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Being a Sissy for Viv Ch. 01

By: Caron



"Even I had to tell my daughter off for looking at a sex site on the internet yesterday. A shame, it did look rather interesting. But even if she is nearly twenty, I really couldn't tell her now could I."

"Oh, what was so interesting about it?" I asked.

Viv paused for a moment, her eyes on the wine glass in her hands.

"It was about turning men into maids. Sissy maids."

"Mmm that would be exciting." I murmured. The words out of my mouth before I even realized. I felt my cheeks begin to flush as Viv looked at me closely.

"You find it exciting Chris?" I couldn't answer her but I felt the flush of my cheeks answer for me.

"Well well well." she said softly "So you do."

I couldn't meet her eyes as the heat of my cheeks became even more intense. Instead my gaze rested on her breasts, the lace of her bra discernable under the thin white polyester blouse.

There was a silence between us. All I could hear was the ticking of the clock. My thoughts whirled, the embarrassment of Viv knowing, the excitement at the thought of being a sissy. The two feelings chased each other around in my head and my manhood reacted as it always did when those so familiar thoughts went through my mind.

I'm not sure how long the silence lasted. No doubt a far shorter time than it seemed to me. Eventually Viv took a deeper breath. It pushed her breasts out revealing more of her lace bra cups and allowing me to see I wasn't the only one who was getting hard. Her nipples were becoming increasingly obvious under the thin fabric of her blouse.

"So Chris," She said as she crossed her nylon covered legs, "would you like to be a maid yourself?" She paused. 

"A pretty sissy maid in a lovely little maids dress?"

Of course I do, my thoughts cried out, but my lips wouldn't move. Viv gave a short soft laugh and at last my eyes were drawn to her face. She had a wry smile on her face and a twinkle in her eyes.

"It's alright Chris, I can tell you do. I can tell you would get so excited wearing a smart little satin maids dress. And the panties of course. Soft satin panties with those pretty little ruffles peeping out from under your skirt when you bend over."

She had a bigger smile on her face now and her eyes were alight. Under her blouse her nipples seemed more clearly visible.

"And of course we'd have to give you something to fill out your dress properly. A nice pair of boobs and a pretty lacy bra to hold them tight."

She paused to take a gulp of wine and then pushed out her tits, stretching her blouse over her lace bra cups, making her hard nipples proud and obvious.

"Do you like my bra Chris?" Our eyes met and she smiled again.

"Well. Actually I know you do because you've been looking at it all evening. You know what. I'm going to make you wear it. But first you have to tell me you want to be a pretty sissy maid for me."

I could hardly breathe, almost unable to comprehend what Viv was saying. The excitement and embarrassment chased each other even faster through my thoughts. Then slowly, almost in a dream, I nodded my head.

"Tell me what you want to be Chris, tell me what you want to wear for me."

"Please" I whispered.

"Come on Chris. Chrissy, just tell me what you want to be for me."

I hesitated, like my brain had forgotten how to work my mouth.

"To. To be, a maid."

"That's it Chrissy," her voice soft and gentle "what sort of maid, come on you can tell me."

My mind was a whirl of conflicting thoughts and emotions. My body felt weak and my stomach queasy. The enormity of the admission my words were making was like a huge neon warning sign in my head. Even stronger was the excitement. It grew to an unstoppable torrent and the words came out shaky but clear.

"A sissy maid." I said between deep breaths.

"Well done Chrissy you are a going to be a good little sissy. Now tell me what you want to wear for me."

"A dress. A pretty maids dress." The words didn't seem to be mine. Sounding almost detached and far off. 

"Of course you do Chrissy, and what about under your dress, what do all sissies love to wear. What gets little sissy boys like you all excited for their mistresses?"

"Pretty panties, pretty little panties and a lacy bra under my dress. Ma'am"

"Well then come on Chrissy and we'll turn you into the pretty girly-boy you want to be."

Viv got up and took my hand, quite literally leading me upstairs. My erection was obvious and made walking both awkward and exciting. Following close behind Viv on the stairs meant my face was only inches from her backside. My eyes studied it as it moved around under her dark knee length skirt, giving my erection no chance to soften at all.

Once in her bedroom she let go of my hand and opened a draw. Inside I could see a jumble of bras and panties. My cock twitched at the thought I was going to be sliding a pair of her panties up my legs in just a few seconds. The thought brought an involuntary deep breath. The confusion of thoughts subsiding slightly as the physical anticipation grew. 

After a few seconds of rummaging she pulled out a pair of deep pink lace and satin panties. Lacy at the front and slinky satin on the backside. She held them up between her fingers.

"Do you think these would suit a pretty panty boy?" she asked with humour in her voice.

I nodded as my eyes took the sexy panties in.

"So tell me what they will make you when you have them on Chrissy?"

"A sissy panty boy ma'am." I replied in a small voice after a few seconds hesitation. Slowly I was starting to loose some of my shyness and embarrassment. She handed them to me, my hands shaking as my fingers felt the cool softness of the satin fabric. My cock twitched again, I was eager to feel it settling into the sexy pair of panties.

"Well come downstairs wearing nothing but those and then I'm going to put you in my bra."

As she passed me to go downstairs she paused next to me and our eyes met. She was standing close, one of her breasts against my arm. A hand slowly trailed down my stomach and between my legs. Her eyes seemed to sparkle and lipstick covered lips worked slightly as her fingers brushed lightly over my hardness. I could feel her nipple hard against my arm. As well as the lace of her bra cup, a bra she would soon watch me put on.

As soon as Viv left I stripped off breathing hard and deep, my cock springing out as I removed my briefs. I was so excited, and unsure how I was going to get my cock into her panties without doing myself an injury. I watched in the mirror as I stepped into those pretty pink panties and pulled them up my legs. Almost groaning as I pulled them over my ass cheeks and felt myself settling into the lace. My hard manhood being pushed up against my stomach by the elastic in the waistband.

I watched my erection and felt it twitching in the mirror. It was all I could do to hold back from playing with myself right then. But I knew Viv would not be happy with that and I reluctantly stopped myself. With a great amount of willpower and distracting thoughts I managed to get my manhood soft enough to bend it between my legs. Instead of poking above the waistband it formed a large bulge in the front of Viv's pretty panties.

Taking a few deep breaths I slowly left the bedroom and headed downstairs. Walking about a strange house, naked but for a pair of pink lace panties was a real thrill and the bulge beneath the lace was just as noticeable by the time I got back to the lounge.

"Well now Chrissy you are an excited pretty little panty boy aren't you"

"Yes ma'am." I murmured. It only took me a single glance to realize Viv was no longer wearing a bra under her blouse. Her large breasts were tight against the thin fabric and her nipples and dark areola were very obvious. Her bra lay draped over the couch, the sight of it made my cock twitch, Viv smiled as she watched my panties and the movement inside.

"And what's causing that bulge in those panties of mine your wearing Chrissy?"

I couldn't help smiling, it was abundantly obvious what the bulge was but she just wanted to hear me say the words.

"It's my cock ma'am."

She smiled back "And that shows you're a real sissy panty boy doesn't it Chrissy. You get so excited and your cock gets so hard just because I make you wear a pair of my panties."

She reached out and picked up her bra from the arm of the couch. It hung from one of her fingers, white, lacy, feminine and very sexy. My eyes went to the breasts it had supported a few minutes before. Viv's nipples were now hard and erect under her blouse and easily discernable.

"Well come on Chrissy I know how much pretty little sissies like to wear sexy bras so come and put my bra on."

"Yes ma'am." I stepped towards her and took her bra from her hand. It took me only a few seconds to sort the straps and cups out and then slide my arms into the straps before reaching behind myself to fasten the two catches. "Well well well," said Viv. "by the way you put my bra on I can tell you have done that more than once or twice. You wear bras a lot Chrissy don't you."

"Errr ... yes I guess so ... ma'am."

"What size bra do you normally wear Chrissy."

"A 38 or 40 ma'am. Ummm a B cup."

"Well mine is a 38 C cup so it should fit you just fine, but panty boys need a little help to fill out the bras they have to wear. Go and fill my bra out with some more of my panties."

I grinned and started out the door heading for the stairs and Viv's bedroom once again.

"And make sure you use enough panties to make your boobs a full C cup Chrissy." She called out after me.

