My Predicament free porn video

My Predicament Janet L. Stickney [email protected] Halloween was coming up, and it was my chance to dress up like a pirate or something really cool. But that was not to be, because that was the year they decided to incorporate a costume party with big prizes. I had zero chance of winning anything, so I gave up before it began. "What are you going to do for the party?" my mom asked. "I don't know yet, maybe a pirate?" "You," mom said, "did that before. I have a much better idea, and I just know that you'll have a chance to win!" "As what?" "I was thinking a girl! We'll get you all fixed up, and I'll bet you'll look just darling!" Talk about getting smacked with a hammer! I almost fell off my chair! I was sure that my mom didn't know about that one time I had dressed up in her clothes, so it had to be an idea that she had come up with all by herself! I wasn't going to jump at it, but... "A girl? Me? Maybe, but...me?" "Oh come on honey, it'll be fun!" I almost said no, yet having the slightest chance of winning, well, the prizes were just to good to pass up, so after I sputtered a bit, I said..."Well, okay, but if I look dorky I'm not going to do it!" "You won't look dorky, as you put it, I promise!" That afternoon mom measured me for clothes that would fit, telling me that she thought the best costume would be that of a Princess, then told me why. "I'm thinking something with a very feminine look; like a white dress, something like a wedding dress, with lots of lace, satin and silk, with all of the right lingerie of course, and white sparkle shoes! Maybe even a tiara!" "Sounds like a lot of money to spend on a party mom!" "Maybe, but you really should do this, don't you think?" "Huh?" "I mean, after getting into my closet and wearing my clothes for such a long time, isn't it time that you wore something that'll give you the chance to do it properly, and in a very dramatic fashion?" What do you say to that!? I said nothing since it was obvious that she knew that I had dressed up more than a few times in her clothes! Without a word from me, she simply went ahead and got her measurements, telling me she was going to get me a few things. That was on Monday. On Friday after school she dropped it on me. "I bought you everything you'll need for when we go pick out your gown and shoes, but first you need to remove whatever hair you have, everything below the eyebrows. Use this, and when you're done call me." "This" was a jar of hair remover. Pink and smelly. I went in the bath, undressed, and slathered it on everywhere I could reach, then waited the half hour before I stepped into the shower. Now, I wasn't all that hairy to start with, so I was surprised to see that there was a gob of hair clogging the drain when I rinsed off! After having tasted the thrill of dressing up several times before, there was no way that I was going to pass up this chance, so I refilled the tub, used some bubblebath, and sank into the warm water, a razor in my hand. Very carefully, I checked my skin, using the razor to remove that odd bit of hair the slime missed. I even shaved my pubes into a straight line. She wanted me to be a girl? Fine. She was going to get one! Since I did not yet shave, I stepped out of the bath in my robe, the air feeling cooler. I called for mom, who came right in, then got right down to business. She handed me some panties which I stepped into, then she handed me the bra. I got it on and settled on my shoulders, and she padded the cups with some cheap breast forms. "Do you know how to put these on?" "No, but I'll try," I told her. I took the pantyhose from her, sat on the chair, and found that doing it the way she told me, I could easily slide them up my legs. The feeling of nylon against my bare legs was indescribably delicious, and gave me goose bumps! Then came a camisole, and a blouse. It was kind of plain; a pale green with short sleeves. I slipped it on, then mom handed me the skirt. It was green and white checked, and once I had it on, realized that it was really short! Almost three inches above my knees! The shoes were tan. She called them flats. As I stood there like that, it was all I could do not to embarrass myself by smiling widely, but I did let slip a grin or two. Mom took me to her bedroom and brushed my hair back tightly, then put a wig on my head. It was shoulder length, wavy, and almost the same color as my own hair. She brushed it out, then started with makeup. Foundation and blush, eye shadow and eyeliner, then she handed me the lipstick. It was red, but a very pale red. A pair of earrings were clipped on, then... "See? I told you that you would look good! Didn't I? What do you think?" "I... I look okay, I guess." Good! Let me get you a purse and we'll get going." "Go? Go where?" "To the mall silly! You need more than what you have now you know!" "Why? I mean... isn't this enough?" "Heavens no! To wear a dress like I have in mind you'll probably need to wear some kind of a corset, you'll need shoes, heels of course, and you'll need to try on the dress for fit! That's why you have to go! Now stop all that yammering and lets get going!" And that was how it was. For the very first time ever I left the house dressed as a girl, and you could say that I was scared to death, afraid that someone would see me for what I was. But that never happened. Mom bought another bra, a corset, a package of panties, then it was off to the shoe department where I had to try on shoes until mom decided on the "perfect" pair. Picking out the dress took hours, and trying it on in the store wasn't what I wanted to do, but mom insisted, so that's what I did. It took four different dresses before she found the one she wanted, and we left with it. By the time we got in the car I was exhausted from all the tension and fear, and sank into the seat with relief, hoping that we were on our way