You Must Have Fantasised About Being With A Woman At Least Once?

My Master posed the question and I grinned at Him - of course I had!

I arranged to meet with a couple - the man wanted to introduce another woman into their play dates and I was openly curious about their activities and experimenting with the fairer sex.  I arrived at the hotel that we’d arranged to meet at and went directly to the room (I’d been text the room number in advance).  I was wore a simple black dress, nude stockings and white cotton brief knickers – the underwear hadn’t been my choice, I’d been instructed very specifically that they had to be white briefs.  I knocked the door and was greeted by a friendly brunette (Victoria).  She ushered me in and planted a glass of champagne in my hand.  She seemed filled with nervous energy as she told me that Daniel would be along shortly – he wanted us to have chance to relax a little before he arrived.  I told her that I was so nervous I was trembling.  She told me not to worry, she was nervous too and had never been with another woman before but “Sir” would tell us what to do.  I wasn’t sure if that was any comfort to me.

I'd begun to relax a little as we chatted about our journeys and what lies we'd told as cover stories, when my stomach flipped as I heard the key card in the door. Daniel entered the room. He was handsome, confident and very well dressed - I felt myself blush as he lowered his head to give me a kiss on the cheek. He said it was really good to finally meet me then crossed the room to where Victoria stood, next to the bed. He kissed her full on the lips and I thought I could actually see her knees buckle she swooned so obviously. He removed his suit jacket and placed it on the back of the chair, sat on the side of the king-size bed and told Victoria to go get 'it'. She rummaged in her overnight bag and handed him a black leather tawse. He must have noticed my apprehension because he assured me not to worry - the tawse was not for me.

He undid his cuff links and handed them to Victoria who placed them on the nightstand. As

he rolled up his sleeves he told Victoria to kiss me. I was still stood in the middle of the room. She crossed the short distance and brushed my hair back off my face. I was surprised at how susceptible I was to the action. I felt my nipples stiffening beneath the fabric of my dress and my pussy began to tingle. She kissed me slowly, almost hesitantly. It was so different to kissing a man, her lips seemed to be so much softer, her tongue caressing mine...I could only describe it as beyond sensuous. I got lost in the kiss and didn't want it to end but Daniel's voice interrupted the moment.

"Miss, undress our young lady so that we can begin", he instructed.

She answered, "Yes Sir" and lowered to her knees. She removed my shoes first and then ran

her hands up each of my legs to find the tops of my hold ups. Excruciatingly slowly she rolled them down and off my legs. At this point I could feel my pussy, throbbing and hot, eager for contact of any kind. She stood to remove my dress, reaching around me from the front to undo my zipper at the back. She held my gaze the whole time as she she lowered the zipper and pushed the straps of my dress off my shoulders. I heard my dress land in a heap at my feet, I stepped out of it and she picked it up and walked across the room to place it on top of Daniel's suit jacket.

She was instructed to undress herself. I watched as she lifted her dress over her head and I

admired the view. She too was wearing white cotton briefs. She wore white lace topped hold ups, which I noticed she didn't remove. She was almost thin, but not quite. She had a lovely curvy ass, a small waist and smallish, very pert breasts with the sweetest brown nipples. I had the sudden urge to kiss her breasts all over. I wanted to feel her nipples against my tongue as I licked and sucked on them - god I was wet! Daniel asked me what I thought of his Miss and I told him that I thought she was beautiful. He said that the two of us stood before him in our white knickers was one of the most beautiful things he'd seen. He told her to kiss me again but on my breasts this time. Again, her kissing was so gentle and light - but each touch of her deliciously soft lips sent electricity shooting through me. I couldn't stop the groan that escaped my lips as I felt the heat of her tongue on my nipple. I lifted my hand up into her hair and pulled her closer to me. She massaged one nipple with her mouth and sucked as she teased the other between her thumb and forefinger.

"Enough ladies", Daniel commanded. My breasts were left instantly as she turned to look at
him, awaiting her next instruction I assumed. I was certain that they must have been able to hear my heart beating as loudly as I could. 

"Young lady, come to me. Miss, you may sit in the chair for the moment"

I was next to him in two steps. Without a word he took hold of my right arm and pulled me

over his lap. I was aware of his arousal before anything else registered. He told me to look straight ahead at Miss and watch her as she watched us. I did as I was told and saw by the expression of pure lust that she was definitely as excited by this as I was, if not more so. He adjusted my position slightly and parted my legs before beginning to rub my ass over my knickers.

As I felt his hands rub and smack lightly at my ass there was no doubt in my mind that I'd made the right decision to come and meet the two of them.  I was aware of my knickers becoming increasingly wet with my pussy juice.  I whimpered and squirmed in his lap as he took a moment to pause and pull my knickers up until the gusset pushed between the lips of my pussy and pressed against my clit.  He had bared my ass cheeks without removing my knickers.
"Spread your legs for me Miss", he told Victoria.
The crotch of her knickers was so soaked it had become almost translucent.  I smiled and she grinned back at me.  He told her "over and above only" and I understood as she cupped a breast with one hand and began to massage it as her other hand trailed down over her stomach and her pussy and she started to rub at her clit through her knickers.  I heard a whisper of a gasp escape her lips and I stared at her in wonderment as she pleasured herself.

