Woolly Story

A Woolly Story

Part 1

Setting the Scene: -

I have to admit that from the early age of eight or nine onwards, that I had an unhealthy fractionation with beautiful girls dressing up warm for the winter.  This stared with many pictorial fantasies from spending hours looking through faction catalogues. I used to hate the late winter onwards when the summer editions were published and the winter ones went in the rubbish bin.

These thoughts remained very personal for many years, well into teenaged life and now into my thirties. Do you actually know how difficult it is to find a girl friend that enjoys wearing thick Lycra or woolly tights with a heavy sweater and to finish the outfit off, that all important winter scarf, tied around her slender neck? Reading through hours and hours of stores posted on the World Wide Web, I was so pleased to understand that I was not alone in having these fantasies.

Cross-dressing in warm, winter clothing was always part of my life since my teenaged years. This has always remained a very private part of my life. I have always been and remain a heterosexual male, but the feeling of woollen and Lycra woman’s clothing against my bare skin has always been a turn on since I can remember first experimenting. 

Bondage on the other hand has played a much more pivotal roll in my love life since I first starting dating in my teens. Most of my girl friends have enjoyed experimenting with various degrees of bondage. I must admit I fantasise daily about girls wearing warm, winter cloths with her hands cuffed behind her back. There is something about the female form, pert boobs trapped behind a woolly sweater, forced forward by hands restrained behind back!

I do not crave to be a female. At no time have I ever felt that I am trapped in a male body. I just love the female form wrapped in soft wool so I guess that I want to create my own personal fantasies, in my own space!

These stories are therefore fiction, my fantasies for other similar minded people to read.

A Woolly Story Part 1

It all began one autumn, Saturday afternoon a few years ago. The medium sized English village I live in was having a meeting for all it’s residents to update us all on the new bypass, which was being approved by the local authority. I arrived slightly late and sat near the back of the room filled with angry and bemused residents. Some were happy that their sleepy village was soon to be returned to them and others unhappy at the loss of business the bypass will cause in passing trade. The council officials sat at the front of the room, behind a large wooden table which did little to protect them from the barrage of abuse been hurled from middle aged country folk who really didn’t understand what the an improvement the bypass would make to their rural lives.

It was clear I wasn’t the only late resident to the meeting. I could hardly take my eyes off this blonde beauty as she excused herself and squeezed passed me to take the seat next to me in our fairly empty back row. “Hi, I’m Jennifer” she announced in a whisper. I leant over and introduce myself, “Nice to meet you Jennifer, I’m David.”

Jennifer was a stunning girl, long blonde hair, falling just below her shoulders. It was what she was wearing caught my eye. As she eased her long grey trench coat off her shoulders I couldn’t keep my eyes off the black wool figure sitting next to me. She wore a black wool ribbed sweater with matching black medium length skirt. Her legs were covered in a thick layer of black Lycra and a pair of shinny black leather boots came up to just below her knees. Wrapped once around her neck was a long blue winter scarf. Both ends draped across her ample sized chest and the tassels hung, just above her skirt.

“This meeting is pathetic,” Whispered Jennifer. “I couldn’t agree more,” I answered, in as low a voice as I could; which enabled me to lean towards her left ear and catch another smell of her sweet perfume. “Let’s get out of here and get a coffee”, explained Jennifer as she pulled on her grey trench coat and stood up. I could hardly refuse this offer from a gorgeous girl!

We left the town hall, down the steps and turned right, walking away from the village square. Jennifer explained that she only moved to the village three months ago, when she bought he old rural police station, which had been converted into a rather nice home by the previous owners. The village police station had moved over four years ago to a brand new, purpose built facility on the outskirts of town. I explained that I lived only two streets beyond her so conveniently; Jennifer invited me to go back to her place for the coffee as not many English villages had been taken over by Starbucks quite yet!  It was a cool afternoon, overcast and the skies looked like they would empty any minute. I was wearing jeans and a heavy Tommy Hill Figure sweatshirt. Jennifer seemed comfortable, the only thing she added when we left the warmth of the town hall was a pair of black woollen gloves. We walked and chatted about our lives, which were quite similar. We both had left the city to find a quieter, more sedate life in the country. We were getting on so well, we nearly forgot about the rain, which was starting to fall heavier and heavier. Jennifer explained that her house was only a couple of minutes away and if we ran we might miss the worst of the rain. It didn’t really matter too much because the skies opened and we were absolutely drenched by the time we reached the steps up to her front door.

Jennifer entered the house in front of me and headed immediately for he coal effect fire. Within a few seconds of the gas been lit, the blue and amber flames were starting to heat the living room. The house was certainly a change from its days as a police station! The old reception desk area had been removed and a wall knocked down to enable a wonderful open planned living room. Jennifer removed her trench coat, and then slipped the gloves of each hand. She approached me, standing beside the fire warming myself, “You are soaking David! Do you want me to dry your cloths?” I smiled as she approached, “But Jennifer, I would have nothing to wear while my cloths dried!” She stood very close to me, rubbing her hands and then unwinding her long blue scarf from around her neck. “Wait there please David, I have an idea?” She then turned and walked away, heading for the stairs to the second floor. I heard footsteps upstairs and it wasn’t long until she returned holding a red woollen package in her right hand. “I haven’t much that will fit you David but I guess this might do?” I could she the glint in her eyes as she handed me a very heavy red, woollen sweater dress. “I’m not sure this is quite me Jennifer?” I commented. “Don’t be so modest David! You are soaking wet, your cloths need dried and this is the best I can come up with given the circumstances.” Jennifer then announced she was off to the kitchen to make coffee, so I had some privacy to change into the red sweater dress.

My shoes slipped off easily but my jeans were another story. They were no longer blue from the amount of water they were retaining. Next came me sweatshirt and t-shirt. Both were soaking as Jennifer had kindly pointed up. I picked up the red bundle of wool and lifted it over my head, pushing my arms through, which enabled me to pull the sweater dress down over my body. It reached to just above my knees leaving my bare legs visible with a pair of white sports socks on each foot. I picked up my wet cloths and walked in the direction of the kitchen. “Does that not feel better David,” Jennifer asked as she took my wet cloths and placed them over the warm radiator in the corner of her kitchen? I just smiled in return, as I couldn’t admit that I was enjoying the smooth, warm feeling of the soft wool against my bare skin. She then handed me a cup of coffee and we headed back into the living room to sit of the suite, opposite the burring gas fire.

