Showing posts with label Female Role. Show all posts
Showing posts with label Female Role. Show all posts

Sunday, June 30, 2024

Roberta: Sexy Kissable Lips

 Roberta: Sexy Kissable Lips

I was just getting back from a two week business trip, anxious to see my wife again. This trip was especially frustrating since my wife Greta has been texting me almost every day telling me what she was going to do to me sexually as soon as I got back. The few phone conversations were in the same vain, requiring me to jerk off in the bathroom of the hotel room as soon as she hung up. I swear she has been watching porn, sexy, seductive, erotic porn.

I have no idea what has got into her, her behavior in the past typical of a married woman, but not as sexy as her recent behavior. One particular text went on and on, describing how she was going to treat junior. Lots of cream using both hands to make sure all the cream got rubbed in a sufficient manner to make him able to slip into her waiting personal space. The tip of my penis drenched in her juices. God, talk about making me squirm.

We have been married for six years now, happily I might add. She has found employment recently, much happier since she has things to occupy her mind besides taking care of the house. The job seemed to mesh well with her, a week into the job they were talking of promoting her to a vacant position that had been left unfilled since no one has possessed the right qualifications so far.

Greta has those qualifications from her first job, before she met and married me. Once we were married she wanted to try the housewife part out, welcoming her husband home after a day at work and seeing that he had a nice meal waiting for him. She was good at it, her culinary skills particularly tasty. Bedroom time was also included, it was not all playing house with hubby.

Then she got bored, the lure of something new and challenging started to make her yearn for something else. Now she has her job providing the new and challenging part and still has the wife part to occupy her time at home.

My employment is as a salesman, selling equipment to process sales; cash registers, computers, retail software and secure modems to process charge purchases.

I have done reasonably well, earning a nice living but recently with the down turned economy things have been increasingly difficult to reach sales goals. I had some vacation time coming up, the constant traveling to sell more product getting to be a little too much. So a week to decompress, maybe just fool around the house for a week. Sales quotas and pushing product forgotten for a while.

I had entered the house, set my suitcase down in the hall, and suddenly I found my wife glued to me her one hand holding my head as she kissed me, her other hand on my male organ rubbing it up and down under my pants. The kiss was broke off so her other hand could assist in getting my pants off, shorts too. I was unable to move far, with my shorts and pants pooled around my ankles. She now had both of her hands on junior, rubbing and squeezing. I was as hard as a rock, almost to the point of being painful. She did help me step out of my pants, dragging me to the bathroom as quickly as she could. I lost my shirt as we entered the bathroom, way too many hands to deal with to prevent it.

Now naked she pushed me into the shower, the water already running and steamy. She quickly followed, a bottle of something in her hand. She would squeeze some of it on her hand then rub it in on an area of my body. She had me do her too, my hand shaking so bad I doubted that much of the liquid actually made it onto her skin. I was eventually spared more prune like skin since the hot water gave out. She insisted on drying me off, my nipples and junior receiving the most attention. Then hustled to the bedroom, where she slathered me in a moisturizer cream, at least that is what she called it. Promptly a silky nightie was slid down my body, causing all kinds of wonderful feelings to assault my mind. Well what little that was left of my mind.

I tried several times to protest the female nightwear, but a few rubs of junior or my nipples caused me to lose my train of thought. That is if I had any specific thoughts in mind. She stood right next to me as she did the same to her body, her body rubbing against my chest and erection. The smirk was there all the time, she was more than aware of what she was doing to me, her plan to seduce me coming along just fine. Once in her nightie, I was dragged to the bed, sheets already turned down, lights dimmed and the scent of perfume filling the air. She grabbed a lipstick, kneeling so she could use her vanity mirror to apply it. Then promptly used her hands to bring my lips to hers. The kiss I received was so hot, her tongue invading my mouth at times, her lips firmly pressed against mine. That did it for me, any thoughts that I might have were lost to the unknown.

She broke the kiss as she laid me on the bed moving to where she was on top of me. She lifted her nightie allowing me access to her pussy, her one hand leading junior to the promised land.

She paused for a minute, her attention on my face. She pointed to her vanity asking me to grab another lipstick, you need some color on your lips. I tried to decline, not wanting to have lipstick put on me. Too late her one hand on junior rubbing the tip of my penis over her moist pussy lips. I leaned over and quickly grabbed any lipstick off the vanity I could reach and handed it to her, wanting to get on with things. She looked at the lipstick I had grabbed and smiled, telling me to hold still as she applied a coat to my lips. She was extra careful where she applied it, while I was about to have a heart attack from the delay. I was afraid I was going to erupt before I made it into her warm inviting pussy. I lunged forward trying to get into the inviting slit, but her, hand on my organ prevented that. She wanted to tease me some more while all I desperately wanted was some release.

She finally eased my male organ into her warm pussy, her muscles squeezing me tightly. Then she started riding me like a horse, up and down with her pussy milking my male organ of every drop of cum I had. I had been moaning the whole time, just gibberish but oh so much of it. She finally wore herself down, laying on top of me, my penis still buried deep in her pussy. I was carefully kissed on the lips, her smile now from ear to ear. At one point she giggled a little. Raising my curiosity as to what she found amusing.

I dosed off for a while, the stress of being seduced and milked too much for my body to handle. Once awake I made my way to the bathroom, my bladder so full I was afraid I was leaking as I waddled to the bathroom. I looked in the mirror as I made my way to the toilet, my lipstick so red and my lips looking so sexy. I flooded the toilet, but felt much better after I had emptied my bladder.

Although my lips looked sexy, I really didn’t want to wear the lipstick all day. I used a washcloth to remove it, but the lipstick remained untouched. I remembered Greta using a makeup remover, so went to her vanity to find some of it. I tried to remove the lipstick again, the makeup remover slathered on thickly. I rubbed and rubbed, but the color still was so red, not even fading a little with the liberal use of the makeup remover. I used the washcloth to remove the cream, my lips now just as red as before, but now swollen a little from all of the attempts at getting the lipstick off.

I went in search of Greta, now a little panicky because of the failed attempts to get the lipstick off. I found her in the kitchen, her smirk as I entered a little puzzling. I was immediately kissed hard on the lips, but as she withdrew she failed in her attempts to suppress a giggle. She noticed my swollen lips, informing me that the lipstick is not removable, but will eventually wear off some after a year or two. Mouth suddenly open, but no words escaped. I just stared at her not wanting to believe what she just told me.

“You might consider a little more feminine name, I doubt any one will look at you and see a masculine individual. Even in a pair of pants and t-shirt you look so sexy and definitely female as far as gender goes. Flat chested maybe but still a female in the looks department. So maybe I can call you Reba, no that does not fit you. I know Roberta, a name that fits your looks perfectly. So Roberta do you want a little breakfast to start out your day?”

I did manage to find one of the kitchen chairs and plop my body on it. A year before the lipstick wore off, impossible. I touched my lips often, looking at my fingers to see if any color had transferred to my finger. Not one speck of color appearing on my fingers.

She did place a plate of food before me, my hunger temporarily controlling my actions. I guess the sex last night burned a lot of calories, the way that plate of food disappeared into my stomach. Meanwhile Greta just sat across from me, that smirk getting larger every minute.

I managed a coherent question after awhile, although the words were mixed in with a few tears, my life as a male in jeopardy. She held my hand, as she explained again about the lipstick. It is a stain, applied on the lips then absorbed into the skin. If removed within an hour the stain pretty much can be taken off. After that the skin absorbs the stain permanently to match the color of the lipstick. As the skin cells are replaced naturally the stain diminishes gradually, the process taking about a year to replace all the stained cells.

So Roberta, we now can make love like two females, although you will lack a girlish figure, that can be corrected shortly. Won’t that be fun? As I slumped in the chair she was on the phone, making appointments for me.

Over the next few days female body deficiencies were corrected, her beauty salon performing the changes. A few changes performed each day, the breasts and other female figure shortfalls first.

I had decided to take a short nap as my breasts were bring sucked from my body. A few hours later I had breasts just like her, they even reacted like hers does, getting hard and pointy if sucked on or pinched..

Upon awakening a brief look at my body showed the new breasts, the nipples erect and swollen. My eyes looked a little farther down, the slit surrounded by two swollen lips caught me by surprise. The vagina over junior though was not what I wanted. I tried to get out the words asking what happened to my penis, but found my mouth filled with a wad of something, a cupids bow of red lipstick the only thing visible.

Greta appeared, took a long lingering look at the changes then attacked. I was kissed hard as her hands went to my breasts, squeezing the nipples then rolling the nipple between her two fingers. I closed my eyes, my body reacting to her ministrations. I was in heaven, not knowing what to do now It felt like every nerve in my body was convulsing, my mind swamped with erotic feelings.

Then she stuck a finger in my new slit, as I tried to leave the bed. Gawd, that feels so good. It built on each passing moment, the feeling becoming more intense and erotic. I let out a loud moan, my makeshift gag leaving my mouth, as wave after wave of electric like shocks took hold of my body. I passed out, too much to deal with. I woke to Greta holding me closely, and nibbling on my ear and lips.

From that day on, I enjoyed my lipstick, redoing my lips several times a day, determined for it to never fade away, always keeping my lips sexy and kissable.

