My name is Vicki, well that is not entirely correct, my name is actually Jim, but I now answer most of the time to this new name given me by my Mistress. I am writing this account explaining how this came to be at the behest of my Mistress.
As I enter this into my computer, I am wearing a lacy pink baby doll nightie with matching panties. My Mistress is sitting beside me dictating what to write. Every now and then she strokes my panty covered cock to reward me for my efforts. With each stroke, my cock twitches inside its frilly prison and I gasp with involuntary pleasure.
Her Cheshire cat smile tells me she knows just what sort of effect her fingers are having. Well enough of my relating what's happening at the moment, let me recount how I came to be placed in this humiliating position.
It was my vacation week and I was looking forward to a week of rest and relaxation. My live-in girlfriend Jackie, had to work so I had the house we had bought together to myself.
The first morning of the week I kissed Jackie good-bye, and as soon as she left for work, I got up and started to get "Dressed". I went to the attic and brought down my favorite under things, dress and shoes. I am a bit larger than Jackie, otherwise I would wear her things. I took a quick shower and shaved my face as close as I could. After drying off, I slipped into a sheer mint green peignoir set and went to the bedroom to complete my transformation.
I slipped off the nightie and put on a black lace merry-widow with matching black lace French cut panties. I had taken in the merry-widow and it pulled my waist in a good 4 or 6 inches, giving me quite a bit of a figure. My maleness was already starting to rise, so I paused a bit and tucked it under and pulled the tight panties up. I then slid on a pair of black stockings and attached them to the garters.
Next I slipped a pair of breasts into the cups and took a good look in the mirror. I saw a very sexy lady looking back at me. (so much for fantasy!).
I sat down at Jackie's vanity and started to put on my makeup. I was in the middle of the lipstick when I heard the door open. I panicked.
"Honey I forgot my purse." I heard Jackie say as she headed to the bedroom.
Jackie does not know of my dressing. I have tried to tell her before, but I couldn't. I tried to hide but it was useless. She opened the door and saw me trying to cover myself up.
"What on earth are you wearing?" she stammered. I fumbled out a flimsy excuse that made no sense at all, when she said " I always thought you were hiding something, but I never thought it was this".
"Are you angry?" I asked her.
"Let me put it this way", she said "I don't know why you are wearing my clothes, but you had better have a better excuse than you were lonely! We will talk more when I get home, and I want my future husband, not this" she said sternly as she stormed out of the house.
All my plans and dreams seemed to be crushed all that day. I finished dressing, putting on a leather mini skirt and silk blouse, but my mind was on what Jackie said. That afternoon I changed back into my male clothes and prepared myself to face the music.
Jackie came home and after a good hour of cold war stares she asked me how long I had been wearing her clothes.
"Well", I started " I have been wearing girls clothes off and on since I was 12 years old". "I am not gay, I just love the way I look in the clothes. I especially like the feel of silk and satin lingerie against my skin". Jackie asked me why didn't I tell her. I told her I have tried to many times. "Don't you remember Halloween last year when I suggested you dress as a pimp and I would be your `girl`?"
"Yes" she said, "come to think of it you did get into the role more than I expected you to." "And another thing", she said " where did you get those clothes, they weren't mine!?"
"Actually they're mine", I said " I have a collection of many different types of dresses and such".
"You mean the things you had on this morning are yours" She asked?
"Yes they are", I said. "I have some information you can read", I said " if you want more information about cross-dressing"
"Get it for me" She said "and after I read it we will talk again".
I got the information about dressing from my study. It included articles about cross-dressers, as well as some magazines on the subject.
The next few days Jackie said very little about the subject, and I was not going to upset her by bringing it up. Then on Friday she called me and said she would be late coming home because she had to do some shopping. Later that night I was watching the tube and Jackie came in and made a bee line to the bedroom.
"Don't come in here", she said I want to show you something in a minute. I sat in the living room trying to figure out what she had.
She came into the living room a few minutes later wearing a tight black satin dress and 5" heels.
"You look great" I said.