“Don’t be embarrassed David, the dress suits you, honestly!” It was difficult to accept that I was sitting beside a beautiful girl dressed in wool, while wearing a very heavy, red woollen sweater dress myself. “It is a pity your pale legs and those white sports socks ruin the outfit,” she explained. “Sure Jennifer but what is the alternative, a pair of tights?” There was a deadly silence for a few minutes until Jennifer stood-up,” Follow me please David?” As instructed I stood up and followed Jennifer upstairs. “I want to show you round my house,” Jennifer insisted, as we climbed the stairs to the second floor. We toured the four bedrooms, two bathrooms and her very well equipped study. All had been tastefully decorated since the days the house was an operational police station. We then re-entered one of the smaller bedrooms and stopped as Jennifer rummaged in one of the drawers. “These will make you feel much more comfortable David, I promise!” Jennifer handed me a pair of thick black woollen, ribbed tights and then left the room, suggesting I put them on in private. I sat on the single bed and removed my sports socks. I stood up and pulled up the sweater dress enough to allow me to take off my boxer shorts. I then eased each foot inside the thick wool and pulled the tights up other my backside. The elastic was more than strong enough to hold the tights over my stomach. I then smoothed the sweater dress back down, just in time as Jennifer came back into the room. “That looks much better David,” she remarked and I followed her back downstairs.

I was starting to enjoy my Saturday afternoon. My discomfort of wearing the sweater dress and tights had gone, especially as Jennifer was obviously getting turned on by what I was wearing.  We continued the tour, through the open-planned living room and into the kitchen again which led out side to the large back garden that was mainly laid out in lawn. I thought the tour was over when Jennifer opened another door in the kitchen, which led to more stairs. “I guess this takes us to your basement Jennifer, “ I enquired? I didn’t get a response but I had forgotten that this house was once the village police station. “This is the best part David and it hasn’t changed since the days this house was a police station!” Jennifer was referring to the four cells. It was obvious that they had been maintained. The brick walls were freshly painted in what I guess was the original colour, grey. The secure block windows had their metal frame kept in perfect condition. This prime state also extended to the heavy metal prison cell doors. I had just entered the fourth and final cell when the phone rang. “I’ll be back in a minute or two David,” and Jennifer left to answer the phone.

This cell was slightly different from the other three. Against the wall of the high block window was a made up prison bunk. On the adjacent wall hung a pair of heavy steel cuffs. They hung from a single ring in the wall, near the ceiling. The cuffs were attached to a single chain that ran through the ring and hung side-by-side, open and unlocked. I stood with my back to the wall and imagined what it would be like to stand there cuffed in this prison cell. I put each wrist into both the open cuffs and I started to feel warm and excited at the prospect that I could easily push close each locking cuff and then I would have no option but to await Jennifer’s return. I stood there for seemed like an age, playing with each cuff, testing them until I pushed one too far ‘Click!’ Panic started to set in, as I had no keys to unlock the cuff that was now closed around my left wrist. As it turned out, I hadn’t long to wait.

Jennifer had a massive grin on her face as she entered he cell and found me with one arm locked above my head. “What have we here,” Jennifer teasingly asked as she walked over to me? I couldn’t do anything, I couldn’t say anything and I couldn’t even hide my embarrassment. What happened next was an even bigger shock. Jennifer approached and our lips locked; our tongues also in-twinned in that first, unforgettable kiss. “When I first took off my coat this afternoon in the town meeting, I knew you had a fetish for wool by the way you couldn’t keep your eyes off me. My day gets even better, now that I know you also like bondage!” With that Jennifer held my free hand and slipped on the remaining cuff and pushed the lock closed. Now I belonged to Jennifer until she released me. I no longer felt embarrassed and to be honest, at that point I had forgotten that I was wearing the red wool sweater dress and black woollen tights. Jennifer stood back to view her handy work and she explained that she had always dreamt that one day she could fulfil her fantasy. She asked me if I would allow her to continue with this game? I agreed and Jennifer exited the cell, leaving me to stand alone, locked to the prison cell wall. As she left the small room, Jennifer pushed closed the cell door. The sound of the door slamming shut sent shivers all over my body.  

I stood there, alone and in contemplation of what had happen this afternoon. I loved the feeling of the soft, warm wool against my bare body. The feeling of this warm, woolly clothing and the secure helpless feeling of being shackled and locked in a prison cell caused all sorts of missed emotions. My manhood was bulging through the red sweater dress but he was also imprisoned behind the thick, ribbed, woollen tights.

I had no idea how long I was standing there when the cell door was unlocked and Jennifer re-appeared holding a long black woollen scarf and some other bits and pieces in her left hand. She checked that I was okay and explained how turned on she was having a man dressed in a wool sweater dress and tights, shackled to her cell wall. Jennifer then explained that it was nearly 5pm. She was going to bath and pre-pare dinner. If I was in agreement, she wanted to leave me imprisoned until seven, when the meal would be ready. I didn’t really have a problem with that but I questioned what the scarf was for. Jennifer then asked me to open my mouth and she packed it with a pair of socks. To hold the socks in place she ripped of a piece of duck tape and stuck it across my closed mouth. Using two other pieces of tape she secured my mouth and the sock in place, keeping me very quiet. Jennifer then explained that she thought the tape made my face very untidy and then she wound the scarf around my face, fully covering my mouth and nose and therefore hiding the duck tape that kept my mouth closed. She then tied the scarf tightly behind my head. “That looks much better David and this should keep you quiet until dinner time.” She then kissed me on my wool-covered lips and left the cell, locking the door behind her.