© 2016 thru 2024 by Francescatu

Saturday, June 29, 2024

Pippy; Sissy Pageant Entrant

Pippy; Sissy Pageant Entrant

Normally being a part of a large family is beneficial, or at least somewhat helpful. I was one of the six children that our parents had, four boys and two girls. Mom was methodical in her bearing of children, having two sons each a year apart. Then two girls next, each one of them also a year apart. Then things went haywire and her next visit to the hospital bore twins, identical twin boys. Maybe because she skipped a couple of years before she had us, her timing might have been thrown off. There were complications my brother was wedged in the wrong way blocking the birth canal. They had to do a cesarean to get things untangled and eventually we both emerged.

My brother was a few minutes older since he appeared first, but that was not the only problem my mother faced that day. While getting us out the doctor inadvertently damaged her womb, so as soon as we were out he had to repair the damage. Five hours later Mom was taken back to her room, two scrawny hungry babies wanting to be fed. Over the next few days Mom decided that was it for children, telling my father to get a vasectomy or she would cut it off herself. With a house full, Dad took the hint and soon we were to be the last of the brood.

Dad hired a nanny to help Mom, especially with two of us it was greatly appreciated by all concerned. Later in life, according to my other brothers and sisters, there was considerable frustration with us, we were always hungry, grouchy and often a pain in the ass for Mom and Nanny. This was told to us and anybody who was interested when asked about our upbringing. Once Mom recouped from her child bearing years, she went back to her career as a bank manager. That left the two of us for Nanny to be raised and cared for. I never thought Mom didn’t care about us, it was just the appeal of a position with authority. A one word definition would be power, power to be someone who is admired and respected something she did not feel she had as a Mother with six children.

I guess we were more than enough to handle when young, the nanny took to dressing us as girls quite often, since our sister’s clothing was still functional and we seemed to be quieter when dressed that way. Of course, when school started the clothes were taken away and the rough boys clothing had to be endured. I managed to do better than my brother, he threw a fit when not in his female clothes, even once stripping off his male clothes at school and refusing to put them back on. That caused all kinds of ruckus as both of our parents were called to come and pick him up. I was taken home too, them not wanting to make a second trip later for me. It was a chilly ride, with Mom and my brother going at it verbally.

In the weeks to come Nanny managed to bribe him to wearing the more unisex female clothing to school, but once home he was out of them and into dresses as soon as he made it into the house. He was bullied some at school, myself and several teachers bailing him out of a beating more than once in his grade school years. I was teased some by association, since I was the freaks twin brother. There were lots of names used when addressing my brother, none of them favorable. Freak or tranny the most widely used of those names.

For high school, my parents and Nanny finally gave in and sent him to a private girl’s school. No more trouble, he fit in well and was happy in his dresses and makeup. He was an excellent student, earning straight A’s all during his school years. Of course his grades made my life miserable, I was not as focused as he was, so a B or two and mainly C’s was the best that I could accomplish. My parents pointed to my report card every six weeks, wanting to know why I couldn’t do as well as my brother. I had no answer, we even tested with the same IQ, so a lack of intelligence could not be blamed for my shortfalls.

Our older sisters welcomed him to their girls club, more fun shopping, and talking about boys that way. He fit in perfectly often knowing more than his sisters about fashion and makeup. Then Mom heard about a pageant for sissy boys, of course she was interested, finding all about it and when the pageant was to be held. Our sisters never wanted to do pageants with Mom, although she tried often to get them interested. They steadfastly refused to participate, so Mom kept with her career, but now a possible pageant with her sissy son to look forward to.

I would often find her in her office late at night when I was on my way to bed, glued to the computer with pamphlets strewn all over the desk. On occasion she would not pick them up and put them away, the next day I would enter the office, anxious to see what she was so concerned with. That was my introduction to what was in store for my brother. I am sure it would be perfect, a way for her to be the sissy she truly wanted to be. It never bothered her to be called a sissy, she viewed it more like a title or honor. In fact I often teased her about being the girliest sissy I knew. We got along, but it was not the close bonding of an identical twin, more like a girl and boy friendship.

Participating in a pageant, that was quite a different story for my brother. They went to the first one, and Pippy, her female name, won easily. Thus started her path into the sissy pageant circuit. Mom and her were off most weekends, traveling all across the U.S, hitting as many pageants as they could. Some were simple pageants, offering a trophy and a sash for the winner. Others were major affairs, having talent and bathing suit competitions along with the standard beauty pageant tropes. Some of the contests had substantial prize money, Pippy winning enough to pay all their expenses and put a little aside for later. Since this was a lifelong wish of Mother, a life on the pageant circuit, she quit her bank job and became a full time pageant Mother. Of course, Pippy was thrilled, she getting to indulge in her dresses and all things female now whenever she wanted.

There developed something between the two, even when home Mom and her would be doing things together, typically Mother and daughter things. My sisters were jealous of the two, they wanted nothing to do with the pageants, but would have loved to do the shopping, cooking and socials that Pippy got to enjoy with Mom. Dad stayed detached, knowing that any intervention with Mom about his son might raise her full ire.

I was just there, entering my sophomore year at high school. My grades never improved that much, I was bored most of the time. I tried out for sport teams, but was just as uncoordinated at them as I was at getting better grades. Maybe I was just not motivated enough to do well. My older brothers did things with Dad, my sisters had found a network of female friends to do things with leaving me the odd one out. I just didn’t fit in with any of them, too many years difference between my older brothers and me, too little interest in what my sisters did.

Mom and Pippy had been shopping for weeks now getting new clothes for the upcoming pageant season. Like school the pageants took a few weeks break in August before starting again the first week of September. Pippy did have a couple of friends that she met at some of the pageants that lived locally. It was on one of those sleepovers with one of her friends that she was exposed to measles. Of course, it was inevitable that she came down with a bad case of them, the doctor confining her to bed for several weeks. Well that threw a monkey wrench in the pageant thing, according to the doctor Pippy would miss at least three pageants before she would be well enough to travel and participate again.

Nanny took care of the infected child, since no one else had ever had measles including Mom and Dad. The two were sequestered in the apartment above the garage, where they had everything they needed to exist. In fact it was Nanny that had taken Pippy to the doctor to be diagnosed. Mom was beside herself for several days, her entrant in all the pageants out of commission for several weeks. Then one morning she noticed me eating my breakfast cereal alone in the kitchen. If I had been aware of how she was eyeing me up I should have run as fast as my legs could carry me to somewhere safe.

Mom once she decided something is a force of nature, making plans and always getting her way. I was grabbed after putting my dishes away and taken to her room. As soon as were arrived I was undressed, as she surveyed my naked body. Unfortunately my twin and I were exact look a likes even down to birth marks and body structure. Since I never was able to do much sport wise my body never developed much muscle, hence I looked pretty much like Pippy, only having shorter hair.

One of Pippy’s dresses was slipped over my head and I came to the realization of what she was planning. I panicked, tried to get out of her grasp then broke down in tears. Mom held me for the longest time, it felt so good, something I had been denied since early in grade school. The tears did eventually dry up, but I savored the embrace even snuggling a little closer to her body. It was almost an hour later when Mom made her pitch to me.

“I need to have someone fill in for Pippy in the pageants. You would be perfect in that role. Please consider doing this for me. I know I have ignored you as a child, maybe we can connect on some level while you fill in for your sister. I know you have protected her often at school, risking your own well being while doing so. Let’s face it I have been a lousy Mother, letting the Nanny do what I should have been doing most of my life. Can you give it a try for me, if after we get you all dolled up you don’t want to do the pageants I will not force you. I know I am asking the world of you, but it would mean so much to me. Pleaseeeee.”

Of course, I was so unaccustomed to the different ways that a female can get the opposite sex to do her bidding I fell for it and in less than thirty minutes we were off to her salon. Still in the dress, with a pair of frilly panties slid up underneath it. The silky panties almost doing me in as she pulled them up my legs. The only thing saving me from massive eruptions was when she pulled my thingy back hard as she pulled the panties snugly in place to hold it there. In a nano second it shrunk, almost to oblivion at her rough handling of my crown jewels.

I reluctantly got out of the car at the beauty salon, but then was grabbed by my hand and led in to my demise. At least to me it seemed to be my demise, the salon so girly that even walking down the aisle I felt I was on my last few moments on this planet. I was introduced to another lady, she seemed nice and friendly. Mom exited leaving me with the lady not knowing what was going to be done to me. I didn’t miss Mom leaving with the dress I was wearing in her hands. The lady introduced herself to me, her name was Tricia and she would be seeing to my transformation today. She took time to explain what she was going to do, and how it would be done. Nothing she was going to do today was permanent, a few things taking a couple of days to return to a masculine appearance. Piercing my ears would be one of the things lasting longer, but if I didn’t wear earrings in them the holes would eventually heal up.

I told her in a little pathetic voice I was trying this for Mom, not sure if I would actually participate in the pageants yet. It all scares me, being dressed as a sissy and parading around on a stage in front of lots of people. I got a hug from Tricia, then let’s get started, one beautiful sissy coming up.

All kinds of treatments were performed on me over the next few hours. Each look in the mirror showing a little more of the male in me vanishing. I kind of liked the look, not exactly like Pippy but very close. The earrings were fascinating, I especially like the dangle earrings in the bottom holes as they swung against my neck sending little shivers all through my body. That was until she glued some breast forms to my chest. Once she released them and they pulled down some on my chest, all thoughts of the earrings ceased to exist.

