I was only sixteen when my life changed. I know now that the change was definitely best for me, but I had serious doubts during the time the change was occurring. I suppose the biggest problem was that I had no idea what was happening to me or why. But before I get involved in some deep philosophical discussion, let me explain what happened. Liked I said, I was only sixteen and in the middle of my junior year in high school. I didn't have many friends; I stunk at most sports which definitely cut down on the number of guys willing to be my friend. After all, sixteen-year-old boys don't give much thought to accepting a look like and what they can do. For that matter, so are sixteen-year-old girls!
Since I wasn't very good at much and at five foot five inches and one hundred twenty-five pounds, I didn't look like much; I was pretty much on my own. I tried dating some of the girls in school but got nowhere; the nice ones said they thought of me more as a friend than a boyfriend and the others just laughed at me.
One thing that helped me, though, was that I was very good at acting. I had been with my high school drama group since I was a freshman and had parts in nearly every play the school put on.
This time our junior class was putting on a play called "Charles Aunt," and I managed to land the lead role. The title of the play referred to the lead character having to pretend to be his elderly aunt throughout most of the story, so I would have to spend a good deal of time dressed like an old lady.
Up until now, all of the rehearsals had been in regular school clothes but next week was to be the first of many dress rehearsals, so mom and I began to work on my costume, an ankle-length dress, and gray wig. We were busy getting things ready the day her friend Shelley dropped by for a visit.
I was standing in the living room wearing the dress over my jeans while mom pinned the hem when the doorbell rang. Mom went to answer it while
I waited for her to return.
I heard the excitement in her voice and wondered what was up. A minute later, I got my answer when she returned to the living room with Shelley in tow. In her excitement over seeing Shelley again, mom had forgotten that I was in costume.
Shelley took one look at me and laughed.
"That dress really doesn't do anything for you, Jim!"
I'd known Shelley since I was a little kid and had always enjoyed joking around with her son, put my hands on my hip, and began to mince around the room.
"Are you sure about that ?" I asked in my highest voice. "I thought it was just perfect!"
I broke into an exaggerated version of the "Can-Can " lifting and
swishing my dress!
"You're great, Jim," Shelley laughed, "but why the dress?"
I explained about the play and how I had the lead part. Shelley complimented me on getting the lead, but mom didn't seem so happy. "If you could find a way to make some money, it would be a big help." She said. "Acting jobs are not easy to get you to know."
"I'm only sixteen, mom," I replied sadly. "When I'm out of school, I'll be able to make some money by acting!" Mom smiled, "I understand dear, It's just that we could use the extra money now."
Shelley gave me an odd look.
"How would you like to work for me this summer Jim?"
"Doing what, Shelley?" I asked curiously."I guess you could call it an acting job."
I should have known better, but I snapped at the bait.
"What kind of an acting job did you have in mind?"
Shelley seemed just a little evasive in her reply.
"Well, let's just say it would involve some modeling for my clients. Are you interested?"
"I know I'm a good actor and of course I'm interested! I could easily stand there looking cool while getting my picture taken!"
I didn't expect Shelley to jump for joy, but a smile would certainly have been nice. Shelley, however, just stared at me.
"That's hardly a challenge for an actor as good as you." She said coolly. "Besides, you really don't measure up for that cool look." That hurt! I didn't see any reason for her to be nasty after just offering me a summer job! Shelley saw the hurt look in my eyes and went on to explain.
"I'm not trying to be mean, Jim." She said as she picked up a tape measure mom was using. "Here, let me show you what I mean." She measured my height and wrote that down, then took measurements of my thighs, my hips, chest, waist, and biceps. She asked me my height and weight and read off the figures as she wrote.
"Biceps 4 inches, thighs, 10 inches, waist 25 inches, chest 32 inches, hips 30 inches, height 5 foot 5, weight 125 pounds.
"So I'm a little on the scrawny side, but what does that matter? I mean, I can act as cool as the next guy!"
"You probably could, Jim, but you wouldn't look as cool as the next guy, and that's what counts how you look, not how you act. People can't see your acting; besides, the cold, hard truth is that my clients want to see the All American Boy type standing around looking cool. You just aren't that type!"
"Okay, I give up. If I don't look like the All American Boy and my acting was not going to help, how could I possibly work as a model?" Suddenly I felt a cold chill run down my spine. It was painfully obvious, but I had to be wrong! It's just that I knew what Shelley was going to say even before she opened her mouth. Shelley looked me right in my baby blues.
"Well, there is another part you could play if you're nearly as good as you think."
"You're not thinking what I think you're thinking, are you?" I asked, trembling.
Shelley continued looking me right in the eye as she spoke.
"I think you can guess that, can't you, Jim?"
What else could it be? If I wasn't the kind of boy she was looking for
then I must be..., no, that's just too crazy!
Before I could say anything, mom interrupted.
"She has a point, Jim, here look at these measurements."
I looked at the sheet and noticed that Shelley had circled some of the measurements that she had taken. That chill began to form along my spine again as I saw what was circled - Bust 32 inches, waist 25 inches, hips 30 inches.
"Bust, waist, and hips are not measurements for a boy Shelley!
Especially since I don't have a bust!"
You're right, Jim; those aren't measurements for a boy, but yet they are your measurements!
You're a skinny little runt of a boy Jim." Shelley said in a soft
voice. "But with a few adjustments, you'd make a great-looking girl!"
I tried to end the discussion as best I could without hurting Shellys feelings.
"I appreciate the offer of a job Shelley," I said as nicely as I could.
"It's nice that you think I'm a good enough actor for the part, but no one would ever believe I was a girl even if I wanted to try! Shelley just smiled at me.
"Wanna bet?"
I should have known better, but I shot my mouth off anyway.
"Name it!" I said in as macho a tone as I could muster!
