Being a Sissy for Viv Ch. 05

Mistress Viv wondered around the bed, filled with the most feminine and sissy items from my wardrobe. Her fingers stroking and examining various items in turn. The first things she picked up were some nylon panties. They were one of my earlier eBay purchases. A double layer of nylon ensured they always gave that nylon sliding on nylon feel even when worn on their own. The lacy trim at the waist and each leg made them as delightful to look at as to wear. Next a lacy pink bra, not especially sissy, just very pretty. Unfortunately, I had no suspender belt to really match, but Viv still selected the pink one rather than the two white ones in my pale coloured collection. To complete the lingerie I was to wear for her were some pink fishnet stockings, still in the packet.

"I know fishnets don't feel quite so sensuous Chrissy, but there is something very slutty about them. Especially when you wear them for a Sunday lunch," she whispered in my ear as she handed me the lingerie she had selected.

My panties bulged once more. Not just at the thought of wearing the pretty things for her but also the realisation that Viv was picking and choosing with some care. That her own thoughts included careful consideration of what she wanted her new sissy to look like. That how pretty or sissy or slutty I looked was important to her. Our relationship was not one sided and that promised well for it continuing.

"And such slutty stockings have to have a mini skirt to show them off of course," she said with a smile as she handed me a small flouncy miniskirt. White with pink polka dots and a cute pink bow at the front. It barely came to mid-thigh on me and I knew it would show off both the tops of my stockings and the lace trim of my panties any time I bent over.

"Yes Mistress Viv," I murmured as I took the miniskirt from one of her hands and eyed the almost sheer white blouse she held in the other.

"Well we both know how much you like to see a pretty lacy bra don't we Chrissy?"

"Yes ma'am," I replied. Remembering to speak half way through my instinctive nod.

"And do you like to show off your own bras Chrissy? Do you want your Mistress to see how pretty your bra looks?"

"Yes ma'am." Viv raised her eyebrows and cocked her head.

"I love to show off my bra Mistress. It makes me feel like a naughty slutty girl. It's. It's exciting to wear a sheer blouse so you can see how pretty my lacy bra is."

"That's better Chrissy, your Mistress loves to hear how much her sissy wants to be looked at when she's dressed up all pretty. And how excited she gets of course." With those last words Viv had stepped closer again, her fingers once more teasing the satin covered bulge in my panties.

"OK sweetie, put those things on for me and those pink heels," she said, sitting on the bedroom chair and indicating the pink 3-inch-high heels that lay close by.

I paused looking at the women that was now my mistress. Outwardly calm and serene in an outfit that was every day wear for many women, but so different from her usual work day clothes. To me the bright red blouse, tight black skirt, makeup, jewellery and shiny black heels would forever more be one of her Mistress uniforms.

I breathed deeply, marshalling my feelings. Strangely panic struck at the thought of having to strip and dress in front of Viv. Despite her Mistress uniform the change from long time work colleague was too recent for me to not still automatically react with fear and embarrassment. Though now it was more trepidation than fear I realised as I carefully placed Viv's selected items of clothing onto the bed. Then I reached behind myself to un-clip my current bra. Slowly lowering it to the bed with my false breasts still in the cups.

I turned to face Viv and hesitated. Her eyes held only patient expectation as she waited for me to pull down my panties and reveal my excited manhood. A manhood that got more and more excited the more it was surrounded by sissy frilly femininity. Slowly I eased my panties down, the waistline slowly sliding over the top of my constrained erection until it sprang free. All that made me a man stood proud and alert surrounded by pretty nylon and satin. Viv's eyes watched the reaction on my face for several seconds before they travelled down to see her sissy's excitement fully revealed to her for the first time.

She took a slightly deeper breath and her own red covered lips turned into a satisfied smile. There was no reaction other than that. Well, maybe just her nipples becoming slightly more pronounced under her rich red blouse.

Acutely aware of my almost nakedness I let my panties fall to the floor and picked them up to lay them on the bed by my discarded bra. I glanced at Viv once again.

