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Cyber Sissy Ch. 01

By: missvicky53



It was a Saturday afternoon when my submission to my wife began. Megan had gone to do some shopping at the local mall, and knowing her as I did, I knew I'd have at least three hours to surf the web. My favorite sites were those that dealt with the feminization and submission of men. With this in mind, as soon as I heard her car leave, I powered up my computer with an afternoon of relaxation and stimulation in mind. You can imagine my surprise when instead of the regular wallpaper, a new image appeared on the screen. The whole screen was taken up by an image of a pair of lacy, red panties. The only link available was one that read, "Click here sissy" I was beginning to panic, so I re-booted the system, only to have the same screen appear. Curiosity won out and I clicked on the link. The screen went blank then a menu came up. It was headed, Instructions for my Sissy, with a list numbered from one to nine.

1: Hello sissy, I have discovered your secret! I found your hidden favorites list the other day, quite by accident I might add. You can't begin to imagine how shocked I was to discover that while I was away, you spent all that time looking at pictures of men in panties and lingerie. I also found your hidden files, the ones with the stories you like to read and the links to online Mistresses that specialized in feminization. I have to tell you I was quite angry with you! All the while I thought I was married to a macho man, when in reality I've been sharing my life with a pantyboy. I thought of simply divorcing you, but after some thought have decided to give you an opportunity to redeem yourself. I have copied all the files from your favorite websites and will use them to humiliate you with your co-workers and friends if you don't comply with each of the following instructions. I am doing exactly what I said I would do when I left the house, shopping, but not for myself. That's right sissy, I'm shopping for my new sissy maid. Would you care to guess who that will be? I'm sure you know by now. You will now be my submissive maid. No longer will you be allowed to wear men's underwear. From now on you'll be wearing lacy panties and garter belts under you boy clothes during the day. At night, you'll be in a pretty nightie or peignoir set, whatever I decide will make you look the prettiest for your Mistress. Since you are now reading this file, you will go to each of the instructions in order and obey them to the letter. I will expect you to have completed them by the time I arrive home.

I was in a real panic now! Why hadn't I hidden the incriminating files better? How could I get out of this predicament? Since no ready answer came to mind, I decided to play along with her until I could think of a way out. Still, it was with considerable trepidation that I clicked on the next link.

2: Good sissy, if you are reading this, you are prepared to submit to me. The first thing you are to do is strip completely for me, yes, right here in your office. Now, take your male underwear and using the scissors you will find in the desk drawer, cut them into shreds. When you are finished, take the scraps and place them on the front doorstep so I will know you have complied when I get home. If I don't find them there, I will not even come into the house. Instead, I will go to my sisters and after emailing the files I found to your business associates and friends, I will contact a divorce attorney. You shouldn't have to think too hard to imagine what will be exhibit A at the divorce hearing. This is just the beginning my pretty, the first step in your submission to me in satin and lace. You may wish to think of the symbolism involved as you shred your bvd''s for me.

Seeing no immediate way out, I did as Megan had instructed. My hands shook as I cut my white cotton underwear into pieces no bigger than three inches across. When I was satisfied that I had completed the assigned task, I gathered up the pieces and headed for the front door. I was glad our front steps weren't visible from the street, when completely naked, I placed the shredded remains of my underwear on the top step. I returned to my office and opened the next instruction.

3: Are you all naked now and ready to continue? Good, I thought you might, after all, the consequences of not following these instruction don't bear thinking about, do they? Now you will go into the bathroom. You will find a package of scented bath beads, a ladies razor and shave gel. You will run the water as hot as you can stand it and sprinkle the bath beads into the tub. You will then soak for 10 minutes to let the beads soften your skin before you use the razor and gel to remove all your body hair. I want you shaved completely. When you are finished, you'll find some dusting powder on the vanity. Dry yourself and use it over your entire body. When you have completed this task, you may return to the computer. You are to be still naked when you do this.

Figuring I had better go along with Megan's instructions until I found a way out, I went to the bathroom and followed her instructions. After running the bath and adding the bath beads, I slipped slowly into the tub. I found it to be a somewhat pleasant experience. The had a nice lilac scent and I could feel the oils from the bath beads softening my skin. I picked up the pretty pink razor and after coating my right leg with the gel, began to shave all my hair away. Satisfied with the job on that leg, I did the other before continuing upward to my groin. This was a little more difficult, but by putting each leg on the rim of the tub, I was able to lather my cock and balls and remove everything all the way down to my ass. I continued upwards, shaving my chest and underarms. Since I had never had that much hair on my chest anyway, this took no time at all. I rinsed myself off, and found a few spots I had missed, so I went back over everything until I was satisfied that all the offending hairs were removed. I got out of the tub and dried myself with a nice fluffy towel. I marveled at how different my body felt without the hair. I felt somehow more naked, more exposed than I had ever felt in my life. The dusting powder was right where Megan said it would be and I used the powder puff to coat my entire body with the sweet smelling powder. As I applied it to my groin, I marveled at how good the soft powder puff felt on my private parts. I couldn't help but begin to get an erection from the sensation. I took a moment to empty the tub and rinse the last vestiges of hair from the tub. I watched as these symbols of my manhood swirled down the drain. Content that I had followed this directive, I walked naked back to the computer for my next instruction.

4. Are you all shaved and soft for me now? Good, I am pleased. As a reward, you may now get dressed in preparation of my return. Go to your dresser and open the top drawer, yes the one that used to hold your underwear. There, you will find the items I want to see you in when I get back in there. If you haven't figured it out by now, I'll let you in on a little secret, I've thrown all your male underwear away. Go now and bring everything you find in that drawer back to the computer. I will then give you further instructions on how to put them on.

I went to the bedroom and opened my top dresser drawer. True to her word, all my tee shirts and underwear were gone. In their place was a complete set of lacy white lingerie. I found a bra, a pair of panties, a garter belt and seamed white stockings, all in a size that appeared would fit me. I took them back to the computer and opened the next direction.

5. Are you back with your pretties already? My you must be in a hurry to experience them against your sissy body! Before you put them on, take a moment to feel the how soft and silky they are. Look at how lacy and feminine everything is. From this moment on, this is to be your world, one where you live 24/7 in satin and lace. I hope you appreciate all the trouble I've gone to getting you these things. When you have finished looking your new lingerie over, you may open the next instruction.

As I'm sure the reader can imagine, the first thing I picked up were the panties. They were a brief style, all virginal white with delicate lace inserts down the sides and at the legs, they even had an all nylon gusset. The bra was a demi style and underwired with subtle lace around the half cups. I knew that once it was on, my nipples would not be covered, but rather bared to the world to see. The garter belt was a satin like material, with lavish lace on the straps and hem. The last item I looked at was the stockings, gossamer sheer with a seam up the back. They were designed to be used with a garter belt, in that they had no elastic at the top. Anticipating the need to do it, I gently rolled them in preparation for what I knew would come in a succeeding instruction. I was now ready to continue, so I opened the next directive.

6. Now that you've looked at all your new pretties, it's time to get you dressed. First, take the garter belt and fasten it around your waist. It should ride above your hips and be fairly snug. You don't want your stockings to sag do you? When you have it positioned properly, you may put the stockings on. I want you to be very careful while doing this, you don't want to snag them. You will also want to be sure the seams are nice and straight, I will be checking for this when I return.

I fastened the garter belt on the second hook, that seemed to give about the right amount of tension to it and took each of the stockings in turn and rolled them up my legs. I can't begin to tell you how sensational they felt against my recently denuded legs. Before I could get them on, I felt a stirring in my groin as the gauzy material caressed my skin. By the time I was finished, I had a full blown erection. I looked down to see my engorged cock framed perfectly by the lacy garter straps. Just the sight of this inflamed me more, until I was so hard I could barely stand it. To try and distract myself, I clicked on the next link.

7. Is my sissy getting excited? I know you are! Don't you dare touch your sissy cock. I know you want to, but that would upset me a great deal. Your sissy cock is mine to play with as I see fit and you are no longer allowed to play with it. I think to take your mind off this, you need to slip your new bra on. Because you are a novice at this, (you are a novice aren't you my sissy?) I purchased a bra that fastens in front. Once you have it on, I want you to arrange your chest in such a way as to provide maximum cleavage. You will know you've done a proper job when your nipples are both on display above the lacy cups.

All thoughts of resisting were now gone. My fingers trembled a little as I slipped my arms through the straps and fastened the bra. I did as instructed and pulled my flesh up into the cups. When I was done, I could look at my chest and see what appeared to be small breasts on display for all to see. Megan had chosen well. I'm sure she remembered those occasions when I had expressed an interest in seeing her in something like this. Now she had turned the tables and I was the one wearing the naughty lingerie. I knew what was coming next, the instruction to put on the lacy panties, the only item left, so I clicked on the next link.

8. I wish I were there to see you now sissy, sitting in your lacy lingerie, your sissy cock and nipples on display. I will content myself with the knowledge that I will soon be home and my sissy will be mine to play with as I see fit. We are now at the defining moment, the time when you will submit to me in your new panties. They are a symbol of your submission, once on there will be no turning back. I want you to put them on very slowly, I want you to savor the sensations as the silky nylon caresses your legs as you pull them into place. Go ahead sissy, I know you're aching to put your panties on. Now is the time.

I was amazed at how Megan could get into my head like that. Even though she wasn't present to watch, she knew what I was experiencing. I stood and after putting each ankle in turn through into the panties, I did as Megan had called for and pulled them slowly up my legs. She was right, the sensations were incredible as the slippery nylon slid easily over the stockings, caressing every inch of my legs as they made their way up and over my cock and balls. Again Megan had selected well, the panties were large enough to easily contain my privates, even though there was now a large bulge in the front. Now every time I moved, the panties fondled my cock and balls, driving me wild with desire. I wanted so badly to touch myself, but knew that would incur Megan's wrath. Instead, I clicked on the next link.

9. Now my pretty, I will help you keep your naughty urges in check. You will now go to our bedroom open the door to the night stand on your side of the bed. You will find a pair of lacy panties there. You are to place them over your head and arrange them in such a way that you can see through the leg holes. Next, I want you to look under each corner of the bed. You will find I have attached wrist and ankle cuffs there, each with a padlock. You are to lie back on the bed and secure yourself for me in a spread eagled position. Then I want you to relax and wait for me to come home to you. You really won't have much choice, but then the days where you were in charge are now long gone. Off with you now sissy, go and prepare yourself for your ......Mistress Megan.

I knew I had no choices left, so with a building sense of anticipation, I went to our bedroom. I opened the nightstand as directed and found the panties there. They were the same lacy red pair as were the wallpaper now on my computer. I did as Megan wished and slipped them over my head. The moment they were arranged, I noticed my nose was pressed against the silky gusset. It was obvious to me that she had worn these before putting them there for me to use as a hood With each breath I took, my senses were assailed with the sweet scent of Megan's sex. I then looked under the bed and retrieved the cuffs. They were each attached to a length of rope. I positioned myself on the bed and first fastened my ankles. As I snapped the padlocks shut, I knew I was now committed completely to my submission. I was sure the only keys resided in Megan's possession. The ropes were quite short and I found my legs were now spread wide apart. The first wrist cuff was quite easy to fasten, as I still had a free hand, but the last one took considerable effort to fasten. I accomplished this by placing the padlock on the bed and threading the open hasp through the ring attached to the cuff. With a final click, the lock snapped closed and I was now spread eagled on the bed and completely helpless. There was no way I could escape until Megan returned to set me free. I laid back, resigned to my fate and awaited Megan's return. I don't know how much time passed before I heard her car in the driveway. The sound of her key in lock seemed to echo through the whole house followed by the click of her heels on the parquet floor as she approached the bedroom door...

to be continued?

Cyber Sissy Ch. 02



I waited, watching the door as the sound of Megan's heels came closer and closer. I noticed a distinct stirring in my white lacy panties as the anticipation grew. I couldn't help it, I was about to live one of the fantasies I had spent so much time reading about on the net. Besides, since following the list of instructions Megan had left, I was in no position to object. I was in lacy white lingerie, bound to the bed and completely helpless and vulnerable until my wife decided to set me free. My reverie was interrupted by the door opening and Megan's entrance.

She took a moment to put the packages she carried on the vanity before speaking. "Don't you make a pretty picture", she gloated. "There you are all dressed in your pretty lingerie and helpless before your Mistress. I'm going to have lots of fun with you before the weekend is over. You're going to serve me and pleasure me in ways you've only fantasized about. I have lots of interesting ideas. Most of them I got from reading the web pages you have visited, but there are a few I've thought of myself. I'm sure you'll have an interesting time trying to figure out which is which. In either event, it really doesn't matter. You will submit to all of them. You are about to become my sissy slave, with no choice in the subject. You really are a picture laying there in your pretties! I want to save this for future enjoyment. After all, this is a seminal moment, your first time in panties with your Mistress's authorization."