"Not as good as you're going to look" she said as she grabbed my hand and led me into the bedroom. My maleness was hard as a rock as I watched her buns swish in the tight dress. Her garters were very visible under the material and that only made it better. When we got in the bedroom she told me to close my eyes. I closed them and she ordered me to strip, keeping my eyes closed. I asked her what the surprise was and she told me not to worry and do as I was told.
After I was naked I felt her putting some lotion on my legs. This will help your legs to look better she said. I knew what was going on, but I was to stunned to ask her why the change of heart!. After a few minutes she took me by the hand and led me to the shower.
"Hop in and wash off". she said " and meet me back in the bedroom.
I got into the shower and I saw the hair falling off my legs. After I finished the shower I dried off and went back into the bedroom. Jackie had some lingerie laid out on the bed.
"Put this on " she said as she handed me a frilly red merry widow.
I put the merry widow on and she told me to turn around. I turned around and she hooked it up the back. "Not a bad fit for a first try" she said as she hooked the last one. "Now for the panties", she said "but first we have to do something about that protrusion".
My cock got even harder when she said that. "I want you to take care of it the way you would if I wasn't here!" she said. "And if you refuse I will tell all your friends about your "hobby". Reluctantly I took my cock in my hand and started to masturbate. I was about half way to climaxing when she stopped me and said ,"you need something on your legs for this".
She gave me a pair of black seamed stockings with lace tops and 6" black pumps. "Put these on baby" she said with a sly look. I sat on the bed and slid the nylons up my legs. They felt so smooth on my now hair-less legs. I attached the garters to the lacy stocking tops and slipped into the shoes.
"Where did you get this stuff" I asked her.
"Be quiet and do as you're told" she reminded me. "Now stand up and finish the job at hand so to speak" she said.
I took my raging member in my hand and in a minute of quick moves I shot half way across the room. "Perfect" Jackie said " and just think it's all on film!"
"FILM" I shouted, "you filmed this"?
"Yes baby how else do you expect me to keep tabs on you." But don't worry, as long as you do as I ask, no one will ever see this tape." After a bit more protest, she had me put on the red lace panties and a red satin mini dress that barely covered the tops of my stockings when I stood up.
"Sit down and let me make you up" she said. While she was applying my foundation, she started to tell me what was going on. "I read the information you gave me and I realized you really enjoy wearing women's clothing. Judging by what I saw you wearing Monday and the articles I read I figured this was the look you loved the best."
She finished the foundation and started on my eyes. "I went to one of the stores in the magazine you gave me to read, That's where I found this outfit you're wearing as well as my outfit. I decided that I would rather have you dress like this here instead of worrying that you would dress like this when you were away".
She finished my eyes with a bright shade of blue eye shadow and black mascara, then started on my lips with a shade of deep red lipstick. "The way I figure it" she continued, " is, if I have a boyfriend who dresses up like a woman, I might as well let him. In fact you look so good I might just keep you this way all the time".
When she was finished with the make up, she brought out a blonde shoulder length wig. "Lets put this on and see how you look Jim, I mean Vicky". I think you look more like a Vicky than a Jim right now. She put the wig on me and adjusted it and then helped me up and brought me to the mirror for a look.
I couldn't believe what I saw. If I was a woman, I would be chasing myself. I turned from side to side and I looked great.
"Vicky" Jackie said, "we forgot your breasts" I looked and realized that the only "chest" was from the merry widow.
"Lets use yours" she said.
I went to the attic to get my falsies. When I returned, Jackie pulled my dress over my head and slipped the breasts into the cups. After I pulled the dress down, I took another look in the mirror.
"There, that's much better" she said. After admiring myself in the mirror I realized the camcorder was still recording this and I was going to ask Jackie to turn it off. Then I thought about it and said to myself "what the heck I will make interesting viewing later". My thoughts were broken by Jackie's order to make dinner.
"What would you like love" I asked.
"I don't know, just surprise me. I'm going to chance into something more comfortable while you prepare our meal".
I went to the kitchen and started making a nice steak dinner. I was enjoying the new found acceptance by Jackie.
"Dinners ready Honey" I called from the kitchen.
