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AUDIOBOOK: An Escort's Diary Pt.2: A Fucking Fabulous Tale By Madison James (X-RATED)

July 30, 2019

 

 

An explicit x rated tale of Bondage, Dominance and  Sadomasochism, otherwise known as 'BDSM'. Part 2 of my fucking fabulous Escort's Diary takes you on a dark twisted tale into the mind of a sexual deviant and a curious but defiant client as we venture deep into the wet and wonderful world of kink.

 

 

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An Escort's Diary:

A Fucking Fabulous Tale Pt.2

By Madison James

 

 

 

I had just hopped out of the shower when my phone pinged. It was an email from a client who I'll refer to as Ms D for the purpose of client confidentiality.

Ms. D initially contacted me because of her curiosity about the world of kink and BDSM. Like many women the world over, her understanding of BDSM was largely shaped by the hugely popular and now infamous ‘Fifty Shades of Grey’ series.

 

She had spent time with me on two previous occasions but was now looking to take things a little further.

 

Ms. D is a professional woman in her late 40’s, single with no children. She comes from a very tough corporate background surrounded by men in grey suits. She deals with the usual testosterone-fueled egocentric characters that often inhabit this type of environment. She told me that dating for her had become a frustrating mary-go-round of endless dinner dates, surface-level conversational dribble and disappointing flings so she decided to take matters into her own hands, and that's where I came in.

 

She had a sharp tongue and a tough exterior but that soon melted away once our mental chess began and she realised I was wired a little differently to most other guys. She was accustomed to getting what she wanted, especially from people who were paid to be ‘nice’ to her. ‘Nice’ is when someone holds open the elevator door, or offers you their seat on a train, or pays you a nice compliment about your outfit - she can get ‘nice’ for free. 

 

But that’s not why she pays me; she pays me to make her feel absolutely fucking amazing, which requires a lot more than kind gestures and nice words. It’s about learning how to push her buttons in a way that leaves all her senses tingling and allows her to truly let go whilst she’s with me.

 

Putting a BDSM script together for a client is always a massive turn on for me. No two people are the same so everything has to be tailored to that specific client and focused on what they want to gain from our time together. During our last encounter as we lay in bed gently playing with each other, we spoke in detail about what she liked, how she wanted to be teased and fucked, and last but definitely not least, how she wanted to cum.

 

We spoke about the toys that really turned her on, being gagged and bound, and how she wanted to be completely and utterly dominated. We also spoke about her triggers, boundaries, safe words and any concerns that she may have had. All the while I'm quietly piecing together the most twisted and erotic concerto to conduct during our session.

 

Sitting at my desk in the early hours of the morning I created a super intense 4-hour BDSM experience tailored specifically to Ms. D. I knew this session would absolutely drive her crazy and she'd probably end up hating me at some stage during the night. BDSM aside and the fact that I’m a paid high-class escort, I think creating an experience like this for a woman is so fucking sexy. It's like writing, directing and co-starring in your very own dark twisted fantasy with all the up's and downs of a good thriller. 

 

It’s a beautiful thing to be able to create an experience of pure carnal pleasure for someone based on what you know will drive them crazy. The fact that we had intimate discussions about exactly how she liked to be dominated and fucked gave me everything I needed to create the perfect experience for her. It's moments like this that make me really appreciate my job.

 

A few hours later with the script pretty much complete, I could see the sun starting to break so I decided to hit my 24-hour gym for a sneaky workout while I was still wide awake. For me, working up a good sweat in the gym isn't just about sculpting the perfect body, it's about being physically and mentally fit. This is, after all, a demanding profession and it's not unusual for an intense sexual encounter to last many hours - which is often a workout in itself.

 

Fast-forward to the day when Ms. D and I were due to meet up, everything was prepared. A fresh black suit, immaculate black shirt with starched creases in all the right places and a lovely pair of black John Lobb Oxford shoes. I also packed my bag of toys complete with oils, cuffs, dildos, bondage rope, a handmade leather flogger and some other goodies. Lastly, I selected just the right fragrance for the occasion ‘Black Orchid by Tom Ford’ as it oozed dark mischievous sexuality.

 

 

 

 

All set, I hopped in a cab and made my way to Ms. D’s home which was located in a lovely remote part of SIE, ('Somewhere in England). When I arrived the large antique-looking wooden door was already unlocked and she had told me to come in and make myself comfortable.