The next couple of hours were long and uncomfortable. Standing with my hands locked in heavy steel cuffs above my head meant I couldn’t reach the scarf tied tightly around my face. Hidden behind the scarf, my mouth ached for relief from the sock that was by now soaking wet. This discomfort enabled me to forget what had got me into this position in the first place. Why a normal Saturday afternoon had turned into an amazing experience of both enforced cross-dressing and tight bondage at the hands of a very attractive, single female.

Finally the cell door was unlocked an in walked Jennifer. What a fantastic site stood in front of me as she had changed into the most amazing outfit. Jennifer was wearing a very tight, obviously wool, full-length cat suit that appeared from out of her knee high, black leather boots and ended in built in gloves at the end of each arm. The neck was very high and made her pale complexion stand out even more in contrast to the black of her woollen cat suit. “How are you feeling David,” she enquired? There wasn’t much I could say as she pulled the black woollen scarf from my face, exposing the duck tape that trapped the soaking wet sock. Painful as it was, removing the gag was worth it in the end as Jennifer kissed me so intensely as soon as my mouth was free. Next she unlocked my wrists from the metal cuffs and at last the circulation could return to both hands. “Lets have dinner now,” Jennifer announced as I followed her out of the cell and upstairs to the kitchen where the table had been set out. It felt good to be free, even though on reflection, I enjoyed the past few hours in the cell, secured to the wall. I still wore the red woollen dress and black ribbed tights. While Jennifer had pulled the scarf from my face, it still hung from my neck.

Dinner was amazing, as Jennifer and I chatted about out lives, our likes and our dislikes. Sex and our love of wool was never far away from any point during our conversation and it was clear that I had met someone who was much more prepared than I ever was.  Apart from several wool skirts and the odd woollen sweater, I couldn’t have ever imagined being dressed in the way Jennifer had forced me to, earlier this afternoon. I had never worn woollen tights before; I guessed they were too difficult to obtain these days as Lycra had taken over as the material of choice in hosiery. Certainly, I did own several thick (90d) Lycra tights, which I wore whenever I was in the mood for something different but always in the privacy of my own home. After dinner we cleared away the dishes, which simply meant that Jennifer and I packed the dishwasher. She made another cup of coffee and we headed for the living room. I would have thought that Jennifer would have difficultly in handling anything through the thick cover of wool that encased each hand in the built in gloves of her cat suit. She was obviously just used to the restriction? As soon as I took the last sip of coffee Jennifer asked me if I wanted to explore my woollen fantasies a little further. I certainly wasn’t going to refuse so we both headed upstairs to her spare bedroom.

“Well David, I think we need to give you a more Feminine shape so please remove the dress and tights and put this on?” Jennifer had handed me a strange looking Lycra Leotard, which was obviously boned and therefore going to be very tight. As I held it up to step into the crotch, I noticed built in breast forms. I couldn’t hide my excitement as my manhood rose, so I quickly started to pull by arms into the long sleeves. The Leotard was made of very clingy black Lycra! Jennifer said that she would help me and started pulling on the zipper at the back of the leotard. My God, it was tight! Jennifer struggled to pull the zipper up but slowly she managed as I pulled in my stomach. Finally she was done but I could hardly breath. Jennifer explained that I would get used to it, in time. How long was she expecting me to wear this thing? “Right David, put your tights and dress back on and I’ll see if I can find a pair of boots that fit you?” Jennifer rummaged in the cupboard and came out holding a pair of long, black leather boots; just like the pair she was wearing. “Try these David?” I pulled the boots over my woollen clad feet and up the soft woollen legs. Again I struggled to pull up the zippers but after a little effort, they were sealed. My problems were just starting, as I had never walked in high heels before. “I think we should go our for a walk this-evening David, it is lovely outside,” Jennifer announced as she handed me a long heavy wool coat, a pair of woollen gloves, a woollen hat and the long scarf I wore earlier this afternoon. Panic started to set in but Jennifer assured me that I would be unrecognisable behind all the wool coverings. Jennifer left me to finished preparing to go out so I pulled the hat on to my head and pulled it down over my ears. I wrapped the scarf around my neck and covered my face to just below my nose. The long woollen coat was so heavy and warm. Finally I added the gloves so I was ready. Jennifer appeared back again wearing a slightly shorter red woollen coat, which contrasted very well against her black legs and gloved hands. Like me, Jennifer also wore and black woollen hat and scarf. At least she didn’t need to worry about hiding her face!

At first the walk was very slow. I had to get used to the boots but importantly, the high heels. At least this concentration made me forget that I was outside, in what amounted to drag. Within ten or fifteen minutes, my confidence grew and soon the pace picked up and we entered the small park area.

“How do you feel David,” asked Jennifer?

“Fine, I think Jennifer; in fact really good to be honest,” I replied, slightly muffled from behind the woollen scarf that covered my mouth

We walked for another five minutes and then sat on a wooden park bench. We chatted for a while until Jennifer asked me if I wanted to spend the night at her place. I hadn’t brought any things that I would need to shave and refresh myself so Jennifer suggested we walk back to my house and pick up a few things. It was pitch black outside but the thought of bumping into any of my neighbours appalled me but at the same time, made me very excited! It took us about ten minutes to reach my house. Jennifer had obviously planned this as she had taken the liberty to pick up my keys before we left for out walk. Once inside I showed Jennifer around my place. Not quite as exciting as hers as I didn’t have any prison cells in the basement. It took me only a few minutes to grab the things I needed. I offered to make Jennifer a cup of coffee but she suggested we head back to her place and have a cup there. I explained that I needed the bathroom before we headed back. This was not going to be easy while wearing all these layers of wool, not to mention the boned body-shaping leotard. Jennifer explained that it had a zip in the crotch, which should allow me access to my manhood and therefore allow easy release. I removed my gloves and coat, handed them to Jennifer before heading to the bathroom. It was quite easy to pull down the tights and lift the sweater dress but like a female, I had to sit on the toilet to relieve myself. Once finished, I straitened myself and walked back to the living room where Jennifer was waiting for me. Jennifer handed me the gloves first and as I slipped them on to each hand, she held up the woollen coat and ushered me to turn around and slip my arms into the sleeves. As I did this, Jennifer grabbed my arms and before I knew it, she had locked a pair of handcuffs around each wrist.