home. "Now all we have to do is stop at a makeup store so they can figure out exactly what you need! Then we'll go home, okay?" As if I had a choice. So, I sat there in that store, on the tall chair, as mom calmly embarrassed me when she told the lady that I was a boy, and that I needed to look like a girl for a costume party. The lady didn't laugh. What she did was get right to work on my face, and within a few minutes she said she was done. When I looked in that small mirror I was shocked. I did not look like me at all! If anything, I looked... feminine? Mom bought what she said that I needed, and finally, we went home. I went to my room and once again looked at myself in the mirror, seeing the perfect makeup, the hair, and once again saw the girl that mom had managed to turn me into. Having dressed up in her clothes only a few times, I knew how that made me feel, and had always wondered what was inside of me that made me want to dress up like that. Did I really like dressing up as a girl, or was I just curious? I decided to stay dressed for a while. Maybe I could find out. Mom didn't say a word when I showed up still dressed up like that, and I stayed that way until I went to bed. After that, she did not make me dress up every day, and in fact seemed quite blas? about the whole thing. Then after ten days, came the day of the party. "I want you to use that hair remover again, then take a bubble bath. Call me when you're done and I'll help you get ready." About two hours later, I called her, and the process began, starting when mom laid out all white lingerie. I had not seen those before! White panties, a white pantybrief that was padded on the sides and back, the corset, and hose. Once I had the panties on, she used some tape and smallish pads to wrap my chest tight, making small mounds of my normally flat chest! The corset was very snug but not really tight after she laced it up, yet the effect was that those small mounds she created with tape got bigger! Using some gel enhancers, she filled out the built in bra cups, which gave me a really good shape. Then came the pantybrief, with mom telling me that it would hide my equipment. It was also very snug. Once I had the white hose on, mom attached them to the garters and I stepped into the shoes. Then it was off to her room. She did my makeup, using the stuff she had bought, and, on my eyes, she did a better job of it than the lady at the store! She filed and painted my nails a nice pink color, something I had never done before. "I'll go get ready, then I'll help you get the dress on, then we'll leave for the party." About half an hour later she helped me get the dress over my head, then zipped it up. I thought I heard her sigh, but I'm not sure about that. The wig she used was not the same one as before. It was done "up", with sausage curls and tendrils of hair falling around the sides. Once she had it pinned on tightly, the last thing she did was attach the tiara to my hair. Then I was able to look in the full mirror. The girl I saw looked like a true Princess! I smiled at myself, then.... "Not very dorky is she?" "Mom, I... I didn't think that I would... what I mean is..." "Yes dear, I know. You're very pretty." Just walking in the dress was a chore! I thought I knew how to walk in a dress, but I had to hold up the hem so It wouldn't drag on the floor and get dirty. It was a struggle, but I managed, and we were soon at the hall. As I walked in I did my best to take smaller steps and hold my hands and arms like I had seen girls do. Mom smiled at that, then led us to our table. To my great dismay, one of the girls from school was sitting there with her parents! All I could do was smile as I sat down, my dress billowing under me. She must have guessed who I was, because she knew my mom. "James? Is that you?" "Hi Shelly." "You look fantastic!" "Uh... thanks." I never would have guessed that you would look so... pretty!" "Why don't you call her Lisa for tonight," mom said. "Sure! But damn!" "Don't tell anyone Shelly," I said, "I don't want anyone to..." "What? You're gorgeous, and that's nothing to be ashamed of!" "I just don't want the guys to think that I'm ah..." "I don't think that's what you have to worry about Lisa! You have to worry about getting hit on!" "She thought she would look dorky," mom said, "but I think we proved that wrong!" "I'll say," said Shelly's mom. "If Shelly hadn't said anything, I don't think I would have known! Lisa is a very pretty girl!" After that I was really on edge, especially after Shelly told me that I was gorgeous! We ate dinner, then the music started and people began to dance. I sat there watching for a few songs, then I saw him coming towards our table. Dressed in a royal blue jacket trimmed in gilt and ribbons with white trousers, his shoes shiny and black, he walked towards us with a smile. I saw him coming, and somehow, I just knew that he would ask me to dance, but before I could say anything to mom... "Hello!" he said, "my name is Sean, and I was wondering if the only Princess here, would like to dance with me?" Suddenly very concerned, and yes, a bit scared, I looked to mom to save me, but... "Go ahead honey, you two will look perfectly wonderful together! A Prince and his Princess!" "I'm not a very good dancer," I told him cautiously, even as he reached for my hand. "We'll work it out. Please?" Mom nudged me, and against my better judgment, and some hesitation, I found myself rising out of the chair. I don't know why I didn't just say no, maybe it was all that lace and satin, or maybe the perfume I had on. Maybe I was overwhelmed by it all. Maybe I liked being a girl more than I thought! In any case, he took my hand in his, escorted me to the floor, took me into his arms, and led me across the dance floor. I was very surprised that I could follow him, not having ever danced before! He was very light footed, and