Shelley coolly told me that if she couldn't make me look good enough, she'd give me fifty dollars. If she could, however, I'd go to work for her. I figured I had a quick fifty bucks coming my way, but I wanted to stack the deck as much in my favor as possible. I picked up my past school year's yearbook and, after a moment, found just what I was looking for - a picture of the prettiest girl in the school.
"Here's the deal," I said as arrogantly as possible. "If you can make me look like her I lose; if not, you owe me fifty bucks!" I was sure I had Shelley beat; this girl had shoulder-length blond hair, a figure that made guys stop and stare, along with a smile that could double as a lighthouse! In the picture, she wore a green velvet dress with a lace collar.
Shelley looked at the picture for a moment then put the book down.
"Who makes the call?"
"I do, of course !" I replied.
I'll do it." Mom stated. "I promise to be fair!"
"Does it have to be that dress?" Shelley asked.
"I'll forget about the dress," I said graciously. "But that's it!" I meant, of course that I just wanted Shelley to make me look like the girl and not worry about clothes. Shelley had other ideas, though.
We shook hands on our bet then Shelley left, saying she had to pick up a few things. She promised to be back in a little while to win the bet.
I wasn't worried, just amazed that a smart woman like her could have agreed to the kind of terms I insisted on. What could she have been thinking?
Mom finished fixing my old lady costume, and I went to my room to study for the play. It was about two hours later when Shelley stuck her head in my door and asked if I was ready.
"I hope you stopped at the bank; I expect to get my money right away!"
I told her.
"Just follow me," Shelley replied, "You haven't won yet!"
I followed her to Mom's room, where I was surprised to see that the full-length mirror was covered up, as was the one on the dresser. I asked why but Shelley told me to strip to my shorts and not to ask dumb questions.
I was uncomfortable about standing there in my underwear, but I consoled myself by thinking of what I was going to do with my fifty bucks.
Shelley placed a bra around my chest, fastened it, and stuffed some tissue into the cups. Next, she had me put on a pair of pantyhose followed by a half slip.
I decided things were getting out of hand and wanted more control. "I told you the clothes weren't necessary!"
Shelley made no reply; she handed me one of Mom's robes and told me to come with her to the bathroom. Once there, she made me stick my head in the shower while she rubbed some shampoo into my hair. after making sure it was worked in completely, she rinsed my hair, and we were off to the bedroom again.
Shelley had me sit at the vanity while she dried and styled my hair with a brush. It felt so good to sit there and have her fuss over my hair that I hated to have it end. I tried to stop her when she began to apply makeup to me, but mom told me to sit still.
"You picked the terms, remember, now play fair and let Shelley try to meet them!"
I wasn't happy about it, but mom was right so I let Shelley continue making up my face. First came to cleaning with a liquid which stung like crazy then a second liquid was smeared all over my face and neck.
This was followed by the application of blush to my cheeks, mascara to my lashes, and eye shadow to my eyelids. As a finishing touch, I had a maroon-colored lipstick applied.
Shelley then had me stand up and remove my robe. Just when I thought it couldn't get any worse than standing there in a slip, bra, and stockings Shelley went to the closet and brought out a pink dress with lace-trimmed sleeves and collar.
"I was ready to give up," Shelley said. "When I remembered that I had this outfit back at my studio! Lucky huh?
"Yeah Shelley," I said dripping with sarcasm. "Lucky for me!"
Mom unzipped the dress and lowered it over my head, taking care not to screw up my new hairdo. She straightened it out, zipped up the back, then had me step into a pair of pink shoes. Mom helped me to stand up while Shelley uncovered the mirrors. I didn't really want to look in the mirror, I was afraid of what I might see. I had plans for that money and was scared silly of what would happen if I lost the bet.
"Open your eyes, Jim!"
I heard Shelly's voice but couldn't bring myself to look.
" Come on Jim, open up." Mom pleaded. "Don't be a sore loser!"
I was so stunned that mom had sided with Shelley that I opened my eyes.
Staring back from the mirror was a pretty blonde-haired girl in a dress, stockings, and heels. I blinked hard, took a deep breath, and looked again. Although it wasn't the girl from my yearbook there was no denying that I had just lost fifty bucks! "What happened to my hair!" I asked in amazement. "How am I going to explain having light blond hair at school?"
Fortunately, Shelley explained that my new hair color would come out with shampoo so I wouldn't have to explain anything. The only thing left was to admit defeat.
"Okay, you win. I just hope no one sees me like this." Shelley told me that to be perfectly honest there was no way to tell how many people would see me dressed as a girl. My picture would be used by a national department store to promote their line of clothes for teenage girls. I would be included in the Sunday paper in millions of homes across the country. I was about to die when she explained that no one would ever know it was me. As far as anyone was concerned I would be just another pretty model.
"Trust me, Jim," Shelley said. "The way you look right now is nothing compared to what you're going to look like. I have a feeling that you're going to make a lot of money for me!"
"What about me?" I shot back. "I just lost fifty bucks and now I'm going to have to pose in front of a camera in girls' clothes. What do I get out of this?"
"How about $400 a week for a paycheck?" Shelley coolly replied.
Four hundred dollars a week! Good grief, that's more than my mother made as a secretary. I was already dreaming of ways to spend that much money and had to work really hard to remember what I had to do to earn it.
Shelley explained how I'd get paid and what I'd have to do to earn it. She rattled off figures that made my head spin as if talking about pocket change.
"But what will the guys at school say about me? I'd be ruined!"
Shelley looked at me as if I was joking.
"This isn't something I'd brag about to my friends if I were you!"
"I wasn't planning to. " I replied. "But what if one of the guys from school sees me?"
"He'd probably ask you for a date!" Shelley laughed. "Trust me, you're going to become a gorgeous model, no one would ever believe you're not a girl!"
Mom put her arm around me and held me tight.
"It's up to you Jim, it has to be your choice. If you want to give it a try and think you could do it I'll help any way that I can." I was totally confused at that point, I wanted that money so badly I could practically feel it in my hands. All that I had to do was to pretend that I was a girl and have my picture taken. Once I got done I'd go back to being a boy! Sure it would be easy, just another part in another play! I told myself that over and over again hoping to convince myself that it was true.
