's brand of invasion is something Brenna craves and can't wait to submit to. It feels freeing and she strangely feels a sense of calm empowerment when yielding to this Master so confidently taking sexual charge of her.

"Mmmmm, my Brenna. On the bed. Sit on the edge."

He speaks his commands with natural, calm authority. He bites her lower lip gently before they separate and gives both nipples a firm pull and roll before he unclips the leash from her metal collar. As Brenna turns to walk to the bed, she feels a sharp slap on her right ass cheek, then the left. She squeals a little at this playful spanking.

"Sit, my girl. In the middle, on the edge. Good. Spread your legs. Wide, Brenna, nice."

Sir Gregory gropes the outline of his hard dick inside the Master's leather pants, then fumbles with the ties comprising the fly. Brenna salivates and her just tweaked nipples harden and pop out further as she views Sir Gregory's beautiful cock spring from his loosened fly. He is hard and fully erect now. The skin on his hard shaft looks velvet soft. Gosh, has he been like this for long? Has he cum recently? Where was he and what was he doing while I attended Public Masturbation class? Was it another student that perhaps got him hard? Brenna wonders and feels a twinge of jealousy surface. It soon passes as her arousal and appreciation of arguably her favourite cock in The Academy takes over. His is the only dick ever that's been in her unsheathed and the only one who has left his delicious, thick, warm cum inside her, making it pretty special, not just within the confines of The Academy but also in her entire world.

Sir Gregory claims a seat in the throne-like, grey leather armchair facing the foot of the bed, only a few steps away.

"Beautiful. Touch yourself, Brenna. Rub that clit for me sweet girl."

"Yes, Sir!"

Brenna's right hand finds her sticky, wet protruding nub and she uses three fingers to apply flat grinding pressure as she presses and circles the pleasure organ. She moans, lets her lips fall open and closes her eyes.

"No. Eyes open, baby. Eyes on me as you touch yourself." He commands.

"Mhhhmm... Yes, Sir, sorry, Sir."

"Good. Keep playing with that clit, Brenna. Don't come. That's it, baby,"

Sir Gregory making her keep eye contact with his smouldering gaze is so powerfully arousing and embarassing at the same time.

"Good girl. Gods, you are SO beautiful when you play with yourself. Who am I?"

"Mmmhmm... thank you, Sir... um... you are Master Gregory, Sir... mmmm..."

"Yes, but who am I to you, here, this session you have won?"

"Um... ooohhh... my Master, Sir. My Instructor."

"Specificaly this session, Brenna. Think. What session have you won?"

"A... pleasure session, Sir?"

"Mmhm... getting warmer. So, who am I to you?"

"Oh! Mmm... You, Sir, are my Pleasure Master?"

"Correct."

"- My, my Pleasure Lord, in his throne... mnnghh... aaahhh..."

"Correct again. I like that, my girl. Brenna, do you know what a pleasure dom is?"

Sir Gregory manspreads in his throne, reclines back and nonchalantly starts stroking his naked, upright cock.

"Keep working your clit, baby, you may also play with your breasts. No coming."

"Mmmm... yes, Pleasure Lord, thank you Sir."

Brenna pinches and rolls each nipple in sequence while continuing to pleasure her erect bundle of nerves. She moans sharply; she's getting close just from this debauched foreplay. The knowledge he's watching her at close quarters the entire time goes straight to her clit.

"Ummmm... Yes, Sir. A pleasure dom... mmm... is a type of dom that focuses on providing the sub with very intense pleasure. Mhhmm... Sometimes even forcing orgasms I read... mmm... until the sub feels they can't cum anymore but actually do, or safe-word as an alternative... Ahhh..."

"Correct, Brenna. Twenty points! I am your pleasure dom, Pleasure Master, Pleasure Lord, for the next two hours. Your world begins and ends with me in this room unless you safe-word. I'll be guiding you to so much pleasure you may be begging me to stop making you cum by the end of it, and you'll be sore, but I won't stop, sweet girl, unless you safe-word."

He briefly pauses pumping his cock and with a groan rises from the armchair and approaches Brenna. Eyes wide, she continues masturbating with her Master suddenly just centimeters away and a crimson blush springs across her skin. He quickly produces something that looks like a black key fob and clips it deftly to the o-ring in the center of her collar.

He tweaks and rolls her nipples briefly before returning to his throne.

He reclines and pumps his glorious, erect cock again.

"Mmmm... Your new pendant, girl, has a button on it. Each time you cum today, and cum and cum you will, my little pleasure toy, you will press the button so we can keep track of your orgasms. That big screen on the wall there, will display your 'score'.

The rules are that you may and in fact are encouraged to cum as much as you want or can, unless otherwise specified by me. I do require, however, that you announce when you are climaxing, baby. If you forget, I'll delight in correcting you.

There will also be moments when I command you to cum, and you will do your best to obey as quickly as you can, or tell me explicitly what you need to get there. You will not get formal punishment if you are slow or unable to cum on command as you haven't had much training in it yet and it wouldn't be fair to you now. I do expect you to try like a good girl though and know it will please me very much when you obey.

So, in summary... mmmm... cum when ordered, cum when you want to, but announce loud and clear every time or get punished. Click the necklace after each orgasm. Is that understood?"

"Mmm... yes, Pleasure Lord... May I cum now, Sir?"

Brenna begs sweetly, out of breath, panting and bucking her pelvis into her hand.

"Already close, my sweet? My, my... and we are just getting started. Excellent. Yes, you have permission to cum starting now my little slut. Show me how much of a horny slut you are, baby, how many times you can cum for your Pleasure Master!"

"Ahhhhhh...!"

Brenna wants to thank her Sir but is not able to, as the power of speech leaves her and she quickly shatters in a keening orgasm. Her exposed, hot pussy gushes wet with juice from her masturbative foreplay climax.

"Hmmm... beautiful, Brenna... but..." Sir Gregory says gravely.

"Mmmm... mmmm... I, I know Sir, sorry Sir, I didn't manage to thank you..."

She whispers haltingly, her voice weak and still trembling from the release. She does manage to weakly reach for her pendant with trembling hands, and as she presses the button, the huge tv screen on the wall lights up and displays very large, red scoreboard digits 01, with the word CUMS in matching red font underneath.

"Lovely, we can see your scoreboard now... and no, its not that. A thank you would have been sweet and polite, but more importantly, you omitted what we just reviewed, Brenna. Tsk, tsk, I expected better of you, baby."