he made it seem quite easy. I actually managed to relax a bit, and started to enjoy myself, and smiled up at him. I did not notice that many of the others had stopped to watch us, until the band started playing a waltz. Then I saw that he and I were alone on the dance floor, with every eye in the house on us! There was absolutely no way that I was going to unmask myself by running off the floor, so all I could do was smile and pretend that I belonged there. We circled the dance floor in proper style, and like I had seen other girls do, I held up on side of the dress with one hand. When the music stopped, He opened his arms, and he bowed, and I quickly figured out what to do, I did a curtsy. The crowd clapped as he led me back to the table, kissing my hand as I sat down. You could say that I was in shock, but that doesn't quite cover it. Girls always dream of a Prince Charming, the guy they dreamed of, and I actually had one ask me to dance, and I wasn't even a girl! All I could do was smile and hope for the best. "Damn girl!" Shelly said. "You two looked just fantastic out there! Like a real royal couple!" "Yes," mom said, "and she handled herself quite well too! That curtsy was perfect!" "Humph," was all I could muster, but inside I was jumping up and down for joy. Nobody thought I looked odd, and I had managed to get through that dance without disgracing myself; for me, that was a very big deal! They had the parade of costumes, I came in fourth, then after we were all seated again.... "Ladies and Gentlemen! His Royal Highness Prince Sean of Bakclacius, has asked to be allowed to begin the last dance, which will be a waltz by the maestro himself, Johan Strauss!" I looked up, just knowing what was going to happen, and it did, I saw him walking towards me! Rather than get poked again, I stood up to accept his offered hand. He and I walked to the center of the room, the music started, and he once again led me around the floor. When we danced, it was as if I were floating, and even though I was enjoying myself, and I just knew that together we looked our parts perfectly, there was that one small, pesky detail. I was a boy. By the time we got home I was bone tired, yet I needed mom to help me get the dress off. After that I could manage on my own, and was soon ensconced in my own little bed, reliving every second of my evening. For my first time out as a girl I had succeeded better than I had a right to expect and I knew it. The next morning I slipped on a pair of jeans and a tee before I made my way to the kitchen. "You looked quite beautiful last night honey, and you somehow managed to act like a proper young lady as well. I'm very proud of you!" "It was fun I guess; other than Shelly and her parents, nobody guessed, so..." "Yes, it was fun! Make sure that you hang the dress up and put away all of the lingerie, then you can go out." Back to being myself, I headed for the arcade to play some games with the guys. I stayed for a few hours, all thought of my foray as a girl completely gone. It was sort of fun, but it was over and I put that aside. When I got home, everything seemed normal, mom never mentioned my being a girl, and I helped her make dinner. I liked cooking, and it was one of the things I did best. After dinner, Shelly stopped by unannounced. It looked to me like she was shocked that I was myself again! "You were so hot last night! You looked simply gorgeous!" "Yeah, thanks Shelly, but it was just a party, and I... "And you loved it! Don't you dare deny it either! All that attention, and having a real prince ask you to dance? I would have killed to dance with him!" "That was only because of the dress!" "Maybe, but I don't think so, not the way he was looking at you!" "It was a one time thing Shelly!" "Okay, if you say so, but still..." "She did look very nice didn't he?" "Mom!" "Well, you did!" "I suppose, but it was a costume, and that's all!" "Can.... Uh... Can Lisa come visit me sometime?" "We might be able to arrange that," mom said before I could say no, "but it'll be up to him, and other than that dress, all he has is a skirt and blouse" "I have some stuff that'll fit him! He can use those!" "NO." I said forcefully. "Think about it... please?" "I'll think about it, but the answer is still no!" That was on Monday. On Wednesday mom got a call from the lady that ran the costume party; the upshot of that conversation was that the Prince wanted to see me again! I heard mom say that I was unavailable, but might be back by the weekend! I was shocked when she said that Lisa might appear that weekend, because I while I liked dressing as a girl, I had no intention of doing it in public again! Mom saw me staring at her, and when she hung up the phone... "That Prince? He wants to see you again! Martha told me that he has called her twice already! You know what that means? It means that he thinks you're his kind of girl, and obviously he likes you!" "But I'm a boy! I don't think I could fool him again, even if I wanted to mom! It was just a costume!" "I know that honey, and I know that you're very nervous, but I not only think you can do it, I also think you want to but are afraid to say so. Tell you what. If you say no, that's the end of it, but if you want to get all pretty again, I'll help you. Let me help you get fixed up again, we'll go to the mart and I'll get you a few things, like another skirt and blouse, maybe even a dress, you can try them on, and we'll see. How about it?" There I was, caught between the chance to dress up again, something I really wanted to do but was afraid to say so, and my innate fear of discovery, which loomed very large. It was making me hesitate between a rapid hell yes I'll do it, and a hell no I'm a boy. A costume party was one thing, but if I did agree to get dressed up again, I knew in my heart that it was a foregone conclusion that I would meet that Prince