“What are you doing Jennifer,” I pleaded?

“Just making our walk back to my place more interesting,” muttered Jennifer as she hung the woollen coat over my shoulders and turned me around to button up the front.

She then pulled the scarf up over my nose this time, hiding my face behind a thick layer of black wool. I then held my breath as we headed back out, into the cold night air. Thank goodness Jennifer took hold of my over-night bag, I was finding it awkward enough walking in high-heeled boots, never mind having my arms locked behind my back. Balancing was not easy!

The walk back to Jennifer’s house took us about twenty minutes. The temperature was well below zero so I was thankful for the thick, warm layers of wool Jennifer made me wear. Once back at Jennifer’s house I was directed through the living room, into the kitchen and then downstairs to the cells. Once back in cell number one where I had spent most of the afternoon, Jennifer removed my coat and pulled the hat off my head. It was clear that even though I was invited to spend the night in Jennifer’s house, I guessed that I was now in my bedroom for the night. I turned my back to Jennifer and she unlocked the handcuffs, enabling me to remove the gloves that had actually meant the cuffs left no marks on my wrists. Jennifer explained that she was away to make a cup of coffee and she left the cell, pushing the door closed behind her. That assumes sound of the heavy iron door closing and locking, caused me to shiver all over again. What a powerful sound that was! There wasn’t much to do but untie the scarf from around my face, unzip and remove the boots before pacing across the small room a few times until Jennifer returned. When she finally arrived back, we sat side-by-side on the bunk and Jennifer explained that she had always fantasised about sleeping in her bed, knowing that she had a prisoner locked-up downstairs. I was happy to fulfil her fantasies but in return, I was promised that I would be repaid in kind tomorrow. Jennifer then suggested that I got cleaned up and undressed while she found something for me to wear through the night. Once again, I as locked in the cell and left to carry out Jennifer’s last set of instructions. When the door finally was unlocked, I had just managed to remove the dress and tights but I had no chance of removing the body-shaping leotard without help.  I turned around and with my back to Jennifer she hauled on the zipped until it started to move. Finally I was free of the imprisonment forced on me be the tight garment. “Okay David, put this on please.” Jennifer instructed as she handed me what I could only assume was a woollen cat suit not indifferent to the one she was wearing? This cat suit was different in a few ways!

First of all I stepped into the footed legs of the suit and pulled it over my groin and up my body, I then noticed the first difference as I pulled my arms into the long sleeves. My hands ended up in elasticised mittens while the arms ended in leather straps hanging down by my sides. Jennifer then assisted as she pulled the rest of the suit over my shoulders. This is when I noticed the next difference! This suit had a built in woollen hood and as I head pulled into it, I knew it was going to be a very dark night, as the hood had no holes in it at all. The entire cat suit was made of wool; so breathing was never going to be a problem. Finally Jennifer zipped the suit closed at the rear and the click of a small padlock meant I was in this cat suit until Jennifer let me out! Jennifer then instructed me to fold my arms in front of me? With her back to me, Jennifer took hold of the leather straps on each arm and secured them tightly in a buckle at the back of the cat suit. Once this was done the final strap was secured around my forearms, which meant I couldn’t free my arms from the tight hold I had on myself by lifting them over my head. My warm, tight woollen cat suit was also a straightjacket! Jennifer helped me to my bunk, as I couldn’t see a thing through the thick layer of wool that covered my entire face. Once there I lied down on my back and with the loud clunk of the heavy iron cell door, I knew that Jennifer had left me locked in the tiny, sparse room which was even smaller tonight as the tight grip of the cat suit, straightjacket meant I wasn’t doing very much or going very far at all.

How right I was! What a long night I had, ahead of me while I had to injure the heavy wool bondage, which was not only a delight in one sense but also a very frustrating, restrictive experience on the other. My excitement grew and then the realisation that I wasn’t going anywhere for many hours yet meant I tried hard to relax in the tight grip of my woollen cocoon. It wasn’t easy breathing through the wool hood. I started to get very hot after the first hour. The faster I breathed, the warmer the built in hood got! No matter how calm I tried to become, I couldn’t escape the fact that my love for wool was also my weakness tonight. I guess that I dozed off several times but quickly woke with the realism that I was still locked in the small prison cell, covered from head to toe in my wool bondage suit.

I finally must have fallen asleep because I was next awakened by the sound of the cell door being unlocked and the sound of Jennifer’s dulcet tones. “Wake-up sleepy head, its morning and we’ve lots of fun to get on with today!” Jennifer helped me sit up and unzipped the hood, which flooded my eyes with the bright light through the barred window of the prison cell. “How was your night David,” Jennifer asked in a quiet calming voice? “Long and very warm thank-you,” I replied. Finally I was able to focus and I got my first look at my beautiful capture this morning. Her simple but effective outfit of a black high neck woollen sweater and short black skirt, blended well with her Lycra tights and black-patented pumps. I guess it was nothing special but with Jennifer’s long blonde hair and bright blue eyes, I was instantly drawn to her fantastic beauty. She helped to my feet and started the job of releasing my arms from the tight hold I had on myself. I never released before, how good freedom felt after a long night in bondage. Finally I stood in front of Jennifer and couldn’t hide my delight at seeing her but she just calmly asked me not to be embarrassed and directed me out of my cell and to the shower room, which was also in the small cellblock. “I’ll be back in twenty minutes with something for you to wear today David,” Jennifer announced. With that, the door to the shower-room closed, locking automatically and leaving me to freshen up but my night in wool bondage.  I washed and shaved using the things I brought yesterday evening from the trip to my place. The twenty minutes went very quickly as it wasn’t long until Jennifer returned and unlocked the door to the shower-room. She explained that she had left cloths for me in my cell and she would be back in half-an-hour for me to join her upstairs for breakfast. I dried off and headed back to my cell. Jennifer had locked the barred door to the small cellblock so there was no escape for me at all. Anyway, I had no intention of escaping as I was enjoying my time with this blonde beauty that obviously loved having me as her guest.