Then she moved to my groin, explaining that my male thingy needed to be glued back and hidden under a silicone vagina, to keep my appearance feminine at all times. She made sure I understood he will still be there, just not visible to others. I was kind of in favor of that, fearing that if I got excited I might embarrass myself something awful in a dress. It felt funny looking down there and seeing a slit. I knew what a female’s sex looked like, having classes in human sexuality my first year of high school. Never saw one in person, girls still scared me, all seemed so self-assured and driven, while I was content to do as I was told and ride things out to an eventual end.

My nails were done somewhere in this time period, extensions were added making them long and quite feminine. Once the bright pink polish was added, there was little doubt they belonged to a female or a sissy. I got a permanent, a smelly treatment of the hair that made my hair into little rings of curls, assuring my hairdo would last for weeks. I gave her a funny look, as she smiled at me “It can be undone if necessary, but will keep your hair just perfect for a would be sissy.” Not exactly reassuring but too late to avoid that particular treatment. It did make my hair super curly, changing how I looked quite a bit. All of my male essence seemed gone now, nothing but this sissy want a be now sitting in the salon chair.

Makeup next after my hair was set in curlers, larger this time to help shape the finished hairstyle. I just shrugged my shoulders, at this point it was all downhill from here on out. The roller coaster pulled out from the start, gaining in speed as I attempted to stand up wanting to get off. By the time it entered the first turn it was too late, the lap rail was in place holding me secure to the seat as the roller coaster climbed for the first of many downhill runs. I was in the seat and a sissy was the only thing to emerge, so I took a deep breath and screamed in my head as the sissy coaster did its job.

When I managed to come back to the here and now I was mesmerized at my image in the mirror. My hair was out of the curlers, a cute curly hairdo emphasizing my feminine looks. The makeup erased any doubts of the gender of this sissy, my newly shaped eyebrows screamed female, not model like female but super girly sissy.

I was helped out of the salon chair, still a little unsteady after being in it for hours. I looked at the accompanying table at the clothes picked out for me and nearly fainted. It started with a brief pantie with tons of lace on the fanny portion of the garment. Then a bra to hold my little boobies secure in its embrace. Of course it matched in color to the panties, also trimmed in matching lace. Then a corset held up to me, Tricia telling me that my waist was not very lady like and this would handle the problem. It was secured around me and tightened quite a bit. Tomorrow after sleeping in it, it could be tightened some more giving me the figure I desired. Then some stockings silky and secured to the corset garter tabs. I was glad that my thing was hid away, the feel of the stockings did all kinds of things to my body, I am sure if he was out it would have been embarrassing.

Then the dress, my mouth was open all the way as soon as I caught a glimpse of it. Pink and pale lavender in color with huge flowing skirts with sewn in petticoats underneath the dresses skirt. Trimmed in contrasting lace it was so frilly, even though I had seen Pippy several times in her sissy dresses this one outdid them all. I was left alone for a few minutes, standing in front of the mirror and examining the reflected image. I was almost identical to Pippy, maybe a little cuter in my opinion. Yes I said cuter, somehow this had all been processed by my mind, realizing that replacing her for a while was going to be fun. Fun, but also scary weird since what I will become is far from anything normal for a young male.

Mom came to get me shortly thereafter, took one look at me and squealed. I have never heard Mom squeal like a teenager before, causing me to giggle at her actions. I was hugged, kissed and hugged some more. She paid the bill thanking Tricia for her services. I was taken to the car and driven home. Mom calling Nanny to take a look at me. Again the hugging and kissing, apparently everybody pleased at how feminine I turned out.

I ran to my room to get a closer look at my body and face, passing Dad on the stairs. All I heard was Pippy you should not be in the house, you will give one of us the measles if you stay. I finished running to my room and entered locking the door behind me, let Mom tell Dad I am not Pippy but his youngest son. I did hear some yelling a little while later, apparently Dad not happy loosing another son to the sissy world. I knew it would not change anything Mom ruled the roost and has always done so, her word always the last word.

I stood in front of my mirror staring at my image, a cute sissy in such a feminine dress, white stockings and a matching lavender kitten heel. Makeup and my head in tight little girl curls completed the image. I remembered Pippy in a similar hairdo, only she had ribbons woven in among the curls to match her dress. I rubbed my lips over my lipstick savoring the taste and feel. I held up my hands looking at the longer fingernails now all painted in a matching pink color to my dress and lipstick. Even though I was in high school now I looked much younger maybe ten or twelve years of age. I stood there turning back and forth to see all sides of my appearance. That is where Mom found me after I unlocked the bedroom door.

She had made several calls, the main thing was that I will now be attending the girls school alongside Pippy. In fact Mom decided I would take over Pippy’s identity and name, the old Pippy now becoming Tippy, a name my sister preferred all along. Thus when she recovered we both would be entered in the sissy pageants, as twins Pippy and Tippy. She had already made entry in several more pageants to coincide with the expected time of Tippy’s full recovery.

I realized that my trial period had vanished, now I was to be a sissy for the foreseeable future. Nanny would start training me in the feminine ways and movements as she had done for Tippy. That would be done in the house so she could keep an eye on Tippy in between my training. I would be checked out of my present school and after a couple of weeks of training start at the girl’s school along with Tippy.

After receiving some basic training as a wanna be sissy and several more visits to the salon I was anxiously awaiting attending my first sissy pageant. Mom and I drove the three hundred miles to the pageant, while I reminisced about the last few weeks. I did win the first pageant, my enthusiasm for doing this suddenly through the roof. Now I was looking ahead. To the next pageant and beyond.

Originally I was dead set against it, to dress like an immature female and prance around seemed like a death sentence. Day by day the disguise seemed to affect me. lowering my resistance to the things I was doing. The clothes felt wonderful, not like my old male clothing. I think the deciding factor was my image. When I looked in the mirror I saw a young attractive sissy, dressed in her feminine finery and smiling. The smiling never done much when I was a male. My previous experience as a male was not bad, but lacked anything exciting or unusual. I had a few friends, we did things together but looking back they were just something to do, not really things I enjoyed or would want to do again later in life. The friends part was just a word, for they meant nothing to me and I am sure I meant very little to them.

Already I could tell a difference in my thinking, what would have been a definite no-no in the past, now openly embraced. When this all ends will the male me re-appear or will he be lost and trapped in frilly dresses and girly actions. The dresses, the makeup and acting girly I was actually looking forward to it. So much for my years as a male, all of that trashed in an instant as soon as I got a look at my image in the mirror. But will it be for the short term, or will it be for the rest of my life? I sincerely hope the latter.

Tippy joined me a few weeks later on the pageant circuit, where we won almost every pageant we were entered in. At home we excelled in our studies at the girl’s school, where I finally found a niche that suited me. We both had a lot of female friends, the girls loved our clothes, even though a little juvenile looking for most of them. They were jealous of all the clothes we got to wear, our makeup and the jewelry we wore all the time.

When we reached the ripe old age of eighteen, we could no longer participate in the pageants, Mom finding us jobs as models for a manufacturer of young girl’s clothing, most of what would be classified as sissy wear. The job paid well, and we were featured in most of the young female magazines, now recognized wherever we appeared in public. We did end up back at a lot of the pageants, as spoke persons for the clothing company, doing impromptu modeling shows featuring all of the new designs available for the young sissies.

In a way I was thankful Tippy caught the measles, allowing me to take her place. Otherwise I would have missed a special part of my life, becoming a sissy and taking part in all of the pageants. Regrets, no way. Give me a sissy dress, some makeup and a curly hair style and I am in heaven. Entered in that first pageant, the path to my future became evident. A future I still look forward to every day.

© 2016 thru 2024 by Francesca

Teresa; Female With Some Help

Teresa; Female With Some Help

I have been a member of the community theater for six months now. This last year, it has grown considerably, starting off with no place to perform besides the local high school gym, now to the newly renovated movie theater with seating for seven hundred people. Most of this is due to our leader in this pursuit of building a place where all can contribute to something worthwhile and entertaining.

The simple truth is that most people in community theater want acknowledgment for their time and effort. If you have ever done anything on a stage, you know the feeling that you get when an audience claps their approval for your effort, a most rewarding feeling.

Janice Carmichael founded the theater group three years ago, scraping some business support together to allow their first production. It was a start, not widely received bit still it was there. It got a little press coverage, and they went from there. The few shows they managed were good, but obviously not very professional. Janice persevered doing the best she could with what talent she had to work with. The second year was a little better, but they managed only three shows. Not enough people or help to do much more.

This year she advertised for volunteers to make the theater group more complete, trying to get some more experience in some of the positions. She had put together a little more funding, several businesses wanting to help since the theater was now talked about among the community. She had a group of amateur actors to draw from; they seemed to volunteer first, it is the backstage people that seldom raised their hand.

My name is Terry Sutherland, recently divorced and feeling very isolated and depressed. My profession is engineering, but about as far from what most people think an engineer does as possible. Now consider the clothing industry and try to put the two fields together. I am an engineer that learned the clothing industry from my mother when just a young child. I take the basic design, make patterns and then adapt that to the manufacturing process.

Most of my fellow engineers would laugh at me referring to myself as an engineer. But in a sense, I do engineer the garment. We use ladies to do the sewing for us, their skill at using the industrial machines truly remarkable. The proper utilization of their skills is where the engineer in me comes to the fore.