Shelley and mom would make certain that I was ready, I'd have to spend the next couple of months practicing to make sure that everything was perfect. Since Shelley had clients lined up for the rest of the summer I wouldn't be able to quit before the end of summer.
After talking everything over Shelley had to leave but promised to be back soon to help me get started. She certainly lived up to that promise by showing up bright and early the next Saturday carrying several bags from a local discount store.
Shelley told us that she had stopped to drop off a few things that I would need to get started and began to unpack some of the bags.
Shelley unpacked a couple of pairs of girls' jeans and tops along with enough dresses, skirts, and blouses for several girls! Shelley told me that I could wear jeans occasionally but I was to spend as much time as possible in a dress or a skirt so I got used to being a girl. I couldn't imagine why I need to get used to being a girl, I'd dress up for a few pictures then change back again. It wasn't as if I was going to wear girl's clothes that much right? I was grateful for the jeans even if they were girls, I only owned two pairs of jeans and I hated to wear anything else but them! I wasn't quite as grateful though when Shelley handed me a bag full of panties, bras, slips, and stockings and insisted that I wear them anytime I wore girl's clothes which she stressed was to be anytime I wasn't in school!
I complained that I couldn't do that I just couldn't be wearing girl's underwear when I was fooling around with my friends but mom scoffed saying that I didn't have any friends to fool around with anyhow! I was to wear panties to school and change into one of my dresses when I got home, if I had to go out for anything I'd wear my new jeans and save my boy's clothes for school. I had a sick feeling in my stomach that something was going very wrong, mom and Shelley just seemed too intent on making a girl out of me.
Mom would help me by teaching me the basics of being a girl like walking, sitting, setting my hair, makeup, and other small things l while Shelley would provide the polish I needed to be a model. This polish would be along the lines of walking in heels, coordinating my wardrobe, fancy hairstyles advanced makeup, and how to pose as a model.
One last thing remained before we were finished - my name. Jim just wasn't an appropriate name for a girl so after much debate I was rechristened Janice Lynn Marshall, the last name being mom's maiden name to avoid any chance of my being recognized.
She promised me that she'd drop by from time to time to check up on me and expected to see Janice when she did.
After Shelley left I took my clothes to my room to put them away. It felt odd to see brightly colored nylon panties next to my DVDs and really strange to push the few shirts and slacks in my closet aside to make room for all my new dresses. Mom insisted that I change into my new clothes and picked out a dress for me to wear along with a slip, panties, bra, and stockings. I took my time getting changed, needing Mom's help to put on my padded bra. Mom remarked that the cup size seemed a little small but after stuffing them with stockings she seemed satisfied. Mom asked if I wanted her to show me how to put my stockings on but I said that I wanted to try it myself and after a few minutes of fumbling I managed to pull on a pair of tan ones. After pulling them over my hips and getting them adjusted I pulled a white full slip with lots of lace around the top and hem over my head and hips. Mom had picked out a dark blue dress for me to wear for my debut. It looked so nice with short puffy sleeves trimmed in a white band. As I pulled the dress over my head and adjusted my slip I kept wondering if I was doing the right thing.
When I came downstairs mom seemed happier than I'd seen her in a long time. I wasn't sure but she seemed thrilled at the sight of her son in a girl's clothes. Mom told me how cute I looked and how she was sure I'd do a great job. I still wasn't sure about this but all I had to do was think of the money and I felt better.
Mom brushed my hair into as pretty a style as she could giving me bangs and a swept-back look. Looking in the mirror I realized that Shelley was right, dressed as a girl, with my face and figure, I really did look more like a girl than a boy! I put on a pair of blue flats and went to finish my homework.
After I finished my homework I sat down to watch television until it was time for bed. Mom sat down next to me and began to show me how to file my nails and keep them neat-looking. I spent the next two hours working on my hands and feet until mom was happy with the way they looked. Finally, I decided to take my shower and get ready for bed.
Mom walked in on me unexpectedly while I was in the shower and handed me shaving cream and a razor. I had no idea what they were for since I couldn't have grown a hair on my face to save my life! Mom told me to lather up my legs and underarms and shave them until they were smooth then left the room.
I lathered up as best as I could and after about an hour was finally finished. Strange that I'd be shaving my legs before my face but a job's a job! Besides, I really liked the way my legs felt when they were done and they looked as nice as any girl at school! I pulled on a robe and went to my room to dress.
Instead of my PJ's though I found that mom had set out a nightgown and a pair of panties for me. After putting on my panties I slipped into the flannel nightgown mom had set out for me, it felt so soft and comfortable I wished I had worn them long before. I wondered if after summer and my modeling career were over mom would still let me sleep in a nightgown.
I woke up the next morning and reluctantly took off my nightgown. As I started to pull down my panties I remembered that I was to wear them all of the time from now on. Shrugging, I pulled them back up and adjusted the lace waistband so they'd be as comfortable as possible.
Things went on that way for almost a month, I'd come home and change into my girl's stuff, do homework then work with mom on things like hair care, makeup, and poise. Weekends were spent as Janice doing housework and more lessons on poise. After a few weeks I found that I was really getting into the role I would have to play. I had been watching the girls at school very closely and to moms, delight imitated the way they walked, sat, and did things. Shelley stooped by only once during that time and was thrilled to see me wearing a dress and stockings with my hair in a ponytail and a touch of makeup. Although I can't really say why I was thrilled too! It had been my first solo attempt at doing my makeup and I was glad she appreciated it.
By the end of February, I was doing my own makeup every weekend and I thought that I and gotten pretty good at acting like a young lady. I noticed a change in mom during that time too, it seemed as though she was talking to me more. It's not that mom and I never talked it's just that we were talking differently now. Mom and I talked about what things were like when she was growing up, what she liked to wear, the things she liked to do, the boys she dated, the usual mother/daughter stuff.
