Learning the Rules

[Hello kittens! Chapter nine already?! Thanks so much for all your comments and messages so far -- those of you who've already read RAMTBB might spot some familiar territory in this chapter --- Enjoy! EG x]

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

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

(It's also a prequel to the first story I shared -- it works as a standalone story too, but parts of this chapter will be more meaningful if you've already read Rules are Made to be Broken.)

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

Jessica, is coming to the end of her week of training to be a submissive call girl. Tonight, her teacher, Mr Swift, is taking her back to the BDSM club they visited in Chapter 6, and everything she's learned so far will be put to the test...

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Anna swipes through the photos on her phone, showing me what she thinks is almost definitely going to be the site for her new bakery and coffee shop.

'It's a little more expensive than I'd like, but the location is perfect, and the kitchen is a dream!' she gushes brightly.

'It looks brilliant.' I tell her, 'And I can pay you my rent next week rather than at the end of the month if that helps at all?' I add, thinking about the £5000 coming my way if I can pull off tonight. Which I am absolutely determined to do.

'Oh no, it's fine silly. I've got the budget for it; just means I'll have a little less wiggle room for a while.' She shrugs and I stifle a giggle, thinking of how little wiggle room I had last night when I was bound at Mr Swift's mercy.

'How are you suddenly rich enough to be paying rent early, anyway? Did you get your job back at the bar?' she asks absently, still swiping through her phone.

'Um, no.' I reply, panicking a little. 'I've found something else. Well, hopefully. I've got an interview later. I don't want to say too much yet, in case I jinx it.' I add vaguely. Luckily, Anna is too distracted with her own big plans to notice my awkward squirming.

* * * * *

'Jessica, hi!' Citrine greets me warmly, 'Good to see you again.' She smiles, putting her coffee on the table and sitting down opposite me as though we're old friends catching up, and we weren't both practically naked the last and only time we met.

'You too!' I reply, matching her tone as I take in her scrubs and casual pony tail. She's still beautiful, but almost unrecognisable as the girl with the clamped and bejewelled nipples I met a couple of nights ago. 'Thanks again for asking Crystal to give me your number -- and for agreeing to meet me.' I add gratefully.

'No problem at all, we precious jewels need to stick together.' She whispers with a wink, 'Well, potential precious jewels.' She adds with a shrug. I notice the ID lanyard around her neck,

'Carly?' I say nodding to it and she smiles,

'You didn't think Citrine was my real name, surely?' she laughs lightly, 'It's one of Crystal's rules -- each girl goes by a gemstone inspired pseudonym, for privacy reasons.'

'Oh! Well, that makes more sense. I thought maybe your parents were French or something.' I blush, feeling a bit silly.

'No, nothing so exotic!' she smiles, 'So, how can I help?' she asks, taking a sip of her drink.

'Well, it's less about the job itself, more the logistics if I take it.' I start. 'Do your friends and family know that you do, what you do?' I ask and she immediately shakes her head.

'God no! Nobody does. If I told my mum, she'd be horrified. She'd shout and cry and beg me to stop, then I'd probably lie & keep doing it anyway. I don't plan on working for Crystal forever, so I figure, where's the point in hurting her for no reason?' She replies and I nod,

'That's what I thought. So how do you handle it -- like, how does your mum think you pay your rent?' I ask

'She thinks I'm temping in a call centre.' Carly shrugs, looking slightly guilty. 'I mean, part of my course includes shifts at the hospital, which she does know about, but she also knows the pay is minimal. I invented the call centre gig as a cover story for why I'm never short of cash. It's boring enough that she doesn't ask questions.' She reasons and I nod 'So, if you're trying to figure out logistics, I guess you must be pretty sure you're going to take the job?' she asks, smiling kindly.

'Hopefully.' I say, 'So long as I get through tonight and Crystal actually offers me one.' I tell her, twirling a ringlet of hair around my forefinger nervously.

'Ah, back to the club for mini practice bookings?' she asks and I nod. 'I remember those. I was so freaked out beforehand, I was sure I was gonna bail.' She tells me honestly.

'What stopped you?' I ask, hoping for inspiration.

'Blind determination and pretending I was someone else.' She says plainly, I narrow my eyes at her, not understanding. 'I was a bit of a wannabe drama kid at high school -- so I went into those mini bookings like I was just playing a part in a movie. It was enough to get me over the threshold, then my natural inclination to submit kicked in and it was all over before I knew it.' She shrugs again, smiling. 'Of course, the thought of the money helped too!' she adds and we both giggle.