"I think you need to take care of your dress Chrissy," she said. Despite my apprehension and inner unease at wearing nothing but a pair of stockings and a suspender belt in front of her I had to smile. The dress had been lying on the floor for several minutes. My Mistress had quite deliberately waited until I was almost naked before prompting me to take care of it. Once more the knowledge that Viv was very deliberately thinking and planning how she wanted to see me caused a surge of excitement as I turned and bent to retrieve it.

My apprehension turned more and more to excitement as I fought hard to fight the instinctive reaction to hide myself. Opening the door to the female portion of my fitted wardrobes and carefully returning the dress to a hanger and placed it back inside.

There was no option but to give Viv a full-frontal view as I returned to her side of the bedroom and the clothes she had selected for me to wear. I undid the catches that secured the nylon stockings I had so carefully put on a few hours before and gently rolled them down my legs to minimise the chances of getting a run in them. Then the suspender belt and I was completely naked.

Once again resisting the temptation to try and hide or rush unduly as my Mistress watched, I reached for the frilly nylon panties.

"No Chrissy, put your bra on first."

"Yes Mistress," I replied after I glanced at her briefly, then reached for the bra she had selected. After so many years of wearing a bra it took only a few seconds to arrange the straps correctly, slide the flimsy creation up to my shoulders and reach round to fasten the two catches at the back. The act of reaching behind making me very conscious of exposing my nakedness and obvious male excitement.

"I love how proficient you are at putting your own bra on Chrissy. The sign of a true girly boy."

"Yes Mistress," was all I could reply, realising how my familiarity with bras had given myself away again just like that first night.

"I think you've worn more bras than your Mistress has Chrissy."

"No," I responded without thinking as my ingrained defence mechanisms kicked in automatically. Even as I said it I was realising that in fact I had probably worn a bra almost every day for over ten years. Even if it was only in the morning with my nighty before work. I actually would have had almost as much practice as my Mistress.

"Sorry Ma'am," I said, once I realised how forcefully I had replied to my Mistress. Then after a slight pause, "you may be right ma'am. I suppose I do wear a bra most days."

Viv chuckled at the obvious surprise the revelation had caused me. "Well, your Mistress wants it to be every day from now on Chrissy. Any time you're home in private I want my sissy to be wearing one of her bra's."

"Yes Mistress."

"How will that make you feel Chrissy."

"It's exciting ma'am. Something so uniquely feminine especially the lacy frilly ones. Feeling the straps tight around my chest and shoulders reminds me I'm wearing something girly even with boy clothes on top."

I turned and picked the pink nylon panties up, slowly and deliberately stepping into them and sliding them up my legs. Gently easing my excitement into the sensuous embrace of the nylon. My excited manhood once more submerged beneath frilly lace and smooth pink nylon. After being exposed in front of Viv, being covered should have come as a relief, but I was very aware that I was wearing pretty pink sissy panties for Viv. The way they bulged with my excitement was almost more explicit than when I was waving in the wind. After all many men would be excited being naked with a woman, but only sissy panty boys get more excited when they're wearing a bra and panties.

The familiar thoughts of excitement and embarrassment continued to chase themselves around my head as I removed the pink fishnets from the cellophane packaging and carefully unwound them from the cardboard sleeve. These had been a freebie sent by one of the eBay sellers I had bought quite a lot of my lingerie from. I wondered if I did actually have more lingerie then Mistress Viv. By the time I had carefully pulled them up my legs I had to admit to myself that I probably did have. More embarrassing and exciting thoughts to add to the whirlwind in my mind.

I stood and picked up the suspender belt. It didn't quite match. It was more of a youthful design. In pink with abstract silver patterns, but it was the only pink one I owned. I looked over at Viv again as I fastened it behind me. Before I could reach down to start attaching the straps to my stockings Viv interrupted.

"I'll do that Chrissy, come over here."

I took the three steps towards her, then turning my back at her signal. I felt her fingers getting to work, feeding the straps into my panties and pulling them out the bottom. She worked slowly and carefully, the touch of her fingers on my backside felt almost closer to comforting than exciting. Mostly I had been dressing to Viv's commands, having her help was decidedly intimate. An easy comfortable feeling which surprised me given the shortness of our new relationship.

