Learning the Rules Ch. 08 – BDSM

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[Hello kittens! Are you eager to see what Mr Swift has in his toy box? On with chapter eight then! Enjoy… EG x]

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Polite notice: this, is chapter *eight* of an eleven-chapter novella.

Personally? I think the chapters are infinitely more enjoyable read in order, but of course I’m not gonna police how you enjoy your smut!

ALSO! This is a *prequel* to the first story I shared: Rules are Made to be Broken – It works as a standalone story, but if you have read RAMTBB already, look out for a little easter egg towards the end of this chapter 😉

Too busy to catch up? Here’s where we’re at:

Jessica, is training to be a submissive call girl, tonight, her teacher, Mr Swift, has prepared a lesson in the tools of his trade…

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Oliver takes me into the lounge, telling me that he wants to begin tonight’s training with me in “Jessica” mode, rather than submissive, so that I can fully absorb the information without distraction.

When I see the collection of items that he’s laid out on the coffee table, I can see his point; but I definitely still feel distracted. And more than a little turned on.

‘This collection,’ he tells me, ‘Is by no means extensive, or exhaustive, but it gives you a good idea of the variety you might encounter if you decide to work for Crystal.’ I cast my gaze over the numerous implements and try to imagine how they would feel against my skin, or in some cases, inside me. The mere wondered is making me wet.

‘I don’t expect you to memorise everything, but I do want you to be aware of them — because I am gonna use all of these at least once during our session tonight.’ That makes me look up at him quickly,

‘All of them?’ I repeat and he nods, a whisper of a smile playing on his lips.

‘Unless you ask me to stop, of course. Though I don’t think you will.’ He adds.

I’m not sure whether his confidence is in his own abilities or mine, but either way I suspect he’s right.

‘Also, the main reason I’m showing them all to you now, is that you’ll also be wearing this.’ He produces a black silk blindfold from his back pocket, openly smirking now.

‘Are you ready to get started, Jessica?’ he asks like a man who already knows the answer,

‘Yes, Master.’ I reply in a breathless whisper.

‘Good girl. Go upstairs and get in position. I’ll be with you soon.’

* * * * *

I kneel at the foot of the bed, my hands resting lightly on my slightly parted thighs. I shiver a little, not because I’m naked, because I’m literally vibrating with anticipation. Up until now, I’ve had no idea what to expect from Oliver’s training. Tonight, he’s given me a whole buffet of spoilers, yet I’m more excited than ever to see how our session unfolds.

He makes me wait for maybe five minutes. Of course, I recognise it as a blatant power play, but it’s beautifully effective in making me yearn for what’s coming next. When I finally hear the door open, I struggle to keep my breathing level.

He crosses to a table on the other side of the room, presumably to put down all the toys he’s brought up from downstairs, then at the wardrobe, where he slowly unbuttons his casual shirt and hangs it up, then at last, comes back to stand in front of me.

‘Look at my good girl, waiting so patiently.’ He croons, stroking my hair. ‘Stand up for me, Jessica, hold your wrists in front of you.’ Immediately, I do as he says. I discover I’m a little breathless at being in such close proximity to his bare chest, and it’s taking all the self-control I’ve got not to run my fingertips over the defined contours of his muscles. As if reading my mind, he wastes no time in using a length of silky black rope to bind my wrists together tightly.

‘Come.’ He says, tugging on the loose end to walk me to the middle of the room. Lifting my bound wrists above my head, he attaches the rope to a substantial brass hook that I hadn’t even noticed hanging from the ceiling. It makes me stretch up to my full height, and when he secures my ankles into the spreader bar from last night, I’m quickly very grateful that I’m still wearing my heels. My breasts are brazenly thrust forward, my legs are open and my pussy is throbbing in delight at my vulnerable state.

‘You look exceptional, Jessica.’ Mr Swift says in a rich, low tone that makes me tingle, ‘But I think you’ve seen enough, for now.’ He adds, retrieving the blindfold and quickly securing it around my eyes.

The moment everything goes dark, I’m keener than ever for Mr Swift’s lessons to start. The loss of vision makes all the anticipation and desire I’m feeling increase ten-fold and I discover I’m having to fight the urge to beg him to touch me.

Blindfolded, I can hear him stalking around me, and I picture him taking me in from all angles, enjoying his work in keeping me in place. I take a deep breath and try to get control of the raging lust that’s flooding every inch of me. There were a lot of toys in that “non-exhaustive” collection — if he’s really planning to use them all, it might be a while before he lets me come.