On my way back home, after Carly and I have said our goodbyes, I pass an antique bookshop and notice a sign in the window:

Vacancy: Shop assistant needed. Competitive salary, flexible hours.

No experience needed, but a love of literature is essential.

I smile as I step inside the little shop, hoping that I might have just found myself a perfect cover story.

* * * * *

Later that night, the car comes to a stop in the underground carpark and I feel my stomach fill with butterflies. Mr Swift takes my cuffed wrists in his hands and makes me look him in the eye.

'Are you ready to go inside, Jessica?' he asks calmly.

I take a deep breath and nod, looking down at the cuffs on my wrists -- free from any red ribbon -- showing that tonight, I don't belong exclusively to Mr Swift.

Another flutter spreads between my legs, and it has nothing to do with how nervous I am. I look back up into his dark eyes and reply,

'Yes, Master.'

Inside, memories of the last time I was here rush through my mind like a movie-montage. I glance at the table where the two business men had sat with their naked collared blondes at their feet. It's now occupied by a tall, broad shouldered blonde man wearing a casual blue suit, his white shirt open at the neck. To his right, stands a blonde girl about my height, with her arms bound tightly behind her back, there are white ropes bound around her wrists, and above her elbows too. Her eyes are closed gently and I notice the man is absently fingering her bald pussy while he watches a petite redhead on stage being mercilessly flogged by a bare-chested Dominant.

'Jessica, Come.' Mr Swift's voice brings me back to reality as he tugs gently on my cuffs and leads me to a table where I recognise a familiar face. Mr Swift takes a seat and I drop to my knees on the velvet floor cushion beside him without having to be asked.

'Good evening, Vincent.' Mr Swift greets his friend amiably

'Very good indeed, Oliver.' I hear him reply. I quickly realise that the floor cushion opposite me, where Citrine was kneeling the last time I was here, is empty. Pieces start falling into place and my heart starts to beat a little faster.

I keep my eyes cast down, concentrating on my hands, resting lightly on my bare thighs. Tonight's dress is a strapless bandeau style, in black satin with a zip all the way down the front. It's even shorter than the one I wore on my first visit here, and even when I'm standing, the curves of where my ass meets my thighs are clearly on display. At least there's no cut-out exposing my ass this time, although the jewelled base butt plug is firmly in place again.

'Jessica,' Mr Swift's voice pulls me out of my reverie and I quickly look up to him, awaiting his instructions. 'Mr Salter would like you to accompany him to a private room.' He tells me simply.

Oh, we're doing this already? I think to myself. Okay. Time to prove you've got what it takes, Jessica.

'Yes, Master.' I reply softly and elegantly get to my feet.

Mr Salter guides me into a room away from the main bar area and closes the door behind us. I take a deep breath and remember what Carly said. I try to picture myself as an actress, playing a role, waiting for direction.

'Jessica, stand in the middle of the room for me.' Mr Salter starts, his voice smooth and silky.

I follow his first instruction and move to the middle of the room. It's a larger space than I expected -- with a bed, an arm chair and a small sofa, as well as a contemporary looking dresser and mini bar on the opposite wall. It's much like a reasonably high-end hotel room.

'Since we don't have much time,' Mr Salter continues, 'I hope you'll forgive me if I don't indulge in too much preamble.' He says kindly, taking off his suit jacket and crossing to stand in front of me. 'You may address me as Sir. What are your safe words, Jessica?' he asks, getting straight to business.

'Yellow and red, Sir.' I reply demurely

'Excellent.' He replies, 'Now let's get you out of that dress, shall we?' his voice is low and full of carnal intent as he reaches for the zip between my breasts. I fight the urge to run and keep my eyes cast down, watching as the dress falls to the floor. Mr Salter takes a step back to admire my naked form.

'Very nice indeed.' He muses, stalking around me in a wide circle. I feel myself blush. I've grown completely comfortable with being naked in front of Oliver, but having fresh eyes roaming over every bare inch of me feels brazen and slutty. Yet it's making my clit throb.

'Oliver tells me, you were quite curious about Citrine's jewellery the last time we met.' He says casually, closing the space between us again so that I can small the citrusy tang of his aftershave, 'Is that true, Jessica?' he purrs, gently cupping my breasts and running the tips of his thumbs over my nipples, which harden further under his touch.