The next slap to land on my ass stung a lot more than the previous strikes had.  He'd used more force this time and his full palm had landed on my bare skin.  Quickly, slap after slap landed on my skin and I wriggled my ass trying to avoid his hand, but at the same time, I enjoyed every strike.  His other hand pulled me tighter to him in an effort to keep me still and his cock pressed harder against my waist.  I thought I would die if my pussy didn't get some attention soon.  He made me count out loud as he planted 15 more on each cheek.  My ass felt hot and painful in the most pleasant of ways.
"Miss, come here and give me a hand please", she was out of the chair quick as a shot.
"Now, I want you to kneel beside me and remove this young lady's underwear.   Tell me whether or not you think she's enjoying herself so far"
"Yes Sir", I heard her kneeling and then felt her fingers curl into the sides of my underwear.  I lifted my hips to assist her - partly to be helpful but mostly because I was really hoping that I was finally going to have my pussy played with.  She pulled my knickers down and off my legs and it felt good to finally be completely naked.  I felt her hands push lightly at my inner thighs signalling for me to part my legs again, so I did so. Barely touching, her fingernail traced down over my clit and I arched my back and bit my bottom lip.  She trailed her finger down to the entrance of my pussy and pushed inside me, I let out a soft groan.
"She's as wet as I am Sir - I'd say she's definitely enjoying herself.
"I'm not sure Miss, she's far too still and quiet for me to be 100% certain with your say so alone.  Why don't you work at demonstrating more obviously how much she's enjoying herself", I held my breath in anticipation.
"Of course Sir", her finger slipped out of my pussy and returned to my clit.  She rested her right hand on my ass and I felt the burn in my skin, as the heat from her hand seemed to intensify the lingering heat in my flesh.  Her left hand was the source of my pleasure as she rubbed at my swollen clit.  There was a pause as I felt her hair brush my thighs.  Her hand left my ass and I felt my pussy lips being parted before her mouth was on me.  I cried out as she sucked my clit and teased it with her tongue.  Those soft sensual lips that had felt nice against mine as we kissed earlier felt amazing as they pressed against my pussy.  Daniel pressed at my back to hold me in place as I wriggled around in his lap.  A cry of pleasure burst from me as I finally tipped and my orgasm came in floods of pure ecstasy.  I had needed the release so badly!  Her mouth left my pussy and I felt her tongue low on my inner thigh tracing a path back upwards.  I dropped my head, exhausted and completely focused on the warm beat of pleasure that pulsed through my pussy and seemed to course through my entire body.

I was barely aware of the two of them speaking.
"Young lady, I want you to sit on the bed next to me, as closely as possible.  Miss is going to lay across our laps with her head at your end.  I want you to play with her breasts whilst I deliver her lesson"; he helped me up out of his lap.
I sat next to him and he moved in closer so that the sides of our bodies were pressing against each other.  She positioned herself across our laps - her soft breasts brushed my thigh before she settled in and I could feel desire building inside me once again.
Each of her breasts was the perfect small hand full and felt wonderful as I massaged them.  He worked at warming up her ass - I could practically hear her purring she was so content under his hand.  It was a huge turn on to watch as his hand landed on her ass.  He'd done the same with her and eventually lifted her knickers so that they slipped between her cheeks to bare her ass.  Idly massaging her breast as I watched mesmerised as her flesh changed colour to what was fast becoming a deep pink.  He pulled her knickers down over her ass so that they were mid-thigh then asked me to pass him the tawse - I felt her stiffen slightly in my lap.  I handed him the tawse and then stroked her hair as I rolled one of her nipples between my thumb and forefinger until she relaxed a little.  He was explaining to her that, as discussed, she would be receiving 20 strikes on each cheek for her misconduct during the week.  I had no idea what misconduct he was referring to but was glad that I wasn't going to be on the other end of that black leather!

Her hand gripped my lower leg slightly tighter with each strike.  The sound of leather against her flesh was delightful actually and I really enjoyed watching as it marked her ass.  She shrieked and squirmed and he asked me to help hold her still.  He warned that if she didn't settle down he'd have to punish me too.  I held onto her tightly and pinched her nipple firmly in warning and told her to hold still.  Before long he'd finished and I had to admit, her ass looked sore.  We all took a moment to rest and then Daniel and I helped Victoria up off our laps.  He stood and told me to do the same.  He then instructed Victoria to assume the position that they'd discussed.  She lay on her back on the bed and hung her head over the side.  She spread her legs wide; her arms remained down at her sides.  Daniel unfastened his belt; his erection was clearly visible as it pressed at the front of his trousers.
"Young lady, you go and clean Miss up...I'll be keeping a close eye on you so make sure you do a good job", he lowered the zipper on his trousers as he nodded in her direction.  I obediently positioned myself between her legs and gasped when I saw how wet she was.  Her pussy juice had soaked her inner thighs and pooled beneath her.  Her pussy glistened in the light - it was pretty, I thought to myself as I lowered my head between her legs.  As I began to lap at her inner thigh Daniel told me to look at him as I cleaned her.  I raised my eyes and stopped in my tracks, tongue still pressed against her warm skin.  He had his cock in his hand and was stood at Victoria's head.  He was slowly stroking himself; precum glistened at the tip of the swollen head.  It was at that point that I regretted that it had been pre agreed that there would be no sexual contact between Daniel and myself.  It was one of the terms that Victoria had set in order to agree to them meeting with another woman.  I saw then why she wanted him to herself - his cock looked amazing.  He raised an eyebrow at me and I continued to lick at Victoria's thigh - I was nervous about reaching her pussy, as I'd never performed oral sex on a woman before.  Daniel maintained eye contact with me as he plunged his cock into her mouth.  I heard her muffled groan of pleasure at having her Master's cock in her mouth and felt a stab of jealousy.  I wanted that cock inside me.