 

As I gently pushed the door open I could hear her voice travelling from one room to the next which meant that she was on the phone probably dealing with some work-related issue. As I sat down and waited for her in the reception I spotted an envelope with my name on it on the side table. I flicked it open, fingered the crisp notes and slipped it into my breast pocket.

 

She was soon off the phone with her arms wrapped around me and playfully smothering me with warm kisses. Her lips were beautifully shaped, soft and textured, and made me hard just by looking at them. I had fond memories of those very same lips licking and swallowing my entire orgasm as I came ferociously down her throat during our last encounter. 

 

It’s very sexy how she could switch between work mode and personal time so effortlessly. She was clearly looking forward to our play session. After her delightful barrage of kisses, I pulled back slightly, looked her directly in the eyes and told her to behave herself, which only provoked her more. Ms. D was used to getting what she wanted but she knew that I meant what I said so she turned on her heels in quiet protest and invited me to join her in the kitchen.

 

She told me that she loved the way I dominated her in such a calm and collected manner. She felt there was something sinister about it as if I was daring her to test my authority. She was right, I was.  But I always gave her the freedom to disobey me, in fact, I somewhat encouraged it but I was always consistent with my discipline. If she broke the rules she got punished no matter how many times she pushed the boundaries. It turned her on knowing that her only options were obedience or pain.

 

Ms. D was tall, about 5’9 and I’m guessing a size 10/12 although I never asked. She had good posture, a confident sway in the hips when she moved and long shiny black hair that was always tied back in a ponytail. She had light brown eyes, sharp features and pale skin complimented by her red lipstick. Like a slightly older Sophie Ellis-Bextor with a dash of sexy headmistress thrown in for good measure.

 

As this was her first BDSM session there were still some rules that needed to be clarified. There was no alcohol permitted before or during our session as we both needed to be fully present. We also covered a few important topics again like her boundaries, safe words and any general concerns.

 

Putting all the excitement aside, making Ms. D feel safe and comfortable was my main priority because without her mind being in the right place, it wouldn’t matter what I had planned as she wouldn’t be able to enjoy it. Sex is very much mental so that’s where I started and with that, Ms. D and I were ready to begin our first session together.

 

Ms. D’s room was perfectly suited for what I had in mind. It was spacious but intimate with lovely dark fur rugs, thick blankets, oversized cushions and a large bed in the centre of the room. There was original artwork on the walls and long hanging curtains that threw the room into pitch darkness. She turned on a large lamp in the corner that created a warm glow and then hopped in the shower whilst I prepared her evening’s events. 

 

When she was finished she came out and presented herself to me awaiting further instructions. She stood poised with her feet together, arms by her side and her body still wet from the shower. I stared at her, like a stalker almost. There was something devilishly indecent about my intentions. And she stared right back, with a look that said, "what the fuck are you waiting for." We were definitely on the same frequency and sensing her trying to bait me into a response, I gave her a coy smile and turned towards the bed behind me.

 

I laid out my toys, handcuffs, restraints, bondage ropes, a blindfold, my flogger, a paddle and some strawberry scented oil. As this was our first BDSM session together I wanted to ease Ms. D in at her own pace so she always felt a degree of control. She was wrapped in an oversized bathrobe, like a protective shield from what was about to come.

 

She seemed slightly nervous and somewhat out of her comfort zone, which was exactly where I wanted her. This session was about pushing boundaries and exploring the sensations of pleasure through submission and pain. Now more than ever was the time for her to take my hand and embrace the unknown.

It's become apparent to me that I possess an uncanny ability to slip in and out of character with unsettling conviction like the strange case of Dr Jekyll and Mr Hyde - this excited and terrified her in equal measure.

 

I walked over and slid my arms around her waist inside her robe and pulled her close. The arch in her back was warm and wet. I could feel her body tense up and then relax as I grabbed her ass and pushed her inner thigh firmly against my cock which was now fully erect. I asked if she was ready to go ahead to which she responded with a cheeky smile and a nod. 

 

I peeled back her robe to reveal her beautiful figure covered in goosebumps. She was now standing naked in front of me, her protective shield discarded offering her no respite from my feral gaze. 

 

I presented Ms. D with a thick silver neck collar that I placed in her hand as she stood in front of me naked. In BDSM the collar is much more than a kinky accessory, it signifies willing submission on her part, and me taking responsibility for her whilst she allows me to Dominate.