She left the room for just a moment, returning with our digital camera. Standing as far back as possible, she took the first picture, capturing my image from my panty covered head to stocking clad toes. "Oh my!, she exclaimed. "This would look so good on your company bulletin board. But with those panties on your head, there could be some question it's really you. We'll just have to fix that won't we? She came to the bed and pulled the panties off my head. "There, that's much better. Now the whole world will be able to identify the sissy in the picture."

"Please don't do this to me" I pleaded. I will do whatever you ask, but just don't take any more pictures."

"You don't have any choice pantyboy", was her sharp response. "You really must learn to keep your tongue silent and not interrupt your Mistress. Because I want to be a kind and caring Mistress, I'm going to help you remain quiet." She placed the panties at my lips and commanded, "Open your mouth for me, I'm going to gag you so you don't get the urge to speak without permission."

I hesitated only briefly, but that was all it took for Megan to get impatient. She pinched my nose shut, forcing me to breathe through my mouth. The moment I opened it, she jammed the lacy red panties into my mouth, effectively gagging me.

"Smile pretty for the camera sissy, you know this is the fulfillment of your fantasy", she teased as she once again stood back to take another picture. From where she stood, I knew this one showed me tied to the bed in lingerie with a pair of panties in my mouth. Not content with just two pictures, she took several more, each from a different angle.

"Now that we've established who the sissy is in these pictures, I think it's time to document how much you're enjoying this", she teased. She reached down and began to stroke my cock inside the white panties, slowly and gently inciting me until I was hard as a rock. She then took several shots showing the bulge in my panties before pulling them down to expose my erection. She took two more pictures, both of them showing my cock and balls framed by the lacy garter straps. "There, that should do it", she gloated. "Now even if you were to attempt to deny it, anyone that sees these pictures will know that you enjoy being dressed in your pretties. I have to go and use the computer for a moment. Don't go away", she teased as she left the room.

I laid there and pondered my fate. No matter which way I looked at it, I was trapped. Megan had all the documentation she would need to ruin my life. I could never work in this town again if those pictures were ever made public. I resigned myself to accepting my destiny.

She returned a few moments later and said, "There, the pictures are now in a safe e-mail account. With that out of the way, I think the time has come for me to get a little more comfortable. I hope you appreciate the lingerie I picked out to wear for my sissy today." She stood where I could see her best and began to disrobe. Slowly and sensually, almost like a strip tease she unbuttoned her blouse to reveal a black bra trimmed in red lace. The cups had holes in them and her nipples were sticking out, already distended and swollen. "Does my sissy like this bra?" she teased. "I bought it just for this occasion. Wait until you see the rest of the lingerie I'm wearing for you! I thought that as long as I'd dressed you in something virginal and white, I'd wear something a little naughtier, just for the contrast." Cupping her breasts, she came over to the bed and removed the panties from my mouth. She then lowered her breasts to within a foot of my head. "Wouldn't you like to taste my nipples?" she taunted. As I tried to raise my head to do just that, she pulled back just far enough that I couldn't reach her nipple. As I strained against my bonds trying to reach the prize, she kept it an inch away and continued her teasing. "Not yet sissy, Mistress has to finish undressing for you. The if you're very good, I'll allow you to worship my body with your tongue."

She stood back and continued her tantalizing striptease. Turning her back to me, she reached behind herself and pulled the zipper to her skirt down and with a shimmy of her hips, allowed it to slip down until it pooled around her ankles. She daintily stepped out of it and turned to face me. The sight took my breath away. The panties and garter belt matched the bra, black with lavish red lace trim. The panties held another interesting feature, the were crotchless! Her blond muff was on display, framed beautifully by the red lace trim. "I see from the expression on your face that you appreciate this ensemble", she said. "I'm glad to see that, I took great care selecting it. I wanted to be wearing something that would incite your senses and yet at the same time allow me to use your mouth and cock for my pleasure without having to remove my lingerie." She reached down with one finger and ran up the length of her slit. "The site of you all tied up in your pretties has gotten me quite wet. I think it's time you showed a little appreciation for all the trouble I've gone to on your behalf."

She got on the bed and straddled my waist. I could feel her moist heat against my stomach. She lowered her right breast to my mouth, directing me, "take my nipple between your lips and gently suck and lick it for your Mistress."

I did as she said, and soon I heard a soft moan escape her lips. "Yes sissy, that's the way, make my nipple hard, I want to feel your hot mouth on it. Oh yes! Keep it up, make your Mistress hot with your naughty sissy tongue."

I continued my oral ministrations until she substituted her left nipple, impelling me to give it the same attention as the other. I knew I was getting her excited, both from the way her nipples grew in my mouth and the increasing wetness of her mound against my stomach. Before long, her moans became more intense and her breathing became more rapid and shallow.

It was at this point that she sat up and moved up my body until she was positioned over my mouth. Her pussy was just inches away and I could see the moistness of her lips. "Alright pantyslave, now is the time to put that talented tongue of yours to better use." With no further ado, she reached down, parted her lips and lowered herself to my waiting mouth.. I ran my tongue up the length of her slit, pausing momentarily at her clit. I continued to tease her in this manner, running my tongue up and down, never staying with her clit for too long. Each time the tip of my tongue came in contact with her hard nub, she would give out a little gasp. I knew I was having the desired effect when Megan spoke next. "Stop teasing me and suck my clit, you slut," she ordered. "Make me cum with your mouth. I want you to taste your Mistress's nectar."

I did just that, sucking her clit between my lips and lashing it with my tongue. I could feel her excitement building and when she was reaching her peak, I ran the length of my tongue over her clit. That was all it took as wave after wave of pleasure coursed through her body. Her thigh clamped down against my head, ensuring that I could do nothing but service her pulsing pussy. Her juices flowed into my devouring mouth, filling me with her personal essence. Tremor after tremor shook her body as her climax overtook her. It seemed to last forever until finally, she collapsed against me, totally spent.

"That was a good start sissy", she gasped. I need a little time to recover before I continue your training. She removed herself and laid next to be, resting until her strength returned.

"Since you've been so cooperative, I'm going to allow you to have a little pleasure", she said. I'm going to seduce you and take you to heights you've never approached before."

Megan wasted no time. She began by kissing me deeply, then trailing her tongue down my neck to the swelling above the cups of the bra. Reaching my exposed nipples, she licked around them before sucking each one into her mouth. When my nipples became hard, she gently bit down, sending shivers of delight through my body. I had no idea something like this could feel so wonderful. She continued by lowering her head to my legs. She began to kiss the insides of my thighs where the tops of my stockings ended. Again, I felt waves of pleasure course through me, my cock twitching in anticipation of what I was sure would come next.

Megan continued her teasing, pulling my panties down to the tops of my thighs and taking my erection in her hand. With her lips just an inch away, she started blowing softly on the head of my penis. I thrust my hips upward in an involuntary attempt to meet her mouth, but she just laughed and pulled away. "Not yet my pet, all in good time. We have the whole evening ahead of us and we're just beginning."

She then reached down and retrieved the lacy panties red panties I had been wearing on my head. "Does my sissy miss his panties? Do you miss the feeling of satin against your clit? Your Mistress will try to help then." She took the panties and dragged them across my cock and balls, sending shivers of delight through me. "That certainly seems to have an agreeable effect on you, doesn't it? I wonder what would happen if I did this."

She wrapped the panties around my cock with the excess draped over my balls and began to masturbate me with them, slowly at first, then with an ever increasing tempo. I was sure she was going to allow me some release from the unyielding pressure in my loins, but that was not to be. The instant she sensed that I was about to climax, she would stop and chide me, "Not so fast dearest, you have to wait a lot longer than that before your Mistress allows you the privilege of release. You may as well learn to enjoy the fact that I am in complete control of your body. I will use it as my toy, playing with it in any manner I see fit. If I decide to bring you to the brink a hundred times that is what will happen. There is nothing you can do to stop me."

To illustrate her point, she began to stroke me again. Thinking I could fool her, I tried to feign a lack of arousal, thinking she might continue and inadvertently allow me the release I craved. This was not to be. She laughed at me saying, "Do you really think you can fool me? Not a chance, my pet. I know your body now and what to watch for while I'm teasing you. For trying to fool your Mistress, you will have to once again service me with your talented little tongue while you endure this five more times."

She once again straddled my face, forcing me to attend orally to her pussy. This only served to arouse me further, intensifying my desire to climax. True to her word she forced me to endure five trips right to the edge of paradise, while I licked and sucked her clit.

When she wasn't stroking my cock, I could feel her drag the panties over my body, paying particular attention to my groin. This was as bad as her stroking me. I was fully erect and the satiny fabric being dragged over my nipples and other private parts drove me wild. By this time my balls were felt swollen and ached in a way I hadn't experienced since my high school make out parties.

This went on until her hips began to undulate with the passion of her own climax. I was sure she would give in to my tongue and once again bathe my mouth with her juices. She had other plans however. At the last instant, she pulled away chiding me, "Not this way my precious, I want to feel you inside me this time."

She reversed her position so she was straddling my cock. She reached down and grasped my tool, holding in position while she slowly lowered herself onto me. I felt as though my cock was in a velvet vise as her moist heat enveloped it. She stopped only when I was completely inside her. She began to move her hips in a circular motion, grinding her clit against my pubic bone. Her breathing sharpened, coming in short pants and she began to raise and lower herself, at the same time clenching and unclenching her vaginal muscle. It was obvious that she couldn't last much longer and as her climax neared she screamed, "All right, cum for me now! Fill my pussy with your hot oil!"

To emphasize the point she increased her tempo until we both fell into an abyss of ecstasy. My cock pumped for what seemed to be forever as my body released all the pent up pressure. I could feel our juices mingling, making everything even more slippery than before.

After what seemed an eternity, she collapsed against me, purring her pleasure. "That was incredible my pet. I felt as though I would explode from the intensity of it all. I would imagine that by now you need to rest a little. I think it might also be a good idea if you were to take a little nourishment. I want you to keep your energy up, our evening has just begun. I'm going to untie you now. When I do, keep in mind that I e-mailed those pictures to a secure place. If you don't behave and continue to obey me, they'll show up in places you don't even want to think about."

Megan walked to her purse and retrieved the key to the padlocks. As she released me, she said, "I think we'll leave the cuffs right here. You're going to spend a lot of time in them in the hours to come." Once I was freed, she pointed at the packages. "I want you to take a moment to put your lingerie away. Among other things, you will find six matching sets, which combined with what you're wearing now will give you a different set for each day. I want you to put them away as sets, that is to say each bra, panty and garterbelt together. Before you start on that though, I want you to get out of the things you're wearing now. I have something else for you to wear this evening." She went to the pile of packages and retrieved one wrapped in lavender tissue. "Here", she said handing me the delicately wrapped package, "since we're not going out tonight, you may wear this for me."

I started to open the package, but Megan stopped me saying, "Don't open it until you've removed your lingerie."

I took my things off and placed them in a pile on the bed. "May I open it now Mistress?"

"Yes pantyslave, you may now open it. This is a special moment in your life, your first nightie. Actually it's more a peignoir set, something a girl wears when she wants to feel especially pretty. Hurry up now, don't keep your Mistress waiting. I'm anxious to see how you look."

I tore open the paper to find a lovely black peignoir set. There was also a pair of black panties. I took the panties and was about to slip them on when once again Megan cut in, "I have a better idea sissy, I will dress you in these panties. I want you to experience your Mistress slipping a pair of pretty panties up your legs." She wasted no time taking the panties from my hands. She knelt down and held the delicate garment open as I stepped into first one leg then the other. She ran her fingers over my shaved legs commenting, "Mmm, your naked legs feel so nice now, no nasty hair at all to detract from their beauty." As she pulled the panties into place, she stroked my cock lightly, impelling it to grow. "Goodness me sissy, you never recovered this quickly before", she teased. "It must be the panties that make you hard. I think I'll continue dressing you. I want to watch the expression on your face as I put the gown and robe on your sissy body."

She stood and held the gown over my head, "Slip one arm through each strap sissy. That's a good girl." She released the gown, causing it to cascade softly down my body. The sensation of the silky fabric against my body caused my cock to grow in the lacy panties. "Now the robe", she said. "I don't want my pantyboy to get a chill." I dutifully held out one arm at a time and she helped me into the robe. I reflected on how similar the action was to those times I'd helped her on with her coat. The only difference was now I was being treated as the lady. "My, my, but aren't you the pretty thing", she mocked. "Walk to the mirror so you can see how nice this set looks on you."