Who sewed what piece and in what order is it put together to minimize any expense in the production of the garment. Now add in my love of computers and what they can do for us, and you get a glimpse of what I do. Most of my work I have adapted to a computer so that the guess work and problems of manufacturing ladies clothes are minimal. To keep cost on these garments reasonable, the cutting of the pattern from the fabric and minimizing any waste is quite essential to stay competitive. My computer and programming do this with very little wasted material.

I had seen the ad and showed up at the auditions, needing something to help keep my mind off my recent divorce. I am twenty-eight years old, a father of two little girls, and head engineer in the local manufacturing facility. I should point out that the head engineer is also the only engineer since the company is small. The plant has been here for years manufacturing ladies garments for several national chains. The competition in China had almost put us out of business, but we had managed to fine tune our clothing choices to items that were more difficult to make, giving us a slight edge.

In the process, we had to cut our margin of profit quite a bit to be able to compete, but in the end, we managed to keep most of our customers. We heavily relied on the advantage we had in not having to pay shipping from China to get our product to our customers. Incidentally, the mastermind of our business plan is the same Janice Carmichael that is the head of the theater group. Janice is the CEO of Silks, Satins, N Lace, a middle-sized manufacturer of a wide array of women’s underwear and dresses. The company specialized in the unusual, a full line of retro lingerie and custom made corsets just part of the line we produced.

With this product line, the volume of our orders was down, but we shipped a wider variety of items than before the streamlining. It was a struggle for a while with most of the company employees not knowing whether we would have jobs next week or not. That is when my wife decided that the grass was greener elsewhere and decided to leave me. She found a used car salesman that made three times what I made and went with him. She ended up with the custody of the girls, since my job situation was unstable, although I am sure she wished she hadn’t.

Anyway, I showed up for the auditions, wanting to do some kind of support work for the theater. The ones auditioning as actors were handled first, and several were selected. Then Janice worked through the off stage volunteers. She winked at me twice as she doled out the jobs of set designers, lighting, and sound people. I just sat there watching the goings on, getting a smile every so often at what people said and did to get their feet in the door.

She finally got done to wardrobe and costume design. There were three of us left that had not had anything assigned to do, so she asked us to take the responsibility on. One of the gals was an employee at the plant, an experienced seamstress for many years. The other female was an older woman also having some experience in sewing clothes but not as a job. She was a little headstrong thinking she should be the boss of the group. Bev was the employee at the plant and knew what my skills were and told the lady that I should be put in charge. Well, that didn’t set well with the lady, the remark that what did a male know about sewing anything.

Janice had been listening to all of this and told the lady that I was indeed the best qualified to supervise the department. Well, the lady went ballistic, screaming at the top of her lungs. “How can any male do what a female is born to do, especially him.” Well, that got my ire up, and I asked her if she would like to demonstrate her skill to us. Of course, her next remark was why should I have to prove my skills, you are the one that obviously needs to show us what you can do.

There was a sewing machine over in the corner with some material nearby so I asked what she would like me to do for her. She looked at the material and tried to come up with something to embarrass me. Her simple reply was to finish the garment. The material was apparently for a skirt; the zipper was not put in yet, and the hem was pinned but not sewn. I sat down at the machine and started sewing. The zipper took about three minutes to put in, and then I moved to the hem using a blind hem stitch to sew it. The lady quickly became quiet, evened backed up a few steps from the group. I finished the stitching then handed the garment to her. She looked it over closely but was quiet as a mouse.

I walked over to her, introduced myself to her, I am Terry Sutherland, I am the engineer in charge of production at the plant, supervising three hundred seamstresses and do all the take offs from the garment designs. I pointed to the sewing machine and asked her if she would like to show us her skills. She turned red in the face but declined. I got a little closer to her and whispered in her ear that I would like her help if she could stand to work for a member of the opposite sex. Nobody else could hear what I had said to her, so there would be no further embarrassment for her. She accepted, apologizing to me for her outburst and hoped that I could forgive her for her attitude.

I accepted, telling her that I am not like most males, my mother teaching me how to sew and design clothes while I was in high school. Yes, those lessons caused me a bunch of troubles and provided hours of humiliation as I was teased relentlessly during my high school education. I was even nominated for Prom Queen by the members of the football team. Their slogan for me was he can sew his own formal. Luckily a couple of the teachers stepped in, and I was spared the humiliation of being elected Prom Queen. Later I was told that I had gotten the votes to win, but the teachers picked the second best vote getter for the honor.

Since everybody now had a job in the theater group, they decided on a couple of plays to start the season and then broke up the meeting. Janice asked me to stay for a minute, wanting to talk about the costumes for the first play. It was a takeoff about the life of Marilyn Monroe; it involved some of her romances, also some of the behind the scenes of her movie career. Janice wanted the costumes to be special since the play is weak; the scenes are not that memorable, and the only redeeming quality is the fact that it was about Marilyn. The play was picked because everybody knows the character and remembers fondly some of the scenes in her movies. Janice suggested that maybe a lot of our underwear could be incorporated into some of the scenes adding a little sexiness to the play.

I agreed and started working on some of the designs for the dresses the next week. I usually just stayed at work after closing, using my office to do the designing in. In the production of several of our garments, we acquired a lot of scraps of material in fabrics that would be perfect for the dresses. I tried to figure out how to piece these together into a garment without it looking like it was put together from scrap. I found that if I pieced the pattern so that it fit the model precisely, the scraps of material looked like they were meant to be that way.

It would require extra sewing time but with volunteers to do the sewing that wouldn’t be a concern. I used a dress dummy and set up the measurements accordingly. I used my measurements, figuring on a corset and padded breasts. Most of the young ladies that had volunteered to be actresses’ were less than endowed. It took me quite a bit of time to carefully cut out the pattern, then use the pattern to cut the material needed for the dress. A dress like this would normally require four to five pattern pieces, but there were thirty-five in mine.

I sewed them up, making a couple of changes as I went along. The material that I was able to use for the dress was normally thirty dollars a yard and up, so the theater group saved quite a bit, and we utilized something we would have eventually thrown away. It turned out better than I thought it would, so I checked to see if Janice was still in her office. Like me she often worked late, the peace and quiet allowed us to get a lot of things done that would not normally be accomplished during normal working hours.

I walked into her office and laid the dress on her desk. She finished the sentence she was working on, then picked up the dress. She obviously liked it, taking her time to look over every detail. She asked how long it took to sew; I told her a little over an hour from start to finish. She asked if the material was our scrap, I nodded yes, then she surprised me by asking when I could get the dress into production. I quickly set down in the chair in front of her desk.

Then I told her this is for the play; she nodded that was what she figured, but this is so cute, it would make a great addition to our line. I told her it would not work; the measurements have to be precise to make it fit perfectly. Otherwise, we could not take advantage of the scrap pieces, so we could only do it for a custom order. She smiled, okay you have convinced me for custom orders only. What would we sell it for? I did a little figuring in my head and told her the cost would be about forty-two dollars each. That was discounting the fabric some from its thirty dollar regular price, it was scrap so not worth as much.

The only problem I saw with it would be a female’s fluctuating waistline. Through the month, a female’s waist goes through a cycle usually two to three inches variation depending on her period, her level of exercise, and what she eats. This dress is very unforgiving; it fits perfectly to a quarter of an inch. Janice smiled that is perfect; we just sell them a corset with every dress.

She walked back with me to my office, and I slipped the dress on the mannequin. I had put a zipper in the back, but after what I saw a row of fancy buttons would be more appropriate and help make the dress look fancier. She asked if I could have the computer cut the pattern pieces if a set of precise measurements were furnished. I told her it would be no problem. She snapped a couple of pictures of the dress to send to a customer or two. Then asked me to switch the zipper to the buttons tomorrow.

She asked me to use Bev for most of the work for the theater group, she will make allowances in my budget for her time. I asked her about Doris, our other volunteer, Janice giggled then said that decision is strictly up to you. If you can find something for her to help with, fine, if not use her for care and maintenance of the costumes.

The next morning I had Bev replace the zipper with a string of buttons when she returned the dress I asked her how she liked it. She loved it but wondered why we were working on something so labor intensive. I told her it was originally for the theater group, but Janice wanted it for production, custom orders only. I informed her that I would have her doing most of the sewing for the theater group, some of it here at work, and she was being taken off my budget so that the company would be picking up the expense. She was thrilled but told me not to worry she would still be available off the clock for any work I might want to be done.

I thanked her for the offer, then asked her what she thought of Doris. It turns out that she had talked to her quite a bit after the meeting, finding out that she loves to embroidery. That solved my problem for what to do with her. A custom embroidery on any costume will make it look fancy, another idea to make Janice happy with the costumes. I still had quite a bit of work to do for the first production. I figured about ten different dresses for the first production for Marilyn, and then several others for other cast members. Then there was the underwear for several of the scenes. I decided to use some scrap again, making the underwear fit perfectly. In the case of a corset, it would fit very tightly, then when the laces are cinched up the figure would be almost perfect.

During this time women mainly wore dresses, pants had not made their intrusion into a female’s wardrobe yet. The dresses ran the gamut from plain shirtwaist to skin tight with pencil skirts. I thought the best way to keep the audience involved would be to vary the styles, that way any female theatergoer might recognize what she wore during that time from the many different styles we were using.

It took me a week to make the custom patterns for the ten different styles of dresses I chose to use. One problem would be that there would be no way to change an actress once we measured her and made the dress fit her and her alone. Later in the week I got with Janice to talk about that problem, she told me that from what she saw the cast was set, and there should be no changes in the females playing the different roles. She did, however, suggest that one extra outfit is made in each costume for a fill in replacement if necessary. I asked her who that female would be; she responded that she didn’t have any idea now, but she would figure it out and give the measurements to Bev.

