Disclaimer- This story contains some description of situations that should not be read by minors. All those depicted in this story are fictional, as are the situations. Any resemblance to any person living or dead is entirely coincidental. Any comments on the value of this story will be welcomed, but only if they are constructive. Send comments to tbrscd@icqmail.com Thank You, and enjoy, -Tiberius.
Changes
It was approximately ten years ago when my life as I knew it changed drastically. It was the summer following my freshman year in college when everything began. My family was on vacation at the beach and we were returning home late at night. It was a Sunday night of a long fourth of July weekend and the drunks were out in force.
The car came out of nowhere and hit us head on. The impact drove the dashboard into the bodies of my parents in the front seat. My twin sister, who had just undone her seatbelt to get a drink from the cooler in the back of the jeep, was thrown through the windshield and between the cars. Some say she was the luckiest because she died instantly. At times I feel I was the least lucky for outliving them all.
For the next month I was in a hospital trying to make it while the doctors rebuilt my battered body. Friends of my parents flocked to my side and the family lawyer helped me with everything he could. Not only did he facilitate the quick execution of the will, but he also filed a large suit against the driver of the other car. I got a huge settlement out of the suit, enough to guarantee my education and allow me to wait for the perfect job offer afterward.
I got well and returned to school, but I was depressed constantly. Friends began to get tired of my continual mourning and began to stay away. I had few relatives and as I continually wrapped myself in my school work I had few new friends. I was pulling myself apart. Then I met her.
First semester of junior year I had realized I had skipped too many of the basic level computer courses when I began my Computer Science curriculum and would come up short when I got to senior year. Since I had some room in my schedule to fill I took a one thousand level programming class. At the least it should raise my cumulative average.
Dawn was in my section and sat beside me at the first lecture. We talked a little but it was nothing more than politeness on my part. As the semester went on she realized that I was a wiz on the computer and asked me for help whenever she got stuck. It didn't hurt that I was more apt to help her than the TA was. Eventually as two students put so closely together so often do, we began to date.
I was in heaven. Finally after being so alone for so long, I had someone to love and be loved by. I could see no problems on the horizon.
We dated often the rest of that semester and the next. We were such an item, after a while, that I wasn't surprised when she started making me exercise, eat better and take vitamins. She felt a need to make me a better person, take more care of myself. She said it was to make sure we could have a long life together.
Sometimes Dawn would stay over at my house for the weekend since I lived there alone from the day of my family's death. She often told me how her mother would flip if she ever found out she was staying at her boyfriend's house. Dawn had to find an apartment building with all women when she moved out of the dorms or be disowned by her mother.
Anyway, It was in march when the strange things began. Dawn and I were having dinner when she brought up that she had to look for another apartment because her roommate would not be able to pay the lease.
"Why don't you move in with me?" I asked her. "I don't have to pay a rent. I just have the taxes once a year and the utilities. We could split those and you would have a permanent residence."
"Oh no I couldn't. My mother would go ballistic if she found out I was living in a house with a man. Don't worry about me I'll find something eventually." She responded, but I thought I saw a twinkle in her eye that looked suspicious.
It kept on somewhat like that for a few months until the end of the semester.
I was at home in my room working on a final project for an advanced computer class. The code was getting hairy and I had to finish it by the end of the weekend. Dawn entered the house and came up to my responding yell.
"What're you up to lover?"
"I gotta finish this project this weekend and I'm not sure I can."
"Oh you'll do fine. You are always so good in this computer stuff. Besides, the faster you finish the faster we can do something."
"I must admit that is a good incentive, but I would not expect to do much this weekend."
We chatted a while and I took her out to dinner at the corner pizza joint. I hadn't eaten since the day before and she convinced me to take a break. As we ate she directed my eyes to the girls in the room, asking me what I thought of the outfits. I told her just what I liked in female attire, mostly the casual look. Cutoffs, t-shirts, flannels and the like dominated my choices for favored clothing. To her inquiries into what I liked for more dressy occasions, I responded with short loose skirts with mock turtlenecks and vests, or long broomstick skirts with blouses. We talked like this for a while until I finished eating.
I returned home with Dawn and commenced working on my project again while she watched TV and cleaned up around the house. I told her she didn't have to clean up when she came up to my room, but she just smiled and said it was alright, she wanted to.
She fell asleep in my bed around midnight as I continued to work. Around three I covered her up and tucked her in on my way to make a pot of coffee.
At nine the next morning she woke up and got dressed for the day. She told me she was going shopping and would be home at five that evening. She kissed me on the forehead and gathered her pocketbook in one fluid motion. I was a little tired and decided to take a shower to wake up.