'Yes, it was very beautiful, Sir.' I reply breathlessly, doing everything I can to ignore the pleasure rushing from my nipples to my pussy when he starts to roll them between his fingers and thumbs.

'I'm glad you think so, Jessica, because it would please me a great deal to see these pretty little buds of yours decorated in the same way.' He pinches my nipples hard now and a strangled moan of pleasure leaves my lips.

'Put your hands behind your head for me, elbows out.' He commands coolly and I obey without hesitation, lacing my fingers together behind my head with my elbows pointing out at right angles. The position throws my breasts out brazenly in front of me, which is of course, exactly what my new Master wants.

'Perfect.' He states, skimming his hands over the swell of my breasts, before twisting my hard nipples again roughly. I watch him take a step back and produce a black velvet pouch from his pocket. From that, he takes out two strings of pale pink diamonds, each one maybe three inches long, both with a small golden clip at one end. Without warning, he attaches them to both my nipples at once and steps back to admire them as I moan softly at the tight, weighted pinch.

'Beautiful, indeed.' He croons, stroking his thumb against his bottom lip. His eyes drop to the neat triangle of sparce pubic hair between my legs and I feel my eyes widen fractionally, remembering the string of jewels attached to Citrine's clit.

'Another time, perhaps.' Mr Salter smirks, as if he can read my thoughts. 'For now,' he continues, retrieving a wooden chair from in front of the dresser and placing it in front of me, 'It seems a pity not to make use of the fine work Oliver has done in preparing your pretty little ass. Bend over the chair for me, Jessica.' He orders.

A mixture of relief tinged with disappointment floods my consciousness when I realise my clit is safe for now. I cross to the chair and bend over the back of it, holding on to the front legs as instructed. I quickly realise that the position leaves my breasts exposed, and my new diamond jewellery hanging freely from my tortured nipples. At least the new delicious wave of pain distracts me from how brazenly I'm presenting my plugged ass to a complete stranger.

I feel Mr Salter slide two fingers deep into my pussy from behind and all thoughts of shame and embarrassment evaporate. Combined with the painful pinch of the jewels swinging from my nipples, I'm quickly recalling everything Mr Swift has taught me about controlling my own pleasure. I'm moaning softly at Mr Salter's touch, but keeping myself as far away from the edge of orgasm as possible.

'Your pussy is deliciously tight, Jessica.' Mr Salter's voice is like silk from behind as he fingers me deeply, 'I'm going to fuck this first, then your delightful ass. You will not come until I have fully enjoyed both, understood?' he asks

'Yes, Sir.' I manage to breathe back, though I'm already struggling to obey. I hear him rip open a condom and moments later I cry out in pleasure as his hard length fills my pussy in one long stroke. He feels wonderful. Not as thick as Mr Swift, but definitely longer. I'm briefly panicked at the thought of taking him in my ass, but he starts fucking my pussy more urgently and it's impossible to concentrate on anything beyond the deep pleasure building in my core, and more importantly, keeping it under control.

After a few minutes of his deliciously deep fucking, I feel his fingertips at the base of the plug in my ass, then he's slowly gliding it out and in, fucking both my holes in time. I moan loudly with desire at the new feeling, but he doesn't let me enjoy it for long. In a heartbeat, my plug is gone and quickly replaced with his long hard length. He growls in satisfaction as he fills up my ass, tightening his grip on my hips and holding me to him, with his long dick buried in me to the hilt.

'Good girl.' His voice is right by my ear, 'Would you like me to fuck this sweet little ass for you?' he teases, reaching underneath to toy with the diamonds hanging from my right nipple.

'Yes, Sir! Oh yes, please fuck my ass, Sir, please, fuck it hard!' I beg, only slightly exaggerating my need for him to fuck me.

I surprise myself with my shameless reaction, but again, have no time to question it as he starts to pick up the pace and fuck my ass even harder than he just pounded my cunt. I'm soon aware of both of his hands, tugging lightly at the sparkling jewels on my nipples, as though he really wants to test my resolve not to come before him. I focus on the pain and breathe deeper, savouring his deep, hard fucking of my ass, but not enough to edge myself to climaxing.

'Are you ready to come with my cock in your ass, Jessica?' he asks, his own breathing sounding laboured now,

'Yes, Sir. So ready!' I reply in a disgustingly needy whine.