I'd reached her pussy and thought a good start would be a big stroke with my tongue to clear the way.  Her pussy was bald but it was soaked with arousal - understandably so.  Hesitantly I pressed my tongue at the bottom of her pussy and then licked purposefully upward until I felt my tongue brush over her clit.  Her legs closed around me at the contact with her clit.  I remember being surprised at how pleasant she tasted.  With the initial contact made I became more relaxed about it and had fun with it.  I did to her pussy the things that I liked having done to mine and it seemed to be welcomed.  As I worked on pleasuring her as best I could I watched Daniel slowly fuck her mouth.  He'd playfully slap her breasts every now and then and seem to revel in the muffled squeals reverberating around his cock as his hand stung her flesh.  Judging by Victoria's increasing inability to keep still and the never ending lubrication of her pussy I was confident that I was doing a decent job with my mouth.  I wanted her to cum whilst my mouth was still on her.  I inserted two fingers inside her and hooked them forward when I thought I'd positioned them roughly where her g spot was.  I fucked her with my fingers in time with his thrusts, my mouth ever leaving her clit, my eyes never leaving his.

Her muffled groans started first, he increased the pace of his thrusts and I mirrored his pace with my fingers.  She writhed beneath me and sucked at her clit a little harder.  It was becoming increasingly difficult to keep my mouth in position as she bucked.  Victoria's wanton pussy had me very turned on I'll admit.  It was pretty and she tasted wonderful but what I really loved was how responsive it/she was.  Between that and the look in Daniel's eyes as he pumped away at her face (a raw desire to fuck me was how I read it), I just couldn't resist and slipped my left hand between my legs to touch my desperate pussy.  I suddenly felt her pussy tightening around my fingers as she came - it felt no different physically to when I'd had my own fingers inside myself as I orgasmed, but I was both pleased and relieved that she'd cum at my touch.  Moments later, whilst her pussy was still contracting around my fingers and my tongue lazily brushed inside her pussy lips, Daniel pulled his cock out of her mouth and gave a grunt as he shot his load over her chest.  I watched as it splashed over one of her stiff nipples.

I lifted my head from between her legs, my fingers still playing with our pussies.
"May I?” I asked.
"I insist", he half laughed as he put his cock away for the time being.  He took a seat and watched as I crawled up the bed, over Victoria and licked his cum off her chest leaving her little cum splashed nipple for last.  I pushed the two fingers that had been playing with my pussy into her mouth as closed my mouth over her nipple.  She sucked eagerly, cleaning my juices as I cleaned her Master's from her.

When every drop of cum had been lapped up he suggested that we give each other a kiss to say thank you - we happily obliged.  I could taste all of us as our tongues danced playfully with each other.  Our legs intertwined and we rubbed our wet pussies against the tops of one another's thighs, eager to get more pleasure.  He allowed us to kiss like that for quite a while before telling us that it was time for me to leave - he needed to tend to Victoria before they too had to leave.  I rose from the bed and he handed me my dress and told me that they'd be keeping my underwear.  As I collected my bag and put on my shoes he told me not to clean up but to keep my pussy nice and wet on the train journey home and then give myself a good fucking once I was home - he'd send some pictures of their fun for me to play along to.  He gave me a peck on the cheek and Victoria winked at me and said thanks and we'd have to arrange to meet, just us girls, really soon.  Her grin was contagious and I nodded knowingly at her before I left.

Anal 101

Laura had volunteered herself for 'Life Art' services, or so she'd thought.  She needed the extra cash and the advertisement said that it paid £50.00 an hour.  She'd called the number on the ad and had a great conversation with a Dr Levingstine.  He informed her that the reason it paid so well was that the life model was expected to be completely naked.  Laura wasn't sure that she was comfortable with the idea of being naked and on display to a room full of strangers so she'd apologised to him and said that she'd have to think about it and get back to him.  After mulling it over for a while she decided that it was too good an opportunity for easy money to miss out just because she was a little shy. 

It wasn't until she was stood in front of the class of around 30 students one evening later that week that she was informed that the pose she was to take was of an erotic nature.  Too embarassed to object in front of all those people she allowed herself to be disrobed, blindfolded and positioned over a saw horse.  In this position her ankles and wrists were bound by rope.  She was mortified and very glad of the blindfold - at least that way she couldn't see the 30 sets of eyes that she could feel boring into her.  Before she knew what was happening she was fitted with a gag...

"Good evening class.  I'm pleased to see such a great turn out.  As you know, this evening we will be covering an introduction to anal.  The beautiful Laura here, has agreed to be my demonstration model for the evening and later on one of you will be lucky enough to have a short practical session with her."
On hearing this information Laura shrieked in horror, the gag muffling the sound.
"As you can hear, she is very keen", he laughed and the class laughed along with him, oblivious to the fact that Laura had most definitely not agreed to this.

Dr Levingstine pressed a button on the remote control in his hand and a projector screen came to life behind him.  Displayed on the large screen was a close up of Laura's behind.  On a table beside Laura was a box of rubber gloves, a bottle of lube and two plugs - a small pink one and a larger, red one.  He took a glove from the box and then handed the box to a student in the front row. 
"Take one and pass the box along, you will need them later", he informed her.
Laura panicked further as she wondered what it was that he was passing around the class.  As he watched the box being passed along the front row he began the lecture.  He put on his glove and gave a generous squirt of the lube and rubbed it along the length of the index finger of his gloved hand. The students watched the screen in silence, waiting for the interesting part of their lecture to begin.