With my cock still constrained by Viv's sexy pink panties and her bra tight around my chest I went back upstairs to her draw of lingerie. My bulge pushing at the lace fronted panties as I sorted her knickers out. I would of loved to spend more time examining her collection, but I felt I had better not keep my new mistress waiting too long. I looked at myself in the mirror as I filled her bra cups with panties. I didn't really match I guess with bulging pink panties and a lacy white bra, but the fact that the bra had been supporting Viv's own substantial breasts only a few minutes before more than made up for that. And it felt wonderful with my stiff tool bulging against the intricate pattern in front of her panties and the feeling of the tight straps of her bra around my chest stuffed out to a full C cup with her panties.

Back downstairs Viv was waiting for me, her nipples still hard and obvious under that thin blouse. I noticed she had pulled together the two foot stools.

"Well you do look a picture in your bra and panties Chrissy. But I think its time to do something about the bulge you've got from wearing my pretty panties. Don't you Chrissy?"

I just nodded as my cock twitched again.

"Well lie down on the stools then."

I did as I was told, my head just a few inches from the side of her skirt as she stood watching me getting more comfortable. Her eyes taking in one of her male work colleagues wearing nothing but one of her bras stuffed full of her panties and another pair of her panties stuffed full of his hard rampant erection.

She moved down my body and patted my thighs.

"Come on Chrissy spread your legs for me. Show me what a slut you are. You are a slut, all sissies are sluts aren't they Chrissy."

"Yes ma'am" I replied, spreading my legs for her as ordered. Feeling the front on her panties pulling tight on my stiffness, almost making me cum.

"That's right, all panty boys are sluts because when their dressed their cocks get really excited by all that soft pretty underwear. And when their really hard and excited they'll do just about anything to get wanked off just like a slut would. Isn't that right Chrissy. Will you beg me to wank you off in my panties just like the little sissy slut you really are?"

She was right. I was so excited by now I would do almost anything to feel her fingers on me.

"Yes ma'am, please wank me off ma'am."

"Tell me what you are Chrissy" her fingers stroking up the insides of my splayed thighs.

"I'm a sissy slut ma'am."

Her fingers continued to roam between my legs, tracing the edge of her panties. My cock twitched under the pink lace, aching for the touch of her fingers.

"And what do sissy sluts want Chrissy, tell me what you are and what you want and I might just give it to you."

I moaned as Viv lightly ran one of her fingernails across the top of my erection.

"Come on Chrissy, you can tell me." She said as a moan escaped from my lips.

"I'm a slut ma'am, a sissy slut and I want to be wanked off ma'am."

Viv's finger slipped inside the leg of her panties, gently probing between my hard manhood and balls.

"I'm a panty boy and I want my Mistress to make me cum."

Her fingers were now on my cock gently caressing it through the lace of her panties. I was gasping and moaning gently.

"Come on Chrissy tell your mistress what it is you need so badly."

"Please wank me off ma'am. I'm a sissy slut and I want to be wanked off, made to cum in your panties."

She was squeezing my cock, just using her finger and thumb to pump the head. Making the tip slide back inside the foreskin.

"Mmmmm" came out of my mouth as her fingers played with me through the lace.

"I'm a girlie panty boy."

She kept up the rhythmic pumping on my cock.

"I'm a sissy slut who wants to cum in your panties."

Squeezing on the tip making it slide inside my foreskin then letting go

"I'm a little sissy slut, please, mmm, make me, ahhhh, cum in your, panties, please."

There was no let up in the rhythm of her fingers, just her thumb and two fingers pumping away through the lace of her pink panties she had told me to wear. Squeezing the head of my erection back into the foreskin and then releasing to let it emerge before squeezing it back in again over and over.

"I'm a panty slut and I want to fill your panties with my cum." I groaned and took in a huge gasp of air suddenly feeling the bra straps around my heaving chest. I glanced down at her white lacy bra round my chest, stuffed with Vivs panties to give me jutting C cup titties. Panting for breath I raised my head higher looking at the huge bulge of my cock in Vivs pink panties. Her fingers on the bulge, still pumping away, inevitably bringing me to the point where I would fill her pretty panties with my cum and show her just what a sissy panty boy I really was.

"Beg me for it Chrissy, let me hear what a real panty boy you are."

"Please ma'am, make me cum, make me cum in your panties."

There was no holding back for me now.

"I'm a sissy slut and I want to fill your panties with my cum. Make me fill your panties with my sissy cum. Please ma'am."

I erupted into Vivs pink lace fronted panties, my hot sticky cum spurting out, her pumping fingers slowed but didn't stop. Slowly milking my cum out of and into her panties. Her fingers becoming slick and slippery. She stopped pumping and slowly slid her hand inside. I bit my lip as her fingers delved through my pubes, going the length of my softening prick and squeezed gently. Then her hand started spreading my cum around, methodically rubbing the fluid around inside her panties. Soon her hand and my cock and balls were sticky and slippery. 

Only then did she bend forward, her warm breast against my arm, her hand still holding my semi limp manhood.

"Well Chrissy I think you are going to make an excellent panty boy. And I am just going to love making you wear lots of pretty girly things and then watch you show me just what a sissy slut you are."

Being a Sissy for Viv Ch. 02



After Viv's stimulation it took me a few moments to recover. By the time I looked around Viv was sat on the couch sipping at her almost empty wine glass. A slight smile on her lips and a satisfied look on her face. Our eyes met for a moment before hers wandered down to her pink lace fronted panties I was wearing.

A wave of awareness swept over me as I suddenly became very conscious of what I was wearing. I stood up rapidly. My arms unconsciously moving to attempt to hide the panties and bra Viv, had told me to wear such a short time ago. My thoughts a whirling confusion once again.

"Oh how cute." She murmured, her head tilted slightly to one side. "My panty boy all embarrassed and trying to hide his pretty lingerie just like a real girlie."

I felt my face heat red as her words focused my thoughts. Now that my excitement had been satisfied somewhat it was no longer strong enough to keep the overpowering feelings of embarrassment at bay. A wave of shame and humiliation swept through me. I desperately wanted to run away, drive home, lock my door and pretend the evening had never happened.

"Now Chrissy lets have your hands out of the way so I can see how you look in my underwear."

I felt helpless as a slowly rising tide of dread and apprehension threatened to consume all my thoughts with the reality of what I had done. Less than an hour ago Viv had been nothing more than a trusted female work colleague. A mature lady I worked with every day. Now I was stood in her house, her lounge, wearing nothing but a pair of her panties and a bra that had been supporting her breasts all day. She knew one of my deepest secrets. She now had a power over me. A power that stopped me from being able to run away. A power that made my hands move to obey almost against my will. She smiled to herself as I slowly moved my hands to reveal her lacy bra and damp pink panties on my semi naked body.

Viv simply sat for a few moments, slowly looking me up and down before finishing her glass of wine. 

"Well Chrissy, I don't have a maids dress for you to wear right now but my sissy maid will need to get used to doing her duties in just her underwear sometimes. I need some more wine."

I didn't move, but just stood there looking at the empty wine glass and unconsciously chewing on my bottom lip. Thoughts and emotions whirled inside me. Going to get some more wine, a simple innocuous activity, something I'd done thousands of times without a second thought. Now I hesitated, no longer being driven by uncontrollable excitement. This time I was doing it because Viv had told me to. This time I was doing it because Viv had become Mistress Viv. This time I was doing it as my very first act of submission.

"Chrissy." Viv's sharper tone of voice interrupted my thoughts and made my gaze move from the wine glass to her face. 

"My sissy maid will do what I tell her to do when I tell her to or else I will pull her panties down and spank her bare bottom. Is that clear?"

"No!" I exclaimed, almost before Viv had finished speaking. But at the same time my manhood had twitched again. Another long held desire unexpectedly started to clamour for attention in the whirl of confused thoughts rushing around my head. 

I suddenly moved towards her to collect her glass. The thoughts of me over her lap, of pretty panties pulled down and the sharp impact of a hand on my bare buttocks driving a rising excitement. But the embarrassing thoughts were still stronger. I had already revealed one secret desire tonight. I mustn't reveal another. I couldn't reveal how much her new threats excited me.

As I moved around the foot stools between us Viv leaned forward to hold the empty glass out to me. The movement stretched her blouse tight over her large unsupported breasts. The outline of her hard nipples gave me a visual reminder that I wasn't the only one being driven by sensual stimulation this evening. 

"Good girl Chrissy, I put the bottle in the fridge to keep cool." She prompted in a gentler voice as the reminder of her excitement made me hesitate again, wine glass in hand. 