 

This collar represented a mutual agreement between the two of us based upon a set of defined rules as laid out below:


1. During session you are to address me as ‘Sir’.
2. You will do as you are told at all times.
3. If at any stage you disobey me you will be punished.
4. If you orgasm without my permission you will be punished.
5. If you need to use the ladies you will ask for permission.

6. If you need time out, or some water or anything else, you will ask me.

 

Your safe words are ‘YELLOW’ if you want me to slow down and ‘RED’ if you want to stop. You can use them anytime you feel the need and I will stop immediately. I will only push you as far as you’ll allow me based on what we have discussed previously.

 

Once I put this collar on you, your body and mind will belong to me for the duration of our session.

 

Do you consent? I asked her. 

‘Yes’ she replied.

 

I stepped into her space with my arms folded behind my back and in a firm voice I repeated the question, only this time she replied with ‘Yes SIR’. ‘Good girl’ I told her and with that, I placed my hands on her hips and turned her around slowly to fasten the collar around her neck.

 

Just before we began, I whispered in her ear, "I'm here to please you, but remember, I own your fucking orgasm and you will not release until I permit it., do you understand?"

 

"Yes Sir", she replied. 

 

 

 

SCENE ONE

 

 

 

Ms. D stood there in submission, her naked figure fully exposed with the innocence of a woman far removed from her everyday life. I grabbed her by the throat and pushed her up against the wall and snarled. Her eyes shot open as she gasped and inhaled deeply from the shock of it all. My dick was throbbing and at that precise moment, I wanted nothing more than to split her legs wide open and sink my cock deep inside her pussy. But this wasn't about me, so I controlled my base instincts and focused on pleasing this beautiful woman who had gifted me with her body.

 

I instructed her to turn around, face the wall and spread her legs wide apart. With my flogger close by, I picked it up and swung it over my shoulder as I invaded her space with my hand running up her inner thigh. I moved up and down her body breathing heavily as goosebumps formed on her skin. 

 

"How are you feeling?" I asked her.
"I’m fine Sir" she responded.
"You're wet" I said.
"Yes Sir, I am, I'd love to feel your tongue inside me", she said as her arousal filled the air.
"I'll taste you if and when I'm ready, the next time you speak out of turn I'm going to punish you. Do you understand?"
"YES." she snapped back at me.
"What did you say?" I asked as I squared up to her.

 

She paused, knowing exactly what I was referring to. It seemed like an eternity as we locked eyes but it was probably less than 30 seconds. She was staring me dead in the eyes, neither of us wanting to break the gaze. This was a subtle but blatant act of defiance and she was testing me. She looked so fucking sexy I couldn't help but admire her spirit.

 

Part of me wanted to kiss her passionately but instead, without warning, I slammed her against the wall, clamped my hand around her neck and snarled. There was no need to repeat myself as she fully understood the reason for my reaction. Again she gasped and displayed a heady spectrum of emotion from fear and uncertainty to excitement and lustful desire.

 

Is he still in character or is he for real she wondered? She was a little unsure how far I'd go but she was content knowing that it was far enough to cause her significant pain unless she did exactly as commanded.

 

"YES SIR" she said loudly, slightly panicked through gritted teeth.
"Good, that's  better, and you're welcome to try me again anytime you like." I told her.

 

I was clearly taunting her but submission is just as much mental as it is physical and I required both.
  
Ms. D had always wanted to be tied up and completely dominated; this was one of her fantasies. I took my bondage rope and tied her hands firmly behind her back. I grabbed her long hair and gave it a good tug, she moaned as her head snapped back. I bit the side of her neck and pulled her over to the beautiful leather upholstered bench at the foot of her bed. I forced her on to her knees and pushed her face aggressively into the leather. I could feel her trying to resist in an act of defiance which given her character was no surprise.

 

I explained to Ms. D in no uncertain terms that her behaviour was unacceptable and with that, I pulled my flogger from over my shoulder and proceeded to give her a good spanking. Ms. D gritted her teeth and invited me to flog her harder to which  I responded to graciously. She was definitely no shrinking violet. I knew she wouldn’t just roll over and comply.

 

In order for me to be allowed to fully dominate her, I would need to earn that right. Domination for me has always provided an interesting dynamic - on one hand, the sub is ultimately in control because they decide how far they are prepared to go and when to use their safewords. On the other hand, within the context of our agreement, I completely own my sub and they will either bend to my will or tap out.

 

Where many Doms go wrong is that they lack consistency and overlook small infractions that a bratty submissive may try to get away with. The number one complaint I hear from women who have had a BDSM experience is that it never felt real because their partner didn't really know how to dominate. 