I did as she said, and walked to the full length mirror hanging on the back of the bedroom door. Megan was right of course, the peignoir set did look lovely. The gown had delicate lace at the bodice and hem. The robe had matching lace at the wrists and down the front. I have to confess, it felt even better than it looked. Every step I took caused the slippery fabric to slip and slide over my skin, sending waves of pleasure through me. My reverie was cut short by Megan's voice. "Here," she said handing me a shoe box, "you will need to wear these with this set."

I opened the box to discover a pair of black mules. They had a three inch heel and were trimmed in black marabou feathers. Once again Megan spoke, "slip those on and join me in the kitchen. I don't know about you, but I've worked up quite an appetite."

As I put the mules on, she went to her closet and selected a sheer white robe to wear over her lingerie. She slipped it on covering herself, but the robe was so sheer, she was hiding nothing. The red and black lingerie showed clearly through the diaphanous material. All in all, it made for a very erotic image.

Once in the kitchen Megan turned to me. "Sit, my pretty," she commanded, pulling out a chair. "The last thing I want is for my new pet to waste away from hunger. In fact, I think I'm going to put you on a regimen of diet and exercise, one that will enhance your girlish figure without sapping your energy."

Oddly enough, I found myself taking comfort in the idea that Megan was interested in continuing this relationship. The concept of being subservient appealed to me even more. I had always been the one to make the decisions and found it appealing to have this taken away from me. My role in our relationship would be the opposite of that it had been in the past. There was no doubt in my mind that I would relish the idea of relinquishing all power to this captivating creature. As I ate the meal she had prepared, I wondered where she would lead me next. Megan's next statement confirmed that she was having the same thoughts.

"You realize of course, that you have reached a crossroads in your life. I want you to think about what has just transpired between us this evening. I believe you enjoy serving a strong-willed woman. Furthermore, I think you would enjoy further exploring a submissive role. This is what I propose. While we are in the everyday world, we will continue to have the normal relationship. There will be a few minor changes, but nothing that anyone except the two of us will know about. Once we are out of that environment, I will be in charge. You will follow my directives immediately and without question. I will ask nothing of you that I don't think you really want and certainly nothing that will bring harm to you. If you accept this proposal, I will continue your training and lead you to delights you never knew existed. If you decline, I will simply divorce you. I want you choice to be a free one. So despite what I said earlier, if you don't agree to my terms, I won't expose you to your friends and coworkers. So while the choice is yours, you need to know that I can no longer stay with you unless you agree to submit to me." She reached over the table and took my hand before continuing, "Take a moment to think carefully, my pet and give me your answer."




Cyber Sissy Ch. 02



I did just that, first thinking about how good the panties and the rest of my lingerie felt against my skin. I knew I had to accept. She had not really forced me to do anything I didn't really want to do. Nothing that had occurred had been in least bit unpleasant. On the contrary, as I have mentioned earlier, I was thrilled to be under her authority. Megan was about to allow me to live my fantasy. There was no way I could deny my urge to submit. I looked her directly in the eye and said, "I will do as you wish Megan. I want you to take me as your submissive."

To my surprise she slapped me! Not hard mind you but with enough force to get my full attention. "When we are in this house, you will not address me by my given name. You will use either Mistress or Mistress Megan. Is that clearly understood?"

I was so startled, it took me a few seconds to stammer my reply, "Yes Mistress, I understand."

She smiled a Mona Lisa smile and spoke softly, "Good, now lets get something to eat, so your training can continue. We have a long journey ahead of us, you and I."

to be continued............



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.




Cyber Sissy Ch. 03



I was able to mimic her motions fairly well, but she still insisted I do it several times until at last she was satisfied that I had it mastered.

"Now take us to the freeway and head north," she ordered. "I'll give you directions from there." For the next hour and a half, my mind was kept busy with just the chore of learning to drive while wearing heels. As we approached the outskirts of the next large city to our own, Mistress Megan told me to take the next exit. From the bottom of the ramp, I could see the mall she had in mind. Without being told to do so, I drove into the large parking lot, managing to find a spot fairly near the mall entrance. Megan got out first, coming to my side to see if I had truly learned how to exit a car gracefully. As I did, she clapped her hands to show her approval. "That's much better my pet. Come with me, we have some serious shopping to do."

The rest of the afternoon was a blur of shops. First, we went into an upscale lingerie store. We spent considerable time picking out panties, bras, garter belts, stockings and several pretty nighties. The styles ranged from demure to naughtiest of crotchless panties and open cup bras. Megan took great delight in holding these most feminine of garments against me while she oohed and aahed about how good they would look on me. All the while she did this, she wore an incredibly mischievous grin. At one point as we were looking at several full length nightgowns, she made me hold a lacy lemon yellow number against myself while she stood back to get the full view. I saw the clerk smirking in our direction, a knowing look on her face. I was mortified to say the least. Megan thought this to be hilarious, and made several more remarks about how hot I'd look in some of the more risqué choices.

By the time we had made all our selections Megan paid for them with her gold card, teasing me in front of the sales clerk. "What sort of woman goes shopping and leaves her purse home, you're such a ninny. It's a good thing you have me to take care of you."

As we left the lingerie boutique, I could feel how aroused my panty trapped cock had become. Megan noticed this and whispered in my ear, "You certainly seem to be enjoying yourself my pet. Try to contain yourself though, we don't want any nasty bulges giving away what you keep in your pretty panties, do we?"

I whispered back, "I'm sorry Mistress, but this is getting me excited. I don't know what I can do." "As usual, your Mistress has the solution," she replied. "Come with me, and we'll powder your nose."

She led me into the ladies restroom. Thankfully, it was empty, leaving us alone. She led me to the furthest stall and once inside, latched the door.

"I must accept part of the blame for this, she said. "I should have known how excited you were and taken care of this before we left the house. Pull your dress up for me pet, and Mistress will try to do something about your problem." I pulled the hem of my dress to my waist, exposing my panties. Megan pulled them off, commenting as she did so, "I'm glad you had the foresight to put your panties on over your garters. It makes it so much easier to get them off." Once they were off, she wrapped them around my cock and began to stroke it. In no time at all, the beginnings of my climax shook my body, causing my legs to tremble.

"All right my pet, let your Mistress do all the work," she whispered. "You have my permission to cum now. Fill your panties for me."

To ensure my compliance, she reached down with her free hand and cupped my swollen balls, massaging them gently. My cock erupted, filling the silky panties with juices. When she was satisfied that she had milked the last drop from me, she used a tissue to wipe the last of it away. She took a new pair from the bag and after removing the tags handed them to me. "Here put these on. It's a good thing we bought a new pair or you'd have to go without for the rest of the day."

I put on the clean panties and pulled my dress down. Megan led me from the restroom, depositing my soiled panties in the trash can at the door.

We finished our shopping with stops at a shoe store and dress shop. We bought only two dresses and three pairs of shoes there. By the time we were finished, it was late afternoon and time to go home.

As we walked to the car, I commented, "Mistress, we seem to have purchased an awful lot of lingerie, but not much in the way of dresses or other outer wear."

"You won't be going out that much just yet, my pet. You will however have to wear your pretties any time you are with me. That's why you need so many."

"But Mistress," I stammered. "What about when I'm at work?"

"I should think it obvious that since you are at work, you will wear your pretties under your suit," she replied frostily. "Even though to the people at the office, you are the boss, we know better, don't we? Your panties and whatever else I decide to dress you in will be a constant reminder that you belong to me. You really have no choice in the matter. I'm sure you remember the pictures I took last night and what will happen if you disobey me."

She then changed the subject, asking, "Are you as famished as I am my pet? That's a silly question of course. You must be starved! I know how much shopping can tire a girl out, lets stop at a little restaurant I know on the way home."

Dutifully, I got in the car and began the drive home. About half way there, Mistress directed me off the freeway. After a short drive, we were at the restaurant where we were immediately seated.

Megan ordered for both of us. We both were going to have the Chef's Salad with oil and vinegar dressing. "A girl needs to watch her figure and you're no exception," she explained. I felt as though every eye in the place was on me, that everyone there knew I was really a man in women's clothing. Megan dismissed those thoughts, explaining that perhaps the only reason people were staring was that I had not taken off my sunglasses. I still didn't take them off, figuring it was better to be stared at than recognized.

After the light lunch, Megan had me detour slightly to a store devoted to sex toys. She made me stay in the car while she went inside, returning ten minutes later with a bag of what she referred to as her training toys. She wouldn't elaborate, simply saying I would find out what she had bought when the time was right.

There was silence as we drove home. As we pulled into the drive, she told me to bring all the packages up to my bedroom. Once everything was in, she spoke, "Take off your clothes and take a quick shower. Then we're going to have a fashion show, I want to make sure everything fits."

The next few hours were a blur of soft, silky fabrics in every style and color imaginable. Megan made me strut and pose in each ensemble, making comments on each one. She was especially partial to the last outfit she had me wear. It was purple with lavish black lace. The bra had black lace trimmed holes where the nipples were and the panties had a zipper from front to back. The possibilities of this outfit were immediately apparent.

Megan took note of my apprehension while wearing it. "Don't worry my pet, there will be times that I want you to be able to wear your pretties without denying me access to every part of you. When the zipper is closed, you will have your modesty, but when I open it, I will be able to tease and use any part of you I want. You will be completely exposed and vulnerable, even though you have a complete set of lingerie on. The other advantage is you don't have to bother putting the garter straps under the panties. I hope you appreciate all the trouble I go to in making you comfortable."

"Oh yes, Mistress, I certainly do," I replied.

"Well in that event, I'm going to allow you to prove it," was her response.

She went to the closet and got a spare pillow. Placing it in the middle of my bed, she commanded, "Put on your wrist and ankle cuffs and lie on your back with your cute little ass on the pillow."

I did as I was ordered and once again found myself bound to the bed. The big difference this time was my hips were elevated by the pillow, forcing my crotch up.

Megan stripped off her clothes and once completely naked came over to where I lay. She began to lightly trace the zipper with a finger tip until she reached the rosebud of my ass. Pressing lightly against it she said, "The time is coming when you will have your virginity taken. Because I care about you, I'm going to do something that is practiced by an obscure South Pacific tribe. When a girl is about to be married, the other women of the tribe use a series of wooden dildos to prepare the maiden for her marriage bed. In this manner the girl gets the unpleasantness of defloration out of the way and is able to fully enjoy the first time she is taken by her husband. I am going to prepare you in much the same manner. Beginning tonight, you will have a plug inserted. The first one will be quite small, the next a little larger and so on until you are completely ready for the ultimate moment in a girl's life."

She went to the bag from the sex toy store and came back with a small butt plug. It was about two inches long and one inch in diameter at the widest point. It had a base to prevent it from getting lost inside and an indentation to prevent it from being easily expelled.

Megan pulled the zipper in my panties all the way down, exposing my cock and ass to her gaze. She took a tube of lubricant and began to coat my ass with it. She coated the butt plug and placed it at my opening, saying, "relax my pet, this is for the best. Soon you'll crave the feeling of having your pussy filled."

I felt her increase the pressure against my ass and began to do as she instructed, relaxing my sphincter muscle. I could feel her inching it inside, the discomfort growing until it passed the widest point and she drove it all the way in. Uncomfortable at first, I soon started to get a feeling of arousal as my body got used to it. This was evident by my penis, which while it was flaccid at first, soon grew as the sensation of pleasure chased away the ache.

"There my pet," she teased. "Doesn't that feel better? Not that what you want is of paramount importance, but it would be nice if you could learn to enjoy the inevitable. I'm afraid you're going to have to sleep with it inside you tonight. By morning, you'll be ready for the next size. By tomorrow night, you'll be ready to become a woman. For now though, I'm going to require that you service your Mistress with your clit. All this shopping and watching you prance around in your dainties has gotten me quite aroused. I think that since you are the cause of my problem, you should be part of the solution."

She straddled me, holding my penis upright while she parted her pussy. When she was satisfied that she was properly positioned, she lowered herself until my cock was completely inside her slippery folds. A look of rapture came over her face and I felt her getting even more wet than before. She began to rock back and forth, grinding herself against me. Her motion increased at an almost geometric rate. All this had the predictable effect on me and just as the first tremors of her climax began, my body arched upwards as my body spewed its hot load into her steaming depths. "YES MY SLUT, JOIN YOUR MISTRESS, COME WITH ME NOW!!!" she screamed. Our juices mingled in a cauldron of hot oil as our passions boiled to a shattering climax together. Megan collapsed against me, crushing her breasts against mine. After a moment of rest, she fingered my hair, twirling it around and around. "You are such a precious find," she whispered. "You make me so happy. I'm so glad I discovered your naughty secret.. I want you to sleep now. Tomorrow will be a big day for you."

