A New Beginning Ch. 06

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Alannah discovers new pleasures.
6.8k words
4.68
20.2k
5

Part 6 of the 7 part series

Updated 09/22/2022
Created 07/13/2014
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Shysub412
Shysub412
90 Followers

******A big thank you to all who read and commented on the last chapter.

A huge thank you to my editor, although I did have to type this chapter standing up...He just had to ask where the damn cane was. I did however get a good book from amazon on the art of making cane baskets...

This is the 6th chapter in Alannah's journey and I would recommend you read the entire series for the story to make sense.

This chapter contains anal play *********

*****

"Wakey wakey sleepyhead!" came the shout through the bedroom door rousing me from my sleepy state.

"Morning Silky, I'm awake." I mumbled back, rubbing my eyes trying to focus.

"Breakfast in ½ hour pet. You need any help this morning?" Her words full of humour, no doubt remembering my first morning's sharp refusal.

"Yes please Silky, I'm going to jump in the shower and I may need a hand washing my back." I laughed back.

"Oh don't I wish but Master would have a fit if we got caught twice in two days!! I will wait here for you and we can go down together."

"Thanks Silky love, I wont be long, well not as long as I would be if you were joining me!"

Smiling to myself I turned on the shower, stepping in I closed my eyes and let the hot jets of water cascade over my body. I reached for the shower gel, squirting a liberal amount on to a sponge and started to wash myself. As I rubbed up a lather, my hands became Silky's as they trailed across my shoulders, cupping my breasts and squeezing as the sponge glided over the smooth toned flesh. My nipples were rock hard little nubs as my fingers teased and twisted, low moans escaping my mouth. I opened my eyes suddenly, I had lost myself in my daydreams almost forgetting that after 9 months my orgasms were not my own once more.

I quickly finished my morning ablutions without distracting myself further and got dressed. I had more of a choice now since Master had taken me to collect my gear from my old home, and it brought with it the age old dilemma of just what to wear?! I settled on a pair of yoga pants and a gym top made from stretchy material that helped enhance my curves.

Silky was waiting for me outside my bedroom door again, rising from her kneeling position as I stepped out onto the landing. I followed her down to the kitchen, more sure of myself this morning as to where I was going, but the view from behind her was far more appealing than showing off my new found sense of direction.

As we entered the kitchen my eyes were distracted by a package sitting on the middle of the farmhouse table, looking out of place surrounded by the breakfast foods. A simple square shaped box wrapped in brown paper, with a stark white address label stuck to the top. Master sat in his usual position looking up from his morning paper, his eyes resting on the package then glancing up at me with a smile that sent chills dancing down my spine.

"Good Morning Alannah. I trust you slept well."

"Yes Master, I slept soundly thank you." My eyebrow raised slightly in question as I looked at the package, but from the teasing look in his eyes I was not going to get any answers just yet.

Silky stood to the side, watching silently. A light blush crossing her cheeks and a small smile playing on her lips. She obviously knew what was in the parcel, and this made me all the more curious. Whats that saying? Curiosity killed the cat, well I was about to use one of my nine lives.

"Sir, may I ask..."

"NO precious you may not, you may however sit your pretty ass down and eat breakfast." The emphasis on the word ass was clear to hear. I was unsure however if it was in response to the fact I had already had one spanking whilst situated on the table, not too far away from where the package now sat funnily enough, or whether it was to do with what was hidden inside the box that seemed to grow before my eyes. My imagination was running wild, all kinds of thoughts were flitting through my mind. "SIT DOWN! and get some breakfast NOW, little one." The stern tone of his voice snapped me out of my thoughts and had me pulling out a chair, sitting quickly.

Breakfast seemed to last forever, Silky sitting smiling into her cornflakes, Master smirking as he ate his buttered crumpets and I sat staring and picking at the array of cooked meats and pastries in front of me. My appetite had deserted me completely. I hate surprises, always have! Birthdays and Christmas were my idea of Hell; for weeks before Dietmar would be dropping hints and hiding things. I earned more than one punishment for going rooting in search of packages.