Brenna is confused and anxious now. How has she disappointed her Pleasure Lord so quickly?

Then it dawns on her post-orgasmic brain:

"Oh. I didn't announce my orgasm...?"

"There's my smart girl again. Indeed. Seems you forgot. On the bed, on hands and knees, face the wall, ass up and out to me, legs wide apart."

Brenna shifts to assume the commanded position but whimpers and turns her head to look back at Master Gregory.

"... but, but, My Lord, I didn't think I had to this time, since I just asked for permission and you granted it..."

"... and where was it ever discussed that asking for permission removed the duty to announce a climax, girl? I'd warn you against trying to make up your own rules going forward, baby. That is not our game here."

She sees him remove the crop from his tool belt, and hears the sound of a belt swishing out of the loops of his tight leather pants. He stands now and approaches her displayed bottom, looking powerful and menacing. His cock still hard and standing at attention. A Pleasure Lord displeased, dark and wielding a wicked tool in each hand.

"Silent. Good girl, catching on. When we realize we are in the wrong, it might be time to shut up.

I have a leather belt and my riding crop here. It will either be... six lashes with the belt, doubled over as it is, or eight swats with the crop. Tell me, nice and loud why you're getting punished and choose your method, girl."

The sound of Gregory tapping the crop against his other palm in an impatient rhythm fills the silence in the room, like the ticking of a devious, volatile clock.

Brenna returns her head to center and hangs it low. She spreads her thighs further and feels the tugging on her sensitive pussy and the stretch in her asshole still stuffed with the jewelled butt plug she wore in the last class.

"Yes, Master Gregory. I'm sorry Sir. I assumed when I shouldn't have. I need punishment for failing to announce my climax, even more so since that instruction was just reviewed. I'll take your belt... mmmngh... Sir, please."

She whimpers and braces her body on all fours for the impact. Part of her looks forward to the grounding sting of the heavy, brown leather lash and her Master correcting her for her training and also for her pleasure.

She feels his body heat when he approaches and her body startles, then relaxes when instead of expected pain she feels his fingers probe her gushing sex. What a delicious mindfuck. She groans. He plays with the entrance for a bit and gives a few enticing thrusts to which Brenna reflexively responds, fucking back his fingers desperately by moving her ass and pelvis like a bitch in heat. Her steaming sex needs to be filled and stretched. Sir Gregory moans gruffly and ends his probing with a delicious swirl to remove a hefty scoop of the viscous moisture coating Brenna's passage and messing up her inner thighs.

He puts his wet fingers in front of her mouth and she obediently cleans them, licking with ardour, tasting her own salty, tangy juices and smelling the scent of her naughty arousal. She moans as she swallows the tangy jelly, then her body is forced forward and almost off balance as the belt suddenly lands across her ass!

*Thwack!*

*Thwack!*

Brenna flinches then moans loudly as both ass cheeks bloom with a rectangular red mark. It stings but... feels so good as well. She readies for more.

He doesn't let her rest -

*Thwack!*

*Thwack!*

Her recently wiped pussy fills with a new gush of thick, hot wetness as her cunt juice begins spilling in rivulets down her thighs. Gods, she is close to cumming once again and will likely do so before he finishes using the belt on her.

"What are you learning, my girl?"

*Thwack, Thwack!*

The last set is administered expertly, lower and more centrally than the ones before. The leather straps land on the tender flesh where Brenna's ass meets her thighs and barely avoid striking her wet slit in the middle by just centimeters. The sting and impact from the strap now burn its way to her pussy.

She gives an aroused wail and pants heavily.

"Awww! This girl is learning, Sir... ooow... that, that... I need to announce my every orgasm when instructed to do so, Sir! Anytime before I cum!... And, and, aww... to not assume any rules but just listen well to Sir's instructions!"

"Good girl, taking the belt well and learning. Did the belting arouse you, slut? Are you closer to cumming now again than before I taught your ass a lesson?"

Her chest heaving, ass smarting and pussy throbbing, Brenna responds breathlessly, embarrassed:

"Ye... Yes, Master. How did you know...?... It hurts but also feels sssso good. I love the belt and you using it to correct me... thank you... mmmmmm... I... I'm close again..."

"Top tier discipline slut, my girl. Are you wet?"

"Ahhhhh... SO wet, Pleasure Master... So very dripping for you... Would you like to see, Sir, check...?"

"Ah! Mmmm... Ohhhhh!"

Brenna gasps suddenly as he approaches and strokes his large hands over the reddened marks on the naked globes of her ass.

"Shhh..." He soothes.

The sudden sensation melts away into soothing, arousing touch. There's something incredibly sexy about Sir Gregory soothing the marks he gave her just seconds ago during the correction.

"I assure you, I will do much more than just see, Brenna." Giving her enflamed ass the last delicious gropes, he commands:

"Back into position, girl. Middle of bed, sit on the edge, feet on the floor and legs spread wide. Touch yourself, baby, work that clit."

Brenna complies, moaning as her reddened bottom rests on the cool, soft sheets and as her pussy opens slightly with her legs splaying wide.

She is masturbating dutifully again.

"Oh... oh... oh... your cock, Sir, it looks so delicious, mmmm.... can, can this girl use her other hand to play with this pussy... pretend she is feeling that beautiful cock of yours playing with her opening?"

"Fine. Show me with both hands how you play with yourself, Seventy Three."

"Yes, Pleasure Master."

The gasping and moaning ratchet up a few levels.

"Did you like masturbating in front of the class, Brenna?"

"Yes, Sir, more than I expected..."

"Good girl. What did you like about it?"

"Mmmmm... I guess... I guess I liked the thrill of others watching, Master, the power when I presented and other students had to copy my masturbation... the submission of following commands from Master Luc, the singular focus on touching myself and either edging or cumming - it gave me a strange clear headedness and peace... and the challenge of sticking with the rules to try to win was hot... Sir... having this to look forward to..."

"Good girl, Brenna. What does it say about you?"

"That I'm a horny slut who likes to submit... and show off, Sir! Ohh Sir, can I ask you something?"

"Correct, and yes Brenna, ask away just don't forget your first duty to keep playing with that wet slit and clit,"

"Yes, Sir. Master, Ohhh, mmmm.... where were you when... when I masturbated on cue in the last class... ohhhh... and, and.... which student got you hard?"

She blushes beet red getting the words out and lowers her gaze to the ground.