For the men’s costumes, we decided to use the thrift stores, where we could get a retro-looking suit for a minimal amount of money. Bev took that task on one weekend and found what we needed for less than a hundred dollars. After all the initial hard work, our part was pretty much done, so I attended the rehearsals, watched as the actresses learned their lines and marveled at Janice’s stage direction. Although there were fifteen different people involved on the stage, she easily handled the direction of getting them in the right spots and speaking their lines like they had been that character for their entire life.

I ended up helping the actors with their lines; I easily had memorized the script, and as I followed along, I was able to cue them when a temporary absence of memory struck. We were only a few days from the first production, the show opened on Friday night, then two shows on Saturday and one matinee on Sunday. Then the next weekend a repeat if sales of tickets warranted it.

The dress that Janice wanted for special orders was doing well, we had special orders of two to three per day, but those orders were only from four retailers that she had allowed to see the dress. Although the dress took much more time to produce, the price tag that Janice had assigned the dress is making us two hundred dollars profit per item. I had assigned two seamstresses to do only the custom orders, their proficiency improving each day, our profit also increasing with their skill. Janice also was able to sell a corset with each dress ordered, making it even more lucrative.

On Wednesday, before the show is to open, I got called into Janice’s office. She had a worried look on her face, and I had a feeling that one of the actresses was not going to be able to make the show. Janice confirmed that fact as I sat down in one of her chairs. I asked her who the stand-in was so that I could make sure the dress would fit them correctly. She told me to let Bev handle that, for the problem is twofold. Our lead female and another supporting female were involved in a car accident, both are in the hospital, both are going to be okay after at least two weeks in said establishment. I asked if she was going to cancel the show or move it forward a couple of weeks.

Since the local paper has run several articles about the show, ticket sales have been brisk, they are now selling tickets for the third weekend. I have a stand-in for the minor part, she is not that skilled but should be able to handle the smaller part. The problem is the part of Marilyn.

She looked me straight in the eye and told me she needs me to step into the lead female role for the play. I was quiet for a minute; she has got to be kidding about this. I can’t fill in for a female even if I know the lines. For one thing, my body shape is all wrong. The dresses are designed for another figure, can’t be worn by just anybody, besides the fact that I am not an actor, never claimed to be and have never even attempted to be one.

She managed to get me down on her couch, and then set next to me. The dresses will fit you; I had Bev make another set of costumes up that fit only you. Of all the actors you are the only one that knows all the lines, even if we found someone else to dress in the costumes there is no way that they could learn all the lines in two days. I have watched you for quite some time, your ability to handle stress, difficult situations, and excel in your accomplishment of those tasks is your best and strongest trait.

She told me to say Marilyn’s opening lines in the play, right now. I swallowed but repeated the lines perfectly, although my voice was deeper than a normal female. She asked me to get up and set in the chair behind the desk as if I was playing the character, Marilyn. I got up, straightened my clothes, then sashayed around the desk, backing up to the chair I smoothed my skirt and set down on the front part of the chair, keeping my knees together. Janice smiled saying that she rested her case. I put my head in my hands and shed a tear or two.

I pick up people mannerisms so easy, in fact, my favorite past time is just to watch people. How they move, their hand movements, their facial expressions, what they say to their friends. It is fun, giving me a glimpse into their lives and their personalities. Now that is be using against me to get me to do the play. Of all the favors to ask, to portray a female, an obviously sexy and attractive woman, me a male to take on the character of Marilyn Monroe.

I tried to convince her that it wouldn’t work; I have no years of experience as a female to fall back on in my portrayal. Janice’s solution was, then I will have to show you what femininity is all about. We have over fifty hours before the curtain goes up on Friday night, plenty of time to give you a crash course in femininity. Besides with the proper female appliances attached to your body, half of the battle is won before we even get started. She picked up her phone dialing her secretary, when she answered she told her to make an appointment for the works for Terry at the salon first thing tomorrow morning, The earlier, the better, then get Bev up here with the costumes for Teresa and the lingerie I had set aside in the warehouse. I sighed when I heard Teresa, a female name already assigned to me, I have a feeling this has been planned for quite some time.

I guess the planetary alignment for me that day was lousy, no make that horrible. Bev came walking into the office five minutes later, pulling a clothes rack behind her. On the top shelf of the rack was several boxes with the underwear we manufacture in them. I should, at least, give credit to Janice for having a backup plan in place, but why me. I was in the wrong place, doing the wrong thing, and going to suffer the worst long drawn out punishment ever devised by mankind. I was going to impersonate a female, not just any female, but a sex bombshell for the next few weeks, me a male who has never done anything bad to anybody.

Bev helped me get undressed, giggling her heart out. Her boss is going to be a female in a lot of ways very shortly; things couldn’t get much better than this. I gave her a stern look, but she just giggled that much more. The underwear was handed to me, and then they both asked if I needed assistance in putting it on. I declined, finally managing the panties and bra. For the show, I would be wearing an under bust corset, but since I presently had no breasts, a bra with forms would do the trick.

Then Bev attacked me with a waist training corset and soon was tugging on the laces with a vengeance. Maybe I should have been nicer to Bev; she is having a lot of fun at my expense. Thirty minutes later she had managed to get the corset closed, only having to put her knee on my back three times to get that little extra tightness. Of course, the panties deemed necessary for this type of dress had been slid up my legs earlier after my male underwear had been disposed of.

The dress is next, the one used for a boudoir scene. The best way to describe it was sex personified. If I had any kind of a bust, it would have been spilling out of the low cut neckline. The skirt flared out but swung freely around my legs as I tried to walk to the mirror to see my image. The sensations of the hem of the dress on my legs is most disturbing, but there was not much I could do about it. It is like everything was suddenly not in my control any longer, I had lost direction in my life.

Making the dress this way it fit me to a tee, not a quarter inch slack as it molded itself to my bodice. Janice opened her closet door, with a mirror on the back and asked me to describe the image that I saw. I was shocked, my male head withstanding I looked like a female, although my lack of breasts did spoil the illusion some. I dropped my head in defeat, telling Janice that I would give it a try, but if I fall flat, it is her responsibility.

Bev retrieved a box of shoes from the top of the rack and after pulling some knee highs up my legs slipped my feet into the heels. They were a basic pump with four-inch heels, with a decorative bow on the front. Then as Janice was admiring my shoes, she slipped a strap around the shoe, and my ankle and I heard a click. I tried to see what she had done, but the dress was hindering my sight. I felt the strap around my other ankle and another click.

I looked at Janice, but she just smiled, that will ensure that you get the needed practice in the heels before the curtain goes up. By the way, your corset also has a lock on it, in fact, we are adding them to custom orders for only a ten dollar surcharge. God, what a mess that I had gotten myself into, okay I wasn’t the only one that helped me get here, but obviously I was the one to have to suffer through it.

I had agreed to try to get through this, but the more I thought about it, the more I doubted the ability to pull it off. Janice kind of sensed me wavering on the decision and told me that I would be staying with her until the play ran its course. My mouth was open; my boss wanted me to move in with her until the play is wrapped up. I knew the end of the world would shortly follow. Janice is business orientated most of the time, only relaxing or letting her guard down after things are completed. For her to make that kind of offer is very unusual.

Janice is also divorced, her male lover caught cheating on her shortly after they married, and it was a messy divorce, her unfaithful lover trying to get his hands on some of her family’s wealth. He was at fault but tried to get some hush money to keep the divorce out of the papers and media. He seriously underestimated Janice; she announced it to all of their friends and families, making him look like the ass he was. Last she heard he was living in Australia, after giving her an uncontested divorce. He had bluffed, lost, and he paid the price tenfold.

I looked around the office looking for my clothes, but somehow they seemed to be missing. I looked at Bev, but the cat that ate the canary look answered my question. Bev handed me a suitcase, with clothes to wear for the next few weeks and told me she would see Teresa at work tomorrow. I had presumed that I would be in female mode until the play is completed but thought that I could still wear some of my male clothes from time to time. Apparently that was not to happen, anytime soon.

Then the mind processed Bev’s statement; they were planning to have me work as a female until the play was over. Now all of my employee’s would see the new me, I almost broke down in tears, the only thing saving that from happening was that I didn’t really know how to. Even after my divorce, when I lost custody of my two girls, I just couldn’t release all of my frustration and fears. Instead, I sucked it up, trying to overcompensate at work to fill the void.

Janice led me to her car with me carrying my small suitcase with me. I was numb, not knowing what to think or do, so I surrendered to her and just followed along, my heels making a clicking noise on the sidewalk. Her house is not far from work, with us arriving after a ten-minute drive. She pulled into her garage and got me out of the car. I am led upstairs to one of her guest rooms, with her taking my suitcase and laying it on the bed. She opened it and found a nightie, a toothbrush, and told me to head to the bathroom after she had unzipped the dress I was wearing.

I foolishly asked about the corset but am told that it stayed on until my waist achieved the right proportions. Once you have boobs the proper longer corset will be added to your figure. I managed the bathroom without much difficulty, but the image in the mirror is constantly mocking me. A very short time ago, I was a normal male, at least, I thought I was, but the image I saw in any mirror is that of a young female. The head spoiled the look, but I presumed they had something in mind to correct that fault too.