Jennifer was a girl that defiantly knew what she wanted! Lying on my bunk was the nearly the same cloths as she was wearing today. First of all I had to negotiate the Lycra body corset on my own. Yesterday Jennifer had helped me in and out of this complicated garment. Stepping into it was easy. Pulling my arms into the long sleeves was also quite easy but pulling the zip up was going to be another thing entirely. I tugged for what seemed like an age but simply couldn’t get the zip pulled up at all. I went out to the barred door and called for Jennifer to help me. She came downstairs and explained that she thought I might find the body corset difficult. I turned with my back to the bars while Jennifer leaned her hands through and helped pull the zip up while I held in my stomach as best I could. After some effort from both of us, I was now starting to once again take on the female shape. I thanked Jennifer and headed back to my cell to finish dressing. Next I picked up a pair of very thick black Lycra / wool tights. They were much more stretchy than the ribbed pair I wore yesterday. They were also very clingy as I pulled them over each foot and up over my butt, which was a different shape to normal due to the body suit, Corset. They felt very warm and comfortable when I finally smoothed them out over my hairy legs, which were now hidden behind the thick, opaque material. Next came a very heavy, black wool sweater, which also had a bodice attached with poppers that closed between my legs. I pulled this very heavy garment over my head, which revealed the thick high neck and long sleeves. I held out the bodice part and push closed the poppers. This held the sweater tight against my body and showed off my new curves really well. The final piece of clothing was the medium length skirt. Unlike Jennifer’s this one was made of thick black wool (Surprise, surprise). It was elasticised and this meant no zip to negotiate but I must say, it was very tight to pull over my buttocks. I nearly forgot the shoes lying on the floor beside my bunk! A pair of low healed (Thank Goodness) Black leather pumps which surprisingly fitted my not to bad. Walked out of my cell and headed back towards the shower-room where there was a mirror. I couldn’t believe my eyes when I saw my black wool clad figure. Unfortunately my male, cleanly shaven face and short hair ruined the complete look. Jennifer was calling me from behind the locked barred doors. She smiled as I walked towards her and complemented me on my appearance. We both agreed that my male face and short hair spoiled the outfit but Jennifer explained that she would sort that out later. Jennifer asked me if I was going to give her any trouble today and she held up a pair of shinny steel handcuffs in her right hand. Some how I knew whatever answer I give Jennifer would mean I was about to have my wrists locked into the handcuffs so I just offered my wrists up towards her. Jennifer shook her head and asked me to turn around? I did was I was told and offered my hands behind my back this time. As expected she leaned through the barred door and locked each wrist into the cold steel cuffs. Next the barred door was unlocked and I followed her upstairs to the kitchen where a full cooked breakfast was waiting. “How can I eat Jennifer, with my hands cuffed behind my back,” I asked as Jennifer ushered me to my seat? “The handcuffs are only to remind you that you are my prisoner and they’ll be worn anytime you leave the cell area today,” Jennifer replied as she unlocked the cuffs and allowed me to start breakfast. We had a friendly, warm conversation through breakfast and like dinner last night, the topic kept returning the current situation, which I have to admit, I was enjoying very much. Unfortunately breakfast was over too quickly and I help Jennifer pack the dishwasher and put away what had been left on the table. Soon I was back in handcuffs and marched back downstairs to the small cellblock. Once through the barred door, it was closed behind me, locked and I was asked to turn around so that my handcuffs could be removed. I was now free to brush my teeth and wait until Jennifer returned.

I headed back to my cell and sat on my bunk to wait on Jennifer and reflect on the current situation. The small cell was quite warm as the sunlight blasted through the barred window, illuminating the hard steel cuffs that hung from the adjacent wall; the same cuffs that kept me standing for so long yesterday. I was getting used to the famine clothing, which was starting to make me feel very hot in the sunlight. I love wool, I loved how it felt against my skin but all I could feel today was the constriction of the Lycra body corset and thick, warm tights that surround my legs. “David, come here please,” called Jennifer so I stood up and then returned to the locked gate. As before I was directed to turn around and my hands were locked in the handcuffs once more. This time we headed upstairs, through the kitchen and up to the second floor and the dressing room where Jennifer had first introduced e to the woollen tights yesterday. I was directed to stand in front of Jennifer, with my back to her. She pulled a black Lycra hood over my head and down, covering my face except for the eye, nose and mouth holes. She tucked the hood under the high collar of my wool sweater. “ The hood will protect your head David,” she explained as she pulled a very tight latex hood over my head. Again this hood had holes for my eyes, nose and mouth but felt very different. It was clear that this hood sealed from the back and I soon learnt why Jennifer had asked me to wear the Lycra hood underneath. There was a zip on the back of this hood, which Jennifer tugged and pulled and the as she did this, it tightened against my face until the zip closed the hood at the back of my neck. If this zip had caught my hair, it would have been a painful experience. For the next few minutes, Jennifer seemed to smooth the hood out and peal across a seem that I guessed, would completely cover the zipper track.  As I turned around Jennifer had just picked up a long blonde wig from the dressing table. She placed the wig on my head or should I say on the latex hood. The hood and wig obviously had Velcro attached so the wig would comfortably stay in place for as long as necessary. Remember there was no way for me to remove the wig or hoods as my hands were currently cuffed behind my back! “That’s better,” explained Jennifer as she walked me into her bedroom and stopped in front of the full-length mirror. I couldn’t believe what I saw and I couldn’t tell that it was I looking back! The latex mask was the in the form of a females face so I was in fact looking at a well formed blonde, with hair falling on to the shoulders of her black wool sweater. Her well-formed breasts were forced forward by the simple fact that her hands were cuffed behind her back. Two black legs came from below the thick wool skirt that ended just above her knees. She stood in low heeled, black pumps. Beside her stood Jennifer, a beautiful blonde woman, wearing practically the same cloths. We could have been twins except for the realism that I was much heavier than Jennifer and my plastic face give the appearance that I was now a bit of a Barbie Doll. It would have required a close look for anyone to notice the fact that my face was really a thin layer of latex. The neckline of the mask was kept well below the thick wool collar of my sweater so I guess I would pass for a female, a lot better today. Jennifer was obviously pleased with her work but I found it difficult to offer my appreciation as the restriction of the tight hood, made in difficult for me to talk. Jennifer explained that I would be used to it by the end of today. The thought of spending all day in this enforced cross dress, made me panic slightly but what could I do, I was already at Jennifer’s mercy.