To be continued... 



Cyber Sissy Ch. 04



Megan rested for a moment, still recovering from her climax. After a bit, she stood and while making sure the butt plug was still deep inside me, closed the zipper in my panties. I was once again trapped in the silken caress of the purple panties, with my "pussy" filled. Megan kissed me gently on the lips while stroking my cheek. "Sleep well my pet, for tomorrow will come all too soon." With that said, she left me and went to was now her bedroom. Obviously, with my ankles and wrists still bound to the posts of the bed, I had no option but to try and get some sleep. By this time my body had accepted the butt plug and there was no longer any discomfort, only a constant reminder of my submission to Megan.

As I drifted off to sleep, I realized that my submission was not a physical exercise, but a mental one. Obviously, I was physically much stronger than Megan and if I really didn't want all this to happen, I could easily have stopped it. This left me with the conclusion that I was born to serve a woman in this manner. I reflected on how lucky I was that Megan discovered my secret. Obviously, she really enjoyed her dominance of me. My wife was now my Mistress, and to make things even better, a caring and gentle one. She had never done anything to me that caused anything more than momentary discomfort, and then only when absolutely necessary.

As I grew more drowsy, my thoughts moved to what was to happen the next day. I must confess to a slight feeling of anticipation mixed with a little dread. What would it be like to spread my legs and accept Megan's strap-on dildo inside me? How much would it hurt? Would I start to enjoy the feeling of another person invading my most secret place? My reverie was cut short with the realization that my thoughts were those that had to have gone through the head of every girl ever confronted with the impending loss of her virginity. My last thought before drifting off was that I hoped I wouldn't disappoint Megan when the time came.

Sunday morning came all too soon and I awoke a few minutes before Megan came into my room. She untied the ropes from the cuffs and allowed me to visit the bathroom instructing me, "I want you to remove the plug and wash it thoroughly. You may then relieve yourself. Let me know when you are finished."

I hurried into the bathroom and to my consternation, the moment I pulled down my panties, the butt plug fell out! My body had adjusted to the point that unless I made a conscious effort to hold it in, it would slip out. I was about to put it back in before Megan could see that it wasn't where it belonged when I noticed her standing in the open doorway.

She noticed my look of consternation as I vainly attempted to put the plug back. "I rather thought something like that would happen. You poor girl! It's obviously too small for you now. Finish going to the bathroom. When you are finished, I want you to remove your pretty lingerie and join me in your room. There is no need to put the plug back in. I have something else in mind."

It took but a few minutes to complete my morning toilet and I presented myself to Megan as instructed. She was sitting on my bed with a package at her side. "Come here girl and stand in front of me, facing away," she commanded.

I did as she instructed, slightly nervous about what might be in the package at her side. "

Now bend over with your legs spread as far apart as you can manage and grab your ankles. Since you have obviously outgrown last night's toy, I'm going to have to use another type to prepare you for your deflowering."

I assumed the proscribed position and soon felt the cool moistness of the lubricating gel being applied to my backside. Megan took a moment or two to explore my pussy with her fingers, massaging my prostrate until I was erect.

She reached around me to feel my erection. "Would you look at that?" she exclaimed. "The minute I start to play with her pussy, her clit gets all hard and excited. It's almost as though she's starting to associate having her pussy filled with sexual fulfillment. I suppose I shouldn't be surprised, eventually all girls do. You're going to love what I'm about to do to you. This will feel so good. You're may never want me to take it out."

I felt a slight pressure at my opening and relaxed, allowing Megan to insert her new toy inside me. Because I had just spent the last eight hours with the old plug inside me, this one went in with no difficulty whatsoever. To my surprise, it was much smaller than the previous one and I wondered what Mistress had in mind. If I had problems with the last one, wouldn't a smaller one create even more of a dilemma for me?

I needn't have worried! I heard a strange sound, like the one a blood pressure cuff makes when it's being inflated. With each repetition of this sound, the plug in my "pussy" grew a little larger. Just as I was about to tell her that I was getting uncomfortable, Megan stopped pumping and closed the valve at the base of the plug. "There you are my pet. You are now in the final phase of being stretched and prepared for your deflowering. If you start to feel as though it is about to slip out and needs to be larger, you are to tell me and I will see to it. If everything goes right, when I take your cherry all you'll feel is the pleasure of being made love to by your Mistress. I think today will be an easy one for both of us. I'm going to fore-go your morning exercise regimen. I want you well rested for tonight. Besides, I want to allow my anticipation to grow as well. It's not every night I get to take a girl's virginity."

She walked from the room, calling back to me as she left, "I want you to put on your pale blue baby doll nightie and join me in the kitchen. I'm going to make us a good breakfast and then we'll relax a little."

When she left the room, I stood and while marveling at how good it felt to be so filled, slipped the baby doll nightie over my head. Once again as the slippery fabric caressed my body, my "clit" began to grow. This was even more evident when I pulled the gossamer like panties up my legs and over my privates. I slipped my feet into a pair of white slippers and went down to join my Mistress.

As I entered the kitchen, she looked up at me and smiled her approval. "Very good my pet, you are excited aren't you? I know how much you have to be anticipating tonight. Sit down now and eat the breakfast I've prepared for you."

I sat at the indicated place. Megan had prepared some sliced fruit and a bowl of cereal for me. I thanked her and ate, savoring the flavor of each mouthful. My enjoyment was somewhat impaired by the unrelenting pressure of the butt plug. Sitting had exacerbated the feeling of being completely filled and stretched. Megan noticed me squirming a little as I tried in vain to find a way to sit that alleviated my discomfort.

"You will get used to it my pet. I don't want you to hurt yourself though, so I think when you're finished with your meal and have cleared the table, you had better lie down for a while. You may join me in the living room and I'll make sure you're comfortable before I go out for a little while. I have to do some more shopping in preparation for tonight. While I'm gone, you are to do nothing but rest and think about what is about to happen in your life."

I finished the last of my cereal and quickly set about clearing the table. Once everything was spotless, I went into the living room to be with Megan. She was already dressed and ready to go out, one hand behind her back.

She smiled at me and said, "I know you want to behave while I'm gone, so I have something here that will help you. Pull your panties down a little and I'll show it to you."

Once I had my panties down, she moved her hand from behind her back, showing me the latest device in my torment. It was a metal cock sheath with a strap designed to lock it in place. Megan reached down and slipped the sheath over my cock before fastening the strap around the base of my genitals. Next she produced a tiny brass padlock and fastened it to the miniature hasp in the strap.

"There, my pet, now you won't be tempted to play with your clit while your Mistress is gone. As you can see, you will still be able to use the bathroom, but there's no way you can play with yourself, the sheath will protect my interests in that matter. In fact, I will demonstrate what will happen if you do attempt to diddle with yourself."

She swooped down on the head of my cock, sucking it into her mouth. She ran her tongue over the head, flicking the tip against the underside of the glands. In just a few seconds, my cock was growing, trying to escape the confines of the sleeve. The larger it got, the more uncomfortable I became, until the pain caused it to deflate on its own accord. Satisfied that I had learned the lesson she was giving, Megan stopped and grinned up at me. "You see, if you attempt to play with your clittie, all you're going to accomplish is to frustrate yourself. You will have to behave while I'm gone. If you're a good girl, I will give you a present when I return. There's just one more thing I have to attend to before I leave. As long as your panties are down, I may as well inspect your plug. Turn around and spread your legs so Mistress can make sure you're properly plugged and inflated to the proper amount."

I felt her tug at the base of the plug, checking to see that it was not about to come out. "That's wonderful," she exclaimed. "There has been no air escaping at all. It goes to show that when you buy a quality product, it really pays off."

Satisfied that I was prepared for her absence, she pulled my panties back in place and turned to leave. "There's plenty of mineral water in the refrigerator if you get thirsty and the remote for the television is in the drawer of the coffee table. I want you to relax while I'm gone, so feel free to make yourself at home."

She kissed me on the cheek and left me to my own devices. I took a moment to examine the sheath around my clit and found it was as sturdy as I had first feared. There would be no hanky panky while Megan was gone. I contented myself with doing just as she had instructed and sat down to watch a little television. There was only one problem. I found that the only thing I could do was watch a tape Megan had left in the VCR. Every time I tried to change to regular television, I got an error message stating that option was not available. Obviously, Megan had intended me to watch the tape, so I got comfortable and pressed the play button.

As the tape played it became readily apparent that it was about the feminization of an unwilling male. The title of the video was "Forever in Panties." The whole thing was taking place in an office setting. The man was an executive and the woman his secretary. The message was quite clear now. Megan was giving me a preview of things to come.

I watched with rapt fascination as the woman in the tape inflicted her will on her unwilling subject. The premise was that she had found a pair of lacy red panties and a magazine showing men dressed in their lacies. He had thought it secure in the top drawer of his desk, but had forgotten to lock it just one time. That was all it had taken for his secret to come out. She explained in no uncertain terms that unless he danced to her tune, the whole company would find out about what she referred to as "his dirty little secret." This woman used none of the subtlety Megan had used in my journey into satin and lace. She pulled a bra, garter belt and stockings to match his panties from her purse and made him strip and put them on. Once he had completed this task to her satisfaction, she made him put on a pair of heels and model the lingerie for her. She instructed him in the proper way to swing his hips in an exaggeration of the typical runway model's walk. Once she was bored with this, she reached again into her capacious purse and pulled out four pairs of handcuffs, the kind you can buy at a novelty store. She made him lay face down on his own desk and fastened his ankles and wrists to the legs. He was now spread-eagle, open and vulnerable to whatever she wanted to do. She walked around to where his head was and raised her skirt to show him that she had taken off her panties just before confronting him with her blackmail scheme. The camera zoomed in for a close up of her brunette pussy, framed perfectly by her mint green garter straps. She grasped his head with both hands and shoved her pussy hard against his mouth, forcing him to give her oral attention until she came, bathing his tongue with her oils.

If this slave thought she was finished abusing him, he was sadly mistaken. She used her previously worn green panties to gag him with, forcing them into his mouth before securing them with his own belt. She then pulled a dildo and strap on harness from her bag and after stepping into it, walked to where his ass was laying at the edge of the desk. He tried in vain to close his legs, but the cuffs prevented it. She slipped a finger first into a jar of petroleum jelly, then into his nether hole, coating it thoroughly. Sensing what was to come, he tried to protest, to ask for mercy but the panties in his mouth precluded anything but a muffled moan. She continued coating both his ass and the dildo protruding obscenely from her groin. When she was satisfied he was ready, she slowly positioned the dildo at his hole and thrust herself inside him with one smooth motion. This shot was taken in such a manner as to show his face as she entered him. The look of pain and surprise on his face was not contrived. I was sure he really was suffering, his ass screaming from the unwelcome invasion. She paid no heed to his pain, continuing to stroke herself in and out until the friction of the dildo against her pussy drove her into the throes of another shattering climax.

Not until then did she relent, pulling the dildo from his ass. She reached beneath him and finding his cock, teased him about how hard it was. She wondered aloud how could his cock stay so hard if he didn't like what she had done to him. She removed the belt holding her panties in his mouth and using them on his cock, stroked and teased him, urging him to fill her panties with his semen. The hapless male was in no position to argue and his body betrayed him yet again, spurting his male essence into the silky folds of the panties wrapped around his cock. The video ended with the secretary handing him a fresh set of lingerie and commanding him to put them on. She let him know that this was not to be just a one time affair, in fact far from it. He was hers now and his life was to be spent "Forever in Panties."

Watching the video had the predictable effect on my cock, and the restraint of the sheath had made me quite uncomfortable, not uncomfortable to shut the video off, just enough to constantly remind me that I was restrained in the most effective manner possible. I knew it would not be possible to attain any sort of relief while in the cock restraint, so I didn't bother trying. The combination of the harness on my maleness and the constant pressure of the inflated butt plug coupled with thoughts of what Megan was going to do that evening and the effects of the video, made me as aroused as I had ever been in my life. To be that excited and at the same be denied the ability to relieve the pressure building in my loins was sweet torment indeed. I found myself looking forward to Megan's return. I was ready to accept anything if only she would allow me some relief from the pressure building in my balls.

I went to the entertainment center to remove the tape and noticed a stack of books and magazines piled on the built in bookshelf. Curious, I picked them up and started reading the titles.