again, and he would expect me to be a normal 15 year old girl, and, act like one of course. I wasn't sure that I could do that! Mom just stood there while I pondered my choices, but I could see it in her eyes. Either she wanted me to do it, or she didn't care if I did. I was terribly torn between the two ends of the option, yet I knew that just having another chance to dress up, maybe even my last chance, was just too good to pass up. I did in fact like the way I looked when I was all dressed up as a Princess, and there wasn't any doubt that I wanted to do it again, but I was really scared at what might happen. What if he wanted to see me again after this time? I looked at my mother again, hoping that I could see some sign that she didn't want me to do it. All I saw was her placid face. Drawing a deep breath and hoping for the best, I simply nodded my head yes. Within an hour I was once again dressed, wearing that same green and white skirt and the green blouse. When I was ready, mom and I left for the mart. On the way... "Mom?" "Yes dear?" "Why are you doing this? Helping me be a girl?" "For the party it was because I wanted you to experience what it's like to get all dolled up. I knew that you were into my clothes a few times, so I figured the party was a chance for you to get dressed as a girl, look nice, and maybe even win something!" "I mean now. The party is over mom!" "That's true, and I never expected to see you in a skirt again, but when I found out that the Prince wanted to see you again, there were only two options. Either we tell him that you're really a boy, or Lisa appears again. I'm sure that you did not realize it, but there were photographers there from the paper, and while I'm not positive, I'm willing to bet that your picture will be in the paper, today or maybe tomorrow! That means that Lisa cannot simply disappear!" "Huh?" "If it got out that the Prince was duped, then the papers would really start digging and sooner or later your name would come out, and I know that you don't want that, do you?" "God no!" "Well, doesn't that mean that Lisa has to appear again, right?" "I guess, that makes sense. I don't want the guys to see a picture of me dressed as a girl, that's for sure!" "So... we're agreed? You'll be a girl for a while longer?" "Yeah, I guess, but if I have to do this, my boobs, the ones you made? They're awfully small, and most girls my age are... bigger? So... I was wondering...." "I noticed that the other night, but since it was just for that one night, I figured it was okay, but maybe you're right. Maybe we should do something about that, especially since it looks like you'll be going out more. Lets see what we can find to change that." We went to a shop that sold things like that, and I was fitted for new breast forms, not just pads, but ones that could be attached to my chest if I wanted. They looked real enough to me, but I didn't get them attached of course. Mom said that I would be a full A cup without a padded bra. I got two more skirts, one tan and one gray, with four more blouses; white, yellow, blue, and red, along with two more pairs of shoes. I also got a package of panties and another bra and another padded pantybrief. "I wasn't going to buy all this stuff honey, but if this young man keeps calling you, then you'll need them, and besides, now you'll have enough clothes to stay out of my clothes!" She said it all with a smile. Foundation and blusher, eyeliner and mascara were added to the new lipsticks and eye shadow. On the way out we passed the jewelry counter, and they happened to be offering free ear piercing, so, figuring that I was in way too deep anyway, I sat in the chair and had my ears pierced. A lot of guys were doing it, so I could easily get away with it. It was no big deal. I had small gold hoops and a pair of diamond studs in my ears when we left the store. I had capitulated to my wonderment of what and who girls are. Since mom had bought all those clothes, I knew that I would not only have to wear them, but also, that I would have to do my very best to be the girl I looked like. Since it was obvious, even to an ignoramus like me, that I was going to go out dressed as a girl again, maybe even more often than I thought, then it was in my best interest to act as much like a girl as I could. I figured that if I acted as much like a girl as I could, it would be my safety net. As I walked back to the car, the new weight in my bra made me feel very feminine, which was different, and somehow made me feel even more like a girl! Once we got home I put on the new tan skirt with the red blouse, and admired the way the skirt hung from my hips, and the way the blouse fit over my new boobs. I was still looking in the mirror when mom told me that she wanted me to walk over to Shelly's house and see what she had in the way of clothes that I could borrow. When I hesitated... "I did not buy all those clothes so you could simply play dress up and stay in your room! Go ahead, you need the practice! You'll be fine!" As I stepped outside, my first time all alone by the way, I felt the air as it wafted under my skirt, and I was nervous like a cat, but once I started walking, I began to relax, just a tiny bit. It was a three block walk, and with each step I could feel my skirt swaying back and forth, feel my boobs bouncing in the bra, taste the lipstick, feel the hair tickling my ears and smell the perfume, which made me feel as if I could do it, but I was not any less scared. When I walked up on her porch, her mom came out to greet me. "Lisa! What a pleasant surprise! Come inside. I'll get Shelly." I stepped inside just as Shelly came out of her room. "Lisa!" "Hi Shelly." "Lets go to my room! We'll talk." As soon as she shut the door... "I thought you said you weren't going to do this again!" "Yeah, well, that guy? Sean? Well, he talked to the lady that ran the party; he