"Ohhh, curious little slut wants to know? My girl is jealous... Don't stop touching yourself, and eyes on me, Brenna. This is far past time to be shy. I was right there for most of the class, Brenna, hanging back in the shadows of the room, and I watched you masturbate and strive hard. I watched you carefully and diligently obey a Master's every direction. I watched you edge and edge, and shatter in the last part of the class over and over. You were breathtaking. Focused. Responsive. Vulnerable. Obedient. Strong. Steady in your submission. You made my cock very hard, Brenna. And with that preview, I'm afraid I need an encore, baby, and then its only fair I think that you will help your Pleasure Master with that hard cock predicament you helped to create."

"Oh Sir! Yes, yes! Mnnghh.... ohhh....!"

Sir Gregory grunts and pumps his velvety cock hard with his hand.

Brenna's right hand is still using broadening flat fingered touches to smoosh her needy clit, as her left hand tweaks her inner pussy lips and two fingers stroke shallowly in and out of her slick, hot entrance.

Master Gregory leaves his throne and drops to his knees in front of Brenna. His jutting cock pointing out and up straight at her. She can feel the Master's hot breath on her moist membranes now. He is so close to her most intimate parts.

"Hands off pussy. I told you I will more than just see how wet you are, gorgeous slut."

He stares at her gaping center with singular, burning focus.

"I will look, and see a delightful, perfectly exposed, flushed and swollen pussy that's leaking for her Master. I will gaze into the gaping hole and see the sticky juice oozing invitingly from the opening. This pussy begs for attention. Mmmmm...."

Brenna moans and bucks her hips towards Master Gregory's face. Her thighs twitch a bit and fall slightly closed.

"Nah-huh! Pretty slut was asked to keep her legs nicely spread. I think you need a little help, girl, to help you keep your position."

He goes to work quickly, producing restraints seemingly out of thin air and before she knows what hit her, Brenna's ankles are bound in leather cuffs and clipped to the O-rings by the legs of the bed, holding her legs splayed out wide. Leather straps are attached around her thighs and clipped to attachments out of sight on the bottom of the bed frame slightly up from the foot of the bed. They pull her hips open and enforce a wide, lewd stretch. Brenna moans ecstatically relaxing into her restraints and feeling the cool air in the room agaist deeper spots inside her gaping pussy. She basks in the lewd eroticism of the bondage.

Two fingers graze down from clit to sticky opening and back up, before playing with the entrance to Brenna's silky passage. The fingers dip in, thrust in and out and swirl and rotate shallowly into the opening. Brenna's nerve endings in that sensitive initial part of her sex are singing with the Master's intimate touch.

"Now that I see it all, and we've got you properly secured, I will touch what is mine. I will sample my pleasure charge's hot pussy. I will play with this delightful pleasure button that is there for the sole purpose of me touching and stroking it... mmm... its so hot and lewdly swollen... I will feel the slick, warm walls of your dark pink pussy and the sticky juice your horny cunt is making. Getting ready for her Master. God, you're so wet, steaming, perfect... for me... so lubricated after a deserved lashing... a hot, perfect discipline slut.... this open pussy just begging to be explored and prodded mmmm... what a good girl."

Restrained as she is, she can't move much but Brenna uses her free arms to push off the bed and uses her bottom's and legs' contact with the bed for leverage. She arches, bridging her back and she bucks her pelvis forward to fuck against the fingers now exploring her. It must look desperate, almost comical, but she is well past caring.

"Mmmmm... eager slut! Does this feel good, princess?"

"Yes, P... P... Pleasure Lord! Ssssso good... don't stop... Aaaahhhh... please!"

"Please what, Brenna?"

"Ummm... please,... oh, oh, ohhhhh, please Sir Gregory, finger this horny pussy deeper! Please fuck me with your hand... This girl needs your fingers inside!"

"Like this...?"

"Oh Sir, yes exactly... mmmmm... I want to cum on your hand, my Lord...!"

"What a lovely pleasure addict. My consummate pleasure slut,"

He purrs as he plays teasingly with the first inch of her eager pussy and can sense Brenna is close to climax now. Shamelessly and with complete abandon, she strains against her bonds and bucks hard to meet his every thrust.

"Oh, ohhh... umm... Sir, I'm c-"

She halts mid sentence and wails, feeling her about-to-cum pussy suddenly bereft of stimulation:

"No! Noooo please Master, don't stop...!"

She coasts the edge of the almost-climax and feels it frustratingly slip away.

"Shhh... not yet, my girl. Mmmm... poor slut. Nice edge, baby. Don't you worry, Master has got you, but remember how I assured you I'll do more than just see how wet you are? I'm not done yet sampling my pleasure slut with more senses. I saw and touched what is mine... now it's time for me to taste and smell the feast so unabashedly displayed before me. It would be a crime not to partake of a delight on such open display... Mmmm..."

With a masculine moan, Sir Gregory dives in. Brenna gasps and feels that lost orgasm alight anew in her center as he licks her hungrily and slowly, tongue trailing and massaging up the perineum, pausing at her entrance and licking off all the sticky pussy juice around it, then continuing upwards to the clit. He repeats the devilish pathway several times, then sucks her distended clit while massaging it with his rough tongue. He enjoys the look and feel of her smoothly shaved pussy, with just slight, sweet blondish furring along the edges of the outer pussy lips. Suddenly his tongue is a pointy roll and like a tiny but eager cock, it prods and pushes into her leaking slit as she bucks into his mouth, wailing.

"Delicious slut. Salty and tart, smelling of fresh sex and arousal... You taste so good and are sooo wet for Master... mmmm..."

He breathes gruffly between the slurping sounds.

Brenna is in Heaven. The sensations, the praise... His breath... His rough stubble scraping against her tender parts adds to he decadent licking, sucking and nibbling. She realizes this is the first time since setting foot in The Academy that she's receiving oral! She's sucked cock a-plenty herself, but no Master had yet gone down on her properly. It's surprising really, given how many varied, new and oh-so-naughty activities she has had performed upon her since getting here already. Although, Brenna supposes, it also kind of makes sense that getting her pussy eaten out expertly would fit more into the theme of a pleasure session than the general submission theme of most other Academy activities. Yet at Master Gregory's mouth, she does come apart, she does submit, and how sweetly...

"P... p... Pleasure Lord! Uhhh... oh... ah... I'm cumming!"