I was disappointed but not surprised when Jennifer announced that we were heading back down to the cells. I followed her back downstairs and into the living room; through the kitchen and back down the final set of stairs to the basement. The gate to the cells was open and so was my cell door. Jennifer walked in front of me, right into the cell and stopped facing me. She asked me to turn around so that my handcuffs could be unlocked and removed. Once done Jennifer asked me to stand by the manacles hanging on the cell wall. I protested but Jennifer insisted that I was once again secured in the standing position. Just as she locked the second cuff around my wrist, the front door bell rang and Jennifer was off, closing and therefore locking my cell door behind her.

After only about ten minutes Jennifer returned to the cell with one of her Friends, whom she introduced to me as Karen who was obviously a wool lover herself. She wore a long blue knitted sweaterdress, which came below her knees. Her legs were clad in leather boots that disappeared up above her hemline and I could only imagine that they were also covered in a layer of wool or Lycra (tights or stockings).  Karen’s light brown hair was tied-up in a tight ponytail and wrapped once around her neck was a long pink cashmere scarf with both ends draped across her large chest. The scarf was long enough to hang to about her waistline. I was so embarrassed standing in front of a stranger wearing the wool sweater, skirt and of course the Lycra tights. Jennifer knew I was uncomfortable but reminded me that the mask hid my real identity. I relaxed slightly but couldn’t show the expression of discomfort on my face while standing with my wrists locked above my head to a pair of medieval manacles. Karen was intrigued to understand more about how Jennifer has managed to persuade me into such a compromising position. Jennifer explained at how willing I was wear the red woollen sweaterdress yesterday and a pair of woollen tights. In fact she reminded me of my own willingness to lock one of the manacles around my own wrist, which made me go red behind the thin layer of Latex and Lycra that encased my entire head, not to mention my face. Jennifer then told Karen how she gagged me and tied the scarf around my face for a good couple of hours yesterday, hiding the horrible tape. They both agreed that it wasn’t really worthwhile gagging me today as the tight mask was making it nearly impossible for me to talk today but Karen has other ideas as she unwrapped the long pink cashmere scarf from around her neck. Very quickly Karen wrapped the scarf around my head, covering my neck and face and tied it tightly at the back. She explained that I now looked much better as the scarf hid the bulk of my plastic looking face. Through the tiny holes of the Lycra hood and latex mask I could smell the sweet aroma of Karen’s perfume as it radiated from the wool scarf. Both Jennifer and Karen stood back to admire their work and then left me, locking the cell door behind them. I was once again resigned to standing there in the locked prison cell on my own. By now I was starting to cook under the layers of Lycra and thick wool. The Lycra hood, Latex mask and most recently a long thick cashmere scarf now covered my face making my breathing much more slow and laboured. At no time did I feel in danger, I knew that I would always get enough air to breath, even through all those layers.

I’ve have no idea how long I waited this time, until I heard footsteps outside the cell and the sound of the key unlocking the heavy iron door. I couldn’t believe my eyes because Karen walked in ahead of Jennifer who was now in a tight spot herself. Jennifer could only waddle into the cell as her wrists were cuffed in front of her with a chain running down her to a set of Leg-irons, which were locked around both ankles. Like me, Jennifer was still wearing a pair of low healed pumps so the silver chrome of the Leg-irons were highlighted against the blackness of her Lycra clad legs. A long red wool scarf that was tied tightly behind her head also gagged Jennifer. The ends of the scarf draped down her back, to just above her waistline. Jennifer was slightly bent forward as she followed Karen because the chain between her handcuffs and leg-irons wasn’t very long. The pressure seemed to ease slightly when Jennifer sat on the bunk, which was about six feet away from me, at the opposite side of the small prison cell. She tried to raise her manacled hands to the scarf that gagged her but again there was simply not enough chain to allow it! We were both in trouble now as Karen said goodbye and left us both locked in the cell.

Jennifer looked up at me through her big puppy like blue eyes. I knew in my heart that this was a set-up and of Jennifer’s own doing. I did wonder though, how long we were both going to be locked in here together? The next couple of hours went very slowly. Jennifer did stand up as best she could and waddle over to me standing cuffed to the cell wall. Her hands could easy reach my groin area and she continuously teased me through the thick layers of wool. I couldn’t reciprocate at all as my hands were cuffed above my head so all I could do is stand there and try to get as much stimulation as possible from my willing cellmate. At one point Jennifer got down on her knees and tried her best to mouth me from behind the wool scarf that silenced her so well.

The winter day turned into night as darkness fell across the barred cell window. It was November so it must be around four thirty to five o’clock, which that we had been locked in here for at least five hours. Jennifer was able to lie down on the bunk and gain release from he pressure of the cuffs by bending her knees up. As for me, I had to stand there and watch. It was still dusk when Karen returned, still wearing the same blue dress. To my surprise, she unlocked my hands first, which was a massive relief after five or six hours locked in the cuffs above my head. After rubbing my wrists, I untied the long cashmere scarf from behind my head and handed it back to Karen; she quickly wrapped it once around her neck. Karen made no attempt to unlock Jennifer and we headed out of the cell together. This time I was able to close the cell door; leaving Jennifer locked in there, still manacled and gagged. We headed upstairs to the kitchen where Karen offered me a cup of coffee. I was now able to speak slightly through the tight mask but drinking the coffee was going to be another challenge. In the end it wasn’t too difficult so Karen and I had a reasonable chat about how both her and Jennifer enjoyed many hours of fun. Karen was married to a guy that also loved wool but to-date; Jennifer had been unable to find the right guy to be her playmate. Karen explained that both Jennifer and her were straight but their passion for wool and bondage had meant each other spent hours alone, bound by the hands of the other, normally in Jennifer’s basement cells. After about half-an-hour or so, Karen announced she had to go so she handed me the keys to the cells and Jennifer’s cuffs. I said my good-byes to Karen and thanked her for her assistance this afternoon.

