Cyber Sissy Ch. 03

"Good, you may begin by repaying my hospitality. I want you to clear the table and rinse the china. You may then put everything in the dishwasher. When you are finished, I will continue your training."

I obeyed at once, being very careful with the china. I wondered where Megan was while I was doing my domestic chores. The answer to that came a minute later. I was startled by first a flash then the unmistakable sound of a Polaroid camera ejecting a picture.

"Why did you do that," I exclaimed? Remembering my prior instructions, I hastily added, "I meant to say why did you do that Mistress?"

"First, I am proud of you for remembering the proper form of address for your Mistress," she replied. "As to your question, I took a picture of you simply because I felt like it. You must learn to never question me. Since you appear to be finished here, you will come with me. I'm afraid I will have to discipline you for your arrogance."

Megan turned on her heel and motioned me to follow. She led me back upstairs, but not to our bedroom. Instead, she continued down the hall to the guest room. Using a key hanging from a ribbon at her waist, she opened the door and ushered me in. Megan had been busy. It was now one obviously intended for a girl. The bed was similar to Megan's in that it had a wrought iron frame work and canopy. The bedspread was pink satin with a matching ruffled flounce.

As I surveyed her work, she spoke, "As you can see, I have installed a lock on the door. It will remain locked unless I decide otherwise. This is to be your room. This is where you will sleep unless I decide to allow you into your Mistress's bed. It is now time for you to get ready for bed. You will strip off all your clothes and place them in the hamper. You will find the hamper in the closet. While you are there, I want you to select another nightie for yourself. As I'm sure you're aware, a proper lady always wears something pretty to bed."

I followed her orders, stripping my pretty lingerie. I looked in the closet and found two nighties there, one in pink the other in pale blue. They were both a frilly baby doll design with matching ruffled panties. I chose the blue one. As I pulled it over my head, I couldn't help but marvel at how good it felt to be caressed by the soft nylon of the nightie. My nipples actually got hard as the sheer bodice cascaded over my chest. This was nothing compared to what happened when I slipped the panties up my legs. As they settled over my groin, my penis was teased by the slippery fabric, impelling it to erection. The panties were so sheer, there was no way I was going to be able to conceal my excitement from Megan. "Oh well," I thought. There was nothing I could do about that and went back to the bedroom for her approval of my choice.

"I told you to merely select your nightie" she chided. "I said nothing about your putting it on. I suppose I should have known this would happen. What you have done is prove just how much you like wearing panties. I've turned you into such an eager little tramp, you act without permission. "Come here," she ordered. "Let me see what it is that's making such a nasty bulge in your pretty blue panties."

I walked over to her and stood with my hands at my sides. She reached out and using just one manicured nail, traced the outline of my erection through the panties. "Would you look at the size of your clit?!' she exclaimed. "Whatever am I to do with you? There is no way I can just put you to bed like this. You wouldn't wait for the door to close before you started to play with yourself. I'm afraid I'll have to take steps to ensure that doesn't happen. I want you to go and lie on the bed, you know the position, so hurry up."

I did as I was told and as before found myself with my arms and legs secured to the bed posts, again using four leather cuffs with lengths of nylon rope attached. When she was satisfied that I was completely helpless, Megan looked down at me and smiled at my predicament. "Now I can sleep securely in the knowledge that my new sissy slave won't be able to get herself into trouble."

She reached into my panties and wrapped her hand around my erection. "If I left you to your own devices, you'd start to play with yourself, doing something like this," she teased as she began to slowly masturbate me. My whole body spasmed, aching with desire. "Look at this," she said softly. "Look at how badly my sissy wants to come. Well, not tonight my pet, that is to be your punishment for not addressing me properly. In fact, you may as well come to understand that the only time you will be allowed any sort of physical release is when I deem it appropriate. That will happen only when I am satisfied that you are behaving properly and have truly earned the privilege. There will be times like now when it amuses me to tease and torment you without allowing you release. I have found this to me a wonderful discipline device. By the time I'm done with you tonight you'll always remember the proper way to speak to me."