We both noticed the difference although neither of us objected to it. Mom was so much happier having a daughter to talk to and I felt so much closer to mom as her daughter! If that was the only result of my learning to be a girl I thought it was still worth it!
It was the middle of March when Shelley returned apologizing for being away so long but happy with my progress. By then I learned to do my own makeup, set my hair, and fix my nails. Shelley had me demonstrate my walking and sitting to see how far along I was.
After a couple of minutes, she smiled and said that I was now ready for the next phase of my makeover. Shelley picked out a pink and white striped dress with white nylons and told me to get changed, she was treating mom and me to dinner at a nearby restaurant! I begged her not to do this to me but she wouldn't change her mind, I went to get dressed terrified at the thought of being recognized. Shelley fixed my hair and makeup after I got dressed and had me look in a full-length mirror, I wasn't the prettiest girl in the world but I definitely looked sweet and I just knew mom was going to be happy to see me in this outfit!
Shelley had me walk around the room a few times to show off my new dress and I was happy to oblige even doing a couple of twirls and curtsies for them. When I finished my little show I noticed that although Shelley was all smiles mom was crying. When I asked what was wrong she told me that it was just that she was just so happy to have a daughter as pretty as me!
I wasn't going to argue, mom was happier than she'd been since dad died and I couldn't take that from her. I walked over, put my arm around her, and gave her a kiss.
"Thanks, mom, I'm glad you like the way I look!"
Shelley asked me if I was ready for another challenge as she held out a pair of heels for me to try on.
"You're doing so well Janice that I thought you might like to try wearing pumps."
One look at Mom's face and I knew what I had to do - I took the shoes from Shelley and slipped my feet into them. They were a perfect fit as was everything else Shelley had gotten me. It took a moment or two to balance before I could walk in them but I managed well enough to keep from tripping. The shoes seemed to change the way I walked, forcing me to take shorter steps with a bit of a swaying motion. I felt guilty over how I enjoyed the feeling of my dress swaying as I walked but I just remembered the money I'd make and how happy mom was. I told myself over and over that it was just another part in another play but deep inside I knew this was different. Mom seemed much too happy with me in a dress and Shelley was simply working too hard at making a girl out of me for a part-time job. Something wasn't right but I couldn't force myself to think about it, it was just way too scary!
"Well ladies," Shelley said. "How about some dinner? My treat!" I thought it sounded like a great idea, mom and I rarely if ever went anywhere, there simply wasn't enough money in the budget for such luxuries.
"Sounds great!" I exclaimed. "I'll hurry up and get changed."
"Don't bother Jan." Shelley replied. "You're going just the way you are!"
"That sounds like a wonderful idea doesn't it Jan?" Asked mom. "You look so pretty when you're all dressed up, it's a shame you never get to go anywhere!"
"But mom, I'm a boy remember! I really don't want anyone to see me dressed like this!"
"Relax Janice," Shelley interjected. "I wouldn't even have brought it up if I thought someone would recognize you. I have too much to lose this summer to let someone recognize you!"
"you're going to have to be seen in public sooner or later honey."
Mom said. "You might as well trust Shelley and get used to it!"
I continued to beg and plead with them not to go through with it but after about twenty minutes I could see it was futile.
"All right." I sighed. "But promise me no one will know I'm a boy!"
Shelley smiled at me. "I absolutely guarantee it Jan!"
Shelley took me to my room and began to do my makeup. After a few minutes, she pronounced me done and let me look in the mirror.
Granted I did look much prettier than before but I still looked like a boy in a dress and makeup. I had brushed my long hair into what I thought was a pretty page boy style but it just wasn't long enough to really do much else with. Shelley told me to wait there while she got something from her car.
After a minute or two Shelley returned with a small box in her hand.
She handed it to me saying it was a present for me. Inside was a shoulder-length blonde wig! Shelley placed it on my head, attached a couple of adhesive strips to my forehead, and pressed the wig in place.
"I never really had any say in going out tonight did I?" I asked as she brushed.
"Not really" she giggled. "Now hold still and let me finish!" I watched in fascination as Shelley brushed the curls of my wig into place. Little by little, every last bit of Jim was vanishing and there wasn't a thing I could do about it!
After finishing my new hairdo Shelley clipped a pair of earrings to my ears, a thin gold chain around my neck, and a ring with a pretty blue stone on my finger. I looked at myself in the full-length mirror and knew that Shelley was right, I was a girl from the skin out, from my pretty blonde hair to my blue heels! The stage was set, all of the props were in place, it was up to the actors from here out. The only hitch in the whole show was that it was a one-girl show and she was a boy!
Mom of course was thrilled with how I looked, gushing over how pretty I was as a blonde and how well my dress fit. When I told her that I considered it to be just another part I had to learn she simply smiled at me and told me she understood. What it was she understood was unknown to me though, I was only doing this to make a little money this summer, surely she knew that. I really didn't enjoy being all prettied up like this, it's just that I had to put up with it for the time being. Soon my practicing would be over and I'd stand there and feel silly in a dress or something while getting loads of cash!
Before I could explore the subject in any detail though Shelley handed me a girl's coat and a purse and insisted we start for the restaurant. Knees trembling from fear I put on my new coat, took my purse, and followed her to her car. She opened my door for me and smiled as I sat and turned my legs into the back seat just as I'd seen other girls do.
I couldn't wait for her to turn some heat on, I wasn't accustomed to the cold seat against my legs. When I said that I didn't understand how I was expected to stay warm in a thin pair of nylons Shelley gave a strange laugh and said I'd get used to it soon enough! She was forever laughing like that when I complained about some part of my training and it drove me nuts wondering what she meant!
As we drove along I was told to try to relax and enjoy myself, I looked pretty and was a very convincing actor. My smooth, almost girlish voice combined with the way I was dressed would be more than enough to convince everyone that I was a girl! Everyone but me that is, I thought I'd have to be dragged out of the car!