I headed back downstairs to make sure Jennifer was okay. I peaked through the small hole on her cell door. She still lay on the bunk with her knees in the air offering relief from the tight restriction of her handcuffs and leg-irons. I decided to leave her there and explore the house. I closed the gate to the cells behind me and headed upstairs to the second floor and the spare room where Jennifer obviously kept her goodies. Along one wall was a sliding wardrobe and inside there was a massive array of wool dresses, sweater-dresses, sweaters and catsuits. Some made of thick wool, mohair and cashmere. Most had thick collars and some even had built in hoods, just like the straightjacket, catsuit I wore last night I couldn’t believe what I saw and most in large enough sizes for me to wear! Along another wall was a chest of drawers. Inside I found wool and Lycra tights, wool hoods and silk lingerie, corsets, panties and bras. On another wall was smaller wardrobe and inside there I found bondage gear that would any operational prison to shame, Cuffs and chains, medieval iron manacles and shackles, leather cuffs and much, much more. Next I wandered into Jennifer’s bedroom where there was a large iron four-poster bed. Against one wall was another sliding wardrobe, which was filled with everyday clothing, but I had to say that most were wool (Big surprise). Jennifer’s drawers were filled with everyday lingerie and woman’s things. There were many pairs of black wool and Lycra tights, stockings and the usual things you would find in any girls bedroom. There were another two bedrooms but they were your average rooms where I guessed normal guests would have stayed in Jennifer’s house. I now wanted to turn the table on Jennifer this evening but what could I do? First things first, I needed a shower and to get out of the layers of wool and Lycra that have imprisoned my body all day.

It was easier said than done, removing the blonde wig that was attached to my Latex head by Velcro. Once of, I eased back the zip that was hidden within the seam of the hood. Finally the pressure started to release on my head and face. I had forgotten how it felt after a day trapped below the latex mask. The Lycra protection hood was soaking wet from hours over my head and the cool air that engulfed my face was a welcome relief. I kicked off the black leather pumps and pushed the wool skirt down my legs to the floor and after stepping out of it, I bent down and released the poppers of my sweater which pulled off, over my head. Next I removed the Lycra tights from each leg, which only left my Lycra body corset. It was very difficult to zip closed but not quite as difficult to open. Once off the feeling of freedom was so unbelievable and something I had never experienced before in my life. I had played with bondage before and even my first wife enjoyed being tied up and tying me up also. The longest I had spent in handcuffs before was at most one or two hours, never an entire day.  I next headed for Jennifer’s bedroom and the Ensuite shower-room. The hot water washed away all the aches and pains of my day spent in wool and bondage. I stepped out of the shower and dried off but what should I do now and what should I do about Jennifer who was still locked in the prison cell, clad in wool, gagged by a thick wool scarf and bound hand and foot in steel. I wanted to play with her for a while longer but it was Sunday night and I had to go home later and work tomorrow. I had only a few more hours to enjoy with her so I wanted to make it as special for her as possible.

I knew what Jennifer would appreciate so I headed back to the spare room full of her goodies. I opened the chest of drawers and pulled out a black silk bra with built-in silicon tits. I pulled on the bra with some difficulty due to my lack of experience. I then picked out a pair of very black, thick woollen tights. I stepped into the soft, warm material and pulled them up and over my waist. What to wear next from the vast array of woollen outfits in the wardrobe was my next big decision. I finally decided on a very heavy, pink mohair sweaterdress. This had very long sleeves and a massive roll down neck. With some difficulty I pulled the mass of wool over my head and slipped each arm into the long sleeves. I then pulled the dress down over my body until it finally stopped just above my black woollen ankles. The roll neck took a bit of fixing but once in place I stood in front of the mirror and admired the pink woolly figure looking back at me. I didn’t want to trouble of putting the female mask back on but my male face was all wrong. I remembered all those woollen hoods in the drawer so I bent back and chose a very thick black mohair balaclava, which had only two eyeholes. I pulled the balaclava over my head and down under the thick neck of my sweater dress. Like the roll neck of the dress, the balaclava took a bit of fixing before I was happy and able to see through the two eyeholes. It was very soft wool and I was already starting to get very hot, breathing into the thick mohair that now surrounded my face. Shoes were the last thing so I simply put on the low heals pumps that I’d been wearing all day. Looking at my self in the mirror now, I was happy and ready to head back for Jennifer.

I headed back downstairs to the kitchen and picked up the keys to the cell doors and Jennifer’s cuffs. Once down the final set of stairs I unlocked the gate to the small cellblock but before unlocking the cell door, I decided to have a peak in and see what Jennifer was doing. She was sitting up on the bunk with her hands still cuffed in front of her, connected to the leg-irons by that very short chain. She obviously knew I was at the cell door as she was mumbling something into the thick, red wool scarf that had been gagging her, for most of the day. I unlocked the cell door and stood in front of my female captive who looked up at my with those beautiful big blue eyes. I think she was smiling at me but it was difficult to tell from behind the red scarf that still gagged her. That was my first job so I approached and sat on the bunk beside her. Jennifer lowered her head, indicating that she wanted me to untie the scarf from behind her head. I worked at the knot for about three minutes before it finally opened and I could ease the scarf forward and out of Jennifer’s mouth. Jennifer then looked up at me and I could see that she had something packed inside her mouth. I used my fingers to pry a silk scarf that was now sodden from many hours of being in Jennifer’s mouth. Once out she gagged for a second on the freedom and then told me that she loved what I was wearing. I explained that I hoped she didn’t mind me choosing this from her wardrobe but in response she just signalled that she wanted a hug. I threw my arms around Jennifer but she could poke at me with her hands as they were still cuffed in front of her. She requested that I remove the handcuffs and the leg-irons? I first of all unlocked her wrists and then kneeing down in front of her, I bent down and unlocked the ankle cuffs. I held up the mass of chains with the open cuffs dangling freely, I then placed them on the bunk beside Jennifer who was now sitting upright rubbing her wounded wrists. “Did you enjoy your day David,” Jennifer asked in a low, sexy voice? “Yes I did sweetheart,” was my response. Jennifer then went on to tell me that she often asked Karen to come over and lock her up on a Saturday or Sunday, while Karen went out for the day, leaving Jennifer to her own little woolly world. Karen also enjoyed been locked up too and as her husband travelled a lot for his job, she would often spend entire nights looked in Jennifer’s cells.