 

If they were told to do something that they didn't want to, they'd simply throw a strop or point blank refuse and their Dom would sheepishly accept for fear of upsetting them. It doesn't work that way with me - shouting, cursing, throwing a fit, fighting back or even crying, I've seen it all.

 

There are only three possible outcomes during my session.

 

1. You do as you're told.
2. You're punished until you do as you're told.
3. You use your safeword.

 

A good Dom will remain indifferent in any eventuality and will never respond out of anger or frustration.

 

Speaking of which, Ms. D raised her head and stared at me with squinted eyes and pursed lips, which was her way of testing me again. I placed my hand on her head open palm and pushed it back down and flogged her harder. I repeated this process in exactly the same place enough times for Ms. D’s arse to turn bright red and she was now winching uncontrollably from the sting of the flogger. 

 

After 25 lashes or so she reluctantly whispered the word "Red". I stopped and asked her to repeat it, pretending to be hard of hearing. She paused just long enough to express her reluctance, but not too long as to risk the wrath of my hands being wrapped firmly around her neck again.

 

"Red Sir", she uttered conservatively. And rightly so, submission should never be given easily otherwise it has little value. Deep down I had to respect her defiance, even though I could never allow it. Truth is I could have carried her over to the bed and had the slowest most sensual sex with her right there and then but this was her fantasy, not mine. 

 

It seemed Ms. B was now ready and willing to submit as I had proven to her that I would administer punishment consistently if required. However, I fully expected to have to dish out more discipline before the night was over. I untied her hands and set the rope down beside the bed in case I needed it later on.

 

With the script committed to memory and broken down into three main scenes, I proceeded to take her on a journey with me. I bent Ms. D over the large leather bench with her leg spread wide apart exposing her swollen pussy which glistened with wetness. Her arms were splayed out in front of her to support her body weight. I stood up slowly pacing the room behind her with my flogger gently stroking her skin occasionally whipping it against my hand so she could hear the sting. This would serve as a gentle reminder of my willingness to administer pain for the slightest transgression.

 

 

But the flogger is more than just an instrument of pain and discipline. It can also be used for gentle and sensual pleasure. Ms. D indicated her preference at any one time by her compliance or lack thereof. This particular flogger is unique as it was handmade by myself using the best soft Italian leather and was balanced perfectly to administer pleasure or pain depending on the situation.

 

 

 

 

I started to massage her back with deep sensual strokes helping to circulate the blood around her body. I explored her with my hands paying close attention to her every response. I slid my finger down the crease of her backside and over her moist pussy to which she responded with an inhalation of pleasure and relief. She sounded beautiful and tasted even better as I licked her juices off my finger and then inserted it into her mouth, which she licked fiendishly. I stopped for a moment to appreciate her in this state.

 

My job as a high-class escort was to make her feel special and she was obviously enjoying it but I always find it flattering that a woman would literally gift her body and mind over to me to play with like a beautiful instrument. With that in mind, I suddenly bent down behind Ms. D and slid my tongue deep into her pussy, rubbing past her clit. She moaned and rolled her head back as I pulled out. ‘There’s a good girl’ I whispered as I gently ran my fingers through her hair. I intended to push every one of her buttons and leave her senses tingling.

 

I teased Ms. D with my tongue for long enough to bring her to a state of hot steaming orgasm. Just as she was about to release I stopped, grabbed her face and reminded her that she was not allowed to cum until I permitted it. This drove Ms. D crazy to the point of frustration. She let out a stream of expletives expressing exactly how she felt towards me at that time. Given her strong character, I knew that most of her partners in the past would have given in at this stage but, as I said, it doesn’t work like that with me as we were in session and these were the rules.

 

For her sins, I reached for the flogger and began to rain down lash upon lash in exactly the same place on her ass as I politely offered her the opportunity to apologise for her outburst. Ms. D was reluctant but the sting of the flogger soon loosened her tongue.

 

"SORRY SIR" she said in a harsh tone, looking even more frustrated knowing what was coming next. My brow instantly furrowed but I wouldn't insult her intelligence by explaining the reason.

 

"I'm sorry Sir" she said in a much softer tone. My eyes smiled at her ever so slightly. We were communicating at such a primal and instinctive level you could pick up the frequency a mile away.

 

I decided to reward her. I instructed her to sit facing me on the bench and inserted my index and forefinger into her pussy and stared at her. She rolled her head back as the feeling overwhelmed her senses. With my other hand placed on the back of her neck, I told her to lock my gaze and under no circumstance was she to break it.