It immediately became apparent that Megan had been planning my submission for some time. Virtually every title had something to do with women putting their men in panties. Some were obviously works of fiction, others more along the lines of a "how to" manual. It was one of the latter that caught my eye and I pulled it down and began to browse through it. It was titled "How to Petticoat your Man". The author took you step by step, all the way from identifying a likely prospect for feminization to the finer points of impressing on your new slave how enjoyable living in panties could be. While the author went to great lengths to impress the reader with the idea that men are here only to serve women, she also was quick to point out that at some point the slave should be allowed his own sexual release. It was also pointed out that at least initially, any form of release must be combined with either some form of bondage or humiliating situation, preferably both. A prospective Mistress was instructed to create a task/reward situation, associating obedience with intense pleasure.

At no point was a slave allowed to climax unless he was wearing lingerie. Furthermore, a Mistress must make sure he was denied the ability to "take matters in his own hands". The only time he would be allowed the pleasure of release was when he was with his Mistress and under her control. The author suggested the exact same harness I was now wearing. This left me with no doubts as to where Megan was getting most of her information. I intended to read further in an attempt to find out what other sorts of training I could expect when I heard the sound of Megan's car pulling into the driveway. I quickly put the book back and went back to the couch. I had barely settled there when the door opened and Megan strode in.

Glancing at the bookshelf, she commented, "I see some of my books are not where they were when I left. Were you doing a little light reading my pet?"

"Yes, a little," I admitted. "I wanted to get some idea as to what sorts of things might be in store for me."

"If our relationship is to flourish, you will have to leave that in my hands. You will have to learn to trust me and my judgement as to what is an appropriate training regimen." Changing the subject, she continued, "I trust you watched the video I left for you before you started snooping in my library?"

"Once I discovered that there was no choice," I replied. "I felt sorry for the man in that film, his Mistress wasn't anywhere as gentle with him as you've been with me."

"That was the primary purpose for my wanting you to see it. I want you to appreciate how easy you have it. Most women in my position don't give a damn about their sissies. In fact, a lot of them only enjoy themselves when their slave is in pain." She reached down and stroked my cheek, continuing, "You are fortunate that I would rather seduce you into your frillies than beat you into wearing them. I want us to share the pleasure of your submission. That can only occur if you are a willing participant in our playtime. I wanted to wait until later to take you to my bed, but I'm too worked up. It's time to begin your final preparations. I want you to go up to the bathroom and remove all your lingerie. I will join you there in minute to remove your plug and clit protector."

With no small amount of trepidation, I climbed the stairs and set about removing my nightie. I had barely closed the lid on the laundry hamper when Megan came in carrying a large rubber bag with a hose and nozzle attached.

"It's time for your next lesson in feminine hygiene. I want you to be able to fully enjoy the feeling as I take you for the first time. Now that the plug has done its work, the final preparation will be to give your pussy a good douche."

She put the bag down and used a small key to unlock the sheath from my cock. Next, she had me bend over and spread my legs while she deflated and removed the plug in my ass.

"Now, I want you to get down on your hands and knees and rest your shoulders on the floor," she said as she began to fill the bag.




Cyber Sissy Ch. 04



Once I was in the prescribed position with my ass thrust in the air, I felt her place the nozzle against my opening. She began to stroke my balls as she increased the pressure against my aperture until the nozzle entered. "I'm going to open the valve now. You will experience a little discomfort at first, but that will pass as your body adjusts."

At once, I felt an overwhelming feeling of warmth as the liquid began to enter me. Megan continued to gently stroke my cock and balls, distracting me from any feeling of discomfort as the bag emptied itself inside me. I thought the pressure would never stop until at last, I felt her remove the nozzle.

"I want you to stay in that position for a moment or two and let the solution do its work. If I let you empty yourself too soon, we'll have to do it all over again."

I did as she said until finally, I was allowed to empty myself. She then repeated the treatment, until at last, nothing was left inside me.

"Now that you're purged, we're going to share a shower," she said laughingly. "We don't want to be accused of wasting water, do we?"

I stepped into the large enclosure and started the water while Megan disrobed. She joined me, confident in her beauty as my eyes were drawn to her nakedness. I reached out with the washcloth intending to wash her when she playfully slapped my hands away. "Oh no my pet, you're not going to wash me, far from it. I will be the one to wash you. You may consider it part of the seduction."

I stood meekly as she took the washcloth and soap and lathered my body. As she got to my ass, she slipped a finger inside and gave it just a couple of strokes. "Is my pet really ready for his Mistress," she whispered? "Does she want her Mistress inside her, pumping and thrusting, feeling my thighs against her ass?" She put a finger against my lips, precluding a response. "You're done," she declared. "Get out and dry yourself."

Megan helped me dry my back and I was allowed to do the same for her. "We will now go into my bedroom," she commanded. "I bought you something special to wear, just for tonight. I think it's appropriate for your first experience as a woman."

As I entered her bedroom, my eyes immediately fell on the gorgeous white peignoir and matching marabou trimmed slippers laying on her bed. I immediately picked it up and marveled at how feminine and pretty it was. It was satin, overlaid with delicate lace. At the bodice were sewn tiny pearls, adding to the femininity of the garment. Megan smiled at me and teased, "I found this at a bridal shop, I hope you approve of my taste?" As I was about to tell her how thrilled I was, again she shushed me with her finger. "Don't bother answering, I can tell you're pleased."

Taking it from me, she gathered the hem of the gown and held it up. "Come on, let your Mistress put your pretty new nightie on for you."

As the gown slipped down my body, I once again was filled with wonderment at how good the fabric felt as it cascaded down my body. Megan then held the robe while I slipped my arms through the sleeves and helped me tie the satin belt about my waist. I picked up the slippers and slipped them on, completing the ensemble.

Once I was properly gowned, she went to her closet and came out with a jade green chemise. She quickly slipped it on, covering herself from my gaze.

Megan went over to a small table with two brocade chairs and sat down. "As much as I want to throw you on the bed and take you, I think it better if we prolong the anticipation of the moment," she said. Go to the kitchen and open the refrigerator. I want you to bring the champagne and glasses you'll find inside back here. I quickly complied and at Megan's behest, opened the champagne, pouring us both a glass. As I sat opposite her, she raised her glass and proposed a toast, "Here's to you, my pet. Tonight will complete your passage into womanhood. I must warn you though, after tonight, there can be no turning back. Think carefully and know the consequences. Your life will change. At the moment of penetration, you will be mine completely. You must be ready to make that sort of commitment to me. I haven't brought you this far just to see you leave. If you are having any second thoughts, now is the time to let me know." She held her glass up, her eyes fixed intently on mine as she waited for my response.

The import of her words burned their way into my brain. This was it then, the time for me to choose my destiny. This was the moment I would choose my future. If I accepted, my previous existence would be irretrievably gone. Although nothing had been said, I knew that if I declined, Megan would leave me. That was a consequence I wasn't ready to accept. My business life was one of constant pressure, one where I had to make decisions affecting the lives of many people. Megan had shown me the joys of living a life of submission, one where all decisions were made for me. There was no way I could ever give up that part of my life. I had to accept. To do otherwise was unthinkable. It was with a slight tremor to my hand that I raised my glass and clinked it gently against hers.

Not breaking eye contact, she smiled as we both took a sip of her wine. The bargain was now sealed. There was no turning back.

"I'm so happy with you my pet," Megan said softly. "I will do everything I can to make sure you never regret your decision." She put her wine down and stood, extending her hand across the table. "Come, my pet. I can't wait any longer. I want you in my bed."

I stood as well and as I reached out to her, felt an electric like shock go through me as our hands touched. She lightly gripped my lace-covered wrist and without a word spoken, led me to the bed. She turned down the bed and removed my robe, leaving me in just my nightgown. Still mute, she pushed me gently back on the bed. She reached beneath her pillow and pulled out the leather cuffs. She fastened them to my ankles and wrists, restraining me in the usual position.

"I debated whether or not to restrain you," she explained. "But since this is to be your first time, I thought I'd take away your option to back out or interfere in any way."

Once satisfied that I was completely helpless, she ran her hand lightly down my front until her probing fingers found my cock. She grasped it through the satin of the nightgown, stroking it until I was erect. She pulled at the hem of my gown until it was gathered above my waist, leaving me completely exposed. She lowered her mouth to the head of my tool, giving it several butterfly like kisses. I instinctively began to thrust my hips upwards, wanting more. As I did, she pushed a pillow under me, raising my ass off the bed. "Don't move," she whispered. "I'll be right back."

She went to her dresser and returned with a clear jelly dildo attached to a leather harness and a bottle of lubricant. "Look here my pet," she said holding the dildo up for my inspection. "This toy will give us both pleasure. Your pleasure will come from the obvious, but mine from these delightful nubs at the base."

She was right. At the base of the dildo was a vertical row of soft latex nubs. Once it was strapped in place, the friction of intercourse would push them against her clit, stimulating her.

I watched in rapt fascination as she stepped into the harness. She fastened the buckles at her hips and climbed back on the bed, the dildo swinging obscenely in front.

Placing the lube next to her, she pushed my knees apart and began again to stroke my penis. "Are you ready my pet?" she cooed. "I've been waiting for this for so long."

She gave both the dildo and the entrance to my pussy a generous coating of lubricant. Next, she began to tease me, slipping first one, then two fingers inside my ass. I can't begin to describe the sensations that went through me as she found my prostate and began to massage it. The effect on my cock was immediate and intense. It began to spasm and twitch as though it had a life of its own. Megan continued to torment and tease me in this manner until I was craving more, eager to have her take me. She watched closely as I raised my ass from the pillow, undulating and grinding against her probing fingers.

She removed her fingers and leaned over to whisper in my ear, "Are you ready my pet? Do you want my cock inside you now?"

"Oh yes, please Megan take me," I gasped. "Make me your slut."

"You're going to have to better than that," she teased as she placed the head of the dildo against my opening. "Make me believe you want it. Tell me what you want me to do!"

"All right then, I can't wait anymore. PLEASE FUCK ME!!!", I almost screamed.

"Since you asked so nicely," she teased, "I'm going to do just that. I want you to remember this for the rest of your life. A girl only loses her virginity once and this moment will be special for both of us."

She ran the head of the dildo up and down the crack of my ass, coating everything with the lubricant. Then the moment was at hand. She gave the dildo one more dollop of lube and placed it again at my opening. As soon as I felt her begin to press forward, I raised my hips, giving her a better angle to achieve penetration. Ever so slowly, millimeter by millimeter, she pushed her cock inside me, until finally I could feel the flesh of her mons pressing against my ass cheeks. It felt incredible!! Even though I had been filled by the butt plugs, they were nothing like this. The toys she had used on me up to now had all been inanimate. This was much different. My body was on fire with desire, craving more of what I knew would be the best sex I'd ever had.

Megan began to slowly stroke her cock in and out, using the full length. My prostate was rubbed and teased with every stroke, driving me higher and higher on wings of ecstasy. Once she had a rhythm established, she bent over and through the satin of my nightie, sucked a nipple into the furnace of her mouth. This impelled me to even greater heights of arousal. I arched my back even more counter thrusting against her, driving the dildo back against her clit until she too began to breathe in pants and gasps.

"Oh YES," she groaned. "This is even better than I had hoped for. I knew you'd be good, but never dreamed it would be like this."

She placed one hand on either side of my chest and locked her elbows. I could tell that this would be the home stretch in her quest for climax, so I redoubled my efforts to meet her thrusts. She began to increase the tempo, stroking faster and faster until a look of total rapture came over her and she slammed herself deep inside me one final time. She held herself there, grinding against me. Knowing her time was now, I met her thrusts and began to grind back in the opposite direction. "OOOOHHHHHH YEEEEEESSSSSSSS,"she screamed. "I CAN'T HOLD BACK. I'm CUMMMMMMMMINNNNNGGGGG."

Her body shook and trembled for what seemed an eternity until exhausted, she collapsed against my bound form. "I'm so sorry my pet. I had hoped that you would climax as well but I got carried away with my own orgasm," she said.

"Please, don't apologize," I replied. "I wouldn't have had it any other way. You've been so kind and considerate that I wanted this time to be just for you. It's the only way I could think of to repay the kindness and consideration you've shown me the past few days. I have a confession to make. Time will tell of course, but I do know one thing for a certainty. I don't ever want to lose you. You've shown me so much about myself and what I really want in a relationship that I could never go back to a "traditional" romance."

She bent down and kissed me gently on the lips. "You don't know how happy it makes me to hear you say that. I want us to remain together for a long time. What began for me as an exercise in domination has turned into something else entirely. I feel a real connection with you, a spiritual convergence we never had before. I don't want to lose you either."

I kissed her back before saying, "Would you untie now me so I can hold you? I want to feel my arms around you and yours around me."

"Of course, my darling," she replied. She took just a minute to first strip off the dildo and harness, then she removed the cuffs holding my wrists and ankles. We lay there together, holding and stroking one another until we both drifted off to sleep.