In the shower I thought back to the discussion of the night before. I had been toying with Transvestism for a while, and the clothing I had described as what I liked to see women in was also what I liked to wear. I wore both my mother's and my twin sister's clothing when I was younger, but now that she was dead it was my sister's I went to exclusively as if it kept her memory alive in my mind. It was a small coincidence that she also had always worn the clothes I described as my favorite. It was my new girlfriend that stopped my dressing habits. With her around I neither wished to be caught nor felt the desire to dress as a woman.
Anyway, as I thought about the way I used to dress I began to long for the feel of female clothing again. I got out of the shower and dried off, brushed my long hair into a more feminine style and took the vitamins Dawn had gotten me a while back. Then with a feeling of excitement I went to my sister's room and opened the closet.
Out of the closet I chose a blue print broomstick skirt, A short sleeve mock turtleneck in white and a sleeveless, blue denim, button up shirt. I laid these on the bed and went to the dresser.
From the top drawer of the dresser I withdrew a plain white underwire bra and matching bikini panties. I pulled on the panties, tucking my dick and balls between my legs to disguise them. Then I slipped the bra on. Then I noticed something.
I didn't need my falsies.
My breasts seemed to almost fill the bra cups. I looked at myself in the mirror and it was strange to look at my reflection. I had a female looking body. I wasn't as curvaceous as a real woman would look, but the lines were there as if I was an adolescent girl just developing into womanhood. After looking for a while, I finished dressing and stored the problem of my change in the back of my mind until I was finished with my final project.
Vaguely I realized that my sister's clothes fit me better than they had ever fit before, better even than mine of late.
Around four thirty that evening I finished my project and E-mailed it to the professor. I had just finished uploading the document and was closing out my account when I heard Dawn coming into the house.
I panicked. I was still in my sister's clothes and my girlfriend was coming upstairs!
I quickly grabbed some sweats and ran into my bathroom. I had taken the master suite after I left the hospital, so as a result, I could go into the bathroom without being seen by Dawn. I changed quickly and threw the balled up clothes into my hamper. They had to be laundered anyway and my hamper would hide them until Dawn left.
I dressed in the sweats and flushed the toilet to give myself an alibi. When I returned to the bedroom Dawn was there and I gave her a hug and a kiss to welcome her back home. She put the bags of things she had bought into the closet I had cleared for her, and we went downstairs to have dinner. After dinner she asked me if I had finished my project.
"Yeah. It was funny. After you left I took a shower to wake up and give myself a break. When I finished I had an insight and everything just fell into place."
"Great. Do you have any more classes this year?"
"No, that project was my last pending grade for the semester. I am free through the summer till August."
"Well, lover-boy, in that case let's go to bed. I have plans for us for the summer. We can talk about that in the morning when you are rested."
That night we had the most active sex in a while. I kept thinking about the clothes I was wearing that day and it kept me on a higher simmer. Another thing that excited me was that Dawn kept sucking on my nipples and they were responding unlike they ever had. I was in ecstacy until I spent myself within her and collapsed in exhaustion.
The Next Morning
I woke late the next morning with Dawn looking into my eyes. When she realized I was awake she wished me good morn and kissed me on the lips. then she spoke.
"Lar, do you remember saying that you would let me stay with you if I couldn't find an apartment."
"Of course. I said you could stay whether you had an apartment or not, but you said you could not live with a man or your mother would flip."
"Well, I'm in a bind and I can't find anyone to live with. I need to ask you a very big favor."
"Anything."
"I can live with you if I can convince my mother you are female. I need you to dress like a woman until my mother meets you and approves of this house."
"You mean you want me to be a transvestite."
"Only for a little while. I only suggest it because it is the summer and no one has to see you until my mother approves. She would probably be here before July and then you go back to being Larry Dalton forever. I only ask because I need somewhere to live and I would prefer to live with you if I can."
"It would only be for a little while?" I asked in a doubtful tone outwardly. Inside I loved the Idea. I could be a woman for a while, then just as fast as it began it would end. I only feigned resistance to keep Dawn thinking I was not the Transvestite at heart I was.
"Yes, I swear."
"OK."
She rolled on top of me and thanked me profusely. She kissed me repeatedly, and after a short while she slid down and sucked my dick into her mouth and blew me until I came.
Then we got up and went into the bathroom. She got me into the shower. She began to explain what had to be done.
"First we have to get rid of your body hair. Since you have never shaved, I think we will use remover."
She applied a cream all over my body and told me to stay still while she got a bath drawn. She left for a few minutes and I saw her return from the bedroom with a bundle of clothes. She drew a bath and put a foaming bath scent into it. Once the tub was full, she entered the shower again and began to rinse me off.
Once all the lather was off, she checked for any remaining hair and shaved it off whenever she found it. Then she took me to the tub and had me step into it. After joining me in the tub, she had me sit between her legs and dunk myself in the water to wet my hair. When that maneuver was done, she poured shampoo into my hair and washed it all over. After the washing was the conditioner. Finally we both rinsed off and exited the tub.