"Errr . . . Yes. Yes ma'am." I muttered, pre-occupied with my thoughts as I made my way into the kitchen. I fumbled for the light switch and my hands were unsteady as I poured the last of the wine and reviewed the running away option once again. She was more than 20 years older than me and though probably about my weight was several inches smaller, there was no way she could physically stop me. 

Yet I was wearing her underwear and all my male clothes were laid out upstairs on her bed. I couldn't be out the door before she realised. There would be a confrontation. How could I possibly win that stood there in her lace fronted panties and smart white work bra. 

Still struggling to organise my thoughts I hesitated for a second before re-entering the lounge with the wine glass. Taking a deep breath I could feel the familiar comforting tightness of the bra straps around my chest. In Viv's panties, still damp with my cum, my manhood twitched slightly at the feeling. 

Viv was sat where I had left her on the couch, legs crossed and hands on her knees. She watched me keenly, but with a small smile on her face as I carefully placed the refilled glass on the side table beside her.

"Good girl Chrissy." Now that wasn't too bad was it."

"No ma'am." I replied in a small voice. Viv sipped her wine as she regarded me for a few seconds.

"Now I suppose we had best get you out of those panties you made all wet and messy and cleaned up."

A sense of relief flooded through my thoughts at her words. My embarrassment would soon be over, it was already quite late and we had work early in the morning. Soon I would be on my way home and my secret sissy desires would be safe once again. At the same time lurking in the shadows at the back of my thoughts was a nagging sense of disappointment. A sense of an opportunity lost.

Viv lead me back upstairs once more. Again my face was only a few inches from her backside. I wondered if her panties matched the bra she'd taken off for me to wear. Suddenly, unbidden, the sense of disappointment stepped out of the shadows in my mind. A scene of me stepping into Viv's imagined panties spring into my thoughts. As it always did my excitement started to return at just the thought of wearing lingerie. 

On the landing at the top of the stairs Viv pointed me towards the main bathroom and not the en-suite attached to her bedroom. 

"Go clean yourself up Chrissy and then bring my panties through."

I did as she instructed, taking off her cum stained panties and showering my lower half to remove the almost dried dampness Viv's fingers had brought forth. After drying myself off and with a small towel to cover my nakedness I padded across the landing to Viv's bedroom. Still enjoying the feel of the straps of the bra I was soon to take off and holding her soiled panties in one hand. 

I was a few steps into the room before I noticed the full length satin night gown lying on the bed. My eyes had passed over it and were looking at Viv before my head snapped back around to look at the beautiful peach satin creation carefully arranged on the bed. My reaction must have been comical to watch as Viv gave a small chuckle. 

"Well, well, well, my sissy can't take her eyes off anything pretty and feminine can she?" The gentle taunt took a second to register and I reluctantly dragged my eyes away from the gorgeous nightie and met Viv's eyes. They sparkled with mischief.

"It's OK Chrissy. I know a sissy like you can't resist looking at something so pretty and girly." My eyes glanced back at the bed but returned to Viv as I tried to hide the desire and keep the pleading look off my face. I could feel my excitement starting to return and my cheeks coloured with embarrassment once again as I realised how easily the sight of something feminine had consigned my thoughts of shame and humiliation to the back of my mind, no matter how briefly.

Viv took a few steps and stood next to me, her hands on my shoulders, turning me to face the forbidden fruit she had laid out on the bed. Her fingers gently traced my bra straps as she whispered in my ear.

"Do you want to wear it Chrissy?"

"Just think how soft and smooth the satin will feel on your skin."

"Just think how pretty you'd look in it."

My heart raced and I had to breathe deeply. My world suddenly seemed to be consumed by the feeling of her fingers gently smoothing along my bra straps and the vision of the lovely peach satin creation she was teasing me with. The towel I clutched to myself was now hiding my slowly growing excitement. An excitement that was growing in my thoughts too. Slowly starting to win the battle against the fear of humiliation. 

I stood there thinking for several seconds. Viv was silent, but her fingers continued their gentle exploration along the bra straps on my back and shoulder. You've already begged to wear her panties and bra murmured an insidious voice in my head. Wearing her nightie isn't going to hurt any now. Then in an almost dream like state once again, I felt myself nodding my head.

Viv's hand stopped stroking my bra straps and gave my bare backside a playful slap. 

"I will not accept nods from my sissy. I expect clear spoken answers. Is that understood?"

Our eyes met, hers seemed to contain only firm resolve. After a second I had to lower my head. I swallowed. Once more the desire and excitement overwhelmed my fear and embarrassment. Once more I chose to ask to be able to dress in something pretty. I asked to be allowed to submerge my masculinity under gorgeous femininity. 

"Please may I wear your nightie Mistress?"

Viv leaned closer, her warm breasts against the top of my arm, her fingers continuing to remind me I was wearing her bra by gently running along the straps.

"Why Chrissy, tell me why." She whispered in my ear.

"Because I'm a sissy ma'am. I love to wear pretty girlie things." I replied in a low voice but with only a small hesitation.

"Good girl Chrissy." Said Viv and moved to pick up her nightie, her arms arranging it so that I could slide it over my head. I hesitated to discard my towel and expose my hardness to her. After a seconds hesitation I knew I had no option and throwing it on the bed I took a step closer, raising my arms so Viv could help me into another item of her lingerie. 

My excitement had risen again with the anticipation of wearing Viv's wonderful nightie and we were so close that the tip of my cock brushed against her black skirt. I gasped but Viv only smiled and a second later I felt the soft cool satin cascade down my body, pooling for a second around my prominent hardness before sliding down to half way down my calves.

Viv guided me in front of the large full length mirror on the wardrobe doors. My breath ragged and deep as the soft material caressed the end of my uncontrolled male excitement. I watched in the mirror as Viv tied the ribbon to pull it tight around my chest. Then her breasts were warm and soft on my back once again as her hands reached around the front to arrange the semi sheer material at the front over my panty filled bra cups. In the mirror it was easy to make out the patterns on the lacy bra cups as her hands smoothed the material down.

"Look how pretty you are Chrissy." She whispered as she moved even closer and I felt more of her warm body against me.

"And excited." She added a few moments later as her hands moved lower and pulled the peach satin tight revealing the tell tale bulge that betrayed my intimate desires.

"Who would have imagined a strong professional man like you unable to resist the excitement of wearing my bra and panties? Getting so excited that he begs to be my sissy maid." Her fingers started to lightly explore my excitement hidden only by a single thin layer of satin. 

Suddenly despite the distracting excitement of Viv's fingertips stroking my hard cock through the soft satin, I realised what I had already known but had refused to accept. The source of Viv's power over me was not the fear and embarrassment. Not the thought of the humiliation if she revealed my secret desires. Not once had she ever mentioned any threat of public humiliation. There had been no hint of deep secrets being revealed. 

No, it was the desires themselves that that gave her the power. She knew I just couldn't resist the excitement. The thrill of slipping into feminine finery. From smart skirt and blouse to sheer sissy frills she knew I was unable to say no when she offered me the chance to satisfy my addiction. That was why she was going to be Mistress Viv and I was going to be Chrissy, her sissy maid. I smiled to myself and suddenly the thoughts raging in my mind seem to slow a little.

Oblivious to my thoughts Viv continued to murmur softly into my ear as a single finger continued to tease. 

"Well, your dressed pretty enough for a sissy in my nightie, so now I think it's time to start on the maid training."

"Yes Mistress." I replied, now with almost no hesitation.

Viv turned me around, our breasts touching her face looking up to mine. 

"Kneel." She said in a voice that suddenly contained a hint of excited huskiness. "Kneel for your Mistress."

Slowly I did as she had commanded. Carefully arranging her nightie so it still touched my hardness at the front and flowed over the back of my legs. I looked up at her, her substantial breasts, unsupported since she made me wear her bra, strained at the white material of her work blouse. Her nipples proud and obvious. The slightly sheer fabric allowing me to see a hint of her darker areola. After taking the opportunity to gaze at her hidden breasts for a second or so I looked further up to her face. 

Viv was looking at us in the mirror. Watching the man she had made her sissy kneeling before her, waiting patiently for her next command. 

"Closer Chrissy, come closer." 

Awkwardly I shuffled closer to her on my knees. I was only a couple of inches from her skirt, my own breasts just touching it. I took a deep breath, felt the bra straps tight around my chest. Then her hands were on the back of my head, fingers running through my hair as she pulled my face into the black material that already filled my vision. Her legs parted as much as her skirt would allow. Her hands pushed me between her thighs. I leaned forward slightly as she used my face to push the material of her skirt and underskirt against her unseen panties.