Laura gave a start of surprise as she felt his bare hand resting on her lower back.
"The key to introducing anal is to go slowly, gently and use lots of lubrication"
She squealed as the cold wetness of the lube made contact with her tight hole.  He rubbed slowly and tenderly at the area ignoring her sounds of protest. 

"Once you're satisfied that both your fingers and the hole are nicely lubricated, you may enter.  One finger is recommended to begin with", he pressed at the entrance firmly and slowly slid his finger inside, relishing the feel of her virgin ass squeezing tightly. 
She hadn't told him that she was a virgin there - she hadn't needed to, it was clearly evident to him now as he was knuckle deep in her.

"Put your gloves on and form an orderly queue at my lectern, I want each of you to feel just how tight this glorious muscle is to begin with". 
Laura heard the sound of seats flipping up as the students rose from their places and shuffled towards the front of the lecture hall.  She could hear the buzz of excitement in the crowd as they all waited to invade her ass with their fingers.

Some were annoyingly slow and took their time and Laura wished that they would just get it over with and move on already.  Some had to be told by Dr Levingstine not to be so rough as they plunged their finger in without so much as a second thought for her.  Others were a little cheeky and probed around whilst they were inside.  One student actually brushed her clit with another finger whilst they spent time playing with her ass - Dr Levingstine eventually had to tell them that their turn was over.  He took another turn after the last student had finished, whilst he waited for them to settle again.  This time he inserted two fingers and rotated them inside, scissoring them a little too.  Laura groaned into her gag.  Though the sensation of something inside her had been uncomfortable for her at first, someway through the queue of students she'd started to become more relaxed and had actually (though ashamed to admit it to herself) began to enjoy herself. 

Once they'd all discarded their gloves and returned to their seats Dr Levingstine moved on to the next section.  The image of Laura's now well probed asshole was replaced on the screen by pictures of various toys in numerous shapes, colours and sizes.  Laura listened intently as she heard the Doctor explain what each one was and how it was best used.  As he described them she found herself wondering if any of them would be used in demonstration during the lecture - she was not adverse to the idea.  In fact, Laura could feel her clit throbbing as she listened and hoped that she would get to experience the pleasure that some of these things would give.

"For today's lecture I have kept things simple and brought along two plugs - I'm sure you've all noticed them on the table already", he gestured to them with his hand.
"I chose two in this conicle shape simply because they allow a graduated stretch as oppose to some of the various shapes of other plugs.  I'll start with this small 4 inch one and see how she fairs with that."
The cold tip of the plug was pressed against her hole and she felt herself opening to accommodate it.  He held the plug still for a moment and she relished the feel of it inside her.  Who'd have known that she'd enjoy having things inserted into her ass? She thought to herself.
"You'll notice that just after the widest part of the cone the plugs narrows again before the wide base.  Watch as her little hole tightens again immediately around this narrower part", he gestured with one hand to the screen which was once again focused on Laura's ass, as he used his other hand to push the plug further.
Laura could feel it happening just as he'd described.  She registered that not only did her ass ache right now but her pussy did too.  She was extremely turned on.
"I'm just going to leave that in place for a couple of minutes", he turned his attention from Laura and clicked back to his slides. 

After a short segment on anal douching, which had not sounded in the slightest bit appealing to Laura, Dr Levingstine turned his attention to her once again.  He slowly pulled at the plug and she sucked air in through the gag as the widest part of the plug left her ass.
"There, you'll see from the glistening on her inner thighs that she certainly enjoyed that one.  I am certain that the next one will knock her slutty little socks off! Excuse me", he chuckled to himself and the class laughed at his gibe.

He slowly eased in the larger plug and at first she was pleasantly surprised and more than a little relieved - it was no worse that the first one.  Moments later she winced and tried to pull away from the object as it began to stretch her to the point of her being uncomfortable but her attempts were futile and it continued to probe onwards slowly stretching her wider.
"Whilst we let her become accustomed to that one we'll watch some clips that I've compiled to give you a better understanding," she felt the plug nudge inside her as he flicked a switch on it's base then the vibrations began - a constant speedy humming eminated from her ass and vibrated throughout her entire body, or so it seemed.
The room was filled with the sounds of moans and groans of pleasure, squeals of pain and the sounds of balls rythmically slapping against flesh.  Laura could hear girls begging "please not in my ass", whilst other begged "please give it to me now".  She particularly enjoyed the sound of one deep voiced guy asking "you like it in your ass don't you?  You're my little anal slut aren't you girl?", the girl's reply was a continuous whimper/groan of what Laura could only decipher as pleasurable agreement with him.  The audio accompaniment to the vibrating wedge in her ass was enough to tip Laura over the edge and before she knew it she having a rather powerful orgasm.  She bit down on the gag as her muscles convulsed and her juices dripped further down her leg, her eyes rolling into the back of her head behind the blindfold.


"Ok, I think it's fair to say that she is more than ready for the real thing now.  Who'd like to help demonstrate?" 
Laura was completely dumbfounded - it was one thing to be probed and played with in front of an audience but to actually be fucked here in front of everyone?!  That took it to a whole new level for her that she wasn't sure she was happy with.  Of course she knew that it made no difference anyway, she had no say in the matter.  The sound of movement indicated to Laura that there were a number of keen volunteers holding their hands up.