"I'll be right there" she answered. She came out in the white peignoir I had gotten her for her birthday. Her breasts made an interesting swell in the bodice. As she moved about the robe swirled around her, giving me a glimpse of her beautiful legs. She came over to me, gave me a hug, grabbed my buns and said "you look great honey" "What's for dinner"
"Steak and rice" I said. She squeezed my ass again and said great I'm starved let's eat." We sat down and ate.
"You know Vicky", she said "you have been working much too hard around here. I think it is time to get a maid".
"A maid" I asked?
"Yes, and I have just the outfit for her" she said with a sly look as she finished dinner.
After dinner I was washing the dishes when Jackie came in the kitchen and started to stroke my leg, running her finger tips up to my crotch. "Lets go to bed Vicky", she said "the dishes can wait for the maid".
I didn't have to be asked twice. We retreated to the bedroom and I started to take off my dress when Jackie stopped me. "Leave it on Vicky"she said "it looks good"
I pulled the dress back down and stretched out on the bed. Jackie came over and started to caress my "breasts" like I do to her. It felt so good I almost felt like a real woman. She started to kiss me passionately, starting at my lips and continuing down past my breasts to the waist band of my panties. She stood for a moment to discard the robe of the peignoir set. She slowly started kissing me again from the neck down to my heels.
When she got to my heels she re-positioned herself and started to nibble on my cock through the fabric of my panties. She pulled up the hem of her nightie and shoved her hips towards me until her panty covered pussy was staring me in the face. I didn't know what to do.
"Go ahead Vicky suck me" she moaned. I pulled the crotch of her satin panties to one side and took her clit in my mouth and went to town, lashing it with the tip of my tongue while I sucked it into my mouth. She ground her clit against my face while I did this, increasing the pressure. It took only a couple of minutes for her to reach a wild climax, bathing my face with her sweet juices.
When she had sufficiently recovered from her shattering orgasm, she told me to take off my panties and lay flat on my back. I did as she instructed and after placing a pillow under my butt, she had me extend my arms and legs as far apart as I could.
She reached into the night stand and retrieved four padded leather cuffs. After fastening one to each of my wrists and ankles, she showed me the next surprise in store for me. Out of sight beneath the bedspread, she had fastened four eye-bolts with a length of sturdy rope attached.
Before I could protest, she had the ropes attached to each of the cuffs, leaving me tied and helpless in a spread-eagled position. Once she was finished securing my body to the bed, she flipped the hem of the dress up, leaving my privates completely exposed and vulnerable to whatever she had in mind.
I soon found out what sort of sweet torture she had in store for me.
"Since you have a fetish for panties, I'm going to try and overload your senses with the feel of soft, silky panties against your skin", she gloated. She bent at the waist and removed the panties she had worn while I brought her to climax. She pressed them against my nose, forcing me to inhale her scent. Just the smell of her hot pussy caused my cock to twitch with desire.
Noticing this, she pulled the white panties over my head, positioning the crotch over my nose and mouth. Now every breath I took filled me with her essence. Not yet satisfied with my level of excitement, she took the red panties I had worn and using just her thumb and forefinger, dragged them over and around my cock and balls.
It felt like a butterfly was stroking my cock. The softer the strokes, the more intense the pleasure. It took only a minute of this for my cock to begin to ooze pre-cum. Next, she cupped my balls and began to stroke my cock with her panty wrapped hand. I could feel the cum beginning to boil in my loins. The onset of my climax was only seconds away. She sensed this and stopped immediately. I was left hanging on the precipice. If my hands had been free, I would have finished what she had started myself. Of course, I could only lay there and squirm with unsatisfied lust.
When I had calmed down, she once again used the same technique to bring me right to the edge. By now I was moaning with desire, craving the release my body screamed for. At last taking pity, she straddled my waist and using one hand to hold my cock and the other to spread her pussy lips, she impaled herself on my cock.
I had never felt anything so good in my life. As her hungry pussy swallowed my cock, it felt as though it was being immersed in a vat of warm oil. Once it was all the way in, she began to raise and lower herself up and down until she was ready to join me in ecstasy.