I was the first to awaken. I looked down at her sleeping form, marveling at how beautiful she truly was. How could I have gotten so lucky as to have found someone this wonderful? I reached out and began to run my fingers around her nipple through the satin of her chemise. As it hardened to my touch, she began to stir mumbling, "Mmmm, I'll give you an hour to stop that." She reached down to my groin and began to massage and stroke my cock and balls until I was once again completely erect. I reciprocated by slipping my hand under the hem of her chemise, finding her fur-covered mound. I slipped a finger inside, surprised to find her still wet.

She pulled away and kneeling, continued to stroke my penis. I was sure she was going to continue until I climaxed, especially when she dipped her head and swirled her tongue around the head of my cock. This was not what she had in mind however. As I got closer and closer, she pulled away at the last second. "Not yet my pretty, I have another use for your stiff clit."

She rolled over and pulled me on top of her. She reached down and guided my cock to her wet slit. "Now that I've taken you like a girl, I want you to take me the same way. I want to feel your clit inside me when you climax. I want to feel you filling me with your juice."

The moist promise of her pussy was more than I could stand. As I slid inside her, the walls of her vagina began to spasm and contract, almost as though she was trying to milk my cock. Because of my high state of arousal, it took only minutes and I was exploding inside her. She must have been as ready as I was, because her second climax of the day was just seconds behind. Our bodies shook with pleasure as we both fell into the abyss of release.

We lay there holding each other for what seemed forever. Finally, Megan spoke first. "Lets take a shower and find something to eat." Teasingly she added, "I can't imagine what did it, but suddenly I'm famished,"

A short time later, we were both sitting at the dining room table polishing of the last of the soup and sandwiches we had prepared. Neither of us had said much, both of us lost in our own thoughts about what had happened.

Megan broke the silence, kissing me deeply, thrusting her tongue inside my mouth. "Now that your secret is out, you will be able to live your fantasy. Never again will you have to sneak about, hiding your lacies. From now on, you will live in satin and silk. I will be there to help, my pet. This is just the beginning for us."

End of part 4



Cyber Sissy Ch. 05



A fantasy by Miss Vicky

Part 5 (The Last One)

The rest of the evening passed with the two of us cuddling on the couch, each with a glass of wine. Megan had changed into a black floor length nightgown with a lace inset running diagonally across the front. This meant that with each movement of her body, I would catch a glimpse of various parts of her body. The sole intent of the gown was to tease and tantalize, never showing everything, yet never concealing it all either. I was still wearing the white bridal peignoir she had given me in celebration of my first complete experience as a woman. Even the most subtle movement caused the slippery fold of my gown to caress my body with the predictable effect on my privates. My hand was resting on her satin covered breast, the heat from her body warming my palm. At random intervals, I would run my fingers around her nipples. Obviously, her body responded to my ministrations, her nipples growing to their full distended length. At one point, she purred her approval and shifted her position to give me better access. I reveled in the knowledge that I was giving her pleasure, surely that was the reason I was put on this earth. 

l felt so happy and content with Megan. This wonderful woman had taken me away from my vanilla lifestyle and indoctrinated me into the love of lace and satin. Where before all I could do was fantasize about what it would be like to wear all those lacy garments, now I was going to be able to live my dream. 

As I lay next to her on the couch, I had to ask, "Megan, how did you know that I would respond so well to being put in panties?" 

"It was obvious from the sites I found in the computer that you had an interest in being feminized. I have to tell you, the more I explored the idea of putting you in panties, the more excited I became. My only concern was that it was just a fantasy and that you would not want to live it. I suppose you could call it woman's intuition. Somehow I just knew that you would be susceptible to what I had in mind. When I was a teen, my brother used to look at my panties hanging on the line with the same look on his face as you had every time I gave you a glimpse of my bra or garter strap. I came home unexpectedly once to find him with a pair of my panties on, masturbating himself. He was so engrossed, I was able to watch until he filled my panties with his cum. That was the beginning of a wonderful summer for the both of us. I discovered my secret desires to dominate men with lingerie and he learned to accept his penchant for panties. When he got married, I took his bride to be aside and explained how she could enhance both her marriage and her sex life at the same time. Poor Ron didn't know what hit him on their wedding night. Pam had packed two peignoirs, one for her and one for him. She told me afterwards how shocked he had been when she let him know that she was privy to his secret. He tried to deny it, but I had given Pam a picture of him during one of our dress up sessions. There was nothing he could do but submit to her and wear his frillies for her. She said that he had never stayed so hard for so long before. We still write to each other and she has him in panties all the time now. He couldn't be happier and neither could she." 

All the while she was relating this story, she had begun her own explorations of my body, stroking my cock through the slippery fabric of my nightgown. When I began to evidence the predictable effect, she teased, "I don't know which is exciting you more, the feeling of satin against your body or my fingers stroking you. Actually, I think itМs the combination of the two. You now have the best of both worlds." 

She continued her manipulation of my cock, wrapping the folds of my gown around and slowly stroking it up and down while she continued, "I have it all planned out you know. You will continue as before, working your way up the corporate ladder. There will be just one difference. Since youМve been using a temp since your last secretary got married, you are going to hire me as your secretary, starting tomorrow. Now, instead of just having an administrative assistant, you will have a true partner in your efforts, one that will take a personal interest in your success. Imagine how good it will feel to sit there in your business suit with the lingerie I've selected for you under it. Every time you move, the satiny panties will give the mildest stroking, reminding you of our secret. You will begin to look forward to five o'clock, when you can come home with me and slip out of your boy clothes and into some sexy lounge wear." 

My breathing began to grow deeper as she reached down with her other hand and cupped my balls while continuing to stroke my cock. "We will begin tomorrow", she went on. You will be allowed to keep one set of male underwear for those times that you must wear them. For example, your doctor would get quite a shock if you slipped off your pants to reveal a pair of frilly lace panties under them." 

By now, the effects of her teasing had become quite evident and I knew that if she continued, I would have an orgasm right there. I kissed her gently and whispered in her ear, "It sounds wonderful, but for now if you don't stop what you're doing, I'm going to cum in my nightie." 

"Don't be silly my pet," she chided. This is what I want for you. It excites me to know that no matter how hard you try, you can't resist the effects of your lingerie and my attentions." She increased both the tempo and the pressure against my cock, while gently squeezing and massaging my balls. "I can tell you're ready," she giggled. "Your balls are getting very full aren't they? That's all right my pet, I want you to cum." 

By now her hand was a blur as she stroked my faster and faster. As she sensed the onset of my climax, she licked the inside of my ear and whispered in it, "Now, come for me my pet. Squirt your juices into your satiny nightie. Think how good this feels and admit that you can't help yourself."

"Oh Megan, please don't stop! I'm going to cum," I gasped. \"That's it, my pet," she cooed. "Empty yourself into your nightie. Surrender yourself to the silkiness that surrounds your very essence. Reward your Mistress for her efforts." Despite having climaxed only an hour before, my cock erupted with another tremendous amount of jism. When I was apparently finished, she wrapped her fingers tightly around the base of my shaft and milked the remaining drops from my trembling body.

When I had recovered enough to take a sip of the wine, Megan shifted her position on the couch, leaning back with her legs spread. She pulled up the hem of her black nightgown to her waist, revealing her mound. "Look at what that has done to me," she said as she slipped her index finger inside her slit. "Getting you excited had the same effect on me. I'm all wet and hot inside." Gently she pushed my head to her lap.

As I approached her pussy, I could smell her musk. It was the distinct aroma of overheated woman. I knew what was expected of me and to tell the truth, needed no further urging in setting about my task. I slipped to the floor, kneeling between her legs. As I began to nibble and lick my way up the insides of her thighs, she raised herself off the couch and pulled the hem of her nightie down over my head, trapping me inside. It was like being inside a tent of black satin. The gown was sheer enough to allow ambient light inside, while being opaque enough to shut out outside distractions. As I neared her muff I extended my tongue as far as it would go. I wanted it to be the first thing she felt against her vaginal lips. Just before making contact, I began to flick it rapidly back and forth. The instant my quivering tongue made contact, it was as though her body had been assaulted with a cattle prod. She jerked convulsively, thrusting her hips toward my eager mouth. I pursed my lips and sucked her clit into my mouth before lashing it with my tongue. Her body jumped again and I could feel the onset of her climax. It seemed to build and build until with a scream that would wake the dead, she grabbed my head with both hands and pulled it tight against her pussy while her climax continued with wave after wave of ecstasy. I don't know how long it lasted, only that when she finally relented and released my head, her body was coated with a fine sheen of sweat. Her exertions had momentarily sapped her of all strength and she sagged back against the cushions of the couch.

I pulled myself up nest to her and laid my head on her shoulder. "That was just for you Megan," I whispered. You have given me so much pleasure, I had to try and repay you in some small way."

"I don't know if I could survive your repaying me with anything more intense than what you just did to me," she said ruefully. "That is the most intense climax I can remember. No one has ever eaten my pussy that way before. I don't think it was just the physical stimulation though. All I could think about was that my man was eager to please me, that all he wanted was for me to be happy. I've never had that before in a relationship and I find it to be quite arousing. Let's go to bed, we have a lot to do tomorrow."

I followed her up the stairs and went to my room to change out of my soiled nightie. I selected a pink babydoll nightie from my closet and was just pulling the matching ruffled panties into place when Megan called to me from her room. "When you've finished in there come to bed with me. From now on, you will once again sleep with me. That room will be reserved for those special times when I want to get a little dominant." 

I went immediately to the bedroom and as I walked into the room, Megan pulled back the covers on my side and patted the bed next to her. "Get into bed my pet. I want you next to me while I sleep. I'm sure my subconscious will supply me with some delicious dreams tonight and I want you there next to me when I wake up."

I slipped in next to her and leaned over to give her a kiss. She pulled me hungrily down to her mouth and drove her tongue into me. "This is more perfect than I dreamed," she said softly. "I have my man just the way I always fantasized of, in bed with me and wearing his lacies. Now we had better get some sleep. We have a full day tomorrow."

I rolled to my side and did as she said. I must have been tired, I fell immediately to sleep. I was awakened the next morning by the delicious feeling of Megan's fingers inside my panties, caressing and stroking me until I came fully awake.

"Wow, what a way to get a wake up call," I murmured. "If I thought you'd do this every morning, I'd throw away the alarm clock"

"I just couldn't resist," she answered. There's something about a penis inside a pair of frilly panties that turns me on. Its too bad we don't have time to take advantage of it. I'm afraid you'll just have to look forward to what will happen the moment I get you home tonight. Come along my pet, we have to get ready to face the world." She got out of bed and went to the bathroom. I joined her and together we quickly showered and came back to the bedroom to get dressed.

Megan went to her dresser and came back with yet another package from her favorite lingerie store. Handing it to me she said, "Put these things on. I bought them especially for your first day at the office in your panties. As you will see they are quite special."

I opened the package to find a complete set of black lingerie. They were as Megan had said, quite unusual. The panties were black with lavender lace trim. They had been custom embroidered with the words "Megan's Panty Boy". Also in the package was a pair of black stockings with a lavender back seam along with a garter belt and camisole, both in black with trim to match the panties.

Megan watched with an amused smile as I examined my new treasures. "As you can see, IМve been planning this for sometime. You can imagine the look on the salesgirls face when I told her what I wanted embroidered on the panties. I thought she would explode, she was trying so hard to hide her astonishment. She did quite well though and after a while she asked me why I was doing this to my man. I explained the advantages to keeping a man in panties to her and she showed considerable interest in the idea. She went so far as to suggest that next time, I bring you in for a custom fitting."

My face must have shown my consternation at that idea, because Megan immediately added, "I don't know how comfortable I would be with the idea of giving another woman a chance to see how desirable you look in your panties. Well anyway, that's a matter for future discussion, we have to hurry if we don't want to be late."

I put on my new lingerie and then covered it with my normal business attire. I reflected on how fortunate it was that my socks were calf length, allowing me to easily hide the pretty stockings Megan had bought. We quickly ate a bowl of cereal and coffee and each taking our own car, drove to the office.

My schedule that day was quite hectic. There was a meeting of the department heads that I had to attend. I sat at my usual place in the meeting room and waited my turn to present my proposals for our upcoming fiscal year. There was only one problem. All through the day, every move I made caused my cock to be stroked and teased inside my new panties. The lacy camisole rubbed my nipples as well, keeping them erect with an unrelenting teasing of the slippery fabric.

Megan hadn't made it any easier either, taking every opportunity to lean over my desk, exposing the lacy top of the lavender bra she wore. Her other little trick was to go to the file cabinets and pretend to look in the top drawer. She would look over at me and pull the hem of her skirt up, exposing her garter strap and give me a lewd wink Not satisfied with just that, she would occasionally come behind my chair and then speak in a soft tone, telling me what would happen to me when we got home.