New Day - New Task: Part Two

It was almost 1pm and time to reinsert my plug for the third time that day. My panties were well past damp at this point and I was eager to continue with my task. As I walked to the bathroom I could feel the slippery wetness between my legs. My mind had wandered to thoughts of my Master before I'd even closed the door behind me. I distractedly dropped my bag on the floor beside me, hiked up my skirt and rubbed lightly at the crotch of my panties, teasing myself for a moment. I shivered as my finger nail lightly brushed over my swollen clit through the damp fabric of my panties. You'd think that after having four orgasms already that morning I would have had enough but the more I have, the more I want. I pulled the crotch of my panties to the side eagerly and plunged two fingers inside myself. I found my clit with my thumb and massaged it determinedly; I was so horny I needed to cum five minutes ago. As I felt my climax build I placed my left hand over my mouth; I didn't trust myself to keep the noise down when I came - last time had been a close enough call. My hand stilled and the back of my head pressed firmly against the wall. The sound of pure ecstasy was muffled by the palm of my left hand as the walls of my pussy contracted around the fingers of my right. I let my hand drop from my mouth and breathed heavily as the last of my orgasm pulsed through my pussy causing it to twitch every few seconds. My palm was pressed firmly against my clit, my hand cupping my pussy.

I reluctantly removed my hand from my pussy and washed my hands. I took my plug from my bag as I already had done twice that morning. This time I put my right foot up on the toilet, lubricated the plug with my juices and found my anus with it's tip. I heard the door to the bathroom open - I'd forgotten to lock it behind me! I've never moved so fast; I dropped my foot to the floor and spun around, holding my plug in my hand behind my back. My skirt was still hiked up but that was the least of my worries. You'd think Mr Harris would have apologised and closed the door as soon as he realised I was in the bathroom but instead, he took a step further into the room and closed the door behind him before slowly sliding the lock across.
"Sorry Mr Harris, I'll just be a minute and then the bathroom will be free", I assured him.
"What do you have behind your back Maddison?" His expression was questioning and serious.
"Nothing", I shrugged and tried to appear casual.
"Show me your hands", he held his palms out to take my hands in his and I shook my head to tell him no.
"Come on Maddison, I have better things to be doing with my time than checking on lazy employees. Show me, now."
I almost died of embarrassment as I brought both hands in front of me - my right hand holding my plug.
"I see...assume the position that you were in when I entered", I stood frozen to the spot, unsure what was going on exactly.
"Again Maddison I seem to have to remind you that I am a very busy man. I am waiting..."
Hesitantly I turned my back on him and put my right foot up on the toilet and leaned forward slightly. He took my plug from my hand and ran the tip up the inside of my thigh before teasing my pussy with it. I thought I was going to cum again, my fingers gripped desperately at the wall as my breath became ragged. He stopped and I heard him whisper "my my" to himself. The tip of the plug was being pressed extremely slowly into my ass. Impatiently I pushed my ass back toward him and he reacted by grabbing my throat firmly with his free hand.
"You will wait", was all he said and continued with the slow intrusion.
As my ass closed around the base of the plug I heard him groan. He leaned into me, his mouth close to my ear.
"Such a pretty little ass Maddie", his smooth hand ran over my thigh.
"Thank you", I whispered, not quite sure what else to say.

I remained still as he put my panties right and took my ankle in his hand moving it and signalling for me to drop my foot back down to the floor. He smoothed my skirt back down over my hips and turned my to face him. He grabbed my ass with his hand, pulling me to him, his hand pushing against my plug. As he held me against him I could feel his hard cock pressing against my hip.
"Come to my office at 4.30pm, you are not to visit the bathroom before that time", he spoke quietly but there was no mistaking that he was serious.
I nodded my understanding and allowed my self to be ushered speechlessly out of the bathroom. It seemed I'd gotten myself caught between a rock and a hard place...

New Day - New Task: Part One

I woke that morning to an email detailing my task for the day:

Maddie

Take your plug to work with you today. You are to wear it for an hour on, an hour off throughout the day. Each time you insert/remove the plug you are to bring yourself to orgasm. I expect a full report at the end of the day.

Sir

I sprang out of bed to get ready for work, excited for my day to start.

I arrived at the office at 8.45am and decided to wait until 9am to start the task as it would be easier to keep track if I knew I had to perform on the hour. I work at a small office and there's only one unisex bathroom. I would have to be quick and effective with my task to ensure that I wasn't disturbed. The time came for me to start so I made my way to the bathroom and hung my handbag on the hook on the back of the door. I rested my back against the wall, hiked up my black pencil skirt and slipped my hand down the front of my panties. I closed my eyes and sighed as my fingers made contact with my clit. My pussy was already wet from the morning's anticipation of the day ahead. I'd foregone my usual morning masturbation so I came quick and easily. My hands trembled with the after effects of my orgasm as I washed them in the sink afterwards.

I retrieved my plug from the ziplock bag inside my handbag. Pulling my panties to the side I ran the plug through my wetness, dipping it inside my pussy a couple of times. Once I was sure it was lubricated enough I pulled my panties down around my thighs and bent forward, legs slightly parted. I found my anus with the tip of the plug with a precision that comes only through practice. I pressed firmly and enjoyed the sensation as the plug slid in, inch by inch, slowly spreading me open. As my tight hole gripped keenly around the base of the plug I straightened up and pulled up my panties. Walking to the sink I could feel the plug deep inside me and a fresh stirring of arousal seeped through my pussy. I washed my hands again and straightened up my skirt, brushing my hand over the area covering the plug - this was a nervous habit I had when I wore a plug. I knew that there was no way it could possibly be visible but it was a comfort to run my hand over the area anyway. As I left the bathroom and made my way back to the office I passed Mr Harris (my boss) in the corridor. I grinned to myself after I said hello to him - if only he knew what his Administrator really got up to during the day! I sat at my desk and wriggled in my seat a bit, teasing my ass with the plug. I tried hard to concentrate on my work as I waited for the next 55 minutes to pass.