It was hard to breath, but incredibly exciting, my Mistress using me to gently rub herself off through her clothes. I pushed my face forward a little harder and was rewarded with a gentle sigh from Viv. I smiled at the sound and my erection twitched a little against the satin of her nightie. I pushed forward again, and then again. Establishing a rhythm, helped by the insistent pushing of Viv's hands on my head. Enjoying the increasing sighs and gentle moans of my Mistress as my face and cheeks became hot and flushed with the heat from being buried between her thighs.

Suddenly there was a coolness over my face and fresh air to breath as the pressure from her hands lessened. 

"My panties sissy. Your Mistress needs you to take her panties off." Commanded Viv, her voice now containing the flush of excitement I knew to be on her face.

"Yes Mistress." I said simply. I moved my hands to the back of her calves. Then slowly but steadily slid them up the back of her nylon covered legs. There was a gentle moan as I stroked past her knees and another as I angled towards the inside of her thighs before smoothing my hands up the smoothness of her tights to hold as much as I could of her backside. At the same time pushing my face deep into her skirt once again.

"Mmmmmh. Ohhh, good girl Chrissy."

I listened to Viv's ragged breathing for a few seconds before my fingers searched for the waistband of her panties. Slowly easing them down along with her tights. I leaned back a little as my fingers moved to the side to inch the front of her hidden underwear down too. Idly I wondered once again if her panties matched the bra she had been wearing before me. Would she make me wear them as a set sometime I mused? Looking up to her breasts and face once again I pulled her tights and panties slowly down her thighs.

Viv was still looking in the mirror, but there was a smile on her flushed face, her nipples seemed even more pronounced under her blouse. Her fingers lightly holding the back of my head for balance as I continued working her combined tights and panties down her legs. Then past her ankles and finally off her feet.

I carefully arranged the removed lingerie so I could get a better look and see if they were a matching set with the bra I wore. They were white with lace panels at the front and the pattern seemed the same. I smiled to myself before Viv's voice interrupted me once again.

"Just like a sissy panty boy, so easily distracted by a pair of pretty panties. You can look at them more closely later Chrissy. Right now you have maid duties to perform. Get under my skirt and please your Mistress."

Her hands were insistently pushing my head downwards towards the hem of her skirt.

"Yes Mistress Viv." I murmured as I dipped my head to get under her skirt. I gently kissed the inside of her knees and her legs parted a little more, but there wasn't really enough room. Her smart black skirt and dark blue nylon half slip wrapped around my head and rode up as my lips caressed their way up one of her thighs. My hands smoothed up the outside of the silky nylon slip and reached her cheeks just as my nose felt the first wisps of her pubes. 

Viv gasped and shuffled forward a little, her hands once more pushing at the back of my head now through her skirt. I was forced to lean back a little more and my mouth felt a warm wetness as it was pushed against her most intimate place. My tongue pushed between my lips and gentle explored Viv's pussy lips. I was rewarded with a groan as I experienced the taste of her for the first time. 

"Oh yes, oh yes. You are going to be such a good sissy." Gasped Viv. 

After a few seconds of gentle exploration and with my lips and chin slippery from her juices I pushed my tongue as far out and into her as I could. Viv groaned, her thighs parting a little more as she squatted slightly. My tongue delved a little deeper and Viv took another small step forwards pushing me further back my thighs touched my calves and I was lost in the sensations.

My tongue deep inside my so recently respectable older work colleagues pussy. Her warm wetness all over my lips and chin. Her bra straps comfortably tight around my chest. My hands squeezing and groping her backside. The grip the only thing stopping me over balancing backwards. My male hardness rampant and covered with cool satin lightly caressing it every time it twitched.

I stopped my probing deep inside her and started circling my tongue towards the top of her lips. He gasps and moans became more insistent. Sharper. Louder. Her hands pushed my face between her legs at regular intervals. I continued rhythmic motions with my tongue. Circling her clitoris. Then on her lips. Then a few seconds deep inside. Then returning to the tight bud at the top of her pussy. I felt more warm juices trickle over my face. More insistent groans. My tongue starting to ache as I tried to please my new Mistress.

Then suddenly her thighs tried to close instead of opening and I tasted a fresh wave of juices. Her hands pressed my face hard into her pussy for a few seconds. Then Viv relaxed with a huge sigh.

Suddenly I could see her bedroom once more as she took a step back to sit on the edge of the bed. Releasing my head from the restrictive enclosure of her smart working skirt and slip. I remained where I was kneeling on her bedroom floor and simply enjoyed the view as Viv half lay back, using her hands to support herself. It stretched her blouse tight against her large breasts, making it a little more see through and showed her nipples still hard surrounded by her mid brown areola. Her smart skirt was now bunched half way up her thighs and her blue nylon underskirt was showing its lace trim. Her blouse was only half tucked in her skirt and her shoulder length hair was mussed. The contrast with the smart professional from a few hours before made it all the more exciting.




Being a Sissy for Viv Ch. 02



Soon I noticed her eyes on me. Though I still had conflicting thoughts racing around my head there was one that quietly hoped the contrast she saw, from a smart professional man to a submissive sissy wearing her bra and pretty nightie kneeling on her bedroom floor was just as exciting to her.

"Well Chrissy." She eventually said after we had regarded one another for a minute or so. "I think you are going to make a wonderful sissy maid for your Mistress Viv."



Being a Sissy for Viv Ch. 03



I awoke slowly, enjoying the warmth and comfort of the bed and thick quilt. My mind was slowly trying to separate half remembered dreams from reality. Pink panties. A lacy bra. Viv's breasts. Excitement. Embarrassment. 

Suddenly my eyes were open as the catalogue of disjointed dream images slotted into the reality of the previous evening. Even as the memories formed into a consistent recollection it still didn't seem real. It seemed more like the vivid remembrance of a film than part of my life.

Yet as I breathed I could feel the straps of Viv's bra, still filled out with her panties. Stretching a little revealed the smooth satin of her nightie bunched around my thighs, and through the gloom of the early morning I could see the outline of two pairs of Viv's panties drying on the radiator. The panties Viv had me hand wash the previous night. The pink pair with a lacy front that she had brought me off in and the white satin pair she'd been wearing that matched the bra I was so conscious of.

I stretched and rolled fully onto my back. The warm comfortable quilt heavy on my morning erection. Made all the more rampant this morning by waking in Viv's spare bedroom still wearing the wonderful satin nightie she had tempted me with the previous night. I opened my legs more as I indulged myself in the memories of the previous evening. The feel of the slippery softness of the soap as I washed her underwear. The warm water, the sensation of the wet material beneath my fingers. It had been a surprisingly intimate and exciting part of the evening. A feeling of contentment we had both appeared to share. Viv had simply watched me in silence as I gently washed her underwear in the bedroom sink.

Her other instruction to me was for a morning cup of tea. The urgent project at work that had unexpectedly diverted us both from our routine tasks the previous week still required more long days. Being up at six o'clock was normal for me, but I got the impression it was on the early side for Viv. That she would have extra minutes in bed seemed to be almost as exciting to her as knowing that her work colleague and now her sissy maid would be bringing her tea in the morning.

Now more or less awake and conscious of the minutes drifting by I pushed the quilt aside, switched on the bedside lamp and stood. Catching images of myself in the dresser mirror as I felt the nightie fall down my legs. The mirror showed where my excitement was covered by the soft peach satin. My fingers pulled the material at the sides, stretching it tight and making my excitement obvious under the very feminine night wear. Gently I touched the very tip of my satin covered manhood with a single finger, almost teasing myself. My thighs instinctively squeezing together as the sensations of pleasure flowed through me.

I allowed myself only a few seconds of indulgence before turning and taking the pink nylon wrap from the back of the door. Sliding my arms into the wrap, pulling it tight and tying the belt gave a whole new set of sensations as satin and nylon rubbed over bare skin in a dozen different places. I gave a final glance in the mirror. The pleasure and excitement the feminine clothes gave me was only half due to the feelings of soft flowing fabrics. The other was that they were pretty and delicate and so obviously not male. The image of a body covered in femininity at least as important to my stimulation as the feelings of those things on my skin.