From nowhere, I feel his fingertips against my wet pussy and instantly moan in delight as he slides two fingers inside me. They’re gone all too quickly, but a fresh moan of desire leaves my throat when they reach around to my tighter little hole, smearing it with my juices and probing me lightly. I gasp as something cold and hard brushes against my parted lips.

‘Open wider, Jessica.’ He commands softly, and I do, letting him slide what I recognise as a small bullet vibrator into my mouth. It’s about three inches long and maybe half as wide; I moan around it, knowing very well that it’s attached by a silky cord to an identical twin, which he also nudges between my lips. When he’s satisfied that I’ve adequately lubricated them, he removes both metal shapes and my breath hitches in my throat.

Slowly, he slides the first end into my wet pussy, making me sigh pleasurably. He nudges the other mini vibrator between my ass cheeks, and my willing little asshole puts up no resistance as he pushes it inside.

He lets me breathe deeply for a few moments, getting used to the delicious new intrusions. I test myself, clenching my ass and my pussy around the smooth metal in each hole. They already feel so good, and he hasn’t even switched them on.

Yet.

‘Ready for the next addition, Jessica?’ he taunts lightly, pinching my hard nipples roughly.

‘Yes please, Master.’ I reply with a voice that’s full of lust

‘Good girl.’ With no further warning, he clamps both my nipples at once, making me cry out in surprise more than pain. I know from the lounge that the clamps are platinum, with a single long tear drop shaped pearl hanging from each. They’re much tighter than the last ones he used, and the pull from the extra weight feels incredible.

‘Finishing touch?’ he drawls, pressing the tip of his finger to my throbbing clit. I also know from the lounge that there was a third clamp in the set, with a smaller pearl attached. I hear my breathing get harder as I reply,

‘Yes, Master.’, closing my eyes despite my blindfold.

He deftly attaches the third clamp to my already swollen clit and I cry out, a strangled moan of pleasured pain at the intense new sensation. I coach myself to breathe through it, panting slightly, the spreader bar keeping my legs open and unable to try to ease the pressure.

As I accept the situation, I notice the pain blossoming into something else — the bite is still intense, but much like the clamps on my nipples, it’s swirled with a deep, decadent pleasure that’s intoxicating. My breathing gradually returns to typical.

‘You’re doing incredibly well, Jessica.’ Mr Swift’s praise brings me almost as much pleasure as my new jewellery.

‘Thank you, Master.’ I purr in reply.

‘So much so, that I think you deserve a reward.’ He continues, trailing his fingertips over the curve of my ass.

‘I’d like to make your creamy cheeks as pink as efficient with each of the toys I showed you downstairs, and I think you should decide which order I use them in.’ he teases, ‘So, what would you like me to use first, Jessica?’ he asks. I breathe deeply, my mind swirling at the new level of control he’s throwing at me by making me choose my own fate, and calling it a reward.

‘The paddle please, Master.’ I reply as confidently as I can manage.

‘Excellent choice, Jessica.’ I can hear the smirk in his voice.

Moments later, the rubber paddle lands flat against my left ass cheek with a heavy thud that makes me gasp. It’s not painful, so much as intense and all consuming, I can feel the impact right to my core. Another blow lands on my right cheek and a low moan escapes my throat. He repeats the pattern three more times, putting more weight into each stroke and I’m soon struggling against the cuffs holding my legs open. A ninth heavy blow lands across both my cheeks at once and I wail pleasurably.

‘Does that feel good, Jessica?’ his voice is inches from my ear as he wraps one strong arm around my bare waist from behind, holding my bound body to him.

‘Yes, Master. It does.’ I reply softly.

‘What would you like me to use next?’ he asks casually, skimming his fingertips between my legs, lightly flicking the clamp on my clit.

‘The crop please, Master.’ I manage to reply. He abandons my throbbing clit and I hear him move to retrieve the crop.

‘This is a little more vicious than the crop we played with previously, Jessica.’ He warns softly, I remember him saying so downstairs — the leather tip is larger and the handle is longer, ‘I have no doubt you can manage it,’ he continues, ‘but let me offer a little help.’ It sounds like he’s smirking again, then I hear a small click. The vibrators in my pussy and my ass come to life.

‘Oh Master!’ I pant, ‘Please may I come before you begin?’ I beg helplessly, really not sure how long I can keep hold of the pleasure building inside me. He says nothing for a few moments and I picture him, watching me squirm.