While I was in the bathroom, Janice had retrieved two cups of tea, offering me one as we set on the love seat next to the bedroom window. We sat in silence for several minutes, sipping the tea, and then I yawned. That was Janice’s clue to leave, so she set her cup down, took me in her arms, gave me a passionate kiss on the lips with tongue, and then told me to have sweet dreams. I climbed into bed, with the effects of the kiss still holding in my mind.

Where had that come from, Janice has never showed any interest in me other than a business relationship, at least if she had, I had totally missed the boat. I guess it would have been possible to miss some of the clues along the way, but I doubted it. With my keen interest in people and their actions, I surely would have noticed something romantic lurking in the wings.

All of the day’s activities soon caught up with me, that yawn earlier a precursor to many more followed by sleep soon after that. If I had dreams, I didn’t remember any of them, but the sleep is not as restful as most nights. I laid in bed the next morning for quite a while trying to make some sense of the recent events in my life. No conclusions were forthcoming.

Janice woke me up at seven A.M. telling me that I had to get in the shower, then dressed. My appointment is at nine, and you can’t show up at the salon in sweats or t-shirt and pants. I couldn’t see why not, but she is pushing me toward the bathroom slipping my nightie off as we made our way there. Inside the bathroom, she released the corset, and I visibly shook. The straps on my shoes were released too, a few moments respite felt good. That was until I tried to walk without the heels, pain radiated up from my calves, nothing major but a dull ache. I stood on my toes and the pain subsided some. This after only a day in the heels. After the shower it was back in the heels, although she did leave off the straps. I guess I could be trusted some now. I could now walk without some of the pain, my feet getting used to the extreme heel height too easily. It was weird sleeping in heels last night. Janice had suggested a pillow case to keep them from damaging the sheets. So with two pillow cases encasing my feet in heels I had finally made it under the sheets.

It felt so good to have the corset off for a while, but the feelings as it is being released seemed to mean something else. I had got used to the corset in that short amount of time, and as she released it, goose pimples popped up all over my body. Somehow taking it off seemed to symbolize the loss of something important to my image.

The shower is wonderful, but all too short. Janice is at the door, handing me a shift dress with a pair of panties. As I am slipping the panties up my legs, I notice the extra seams in the garment. Bev is more talented than I gave her credit for, she altered one of my patterns to make me a pair of panties using scrap. I look at Janice; there have to be more clothes for me than this. She smiles, the salon will handle you today, the less you wear the faster they can get your sex changed. That doesn’t sound good for me; I didn’t agree to a sex change or did I.

I am led from the house to her car, mumbling about anything and everything. Janice looks at me, typical female bitching about everything. The drive seemed forever, but that was probably because I was dreading what would happen. When she pulled up in front of the salon I swallowed hard. This place is huge, already packed with customers and so feminine. From the color of the walls to the myriad different décor items spread throughout the salon it dripped femininity. Janice had got out and came to the passenger side of the car, then she opened the door and extracted me from my seat. I tried to pull back, but she was on a mission, a mission she was going to succeed at.

I was dragged inside and Janice informed the receptionist that Teresa is here for her nine o’clock appointment. The receptionist called someone and soon I was being led away to my demise, at least, that is what it felt like. Janice did peck my cheek as I was being led away, my only thought is she is leaving me here all alone to try and cope with this. Soon I was led into a room and my dress and panties were removed. I tried to keep my panties on, but Heather the tech hugged me whispering that it would be alright. As she released the hug my panties fell to the floor. I was helped up onto a table and soon my front side is covered in a white cream. That included my male appendage, who wisely stayed flaccid trying to become invisible.

Thirty minutes later the cream was wiped off leaving soft bare hair free skin. During the treatment Heather engaged me in conversation, she was particularly interested in my part in the play. By the time my front side was finished we were friends, giggling at most anything like two silly school girls. My back side was next, finished the same way with identical results. This time during the treatment Heather worked on my nails, now I sported ten longish nails, the extra length due to some extensions she had glued on to my existing fingernails.

Next was my hair, washed and conditioned then set with curlers. I had kept my hair long and in a ponytail most of the time, that just made her job so much easier. With curls I am sure most of my masculine looking head would disappear. I did not have a strong chin and my eyebrows were never thick and grown together like some males had. My other features were modest, in the masculine range but not overtly so. The one disparaging feature was my nose, the only description that fit was cute. During my life I was reminded about it often, sometimes as an insult if delivered from a male but often as a compliment, the female wishing she had one as cute.

Heather told me they would cut in a style once I had picked out one suitable for the play. The current hairstyle was so that I would get accustomed to a feminine look, helping me get into the role of a sexy female. After the curlers were slathered in hairspray I was moved to a funny looking chair, helped to sit in it properly and then it was leaned back. As the chair leaned back my legs were spread quite wide, I thought I knew what was coming next. To my surprise she left me splayed like that and concentrated on my chest.

Clear cups were glued to my chest right above my nipples. They were plastic and quite good sized. A hose was hooked up to each and a pump turned on pulling some of my extraneous flesh into the cups. Like most males I had become a little flabby especially in regards to my torso. Exercise was so not my thing.

Then Heather moved to my lower extremity. A cool spray and I could feel nothing. It took her about forty minutes to readjust things, then glued my male appendage back between my legs, covering it with a too realistic looking vulva. I know most people refer to it as a vagina, but you have to remember I was trained as an engineer, detail and accuracy means a lot. I did let out several audible sighs, not that it did me any good. Meanwhile the pump was continuing in its quest to give me a sizable rack for my chest. Again another male thing, even in high school most males referred to a female’s breasts as a rack or boobies.

I did get a chance a look at my new appliance down below, I raised my head and dropped it immediately, the image now definitely that of a female’s sex. The slit with two puffy lips surrounding it would be welcome on a female, but not necessarily on me. I quickly wondered why junior had to be hid away just for a part in the play, but thinking when my mind is being assaulted by all kinds of new feelings and sensations it is not recommended. I had the start of a headache coming on, probably not the only one I will get today. I closed my eyes and concentrated on my work, even though I was not there it could help keep my thoughts on friendlier topics, ones that I could deal with.

With me still splayed uncomfortably Heather started putting polish on my new lengthened nails, a bright red although I would have much preferred a subtler shade of pink. I guess part of getting used to being a female means learning to be seen and appreciated. At first I thought my appearance would be comical, far from what a normal female should look like. But as my breasts developed and one look at my groin I now had serious doubts that I would turn out anything but pretty. I could picture myself in a corset, a slender waist finishing the look that my body needed to appear as an attractive female.

Speaking of which Heather soon returned with a very strict looking one, way longer that the ones we made. It was a pale ivory, with way too much lace sewn on. I was laced into it, Heather turned out to be much stronger than Bev, not having any trouble getting it snug. It came right up to the cups that had been secured to my chest and covered my new vulva but barely. If I thought I had problems last night dealing with the waist nipper this corset made that one look like a toy for a child. I tried several times trying to get a full breath into my lungs, a feat I soon learned would be impossible. Only short breaths worked, if I ever had to exert myself any, I am sure I would keel over from a lack of oxygen. I wondered about the clothes back at the plant, they might not fit me properly if I have lost more inches in my waist. This corset seemed to make me a lot smaller in the waist, while forcing any extra tissue either to my breasts or hips.

My hair was washed and conditioned, in fact several times Heather making the remark that I obviously knew nothing about taking care of my hair. Hey I washed it once every ten days whether it needed it or not. The stuff from the dollar store worked pretty good in my opinion. Then she cut it into a feminine style even wet it looked very feminine. Then came the curlers, lots of them with a healthy dose of setting gel used before my hair was wrapped around them. Looking in the mirror I presented quite a sight. A somewhat masculine looking face on top of a very feminine figure with my hair in a multitude of brightly colored curlers. What a sight.

Once my eyebrows were eliminated, my face lost most of its masculinity. Then when she penciled in the higher arch, Teresa was here to stay. Heather set me under a dryer, so my hair can be dried, the warm almost hot air making me a little uncomfortable. I giggled a little, breasts being sucked from my chest and I am complaining about the hot air from the dryer.

Once dry she removed the curlers, and lightly brushed my hair. The image in front of me now definitely a female, the long curly strands laying on my shoulders while the ones on top of my head were amassed framing my face. I received some basic makeup, mascara, some rouge on my cheeks and a right pink lipstick. I was quite a sight, standing there dressed to go out in a corset and panties.

Oh there were still the cups on my chest, now almost full to capacity. Heather turned off the pump, detached the hoses letting my new breasts settle into the cups of the corset. I reached one hand to touch them, the warmness and the mobility of them surprising me. She had told me the cups stay on, eventually dissolving, but what I was touching felt just like a real breast. Yes, I have felt a real breast or two during my life, these babies felt just like the ones I had fondled before.

I heard a squeal and turned to see who had made the noise. There stood Bev with a garment bag over her shoulder and her one hand over her mouth. She laid the bag over a chair and launched herself in my direction. I was hugged, groped, pinched and generally woman handled. I did get a kiss, as she whispered in my ear that Janice is going to go ballistic when she sees you. I doubt you will be standing when she finishes with you. My mouth was open, Janice seemed to have a thing for me, and it was pretty well known by all around me. I, however, was totally clueless in the matter.