wanted my number, and she gave it to him! Now, if he calls, I have to be the girl he met... don't I? I can't just disappear! Mom told me that there were photographers there, and they probably took pictures of us dancing! So how could mom or I tell him that I'm a boy without everyone finding out!? The guys would kill me!" "So... does this mean... what does this mean?" "I guess it means that I'll be dressing like this, at least for a while anyway, unless I want to tell everyone what I did, and who that girl was! I don't have a choice!" "Yeah, that makes sense. So... you want to try on some clothes?" "Okay." The very first thing that Shelly gave me to try on was a pair of biker shorts! The kind that people wear when they're riding a bike. They were red, stretchy, and really short, and very tight! Because of that pantybrief they did not however give away anything! Next was a pair of regular shorts, a beige color, then several skirts and a few dresses. Shelly had grown to big for them I guess. "Girls!" Come on down!" It was her mother. When we appeared.. "Lets have a soda. We can sit on the patio." As we sat there, I explained to her mom what was going on and the reason why I was still dressed as a girl. She sat back in her chair, looked at me, then smiled. "I'll bet it's more than just that honey. It was a costume party after all, so why couldn't you tell him? I mean, if he can't tell the difference between boys and girls, that's his problem isn't it?" "You were there," I said, "could you tell that I was a boy? Did I look... funny?" "No dear, you looked beautiful! Gorgeous in fact. What I'm saying is that it wouldn't matter that you were a boy under all that lace!" "But mom said that she didn't want anyone to find out that I was a boy! That the papers were all there, and my picture might be in the paper! She said that Sean might be really embarrassed, not to say what would happen to me in school!" "I don't want Lisa to go away mom! She's the only girl around here my age!" "I see the logic in that honey, but I want you to know that you are always welcome here, you know that, but from now on, whenever you're in Shelly's room I want the door open, okay?" "Mom!" "I know Shelly, but regardless of how she looks, under that skirt is a boy, so that's the rule!" I stayed there for another hour or so, then Shelly and I took all the stuff she gave me home. On the way she told me the she would do whatever she could for me, for as long as I stayed a girl. The fact that I sort of liked it, well, okay, I'll admit it; I was really starting to like dressing as a girl, made me tell her that I would do my best. Just as we rounded the corner to my house, we both saw the car parked out front. A big car. When we walked in the house, we set the clothes on the kitchen table, then walked into the family room, only to see Sean and his father sitting there! They both stood up when we walked in. "Hello Lisa," Sean said. "Hi." I said with a smile, this is my friend Shelly." "Hello Shelly, nice to meet you." "The reason," his father said, "we stopped by, was because Sean simply could not stop talking about you, and wanted the chance to see you again." "I'm glad you came by then," mom said brightly. "The other reason we are here," his father intoned, "is that we are hosting this years debutante ball, and..." "And I would like the pleasure of escorting you as you make your debut!" "Me?" I asked. "A debutante?" "Why not honey," mom said, "you two make a lovely couple you know." "Of course, your mother is invited," his father said, "as well as you Shelly, if you would like to attend; and Madam, if you would allow me, I would like to be your escort for the evening." Both mom and I were shocked! Shelly was poking me in the ribs as I sat there wondering what to say! I looked at mom. "We would love to go," mom finally said. "Lisa is just a bit shocked I think, and thank you for the invitation, I would be pleased to have you as my escort!" "Fine. You'll get your invitations in the mail. The event is planned for the end of September." "Thank you for asking us," mom said with a smile, I just know the girls and I will love it!" After they left, I quickly pointed out that the end of September was after school started! For the life of me, I could not figure out how I could be a boy at school, and all of a sudden become a debutante! "We'll work it out honey! But I never met a girl that did not want to be a debutante! This.... event, might be the biggest thing in a girls life other than her wedding, and I simply can't see you passing it up!" "But I'm a boy! Remember?" "Yes, that's true," mom said, "but we're the only ones that know that, right? Sean thinks you're a girl, and so does his father! I mean, he just saw you two girls walk in together, right? From outside the house? Just how many boys run around in skirts with a girl friend? I think that we'll just have to find a way to let you do both; go to school and be a debutante!" "Do it Lisa! He's so cute, and you're so pretty that it'll be a shame for you to say no!" "But," I cried, "if I do it, then everyone will think that I'm a.... what if they find out? I'll be ruined! If the guys ever found out I'd really get killed!" "Find out?" Shelly said loudly, "are you nuts? On my best day I don't look as good as you do, and those guys you're so worried about," They would be all over you if they saw you!" "But... I'm not... I don't know anything about being a girl! They're so.... different!" "Then it's about time," Shelly almost yelled, "you learned Lisa, because I want to be a debutante, and I can't do be one unless you are too! This is just to good to be true, so don't you dare say no!" I looked over at my mother for help, but she just sat there. She looked like she was sort of lost in thought. It was true that I liked dressing up, maybe more than just a little anyway, but this.... this was way more than just