 

I slowly and rhythmically stroked her g-spot with my two fingers in a come-hither motion. She responded with a look of anguish and delight as the sensation steadily increased. Her face contorted and eyes sprung open as she wondered what the fuck I was doing to her down there.

 

Let's take a moment to digress here - the look on her face at that moment was absolutely fucking sublime. If I could describe raw sexuality, passion, excitement and frustration with a single image, it would be Ms. D's face at that precise moment. I watched every twitch and involuntary muscle spasm with lustful delight until her pussy tensed up.

 

I gave her permission to cum and she finally released her juices all over my hand on cue. With our eyes locked the entire time, all her emotions were laid bare for me to see. As she regained her faculties, she simply shook her head and buried her face in her hands.

 

"Good girl, good girl", I said as I kissed her forehead multiple times.

 

 

SCENE TWO

 

 

 

 

After the short interlude, it was now time for the second scene. I attached a lead to her collar and slowly walked her over to the bed. I grabbed her hair and threw her down as the bed recoiled from the force. With Ms. D on her back, I secured her arms and legs to each bedpost with her pussy in full view, waiting for my attention. Before I went any further I leaned in between her legs and gave her a soft sensual kiss. I felt to enter her right there and then but resisted as I had other plans.

 

I pulled out a magic wand vibrator, which is probably one of the best devices I’ve ever come across. With Ms. D tied up and lying on her back I rubbed the large vibrating head slowly up and down her thighs and across her pussy. Ms. D tensed up and rolled her hips in response. She was breathing short and fast so I instructed her to slow down and inhale deeply whilst focusing on my touch. I alternated between the sensation of the vibrator and the feeling of my tongue as I gently licked the lips of her pussy. 

 

This drove her crazy as she wriggled and fought against the straps that were restraining her. After some time of dialling up the tension, I placed the head of the magic wand directly on her clit and watched her body contort as if possessed. With deep inhalations and moans of ecstasy, I knew it wouldn’t be long before she was close to orgasm again.

 

This for me is the moment where communication and connection is so important. I removed the vibrator momentarily to get her to focus on my voice. I instructed her to let me know on a scale of 1 to 5 how close she was to orgasm. Still not fully coherent she agreed by nodding her head frantically. Her pussy was swollen and red from the pressure of the vibrator so I slowly licked her clit and massaged the sides of her pussy to prepare her for what was yet to come.

 

As she was now focused again I began building her orgasm slowly by bringing her back and forth, trying to keep her in a state of intense arousal. There came a point when Ms. D was clearly overwhelmed by what was going on. She begged me to let her cum - I told her ‘don’t you fucking dare’. 

 

The magic wand hummed away intensely as I circled around her clit and the entrance to her pussy. I paid close attention to her response as she wriggled and contorted as waves of pleasure ran through her body.

 

'4 Sir' she called out. To which I responded by easing up and allowing her to control the sensation that rippled through her body. She was panting heavily and staring at me with gritted teeth but I could tell she was holding her tongue. I continued, this time working my way around her breast to her waist, down to her thighs and tantalisingly close to her pussy. She let out a deeply frustrated moan that sounded more like a woman waling in agony.

 

"3 Sir" she called out. A few moments later she followed up with "4 Sir" expecting me to ease up as I still hadn't given her permission to cum. I turned up the vibration on the magic wand even further and stared at her like the devil tempting her with an apple in one hand and the flogger in the other.  She looked confused, her entire body started to shake. "4 Sir, I..., I can't hold it any more" she cried as if she was begging for permission or for me to ease up. I did neither.

 

I kept on pushing her further and further with the magic wand and she eventually gave in to the sensation and released a mind-blowing orgasm with a look of bewilderment on her face. It was music to my ears - she let out a series of animalistic groans of pleasure as she panted and kicked and fought against the restraint straps still holding her firmly in place. The bed was shaking, she was covered in sweat and I could sense the energy coursing through her body as she revelled in the moment.

 

It was fucking beautiful, she loved it. But deep down she knew what was coming next.

 

I calmly untied her legs and ankles and ordered her on all fours in the centre of the bed soaking wet from her sweat and cum juice. She looked at me with disbelief wondering if I was really going to punish her for releasing her orgasm, knowing full well that it was entirely my doing that brought her to climax.

"Clearly, you have a short memory because your orgasm belongs to me and I definitely don't recall giving you permission to release. Did I?" I said in a taunting manner.