Once my new look was absorbed she went to get the garment bag and unzipped it. Then pulled out another dress, she had made for me, I could see the many different parts used to assemble the dress. She held the dress open for me as I stepped into it, then she buttoned up the buttons at the back of the dress. I felt trapped now, I doubted I could reach half of them, now dependent on someone to help me undress. I thought of Janice helping me out of the dress and blushed a crimson red. I looked at the image in the mirror, the dress hugged every curve of my body like it had been painted on me. I can see that Bev has been very busy, probably giggling the whole time, making dresses for her formerly male boss. I said former male, I really doubted that all of this could just be taken off and I would instantly return to my male body, the breasts lying in the cups of the corset a prime example. Incidentally, the dress had a plunging neckline leaving at least half of my breast showing above the bodice top. My nipples barely covered, and trying to poke themselves out of their confines.

It was hard to get used to my breast just lying in the cup of the corset. Nothing keeping them there but gravity. Any leaning over or exaggerated motion most likely causing them to escape their confines. I presume a female gets used to this somewhat, but a new female with no previous experience not so much. So I walked and moved with care, not sure how I would react when one of my tits plopped out of my dress. I was gathered up, Bev signing for my services and taken to her car. She had been instructed to gather me up and take me directly to Janice, no stops, no dilly dallying but straight to Janice.

On the ride back I tried to talk to Bev about Janice. Even talking took a lot of effort, the corset making all things including breathing lots more difficult. I finally got out the words, Bev just smiling. Everybody in the plant knows about Janice’s infatuation with you. You may be smart, but what is right in front of you seems to evade your senses. Ever since she hired you a couple of years ago, she has had the hots for you, but you just cruised along impervious to everything happening around you. When the accident happened she instantly became engrossed in this mission. Taking away your masculinity, and into her bed she is going to make you over into her perfect lover. I suggest you go along, no matter how you feel, Janice on a mission never fails.

We parked at her townhouse and Bev got me to the door, rang the doorbell and turned and left. I just stood there not knowing what to expect. The door opened, she gave me a thorough look, not missing much, her eyes covering every inch of my feminized figure. She ran her tongue over her lips, in anticipation, then reached out and grabbed my hand yanking me inside. I was soon being kissed, a kiss like I have never experienced before. Pure lust is maybe the best description. Gawd, how could I have missed her feelings for me, I must have had my head up my ass the entire time I worked alongside of her.

She had a fun time for the next five hours as my new body was thoroughly explored. I was just going along for the ride, and what a ride it was. She finally gave out, I was thankful as she had me squirming, moaning, and screaming for the entire time. My former male body could not handle all that was happening to me, I am not complaining, but doubt I will ever embrace the male disguise ever again.

I was accepted as my new persona at the plant, getting hugs from the gals and polite handshakes from the few guys we employed. By the time of the play I was immersed in my portrayal of Marilyn, even my voice seemed to fit the character now.

Even though I was scared to death on opening night the play was an unqualified success playing for six weekends. I stayed as Teresa after the play finished six weeks of dressing and acting as a female pretty much making returning to the life of a male not possible or desired. I never did go back to my apartment, Janice saw to my things being done away with, and since that first evening I had never been anywhere but in her bed.

About six months later my ex-wife contacted me asking if I could take the girls to raise. Her newest conquest did not want the girls under any conditions so she was hoping I would take them back. I reluctantly told her of my changes, she giggled into the phone, she had me checked out and was already aware of my new looks, the girls anxious to see their new mommy. Janice was ecstatic when I told her, even went with me to pick up the girls. Kay my ex was speechless when she saw me for the first time, hugging me hard and tight. I think she now realized what she had and let get away. A few minutes later two squealing girls came and tackled me, not letting go when I tried to get them to our car. I saw a tear or two in Kay’s eyes as we left, but turned away. It was her decision and she is the one that has to live with it.

Janice helped me herd the girls into the back seat and she drove. The chatter from the two was infectious, they seemed so happy now. At the house we got them settled into their room, hanging their clothes in their closet. Both were in school, so I will stay working then leave early so that I can pick them up at school.

Life turned out to be good after that, Janice and I marrying about three months later, our girls by our sides. Bev is now handling most of my previous job, I just check in on her if she needs help. Almost every time I do she has a bag of clothes for me and the girls, each custom made to our measurements.

Janice’s true love the theater is doing well, lots of volunteers now and three corporate sponsors to boot. I get called in from time to time to play a small part, but nothing like the Marilyn part. If Janice has her way she is going to do the Marilyn play again on the anniversary of its original playing five years ago. Once she let it slip that she was considering the idea it was all over the papers and we had hundreds of request for tickets. When I saw Bev sewing the dresses for the play, I knew it would happen, the smirk on her face so evil.

I had some help in the beginning, well to be truthful lots of help. But what resulted from the help is so wonderful. I have the love of my life and my two girls and friends all over the community. Now that I am a female I am certain it is the right gender for me. The fact that Janice is my soul mate, all the better.

© 2016 thru 2024 by Francesca

Claire; Beauty Blog For Gurls

 Claire; Beauty Blog For Gurls

How I got into this beauty blog business is really a study in coincidence. I had been enrolled in beauty school, thinking that a career as a cosmetologist, was my ticket to fame and fortune. Picturing myself as a hairdresser to some Hollywood starlet, owning my own salon and never worrying about money. I never made it past the cosmetics portion of the schooling. I was alright at it, but far from a natural. Several of the other male students were better, even helping some of the female students with their makeup quite often.

I have been a member of the male sex for as long as I can remember, translation, I was born male. Reasonably handsome, mirrors don’t shatter when I look at my image in them, with a typical young male physique. Five foot nine, one hundred forty pounds, longish hair, a dirty blonde in color and a face that fits nicely between the genders. A lack of a square jaw, cheekbones not prominent, and a nondescript nose made me favor neither one gender nor the other.

I could picture myself as a hair stylist, maybe it was more of a dream than an actual possibility. It is something I had strived for, but recently it looked like my dream would never come true. I guess the main reason why I dropped out is the instructor. He is highly talented, a well-known hairstylist for several actresses in TV and Hollywood years ago, but also very opinionated. We never got along, even day one of the course he is separating me out from the rest of the students. When he needed a model for something he was instructing he would choose me, quite often I would be subjected to frequent very feminine hairstyles or extreme makeup. Simply stated he wanted me out of the class and the school.

The other students would not kid me as much as he did, but it still made me feel left out, not a member of the group. A couple of times I was left with pencil thin brows or curly hair that took quite some time to return to a more normal male appearance. One day I decided I had enough, and walked out, rather than spending any more money on the course. I guess I could have went to a different school, but knew that where you graduated from greatly influenced how you obtained employment in the field.

After a few weeks, searching for an alternative, I decided to try something in the computer field, ending up taking an eight week course in running a blog for profit. It was offered at a community college, fairly inexpensive and maybe a fun course. The lady professor was a blast, challenging us from day one. We had to pick what we were going to blog about, since I had been a beauty school dropout, I decided to do a blog about makeup and cosmetics. I got a raised eyebrow look from her when I stated my choice of blog topics, but after the third class, she seemed to think I might have a chance with my choice.

We met three times a week for four hours, most of it very practical instruction. She had us get a blogger account, set up the blog, and start daily posting as if we were doing it as a living. We learned as we did the daily posts, how to insert pictures, how to make the comment sections work for us, and how to write interesting posts that would capture attention.

I noticed that I was getting a few visits, each day a few more. The instructor suggested some pictures to back up my postings. I scanned several of the free picture sites looking for something that would work. No luck there. When one of my classmates and I were discussing it she suggested that I do my own makeup, come into class that way and she would take some pictures of me that way. She was a photography major and had the equipment and cameras necessary to take some professional pictures. We told the instructor our idea, she thought it was great and scheduled a special class about taking pictures and their use in a blog.

I practiced for several days trying to get the makeup just right. I had quite a bit left from the cosmetology course, so having something to work with was not a problem. I had decided after the first week with the blog, to be honest in my approach. I admitted I was a male who often wore makeup, dressing as a female or male as the mood strikes me. I don’t use the makeup to attract partners for sex or anything else. It is just me and what I enjoy.

The day of the pictures came, Juliette got some terrific pics, and we posted some of them right to my blog. I had written a post describing the steps in applying the makeup, and had it saved as a draft. I brought up the draft added the pictures and posted it to my blog. During the rest of the class we discussed other uses of the pictures, then adjourned. I checked my laptop before leaving the class, and set down hard in one of the classroom desks. Juliette stared at me for a few seconds then walked over to look over my shoulder at my screen.

It took her a few minutes to find what held my interest, then yelled for the teacher. Jenn came up, took a look at the screen and smiled. “Well, Claire I think your blog just went viral. I suggest you start planning your next posts, that way you can take advantage of the traffic to get more followers.” I looked at the screen again, the stats chart now showing three thousand visitors for today. When I looked at the audience the world map was almost all colored in, only a few countries in Southeast Asia and Africa were nor represented.

I just sat there, three separate pictures and now I have people from all over the world following what I say and do. I flipped back to the blog, to look at the pictures that caused it all. Except for the hair I looked like a runway model, a female runway model, maybe a little heavier makeup than for day use but still quite attractive. Taking the hair into consideration most would be able to see that I was male, although a very pretty one. I was flabbergasted, the blog I had been working on actually turning into something good.