dressing up! And if I did it, there was no end to the things that could happen to me! And if mom was right, about my picture already being taken, then it was a very solid bet that having my picture taken would be a sure thing at a debutante ball, especially one hosted by a Crown Prince! I was going to be dead meat if anyone found out! This whole thing had gone from merely tolerable to almost bad, and looked like it was going to get worse. "Let me think about this for a while," mom said, "maybe I can work this out." Shelly and I went to my room and put away the clothes, with her chiding me to do it almost the whole time. I did not say no, but I hedged a lot; yet inside, in the deepest part of my being, I found myself wanting to do it. I wanted to look just as nice as I did at that party. I just could not figure out why, or how! In order to become accustomed to acting like a girl, over the next few weeks I got dressed up every day, and Shelly and I hung out together. As each day went by it became easier for me to get ready as I learned how to do my own makeup and brush out the wig, and I also began to figure out what to wear. I had become Lisa every day, and the thrill of it quickly wore off. The softer fabrics became normal, as did wearing a bra and makeup. I had somehow become a normal every day kind of girl. Mom had insisted that if I was going to dress as a girl, then I had to look good all the time, but did not help me much. A little help with makeup, a bit more on how to walk and so on, but that was about all. She said it was part of the learning curve that all girls go through. Then she asked me to take over some of the house cleaning, which I was glad to do. Things like dusting and vacuuming as well as doing the dishes and some cooking. It was close to a month before mom told me that she had figured it out. "I know that your first reaction will be to say no, but think about it before you do. I know that you're very worried about this, and I am too, but you have been dressing up every day, just so you could learn how to be a girl, and I have not stopped you, because, if you do this, you need to become as much a girl as Shelly is. It seems to me, just watching you over the last few weeks, that you have done just that. And you cannot deny that you have become very feminine in almost all of your mannerisms, and you also cannot deny the way you look; can you?" I just sat there listening, but she was right. "If you started school as a girl, then you wouldn't have any of the problems you mentioned, right?" "School! Me? Go to school as a girl!? No way mom!" "It's not quite as dangerous as you might think honey, and I wouldn't even suggest it unless I knew it was safe! You know that! I did some research, and I've found a place that can make you look like a girl in all the right places, so I called them, and they tell me that what they do to turn boys into girls is virtually undetectable! If you want, and before you decide on anything, we can drive over there and see for ourselves what they do, and if what they do can also protect you. Would you like to go? Or would you rather just skip being a debutante?" My curiosity got the better of me, and since I had already decided that I really did want to get all dolled up and be a debutante, if mom was right, and her research was accurate, then I could do it; but only if I could manage to overcome my fears. The only hitch was that I would have to become a normal high school girl to do it! Sometimes we are trapped by our desires, leaving common sense behind as we rush towards an unknown future, which is why I said that I would go, "but only to look," I added. That statement caused mom to smile, that enigmatic smile she uses when she thinks she already knew what I was going to say. We soon found ourselves in a shop about two hundred miles from home. The store was clean and bright, stocked with all sorts of things for men and boys that wanted to look like girls. A well dressed woman walked up. "Can I help you?" "Yes," mom said, "Lisa has found herself in sort of a situation, and she needs to look as real as possible? I called earlier?" "Of course! I remember! Well, it can be very cheap, or very expensive, for the very best that is, but if that's what you want, then I can promise you, if you select our best devices, that when we're done with her, only a doctor will be able to tell the difference." "Can we see? A sample?" "Of course, but it won't look like much until it's worn. We custom make every item; that way we can control the fit, color and function." The lady showed us, and I was confused at best. That lump of latex did not have any resemblance to, or look at all what I thought girls looked like, but she assured me that it was perfect, and mom silently agreed with a nod of her head. The breast forms were also very real looking, so I touched one, and withdrew my finger quickly when I discovered that it felt like skin! Mom pulled me into a corner. "It's entirely up to you honey, I can't make this kind of decision for you." "But don't you like me as a son? Is that why...." "Stop that! You know better than that! Of course I love having you as my son, and if that's what you want to do then say so and we'll leave! I haven't once made you do anything! I allowed you to do this as a costume, but I know that you found out that you like being a girl more than you'll ever admit, so tell me why I shouldn't help you? My job as your mother is to make you happy and give you the tools to succeed in life, and from where I stand, it seems that you need to do this more than I need you to be my son! Now, tell me, is this what you want?" Swallowing hard, knowing that whatever I said would probably change my entire future, and after a moments thought, I said..."Yes." "Okay, but I want to make it very clear. Once you start school as a girl, you won't have any choice. You'll have to