A gentle push prompted me to turn around. Suddenly my excitement twitched, my panty covered masculinity was only a few inches from Viv's face. Her fingers went to work again, feeding the suspender belt straps into my panties, then reaching in through the legs to pull them through. Her fingers desperately close to my bulge. I had to stop myself from pushing towards her as the last of the four straps were connected to my stocking tops.

Viv had stretched forward to accomplish her task, her blouse was pulled tight over her breasts and her nipples were proud and very obvious. There was another trace of her perfume as she slowly traced the frilly lace that adorned the edges of my panties. Then her fingers smoothed themselves over the front and I breathed deeply. The double layer of nylon felt almost like wearing baby oil under her fingertip caresses.

"These really are sissy panties aren't they Chrissy," said Viv looking up at me and smiling as her fingers continued to stroke and caress and feel my excitement under the double layer of nylon.

"Yes Mistress, they are so pretty and girly and feel." I stopped and Viv cocked one eyebrow at me.

"They feel simply wonderful ma'am." I struggled to describe the unique feeling of two layers of soft nylon sliding over a panty boys engorged excitement.

"And my sissy does look so very pretty in them." She looked at me with a mischievous face. "So pretty it makes her Mistress excited too." I couldn't help but glance at her breasts. The tight red fabric covering but not completely hiding the lacy black bra and her prominent nipples. My eyes moved back to hers, despite the situation a surge of embarrassment rose in me for getting caught staring directly at her breasts. There seemed to be a touch of embarrassment in Viv's cheeks too as she spoke of her own excitement. We watched the expressions on each other's faces as she used a single fingertip to slowly and gently tease my nylon covered erection.

I breathed deeply and slowly. Trying desperately not to push my bulging panties forward as my world became focused on the sensations caused just by the very tip of her single finger. I closed my eyes and fought to keep my excitement from exploding.

Then the sensations were gone and I couldn't help but groan. I heard Viv chuckle. "Ohhh, is my little sissy boy getting desperate to cum in his pretty panties?" I nodded my head. So involved with the after effects of Viv's teasing that I forgot to reply.

* * *

My Mistress gave me a few moments to come to terms with an approaching climax so suddenly denied yet again. Part of my thoughts wondered if it was a kindness or a punishment but I was unable to think clearly enough to come to a conclusion.

"Now, put on those pretty pink shoes," she said indicating the ones with a nod of her head. "Your Mistress likes to see her sissy tottering about in her heels."

The bulge in my nylon panties was reduced but still sufficient to be very obvious as I slipped my feet into the matching pale pink shoes with three inch heels. She stopped me sitting on the bed to fasten them up. Instead I was forced to bend over, my nylon covered backside framed by the frills on the edges of my panties. Panties that were on full view to Viv as I struggled with the small fiddly buckles on the strappy shoes.

"Now go get my bag from downstairs Chrissy. It's time to make you look even more pretty." Wondering what that meant given I was wearing a pink lacy bra, frilly pink panties and matching fishnet stockings I carefully started for the stairs. I had no time to dwell on the thought though as I started to negotiate the steps. I rarely wore female shoes and unlike my familiarity with putting bras on, moving around in even these moderate heels required considerable concentration on my part, especially moving up and down stairs.

I returned a minute later, bag in hand. Viv was obviously enjoying the unfamiliarity her half-dressed sissy had with heeled shoes. She made no comment though as I handed the quite substantial bag to her.

"Kneel here and let's see if we can make my panty boys face as pretty as his frilly panties."

"Yes ma'am," I replied as I realised that Viv's ideas on my feminisation were not limited to pretty clothes. As my dressing had always been a hidden solo affair until now, I had never really investigated make-up. My desires had concentrated mostly on the feel and the look of my female and later sissy wardrobe and the sensations it produced. It seemed that my Mistresses plans were to submerge my maleness even more than I was used to.

My thoughts were somewhat mixed as I knelt before Viv. All her demands to see me excited and dressed in wonderful pretty clothes and girlie lingerie had been building on my own desires. She had asked me to do nothing I had not desperately wanted to do anyway. Now she was going to disguise my male face with very female make-up. A step I previously had no thoughts or particular desire to take. As the application of foundation gave way to blush and then a seeming myriad of items for my eyes I realised that I was actually submitting to Viv's desires for the first time.