We dried one another with large towels, and she bade me to put on the clothing she had laid out for me.
The first thing she handed to me was what I was later to find out was a gaff. She told me she had it specially made to her specifications. She helped me fit my cock into it and strap the waistband around my middle. Then after pushing my balls up into my body, my dick was hauled between my legs and the retention straps were attached to the waist band. I looked in the mirror and the flesh tone foam-rubber blended into my skin tone so well, it looked almost natural. Combined with my recently noticed figure, I looked positively feminine.
As I marveled at the change, Dawn explained that her gaff allows a man to piss sitting down and does not inhibit shitting at all. A man, once he was used to it, could wear the gaff for days on end without any discomfort. I just waited for the rest of her presentation.
The next thing she put on me was a cincher to accentuate my figure. The white satin felt wonderful, and I loved the feeling of her pulling the laces tight. She helped me snap the crotch in place after I was all laced tight. Then she handed me a bra. I looked at the tag briefly before she helped me draw it on. It read 38a.
What amazed me more was that I filled the cups to overflowing, and had quite a bit of cleavage. The bra was a little loose despite the cups being too small, but it was not too uncomfortable. I remarked on what I saw in the mirror, but Dawn waved it off saying that she put a lot of padding in the bra. I did not remember at the time that I knew my sister was a 36c and the bra I wore yesterday I almost filled.
Finally she gave me a slip to put on, and topped it all off with a robe.
"This will do to get you used to dressing like a female and will be adequate for today. It is comfortable enough for all the teaching I have to give you today and not so much that you are buried in new things."
I just stared amazed at the person staring back at me in the mirror. Now that I could not see the cincher, I could not tell I was not female. The transformation was complete. It was inconceivable to me that any man could look so different. I even began to see more similarities between the me in the mirror and my sister. We were truly twins the way I looked.
I was so impressed by what I saw that I began to get really turned on. Then I realized the biggest reason for the strength of the retention straps on the gaff. My dick strained against the gaff, but the outside showed nothing. It was uncomfortable for a while until I was able to let my erection subside.
Anyway, for the next few days Dawn taught me many things about being a woman. Makeup and hygiene were the first things. She taught me to keep a hairless body, how to apply makeup (especially foundation, although I had very little facial hair to begin with and for some reason, lately, less than usual) and how to style my hair into many more feminine styles.
Six days after we began this adventure she gave me my first lesson on clothing.
She began by laying out a few representative outfits from the lingerie out to full outerwear to show examples of what would be worn in different situations. The styles included these situations:
Casual; Working around the house; working out; dress casual; semi-formal and formal.
This was to name a few.
She drilled the choices into me until I felt I would burst. We worked at it for two more days, and when I asked why it was so important she snapped back at me.
"A real woman grows up learning how to make these choices. You are twenty years old! I don't have twenty years to give you to learn everything you need, I have at best a month."
"Yeah, but you will be here to coach me."
"Not when my mother gets here. You have to make a convincing woman on your own. How would it look for me to pick out your clothing for you?"
"Yeah, you are right."
"Good. Now tomorrow will be your first test. We have to move me from my old apartment here, and then after we will go to the mall in the next town over. No one can possibly recognize you in either of those places, so it will be perfect. By the way, you will need a female name. I can't call you Larry. Why don't we feminize Lawrence to Larissa from now on?"
"OK" I replied reluctantly although inside I was jumping in expectancy.
That afternoon she left to pack at her apartment, and suggested I take my fathers car to meet her the next day.
All that night I could not sleep. I wore the gaff almost all the time now, and for bed that night, I was in a babydoll and matching panty.
The clothing was my sister's. Dawn had been looking around the house and found all the clothing still in my sister's room. When she asked me about it I said I just was not able to throw it away. To her inquiry I said I would be willing to wear it if it fit, knowing full well it would.
Dawn was overjoyed that the clothes fit because as she put it, "it will be much more realistic and cheaper to have an established wardrobe. I don't know how long mother will stay, but it would be suspicious if you started wearing things over and over."
We moved all but the masculine clothing a woman would wear out of my closet and dressers and boxed them away. Then we moved all of my sister's clothing in. Dawn told me that I should immerse myself in the role and wear female clothing exclusively. It was even more important to stay in my female persona after dawn informed her mother she had moved, as her mother often used surprise visits in an attempt to catch her in 'evil acts'.
The next morning I got up and began to dress.
I put on some plain cotton panties and a sport bra for underwear. Over those went denim cutoffs and a white T. I sat down at the makeup counter in the bathroom and quickly brushed my hair into a ponytail. I did my makeup in the 'natural' fashion, and put on a watch only for jewelry.