Finally just before I self combusted with the building curiosity, Master stood and took hold of the mystery box and passed it to me. Perversely now that I had it in my hands I didn't want to know what was inside, I was trembling as I looked round for someone to pass it to, rather like a childs game of pass the parcel, only this time I had no desire to be the one left holding it.

"Open it Alannah." The use of my name along with the single command struck deep in my submissive nature and I found myself tearing the paper away. Not an easy task when your fingers are shaking so much they rival a vibrator on full power. I ripped off the brown paper revealing a white box with no writing or even a picture on it, this was torture! I didn't have to look up to see the grin on Masters face, if the package hadn't looked like it had just come through the post, I would have been convinced he had set it up like one of those Russian dolls. A large container filled with little ones and nothing inside!!

"Keep going precious, there is something inside honest!" He chuckled.

"Yes Sir, I was beginning to wonder Sir." My voice shaking nearly as much as my hands.

I tore open the next box, any dexterity I had failing me when faced with the little stiff paper tabs. As the flimsy cardboard gave way the contents were revealed in all their glory. I gasped and almost dropped the box, my ass clenching as my eyes took in the picture. A set of anal plugs in varying sizes seemed to leap out of the image and dance in front of me. The only thing in their favour was they were black and not pink. I couldn't imagine any of them being able to fit inside me.

"It's Ok precious we will take it nice and slow. I want you to enjoy it as much as I do. Silky will take you and clean you up and then we will make a start getting that pretty little ass ready to accommodate something much more fun than those plastic toys."

"I had a shower this morning Sir, I am already clean." I replied somewhat indignantly, half sniffing to check I had indeed used deodorant.

"Ah yes precious I know, but I am sure you didn't clean the area I am about to delve into!"

Realisation dawned as a blaze of heat spread across my chest and up my neck, my cheeks burning. "Oh well Sir, No Sir. Sorry Sir, I..."

"Stop babbling little one, I know you are nervous but neither Silky or myself want to harm you in any way, quite the opposite in fact. Off you go with Silky and I will come find you in a little while."

I stood as Silky came to my side, her hand reaching for mine and giving it a quick squeeze before she led me to the basement door. My heart was in my mouth, the sound of my heart beat louder than my footsteps on the stone stairs. As we reached the bottom of the staircase, Silky swept me into her arms and kissed me softly.

"It will be fine pet, I am guessing you may even enjoy this!" Her hushed tones soothing and her kiss changed the chills running down my back to little jolts of electricity sparking their way through my veins.

I followed as she led me to the far area of the playroom, opening a door I had not seen before. I must have missed it on the guided tour, possibly because my mind was far too busy taking in all the wonderful equipment! My eyes nearly popped out of their sockets as I took in the sight in front of me. It was a wet room, tiled from floor to ceiling in small mosaic sized tiles in varying shades of blue. A bath was situated against one wall, a shower area opposite , a sink nestled in a corner and a partitioned area that I guessed hid a toilet. If it hadn't been for the restraint hooks screwed to the wall and a padded kneeling bench it would have looked like a normal bathroom.

I had dabbled in watersports with Dietmar and whilst they were not a limit of mine, they had not been a big part of our play. I glanced up a Silky who was watching my reactions with a small smile playing on her lips.

"Mistress loved this room. We had so much fun in here and I intend to make sure you do to! Master rarely uses it except for enema scenes." Her words were wistful, the look in her eyes one I recognised.

I had witnessed enemas being given in the past, the club we used to frequent in Germany had a room similar to this one and some of the sights I had witnessed there were high on my list of erotic moments.Watching and having it done to you are two totally separate things though! I knew enough to know there were two types, ones designed to clean and the other to punish. I had no doubts that this mornings experience would be for cleaning but this knowledge did little to alleviate the stark cold fear that was coursing through my veins.

I just stared at her, the words going through my mind, but not filtering to my mouth. Unusual for me, I usually speak without thinking not the other way round.

I wanted to experience anal sex, I wanted to be able to give Master something I had never given anyone before. He had given me so much over the last few months, even before coming here to his home he had helped me through the bad days and showed me there was light at the end of the long dark tunnel. I was however scared witless.

" Lets get started pet, take off your clothes and come lay down here in the bath sweetie, rest your head on the pillow and get yourself comfy." Silky's words were full of reassurance and I found myself stripping and walking over to the bath a little unsteadily.