The thought was disquieting. Overcoming my fear and embarrassment had been quite difficult, but it was somehow easier in the heat of the excitement. This was a relatively quiet time. My frilly edged panties still had a bulge betraying my excitement, but with Viv's attention focused on my face and the application of a rich red lipstick all I could do was ruminate on how I felt about letting her take me to places I had not spent years fantasising about.

She leaned back and scrutinised her efforts on my face. Viv wore only minimal make-up to work. The striking difference in her appearance today had caught me by surprise earlier. Now I wondered how much of a difference she had made to my own face.

"Not too bad," she said. "Soon the only way to know you're actually a man will be the bulge in whichever panties I tell you to wear." There was a twinkle of excitement in her voice as well as her eyes. I knew her nipples would be very hard and obvious but I didn't dare look. Despite her dominating position Viv had been remarkably ambiguous about what was pulling her into this surprising relationship. Now my Mistress was revealing just a little of what she was expecting.

"Does that excite you Chrissy? Knowing that your Mistress is going to dress you like a sissy and make you look so pretty that almost everything that makes you a man will be gone. I swallowed before I could reply.

"Yes Mistress," my lovely lace edged pink panties held a huge swelling once more.

We looked at each other a moment longer before Viv rummaged in her bag and brought out a bottle of red nail polish, obviously selected to match the lipstick she had just applied to my lips. At her bidding, I raised my hands and she placed them on her thighs as she prepared to apply another touch of femininity. My fingers could feel the straps and catches that held up her own stockings beneath the tight black skirt. I longed to trace them with my fingers, but Viv's careful attention applying the striking redness to my nails prevented any such boldness on my part. Instead I contemplated our developing relationship and where Viv's desire for my complete feminisation, except for my sexual excitement would lead us.

Finished with my nails she carefully sealed the bottle and returned it to her bag. "So Chrissy, want to see how much like a girl your Mistress made you look?"

"Yes ma'am," I replied. My painted nails were striking and had transformed my hands far more than I would have anticipated. I was now genuinely curious at how she had transformed my face.

"Your nails will take a few minutes to dry properly, make sure you don't smudge them or I'll have to give my sissy panty boy a spanking." Her threat was accompanied by an easy smile but still momentarily interrupted my efforts to stand. Thoughts of bending over, my skirt up, my panties being pulled down, of the humiliation of receiving my Mistresses punishment caused the inevitable reaction in my pink underwear. I contemplated accidentally smudging my currently perfect nails to find out if the reality would be as exciting as the fantasy. But despite Viv's intimate knowledge of my desires, it still felt too frightening and too embarrassing to reveal yet another deeply hidden fascination.

Instead I turned and gazed at the face in the mirror. The difference was far greater than I imagined. Virtually all traces of Chris had gone, replaced by Chrissy wearing nothing but her lingerie. The blush was pronounced, the eye make-up bold and attention grabbing, the lips a full and shiny red, all framed by the bangs of the blond wig. The effect was distinctly slutty but unmistakably feminine. Viv's desire to remove all of my masculinity was suddenly far closer to reality than I had thought possible.

Then Viv was beside me, her fingers chasing errant strands of artificial hair back into place. It also had an impact on my thoughts. I was no longer Chris dressed up. Suddenly I was a big step closer to becoming Chrissy, Mistress Viv's pretty little sissy slut. I stood almost mesmerised by the vision in the mirror. When I looked hard I could recognise my face, but without concentrating, only a pretty slightly wanton face gazed back at myself. Even Viv's small laugh and teasing comments failed to distract me. Only when she touched my shoulder with a hand that was holding the sheer white blouse up for me to slide my arms in did my gaze leave my new girly face. Even then my head kept turning to the mirror as Viv pulled the blouse onto my shoulders and carefully did the small fabric covered buttons up the front.

"OK Chrissy, my sissy can look at her pretty face later, right now she needs her little skirt on."

I turned to find Viv sat on the edge of the bed, with her hands holding the short white and pink skirt she had selected for me to wear. I knew from experience it would stop well above my knees and reveal the top of my stockings and my panties, at the slightest bend of my waist.