The person next to me was Lydia Comstock, the head of Human Resources. On several occasions, I thought I saw her glancing at my crotch. I looked down to see that my slacks had a distinct bulge in them. There was nothing I could do but sit there and cross my legs, hoping that would hide my erection.

My turn came and I gave my report, emphasizing my departments higher goals for the coming year. The president of the company complimented me for the job we had done the previous year and the objectives we had set for the coming one. When I was finished, Lydia turned and congratulated me, "Nice presentation Jim, I'm sure you made a big impression on the president. I know you made one on me." This last statement was made with a definite look a my crotch. She reached out and gave me a congratulatory pat on the thigh. I could see her eyes change as she realized that there was a garter strap under my slacks. "My, but aren't we full of surprises," she said with a slightly ominous tone. I said nothing, merely averting my eyes. "Don't worry, as long as you play ball, your secret is safe with me," she continued. "Perhaps we might have lunch someday. You can tell me how you came to your choice of undergarments. I'll be expecting your secretary to call with a date and time. Don't make me wait too long or I'll have to make you sorry." Mercifully at this point, the President adjourned the meeting. I didn't say a word to Lydia. I just joined the group as we all trooped out to our respective offices.

Megan met me as I came through the outer office. "How did the presentation go?," she asked. 

"I have good news and bad news," I replied. "First, the good news, the presentation went very well. The president was obviously impressed."

"I assumed that would be the case," she replied. "Come on, don't keep me waiting. What's the bad news?" 

I told her about Lydia Comstock's apparent discovery of our secret and her veiled hint about exposing me. 

"That is something we will have to deal with in an appropriate manner. She strikes me as the type of bitch that is always looking for a way to embarrass others. Don't worry my pet, when the time comes, I will think of a suitable way to make sure she won't meddle or humiliate either of us. I haven't gone to all this trouble and expense to have her obstruct our future together." 

She patted me on the cheek to reassure me that all was well and Mistress would take care of everything. The rest of the day passed quickly and before I knew it, I was on my way home. Megan showed me where she had hidden my male underwear and together we threw it in the trash. True to her word, I was allowed to keep only one set of briefs for those times I would be at the doctor's office. "You will never have to wear these nasty boring undies again," she proclaimed. "You are mine now and I will keep you forever in lacy panties and lingerie. You have to admit, you have a much wider variety of things to wear. You can match your undergarments to either your mood or mine. I can put you in something slutty or chaste, depending on what I want to do to you that night." Megan took my hand and led me to the bedroom. "Don't move a muscle," she ordered. "I want you to just stand there while I remove our clothes." She removed our clothes in corresponding pieces, first my shirt, then her blouse until we were both left with nothing on but our panties. Saying nothing, she took me again by the hand and led me to the bathroom where she quickly stripped us both of our remaining clothes. She used a fleet enema on me to ensure I was nice and clean inside and then we showered together. When we were dried off, instead of going to her room, she took me to what had been mine. I knew from our earlier conversation that this meant she was in a dominant mood. She ordered me onto the bed, placing me on my hands and knees. I meekly complied, secretly relishing the idea of being "forced" to serve my beautiful Mistress. She next slipped a black satin sleep mask over my eyes adding, "Don't peek now and hold that position. I have a surprise for you." I heard her rummaging in her night stand and shortly, I felt my wrists and ankles being cuffed and tied tightly to the corners of the bed. To make sure I couldn't resist whatever she had in mind, she ran an additional pair of ropes to my thighs, just above my knees. When she was finished my legs were spread wide apart, giving her complete access to my privates. I was now helpless to stop her from doing whatever she wanted to me. I wondered to myself how a woman could be so feminine and caring one moment and so demanding and strong the next.

My reverie was cut short my her next statement. 

"Its time to give your Mistress a reward for all her efforts," she intoned. "Open your mouth my pet, you are going to learn how to suck my cock. I want to watch as it slides into your sissy mouth. You are going to get the full length of it all nice and wet before I use it on your sissy pussy." She grasped me by the ears and place the head of the dildo at my lips. 

I obediently opened my mouth allowing it to slip between my lips. She fed it to me an inch at a time, chiding me for my inability to take it all deep in my throat. "Relax your throat my pet, let your Mistress bury her cock in your sissy mouth." I did as she said, and before long the entire length of it was being pumped in and out of my mouth. I could hear the tempo of her breathing increase as she continued. Oh my precious slut, you should see the vision you make. Your sissy lips wrapped around my cock as it slides in and out. You want this don't you? You want me to make you my sissy. Alright then, you are going to get the fucking of your life. I can't wait any longer. I have to take you like a girl before I explode." 

She pulled the cock from my mouth and went behind me. I felt her coating my pussy with lube just moments before she entered me. This time she had not spent any time preparing me, so I was tighter than the last time. The pressure needed to penetrate me was transmitted back down the length of her cock to her clit. I was just beginning to relax and enjoy myself when I felt her hands on my shoulders. Using them as leverage, she thrust herself deep inside me. Her nails dug holes in my shoulders as she gave in to the overwhelming climax shaking her body. "Oh my God!," she screamed. "I can't stop cumming!" I took this as my clue to thrust myself backwards, increasing the pressure against her clit even more. "Yeeeeesssssss," she screamed. "That's my sissy. Make your Mistress cum again!" Once again, I felt her nails penetrate my skin as yet another wave of pleasure coursed through her body. At last, she let go and collapsed against me, the dildo still buried deep inside me. It seemed as though it took forever for her to regain her composure enough to pull the dildo from my ass. She didn't say a word as she untied me and took me back to the bathroom for a quick shower to rinse the sweat from our bodies. Not until we were back in her room did she speak, "You have certainly lived up to my expectations my pet. I think you were born to be a sissy slave. Find yourself a nightie and lets go to bed. Your Mistress is tired and needs some rest. 




Cyber Sissy Ch. 05



I slipped into a frothy mint green nighty while she put on her red satin gown and we joined each other in bed. As I dozed off, I felt her finger insinuate themselves into my panties. That is how I went to sleep, with my Mistress's fingers around my cock. I can't begin to describe the feeling of contentment I felt at that moment. 

The alarm went off at 6:30 and we both dressed for the day. My lingerie was a pretty pair of eggshell panties with built in garters. Of course the camisole matched with lavish lace at the shoulders and bodice. By the time I had my suit on, Megan was already waiting for me in the kitchen. We wolfed down a quick breakfast and drove to the office, again in separate cars. The day was not that busy, sort of a welcome lull after the hectic two weeks getting ready for the prior days meeting. I was just settling in to read one of the trade journals when Megan came in with my morning mail. She had a very determined look on her face as she handed me one piece in particular.

"The bitch didn't waste any time," she said ominously. "This is from Lydia Comstock and its addressed personal and confidential, as though that would stop me. Open it, let's see what that conniving shrew has in mind." 

I opened the envelope and read the note inside. It read: 

Dear Jim, (or should I say Jamie?) 

I was quite pleasantly surprised at my discovery yesterday. Who would of thought our macho executive had a penchant for panties. You were wearing panties with the garter belt weren't you? I wonder what color you chose for that meeting. Was it a power color like red or something more soft and feminine? 

I don't think the President of the company or any of your peers would understand if they knew. For that matter, what would your pretty little secretary think if she knew her boss wore panties to work? I propose we set up a quiet rendezvous to discuss what I will require of you if you want me to keep our little secret. 

You will get a motel room for two tonight, registering under the name James Comstock. You will wear white panties, bra and garterbelt. If you don't have a set like this, you are to purchase one. It is important to me that the first time we are together, you be in something virginal and pretty. Once you are in the room and settled, you are to strip off all your boy clothes and call 555-1234 at exactly 8:00. You will give the motel address and room number. I will join you and tell you what it is I expect from you. Don't worry, you might even learn to enjoy it. I'm sure I don't have to elaborate about what will happen if I don't receive your call. 

Lydia Comstock

"We will have to take care of this sooner than I thought," Megan commented. "I have an idea as to how we can get her off our backs and have a little fun at the same time. I'm going to take the rest of the day off. I'm going to be busy preparing a few surprises for our Ms Comstock. I will call you and let you know where to go to after work. Be sure and bring several change of lingerie with you."

The rest of the day seemed to drag as I waited for Megan's call. On my way back from the coffee machine, I ran into Ms Comstock. She stopped and looked me up and down, pausing perceptibly at my crotch. She caught my eye and gave me a smile as though we shared a secret. I said nothing averting my eyes from her gaze. She came closer and whispered, "I can't wait to get my hands on you tonight. You are going to be there aren't you?"

Mutely, I nodded my acceptance and we both continued back to our offices. When I reached my desk, I had no sooner sat down than my private line rang.

Megan's voice was at the other end with my instructions. "I have taken two connecting rooms at the Starlight motel. You will be in 132 and I will be next door in 131. You will find a bottle of wine in a bucket of ice on the dresser. Next to the ice you will find two pills. I want you to take both of them as soon as you get there. The wine is drugged and will put her to sleep within 5 minutes of drinking it. The pills are the antidote, allowing you to drink with her without any effect. When she gets there, you will find an excuse to pour a glass for both yourself and the bitch. Go along with whatever she wants until the sedative takes effect, then open the connecting door to my room. I have several surprises waiting for the bitch in there. This will be a night she won't soon forget, but not for the reasons she's thinking." With that last ominous statement, she hung up, leaving me to wonder what sort of diabolical plan she had in mind.

I left work a few minutes early so I could shower and change into my white lingerie. When I came out of the shower, I went to my dresser and because I now had several white ensembles, chose my favorite. It comprised of a satin half cup bra, French cut panties with lot of lace at the sides and leg openings and lace trimmed garter belt. The stockings were of course seamed and ultra sheer. Following Megan's instructions, I packed a small bag with several more changes of lingerie including some crotchless panties as well as my black and my pink baby doll nighties. I also put my white mules with the marabou trim in for good measure. I didn't know what Ms Comstock had in mind for the evening, but I knew my Mistress would approve of the extra lingerie. Noticing my time running short, I threw the bag in my car and drove to the motel for my meeting with Sylvia.

The desk clerk gave me my key and I went to the room. Just as Megan had said, the wine and pills were there. I wasted no time, hurrying to take the pills before calling Sylvia. I dialed her number and she answered on the first ring. "Sylvia, this is Jim," I announced.

"Good, you're on time," she replied. "I like that in a man. Are you dressed as I told you?" "Yes, just as you said, white panties, bra and garter belt." 

"Give me the address and room number, I cant' wait to see the big executive in his panties." 

I gave her the requested information and she hung up, telling me to wait for her arrival. She further instructed that I was to answer to motel room door dressed only in my lingerie, that she didnМt want to waste any time removing my male clothes. I paced nervously, wondering just what I had gotten myself into. Just as I reconciled myself to trust Megan to take care of everything, there was a knock at the door. I looked through the peephole to see Sylvia there. I opened the door and stood behind it, blocking any casual observers from seeing me in my lingerie. Sylvia swept into the room, turning to face me as I closed the door. "Be sure and lock the door Jim, I don't want anyone to disturb us," she ordered. "When you've done that come over here, I want a better look at you."

Once I had complied, she ran a fingertip over the bulge in my panties. "Would you look at this?" she commented. "A nice big cock all wrapped in satin and lace. I think I'm going to enjoy this a lot." 

"Would you mind if we had a glass of wine first?" I asked. "I have to admit I'm a little nervous and it might help me relax a little." 

"Of course, that's a wonderful idea. You may pour us both a glass." 

I poured the wine and turned to see Lydia shrugging her blouse from her shoulders. She said nothing, but continued to undress until she was left with nothing but her black lacy bra and panties. "Do you like what you see?" she asked, taking the glass of wine. "Don't bother answering, it really doesn't matter what you think. I know your secret and that's all the control I need to turn you into my boy toy. Because I am so devoted to my career, I don't have time for a conventional relationship. I do have my needs however and you will be the one to satisfy my requirements in that area. As long as you go along with my little games, your secret will remain between the two of us. If you should disappoint me in any way, I will make sure everyone at the office knows that their hotshot sales director is a panty boy." By now, She was beginning to slur her words and sway a little. "This wine is really going to my head. I don't understand this. Normally, I can have several glasses before I start to get light headed." She sat on the bed and just after putting her glass on the night stand, fell back on the bed with her legs splayed. 

I gave it a couple of minutes to make sure she was completely out before going to the door that connected to Megan's room. I knocked twice to and called her name, wanting to make sure that it really was Megan in there. 

"Is the bitch sleeping now?" she asked as she opened her door. 