graduate as one. You can't just quit halfway through, and I'll warn you, doing this will be hard, very hard. The question is, can you, and are you, willing to do it? There won't be any halfway honey. If we do this, then it seems to me that it has to be all, or none." Three years. As a girl, minimum. That was a long time, and I wondered if I could do it, yet the very prospect of it, and all that lace and frilly stuff, the perfumes and makeup I had been using made me realize just how much I had come to like being a girl. "You sure about this mom? I mean..." Yes dear, I'm sure. I could put an end to this right now, but I think that if I did that, you would be miserable at best, so it's going to be up to you to decide. But once we have this done, you'll have to tell Nana, since she'll find out sooner or later anyway, although, if you do it right, she'll understand, okay?" After some serious thought, I once again agreed, and was soon measured for both breast forms and that panty. It took about six hours, but when the lady was done attaching everything, I looked exactly like a girl my age would! "Because of her build, I've given her a full B cup, and made her hips a bit wider. She will not get bigger of course, which is why I like to start just a bit bigger. That way she'll fit in better later on. Let me explain why we have the best on the market...." Mom paid her, and we left the store. Having breast forms that just lay in the cups of the bra wasn't anything at all like having them attached to your chest, that's for sure, and having actual hips made my skirt fit even better than before. 36-25-37 were my measurements according to the lady that fit me. There was no doubt that from that point on I would be a girl, and even though I had the body to prove it, I was still very unsure of myself. Self conscious of my new status, I began to wonder if I had done the right thing. I mean, could I fit in with the other girls? They did so many strange things that I knew nothing about! Second thoughts about what I had done were driving me crazy, but there wasn't any turning back, so I did my best to ignore them, yet they lingered there, waiting to pounce. "Mom, is my hair long enough to get rid of this wig?" "Not yet honey, maybe another two weeks? I'll check." By the time we got home it was late afternoon, but I walked over to Shelly's anyway. If anyone but mom and I had to know, Shelly was it. Shelly answered the door, and let me in. "I got something to tell you!" "So... tell me!" "Not here. In your room?" The minute we were in her room I raised my skirt and yanked down my panties, exposing my new parts. Shelly gasped as I straightened out, then I opened my blouse and pulled my bra down enough that my right breast popped out. With a grin, I once again got dressed. "Damn! You look...damn!" "The lady told me that the only person that could ever tell was a doctor!" "I believe it! You look like me!" "That was quite a show," a voice from behind me said. "Do it again so I can see." It was Shelly's mom. I showed her, which made her draw in a breath. Then she ran to the phone to call my mom, leaving Shelly and I alone. "I guess we can close the door now!" "Mom says that I'm going to school as a girl in the fall Shelly, so you can't tell a soul!" "Yeah, right. One look at you and who would believe me? I mean... you look like me!" "That's the idea! So nobody will find out!" After a pause... "I'm really scared that someone will find out! I don't know a lot about being a girl, just what I see, and what mom tells me!" "Just be yourself Lisa! The way girls talk and so on will come naturally if you let it, and besides, wouldn't you rather look like this than go to the arcade with those guys? I mean, they're so...." "Goofy?" "Yeah! Goofy! All that.... Grunge!" I laughed at that, then... "I know that you look like a girl, down there, but can you... are you... how real is it!?" "The lady told us that it was the best on the market, and that I would function just like a normal girl..... in every way possible." "So that means that you can have, will have.... periods, like me?!" "I guess so, but I'm not sure, but everything else is just like a girls!" "Damn! And you're worried about someone finding out? How? I mean, if you're just like me, and only a doctor could tell, then why worry?" "I just do." When I got home, mom sat me down at the table and went over a few things I forgot about. Like how come I don't exist... legally that is. If I were to attend school as a girl, then I had to exist, and I had to have school records! Other things, like a birth certificate would also be needed. When mom started going down her list I began to doubt if I would attend school as I was, and have to go back to being a boy. "I called Howard? Our attorney? And told him what was going on. He said that he could handle it, and not to worry. He said that we would have all the proper documents by the time school starts. He did need to know your middle name, and I thought that Marie went well with Lisa, so it'll be Lisa Marie when you start school, okay?" "Yeah okay." After that I learned very quickly why girls take so long in the bathroom. All that undressing and getting dressed again. But I got real good at doing my own makeup. That weekend I had my first trip to the salon, which felt like an adventure all on it's own! The smells, the d?cor, the women all sitting around, and all the chatter. My hair wasn't nearly long enough, so after a short discussion with mom, they put in extensions which made my hair almost shoulder length.. After that it was washed, trimmed, and set in rollers. While I was under the dryer, a woman came over and did my nails with acrylic extensions, leaving them a bit longer than my own fingers, and painted them a soft red. Then it was back to the stylist who brushed out my hair, which framed my face with gentle curls and bangs that hung over, just