It turned out that Shelley had already made reservations for us at a very nice restaurant in town the day before and we had a table waiting when we arrived! It kind of made me wonder what other little surprises Shelley may have had in store for me.
We checked our coats in the lobby and a waiter escorted us to our table. I was about to pull out my chair and sit down when Shelley glared at me. Before I could ask what was wrong the waiter pulled out and held it so that I could sit down. Remembering the lessons I smiled, smoothed out my skirt, and accepted the chair.
I longed to order a nice big steak with a baked potato and dessert but Shelley told me to stick with Chicken and a salad to avoid putting on weight and ruining my figure. I hadn't even been in front of a camera yet and already I had to watch my figure, this modeling stuff was getting to be less and less fun before I even started!
About halfway through my meal, I realized that I had a problem, I was in serious need of using the bathroom! I quietly explained my predicament to the mom who excused herself and accompanied me to the ladies' room.
Chuckling softly mom said that she remembered how when I was about five years old I insisted that I was a big boy and refused to go with her into the ladies room, she thought it was a riot that years later I had become a big girl and was once again using the ladies room with her!
She was right, it did seem to be a strange twist of fate to be back in the ladies' room but right then I was a little preoccupied to really see the humor of it all!
Entering the room I spotted an empty stall and hurriedly closed the door behind me. Wearing dresses at home for the last couple of months had prepared me for the gyrations needed to hold up my dress and slip while pulling down my stockings and panties. After finishing up I got my clothes readjusted and opened the stall door to see mom waiting in front of a line of sinks. She suggested that I freshen my makeup but I said that I had left it at home not realizing I'd need it. Mom told me that She and Shelley had another little surprise for me and to open up my purse. Inside were several tubes of lipstick, a compact with different shades of blush and powder, another compact with eye shadow, mascara, perfume, perfume, and a hairbrush. I was the victim of a carefully planned setup by mom and Shelley but there was nothing I could do about it. I mean I'm standing in the ladies' room surrounded by women, looking for all the world like a young woman so I did what I had to do - I touched up my makeup!
Mom filled Shelley in on all the details when we got back to our table and Shelley was delighted.
"You're coming along well Jan," She said encouragingly. "You're going to make a wonderful young lady!"
I was actually happy to hear her say that, I had worked hard to learn this part and it gave me a real ego boost to hear that I was doing well. I didn't care if what I was doing so well at was pretending to be a girl, I just needed to hear how good I was! I had just started to eat again when I hear a familiar voice greeting my mother. Looking up I nearly choked on my chicken when I saw Rob, a boy I knew from school!
The guy was having dinner with his family and stopped by after spotting my mother. I was looking for a way to leave when Shelley put her hand on my leg and whispered for me to sit there and play my part. As it turned out I couldn't have gotten away if I had tried. After a pleasant greeting to mom, Rob casually blocked my escape and asked her who I was. Before mom could think of a reply Shelley came to my rescue, explaining that I was her niece and was learning to become a model.. Rob's interest picked up even more upon hearing that I was a model, I was having a hard time keeping a straight face as he introduced himself to me!
"I've never met a real model before," He said. "Are you from around here?"
I summoned up by best "Janice" voice and said that I was from the same town as Shelley and that we were just visiting her friend. I hoped that he would leave quietly but he stuck around for several more minutes offering to show me around town. I politely thanked him and said that I wouldn't have time since we were going back home that evening. I hoped it was a nice turndown because even though I was shaking inside I was thrilled that I was convincing enough to have a boy ask for a date, I was definitely acting great!
I was so caught up in the moment that I became overconfident and said that I was sure it would be fun if I had the time. The next voice I heard was mom's suggesting that Shelley and I stop back in a few weeks.
Mom and Shelley could spend some time reminiscing while Bob gave me a grand tour of the city! Before I stop her Shelley agreed and promised that we'd come back again two weeks later. Things went downhill from there and within moments he had me agreeing to be picked up at six o'clock two weeks from tonight! Rob was nice enough to ask about me before leaving but I doubt that he heard the excuse mom gave, he was too busy smiling at me!
When Rob finally left I was fit to be tied! How could mom have done this to me?
"What in heavens name were you thinking mom?" I asked agitatedly. "I can't go on a date with another boy!"
"Sure you can," Mom said. "You're a girl remember?"
"No mom," I corrected in a hushed voice. "I'm only pretending to remember! He'll know I'm not really a girl then he'll kill me!"
"You'll be fine Janice," Shelley said soothingly. "By the time he's ready to take you out, you'll be ready. I promise!"
"Besides dear," Mom said. "It'll be great practice for you and you'll have a great time!"
There wasn't any room left for debate, especially in a public place, I was going on a date with a boy in two weeks and that was all there was to it. I could only hope that Shelley knew what she was doing.
Back at home we Shelley reassured me that I'd be fine, she'd teach me everything I needed to know about dating and how I should act. When she was finished with me I would be a lovely young lady and Rob would be thrilled to be with me.
Spring was here and I had a two-week vacation during which Shelley was planning some intensive modeling training for me anyway. She decided to take a short vacation from her business to help me practice being a girl on my date along with the modeling. She agreed that I was doing a great job of acting like a girl but there were a few things she still thought could use improvement. I practiced day and night modeling different outfits, setting my hair, using makeup, coordinating accessories with my outfits, and a hundred other things that girls needed to know.
We went to malls where I had to describe details of different outfits, what jewelry to wear with them, what shades of makeup would look best, and on what type of occasion I might wear such an outfit. To everyone's delight, I could choose and accessorize an outfit better than most of the girls in school and I seemed to have better taste than them too! I seemed to have a knack of choosing just the perfect outfit to flatter my figure and when I tried them on other customers complimented me on my taste!