Gregory continues to feast on her clenching pussy and releases the thigh strap restraints. Brenna closes her thighs a little and feels Sir Gregory's hair tickle the inside of them. Her hands reach into his thick, gelled, dark hair and grab his head roughly as on horny auto pilot she pushes his face further into her needy cunt.

Gegory's slurping sounds escalate as Brenna shatters and convulsing, releases a new, grateful flood of pussy juice right into his hungry mouth. He laps up every viscous drop and holds her hips firmly as he cleans up the remnants of her beautiful orgasm.

"Thank you, Pleasure Lord... thank you..."

'02 CUMS' flashes up on the scoreboard.

She sighs breathlessly as the shaking of her body slowly stills. Sir Gregory unclips the restraints on her ankles and Brenna gingerly brings her achey thighs together. He kisses and massages under each leather cuff, each having some slack like a comfortable anklet, but leaves them on Brenna's ankles. The Master stands, and gives his charge a passionate French kiss before falling with a thud into his throne-like armchair facing her. Master Gregory's cock is rigid as ever and Brenna's lust-drunk, glassy gaze fixates on the pointy tip, swollen and glistening from the precum oozing out of the small slit. The delicious veins along his smooth shaft are so pronounced now.

"Pleasure Master, this girl requests to suck your cock, please Sir... mmmm...."

She licks her lips, salivating involuntarily as if over a delicacy. She is squirming and squeezing her thighs together.

"Mmm... very well, Brenna. Suck you will, but before that we have to set you up and take care of a few things."

She rushes off the bed and plops herself kneeling between Sir Gregory's feet at the foot of his throne. She pouts, whimpers and raises a coy, sweet, hooded gaze to his cock.

"Slut is ready. Please Sir may I suck cock?"

He laughs and shakes his head while palming and stroking his shaft.

"Soon, pleasure slut, soon. Two things first. I need you to stand to the side of the chair for a moment. Face the bed. Display!"

Brenna obeys and Master Gregory gets up and pulls something heavy from under the bed. He slides it along the floor and places the hefty half barrel shaped machine at the foot of his throne, where Brenna had just knelt. He plugs the device into an outlet in the wall and deftly sets up something in the middle of the saddle resembling a low seated mechanical bull. When he stands aside, Brenna's eyes widen into saucers as the function of the machine becomes apparent to her.

A sex saddle, or Sybian, stands in all its glory at the foot of the armchair. A flesh coloured silicone dildo of average girth and about 6 inches in length protrudes boldly from the center. A small distance in front of the shaft, a raised mound-like protruberance arises.

"Watch." He commands.

Brenna's clit twitches and her nipples visibly tighten at the sight before her. Gregory handles a small remote and the machine-mounted cock begins thrusting up and down! A few clicks of remote buttons from the Master and Brenna is treated to a veritable demo of changing cadences, rhythms and speeds of the thruster. Her Pleasure Lord finally stills the dildo and flashes Brenna a boyish grin. Sir Gregory's face lights up like a boy's on Christmas morning when he sees that first train speed along its tracks on the toy train set he was gifted.

"I know this is new for you, Brenna, as you somehow always seem to miss the Sybian classes so far, but will my girl give it a ride?"

"Oh Sir, absolutely Sir! Thank you my Pleasure Lord..." Brenna purrs, in awe.

"Excellent. Now for the second item - come to the side of the bed, bend over with chest resting on the mattress, spread your legs wide! Arms above head, hold the other side of the bed with your hands."

Brenna eagerly complies. She hears Sir Gregory walk around the room and rummage in some drawers. She waits with impatience, excitement and a little thrill of fear. What does he have planned for her?

"Good girl. Remember when at the public demo this morning I remarked your plug was going in so smoothly and you've been wearing it so well, that an upgrade was likely in order?"

"Oooh, yes, Sir!"

"Nice. I have the next size up here, the small. Same pretty design. Slightly more girth, length and heft. Does my pleasure slut have interest in progressing with her anal play training? Can you take it, Brenna?"

"Y... yes, Sir!" She squeals with some trepidation.

"... Permission for this girl to see and touch the new toy, please Sir?"

"Good girl. Of course. We're getting to that but I thought it best for you to see both, the one you have in now, once I remove it, to compare, and the replacement."

"Oh of course Sir, that makes sense, Sir!"

Brenna feels warm, slightly rough hands rove all over her naked ass. She still feels remnants of the belt's marks as Sir Gregory massages her tender nether cheeks. A finger dips into her leaking pussy and she gasps in delight. Then, a pulling sensation and gentle twisting in her back passage. He tells her to relax, stay still and push out, and with that expert guidance and the light pussy fingering the extra small plug pops out of her rear entrance. She suddenly feels gaping and empty, a feeling she's eager to quickly remedy.

"Good girl. Nicely stretched, Brenna... mmmm... definitely ready for the next size up. Push your torso up on the bed and look,"

Brenna follows, remaining bent over at a right angle with legs wide apart and uses her arms to push up and support her face with her elbows. On the mattress to her right two almost identical butt plugs lie in their respective metal cases. The bigger of the two is not monstrous but definitely larger. The stainless steel bulb is heftier and the rounded pointed tip a bit frightingly longer. Brenna tentatively reaches for the new plug and holds it in her hand, tracing the smooth contours, then lifting it to assess the weight. She imagines with excitement and anxiety how the bigger size will feel inside her. She can't believe that the very thought of more stretch and weight in her up to recently virgin rear opening is giving her such a thrill!

"Ok.. ok. Thank you Sir, please get it in... my bottom doesn't like the emptiness. It should be fine but I am a little wary if I can take it, especially now as we play, since I'm guessing it won't be the only intruder in my set of holes soon..." she bites her lower lip and looks at him.

"Oh it definitely won't, but you're ready, girl. Hands up, holding the edge of the bed again. Here we go. Relax. Push out with inner muscles when you feel resistance. Nice and slow..."

He coats her asshole with globs of her own ample pussy juice as well as cold squirts of lube. One hand snakes down between Brenna's legs to play with her clit and the other begins gently but firmly pushing the new toy into Brenna's ass. He's gentle but unyielding with the pressure. He's slow and rotates the toy to help it sink in. With her clit getting expertly frigged, Brenna relaxes and feeling a push in her invaded rear canal she moans and pushes out with her anal muscles.

*Pop!*

The sound is followed by a sensation of stretchy fulness in her bottom. Her rear passage filled again feels right and comforting but the new size definitely provides more pressure and additional stimulation. Gods, she feels so full already and that's only her ass filled!