I was half way across the landing before I suddenly felt exposed. The spare bedroom with its closed door had provided an illusion of privacy, but now walking around the house the familiar doubts and fears began to surface in my mind. After the events of the previous evening they were all irrational, but years of hiding my addiction to dressing in pretty female things cannot be forgotten in a few hours. I paused at the top of the stairs, listening intently for the slightest sound of activity in the house. Just as I had done for years when I had shared a house and my dressing had been confined to snatched opportunities when my two housemates were out for a time. 

Mental excuses as to why I was wearing her nightie came automatically from the defensive side of my thoughts. You had to wear her nightgown when you stopped over unexpectedly, you came straight from work there was no option. I breathed deeply and felt my bra straps, the lace of the cups easily visible through the thin peach material that formed the top of the nightie. 

What about the bra. What's your excuse for wearing Viv's bra? There isn't one is there? Only cross dressers, sissy cross dressers like you wear pretty lacy bras.

Closing my eyes I deliberately took control of my runaway thoughts. Viv already knows I reminded myself. You begged to wear her panties, and her bra, and her nightie. You begged her because you couldn't resist the excitement, because you are a sissy panty boy and you have let Viv find that out. Taking a deep breath I forced myself to slowly descended the stairs, my thoughts distracted for a few seconds by the feel of the satin brushing over my legs on each step. 

In the kitchen my thoughts were still in turmoil as I set about making tea. They were still in turmoil a few minutes later as I paused before gently knocking on Viv's bedroom door. After her acknowledgement I gingerly pushed the door open and stood just inside her bedroom, illuminated by the light from behind me. The darkness once more offered the illusion of defence against wearing her long satin nightie.

"Good morning." She said in a croaky sleepy voice.

I fumbled a good morning back and moved into the darkness to put the cup of tea by her bedside. Her hand reached out to the bedside lamp and a soft glow illuminated the room. Viv looked at me from under sleep tousled hair. Suddenly I was very conscious once more that I was wearing only feminine night wear. Our eyes met for a moment, but she just smiled.

"Oh, thank you." Were her next words as she shifted herself to sit up in bed. The quilt cover slipped down and exposed the top of her own nightie. It seemed to be red nylon, a halter neck with a plunging neckline, the material smooth over her heavy breasts and even without being excited the outline of her nipples were still visible. It didn't seem to me to be a normal middle of the week in February night gown, but much more of a special time night gown. Of course any day when you make your male work colleague wear panties and beg to be your sissy maid is sort of a special time.

"Well." She said adjusting her propped up position on her pillows. 

"I wasn't sure I'd get my tea in bed. I half expected you to sneak off sometime in the night." 

"You had my clothes." I replied after a pause, nodding my head at the neat pile of my male clothes off to one side. 

"Yes, I guess it would have been difficult wearing just your coat."

Without the wine and the excitement of the previous evening Viv's voice seemed uncertain and less commanding. I realised I wasn't the only one feeling unsure about the abrupt shift in our relationship. Despite her confident attitude she must have had to overcome her own fears and embarrassment. Maybe she was having second thoughts too.

Viv carefully picked up her hot tea, blowing on it gently before taking a first minute sip. The silence stretched between us. The doubts about continuing on from last night flooded my thoughts once again. Now though I didn't want to loose what had started. Embarrassment and fear of humiliation were still there but there was a new fear. The fear of loosing an opportunity to experience my long hidden fantasies for real. Suddenly that fear was far more acute than I had ever anticipated it being.

"What. What would you like me to do next. Ma'am." I asked hesitatingly, prompted by a growing feeling of disappointment with myself. The opportunity to experience what I had so often longed for was before me. All I needed was the courage to overcome my own fear and we could both enjoy very sensuous and exciting times together.

Viv took another sip of tea before she too seemed to come to a conclusion.

"You know you can leave here any time . . . with your clothes."

I nodded and then paused to gather my courage.

"I don't want to . . . ma'am."

A sense of relief started to flow through me. The disappointment fading away as quickly as it had come.

"I want to be your sissy maid ma'am." This time in a stronger voice. I could almost feel Viv's doubts fading away too.

"I want to dress in pretty feminine things for you ma'am and then see to your personal needs."

The twinkle was back in Viv's eyes. I could almost see her imagining me in a cute pink satin maids dress. 

"Very well Chrissy." Her voice had changed subtly too. Now it had that sense of command once again. 

"First you need to get my clothes out for today. If you can find a pair of my panties that aren't filling out that bra of mine you're wearing that is." I returned the smile she had on her face as she directed me to one of her cupboards. Opening it I was confronted by an array of her clothes. Some of them were instantly familiar to me from observing her each day at work. 

"That pink sweater Chrissy, and then that longer black skirt." She instructed. 

My excitement had begun to stir once more as my hands felt the soft wool of the closely knitted sweater and I fumbled a moment removing the skirt from its hanger. I remembered the sweater was high necked and not tight enough on Viv to give many clues as to the bra she was wearing. The skirt was one of her longer ones, fully lined I now discovered, and sufficiently smart for work without being tight enough to be overtly sexy.

For several years now I had looked forward to discovering which outfit Viv would be wearing each day. The ones she had me take out for today were practical for a cold winter's morning, but far from the sexiest or most exciting. Still there was a comfortable intimacy seeing and feeling the things she would be wearing and my excitement continued to mount as I carefully laid them out on the bed and hoped that I would soon be laying out her days lingerie too. 

"You already know where my panty draw is Chrissy." Replied Viv to my enquiring look, her tone momentarily more one of private joke than command. She hid her smile behind another sip of tea and I hid mine by bending to the draw I had explored the evening before.

"Anything plain and light coloured Chrissy."

I rummaged through the panties that had remained behind when I used them to fill my bra cups. My excitement a continuing presence as I was again given free access to Viv's intimate items. Only twelve hours before I had only dreamt of even seeing them, now they were feeling soft and sensuous in my fingers as I appraised there suitability for my new Mistress to wear to work. 

After half a minute or so of wonderful exploration I turned to Viv with a pair of cream satin panties with lace detail panels on either side and an almost matching white satin bra. 

"Very good Chrissy, but there should be another pair that matches that bra, it came as part of a set. You can keep that pair out too."

I put the panties to one side as instructed and returned to the draw once again sorting through several pairs of white panties before finding the exact match for the bra and turning back to Viv. 

I realised Viv had been watching me intensely. An involuntary glance at the red nylon covering her breasts revealed her nipples proud and obvious under the tight fabric. The sight of her male colleague, dressed in her nightie and sorting through her lingerie draw to find a pair of panties to match her bra was obviously just as exciting to her as it was for her male colleague to be doing it. 

"Oh look how excited my little sissy gets just by picking out my lingerie for the day." She beamed at me. Instinctively my hands dropped to hide my excitement now hard enough to be touching the cool satin of Viv's nightie. 

"Oh no, no, no." Said Viv as soon as she saw where my hands were going. 

"We may not have a pretty maids dress for you to wear yet, but you're my sissy now and I will get to see how excited she is any time I want to is that clear."

I nodded weakly and let my hands, still holding the bra and panties slowly drop to my sides.

"Yes Mistress Viv." I eventually remembered to say.

"Come round here." She said as she put her remaining tea back down on the bedside table. After putting the two pairs of panties and bra down next to her black skirt I did as I was told. My excitement continued to grow as the soft satin caressed the tip as I walked. I stood a foot or so away from Viv's side of the bed. 

"Closer." She commanded.

I inched closer, halving the distance.

"Closer. Much closer." She commanded again, but this time there was just as much desire as command in her words. I moved as close as I could, the satin of my nightie, trapped between my legs and the bed was now pulled tight and the bulge in the satin was obviously caused by my erection. 

"It's OK Chrissy, I know how much of a sissy you are. I know you can't help but get excited by all that pretty lingerie." Viv reached out with one hand. A single finger delicately touched the tip of the satin bulge. I gasped and inhaled sharply.

She continued to gently caress the very tip of outthrust satin as I looked down at her smiling face and twinkling eyes. The plunge neckline of her bright red nightie showing her flushed chest, her cleavage and the outlines of her hard nipples.

"Unfortunately you can't stay dressed in pretty things all day since we have to go to work. But you're my sissy now and my sissy will be wearing panties instead of male underwear from now on. Today you're going to be wearing those other satin panties you just picked out." 

My breathing was slightly ragged and my excitement twitched under Viv's continuing fingertip caresses as I contemplated her instructions. I had worn panties all day at home, but never out side or to work before. I swallowed nervously, fear and apprehension at the humiliation that would result if I was found out. But the fear didn't have the same edge it once used to have. The chance of discovery is ridiculously small I told myself. You're a sissy, and sissies wear panties. You're Viv's sissy, and will wear Viv's panties. Telling myself that, even silently was incredibly erotic and once more the hardness under the pale satin of my nightie jerked and not just in response to Viv's teasing fingers.