5, 4, 3, 2, 1...Now Cum!

She was awoken by the sound of the telephone ringing.  She looked at the display on her digital alarm clock; it was 2.40am.  She felt a moment of panic, something must be wrong for someone to be calling her in the early hours of the morning.  She grabbed her phone from the bedside table.
"Hello?" The prospect of something being wrong had sprung her fully awake.
There was silence on the other end of the phone.
"Hello?  Hello?" When there was no answer she sighed resignedly and hung up the phone.
Moments later the phone rang again.  She looked at the display to identify the caller but the number was witheld.  She answered the call but this time remained silent.  She held her breath and listened, she could hear the sound of someone breathing before she was startled by the sound of a raspy voice.
"Hello Adriana", she didn't recognise the voice.
"Hi, sorry...who is this?"
"Never mind about that for now.  I've been watching you and you intrigue me, very much so.  I wish to play with you, and I always get what I wish for..."
"Whatever weirdo!" A bit unsettled by the call she hung up and tried to go back to sleep.

She'd not long drifted back to sleep when the phone rang again.  In a groggy haze she picked it up without thinking.
"Firstly, do not hang up...", damn, it was the creepy caller again.
"Let me make this very clear to you sweetheart - you hang up and I come over there.  Do you understand?"
"Ok", he had her attention and she was scared.
"Let me hear you say that you understand"
"Yes, I understand", her words were quiet and mumbled. 
She looked around for her other phone, maybe she could text someone to come around and get her.
"Now, you annoyed me when you hung up on me.  I had to wait until I'd calmed down before I called you back but I am still angry.  Tell me what you're wearing."
"Umm, vest and shorts"
"Take off the vest", she paused for a moment.
It ocurred to Adriana that he wouldn't know if she'd taken it off or not so she waited a moment then told him it was off.
"Don't ever lie to me!  Now try that again", confused as to how he knew that she'd lied she hesitantly removed her vest.
"Better, now run downstairs and get yourself a wooden spoon.  Take the phone with you, no messing around I want you straight back upstairs once you have the spoon."
"Ok", she rushed downstairs and retrieved a spoon and made her way upstairs immediately, too nervous to defy him again.

She told him when she was back in her bedroom.
"Good now listen to me very carefully.  You are going to do exactly as I tell you.  If you don't, I will come over there...and trust me, you don't want that tonight.  Put your phone on speaker, you're not going to be able to hold it in your hand for a while."
"Ok", she whimpered and pressed the button to activate the speaker phone.
"On your hands and knees in the centre of the bed", she positioned herself as instructed.
"Have you done it?"
"Yes I have", she'd placed the phone on the bed in front of her.
"Well tell me when you've done as I've told you girl.  Now take the spoon in your right hand"
"I have it"
"Good girl.  Now I want you to smack the right cheek of your ass with the spoon.  Let me hear it..."
She tapped herself with the spoon and told him that she'd done it.
He laughed, "Girl, you'd better try better than that!  I barely heard a sound.  Again."
She smacked herself harder with the spoon and gasped as she felt the sting in her ass cheek.
"Much better.  Now give me ten of those and I want you to count them out for me"
"Ok...", she reached behind and smacked herself.
"One"
"Good girl, just like that", she found herself feeling pleased that he was satisfied that she was doing it right - this confused her.
Smack! "Two"
Smack! "Three"
Smack! "Four", she paused for a fraction of a second before counting after each one.
Smack! "Five"
"You're doing well, keep it up.  You're pleasing me right now", he encouraged her.  She felt herself blush, a small smile playing on her lips.
Smack! "Six"
Smack! "Seven"
Smack! "Ouch!...Eight"
Smack! "Nine"
Smack! "Ten", she put her hand back down on the bed
"How do you feel?"
"I feel embarrassed", she hung her head and waited for him to talk.
"Good.  Now, take the spoon in your left hand and do the same for your left cheek."
Without hesitation she took the spoon and began to administer the same treatment to her left side.

Once she'd finished on her left side she placed the spoon down again and registered the pleasant sensation of a very slight heat in her ass.
"Stay on your hands and knees.  I want you to take your right nipple between the thumb and forefinger of your left hand and squeeze and twist it for me."
She took it lightly between her thumb and forefinger and gently squeezed and twisted.
"Ok, I'm doing it."
"Well you can't be doing it properly.  I want you to squeeze hard, real hard for me and twist it good!"
She did as he said.
"Ow! No please, it hurts!"
"That's ok baby, that just means that you're doing it right.  Keep going."
She squeezed and twisted and made sounds of protest as she inflicted pain on herself for him.
"Right hand, left nipple - now.  Do it."
She was relieved to switch sides but reluctant to inflict the same treatment on her left nipple.  Despite her reluctance she squeezed and twisted until she cried out in pain.  He remained silent for a while other than to tell her to squeeze harder the moment she stopped whimpering.
"Stop." 

"Now lie on your back for me.  Place your index finger between the lips of your pussy.  Tell me, are you wet?"
She was surprised when she ran her fingers between her lips that she was very wet.
"Yes I am"
"And why do you think that is?"
"I don't know"
"Oh come now.  I'm sure you do - think hard.  What could it be that's gotten you all worked up?"
She was too embarrassed to tell him that it had been the act of being on all fours and striking herself with a spoon. 
"I really couldn't tell you why.  I guess it could have been when you made me pinch my nipples?"
"Adriana, we both know that's not the reason, though it probably added to your state.  Tell me now - I told you earlier that you need to do exactly as I say.  Don't defy me."
"I can't", she whimpered.  Her face bright red with embarrassment.
"Ok, let me help you out.  Do you think it may have had something to do with you being on all fours with that pretty little ass in the air for me?  Maybe you liked when you took that spoon and smacked that ass for me?  Or, how about when I told you that you were a good girl and that you were pleasing me - I think you must have liked that part?"
"Yes", she whispered.
"Yes to which part?" He laughed and she could tell that he was genuinely enjoying himself.
"Yes to all of it"
"Well that's good."