"Very good girl. You took that so well for me." He purrs and taps the jewelled aquamarine base gently, sending all sorts of naughty electric shocks into Brenna's core.

"Stay. I'll be back."

She hears him walk away and then the sound of water in the bathroom. He's washing up and returns promptly. His care and attention to proper hygiene are another turn on for Brenna.

"So, finally, here we go. Take your position on the saddle, Brenna. Take your time to sink down and eyes on me as you do."

He's back in the armchair - a king in his throne. His erection strong as ever and now dark red and straining as he palms his cock roughly. He has put up with several needed interruptions and can't wait for his pleasure slut to finally make it up to him. Just seeing her airtight alone will make it all worthwhile. His cock twitches with anticipation.

"Mmmm... yes Pleasure Master.

While stroking his shaft and watching Brenna intently as she begins to mount the saddle, Sir Gregory narrates in a sing-song voice to the cadence of his slow wanks:

"The girl will suck, the Sybian will fuck, one Pleasure Lord and his slut... are in considerable luck... a beautiful ass got a heftier plug..."

Brenna giggles,

"Sir, you're a poet too!"

"I try. It just came to me. What can I say, you're an inspiring muse, my girl. Goood, thaaaat's it. Line it up nicely, eyes on me, and start sinking down into your throne, my Queen. Claiming your decadent corruption, thaaaat's it. Mmmm... Stretch that needy pussy for me as you impale yourself..."

"Ahhhh... mnghhh... ohhhhhh...!"

Seeing the mounted dildo enter Brenna's pussy opening and slip inside, stretching her with the bulbous head, is a very erotic sight. Sir Gregory can see how wet she is - the head glides in effortlessly, disappearing into her pussy lips that hug the new intruder tightly. Brenna is kneeling now, legs straddling the molded saddle, the thick half barrel shape forcing a significant spread. Looking straight into her Pleasure Master's dark eyes, she can see him abusing his cock and hear his moans. She's so incredibly turned on. She reaches for her nipples and plays with them as she slowly moves down and up, down and up, just an inch or so, working that delicious dildo into her soaked passage. The Master's smouldering eye contact sends twinges of lust into her pussy. She licks her fingers and circles her large aureolas with the moisture, then switches to pinching and pulling her hardened red nipples more roughly. The sensations are so decadent and despite her oozing wetness, its a tight fit in her tingling cubt, given the fullness from the new plug just next door. She sinks down another two inches as she ever so slowly saws the impaling shaft into her body.

"Fuccckkk!" Sir Gregory grunts, the private show he's getting makes his cock throb.

"What a hot, obedient slut you are for Master, Brenna. You won't get to suck for long at this rate girl, and you were so looking forward to it. You make my dick rockkkk hard. Seeing you fill your tight pussy alongside your plugged little asshole is so damn hot. Beautiful and stretched, that's it my slut princess... oooohhh... Gods... it's all the way in! What a very good girl! Fuck!"

"Mmnghhh! Aaahhh!"

Brenna moans loudly and sighs as the last bit of dildo slips in and she sinks down into her new throne. Only the best, full service treatment for the naughty Queen it seems, as she takes in the built-in clit stimulator- that small sillicone mound protruberance that is now perfectly aligned and resting against her swollen nub. She tries grinding her pelvis and rocking softly and stars surround her vision. God, she's so close again. She wants this to last, so she edges, easing up on her clit with effort. She imagines coming soon, but only once her lips are tightly wrapped around her Lord's beautiful shaft which she's been craving ever since last night when he first fucked her. She would never have previously imagined edging herself of her own free will like this, but yet, here she is. Gratitude and sweet devotion mix with her off-the-charts arousal - Sir Gregory is so good to her, it would have been easy to just let her start sucking his cock without any delay but he delayed his own gratification and took the time to set her up like this, in her new, debauched DP throne, undeniably for both their pleasures but with a full emphasis on her stimulation and bliss.

"My Queen, so sweetly doubly penetrated. You're made for DP, Brenna... Come suck your Master's cock now my incredible slut, I want to see you airtight and feel that mouth finally where it belongs, servicing your King."

Brenna leans forward and savours the delicious moment of filling her mouth, her third and final pleasure hole, to match how stuffed her pussy and ass are. It's an unbelievable and utterly unique feeling that she feels instantly addicted to. Using her unrestrained hands, she grabs Master Gregory's cock at the base and hungrily begins licking the head. She lovingly swirls her tongue along the frenulum, then prods at the small slit at the tip, scooping out the delicious precum he is amply leaking. The taste drives her wild. She's finally tasting him! He throws his head back with a growl in response and bucks his cock into her mouth. Keeping her pelvis still and enjoying just the static fullness in both her nether holes, Brenna focuses her full attention on worshipping her Pleasure Lord's hot shaft. An orgasm flutters at the ready in her lower belly, so close and enticing.

"Mmmmm... I worship my Pweasure Kingh'sh delishioush cock... mmm..." She mumbles eagerly between the sucks and slurps.

Sir Gregory covertly uses the remote in his pocket and the dildo on the Sybian begins buzzing and thrusting at once. Brenna forgot about this feature! She strives to edge but its a lost battle now. Brenna's instincts take over as she involuntarily rides the live dildo wildly, meeting its every mechanical thrust and takes her Master's turgid shaft deeper into her throat.

Struggling to breathe through her nose and talk, Brenna moans and mumbles around the dick stuffing her mouth:

"Oooohhhhh... I'm cummminghgghh, Shhhirrr! Ah, ah, ahhhhhhhh!"

The scoreboard clinically flashes:

'03 CUMS' and Sir Gregory grunts an explosive: "Ffffuck!"

Brenna shakes on the sex saddle as her inner walls milk the fake cock still thrusting inside her. Through it all, she exerts to keep her focus on sucking Sir Gregory's hard rod with sustained enthusiasm. He is getting close now as well but edges at times pulling out of Brenna's mouth momentarily before plunging in again. He's pacing himself and enjoying this wild blowjob and personal show unfolding at his feet. The dildo speeds up and changes the angle slightly and Brenna squeals as her sensitive pussy is subject to ongoing, merciless stimulation, now hitting her G-spot as well. Although she's just climaxed the sustained thrusting has her cresting another almost immediate wave.