Viv's chuckle interrupted my thoughts and brought my eyes back to meet hers.

"No need to ask what my sissy panty boy thinks about that now, is there." Her face was alive with excitement and gentle humour as her fingertips stopped their caressing and instead I felt her whole fist gripping my satin covered stiffness. She squeezed and slowly pumped my hardness, the satin covered tip only inches away from the hardness of her own nipples, proud and obvious under the red nylon of her own nightdress.

"Do you want to cum Chrissy?" she whispered. "Do you want your Mistress to let you make her pretty nightie all messy?" I breathed deeply as the tension mounted in my satin covered excitement and nodded jerkily.

"No Chrissy." Said Viv sharply. "No head nods any more, ask me. I want to hear my sissy ask my permission. I know it must be humiliating darling, but it's so much more exciting hearing you ask to be dressed in pretty and feminine things and then begging for your sissy excitement to be released."

"Yes Mistress." I breathed. Then after a pause to gather my courage, that made Viv smile. "Please can I cum Mistress. Please can your sissy cum in your nightie Mistress Viv."

"That's a good girl." Said Viv as she continued to hold me in her fist, but made no immediate attempt to bring my excitement to a climax. "Now tell me why my sissy is so excited."

I paused again, my hardness twitching in Viv's hand as I gathered my thoughts against the distraction and the humiliation of being forced to admit my desires out loud to Viv again.

"Because I'm wearing your bra and your pretty nightie Ma'am. Being dressed like a girl makes me excited."

Viv took a deep breath as she listened to my confession again. Her own excitement once again obvious in her flushed chest and the hardness of her own nipples under the smooth red nylon.

"That's a good girl Chrissy." Her enclosing fist pumped slowly for a few more seconds, squeezing me rhythmically and I breathed deeply as she paused once again. 

Then she let my hard manhood go. The sudden release of my excitement which stood proud under the pretty satin caused me to groan once again. Viv chuckled and then slowly tapped at the satin tent, causing more groans as my excitement wobbled unseen beneath the nightie.

"For now I want my sissy eager to please her Mistress. My sissy only gets to cum when I say." Our eyes met and I desperately wanted to beg her to let me release myself. This was a test of our new relationship however. Viv held the power, the power to get me excited any time by allowing me to wear pretty things for her. I took a deep breath, but then groaned once again as Viv gently tapped at my hidden erection once more. Tapping in time with her words.

"Is. That. Clear. Chrissy." 

"Yes Mistress Viv." I replied after the barest of pauses. 

"Good. Now we're going to be late for work if we don't get moving. Go get showered and then come back here and let me see you put my panties on. I want to see my sissy in my pretty satin panties before she has to cover them up with male clothes for the day."



Being a Sissy for Viv Ch. 04



With great care I slowly pulled the 10 denier black nylon stocking up my leg. I had other pairs, but these were my best and today it was important to have the best. Cautiously I rolled up the second one and with the same deliberation pulled it onto my other leg. The feeling, of soft nylon sliding over my naked skin exquisite and exciting as always, but today my senses seemed heightened, the feelings more acute, the excitement deeper.

Concentrating hard, my fingers worked delicately to get the clips just right as I attached the stockings to the straps of the suspender belt. Then standing and reaching round to attach the rear straps. The movement causing me to feel my bra straps tight around my chest. The stockings finished I reached out for the pretty satin and nylon panties. Stepping into them and luxuriating in the sensations as I pulled the final part of lingerie up my stocking covered legs.

I watched myself in the mirror as I pulled them fully up. One look between my legs would of told anyone looking I was a man. But the excited bulge that my satin fronted panties had to accommodate told a more intimate tale. That I was also a panty boy. A man who couldn't resist the excitement of having his masculinity enveloped in soft, pretty, feminine clothes and lingerie.

I admired my image, taking in the matching lingerie, pink satin at the front and black nylon at the rear. My hands cupped my bra cups, full and heavy with latex breast forms. My fingers played with the small but noticeable nipples as I savoured the erotic sensations of standing there wearing only lingerie.

In many ways today was much like the other Sundays in my life. How often over the years had I started my weekend mornings pulling on pretty feminine clothes before enjoying a leisurely morning? The thrill of looking over full breasts to see nylon, satin and lace feminising my body. My outfits were varied, from elegant, to pretty, to slutty, to sissy, but always accompanied by a tell tale bulge in my panties. A response I was powerless to stop.

Today however was different. Before I had always been in solitude in the sanctuary of my own home. My secret safely hidden behind closed doors never to be revealed to any one. Today my sanctuary was to be invaded and taken over. I was going to open the door fully dressed as a woman to my new Mistress. And though I had my own choice of things to wear to start with, Mistress Viv had made it very clear that she would be deciding on what I would be wearing later on. 

"Wear something pretty and feminine for my arrival Chrissy. But I'll be choosing what my Sissy Maid wears after that. Just make sure all your pink sissy frilly things are laid out on the bed for me to choose from. OK sweetie?"

As I opened one of the fitted wardrobes, I couldn't help but wonder what my Mistress would think. The rack of blouses, dresses and skirts at the top was full, over full really. The bottom part was taken up with a set of plastic draws I'd had to buy for my lingerie. An entire drawer of bras, another of slips. My panty collection had long ago overflowed the small top draws and was in a separate 'Really Useful' plastic box sat on top of another holding my limited collection of shoes. My nighties inhabited another much larger 50 litre one.

The worried thoughts of Viv . . . of Mistress Viv knowing I had more bras, slips and nighties than she did cycled through my thoughts as I rifled through the top rack with nervous fingers. Yet again I tried to put the anxious thoughts aside with a calm internal voice, but the concern at Viv's reaction still caused an almost nauseous reaction if I dwelled on it too long. Soon she would arrive and find out just how deep my desires to be feminised were. There was no going back now, the decision had already been made, and really she already knew my secrets. Instinctively my thoughts went to the under bed storage draws and their hidden content. Well, maybe not all my secrets I mused.

Finally locating the dress I had decided to wear for Viv's arrival. I pulled it out and looked it up and down examining it briefly before sliding the zip down and stepping into it. The wonderful sensations distracted my thoughts once again as I slowly pulled the dress up my body, the soft nylon lining sliding over my stockings, my panties, and my bare skin before I reached around awkwardly to zip myself up in two stages.

It was my prettiest dress, long unfussy with pale pastel flowers and a very feminine ruffle detailing over the shoulder. It was a bit light and airy for a cold damp Sunday in March, but I had the heating turned up and the effect of the rain and wind blowing hard against the windows was only psychological.

I looked at the time, there was still at least an hour before Viv arrived. My hands cupped my full generous bra cups as I admired myself in the mirror. Slowly one hand made its way downwards, gently rubbing my double layer dress over my unseen erection snuggled in my panties. At Mistress Viv's command I hadn't been able to relieve my sexual tension for four days and the bulge had a corresponding urgency.

My new Mistress had slowly started to take control of some aspects of my life over the last couple of weeks. I had been made to wear panties every day since that memorable night at her house. Each workday she had made sure that we had at least a few minutes alone in private and had made me undo my mundane male trousers to reveal my pretty underwear to her. She had also taken control of my sexual release, giving her permission to make my panties all sticky every couple of days or so.

I left off teasing myself, knowing that it could not be taken any further before Mistress Viv arrived. The guilt and nervousness of having her seeing me dressed all pretty was still battling with my desire to feel her fingers bringing my excitement to a messy conclusion. 

An hour or so later the doorbell rang and my heart immediately started racing. My legs felt weak and my fingers were noticeably trembling as I carefully made my way through the hall trying not to stumble in my three inch heels. Opening the inner door I could see the outline of a visitor through the frosted glass of the second outer door. 

I hesitated as panic nearly overtook me. I was about to open the door dressed as a woman in a pretty summer dress, matching lingerie and black stockings. What if it wasn't Viv, but one of the neighbours? Years of carefully hiding my perversions behind locked doors and closed curtains nearly overwhelmed me as I hesitated on the brink. I took a deep breath, the feel of my bra straps strangely comforting amid the turmoil of my emotions. Then, I reached out and with another deep breath opened the door.