‘Yes, Jessica. You may come for me. Once.’ He adds firmly, toying with the weighted clamps on my nipples to help me along. Not that I need any help.

‘Thank you, Master!’ I gasp before I dissolve into an unintelligible babble of pleasured mewling as my orgasm ripples through every inch of me. When I begin to catch my breath, I can feel my come sliding down my thighs. Mr Swift grazes the tip of the leather crop up the wet trail on each of my open thighs and then brings it to my lips. Instinctively, I take the leather square into my mouth, tasting myself and noting how much bigger it is than the last one he used to torture me.

Gently, he removes it from my mouth and without warning, the wet leather strikes the swell of my right breast. I squeal at the impact, and the aftershock of the weighted nipple clamp swaying lightly. He strikes my left breast in the same way, then the top of each of my thighs in turn. Not being able to see him, not knowing where the next blow is gonna land, is driving me wild. I hear the crop slicing through the air before it lands on my right breast again, starting the pattern over as he slowly gathers speed.

I lose count after six cycles, but he keeps going, relentlessly raining blows down on my sensitive flesh until I’m breathing hard, tears starting to form behind my blindfold. I’m moments away from shouting yellow when he finally stops.

‘Such an excellent student.’ He says proudly, I’m pleased that he sounds a little breathless too. ‘Shall we see if your lovely ass is so willing?’ he teases as the sting of the crop blooms across my left cheek. He starts to alternate from left to right, building speed again quickly and scattering blows over every inch of my curved cheeks until I’m clenching them around the vibrator that’s still buzzing deep in my ass, dreading but anticipating each fresh strike. Thoughts of using my safe word are gone and I’m fighting down my orgasm instead.

‘Your behind looks fantastic, Jessica.’ He says lewdly when the blows from the crop eventually stop. He greedily palms my burning cheeks, making me mewl softly. He pauses his groping to remove my blindfold and when my eyes have adjusted, he urges me to look over my shoulder at my reflection in the full-length mirror. My ass is a riot of colour and I’m surprised at how much the sight of it turns me on. ‘Do you think it’s ready to meet my flogger?’ he muses, as though it’s not a sure thing.

‘Yes, Master, I think so.’ I reply demurely, trying to temper my rising arousal, having deliberately saved the toy I’m looking forward to feeling the most, until last.

He trails the leathery ribbons up both my spread thighs in turn, then repeats the process on the back of my thighs too. It’s the lightest touch, but it makes me swoon in anticipation for what’s coming. With the smallest effort, he flicks his wrist and makes the toy crack against the curve of where my left cheek meets the top of my thigh, spreading ripples of stinging pleasured pain in all directions. He does the same on my right and I squeal softly in delight.

A much more definite blow lands fully across my left cheek, followed swiftly by a matching effort on my right and I wail louder. It feels incredible and makes me clench tightly around the toy vibrating in my ass. He must sense that I’m teetering dangerously close to the edge of orgasm again, because the next two blows are much harder, there’s definitely more pain than pleasure in my scream.

‘If you come before I tell you to, I will fill your ass with your biggest plug and then paddle it until it’s as red as your little clamped nipples, understood?’ his voice is low and calm at my ear, but there’s more threat and menace in it than ever before, and I suddenly wonder how much he’s been holding back while he trains me.

‘Yes, Master.’ I reply in a whisper.

Satisfied with my response, he resumes soundly cropping my ass and I try to concentrate on the clamps pinching my nipples to temper the ache between my legs.

‘Very good, Jessica.’ He muses during a pause, ‘you’re learning to control your pleasure beautifully. Perhaps I need to challenge you more?’ he taunts, stalking round to stand in front of me, smirking deviantly.

He flogs each of my breasts in turn so that the leathery tongues strike my clamped nipples and make the pearls hanging from them dance erratically. I cry out, tossing my head back, trying to absorb the new sensations as he works from left to right, over and over. I straighten up quickly when he surprises me with a lighter blow between my legs. I cry out again, but it’s a moan of pure desire as the clamp on my clit starts to sway.

‘Another?’ he teases lightly

‘Oh, yes please Master.’ I reply without hesitation and he obliges, flogging my pussy a little harder. I look down at the little pearl swinging between my glistening lips, just in time to see the flogger meet its mark a third time. Mr swift turns the toy in his hand and uses the handle to tilt my chin up so that I’m looking at him.