She continued her stroking, asking in a husky whisper, "Don't you wish you had been a good girl? Don't you wish I'd tighten my grip and stroke you faster and faster until you filled your panties with your juices?"

"Yes Mistress," I panted. " Please Mistress, give me some relief, I'm very sorry, I'll never speak to you in that manner again."

"Not tonight my pet, perhaps in the morning if you are especially good, I'll let you climax. For now though, I'm afraid I'll have to continue your torment until I'm satisfied that you have truly learned a lesson."

True to her word, she continued. Each time she felt me getting close to the precipice, she either slowed or stopped stroking me completely. My hips would buck involuntarily, striving to get release from my heightened arousal. This went on for several minutes before she removed her hand and pulled my panties back in place.

"Don't go away," she teased as she went into her room, returning with a pair of black lace panties and her Polaroid camera. "First, I'm going to take a few more pictures of your submission to me," she said as she took several shots of my helpless situation. "My possession of these pictures will ensure that you don't have any second thoughts about obeying me. Can you imagine the thrill the secretaries at your office would get out of these if I posted them in the ladies room?" I imagine they'd be quite jealous. I doubt any of them have a lingerie collection as vast as the one I have in mind for you."

Megan waited a few minutes for the prints to develop before showing them to me. There was not a doubt in my mind that these pictures could ruin my career. They clearly showed me in tight bondage while wearing pretty lingerie. One shot in particular, showed my cock straining against my panties, proving how much I enjoyed my imprisonment. "Just one more pose and I'll leave you to your dreams," she continued. "I want you to be reminded of me while you sleep tonight,"she said pulling the black panties over my head. Once they were on, she arranged them so the crotch area was directly over my nose and mouth. Then, using a common safety pin, she took all the slack out of the waistband and secured them at my neck. I was now trapped inside her panties, forced to inhale a combination of her own sweet musk and the perfume she wore.

"I hope you appreciate these. I wore them at the office today and they are full of my scent. Now each breath you take will be a reminder of your Mistress and her sweet pussy. Unfortunately, that is as close as you'll get. You have misbehaved and as much as it pains me, I have to instill some discipline."

After taking more pictures of me, she turned and walked to the door, calling over her shoulder as she went, "Sweet dreams little sissy, I'm tired and have to get some rest. You must be tired as well and you'll need your beauty sleep. I have a big weekend planned for you."

The door was then closed and I heard the distinct sound of the lock being thrown. My erection continued to throb, causing me great discomfort. How, I wondered could something normally so pleasurable be so uncomfortable? I tested my bonds, hoping Megan had left enough slack for me to get to my aching tool. Of course there wasn't any to be had. I reconciled myself to the fact that I would just have to try and go to sleep, that I was now alone, trapped until Megan decided to release me. Needless to say, sleep came very hard. The panty hood ensured that with every breath, I was filled with her essence. My erection was still there as I drifted off to sleep.

I awoke in the morning to the sound of Mistress's voice, "Come on, sleepy head, it's time for you to get up." I opened my eyes and through the thin nylon of my panty hood, I saw Megan standing next to the bed. She was dressed, if you want to call it that in a pink half-cup bra with a matching garter belt and seamed stockings.

"I told you I was going to put you on an exercise regimen," she said as she undid the safety pin holding my hood in place. She continued speaking as she pulled her panties off my head, "We may as well begin now. Your tummy needs to be tightened and I can't think of a better way than with a few sit-ups. These are going to be very special sit-ups. You are going to have the privilege of servicing your Mistress while you exercise."

I wondered what she meant by that. How was I going to do sit-ups and pleasure her at the same time? My question was answered in short order.

Reaching into the drawer of the night stand, she retrieved two items. The first was a sturdy leather collar with several rings attached. Megan placed it around my neck and secured it with a small padlock. She then untied the rope holding my wrists to the headboard and reattached them to the collar. Next, she picked up what appeared to be a dildo with two latex straps. Placing the base of the dildo against my chin, she stretched the straps over my head. One went around my neck, the other over my ears to the back of my head. When she was finished, I had a six-inch latex cock growing out of my chin.