Outside, standing hunched against the wind and rain was Viv. Mistress Viv I mentally corrected myself once again. She looked at me and after a moments pause I opened the door fully. Almost tripping as I manoeuvred unsteadily in my heels to let Viv step inside.

I closed and locked both doors behind her, trying to suppress the thought that I was visible to anyone in the street as I did so. With the house once more firmly secure against prying eyes and the inclement March weather I turned to greet the woman who had invaded my sanctuary. Her long, knee length winter coat was still buttoned up and one of her hands was absent mindedly attempting to sort out her wind blown hair. But her eyes were locked on me, slowly eyeing me up and down with a blatant curiosity. 

Generally on a first visit to a strange house attention is drawn to look around, investigating and surveying the layout, the décor, the furnishings. Mistress Viv's eyes were so far only interested in her sissy. Even though I was more pretty than sissy in my long pastel dress, Viv's interest and curiosity were obvious.

I was suddenly very self conscious. Stood in the one place I could usually be certain I would be undisturbed in my femininity, now being scrutinised by my new Mistress. I was unsure what to do with my hands, eventually they folded across my breasts. The very act of them folding so far up reminding me I was wearing a satin 40C bra with generously filled cups. Viv seemed to smile at my nervous indecision. Her hand stopped its attempt to straighten out her hair and did a twirling motion. 

I breathed deeply and slowly turned on the spot. Acutely conscious of her gaze but already feeling an undeniable pleasure and excitement caused by her scrutiny.

"Well, well, well Chrissy you do look pretty. I had been prepared to be disappointed, but you do look wonderful," were her words as I finished my slow twirl for her. I smiled inside. Unnoticed beneath my fears, a part of me had been nervous that I would fail to meet my Mistresses expectations. The raw edges of my inner turmoil were smoothed a little.

"Well then, are you sure you're ready for today?" she asked in her normal conversational tone. I nodded, realising that this was almost as big a moment as that first evening. The first evening had been accidental revelations when we had both been tired from several weeks of long hours at work and more than a little wine. Now we were both fresh, very sober and had had several weeks of thinking about the relationship we were about to take a step further. I looked her in the eyes and nodded. A certain tension seemed to leave her face. 

"Your going to take my coat then are you Chrissy?" she said with a wry smile as her fingers worked the buttons loose on her heavy coat. I quickly moved to help her but stumbled in my high heels after a half step. When I'd recovered my balance Viv already had her coat half off and I stopped dead as I looked up to see what Viv was wearing underneath. Just as Viv had a few minutes before now I had eyes only for my Mistress.

I'd studied Viv's work wardrobe for several years. It was generally smart but on the casual side, invariably with muted colours and the occasional smart blouse and suit for when we had external visitors. The difference with how my Mistress had chosen to dress was astounding. 

She wore a high buttoned blouse in a vivid red. It was quite opaque, but tight fitting enough to make out lacy bra cups beneath. Her skirt was black, mid calf length and as tight as her blouse. Patterned red stockings with black two inch heels completed her clothing. 

Work Viv only ever wore plain stud ear rings, not the long gold dangling ones she wore now. I also noticed more make-up, uncharacteristically bright red lipstick to match her painted finger nails and faint a presence of heavy perfume. 

To my eyes it was a perfect blend of elegant sexiness with restrained sophistication. Excitement mounted inside my panties as my eyes travelled up and down what was no longer an older female work colleague but my Mistress enjoying her own sexuality yet still cautious about being too revealing to her new sissy. However, the obvious hardness of her nipples through the lacy bra cup and the tight red blouse showed that her desire was just as intense as my own. 

As I took her coat and hung it carefully in the closet I realised that for all our differences, age, gender, and dominance/submission we were also very similar, two people with strong hidden desires suddenly finding that their dreams may be within reach after all. Eager to experience, yet desperate to overcome our fears and anxieties lest we force the pace too fast and loose what the future promised.

"Well then Chrissy, let's have your hands behind your head and your chest pushed out so I can see my sissies' breasts. You've had enough looks at mine over the years, now its time for me to look at yours."

I did as commanded lifting my arms above my head, my latex breasts pushing out my dress for Viv's viewing. She eyed them for a few seconds before she took a step closer and her hands came up to touch them. Squeezing, gently cupping, and appreciating the weight as her fingers and thumb explored first the edges of my bra cups and then the small but pronounced nipples. My eyes couldn't help but go to her breasts and my thoughts were on what it would feel like to have my hands doing the same in return. My fingers roving over the bright red material of her blouse, feeling the hidden bra cups and her aroused nipples. 

"Well, using my panties to stuff out your bra had a certain charm, but these are a much more exciting option," she said as her hands continued to weight them as best she could. 

"Of course more pronounced nipples would be more appropriate for my excited little sissy, but we will have to make do with the more obvious excitement won't we Chrissy?" she asked as one of her hands smoothed its way down my dress to softly explore the bulging panties it hid from her direct view.

She took a step closer, her breasts just touching mine as her hand stroked the excitement between my legs. My panties twitched under her fingers as the sensations rolled over me. The intimate warmth of her body only inches away, the rich red lipstick, the smell of her perfume and that twinkle in her eye. 

"I'm sure were going to have a wonderful time Chrissy," she whispered and gently kissed my cheek. I smiled inside once again as my hardness strained for release from its satin prison.

Then her closeness and warmth were gone as her face adopted a more Mistress like look. My hands dropped to my sides.

"Did you get all your sissy things out as I instructed?" I nodded as I tried to settle into a submissive attitude that was unfamiliar yet oddly comforting. Viv took a step to the side and landed a slightly more than playful swipe at my backside.

"No head nodding Chrissy. I want to hear your voice. I want to hear you when you're being submissive to your Mistress. Is that clear?"

"Yes ma'am," I replied remembering too late Mistress Viv's desire to hear me as I asked or even begged her to let me be her sissy.

"Well, you are quite pretty as you are Chrissy, we will have to see about some make-up shortly and these nails will be painted," she said taking my hand. 

"Of course your toe nails will always be painted from now on too." Her eyes met mine looking for my reaction as she insisted on another small portion of control and feminisation. I met her eyes, but a note of anxiety entered my mind at the thought of having my toe nails painted. It was similar to the apprehension I'd had when Viv had told me I would only be wearing panties to work. I tried to calm my inner concerns. Reminding myself I had now been wearing panties every day for several weeks. No one had found out. Surely painted toe nails were even more discrete. 

"Good girl. Now are your sissy things all ready for your Mistresses inspection?" 

"Yes Ma'am," I replied after only a slight hesitation. 

"Well, let's see your pretty things then. After lunch your Mistress is going to take you from girlie boy to sissy slut."

I started up the stairs, holding the banister firmly and placing my heels very deliberately on each step with Viv following behind. The worries about having painted toes largely replaced by concern over my Mistresses reaction to the large collection of sissy pink items I was about to show her. By half way up however a new thought intruded. Viv's eyes were only a short distance from my backside as we climbed the stairs. I smiled slightly and couldn't help but hope that my panty line was visible through my dress. Maybe I really am a bit of a slut I thought to myself.

At the top of the stairs I stopped and turned to look at her. This really was the inner heart of my sanctuary. The place I was always safe and hidden from the world. Even when my friends would visit I would still sleep in a nightie, the door safely shut. I could still be alone and feel the thrill of a long pretty night gown slide down my body as I prepared for bed. Now I was going to let a woman, who only a few weeks ago had been simply a work colleague penetrate even that inner layer of secrecy. But there was no fear in my thoughts now. Apprehension and embarrassment still, but none of the stomach churning fear there had been a couple of weeks ago. After just a moments hesitation I turned and lead her into my bedroom.

I watched in the full length mirrors on the wardrobe doors as Viv in her tight red blouse followed me in. Her nipples were as obvious through her bra cups and blouse as my erection would have been if I had been stood there wearing only panties. I turned to face her as she stood surveying the array of pink satin and nylon frilly things arranged, as neatly as I had been able, on the bed. Even I had been a little surprised at how many I had once they were all laid out for inspection. I watched Viv's face nervously as she stood and slowly inspected my sissy collection. Then she looked at me and a large smile lit up her face. She slowly walked around the bed, her fingers gently stroking nylon panties, pink lacy bras, chiffon peignoirs, and frilly details. 

"Well, well, well Chrissy. I expected an outfit or two. Not a collection this big. We have been a secret sissy for a long time haven't we?" 