tickling my forehead. It was a lot cooler without that wig, and later, from necessity, I quickly learned how to do several styles without going crazy. But as the days went on and the start of school grew closer, I became more on edge, wondering if I had the stones to pull off the greatest costume stunt ever, only it was no longer a costume, but a way of life. Oh, and I had my first period. One of the blood packs had finally let go. Mom was all matter of fact about it, but I freaked out when I saw the blood. It was disgusting having to take care of that, but mom said that's what girls do, so I might as well get used to it! Shelly thought it was funny in a way, but on the other hand she was also shocked that the panty was that realistic. See, I hadn't exactly told her about that function, or any of the others, ashamed of them in a way. About two weeks before school started mom showed me the new documentation; birth certificate, school records, a library card, and several other items, all with the name Lisa on them! The school sent us a packet of recommended items that I would need, plus the names of several stores that sold the uniforms we were required to wear! "When did they start wearing uniforms!? I never wore a uniform before!" "That was at your old school honey; I've enrolled you in the same school as Shelly, and they require uniforms." "An all girls school!?" "Why not? You're a girl, right?" "Because it's so...." "Safe? Nobody will know you there, so there is no chance that you'll be discovered, which I doubt could happen anyway, but that's why!" "What kind of uniforms?" "Pleated skirts, pressed blouses, a small tie, flat shoes in black. We'll find out more when we get your uniforms." Well, I started high school as a girl, in an all girls school of all places, and surprisingly, I fit right in, and the school, other than being all girls, wasn't all that different than my other school. Just as September began, mom, Shelly, her mother, and I all went shopping for our gowns, white of course, which is what a debutante would wear. We went to several bridal stores before I found my dress. Since I had boobs, I wanted to show them off a bit, and after some intense discussion, mom finally relented. My dress was white satin trimmed in baby pearls, with a sweetheart neckline cut quite low, but covered with a sheer fabric. White elbow gloves, and a small white handbag were also added. Shelly picked out her dress, and it was off to the lingerie shop. Both Shelly and I wanted something very sexy and daring, figuring that since nobody but us would see them it wouldn't matter. After some more begging and pouting, our mothers eventually gave in, and I bought a pair of very sheer, high cut white panties and a new corset since my old one was to small for my breasts. Our mothers also bought new dresses, and I have to say that I never saw my mother look so good! On the day of the ball, mom and I went to the salon quite early because she had scheduled both of us for the works. They started with a full body waxing followed by a stint in massage room, then it was off to have our hair and nails done. By the time they were done it was well into the afternoon, and we went home to get dressed. I pulled the new panties on, smiling at the vague hint of my womanhood, then came the corset, which I laced as tight as I could stand. The hose, then I got the dress on with mom's help. As soon as I had it on she left me to the rest. Shoes and a necklace, a rhinestone bracelet, rhinestone chandelier earrings, and finally, red lipstick and my best perfume. Sean did not make me become a girl, but he did make it possible for me to make the leap, and I was doing everything possible to make sure that he was going to get the girl he thought I was. Sean and his father showed up their limo, then took us to their embassy. As we walked in together, people all around us started whispering, but I couldn't hear what they were saying. I held onto Sean's arm tightly as we walked into the main hall, not sure of what to expect. Everyone stood up, then the orchestra started to play their anthem. We all stood there until it was done, then he led me to our table. We ate, we laughed, we danced, and also, we kissed, once he walked me out on the patio and we were alone that is. No longer a boy in any real way, there wasn't any reason for me to deny that kiss, so I didn't. In fact, he got one from me. I tingled when he kissed me, but when he stuck his tongue in my mouth, well, I almost fainted. I lost track of mom, but I really didn't care by then. Sean and I went back inside, then lined up for the polonaise, the parade where all of the debutantes show off their dresses. Sean escorted me, then, when the fathers were to dance with their daughters, his father stepped forward and danced with me. Like his son, he was a wonderful dancer. When the night came to an end, mom found me, and... "Sean will take you home; I'll be late." "Uh huh," I said with a smile. "Have fun, and stay out as late as you need to!" "Don't get smart," she said, but she was smiling. Sean took me home in his own car, and as we parked in front of the house we had one hell of a make out session. It left me breathless, and I knew that he was in serious need, but rather than do something I shouldn't, I went inside and got ready for bed. As I lay there, too excited to sleep, I knew without any doubt, that my picture would be all over the papers the next day, which was Sunday. I also knew that I was forever locked into my new role, not that I minded a bit. My only regret was that when I had the chance to offer some relief to Sean, I didn't take it, but there was always later. Life takes many turns, some good, some bad, but always, they are unpredictable. The turns that led me into womanhood were both good and bad, yet I quickly came to know that being a woman is right for me, and I do not regret it.