"Eyes on me, cocksucker Queen. Don't close them. Mnnghh... mnnngh... oh you're sooo good, and so gorgeous like this, fuckk! Cum for me now again, slut!"

His stare and his command are all Brenna needs to tumble over another release. Goosebumps pepper her whole body. She wails and hums the wild moans of another desperate release around the cock moving in and out of her mouth. Her vocalizing creates lovely vibrations agains Sir Gregory's well serviced shaft.

Brenna feels in a trance. There's only her full cunt, her full ass and her hungry mouth. Reduced to sensory receptors in these three locations, she bounces up and down vigorously on the Sybian and deep throats her Master's rigid dick. Suddenly she floats away, as if falling asleep in the sexiest dream ever. She's next aware of coming to, hard cock still in her mouth, his intoxicating flavour spurring on her arousal. Her pussy contracts softly in a series of prolonged flutters as she pants, breathless, riding out the tail end of another soft but delicious climax.

"Mmmm... baby, welcome back, that's what we call multiple orgasms! Nicely done. You drifted off momentarily after the second one. Don't forget to log these two for me, sweet girl."

Brenna hears his voice in a haze amidst the blood pounding in her ears.

"Yes, Sirrr..."

'05 CUMS' now brightly lights up on the screen.

"Oh Sir... I... aiii... I forgot to announce? I'm so sorry Sir, it all happened so, so fast aghhh... its like I passed out... mmmm..."

"Apology accepted, baby... totally understandable given how much and how fast you were having fun... but,"

His lust filled voice takes on a darker edge:

"I'm afraid rules are rules at The Academy, and since you're sucking so well leaving me... occupied, I've enlisted some help in delivering your correction. We'll be lenient, slut, and take the balance of things. Two unfortunate missed cum announcements, tsk, tsk, tsk, second such infraction this session... but one glorious and beautifully done immediate cum on command!"

Brenna hears the door to the room open and seconds after, giant, warm black hands wrap around her body from the back and begin to lovingly grope her breasts.

"M.. Maa.. Maaster Craig, Sir?" She gasps.

"Mmmm... that's right, Seventy Three. What marvelous progress you have made in just a few days, and what a marvelous set up you've got her in, Greg! You've always been eager and curious from the get go, little one, but look how you've grown in your wanton freedom baby. A blooming wanton slut!"

The Deputy Headmaster purrs, groping her breasts and titillating her nipples. His warm, wet mouth kisses her neck and back. She moans, continues to suck Sir Gregory and picks up her pace bouncing anew on the thrusting Sybian.

"In all your blooming beauty we can't forget your punishment, Seventy Three. Tell me nice and loud why I've been summoned here to correct you?"

"Ma... Master Craig, I, I need punishment for disobeying, the second time again this session, and failing to announce my orgasm two times while instructed to do so. I... I think I maybe had a first multiple orgasm ever and I was just, out of it there for a momenr, Sir. Please correct this wanton slut!"

"Mmmm... good girl. Master Craig will take care of you. Multiples can be quite an experience, little one, and congratulations on managing that. You were blissed out, for a long moment if you missed calling out two of your orgasms, Seventy Three, and while the second one could have overwhelmed you as your first multiple, I think you could have been more attentive before the first one hit at least... So, rules are rules and so we train our students to stick to instructions better, even when having multiples. You'll get the hang of it soon, little one. So bright and responsive... I also know you've cum nicely when ordered just now, so I'll reduce the planned punishment to reflect that. Hmmm... Eight lashes with the flogger it is."

He indicates, matter of fact, and giving Brenna's pert little nipples a last pinch, moves away.

Brenna feels and hears him fiddle with something along the base of the Sybian, and moments later, as he pumps a lever, the saddle elevates several inches upwards! Brenna's pelvis is lifted higher and so she adjusts position into more of a Submit stance to keep her mouth on Master Gregory's cock in his lap. Her feet now strain to touch the floor. With her body slightly inverted and head down, her ass points upwards and is at a great height for being flogged by Master Craig who is standing behind her.

The gentle, stroking caress of multiple leather, or maybe suede cords grazes all over her upturned ass and back. The smooth, perting action is delicious and arousing. Soon, the first strike hits across the left ass cheek, then the right. Caress and whip - a devilish juxtaposition. Master Craig is swinging the whip in a figure eight pattern as he intensifies the force behind the leather lashes. Pleasure and sting assault Brenna's senses. Lashes three and four enflame her ass. She's gasping and moaning and straining to deep throat Sir Gregory's cock at the same time, the cock which seems to be choosing this particular moment to start pulsing in her mouth - he's about to cum! She's still bouncing, although with less leverage, on the elevated Sybian seat and the dildo thrust speeds up and redirects once again. Her clit deliciously rubs against the stubbled, vibrating, silicone pad.

"Fuuuuck! Mnnghh... ahhhh... God, what a sight you are, slut! Flogged, horny, filled and sucking, and still airtighhhhttt! Fuck.. Master is cumming in your pretty mouth, Brenna, take it all girl, eeeeeevery droppp!"

Sir Gregory groans, tangles his strong fingers in Brenna's dirty blonde tresses and roughly grabbing her head, fucks her mouth mercilessly. He then stills on an in-thrust and Brenna struggles to breathe through her nose while she feels the glans hit her throat, the cock twitch, and hot cum fill her mouth from back to front. He cums in pulses that don't seem to abate for a while. She sucks and swallows hungrily, not spilling a single drop, while Master Craig delivers strikes five and six with the flogger onto her bright pink ass.

"Mnngh!! Ughh!! Mnngghh! Ma... Mashterr, cumminggg!" Brenna manages barely intelligibly -

it is with these penultimate lashes that Brenna's body shudders involuntarily and she explodes in another orgasm.

Floating in that blissed out state, Brenna feels the softening cock slip slowly from her reddened mouth as she sucks the last droplets of Master Gregory's release from him. She exerts humongous effort to press her pendant. As if through a haze she feels the dildo ravage her twitching pussy and the last two kisses of the flogger fall on her hot bottom. She slumps in the saddle, feeling it slowly lower and return to floor height once again.

'06 CUMS' flashes up on the screen. The flogger hits the hardwood floor, discarded.

"Well, well, well, fuck, Brenna, that's incredibly hot. You took your flogging like a very good girl, and that synchronized orgasm was gorgeous when you came in time with your Master! This was not part of the plan but neither was me getting rock hard just from administering a short, simple flogging... Gregory, would you be averse if I..."