 

"You fucker, I told you, you made me come" she tried to explain with a look of genuine distress on her face.

 

"Don't make excuses, take responsibility for your actions" I said as I dismissed her appeal for reason. This is what puts the 'Sadism' in BDSM and Mr Hyde showed no sign of letting up. Ms D. knew there was no point in arguing and resigned herself to the fact that I was rather unreasonable and would only make things worse by protesting further.

 

Still, on all fours, she arched her back and braced herself for punishment.

"Sir?" she said sounding uncharacteristically sheepish, "...GO FUCK YOURSELF" she said in an act of defiance as the sharpness in her voice returned to reveal the strength of her resolve. She wasn't smiling either.

 

I half expected this so I responded by expressing my gratitude for her sage advice. Then I proceeded to deliver the agreed punishment meted out by the sting of my trusted flogger.

 

I soon lost count of the lashes and it became a battle of wills. She winched in increasing pain as the lashes struck the same area of her ass which had turned bright red with blood visible beneath the skin. She was in pain but refused to apologise and refused to use her safe word which I knew she saw as a sign of weakness. And the fact that she felt the punishment was unjustified only added insult to injury.

 

But true to form I continued the lashes and Ms. D's eyes had begun to well up. Eventually, tears rolled down her cheek and she was left with no option but to use her safe word.

 

"Red" she mumbled under her breath as if to signal defeat.
I stopped, then made her repeat it.


"RED..., I fucking hate you, SIR" she said as she curled up in a fetal position in an attempt to relieve the throbbing sensation of the pain that overwhelmed her.

Even though she had given in to my will and I had somewhat broken her resolve, she was still defiant to the very end. I had to respect her although I'd never openly acknowledged it during session.

 

By this time Ms. D was due a well-deserved break so I placed a cover over her legs to keep her warm and poured her a glass of water. I gently snuggled up behind her in a spooning position and stroked her hair. I gave her a warm hug and softly kissed her neck repeatedly and caressed her shoulders. 

 

"Do you need anything else?" I asked in a soft tone.
"No Sir, I'm fine, thanks"

 

Ms. D was silent after that and wasn’t moving much at all. She had zoned out. I knew exactly what was going on, she was taking a moment to digest the contrasting high of emotions that she was feeling from orgasmic pleasure and sexual chemistry to pain, frustration and submission. This is referred to as 'subspace' which is an intense state of euphoria brought on by the release of epinephrine and endorphins that flood the body and induce a morphine-like high.

 

Subspace can be a genuinely addictive mindfuck when experiencing it for the first time and many in the kink community thrive on this heady cocktail of chemically induced emotions.

 

After about 10 minutes of holding her close, I nestled my head in her neck and nibbled her ear repeatedly gently teasing her back to reality. She eventually giggled and curled up to get away as I tickled her.

 

As she sat up and sipped her water she turned to me and said, "I thought you'd lost the fucking plot Madison!!!" 

 

She turned and kissed me passionately and wrapped her legs around me. "I've never EVER felt like that before. My ass is fucking on fire and you're a sexy mean bastard" she told me. I smiled.

 

"You really weren't going to stop where you?" she asked as the reality of the situation dawned on her.

 

"No, of course not" I fire back without missing a beat. But that's not entirely true. During session, it's very possible that Ms. D may not have been fully coherent or capable of setting suitable boundaries so I can't always rely on her use of the safe word. I have to stay vigilant and use good judgment so I don't inflict too much pain but as far as Ms D was aware, I was willing to go all the way unless she submitted.

 

"Sir, as much as I hate you, and my ass is fucking bruised, I feel so alive, and I'm dying for you to fuck me, please!" she said as she held my head.

 

She was right, it was definitely time to fuck. All the right ingredients were finally in place. We had established mutual respect, she was happy to submit to me fully and the sexual tension between us was fucking intense. I couldn't wait to be inside her wet pussy which was so aroused her juices were leaking all over me. How could I not want to fuck her brains out? She made me work for her submission and that turned me on even more.

 

I winked and smiled at her with a troublesome smirk as I thought about the events I still had in store for her.

 


SCENE THREE

 

 

 

For our last scene, I told her to stand in the middle of the room naked and wait for further instructions. I made her put on a pair of very sexy black pointed stilettos and wait for me while I took my time admiring her as she fidgeted in anticipation. Ms. D, already being 5’9 struck an awesome figure in heels and we were now eye to eye. “Get on your knees now” I commanded and she obeyed without hesitation.