Jennifer stood up and asked me to sit on the bunk. My beautiful new friend then subjected me to a strip tease. For the next ten minutes she slowly and seductively removed her black leather pumps, her tight skirt and then the black woollen sweater. Jennifer then danced in front of me wearing only her black Lycra Tights and a black silk bra. She knew I was turned on by her actions so slowly she moved closer and touched my hard manhood from below the thick mass of pink mohair. She pushed me on to my back and straddled me chest while rubbing her hands all over my pink wool covered body. Next she started pulling me into the sitting position while sliding the heavy wool dress up off my body and finally over my head, leaving me wearing the same as Jennifer except for the woollen balaclava. I raised me hands to remove the mohair mask but Jennifer stopped me, asking me to keep it on.  Next she started rubbing her body against mine, her black Lycra tights against my black woollen tights. My manhood started rising more as Jennifer teased me longer until we could take no more, pulling our tights down to our ankles, allowing Jennifer to slide my manhood deep inside her wet pussy. She moaned with excitement as I breathed harder to compensate for the thick mass of wool that surrounded my entire face. It wasn’t long until I emptied my load causing Jennifer to explode into an orgasm a few minutes later. She collapsed on top of me and we kissed through my mohair balaclava. At last Jennifer allowed me to remove the hood and we kissed even more intensely until we both lay holing each other tight.

After what seemed like ten or fifteen minutes, Jennifer sat up and started pulling her tights back up and over her waist.  I did the same followed by the heavy mohair dress. Jennifer then explained that she would leave me to finish dressing, as she wanted to have a shower before we ordered Chinese. That sounded good but I didn’t realise that it meant I was to be left once again locked in the small cell! Jennifer left, picking up her shoes, sweater and skirt before exiting and pushing the cell door closed, locking itself automatically. I was now on my own after the most amazing sex I’d had in a long time, not to mention the most fantastic weekend of wool and bondage. I sat on the bunk in my mohair dress, still wearing the wool tights and black heavily padded bra, which I had no become accustomed to. The thick balaclava lay on the cell floor along with the silk wad and red cashmere scarf that gagged Jennifer for most of today. A bundle of chrome chain and cuffs now lay in a heap beside the scarves and balaclava. I picked up the chains and arranged them into the two sets of cuffs; the larger set for ankles and the smaller set for wrists. I wanted to know what they would be like to wear and this time I had the keys, as it was me that unlocked Jennifer from them earlier. First I locked each of the two larger cuffs around both my ankles but before locking my wrists, I had an idea. I wanted to know what Jennifer felt today while she was locked-up so I picked up the two scarves. First I packed my mouth with the still sodden silk scarf and then tightly tied the long red cashmere scarf around my head, gripping the silk wad between my teeth. Finally I pulled each wrist into the cuffs and closed each in turn, locking me into the chain set. I could taste Jennifer with the tight gag that engulfed my mouth. I then stood up and started to pace the small cell. My wrists were pulled down with only a short chain attaching the handcuffs to my legions.

I didn’t have much time before Jennifer would return so I headed back across the cell to my bunk to unlock the various steel cuffs. It wasn’t easy arranging the key into the hole of the handcuffs and it was too late anyway as Jennifer returned to the cell, unlocking and opening the door. “I can see you’ve been busy my dear,” Jennifer explained with a massive smile across her face. I couldn’t reply, as my mouth was stuffed full of silk and wool. At least I could hide my embarrassment behind the thick gag as Jennifer stood in front of me wearing a simple red, woollen sweaterdress with thick black Lycra tights that Shawn under the light of the prison cell. This time her dress was short, covering her thighs only. Long sleeves and a polar neck finished the simple dress that showed Jennifer’s figure off so well. Jennifer then explained that she had ordered a Chinese banquet for two, which should arrive in the next twenty minutes. She then knelt down in front of my and took the keys to the cuffs from my hand before unlocking each cuffs to both my wrist and ankles. Once my hands and legs were free, Jennifer leaned round behind my head and untied the cashmere scarf allowing the sodden wad of Silk to fall from my mouth. Jennifer explained that I was now free to dress in my cloths that I arrived in yesterday and we could eat together at the kitchen table. I then followed her upstairs and to the spare bedroom on the second floor where I was left to change back into my own cloths.

I heard the front door bell ring as I was finishing getting dressed in my own cloths. It was a weird feeling wearing my own (Male) cloths once again as I’d been out of them since yesterday afternoon. I headed back downstairs to meet Jennifer setting the table with our food. We took our time over dinner discussing the weekend and how much both of us enjoyed the experience. I was looking for the signal that meant we would see each other again and play our games once more. As we finished our coffee the difficult subject came up and I think we were both relieved to know that we both wanted to get to know each other better and explore our mutual love for wool and bondage.

Life would never be the same again if Jennifer and got together but we agreed to tread carefully and enjoy what we had. After dinner we cleared anyway the dishes, left over food and I prepared to leave Jennifer, as I needed to go home and get ready for work in the morning. Before I left, Jennifer wrapped a long, blue cashmere scarf around my neck. I could smell her perfume from the soft material and she explained that it would remind me of her on the short walk home. We kissed on her doorstep and I left for home with the warm feeling that this weekend was not over but put on hold until the next time.

To be continued…………

Ed Kilpatrick

E-mail: - edkbound@gmail.com