Master Craig's deep voice takes on a dark and sultry edge. Brenna can hear the tell-tale sounds of him pumping his giant dick behind her.

Still winded from his climax, Sir Gregory replies:

"No, of course not, Craig, by all means - go for it! I'd love to watch in fact... and I think our girl might enjoy the switch from mechanical to human touch."

"Thank you, Gregory." Master Craig says with a grin, flashing his incredibly white teeth.

"Let me help you up, sweet girl,"

He's gentle but strong as he supports Brenna to stand gingerly on very weak legs, and helps her pry her pussy off the still pumping dildo.

She moans a little and lets him guide her to the side of the bed. She takes in his impressive physique - basic Master's attire only tonight with tight black leather pants sporting a cut-out for his enormous and now erect cock. His broad muscled chest is an expanse of smooth chocolate coloured skin, dotted with a few sprinklings of short, coarse black chest hair curls. His sexy, intoxicating smell of coconut envelops her and he strokes his large hands all over her sensitized body.

He has her face the side of the bed, arranges some cushions right at the edge just under Brenna's belly, and gently pushes in the middle of her back so that she bends forward to rest her upper body on the mattress. He's chosen this location undoubtedly to give Master Gregory recovering in his throne a great in-profile view of what's about to occur. He kicks her legs wide apart and then his thick, deft fingers probe the openly splayed entrance to her pussy. She's still incredibly slick. Everything is engorged and swollen with the enhanced blood flow from the dildo pounding and the recent orgasms.

"I was going to grab the lube but there's zero need for that. What a well lubricated horny slut you are my Seventy Three... I really love that."

He purrs, massaging her vulva and pushing in one, then two fingers. Brenna moans and begins humping her pelvis into the mattress and cushions provided to stimulate her clit.

"Good girl. Hump that clit for us... you're stretching sooo well! Can you take three large fingers now, honey?"

"Ahhhh... yes, Sir! I want your cock, Deputy Headmaster... Anything to get ready for it, pleaaaase..."

She licks her lips, entering that brain addled state of hers where she feels overcome with a strong need to be fucked by her recent disciplinarian. She wants Master Craig's cock inside her all the more because he had flogged her so deliciously just minutes ago.

"Good girl! And have it you shall... just a moment..."

He rips open the packet and dons an XXL condom that he pulled from his pocket. Turning to Gregory, he smirks:

"We never stock these in any of the play rooms. I should file a discrimination complaint!"

Master Craig is urgent and Brenna needs no foreplay in her utterly horny and well used state. He pushes in and it surprises her that he fills her in one slow stroke! Her vaginal walls are incredibly stretchy and pliable from the Sybian riding and the many orgasms she's already had today. The wetness is profound and makes for a smooth slide. She accomodates his massive cock, even with her ass full and plugged as it is. She thought it would be just a low key, feel good fucking, enjoying Master Craig's special gift of stretching girth, given that she's all out of orgasms but her body's response to the huge cock impaling her surpasses her expectations. Her pussy walls flutter, stoking orgasmic desire.

"Ohhhh Goddd!"

"Mmmm... thank you Brenna, but Sir or Master Craig, or Deputy Headmaster will do just fine."

He chuckles and gripping her hips, begins slowly pulling out and then pushing back in. He delves slightly deeper with every thrust. She's loving his massive cock pistoning in and out. Its a very different fit than the recent dildo, and while the dildo moved and buzzed, Master Craig's cock has that lovely warmth and pulsation only a real man's dick can provide. When he's all the way in, his huge girth seems to plug an emptiness and ache inside her, making her feel all is well with the universe. When he pulls out, its just for long enough to make her crave that filling again and the feel of him slipping tightly along her inner walls is ecstasy, the way it massages every inner inch of her. He lets go of her hips, driving her hard on each in-stroke into the bed and uses his hands now to massage and tweak her breasts. He feels huge and ssooo good inside. Brenna appreciates what it feels like to be completely full and ravaged by her Black Master's well endowed cock moving alongside her deliciousky plugged ass. A big, Black cock she hadn't even dreamed of in her wildest desires until this 30th birthday weekend... The attention he's giving to her breasts sends electric shocks down to Brenna's clit. Sir Gregory purrs from his armchair nearby:

"Such a good girl for her Masters, Brenna. You're taking him so well and making me proud. Does it feel good, slut?"

"Oh Masters, it feels aaaamazing... mmmmmm... I'm so full of Master Craig's delicious cock. My birthday surprise cockkk... mmmm... a huge cock and a new, bigger plug in my ass... oooh... thank you Masters! I looove DP! I'm getting close again!"

"What a perfect slut, Seventy Three! So tight for me, yet so accommodating, noooo resistance to take me today... mnghh... ohhhh... your pretty pussy is making me cum fast... mnghhhhh!"

Master Craig groans, grips Brenna's hips again and as he pounds deeply, she feels his cock twitch and his body tighten then shudder behind her. The tight fit and the twitching set off spasms in her pussy walls. Remembering Sir Gregory is watching their coupling brings her right over the edge.

"Ohhh! Mmmmngh... ahhh... I'm cumming too, on your massive cock, Master!"

Her ass jerks up into him as she convulses in a beautiful blended climax. Deep full penetration, clit humping and Sir's playful fingers on her rock hard nipples produce a real gusher. Before slumping down into the bed, spent, Brenna manages with the last of her strength to reach for her pendant.

'07 CUMS'

She drifts off again. Floating, floating somewhere in space, warm and content... but also... still horny...

When Brenna wakes again, Master Craig is gone, but she still feels the echo, the ghost of his cock inside her. Mmmm... its so delicious. She realizes she's tucked in bed and next to her is a naked Master Gregory. He's stroking her face and begins kissing her hungrily. She reponds and pulls in closer to him, her hand finding his beautiful cock, throbbing and hard again.

"Mmm... Master... please..."

"What's that my girl? Please what...?"

"Sir... your cock... my ultimate prize... I want it ssooo bad,"

She squirms, rubbing her thighs together and pumps his manhood. Although he's obviously smaller than Sir Craig who just ravaged her, Master Gregory is still well endowed as far as white men's cocks go, and, more importantly, his cock will be bare inside her, something Brenna is beside herself to experience again. She also hopes that for the second time in her life, he will fill her pussy with his hot cum - a sensation she craves with the core of her being.

"You've had it already, Brenna, your lips have sucked it dry and you've swallowed allll my cum beautifully..." He teases.