Strangely enough, I found that it really didn't bother me to walk around in public as a girl, everywhere we went people accepted me as a pretty girl and I came to enjoy the attention I got. I noticed that whenever we passed a group of boys they suddenly grew very quiet and a couple of times I caught them looking at me and smiling. Just to see what would happen I sometimes smiled back at the boys and was amazed to see just how wide a person's smile could actually be!
By the time Shelley finished with me I was as much a girl as I thought I could ever be. I walked with a definite sway to my hips, my mannerisms were completely feminine, and I had even learned to make my voice sound just a little bit smoother and softer. I learned all about being a model, how to stand, sit, fluff my hair and most importantly smile. Shelley was thrilled with my progress and often told me that I was going to make a lot of money and could easily be one of her most sought-after models! I can't explain why but it didn't bother me in the least to hear her say what a lovely young woman I had become.
I still had a few months of practice left though and things weren't exactly going as I had planned. I was trying to keep my end of the deal, I watched how girls did things, how they moved, talked, laughed, and everything. When I came home I acted and dressed like a girl and even allowed mom to treat me like one, which she was more than happy to do! Over the last few months, though I noticed a change in mom, we were closer than ever before and I didn't mind that at all, I even patiently listened to stories of what it was like when she was growing up. I did however notice that she seemed to be treating me more and more like a girl. At first, it was little things like the stories she told me then it was calling me Janice or "young lady" instead of Jim. If I said anything about it she brushed it off as just trying to help.
Whatever it was that mom was trying to do it seemed to be working. When I took my bath at night I never gave a second thought to lathering and shaving my legs and underarms, after all I couldn't very well have hairy legs under my stockings, and what if I wore a top that showed my underarms? Every night after bathing and shaving I casually pulled on a pair of nylon panties and a nightgown, weekends found me in a skirt or dress practicing with my makeup. I had been doing these things daily for months now and they seemed normal to me. I used to argue over helping to clean the house and doing dishes. These weren't the kinds of things boys should have to do I complained. Now I was tidying up, doing dishes, and even learning to cook without so much as a whimper. It's like I said, mom was happy and that seemed to make me happy. What could possibly have been wrong with that?
Shelley was right, by the time the two weeks were up I was a refined young lady looking forward to practicing my new skills on an unsuspecting boy. After everything I had been taught I figured Rob wouldn't have a chance, I'd have him wrapped around my finger. Shelley and mom had gone to a lot of trouble to teach me all about being a girl and how to act around boys including flirting and what to do about a good night kiss.
Mom helped me plan an outfit to wear on my first date, we both decided it should be a dress and my lingerie should be very frilly to keep me feeling like a girl. My panties were peach with lace around the waistband, I picked a full slip with lace at the hem and bodice along with a satiny bra that would work well with my low-cut pink dress.
The dress itself was pink and made of a silky fabric that clung to curves I didn't realize I had. The neckline was cut low enough to ensure a boy's interest but high enough to keep him from getting any ideas. I couldn't imagine why mom picked that dress, I certainly didn't have anything to interest a boy in that area. Yet when I put it on and looked down at myself I saw a bit of cleavage peeking out from the top. Shelley laughed and said that this was another one of her surprises, I had been wearing bras with small cups meant to pull the flesh of my chest over into them. Now when I wore a larger cup bra I appeared to have breasts!
I finished dressing, clipped on a pair of pink earrings, a bracelet, and a necklace along with pink heels. Shelley offered to do my makeup but I insisted on doing it myself, I wanted to act as much like a girl preparing for a date as possible figuring it would help me play my part. When the doorbell rang I took a deep breath and sprayed on some "Charley" perfume as mom went to open the door.
Rob looked great in his jersey and slacks, if only I had been able to look that good I wouldn't be standing here in a dress.
After a few minutes of getting to know each other mom and Shelley shooed us out the door telling us to have a nice time. I was on my own now, hoping everything would work out!
Rob was the perfect gentleman, holding the car door for me as I got in and lavishing me with attention as we drove. He made me feel so relaxed yet so very special that soon I was babbling on about what I liked and disliked in school, music, and everything else I could think of. I had to keep from giggling when he said that I wasn't at all what he thought I would be - a pretty face with no brain! Imagine me – just another pretty face!
Rob took me to the downtown area where we parked the car and got out to walk. I had lived in this town all of my life and thought I knew it well but it all seemed so different walking next to Rob. The warm happy feeling that I had in the car stayed with me as Rob and I walked and talked. I felt so good that Rob had my hand in his before I realized it! I looked down at our intertwined fingers then looked at him and smiled. He'd never have held my hand if he had any suspicions that I was a boy. He was completely certain that I was a pretty, intelligent young woman and I wasn't about to do anything to change that. I smiled up at him and moved closer to him as we continued to walk and talk, and laugh.
We did some window shopping along the way with Rob occasionally pointing out clothes he thought would look great on me. I loved his taste, he always picked out the prettiest outfits in the display and kept telling me how nice they'd look on me. He never once said that I'd look good in anything, always making sure to say that the outfit would look good on me as if I would somehow add to the outfit! After seeing the town on foot we drove to a local bugger shop supposedly for dinner but I suspect he also wanted to show me off to his friends. As we walked away from the car Rob once again took my hand but this time he pulled me close and put his arm around my waist.
Looking at me he smiled and asked if it was okay. What could I say, I was his date for the evening and he was so nice, I smiled and moved closer.
Rob couldn't wait to introduce me to his friends, almost all of whom I knew from school! Talk about scary, if anyone recognized me I'd be dog meat for sure! I was amazed, we sat and talked for at least an hour with no one showing any signs of recognizing me, not even when I found myself in a small ladies' room with two girls I had once asked for dates. I thought it was kind of funny in a strange sort of way, these girls wouldn't go out with me as a boy and now as a girl, I was dating a guy they'd kill for!
By the time the evening was over I found myself completely relaxed and at ease being with Rob, I didn't have to pretend that I was enjoying myself, I really was! When Rob walked me to the door to say goodbye I impulsively reached up and kissed him on the cheek.