I nodded nervously, then remembering Mistress Viv's commands, "Yes Mistress, I've been a sissy in secret for quite a few years." I was exquisitely aware of the feminine dress and lingerie I was wearing but the thought of actually wearing some of the even prettier and more feminine sissy wear laid out on the bed for her gave me a rush of excitement that was almost physical. 

"What was the first thing you bought?" she said, her hand sweeping across the array of sissy items. I scanned the things laid out thinking back. I had been a cross dresser since my teens. My addiction to sissy things came nearly ten years later. Still it only took me a few seconds to come up with my first purchase, a long pale peach nightie with spaghetti straps, lace trim and a matching wrap. 

"This nightie and wrap ma'am."

"And what was your latest Chrissy?"

This time it took less thought, I took a step closer to the bed and picked up the pink chiffon harem trousers, my latest eBay purchase had arrived a few days before I had worn Viv's panties for the first time. 

"These harem pants Mistress." They were full length trousers in completely transparent pink chiffon. 

"Yes, I can see why my sissy would of chosen those. Soft, and so pretty and leaving your pretty panties on open display too."

"Yes, ma'am," I replied.

"Come here Chrissy," Viv commanded and I moved to obey, careful to maintain my balance in my heels. When I was stood next to her, she turned me around to face my sissy clothes collection and stood behind me. Then I felt her hands slowly trace my hidden bra straps down off my shoulders and around to cup both my breasts. Suddenly her body was moulded to mine. Her chin on my shoulder, her breasts squashed against my back, her stomach and thighs tight against my body.

I drew a sudden deep breath. Despite the explicit things we had done in our new relationship there had never been this level of simple physical contact. So much of her body squeezed tight against mine. Just feeling her warmth against so much of me felt intimate and special. I just stood there letting the sensations flow over me. My erection bulging against my satin panties. Viv's fingers caressing my body through the soft material of my dress. The hem moving gently over my stockings. Viv's perfume. It was a perfect moment in time that would remain in my memory for years to come. 

"Your Mistress is very pleased with you Chrissy. Such a wide choice of pretty outfits to see my sissy maid dressed up in." One of her hands moved down from fondling my breast to the centre of my excitement. Smoothing and touching and teasing my hardness through my dress and satin panties. 

"We are an excited little girl aren't we Chrissy," Viv whispered into my ear.

"Yes Mistress," I replied a little breathlessly.

"Tell me how you're going to feel when you put one of these sissy outfits on for your Mistress? When you're excited sissy clitty is so much more obvious. Or will it be less excited then?" I smiled to myself, nothing was going to make my sissy clitty less obvious now apart from being allowed to make a sticky mess in my panties. 




Being a Sissy for Viv Ch. 04



"I'll be just as excited ma'am. Embarrassed, but very excited." I paused gathering my thoughts and a little bit of courage.

"I'm a sissy panty boy and I can't help but get excited being made to wear a pretty frilly outfit. Especially when my sexy Mistress is dressed in such a wonderful outfit too." 

There was a pause to Viv's teasing. She had obviously noticed what I thought had been my furtive observation of her and the outfits she wore every day. Now I had told her outright that I found her sexy too. It hardly seemed a revelation to me, but I had been picking up clues that Viv was not as confident in her Mistress role as her outward appearance indicated. Maybe the thought that she brought more to the relationship than just the excuse for me to dress up all pretty had not really registered with her.

"You just want to wear my lacy black lingerie," she replied after few seconds, her tone more uncertain. 

"And I want to be your personal sissy maid Mistress, helping with your - desires ma'am. Like when you forced me up your skirt on that first night, that was so exciting too."

Viv was silent but she had taken several deep breaths. Her hands resumed their soft gentle fondling of my erection in their panties. Helping a Mistress with sexual excitement obviously came with being a sissy maid. I understood now that Viv had not fully realised that was something I was looking forward to as much as being made to wear such pretty frilly outfits for her. 

"I'm old enough to be your mother Chrissy." 

"Age doesn't really affect how sexy you are ma'am. I'd love to wear your Mistress outfit, but I'm just as excited seeing you in it too."

"I see," was all Viv said, apparently preoccupied with her own thoughts for quite a few seconds.

"Well Chrissy. I may let you wear my Mistress outfit one day, but for now, pink sheer and frilly is what's on today's agenda." We both smiled at the 'today's agenda', a private joke from those intense days at work.

Then suddenly her hands and the warmth of her body were gone. I felt a moment of disappointment before realising they had another task. They were on the zip to my dress, leisurely pulling it down. 

I tried to wait patiently as the back of my dress slipped apart, wondering about her thoughts as the black straps of my bra were exposed to her view. The zip stopped just above my matching panties. One of her fingers now traced the same route, slowly from my neck, over the bra strap and down to where the zip stopped. Then there were two hands inside my partially open dress tracing each of the shoulder straps slowly and carefully down my back. They reached the cross straps and continued their exploration forwards under my arms until they reached the full satin bra cups and were cupping and weighing my breasts once again. 

She pushed against one side of me. "Turn around Chrissy, I want to watch in the mirror," she whispered hoarsely. Together we manoeuvred so I was facing the mirror. Her body was against mine once more, her blouse covered breasts firmly against my now bare back. In the mirror the outline of her hands, working at cupping and fondling my breasts, were clearly visible under my partially open dress. 

"Pull your dress off Chrissy. Let your Mistress see what bra you decided to wear for her." I did as I was told, the top half of my dress falling away to reveal my pink satin bra cups under Viv's fondling hands. I watched Viv's face in the mirror, her eyes were intent on watching her fingers torment my breasts. Squeezing, cupping, stroking and caressing the nipples, small but obvious even through the satin bra cups.

"Very clever Chrissy, pink satin with black, half way between sissy and sexy."

"Thank you Mistress," I said, that pleased feeling once more seeping into my thoughts.

"Take your dress off Chrissy. Let your Mistress see the panties you chose to wear for her."

My hands slowly reached to the dress caught around my waist and forced it over my hips. Viv moved away slightly to let it drop to the floor in an untidy ring covering my heels, but her body was moulded against my panty covered backside as soon as the dress was gone.

In the mirror Viv's eyes roved up and down my body and the black and pink lingerie set I had so apprehensively and carefully put on two hours before. My thoughts were still uneasy, years of being Viv's male work colleague still made it embarrassing to be stood under her watchful gaze wearing only women's underwear. The embarrassment and my uncontrollable excitement peaked as Viv's hands moved down my body focussing both our attentions on the large bulge in the satin fronted panties.

I could hear her breathlessness as her hands carefully gripped the sides of my panties and pulled them up tight, outlining the excitement that was now dominating my thoughts and feelings.

"I've so been looking forward to seeing my panty boy all excited in his pretty panties," Viv whispered in my ear. 

I gasped as her hands smoothed over the satin covered bulge. Then felt just the tips of her fingers tormenting the raging hardness beneath. I was desperate to feel her hand holding and squeezing and pumping, but there was only the very lightest of touches. Maddeningly frustrating.

"Come on Chrissy, tell your Mistress what she wants to hear. Then beg her for what you want. For what every panty boy wants." I breathed deeply as Mistress Viv's fingers continued to distract my thoughts with their teasing. 

"I'm a sissy panty boy Mistress." I took a long slow breath, forcing myself to concentrate on replying to my Mistress. "I get all excited wearing pretty feminine panties for you."

"Yes Chrissy. You're a very excited panty boy."

"Yes ma'am so very excited just wearing my bra and panties and stockings for you." There was still a dull embarrassment inside me, a far cry from the raw peak it had been that first night as I was forced to admit my desires out loud to this woman twenty odd years my senior. Now the embarrassment almost seemed to drive my excitement. Like so many others had discovered, the very wrongness seeming to provoke even greater excitement.

"Embarrassed ma'am. But too excited to stop myself."

"Mmmm, go on Chrissy, tell your Mistress what you want."

"I want to cum in my panties Mistress. I want to make them all wet."

"Yes Chrissy so humiliating isn't it. A grown man like you, wearing such pretty sexy lingerie just so his Mistress will let him make his pretty panties all messy."

"Please Mistress," I panted.

"Please let your sissy maid cum in her panties ma'am. Please," I managed after a few deep breaths. I was so excited now, that only a short time of Viv's teasing separated me from having wet sticky panties.

Then suddenly Viv's fingers were gone. Unable to help myself I groaned in frustration and disappointment. Viv chuckled at my reaction. Her hands absentmindedly cupping and holding my breasts once more.

"Later Chrissy, if you're a good little sissy, I promise you will have plenty of messy panties to wash later on."