"Master... In my pussy please... mmngh.. make me yours... fill me with cum deep inside my... cunt!"

"Haven't you had enough baby...? You've taken so much already... I got soooo hard watching Craig fuck your little pussy with his huge dick..."

"Please... Pleasure Master!"

"Mmmm... such a cock hungry slut... lie back for me, girl... arms above your head... hold the headboard... Legs apart!"

Brenna reclines and the commanded position gives her achey body a good stretch. Breaking a kiss, Master Gregory throws off the covers leaving her open and exposed. He reaches for a small cylindrical, metal bucket on the nightstand and puts it on the bed between them. Taking something out, he applies it to Brenna's breasts. She gasps and arches her back.

"Ahhhhh! Sir... mmmmm!"

An ice cube melts against her heated nipple. He paints it lovingly over the tips of both breasts and the sensation as it melts is exquisite. Brenna's nipples form crinkled, hard little peaks again. He repeats the process with five more ice cubes. Using a small towel he tries to control the runoff, so that the bed doesn't get drenched. The sixth cube he produces moves down Brenna's breasts and belly and melts when he presses it... against her hot clit.

"Aaahh! Pl... Pleasure Lord!"

"Mmmmm... does my Brenna like the iced delights?"

"Mmmm... oh... yessss, Sir! Soooo good..."

She wails as she struggles to keep her legs open, her body bucking and arching upwards.

"... Then she might like this as well... Let Master get you ready, baby..."

Brenna moans when Sir Gregory produces a stainless steel dildo from the ice bucket and inserts it into her wet and swollen pussy. It's so smooth, and she's still so slick that it glides in effortlessly, but the temperature play is exquisite. The dildo has been chilling in the ice bucket for some time and was likely prepared in the freezer earlier. This initmate cold compress is just what her engorged, used membranes need to cool off a little and recover, while the cold sensation drives Brenna absolutely wild...

"Awwwww! Mmmnghh... going to cum again?! I can't anymore Master... ohhhh...."

Sir Gregory laughs,

"My exhausted pleasure slut... should we stop now then...? There's only about... twenty minutes remaining in our time together... so maybe its just time to quietly relax...?"

He pumps the cold bullet very slowly in and out of her little pussy as he teases.

"No! No! No Master, please don't stop... give me your cock pleaaase!"

"Sooo cock hungry and addicted... my beautiful slut..."

"How do you want to take me, Sir?"

"Hmmmm... I haven't given that much thought... but I think I want you on your hands and knees, slut, to have a view of that gorgeous, hopefully still pink, flogged ass and access to it as well..."

"Yes, Sir, please Sir! Permission to get in position?"

"Mmm... Table! Legs at the bottom of the bed! Thighs wide!"

As Brenna scrambles eagerly, Sir Gregory removes the icy dildo and stands at the foot of the bed behind her. He wraps leather thigh restraints around her splayed legs, just a bit above the knees, and pulls rather tightly to attach them to rings on the bed frame. His hands stroke the skin of her ass cheeks as he gropes and pulls them apart.

"Gorgeous girl. The belt marks are sadly faded but I still see a nice pinked glow with some lines from the flogger. Mmmmm... a beautiful canvas for me to add to with some red accents from my little riding crop...!"

Brenna moans desperately.

"Yes, Lord! Please take my pussy... let me feel the crop as you fuck me!"

"Fffuuuck!!!"

He growls, spearing his hard cock into her depths.

"Sooo tight for me, even after Craig... you feel like Heaven, my girl..."

"Ahhhhh! God! Thank you Sir, Lord, Maaaster, Sir, my Pleasure God! Ssooo wet and tight for your hard, naked, veined cock.. mmm.. mmngh... mnngh!"

Brenna rambles wildly.

He drives a fast paced pounding, the long awaited finale now in his reach. Pulling his short riding crop from the loops of his half-off pants, he begins swatting Brenna's ass in between the thrusts.

"Is this what my girl needs?"

"Yes, Sir.... ohhhhhh... fuck my pussy and crop me! Don't stop pleeeaase... oooh... take your slut bareback like she loves it..."

"My dirrrrty girl! Loving my naked cock everyewhere, ah, ahhh, ahhhh... deep in your perfect pussy, and a side dish of riding crop on your ass? Discipline slut!"

Four quick swats pepper Brenna's ass.

"Yes, Sir! It's perfect for your discipline slut! You feel sooo good, Master... fill me with cum please!"

Receiving perhaps the most vivid and pleasurable doggy style fucking to date, Brenna loses herself in the pleasure and submission for tye next few minutes.

"I.... I... I'm cumming inside you hot slut! Ahhhhhhhh... uh, uh, uhhhhhh! Cum for me, Brenna. Milk my cock!"

"Ahhhh... Cumming haaaaard!" Brenna wails, shattering.

"GOOD girl!"

The crop swatting accelerates, then suddenly stops as Master Gregory slumps his upper body on top of Brenna, panting wildly, and gives her pussy the last few hard thrusts. She absolutely shatters under his weight and from feeling his hot cum filll her inside. Her ultimate prize, finally delivered. Her pussy clenches involuntarily milking more cum from his twitching dick.

"Oooohhhh... mmmm... Master..."

Feeling Master Gregory's rod softening and slowly slipping out of her, Brenna delights in the symphony of sensations in her body, topped off with the feeling of hot cum now oozing out her pussy and dripping down her thighs. She feels Master Gregory kiss the top of her head lovingly and gently stroke her back, sides and ass, while he lies bent over on top of her.

"My good girl... mmm.. my perfect slut..."

He croons and kisses her messed up hair again. He's holding her now in an awkward but hot embrace from the back and Brenna loves feeling his spent weight on her upper body, pushing her into the bed.

'08 CUMS' flashes on the scoreboard, and a party jingle rings out - a kazoo, confetti sounds and a tune similar to the one lottery machines make when scanning a winning ticket. A calm robotic female voice announces:

"Hundred and twenty minutes elepsed. Pleasure session time is up. Eight orgasms achieved, student Seventy Three. Well done. Accessing student timetable... Proceed to dinner, then to last Sunday class: Bondage Classroom."

There's little rest but much to explore and look forward to at The Academy.

*****

To be continued...

Thank you for reading! Please leave a comment and / or vote if you read this far and enjoyed the writings. Comments mean so much to me and inspire me to continue writing.

What will be next for Brenna? Wait patiently and you might soon find out!