I took the pictures that Juliette had taken and isolated the eyes, the mouth, the eyebrows, to make separate posts on those subjects. The web traffic slacked off some, but still in the thousands. I described how to get that look easily and the products I used. I had a couple of other ideas, but would need Juliette to take more pictures of me.

Two days later I received an email from one of the cosmetic manufactures wanting to know if I would take some advertising on my website. I told them it was in the works, just nothing yet in print for me to send them. I asked Jenn at the next class, she handing me some suggested rates for ads from newer upstart blogs. “Since you have such a following already, you might hike those prices some, plus ask for sample cosmetics, so that you can try them out and do an online evaluation for the blog.”

I sent them an email, and within an hour I had response from them. Two ads to start with, both ads attached to the email I just received. They just needed an address to send payment and also my cosmetics. I sat there totally numb to the world, they not only accepted the higher rates, for the ads, but are going to send me free cosmetics. I did pinch myself, just to be sure I wasn’t dreaming. It really hurt, so I presume that this is not a dream.

Juliette was eager to take more pictures, her only request was that she be able to use a couple of the pictures at her next gallery presentation. We agreed on a weekend, so there would be more time to go through the different makeup styles that I wanted to cover. When she came over I had to help her with all of her equipment. Lots of lights and some reflectors, plus several cameras and her laptop. She used digital cameras, uploading the discs to her laptop.

I had most everything set up, so I started doing my first face. When I first signed up for the beauty school I had bought a vanity with a lighted mirror planning to use it as I practiced for the class. She took pictures all during the application of the makeup, then lots more of the finished face. This went on for several hours as I did daytime makeup, evening makeup and even makeup for stage or TV. We called a break at one o’clock, ordered a pizza and consumed some diet coke for a beverage.

She wanted to do a video of an entire makeup application. A picture could be not used if it was bad or out of focus, but video is another thing entirely. I was nervous about it but she assured me she could edit out any mistakes or errors. She did, however, want to do it with sound, so we practiced some without the camera running.

My voice was somewhere in between the two genders, so when I had my makeup completed they saw and heard a female. Juliette got me to vary my voice a little, up and down as I made a point or pointed out something that was essential to a good makeup job.

I somehow got enough confidence to start the video, me doing the makeup and explaining what I was doing. She had three cameras running during the video, so she would check each one often to make sure I was centered in the picture. It was her idea to choose one of the three different angles that would best highlight what I was doing. I gradually lost my nervousness as the video progressed, I joked a little, blinked my long mascara laden eyelashes often, even made like a kiss a time or two. As I got into the video more, I noticed my voice naturally raising, now definitely in the female range. After the video it stayed there, not falling back into its normal range. When it was finished she sat at the kitchen table and edited the video. Then we posted it to YouTube, linking from the blog to the video.

We sat there talking about our blogs, about why I was doing makeup and if I dressed as a female too. I told her I haven’t dressed, the makeup just because I had the recent training in cosmetology, maybe a way to take some advantage of the tuition that I had paid for the course. Funny, in cosmetology school, I barely completed the assignments, but here I am doing a beauty blog and is attracting attention from all over the world. She suggested we try a few shots with me in female clothing.

I told her I had none, she looked at me for a minute or two, then told me to strip. As I was reluctantly taking off my shirt she was undressing right in front of me. She did turn away from me as she removed her panties, then asked for my shorts in return. I exchanged the items, her panties warm and slightly damp. I hurried getting them up my legs, not wanting her to see me naked. Soon all the rest of her clothes made it on my body, her just staring at me. “Gawd I wish I looked that good in those clothes.”

She immediately grabbed her camera, and took a zillion pictures of me from every angle she could figure out. It was comical to watch her take a picture, then fuss with my male clothes, since they were obviously irritating her. How do you stand these things, rough, itchy and well icky? Her breasts were straining to pop out of my shirt, without a bra, they looked a lot bigger than with one. When she had to reach inside my jeans to unwedge a part of my boxers from her crack I finally lost it. Well that was an excuse for an all-out assault on me, feeling me up, and popping my bra straps just a couple of her attempts to get me back.

As we undressed again to change back I watched her eyes settle on my groin. Most of the time there is not much there, I have to be really stimulated for it to amount to much. That did not happen often unfortunately. I have always been aware of my smallish appendage, it being pointed out to me all through high school. Every PE class another lesson in humiliation for me. Since we had open showers, there was no place to hide or even minimize the view. After a while the comments were less obtrusive, but still humiliating to me.

The most often comment was do I want to date one of them, they had never dated a female with such a large clit. About that time the name I was called changed, Clark now becoming Claire to my fellow classmates and soon to the rest of my high school class. In fact, it got so ingrained at the time of my high school graduation I was called Claire when the diplomas were handed out. That was such a shock, one that would stay with me for several years. Then when I looked at the actual diploma Claire Walker was the name printed on it.

I didn’t fight it, for the rest of my schooling I used the name Claire. Usually it was just a smirk, or cute name when I was introduced, then after that no more mention of my obviously female name. That might have been some of the problem with the cosmetology instructor, he did visibly react at the first class when he called my name and I stood up.

Life was about to become bizarre, the video took off like a rocket, then the blog suddenly had lots of new visitors as they visited after seeing the video. It was unreal, here I was a single male that had a viral video and blog about applying and wearing makeup. Juliette was a driving force, as soon as she saw what was happening she decided we need to shop for me. It was talked about for a couple of hours, then a quick trip out to some thrift stores, before it was time to go to our class.

The quick trip turned out to be almost four hours long, we just barely made it to class on time. Now faced with being late for class might have caused some concern on my part, but how I ended up attending class was far more of a concern. At the last shop we hit, Juliette found a huge pile of freshly donated female clothes all in my size. She was selective I guess, but we ended up buying all but three of the items, ten bags full of female clothes for Claire. I wore the last outfit I tried on, thinking we were going to stop at my place to change. Instead Juliette drove right to the school and dragged me inside. I still had on the makeup from the video, probably the reason I was not hassled at the store when I tried on some of the clothes.

As we walked in, sudden silence. Everybody’s eyes riveted to the new Claire. Juliette introduce me again, telling everyone this is my new look, so get used to it. Not exactly what I had in mind, but it was out there before I could say a word. Jenn walked up, carefully scrutinized me, and then hugged me. “Very pretty, Claire, it suits you.”

No other mention was made about how I was dressed, but several fellow students told me after class that I looked much prettier dressed in female clothes. For this particular day we had to report on our blog, traffic, comments and if we had gained any financial support. Of all the students I was far in the lead on all accounts.

Several of the students approached me after class asking for help in getting there blogs jump started. Jenn suggested that we exchange a post with each other, thereby getting some exposure to new readers. We would treat it like a guest post, like what my friend is doing now. It worked their blogs getting more hits and new visitors for mine.

I started writing reviews on the free cosmetics I had received, the company that supplied them so pleased that I got more ads to run in my blog. Several more suppliers approached me, wanting to do a couple of ads with me too. I made sure that there was no competing products, not wanting to piss off my present advertisers. Now I was starting to show a profit, not enough to get rich with, but more than enough to handle my basic expenses, rent, food, and utilities.

I was trying to figure out what topics I should cover next when I received several emails from male readers asking for help with makeup for them. They all wore makeup often, but never as good as what mine was. I asked them to send a picture, that way I could advise them on specific things to help them out. Well the next few weeks was like an avalanche. The three males I had originally asking for help turned into fifty-three, each one I helped referring me to others. My advertisers saw what was happening, deciding to introduce a line of cosmetics for Gurls, a male that is portraying a female.

It only took them three weeks to get the line produced, my ten ads morphed to twenty-five and my readership went off the charts. It was decided to market the line only through my blog, I agreed, not realizing what that would do to my readership and my financial status. I was getting around ten thousand hits a day, a few days later that amount nearly doubled. Juliette decided to help out, processing orders and helping me pack for shipping. I split the profit with her, for which I received many kisses and hugs. She still did her photography, but confined that to the evenings and weekends.

The class had ended several weeks ago, Jenn wanting me to help with her next class, for which I would get paid by the community college. She already had more students signed up than before, a fact that she was very excited about.

I am not really sure how I ended up dressing as a female full time, but the clothes seemed to be more comfortable and Juliette liked me dressed as her girly gurl. When I realized I was no longer wearing any of my male clothes, I decided to pack up what I was not using. Juliette did me one better and hauled them all to Goodwill. Not my intention, but I only found out what she had done when she returned giving me the donation slip so that I could take it off my taxes. I started to say something but her smirk and giggling convinced me to hold back. This was what she wanted and I was not going to deny her.

A couple of weeks later I was getting dressed in the morning and I was trying to find an outfit for the day. No shopping or time away from the house today, something casual and comfortable will do nice. As I opened the closet doors I noticed that the closet was full, maybe room for an outfit or two but that would be all that would fit. Just three weeks ago it was less than half full of female items once my male clothes had been purged.

I stood there and stared, the female side of Claire had totally taken over my life. Then with a shrug of my shoulders I turned and sat at my vanity. It also was covered in different cosmetics, the top of the vanity almost full, that not counting what was in the drawers. Yep, Claire and the beauty blog is firmly in control, a smile now appearing on my face. My face that is totally feminine, reflecting back from the mirror. A quite attractive gurls face I might add.

On the romantic side of things Juliette did move in with me a few week later, a two bride wedding in the plans for the fall, Claire, of course, wearing the fancier dress, her heels and makeup perfect as usual.

© 2016 thru 2024 by Francesca

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