"Yes, it only took a couple of minutes after she drank the wine." 

"Good, I was worried that I might not have gotten the dosage right. I trust you are feeling no ill effects, that the antidote worked as it was supposed to?" 

"No problem at all," I replied. "Actually, I didn't have to take more than a sip. She was too busy telling me how she owned me and wasn't paying attention to whether or not I was drinking with her." 

"Then everything is ready. Help me carry her into my room. I've made some special preparations for tonight's fun. Trust me, she won't forget the lesson she's going to get tonight. I doubt she'll be playing any more blackmail games ever again, certainly not with you my pet." 

"I was really worried that something might go wrong and I'd have been left at her mercy. You have no idea how glad I am that everything went as you planned," I said as I picked Lydia up. I carried the sleeping body to Megan's room and laid her on the bed. 

Megan went to a suitcase and pulled out a box from the adult toy store she patronized. "Take a look at this my pet. This little toy is called The Scorpion," she said as she took it out of the box and handed it to me. It was made of a jelly like material with a battery box at the end of a pair of wires. There was also a harness designed to go around the tops of the legs and around the waist. "As you can see," Megan continued while grinning devilishly, "There is a long tail at one end and a pair of pincers at the other. The pincers will go around her clit and the tail will be inserted in her ass. I can assure you that as soon as I turn on the power, both her clit and her ass will be assaulted with incredible stimulation. She came here expecting some sexual stimulation and I'd be the last person to deny a girl a good time. Pull her panties down a little and I'll get her ready for the surprise of her life." 

I did as Megan instructed. She then had me roll Lydia onto her side and after lubricating the tail of the Scorpion, slid it into her ass. Satisfied that the tail was now in place, she parted her labia and placed the pincers on either side of Lydia's clit. "Hold this in place while I fasten the straps," she ordered. I did what she said and soon the toy was securely fastened to Lydia's sleeping body. 

"Now I want you to put her in the chair next to the dresser," she continued. After pulling her silky panties back in place, I again picked Lydia up and carried her to the chair. As soon as I had placed her in it, Megan attached leather cuffs to her wrists, ankles and thighs. Each of these in turn was attached to the chair with lengths of nylon rope. "We have to hurry, the sedative is due to wear off soon, Megan said as she fastened a leather collar around Lydia's neck. This was tied to the back of the chair with yet another length of rope. As a final touch, she opened Lydia's mouth and inserted a penis shaped gag. It was attached to a harness with straps under the chin and around her head. Once the straps were fastened, I could see that there was no way the gag could be expelled. As a finishing touch Megan added a blindfold. Lydia was now completely helpless, her legs spread wide apart. She was unable to move, to see who her captor was or call for help. "There, now all we have to do is wait for the bitch to wake up," Megan said as she stood back admiring her handiwork. "There is a fresh bottle of wine in my bag, be a pet and pour us each a glass while we wait for our new toy to wake up." 

I poured the wine and as I was about to hand Megan her glass she asked, "Did you bring any crotchless panties with you?" 

"Yes, several pair. Would you like me to slip into any particular ones?" 

"If you brought the naughty purple set with you, put that on. You know, the one with the half cup bra and crotchless thong panties. Don't forget to put on the matching garter belt. I intend to take several pictures, so I want the full effect." 

I retrieved my bag from the other room and stripped off my white lingerie. The lingerie Megan had referred to was not entirely purple, but also trimmed in black lace. I slipped the panties, bra and garter belt on before selecting a pair of black stockings to complete everything. When I was done, my clit was at full attention, sticking straight out of the lace trimmed slit in the panties. 

Megan laughed and caressed it, "I just love the way it sways back and forth when you move. As soon as the bitch wakes up, I think you may have to use this replace the gag she has now. I'm sure she'd much rather have the real thing." 

Any chance I might have had to reply was interrupted by Lydia's soft moan as she began to come out of the drug induced sleep. We watched with amusement as she regained consciousness, only to discover that she couldn't move, see, or make a sound other than a muffled moan. 

Megan walked the chair holding her prisoner and whispered in her ear. "This is not quite what you had in mind, is it? I'm sure you had all sorts of plans for Jim, but I'm afraid I'm not willing to share him unless I can be here to direct the fun. Would you like a little preview of what you will experience tonight? Oh wait, you can't answer with that penis gag in your mouth. How thoughtless of me! I will just have to assume that you want it." She reached down and turned the Scorpion on, using the lowest setting. The effect on Lydia was immediate. The instant the toy began to vibrate, she bucked against her restraints in a vain attempt to escape. Megan's response was to turn the toy up to it's highest setting. Lydia now began to moan and writhe in the chair as the toy assaulted both her ass and her clit at the same time. It was quite clear that her orgasm was only seconds away when Megan pulled down the lacy cups of her bra, motioning me to come closer. The instant her orgasm began, Megan pushed my head to her nipple. I knew what was expected and quickly sucked it into my mouth and lashed at it with the tip of my tongue. I could smell her musk now, the unmistakable aroma of a woman in heat. The front of her panties were becoming wetter by the second as her body responded to the ministration of both the toy and my mouth. Her entire body began to quiver, every muscle taut as her climax overtook her. By the time the last spasm had subsided, her panties were completely soaked with her juices. Megan turned the toy off and leaned next to Lydia's ear. "You came here to get some jollies and I'm just the girl to see that you're not disappointed. You are going to cum again and again. You see, this falls under the heading of watch out what you ask for, you might just get it. Are you ready dear? "I'm going to allow you more pleasure now." 

Megan went to her bag and came back with a pair of scissors which she used to cut away Lydia's panties. Lydia jumped a little at the feel of cold steel against her skin, but relaxed once she figured out that it was just her dainties that were to be put to the scissors. As she felt the cool air against her totally exposed private place, Lydia began to shake her head violently back and forth, straining against the collar and rope holding her head back. She might as well have saved what little strength she had left. 

Megan's response to all this was to just smile a little and once again turn the toy on. To make matters worse for our captive, she bent over next to her and whispered seductively, "Were you going to make Jim go down on you tonight? I'll wager you had something like that in mind. Well, far be it for me to deny a girl her fun. I'm going to loan you his very talented tongue for a moment or two. I'm so sure you'll enjoy what he can do for a girl I'll make a bargain with you. If you can last more than five minutes without having an orgasm, you will be set free. You have my word on that." She then turned to me and simply nodded her head, giving me all the instructions I would need with just that one gesture. 

After Megan handed me the remote control for the Scorpion, I knelt between Lydia's wide spread thighs. At first, I turned the toy off, wanting to build her slowly to a climax. Because I knew she had to be a little tender after what she had been put through, I began very gently, licking my way up her labia until I found her clit. It was in the tight embrace of the Scorpion's pincers, a hard nubbin of nerve endings. I touched just the tip of my tongue to it, before giving it several quick flicks. I sucked it between my lips and rolled my tongue over it until she began to mew and whimper. As her body betrayed her, her hips tried to thrust her pussy against my mouth. She was now a complete slave to the lust of the moment, not knowing or caring what was happening to her. Her brain was being flooded with messages of pleasure and her body complied with the involuntary commands it sent. I could sense the onset of another climax and at just the right moment I pressed down with my lips and turned the toy to it's highest setting. 

Lydia gave out a scream of pleasure as the second of her climaxes hit. Only because of the gag was it somewhat muted. At just this moment, I heard the sound of Megan's Polaroid as she documented the moment with several shots of her lingerie clad lover between Lydia's legs. I couldn't help but smile as I thought about what would happen if they ever became public. Lydia's climax was now at it's peak. I didn't stop what I was doing, in fact I intensified my efforts until she gave out a final scream and sagged against her bonds. Her body was completely slack. I couldn't believe it! She had actually passed out from the intensity of it all. I pulled away from her and wiped the juices from my face. I went to the dresser and took a sip of wine before turning to Megan. "How did the pictures turn out?" I asked. 

"Here take a look for yourself," she said grinning. "Her face is somewhat obscured by the gag and mask, but we have all night to take care of that." She removed the gag and blindfold from Lydia and motioned me closer. Because of the activities of the evening, my cock was fully erect, waving from the slit in my panties. Megan grinned a the sight and said, "I think she would appreciate a real penis gag now. Come here and we'll give her something to think about when she comes to." 

Megan opened her mouth and after stroking it a couple of times guided my cock into her mouth. "Don't move," she commanded. "This will make a great shot." She took several pictures before she was satisfied that we had enough for the moment. When they developed I could see what a powerful club they would be. Lydia's face was clearly visible, her lips wrapped around a cock sticking out of a pair of lacy panties. Even the fact that her eyes were closed enhanced the overall effect. It looked for all the world like she was really enjoying the moment. After a few more seconds, she began to regain consciousness. As her eyes opened, the first thing she saw was my cock just inches away.

Megan came around the chair and stood silently with an ominous expression. Lydia gasped when she recognized her captor. "Oh my God! You're Jim's secretary. Why are you here doing this to me?" she asked plaintively. 

"Because Jim is also my husband. I was hired under my maiden name so no one would make the connection. I don't like to share my possessions with anyone," Megan replied. This whole evening was my idea. I wanted to be sure that you would never again bother him at the office." Take a look at the pictures I've taken of you," she added handing Lydia the Polaroid's. I will keep these in a safe place as long as you behave. If you step out of line with Jim just once, I think I know where these would do the most good. You really can't complain you know. You wanted to get into his panties and I have arranged for just that. 




Cyber Sissy Ch. 05



"I had no idea that he belonged to another woman. I promise to leave Jim alone. You don't have to humiliate me further. What more do you want from me?" I'll do anything, just let me go." 

"That is an offer we're going to take you up on my dear. I think since Jim was so kind to you, that you should reciprocate. Not that you have a choice mind you, but you look like the kind of slut that really enjoys giving a blowjob. Now be a good girl open up and show us how talented you can be with your hot little mouth." 

Lydia realized that she had no choice but to take my cock into her mouth. She went to work on it with a vengeance, sucking it deep and bathing the tip with her tongue. Megan watched of a moment before using the camera to further document her plight. 

Because of the height of the chair, my legs were spread apart so Lydia could reach my cock without having to strain. She continued her efforts, striving to take me deeper and deeper in her mouth. I looked over to the mirror over the dresser and saw our reflection. A man in his panties and bra being deep throated by a woman in bondage. Between that picture and the efforts of Lydia's hot mouth, I knew my climax was imminent. Megan must have known it as well because just as the first waves began, I felt her reach between my legs and gently massage and squeeze my balls. This was all it took to send me completely over the edge. I gripped Lydia's head with both hands and buried myself in her mouth as my cock squirted it's load down her throat. She began to choke, not wanting to swallow my juices. But there was no alternative. Her throat worked in time with my pulses of cum until I was completely drained. 

As I pulled away, Megan spoke. "I am leaving now. Jim, I want you to wait a few minutes before you release her. That will give me enough time to get these pictures to a safe place. Lydia, don't even think of doing anything stupid when you are freed. I will expect Jim home within the hour. If he's not, the pictures will become public." With that she turned to leave. "Oh, I almost forgot. Be a dear and bring my toys home with you. They're quite expensive and I don't want to have to replace them." 

I waited the prescribed amount of time and released Lydia. She stood uncertainly, still a little wobbly from her ordeal. You can tell Megan that I won't be bothering you," she said. I only wanted a little fun on my own terms. I never dreamed that someone might have beaten me to it." With that said, she went to the other room and quickly dressed and left. I took my time packing everything back into my case and after a quick inspection to make sure nothing had been left behind, drove back to my Mistress. 

She was waiting for me at the door, a glass of wine in her hand. "Here you are my pet. I think you probably need this after everything you've been through tonight. As soon as you're done with the wine, I have a nice hot bubble bath waiting for you." 

At that moment, I knew I was truly home. I reached for her and we stood there holding each other for what seemed an eternity. That Megan wanted me with her enough to take the chances she had taken spoke volumes about our relationship. 

I finished the wine and took a long bath. When I came out of the bathroom, Megan was waiting for me on the bed wearing a white satin nightgown. "Don't bother with your panties," she said handing me just the top to a pale yellow babydoll nightie. She grinned mischievously. "I don't think you'll be keeping them on anyway." We spent the next two hours making slow sensuous love. It was as though we both needed to put the nights events behind us. We finally climaxed together, the ultimate reaffirmation of our commitment to each other. I fell asleep that night with my arms around the woman I wanted to spend the rest of my life with. 

Megan and I have been sissy and wife for over five years now. I couldn't be happier. I have what every sissy wants, a woman that understands and appreciates a man in panties. My life is filled with satin and lace, all of it because I had the good fortune to be chosen by the perfect woman...finis