"I find it easier to lay on my back, but some people prefer to lay on their side, lets start with you on your back and see what works best. If at any point you wish me to stop just use your safeword and I will cease immediately." Silky smiled as she mentioned my safeword, and I returned the smile, one sub to another talking about safewords was strange! I knew however she was being sensible, it was the one word that was guaranteed to mean stop!

I tugged at my pants and slipped my top over my head, again folding them neatly and placing them on the bench. Standing naked in front of Silky no longer seemed daunting and I could feel the tell tale aches of arousal starting to build. My legs were still trembling as I stepped into the bath, gasping as the coldness of the porcelain made contact with my skin. I leant back and rested my head on the bath pillow Silky had placed at the top of the tub.

"Good pet, that's grand. Now pull your knees up to your tummy and hook your arms under the back of them."

I followed her instructions, knowing that in this position my ass and cunt were open to her gaze, goosebumps erupted across my arms as the thought of being on view stimulated my senses. I loved being on display, the shame and embarrassment never failed to put me at ease.

"This may feel a touch cold, its only lube and my finger so don't panic. I will talk you through what I am doing so try and relax please pet." Her words were like a soft song, calming and easing my fears.

I heard the unmistakable sound of a latex glove being snapped on and felt a small trickle escape from my cunt lips. I loved medical play, the sounds and smells taking me back to places I have been the happiest.

Looking down between my thighs I could see Silky kneeling at the end of the bath and leaning over, her finger glistening as it disappeared from sight. I jumped slightly as I felt the smooth material of her gloved finger swirl around my anus, stroking softly as it glided over the area. A low guttural moan escaped as I felt it move back and forth slowly along the tight skin between my ass hole and my cunt entrance. A gasp took over the moans as her lubed finger circled round my almost virgin hole, gently putting pressure against my tight rosebud. Instinctively I jumped and pulled my ass away from the probing.

"I'm sorry Silky." I murmured as I moved back into position.

"It's ok pet, I should have warned you. Im going to ease my finger inside slowly and open you up a touch. I won't go past my knuckle so just try and relax. Are you ok for me to carry on?"

"Yes Silky." My answer short and to the point, words still failing me at this point in time.

"Just a light pressure now sweetie, that should be all you feel." Her voice was so gentle and held so much love, I couldn't help but relax as I felt her finger return to circling my ass hole. The steady gentle pressure mounted as she edged her dainty slim finger past the opening of my ass hole, I clenched instinctively then quickly un-clenched at the discomfort tightening my muscles brought me. As I relaxed I felt her digit slip inside past the first sphincter muscles.

"Mmm Silky that feels odd, strange but good at the same time." I meant it as well, she could only have been ½" into me but I felt so full. At the same time I wanted to feel fuller, I needed to feel her finger slide in further. One of Dietmar's favourite sessions was stretching my cunt to the point I was begging and screaming for more at the same time as pleading with him to stop! Speculums, random objects (all clean and sanitised obviously!) and best of all his fist had been used to open and fill me but never had I expected to experience the same feeling when it came to my off limits hole.

"Good girl Alannah. You look so erotic laying there, and your ass is so tight its squeezing my finger so hard. I almost wish I had a cock that could feel that sensation. Master is going to be so lucky when you are ready to take him up there. I'm going to push in a little further now and just turn my finger around slightly, to open you up a little more so when I insert the nozzle it won't be too uncomfortable."

"Yes please Silky." I was still nervous but the feelings radiating from my ass were doing a great job at alleviating that anxiety.

A low moan escaped my lips as I felt the pressure build as her finger slide in and start to turn slightly, eased by the liberal amounts of natural lube that were now oozing slowly from my cunt and dripping down to my ass. The nerve endings in that entire area seemed to be pulsing with pleasure. I felt the sensations change, her finger was moving in and out my tight passage almost to the point of coming out before slowly pushing back down. My clit felt like it was on fire, the ache was building, the realisation that I was being finger fucked by a beautiful woman in the most forbidden of holes was enough to start the slow spiral I knew was going to lead to me cumming hard.

"I'm going to cum Silky, if you don't stop, Oh god please don't stop!" I cried out, the desperation echoing around the room.