He'd gone quiet for a while but she resisted the urge to check if he was still on the line and waited in silence.
"Adriana?"
"Yes?"
"We're going to have a bit more fun now"
"Ok"
"Do you have any toys?"
"Yes I do."
"What do you have?"  She listed her small collection of toys to him.
"Good, get your dildo now"
"Ok", she went to her drawer and retrieved her dildo. 
"Now, lay on your back and spread your legs real wide for me"
"Ok, I've done that"
"Good.  I want you to dip two fingers in your wetness then play with your clit.  I want you to fan your fingers over it real fast for me ok?"
"Yes, ok", she dipped two fingers into her pussy then began to tease her clit as he'd instructed.
"Are you playing with that clit for me Adriana?"
"Yes I am", she told him, a little put off by his interruption of her concentration.
"You're a little whore aren't you girl?"
"No, I'm not!" She stopped, angry at the insult.
"You'd better still be playing girl", she quickly returned her fingers to her pussy.
"Yes I am"
"There's a good whore, good slut. I bet you fuck anyone that asks don't you?"
"No, no I don't.  I'm not those things."
"You are now baby.  You're on your back, on your bed playing with your clit for me.  Do you think that makes you an angel?" He laughed, "No, you are definitely my good little slut right now."
She thought about what he was saying for a moment.  She hadn't realised it whilst he was taking to her but her fingers were working faster and she was beginning to get really turned on.
"Say it!"
She hesitated to speak, her fingers never slowing.
"Say it!"
"I, I'm your good slut", her face reddened for the umpteenth time that night.
"Yes you are.  You love it too don't you?"
"Yes, yes I love it", she could feel an orgasm approaching.
"Stop!", her fingers froze on her clit.
"Take your dildo and fuck yourself with it.  I want you to use long hard thrusts do you understand?"
"Yes, I understand", she took the dildo in her left hand and pressed the tip at the entrance of her pussy. 
She sighed as she pushed it in slowly and felt it stretching her walls.  She began to slowly fuck herself with the dildo using long hard strokes as he'd told her.
"Ok, I am going to count down from ten - while I'm doing this I want you to fuck yourself hard and as fast as you can", she told him ok and on hearing him start the countdown she began fucking herself frantically.
He counted slowly.  She could feel the ridge of the dildo teasing her gspot as she pumped it in and out relentlessly.
"You do not cum unless I say so.  Five...play with your clit with the other hand but don't stop fucking yourself"
She whimpered but didn't stop.  He continued his countdown, in between he was interrupted with the odd "please, oh god no, stop, I can't and I need to cum" from her.  She was throwing her head back, biting her lip, her eyes shut tight in desperation.
Just as he'd counted two she couldn't take it any longer.
"Please, please can I cum now?!"
"No you can't!  How dare you even ask.  I'll tell you when, do you understand?!"
"Yes, I'm sorry"
"Good, now I'm going to count down from ten again- when I tell you you will cum"
"Ok", she struggled to hold off for a while longer but then was confident that she'd chased it away for the time being.

"10...", it dawned on her that getting back into a place where she was about to cum within his countdown was going to be more than a little difficult.
"9..."
"8..."
"7..."
"6..."
"5...she can't do it.  The useless girl is going to fail!" the sound of his mocking laughter put her off her stride.
"4...Time's ticking away girl - are you going to fail?  Are you going to make me have to come over there?"
"Please stop it!! You're putting me off", she begged him.
"3..."
"2...I don't hear you getting close.  I can hear you fucking with that dildo frantically but I don't hear anything else?"
"Please no, not yet.  I'm not ready!" She pleaded with him.
"1..."
 "Do it now!"

Breathless from the exertion she let out a cry and then apologised for failing to follow his order.
"I can't!  I couldn't do it, I'm sorry", she sounded defeated and exhausted.
"Not good enough!  That's very, very disappointing.  There is no other option, I am going to have to come to you and see to you myself", with that, the line went dead.  What can only be described as a fearful thrill rushed through her as she was left to wonder if and when the stranger would turn up at her door.

Sunday Mornings

I smile as I feel your warm breath on my face before you kiss me gently. I can feel your cock resting on top of my pussy and I wake further. I open my eyes when you stop kissing me and admire the sight of you holding your body over mine. I lift my head off the pillow and kiss you, running my hand up over your shoulder to the back of your head. I moan softly as your tongue brushes against mine. I move my hips brushing my pussy against your cock. I reach for your cock with my hand and you take my hand in yours and pin it down beside my head. Inside I smile as I kiss you deeper and reach down with my other hand. You grasp my wrist before I can reach your cock, and pin that one beside my head too. The smooth skin of my mound brushes up and down the length of your cock as I try to position myself on you. When you kiss my neck I tell you that I need you, now. You shush me and plant a trail of light kisses down to my nipple. I gasp as you lick and suck, it's rare that you're so tender with me and I'm waiting to feel your teeth graze me there. I can feel the warm moisture pooling between the lips of my pussy, I crave your cock. I lift my hips up off the bed and press myself against you as you kiss me again with an intensity that mirrors my desire.