As her second climax hit, she ground herself against the base of my cock. Her vaginal muscles contracted around my cock, impelling me to orgasm. Spurt after spurt shot from my cock deep inside her as her pussy milked me dry. I thought I'd never stop cumming.
She collapsed on top of me and kissed me gently, "this is just the beginning of your new life my little sissy", she purred. "Now go to sleep, you have a big day ahead of you tomorrow". She left me bound to the bed with my new dress around my waist. After what seemed to be an eternity, I was able to drift off to sleep.
When I woke up I was no longer bound. Jackie was up and said from the kitchen, "good morning Vicky. your clothes are in the closet" I went to my closet and discovered that all my male clothing was gone. The only thing there was a short pink Maids uniform, and several boxes filled with some very frilly lingerie.
The uniform was the same one I put on lay-away at the TV shop in town. It even had the slip I filled out. I took off my clothes began dressing in the new lingerie.
First, came the pink merry-widow trimmed lavishly with black lace and ribbons. Even though it fastened up the front, it was a real struggle to get it closed. When I finally was finished, my waist was 6" smaller and I had the illusion of small breasts swelling above the cups of the built in padded bra. Next, I opened the new stockings. They were the sheerest you can buy, with seams up the back. After fastening the six garters hanging from the merry widow, I reached into the next box to discover a pair of pink panties.
They must have been custom made just for me. Across the front, embroidered in black was the message; "I AM Jackie's PANTY SLAVE". The back was adorned with rows and rows of delicate black lace ruffles. I pulled the panties up my legs and as they settled about my cock, I felt as though my masculinity, and with it my ability to resist, were gone. This was not the sort of thing a virile man would wear, rather these were the panties of Jackie's personal slave.
Next, I opened the last box to discover a short, very full black organza petticoat. I pulled it up around my waist and then slipped the maid's uniform over my head. I managed to zip it up without help and then went to the vanity to freshen my make up and brush my blonde wig into place. The final step was to slip into the black patent heels.
When I was satisfied with my appearance, I walked back to the closet to inspect myself in the full length mirror on the back of the door. The fullness of the petticoat pushed the hem of the uniform out and up, exposing the lacy garter straps and the tops of my stockings. The over-all impression was that of tramp with a capital "T". Rather than being ashamed or uncomfortable, I found that I loved the look and hurried down to show Jackie my new countenance.
She was seated at the kitchen table, dressed in her pale blue baby doll nightie. "Vicky, you are the epitome of a slutty tramp!, Jackie cooed. Come over here and let me inspect the job you did preparing yourself for your new position."
I went over to where she was sitting and stood there with my hands clasped in front of me awaiting her pleasure.
"Turn around slowly", she commanded, "I want to see every aspect of your costume".
I did as she instructed, pirouetting slowly. I felt her hands on my stocking clad legs, softly stroking them. As I finished the turn, her fingertips roamed higher under the petticoat, until they were tracing the lettering on the front of my new sissy pants.
"These words will define your new existence my pretty", she said. Her fingers continued to stoke my panty clad cock while she went on.
"From now on, whenever you are home you will wear nothing but your frillies. Also, when you get ready to go to work, you will find the lingerie I have selected for you wear under your male clothes laid out in the bathroom. Your days of sneaking about and dressing only when you are alone are over."
"Henceforth, you will live in pretty panties, garter belts and stockings. Every day when you pull your panties up over your cock, it will serve as a reminder of your servitude to me."
"Every step you make at the office will cause your panties to caress your privates, stimulating you to distraction. This will also serve to ensure your fidelity. Dressed as you are, you will have to wait until you get home to me to get any sort of relief. I have seen the way the women in your office look at you. They would love nothing better than to get into your pants. I can only imagine what those hot little secretaries would think if they were to unzip your slacks expecting to see BVD's and find instead your cock trapped in the frilly panties I laid out for you that morning. I suppose they might even be a little jealous since your lingerie is bound to be much prettier than anything they have. As long as you behave, it will be our secret. Your co-workers will never know that under your Brooks Brothers suit there lives my fancy panty slave."