 

I stroked the side of her face, grabbed her by her ponytail and bent down to kiss her. I told her to take out my cock and lick the head. She did as she was told and looked up at me for approval as she licked and slurped enthusiastically with her hands firmly gripping the shaft.I was so turned on I could have let her take me all the way but I had other plans. Slipping back into character, I slapped her in the face and told her to slow down. I pulled out and teased her with the tip of my cock by placing it on her tongue and rubbing it over her lips.

 

She leaned forward eager to get her mouth around it but I pulled away again as she extended her tongue.She grabbed my ass and pulled me into her mouth and deep throated every inch of my cock until she started to gag uncontrollably. She was heaving, spitting, licking and slurping saliva and pre-cum mixed together and it felt like heaven.From down on her knees with my cock buried in the back of her throat, she was attempting to dominate me and I allowed it.

 

I was momentarily under her spell as she dug her nails into my ass in an act of vengeance and angled my cock even further down her throat, seemingly reaching the pit of her stomach. Her eyes were watering and saliva and pre-cum were running off her face and on to the floor.Ms. D had taken control of our session and it took all my self-restraint to pull away before I gave her my orgasm.

 

She wanted to own it and rightly so, after all, this is what I had taught her.“No, you’re a very naughty girl aren’t you, assume the position, you know what comes next”, I told her as I kissed the saliva and pre-cum off her face.“Yes Sir, I’m very sorry”, she said in a playful tone - she wasn't sorry at all.I picked her up, told her to kick off her shoes, bent her over and placed her hands on the bench with her legs spread far apart. I picked up a paddle and began to spank the other side of her ass.

 

This was altogether a different type of spanking. This was not the same type of punishment as before nor was it my intent to assert my dominance any further as that would have been unnecessary.This was not about a need for absolute control. Ms D. had demonstrated her willingness to submit to me but her fire always remained intact. For me, a good Dom also knows when to submit and how to nurture a submissive's sexual confidence.Ms.D moaned and gyrated from the repeated blows of the paddle as clear liquid ran from her pussy suspended in mid-air, before landing on the fur rug beneath our feet.

 

‘Harder” she said so I stepped it up a little more. Her arse was turning red and she started to winch but she was enjoying the stinging sensation. I teased her by reminding her about the safe words and asked if she wanted to use them. “Fuck you Sir’ she said as she giggled and turned away knowing that swift punishment would be meted out.Damn, she was sexy! I told her to keep facing the front while I grabbed my cock and lined it up with her juicy pussy ready for penetration. With Ms. D still bent over, I finger fucked her briefly and without warning, I inserted my cock halfway into her pussy.

 

She took a deep breath as she tried to compose herself. I guided my cock in and out, going slightly deeper with each thrust. Ms. D let out an exasperated quiver as she slapped her hand repeatedly on the leather bench in an attempt to control the overwhelming sensation. “Fuck who?” I asked her. “You Sir, fuck you” she replied with another moan.

 

I like her spirit, so naturally, I inserted my cock even further until she had taken every inch. By now she was making enough noise to wake the dead, but the sexual deviant in me encouraged her to let go and so she did.I grabbed my flogger and started spanking her arse with my cock still buried deep inside her. I asked her to repeat what she’d told me previously, “Fuck you Sir” she blurted out again.

 

Clearly, she wanted more so I gave it to her so deep she could feel me in the pit of her stomach. After more lashes from the flogger, she soon screamed ‘Yellow Sir, yellow’ which mean she wanted me to ease up a little. This time I threw the flogger on the bed and grabbed Ms D by the hips. With my cock thrusting back and forth I placed my finger directly on her clit. What a fucking response - she was completely beside herself with her legs shaking and her head snapping back and forth like an erotic dancer.

 

I stroked every conceivable part of her pussy like a gynaecologist giving her a thorough inspection. Slow and fast, soft and hard, clockwise and anti-clockwise, up and down, shallow then deep all while maintaining a sensual rhythm that kept us deeply in tune with one another.I wanted to prolong the experience as much as possible so I adjusted the intensity of my thrust and got her to focus on channelling the sensation to different parts of her body. We fucked passionately for another 45 minutes moving from one end of the bed to the other.

 

She wanted to cum so hard on at least 3 occasions that she was literally begging me for permission to release.I simply asked her "Who owns your orgasm?""You do Sir, please let me cum" she pleaded, with the look of anguish on her face boarding on torturous."Cum for me" is all I needed to say.And with those three words, Ms D unleashed the loudest most intense orgasm I'd ever heard.