"I had a wonderful time Rob, You're really sweet!"
"Sweet enough to go to a dance with tomorrow night?"
I wasn't sure what to do. Half of me was ready to accept on the spot!
I had such a great time yet this was something I really shouldn't be doing.
"I'll have to see what's up with my aunt and her friend, maybe I could call you."
Rob seemed satisfied with that answer and said good night one last time. I opened the door and went inside to see mom and Shelley waiting for me.
I hung up my jacket and purse and hurried over to where they sat anxiously to tell them all about my first date. We must have spent an hour with me doing most of the talking. They laughed at how excited I was while I went on and on about how pretty such and such a place was and the fun we had window shopping.
"You've seen all of those places and stores before." Laughed mom.
"What's so fascinating about them now?"
"It's hard to say, mom, things just seemed so different, I never noticed
how nice this town really was!"
"Did you enjoy yourself though Jan?" Inquired Shelley.
"Oh yes!" I exclaimed. "He was so sweet and he even asked me to a dance tomorrow night!"
"What did you tell him?" Mom asked innocently.
"I said I'd have to ask, I just wasn't sure," I answered in a low voice.
"Sure about what?" Asked Shelley.
"Sure about going, I mean I sort of got tricked into tonight's date. I don't think it would be right to go out with another guy." Mom put her arm around me. "Did feel like a boy?"
I didn't want to answer that question but after a few moments of silence, mom prodded me to answer.
"No, I didn't," I said, tears beginning to form in my eyes. "I forgot all about being a boy for a while."
Shelley sat down on my other side and dried my tears.
"Okay, let's see now, you had a great time, you really enjoyed
yourself, and the guy you were with felt the same way. So what's the problem?"
"The problem," I sobbed, "is that I'm a boy and he's a boy! Boys don't date other boys!"
Your date never thought you were a boy why should you?"
"Your logic is impeccable as always Shelley!" I laughed. "But it doesn't change what I am."
"Why not just forget what you are honey?" Asked mom.
"Right!" Exclaimed Shelley. "You look, act, dress, walk and even talk like a girl. Why not just think of yourself as a girl for another night? Would it be that hard?"
I couldn't bring myself to say it but I knew it wouldn't be hard at all. I had such an absolutely heavenly evening and I knew that I wanted more! It seems as though my outlook had changed since I had first been offered the job. At first, I looked upon wearing girl's clothes as a necessary evil but as time went on I began to take more of an interest in how I looked. I took a little more time with my makeup and often found myself looking at outfits in stores and wondering how I'd look in them. Things had changed but I figured that I was just trying to learn the part as best as I could.
Okay so it wouldn't be hard, Shelley was right, no one could tell that I was a boy, not the girls in the bathroom, and certainly not Rob. He was getting what he wanted, a pretty model to show off to his friends and I was getting what I wanted, an evening of fun like I never had before. I was going to pretend I was a girl in a few months anyhow, why not start just a little early.
"I suppose you're right, but it still seems strange."
"Listen," Said mom thoughtfully. "You've been a boy for the last sixteen years and have nothing to show for it. One evening as a girl and you're happier than I've ever seen you before. There's plenty of time for you to be a lonely, sad boy. Why not relax and be a happy popular girl for another night?"
That clinched the argument as far as I was concerned. I'd be the cutest, nicest girl I could be for Rob and I'd have a blast doing it!
The next day I had my first chance to wear a pair of my new jeans and was amazed at how they fit. My old jeans were always a little tight in the side and loose in the waist with enough leftover in the back to carry a basketball. The jeans Shelley bought me fit perfectly in the hips and the waist and were tight against my butt. I pulled a low-cut top over my bra, and when I looked in the mirror I thought I was looking at a girl! My top seemed to curve in at the sides and my jeans made me look like I had a girl's butt. I slipped on a pair of ankle socks and went to have breakfast.
As I entered the kitchen Shelley let out a low whistle.
"Getting a little daring with the cleavage aren't we young lady?"
"If you've got it, flaunt it, Shelley!" I laughed and spun around.
"How do I look?"
"You're gorgeous Jan!" Mom exclaimed. "You've got a really cute shape!"
"Thanks, mom, but it's the clothes, for some reason they make me look more like a girl!"
I noticed mom giving Shelley a funny look but thought nothing of it. I loved the compliments they were paying me, no one ever said anything that nice to me before.
I spent my day helping with housework and talking shop with Shelley before it was time to get ready. As I headed up to take a bath Shelley stopped me and handed me a box from a local women's store. Inside I found a beautiful brown leather miniskirt along with a low-cut gold top.
"Just something to make your night special." She said. "I can't wait to see how you look."
I couldn't either so I dashed upstairs, took a quick bath, shaved my legs and underarms, and hurried to get ready.
Back in my room, I picked out a white lace-trimmed bra, panty, and slip set. I pulled on my panties, pulled on a pair of tan stockings and my slip before putting on my bra. Shelley had made certain that my new bras were padded so that I wouldn't have to stuff the cups with anything. That turned out to be a good idea because I found that the old bras had worked wonders on me. I never realized how much extra flesh I had on my chest but when I hooked my bra and straightened it out I found that there was just enough room in the cups for the extra flesh. I really looked like a girl with a decent set of hooters!
Amazing the difference that clothes can make! I did my own makeup again but Shelley had to help with hooking my wig
to the tape that held it in place. After she brushed it out I saw the
cute girl that I turned out to be and broke into a grin. "You look
beautiful Janice, a beautiful young woman," Shelley whispered softly.
"Your date will be thrilled to be seen with you!" "Thanks, Shelley," I whispered back. "I really owe you big time for making me look so nice!"
"All I did was to show you what could be done Jan. You always had the potential!"
It seemed strange to me that a geeky-looking guy like me could become such a good-looking girl so easily but I suppose I was just lucky.
Shelley had bought me a pair of pumps to match my skirt and when I was completely ready we went down to show off for mom.