"Now my pretty, you are going to please me while you tighten your tummy," she said as she straddled my face, while facing my feet. She lowered herself until the head of the dildo was just at the entrance to her pussy. "Now I want you to stroke it in and out of my pussy very slowly," she ordered. "At the top of each stroke, you are to lick my ass, swirling your tongue around my rosebud."

I hesitated for just a few seconds, not sure what she meant. This prompted Megan to reach into my panties and lightly squeeze my balls. "Get to work sissy, I don't have all day!"

I immediately complied, using my stomach muscles to raise my head, driving the dildo deep inside her love tunnel. As she had dictated, I used my tongue to bathe her ass, swirling it around and trying to stick it inside. In order to do this, I had to hold myself in position with just my abdominal muscles, putting considerable strain on them. By about the fifth repetition of this, Megan began to breathe heavily, bathing me with her juices. Before long, Megan gasped, "All right my pet, rest for a minute. I want to change position so your talented tongue can be put to better use."

I stopped at once, grateful for the chance to rest. Megan repositioned herself so her pussy was facing me and after a short interval, again lowered herself to the dildo. "All right, I'm sure you know what I want at that top of each stroke," she whispered. "Give me some pleasure and I just might let you up."

I repeated my prior performance, the only difference being this time I used my tongue on her clit. Her body began to tremble as the onset of her climax approached. I used this to my advantage, holding myself with the dildo deep inside her while I sucked her clit between my lips and lashed it with my tongue. This was more than my Mistress could stand. Her orgasm overtook her and she screamed her pleasure. "OH YES MY PANTY PET, SUCK ME, FUCK ME, MAKE ME CUM."

She ground her clit against my mouth, filling it with her pleasure honey. Her climax would begin to abate then another wave of pleasure would shoot through her, until at last she collapsed, resting against the headboard.

It took several minutes for Megan to regain her composure. Only when her respiration began to return to normal did she lift herself from the dildo. She sat next to my still bound form and while stroking my cheek said, "That was incredible my pet. The feeling of being penetrated and attended to orally at the same time pushed me to heights I've never reached before. This is the first opportunity I've had to use this toy and I can assure you, it won't be the last."

She unlocked the collar and removed the cuffs. "I want you to take a bath now. I have it prepared and to make sure you don't do anything naughty, I will accompany you."

With that statement all hopes of being allowed to relieve the pressure in my groin vanished. Megan was apparently intent on keeping me at a high state of arousal for the foreseeable future. I stood and undressed, placing my baby doll nighty in the closet hamper. I followed Mistress Megan into the bathroom where a tub was already filled with hot, scented water.

"Get in, sissy we don't have all day," she ordered.

I did as I was told, slowly immersing myself in the water. I began to wash, using the sponge handed to me by Mistress Megan. She next gave me a pink razor saying, "Now shave yourself all over. I don't want to see any regrowth from last nights shaving. I know I did it for you last night but I want you to learn how to do this for yourself."

Again, I followed her instructions, now without even so much as a second thought. While I shaved, I marveled at how much my life had changed in just a few short hours. This time yesterday, I was a typical single male, looking only for my own pleasure. I recognized the fact that now everything had changed. I was now just the play toy of a beautiful woman, trapped forever in her web of silk, satin and lace. What was even more interesting and in fact more to the point was that I was enjoying it! I found myself looking forward to the events to come. The questions I asked myself included; What would Mistress Megan dress me in when my bath was over? What color would she choose? Would I be allowed to wear a corset? All these thoughts and more occupied my mind as I finished the last of my shaving.

My reverie was interrupted by Megan's next command. "All right my pet, it's time to get out of that tub. We don't want our pretty skin to get all wrinkled do we?"

I rose and stepped into the soft bath sheet she held and stood docilely as she patted me dry. "Come with me," she said, leading me back into what I had begun to think of as "my room." Once there, she had me sit, still wrapped in the towel at the vanity.

"You have such pretty features, I think a little enhancement would really bring out your natural beauty," she purred.