On my way out I slid on some white socks and hiking shoes, grabbed a small purse I had put together with my sister's old ID's, and took the keys to my father's MG.
When I got to her apartment, Dawn complimented me on my choice of clothes, but she was more impressed with my makeup. She was beaming when she saw I had put some on, thinking I would not know a woman never goes out without it.
I did not disappoint her by telling her the truth. I wanted to wear makeup whenever I could as it was a part of being female and I was enjoying everything female I could.
We moved all her boxes of things out to the U-haul she had parked out front. Helping her were two neighbors and a man by the name of Mike.
Throughout the day Mike kept putting the moves on me, and it was kind of turning me on that I was playing the part so well this guy wanted me. He even invited me to go with him when he drove the truck to the destination.
I turned him down, but Dawn remarked on the attention in the car on the way to home.
"Mike likes you."
"I noticed. I didn't think I was doing that well."
"Oh you are! I'm so proud of you! If you can fool a man like Mike, then my mother won't be any problem."
"This just might work."
We arrived at the house, and were soon joined by Mike in the truck. We took all the boxes up to the guest room until Dawn could unpack her stuff into my old room. My old room would be hers when her mother got here. We didn't start unpacking as we had to return the truck soon, but Dawn did segregate one bag that was her change of clothes for the next few days.
Despite my silent objections, Dawn invited Mike to stay for some refreshments. We sat in the kitchen and drank iced tea while we talked little nothings. I was highly uncomfortable, but I stayed there as it would be out of character to leave. Eventually Mike had to go return the truck, and he said his goodbye's.
When he hugged me goodbye, he copped a feel of my ass. I was so stunned he left before I could react.
Dawn laughed when I told her what happened, but then she congratulated me on handling it. I even began to get calm about it and see how funny it was. Then she told me to take a shower and get ready to go to the mall.
I showered alone, and then went out into my room to pick out my mall clothes. Then I realized that I didn't know what to wear. It was one of two things, but they depended on the purpose of the trip.
If we were just going out like we were two friends going shopping quickly, then it was casual. If, however we were two girls on the mall to get looks from guys, then it was dressy casual.
After tossing the problem around for a while I decided on dressy casual. If this was a test of my ability to look female, we would do little shopping, and therefore the second choice was the most probable.
I put on the gaff and cincher. Then I followed them with a push up bra, and stockings. To hold the stockings up I attached the removable garters to the cincher. over this I pulled on a bodysuit in white with a mock turtleneck, snapping it closed beneath. I slipped on a black flyaway skirt and a tight vest. I finished the outfit with black flats.
That done I restyled my hair in a loose wavy style, and did my makeup in sedate tones. Adding some bracelets, rings and one necklace to the outfit set it for the night.
Again Dawn was impressed with my outfit, and congratulated me. I was right in assuming we were going to show off, but as a reward she was going to buy me an outfit of my own.
We spent three hours that night at the mall. We were both beautiful looking women obviously wanting to be looked at, and we were looked at. Young boys still in High School and old men alike were staring at us as we walked by. I noticed I was getting as many stares as Dawn was, and again I was getting turned on. A few of the older boys even approached us to try to pick us up. Dawn later complimented me on how well I handled the approaches, and how convincing a female I was making.
At the end of the night Dawn took me into a Lingerie shop and introduced me to the woman there. Immediately I was brought to a changing room. I was told to strip to the waist. I complied reluctantly only at the assurance of Dawn.
The woman took my measurements and wrote down my sizes. The sizing for a bra was the most interesting. The measuring tape's contact with my breasts excited me terribly, and my nipples even stood up. They looked larger to me than they ever had, though I could not be sure.
As a female I measured up as 37-28-36b, a solid size 9. For the surprise gift I found out what I was to get. Dawn bought me a handful of bras that fit me perfectly. As well as something in a box she would not let me look at. I found out what that was later.
Also, to get me further into the new role Dawn had for me we went to a piercing and tattoo parlor. I didn't mind getting my ears pierced since if I ever wanted I could stop wearing earrings and the holes would close up. They, unlike tattoos, were not permanent. For a tattoo, Dawn did convince me to get a temporary one. A rose wrapped around a heart placed on my right ass cheek.
At home that night she had me open the box. Within were two full sets of lingerie. Both were in my newly discovered sizes.
The first was a Victorian corset, with stockings and thong, and a undergarment made of linen and lace that had a peasant neckline and knee length legs. This was to go with an outfit she had for me for later Dawn told me.
The second was a satin and lace three piece outfit. Open cup bra, garterbelt and crochless panty. With this set in blue were two pairs of sheer blue stockings.
Dawn had me put on the second outfit. She dressed in a teddy of the same cut and cloth, and we went to bed together. I woke the next morning to a day filled with frenzied lovemaking.