You take my hand and place it on my pussy and I start to play with my clit. You tell me to play faster then tell me I'm not to cum as you push the head of your cock inside me. You push deeper inside, agonisingly slowly and I embrace your cock in my wetness. You watch my face as you withdraw your cock, then kiss me as you re-enter. My fingers still working over my swollen clit as your groin presses against them, the head of your cock resting against my cervix. You tease me with your cock like this for quite some time. I begin to whimper, my climax threatening to arrive.
"Don't you dare", you tell me.
"Can I stop playing please?"
You smile and tell me no, then start to thrust inside me hard, knocking my hand each time. I ask you again to please let me stop and you place your hand over my mouth and tell me to shush. You tell me that I can stop when you're good and ready. My desperate pleas are muffled by your hand as you start to fuck me hard.

I feel relief as I recognise the expression on your face and know that you are close.
"Play hard", you order through gritted teeth.
I shake my head to tell you no but follow your order anyway.
"Now", you manage to say before holding your cock deep inside me. I let myself go, my pussy convulses around your cock as it swells, filling me up with your hot cum. When you lower your body onto mine I sigh, contented. I listen to the sound of our breathing as my pussy intermittently twitches on your gradually softening cock.

A Clean House Makes a Happy Home

I looked at the clock in the kitchen, I had ten minutes until He arrived home from work.  Dinner was in the oven and would be ready at 7.30pm, the time He insisted we ate every night.  I gave the house a quick look over – it was spotless and I was exhausted.  I poured myself a glass of wine and sat on the couch in my uniform; black heels, fishnets, and a traditional French maid's outfit made less so with the chest section missing so as to display my beasts - He says that they are too beautiful to be covered up behind closed doors.  I was confident that He would be pleased with my efforts today. 
 
I heard His knock at the front door - He never let Himself in, He liked for me to have to answer the door to Him dressed in my uniform.  He had a specific knock so that I knew it was Him and didn't answer the door to anyone else by mistake when dressed that way.  I rushed to the door, checked my hair in the mirror in the hallway and opened the door with a big smile on my face; I was always so happy to have Him back home.
"Good evening Sir"
"Good evening miss", He handed me His coat to put away as He walked by me straight into the sitting room.
 
When I made my way back to the sitting room He was running His finger along the mantlepiece checking for dust.  I was relaxed enough until I noticed His eyes move to the glass of wine on the side table a flash of disapproval flashed in them.  
"I see you finished your chores early today?  Early enough to drink in the afternoon?"  He picked up my glass and waited for me to answer.
"No Sir, I just sat down five minutes before you arrived home.
"I see...take a seat.  Here, enjoy your wine",  He handed the glass to me and waited.
I sat and hesitantly took a sip, "thank You Sir".
He left the room and I sat motionless, listening to the sound of Him moving around the house.  He was inspecting my work.
 
I could hear Him rustling about in the kitchen, cupboard doors opening and slamming closed.  I began to feel uneasy the longer he was in there.  I heard the water running, He called to me a few moments after it stopped.  As I entered the kitchen I registered the giant wooden spoon hanging on the kitchen wall behind Him, the spoon that I had come to respect and fear.  It was exactly a metre long, made of mahogany and had the words "A clean house makes a happy home..." burned into the length of the handle. 
I gasped as I noticed the kitchen floor - it was covered in coffee granules and cereal.  The running water I'd heard earlier was the mop bucket being filled, it was in the centre of the floor filled with hot soapy water, a cloth floated in the bubbles.
"You think that this is acceptable?  You think you have time to sit and drink wine when My kitchen is in this mess?"
His cool demeanour was making me panic.
"No Sir, of course not!  I'm sorry", I quickly dropped to my knees and took the rag out of the hot water.  I wringed it out and started clearing the mess.  I winced as the pieces of cereal and coffee dug painfully into my knees as I wiped at the floor and gathered the debris in the rag. 
 
I could hear Him tutting and huffing impatiently behind me.
"Faster girl.  My dear, you are a lazy one today aren't you?  Perhaps a little motivation will move you along..."
Thwack!!
The spoon hit me square on my ass, I yelped and desperately tried to clear the mess more quickly. 
"Faster girl come on!  Put some effort into it you lazy mare!"
I scrambled to work faster, the faster I worked the faster...and harder it seemed, the thwacks came.  As I scrambled around on the floor the coffee granules were leaving a trail of colour in the wet, already cleaned parts of the floor.  I was fighting a losing battle. He was relentless with the spoon and He was barking orders at me but I wasn't processing the words. My vision had blurred through my tears and I tried to focus on getting the job done as quickly as possible. My arms were trembling as I wrung out the cloth in the bucket ready to wipe over the trail of coffee marks that looked like a road map drawn all over the tiled floor.
"Get up", He pulled me up by my hair and dragged me over to the kitchen table.
His hand still gripping my hair He bent me over the table and used His other hand to pull down my panties. Seconds later He pushed Himself inside me, forcing a sharp moan to expel from my lips. He started pounding me hard, His hand grabbed my shoulder for leverage, His fingers dug into my bone, bruising me. The edge of the table pressed cruelly into my thighs with every forward thrust. He yanked my hair hard and let out a deep groan as He came inside me. His hands left me and I felt Him wipe His cock on my ass before He put it away.
 
"You are a good little maid", He ruffled His fingers in my hair and pulled my shoulders for me to straighten up. He lowered to one knee and gently brushed at the remnants of coffee and cereal that had stuck to my knees.
"Go get yourself cleaned up babygirl."