With that, she set about giving my face a more feminine appearance. She plucked my eyebrows, applied mascara and eyeliner. Next, came the foundation and a little blush for my cheeks. The last thing applied was the lipstick, a bright crimson. She stood back, admiring her handiwork in the vanity mirror. "There's just one thing missing," she mused. "You need a more lady like hairstyle. You are such a lucky girl, I have just the thing."

She left the room for just a moment, returning with a large round box. "Close your eyes my pet, I have a surprise for you."

I closed my eyes in anticipation of what she had in store for me. I was sure by the size and form of the box that it would be a wig. My suspicions were confirmed when I felt Megan placed it on my head. She fussed with it for a moment, combing it into place. "All right, you may open your eyes now," she instructed.

I opened my eyes and gazed at the creature in the mirror. The image was of a striking woman, one with shoulder length auburn hair. There was one thing that struck me immediately and I had to ask, "Mistress, the color is an exact match for my own hair and coloring. Is that a coincidence?"

"Of course not, my pet, I bought this several weeks ago in anticipation of this very moment. Once I was sure I wanted to turn you into my pantyslave, I took a chance that I could make this happen." She reached down, trailing her fingers down my chest to the top of the towel. "Stand up now pet, it's time to get you dressed."

I followed her to the armoire where she opened several drawers. In each was an array of panties, bras, stockings and garter belts. There had to be at least a dozen sets there, all color coordinated. "Hmmm," she mused as she inspected them. "Which color would be most appropriate for your first full day as my panty pet? Let's see, since you are almost newly arisen to the realm of panties, I think pink will be perfect, yes a nice sissy pink for you today."

She handed me a complete set of lacy, pink lingerie, indicating that I was to put it on. I took the stockings and rolling them first, pulled each in turn up my legs. Next of course, came the garter belt. This was quickly followed by the bra and panties. The bra was under-wired with push up pads sewn into the cups. Once in place, I once again had the illusion of small breasts. The panties were French cut, with lavish lace at the leg openings and side panels. I walked to the vanity so I could inspect myself in the mirror.

From behind me I heard Mistress Megan issue yet another order, "Go to the closet my pet, there's a dress that will be perfect. You will also find a pair of white pumps that should fit you."

In the closet I found the dress and shoes she had referred to. The dress was a white jersey knit, the kind that would cling to the body. The shoes were also pink with a white satin bow at the instep. I pulled the dress over my head and pulled it into place. The hem came only to the tops of my stockings. When I slipped the shoes on, the problem became even more pronounced, clearly showing the garter tabs.

Megan had come up behind me and her laughing voice interrupted my struggles to get the hem lower. "I didn't think it was possible for anyone to look like such a tramp while wearing a virginal white dress. What a pity you can't show yourself off to the world like that. You'd give a eunuch a hard on with that outfit! Wait a minute! Why not? You look quite convincing. If I hadn't dressed you myself, I would never know there's a cock in those panties. I think we're going to take you out like that. I had intended to take you shopping anyway, so we may as well make the best of it."

"Please, Mistress, don't make me do that," I cried. What if we meet someone I know, or worse yet someone we work with?"

"Not to worry, my pet. I know of an absolutely fabulous shopping mall that's about a two-hour drive from here. There will be little chance of us running into anyone we know there. Besides," she continued as she handed me a pair of wrap around sunglasses, "these will serve to disguise you further. Enough of your back talk, be a good girl and do as you're told and perhaps your Mistress will give you a special treat when we get back. Come along now, we have some shopping to do."

With that said she turned on her heel and headed for the front door. "We'll take your car, my pet. That way your hands will be occupied and you won't be able to get into any mischief the way you could if I were to drive."

She stood at the side of the car and watched with amusement as I attempted to get in the driver's seat. "Not that way silly," she taunted. "The way your dress rode up, I could clearly see your pretty white panties. No lady would ever allow that. Get out of the car and I'll show you the proper way to enter a car while wearing a dress."

Mutely, I obeyed and watched as Megan showed me the proper procedure. She sat on the seat, facing out with her legs together. Megan then kept her knees together and holding the hem of her dress down, pivoted on the seat, swinging her legs into the car. "Now, you will demonstrate for me," she said as she reversed the process to get out.