‘Come for me, Jessica.’ He commands with a smile, before continuing his assault on my spread pussy. Within moments, I’m obeying; loudly. The pain and pleasure from his blows begin to blur into one decadent haze and I freefall as multiple orgasms begin crashing through me. My pussy spasms around the toy that’s still buried deep and my ass tightens around its twin until I cannot tell where one climax ends and the next one starts.

Eventually, I hear the flogger fall to the floor. The vibrations in my ass and my pussy stop, and I murmur softly as he gently removes the matching vibrators. I’m vaguely aware of him unclipping the clamps from my clit and my nipples, mostly because the blood rushing back to my sensitive little buds makes an aftershock of painful delight ripple through me. I watch through half closed eyes as he uncuffs my ankles and stretches up to unhook my wrists. He loops my still bound wrists around his neck and picks me up bridal style. I relish the opportunity to press myself against his bare chest while he carries me to the bed and lays me down gently on the sheets.

While he starts to untie me, I get a fit of giggles and he eyes me curiously.

‘Sorry, Master.’ I correct myself, ‘That just all went from one extreme to another, really quickly.’ I explain and he nods with a smile.

‘Often the way with a good BDSM scene, Miss Blake. There’s a great deal of pleasure to be had in extremes.’ He adds, massaging my newly freed wrists firmly, but tenderly.

‘I’m definitely learning that much, Master.’ I reply shyly.

‘Oliver. I’m very pleased to hear it Jessica, but I think that’ll do for tonight.’ He replies, moving his hands to massage my shoulders, which feels divine after having them stretched out for so long. ‘I’ve had you tied up for over an hour.’ He adds, almost as an afterthought, I cannot believe it’s been that long. Time really does fly when you’re having fun. Then a wondered occurs to me,

‘Our session’s finished? But you didn’t — I mean — I’ I fumble for the words

‘I didn’t come?’ he puts me out of my misery and I nod, ‘Jessica, this week is about me teaching you the skills and knowledge you need to be a professional submissive, not me using your body for my own pleasure. The enjoyment I derive from your training is purely a bonus.’ He laughs lightly, coming to sit in front of me.

‘But I mean, most men would still, y’know — squeeze in their own big finish.’ I say awkwardly and he lets go of another small laugh.

‘Jessica, you’ll soon realise that Dominants, aren’t quite like most men. Besides, I assure you, I found tonight immensely pleasurable, with or without a “big finish”, to use your term.’ He’s mocking me, but not unkindly. ‘Testing your limits, is a joy all of its own.’ He states plainly and I blush. ‘Now. Take a shower if you’d like, get dressed and I’ll be waiting for you downstairs.’

After he leaves, I sit for a few minutes, a little bewildered by his words. And more than a little impressed by his self-control. I don’t doubt that he enjoyed playing with me — his hard length was clearly visible in his jeans throughout, but the fact that he didn’t even use my mouth to finish himself off, is pretty remarkable. In the most twisted, topsy turvy way — respectful, even?

I certainly admire his restraint, but I cannot deny being a tiny bit disappointed not to have felt him buried inside me. I realise that in an abstract way, he’s just taught me another lesson — if I decide to submit for a living, it won’t be about me getting what I want, it’ll be about me delivering what a client wants. I give myself a shake at the wondered — I had more orgasms in the last hour than I’ve had probably in the last month, yet I’m still hungry for more. I guess maybe Crystal really can spot an inner submissive.

* * * * *

When I join him downstairs, freshly showered and no longer naked, Oliver hands me a glass of wine and gestures for me to join him on the sofa. I notice a selection of photos spread out on the coffee table — dramatic, moody looking seascapes.

‘Those are gorgeous.’ I say, momentarily captivated by the riot of stormy blues.

‘They are.’ Oliver agrees, ‘I exhibited them last month and they all sold within days. I’m collating all the buyer details for my assistant to arrange the shipping. I Had hoped the photographer might be working on a new collection, but he’s decided that other things need to take priority for now. It’s understandable, but a crying shame when he’s so talented.’

‘That really is a shame.’ I murmur, ‘He’s obviously passionate about what he loves, but if it’s meant to be, I’m sure it will be. Maybe he’s got a different destiny to fulfil?’ I shrug and Oliver smiles.

‘Maybe you’re right.’ He nods. ‘Now, speaking of such things, I wanted to talk to you about tomorrow night’s session.’ He starts and immediately has my full attention. ‘I’m taking you back to the club we went to last night, and you’ll have some crucial decisions to make.’ He says seriously and I swallow a large gulp of wine.

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