 

Cutting through her screams I told her to breathe into the sensation and let it ripple through her body.Her orgasm lasted well over 3 minutes and shot through her body like waves of never-ending pleasure. The deeper she breathed, the more intense they became. It got to a point where she seemed to be hyperventilating as she completely let go.With her body shaking, she collapsed to her knees with her arms spread wide, face down on the bed. She moaned and squirmed around overcome by the endorphins that flooded her entire being.

 

Ms. D had many emotions flowing through her body at that stage. She was realising that there was so much more to her sexuality than she had previously experienced. Putting BDSM aside, what we were doing was exploring her sexuality and allowing her to express it in whatever way felt natural to her. Throwing BDSM into the mix allowed her to play out her fantasies with a shift of power and control.

 

Ms. D eventually learnt how to manipulate the situation to get what she wanted from me. She flipped the tables and made me willingly submit to her will, even if only momentarily, knowing that she'd have to face the consequences shortly after.These are just some of the intense sexual dynamics that can play out during a BDSM session and this was only the tip of the iceberg. One thing that Ms. D would never forget was what it felt like as she reached a space of complete bliss only found in submission as she finally permitted me to completely dominate her world.

 

She was so exhausted all she could do was wrap her arms around my waist as we lay in bed together. I poured some of the strawberry-scented oil into the palm of my hand and started gently massaging her back from the neck down. She seemed to melt into me as she exhaled the sexual tension that had been building up inside her.After some time she floated back to me and we spoke for a while about how she was feeling and the sensations running through her mind. This level of openness is rare because it’s not often nurtured so I always enjoy moments like this.

 

As I lay between her legs with my head rested on her thigh I gently teased her clit by swirling my tongue around as she began to moisten up. Although she was exhausted, she couldn't resist the sensation and before long she was fully present and ready to go again.I took her hand and placed it on the back of my head gesturing for her to guide my tongue where she wanted it. But Ms. D had other plans, she wanted to fuck, she wanted me deep inside her and she wanted to watch me cum. She clamped her legs around my waist and position me for deep penetration as I massage the walls of her pussy.

 

With my hands holding her firmly on her hips and my knees tucked slightly under her backside, I angled for her g-spot and sunk deep enough to feel her cervix. She gritted her teeth and pulled me in deeper, she wanted more so I gave it to her again – and again and again.She was determined to make me come so she tensed her pussy muscles and took complete control of my thrust. She was riding me from underneath and I was literally powerless. She had me held firmly in place and was fucking the shit out of me. This was clearly not part of the script but I was in no position to argue, nor did I want to.

 

Then all of a sudden, I felt dizzy as I let go and released what was now a seriously fucking intense orgasm of epic proportion. I snarled and thrashed like a dog as I grabbed my head which felt like it was about to explode. She continued fucking me until she'd extracted every last drop of cum I had stored up, which I actually had no intention of releasing. In an interesting reversal of roles, I was the one now collapsed and unable to move.

 

"Who's orgasm was that Sir?" Ms D asked me with a gleeful look in her eye.

 

She was clearly taking the piss but there was no point in denying it. "That was definitely yours, and fuck you." I said.

 

She looked at me, giggled and pulled me up alongside her. She exhaled a long “Arhhhhhhhhhhh” like she was releasing years of frustration and at the same time playfully readdressing the balance between a Dom and a feisty but irresistibly sexy sub.

 

I awoke a few hours later after having drifted off with our bodies entwined. Ms. D was fast asleep curled up in bed under her warm duvet still wearing her silver collar. I gave her a soft kiss on the cheek and closed her bedroom door quietly behind me. I arrived home just after 3 am; way too tired to hop in the shower I collapsed on my bed and slept until about 11:30 am.

 

When I awoke a quick glance at my phone displayed a message from Ms. D that read:“Sir, my pussy is sore, I look forward to being punished again. Ps. I'm still wearing my collar!”, followed by a winking emoji and a line of kisses.I smiled as I imagined her back in the office among the grey suits, occasionally floating between work mode and the warm memories of me inside her from the night before.

 

Peace and Love,

 

Madison x

 

 

 

Audiobook: An Escort's Diary Pt.2: A Fucking Fabulous Tale By Madison James

 

 

Audiobook: An Escort's Diary Pt.1: A Fucking Fabulous Tale By Madison James

 

 

 

 

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