"What do you think of your son now?" Asked Shelley.
"I think he's everything a mother could hope her daughter would be!" Laughed mom. "Pretty, nice legs, great shape, and very good to her mother!"
I smiled and curtsied.
"So glad you approve of me!"
It was only a few more minutes before Rob picked me up and after a quick hello and goodbye, we were off to the dance. Rob graciously held my door for me and as I slid into the car I noticed that he was checking me out. I felt pretty good about his looking at me, I had gone through a lot of trouble to look nice and I was kind of glad to see he appreciated it! After all, if I'm going to look like a teenaged girl I certainly wanted my date to think I looked good!
We had a great time just driving to the dance, Rob was so funny and made me feel so much at ease that I could have spent the entire night sitting there talking to him! Of course, he wouldn't appreciate that, he wanted all of his friends to see him with the cute model he must have been bragging about. I know that if the situation were reversed I'd have been bragging to everyone I knew or even just met! Somehow the thought of reversing popped into my head and for an instant I had a mental picture of Rob sitting here wearing my outfit and I burst into a fit of giggles!
"What's so funny?"
Oh nothing," I replied sweetly. "It's a girl thing, you wouldn't
understand!"
"True, how true!"
Once inside we spent a few minutes meeting some of his friends, make that showing off since all were guys and each of them seemed really happy to meet me. They kept asking how we met and if I was really a model and if I'd dance with them too. I told them about meeting Rob and yes I was a model (well I would be this summer and it made Rob look good!), and that I'd love to dance with them but since I was Rob's date they'd have to ask him.
Rob was in his glory, all of his friends were practically drooling over me but I made it clear that I was his date! It was every guy's dream come true, mine included. For me, though dreams like that were now pushed to the back, tonight I was Rob's date and his dreams were my only concern. Maybe this summer I'd get a chance to meet some girls that might be willing to go out with me, I'd be in a different town and things might be better there.
My dreams were interrupted when Rob took my hand and led me out to the dance floor. A slow song was playing and it was put up or shut up time for me. I put my hands around Rob's neck and followed him around the floor.
Dancing with Rob wasn't half bad actually. He held me close and told me how pretty I looked and how happy he was that I was able to go out with him. Now no one's ever been happy to have me around before, they just sort of put up with me. All of the attention I was getting from Rob was definitely having an effect on me, it was quickly banished any memories of Jim from my mind. I was Janice, a sixteen-year-old girl out with a guy who knew how to make her feel great. I laid my head against his chest as we danced, I was with the sweetest boy in the whole world and I was in heaven!
After a couple of dances, one of his friends asked if I'd dance with him. I looked at Rob who smiled and said he wouldn't mind so out to the floor we went. This song was a pretty fast one so the guy never did get a chance to hold me but he seemed happy just to be seen dancing with me. I was amazed at the effect I was having on these guys. I saw them in school every day and they acted as if I was part of the building, something that's there but not important. Now all I had to do was smile and they went to pieces! If only there were some way to make them understand how badly I felt when they ignored me. I was having too much fun though to worry about the past. Tonight I was going to enjoy myself!
By the time the night was over I had danced with about six other guys besides Rob. When the last dance of the night started though I was back where I wanted to stay, in Rob's arms! The song was a very soft, romantic one and all of the girls were holding their boyfriends close.
I tightened my grip around Rob's neck and rested my head on his chest, blissfully unaware that anyone else was there.
The trip home was over all too soon and we were standing at my front door saying good night. Rob wanted to see me again next week but I begged off telling him that I had too much work to do and couldn't be such a bother to mom. I did promise to call him if I ever got back into town so that we could go out again though. I'm not sure what I could have been thinking, I guess I just got so caught up in the role I was playing that I forgot myself but in any case, I put my arms around his neck and kissed him good night.
It would have been bad enough if I had kissed him on the cheek but I slowly pulled him towards my face and kissed him right on the lips! As our lips touched I realized what I had done but it was too late. Rob was holding me tight and kissing me the way I had dreamt of kissing some of the girls at school. With no way out I did what any self-respecting girl would do, I returned his kiss and the kiss after that and the one after that! Finally, we said our last good night and I was able to get inside without making a bigger fool of myself. Of course, mom and Shelley were sitting there waiting for me with grins from ear to ear.
"What a kiss!" Mom said laughing. "Will I be invited to the wedding?"
"What an actor!" Exclaimed Shelley. "Or should I have said Actress?"
"You saw that I suppose?" I asked slowly. "Believe me it wasn't what you think!"
"Of course not Jan," Said mom. "Just another part for you right?"
"Right! Just another part. What do you think?"
"I think my daughter is experiencing her first case of puppy love!"Replied mom.
"I wouldn't go that far mom, it just seemed right that's all!
I noticed that mom and Shelley were giving each other funny looks again but I didn't care. I did what seemed right even though I can't begin to understand why it seemed right.
Shelley asked me about the dance and I happily rambled on about how much fun I had and all the guys who wanted to dance with me! The look on my face must have really said it all because I suddenly noticed the grin on mom's face.
You're not sorry you went tonight I take it?" She asked slyly. "Not at all, mom!" I blurted, "Rob was really sweet and a great dancer!
"I'm glad you had such a good time dear, but now it's time for a bath and off to bed, tomorrow's a school day!"
I was in heaven as I changed and took my bath, I couldn't forget how nice it felt to be held and kissed the way Rob had held and kissed me!
Even though I had just shaved my legs and underarms that afternoon I felt as though I had to do them all over again, I just loved the soft, silky feel of my legs!.
alan schuster
2025-01-17 04:45:33 +0000 UTCTenacious
2024-11-06 16:54:23 +0000 UTCSallymarie
2024-01-02 19:29:08 +0000 UTCBrianna Demonet
2021-06-04 03:28:45 +0000 UTCJulia Miller
2021-06-01 02:40:53 +0000 UTC