'Then let me feel you.' He says, pulling harder on my nipples and redoubling his punishment of my ass. I let myself stop fighting and embrace the decadent whirlwind of sensation rushing through me, coming hard and noisily, my ass tightening around his length while he roars in satisfaction, finding his own release deep inside me.

As he stills, I try to get my own breathing under control. Holy shit that was intense. I whimper softly at the feel of him pulling out of me gently. I'm vaguely aware of his arms around me, straightening me up, then turning me to look at him, with his hands on my shoulders.

'It was a delight to be a part of your training, Jessica.' He says, smiling kindly. 'I do hope I'll see you again soon.' He adds, sweeping a lock of hair off my face,

'Thank you, Sir.' I reply quietly, looking down at my still clamped nipples. He shakes his head lightly,

'Vincent, please.' He says, gently removing the strands of pink diamonds from my swollen buds and massaging them softly. 'And consider these a gift.' He smiles again, lifting my hand and placing the jewels in my palm before curling my fingers around them. 'Sadly, our time is up -- for now at least.' He adds with a wink, shrugging back into his jacket. 'Stay here, Oliver will be back with you shortly, alright?' I nod mutely, forcing a smile when I see his look of concern.

'Sorry. It's just all a bit...' I trail off, failing to find the words to explain but he just smiles,

'Overwhelming, I imagine?' he asks and I nod. 'Well, you did exceptionally well. I certainly hope I'll be able to book more of your time soon. He leans forward and kisses me lightly on each cheek in turn, which ridiculously, feels like the most surreal part of my evening so far.

After he leaves, I flop onto my back on the unused bed, still naked and try to process the last little portion of my life. I just let a man I've met once before -- very briefly -- fuck me senseless, in both my pussy and my ass. I should feel disgusted with myself, surely? But I don't at all. I actually feel some sort of... euphoria? Like the whole bizarre experience was, I don't know, cleansing in some way? I hold my new jewellery up in front of my face and watch it sparkle in the low light, smiling to myself contentedly. A sudden knock on the door bursts my bubble and makes me sit bolt upright.

'Jessica?' Oliver's voice from the other side makes me swoon in relief.

'Come in!' I call back, straightening myself up on the bed, utterly unashamed by my nakedness. Oliver smiles warmly as he crosses to where I'm sitting.

'I thought you would have got dressed straight away.' He muses, skimming his fingertips over my bare shoulder,

'No, I was just... taking a minute, Master.' I reply softly.

'Oliver.' He corrects, 'You deserve a break.' He smiles, stroking my cheek gently, 'Vincent was very impressed.' He adds proudly. 'How do you feel?' he asks, watching me closely.

'Um, good. I think.' I reply, 'It's all kind of a blur to be honest.' He nods, understanding. 'But yeah, it was fine. Even got some new jewellery!' I quip, showing him the pink diamonds, 'Though I can't think when I'll have the opportunity to wear them!' I add flippantly with a laugh.

'There she is.' Oliver replies, smiling at me fondly, I narrow my eyes at him questioningly. 'The real you.' He explains, 'You're learning to transition between Jessica and your inner submissive beautifully.' He beams at me like a proud father, which becomes a new contender for the most surreal moment of the evening.

'Now, Jessica has another decision to make.' He says seriously, taking my hand in his and I swallow hard, 'Not about whether to perform on stage, not yet -- put that out of your mind for now.' He corrects my train of thought, 'You need to choose a name for your submissive self.' He tells me.

I think back to what Carly said about each girl having a pseudonym.

'Vincent and I should be the only two of Crystal's clients who ever know your real name. Your second guest will be here soon and you need to decide what he'll call you. Don't worry about it too much though, it can always be changed at a later date.' I look down at his hand that's engulfing mine and notice the elegant cufflink peeking out from under his jacket. The deep orange rounded dome almost glows with intricate lighter spots in the dim light.

'Amber.' I say softly, sitting up to look at him with a smile and he returns it.

'Amber. An excellent choice.' He nods. 'Well, Amber, Mr Smith will be along shortly, so I shall leave you to get dressed -- and help yourself to anything you'd like from the mini bar. He'll have a key to let himself in, and will expect you to be in position at the foot of the bed in ten minutes, alright?' I nod and he smiles, standing and tilting up my chin between his thumb and forefinger.