"So cum then pet. Focus on my finger, picture it gliding in and out of your ass, let the feelings sweep over you and cum for me." Her words spoken as she increased the tempo of her thrusts.

"OH SILKY that feels so good." I managed to whimper as the waves of orgasm hit, it wasn't like any I had felt before. I lay back and closed my eyes losing myself in the contractions that were pulsing through my ass and cunt. The length and tiny width of her digit inside my rectum was holding my hole open intensifying the sensations.

"Oh my god! That is so hot Alannah, fuck!" Silky gasped as I felt my ass clench and unclench around her finger.

As the contractions started to taper off, I felt her finger slowly withdraw. I was left with an overwhelming sense of emptiness. I could feel the wetness spreading from my cunt and seeping down my thighs. I was so turned on, any feelings of doubt were slowly dissipating leaving only ones of pleasure and need behind.

"Thank you Silky." I managed to croak. My mouth was so dry, in sharp contrast to the puddle of wetness that was forming under my ass.

"My pleasure pet, seriously that was unbelievably hot!! Now I am going to prepare the enema, and give you the boring but necessary safety talk!." She paused to take off the gloves and throw them in a medical style bin by the sink; the type you can open without touching with your hands. "NOTHING that has contact with your ass goes anywhere near your cunt without being cleaned thoroughly, this also applies for your mouth in this house."

"Oh ack Silky, urggghhh!" I shuddered, the very thought was enough to bring my arousal level from the 12 out of 10 to a minus number pretty quickly.

"I know, but it is some peoples kink and each to their own eh? Right are you ready for the next step lovely?"

"I, well no, oh possibly, YES!" I spluttered.

"Ok, I will talk you through what I am doing. First I'm going to squeeze some more lube round your hole, the more the merrier when it comes to anal!!" Her light easy manner again managed to quell my fears. "Then I will set up the bag and tube and slide the nozzle in, its going to go in further than my finger but its about the same thickness so shouldn't cause you any problems. At any point your safe word will stop the session instantly ok?."

As she was talking she was bustling around with what looked like a hot water bottle attached to a length of pipe. A twist of a little white clamp released a small trickle of fluid which was obviously good as she smiled and looked back at me, as if waiting for my answer whilst turning the clip back to stop the leakage.

"Yes I understand. Thank you Silky, now please ,please just get on with it!!" I laughed, my nerves making me giggle. I just wanted to get it over and done with.

"Hark at little miss impatient here!" She laughed back as she took advantage of my distracted state and squeezed a large dollop of cold lube round my ass and slide the nozzle inside.

I gripped the sides of the bath, my knees now supporting themselves against my breasts as I felt the tube slip up inside me, breathing slow deep breaths as I tried to force myself to relax. I had the sudden image of giving birth in my head, with someone standing by my side saying breath in...and out!! I burst out laughing, I had never been through the birthing process myself but had been the one issuing breathing instructions when my sister had gone into labour back at the farm. The irony that I was trying to relax to let something inside me rather than to try and push something out wasn't lost on me.

"Good girl, thats it. Relax and just breath, its all the way in now. How does it feel?"

How did it feel? I had actually missed most of the sensations lost in my daft thoughts. I concentrated on how it felt to be laying splayed open in a bath, being watched by a vision of beauty with a miniature hose pipe sticking out my ass.

"Damn Silky, it feels fucking amazing!" I was so turned on in that instant any chance of sounding eloquent was beyond impossible!

"Next step is the water, it will flow in gently. Its warm distilled water, not too hot or cold and there is nothing added. It feels weird to start with but its actually a really nice feeling once you get used to it. Are you ready?"

"Ready as I will ever be!" I chuckled nervously.

Silky moved the bag from level with the bath rim, to a small hook set in the tile above the bath and again fiddled with the clamp that I had worked out controlled the flow of water. I felt nothing for a few seconds whilst the fluid slowly made its way down the clear tube. I watched intently, waiting for the moment I would feel it enter my bowels.

Once the bag had been placed Silky sat on a chair at the end of the tub and watched me watching the bag. In other circumstances it would have been hilarious but right now my entire focus was on the length of pipe.

Shysub412
Shysub412
90 Followers
12