From: b1223@ix.netcom.com Newsgroups: alt.sex.stories, alt.sex.stories.tg Subject: Lisa's TG Library: "Voyages" by Rachel James ***From FEMINET, Felton CA 408-335-4387 or 408-335-7888 Voyages Chapter 1 by Rachel James It started when I was fourteen. I was a shy skinny kid. My best and only friend Bobby was going on a 6 month cruise with his family on their boat to the Carribean and South America. I was going to miss him a lot, so I was estatic when at the very last minute his sister Rachel was unable to go because of her low grades at school. His parents said I could go and take Rachel's place for the six months that the cruise would last. They were leaving the next day so I had to leave immediately to get to their boat. I didn't even pack much of anything since they said they had plenty for me to wear. Their boat was a beautiful 50 foot sailboat, it looked like an ocean liner to me. Mr. and Mrs. Jones welcomed me aboard and the next morning we were off on our adventure. Leaving from Maine it would take a week to arrive in the warm Carribean area. They had Bobby and me learn how to sail the boat so we could help them. It was still chilly in the Atlantic and I hadn't brought the proper clothes in the little I did pack. Mrs. Jones said not to worry they still had Rachel's entire wardrobe on board and I was about the same size as her. Bobby was much bigger than I so it would be Rachel's clothes for me. I felt a little embarrassed to be wearing girl's clothes, but they all said it was no big deal. Besides it was just jeans and sweatshirts and panties since I only had one pair of my own underwear. The sweatshirt's designs were kind of feminine and the jeans zipped up in the back or on the side, but I got used to them. Even the cotton panties felt comfortable after I wore them and I forgot about having them on until in was time to change. At bedtime I would wear a pair of Rachel's floral print flannel pj's. Mr. Jones showed me all the duties Rachel was supposed to have done on the boat, but Mrs Jones had the most for me to do. Rachel was to have been her helper in the galley, preparing and serving the meals and cleaning up afterwards. It would also fall to Mrs Jones and myself to keep the laundry clean and to shop for provisions. I was never too keen on helping around the house and all this work seemed like women's jobs, but it was a small price to pay for the opportunity, so I did my best. In five days I was well into the routine. In fact I fit in so well that it was quite common for them all to call me Rachel out of habit. At first I would get embarrassed and correct them and they would laugh, but after a while I just let it go and answered to Rachel's name as well as my own. My departure had been so quick that I hadn't had time to get my long hair cut before we left. My vain attempt at fitting in with the crowd had been to let it grow to almost shoulder length. Mrs Jones said I should wear it in a ponytail to keep any stray strands out of the food. So she helped me brush it all back and wrap one of Rachel's fuzzy elastic ties around it. As we got further south it became much warmer. The few winter weight clothes on board were stowed and the light weight summer shorts and shirts were brought out. Suddenly Rachel's wardrobe became decidedly more feminine. Her shorts were all pink and bright feminine colors and definitely cut for a girl. They were all very short with side slits and of course no fly. What was worse was that the panties I wore were completely visible thru the lighter fabric. Her shirts were a variety of tank tops, halter tops, tube tops, middy cuts and only a couple t-shirts. I felt very self conscious again, but we were in the middle of an ocean so I soon forgot about it. I did mention to Mrs Jones that I was looking forward to the BVI's so I could get some boy's clothes. She said we'd talk about that with Mr Jones. One evening, when we were about two days out of Abaco, and enjoying dessert Mrs Jones said it was time to have a family discussion. Mr Jones spoke to me, "This is something we debated over whether to tell you before we left or wait until our first port. We reach our first port in a couple days. We have a small but critical problem with you substituting for Rachel at the last second. We're very glad to have you along, but as you've seen your wardrobe is going to have to be Rachel's. However, the real issue is Customs and Immigration in the countries we will be visiting. You don't have any documents like a passport of vaccination records that would allow you entry into these other countries. At least you don't in your name. Rachel has all of the right papers." As he got up for coffee it began to occur to me what was coming, and I was pretty nervous about it. He continued "So, our choices, or your choices, are two. At the first port we will be denied entry and have to return home or at least send you home. Or, if you are willing to play the role of Rachel while we're in port there shouldn't be any interruption in our journey." I was a little stunned by this, so my voice broke when I asked, "You mean you want me to be a girl?" Mrs Jones picked it up from there, "Well, kind of, dear. You would have to look and act the part very well or we could all get in a lot of trouble with the authorities. I want you to know we've thought abbout this and we certainly wouldn't think of you as any different if you decided to go along with the idea. It's just such a great opporunity for you." "What would I have to do?" I asked. "I mean would I have to wear a dress or like girl's underwear?" Mrs Jones giggled slightly, "Well, dear, I'm afraid on occasion you would have to wear a dress, but it really wouldn't be that bad. As for the underwear, you're already wearing Rachel's panties, but to be truthful a 14 year old girl would wear a bra and stockings to go out for dinner and shopping. And then there is make up, as I'm sure you know girls like to wear make-up so you'd have to wear lipstick and nailpolish. Oh, and I'm afraid we'd have to shave your legs too. I just want to be honest with you about everything." I didn't know what to say. I really wanted to go on this trip, but the idea of wearing a dress didn't appeal to me. "Well, okay, if it's the only way we can keep going. I don't want to be the one to stop the trip. When would I have to start wearing the girl's stuff?" They both said"that's great, we really appreciate it." Even Bobby was pleased with my decision. "All right, sis! We get to keep on going." Mrs Jones added, "Dear, we really should start preparing you right away. We only have two days before we reach Abaco and our first test. So after we finish here let's go to my stateroom and get started. Oh, and from now on I think everyone should only call you by Rachel". I thought about my decision as I helped clear the table and wash the dishes. I hoped that it wouldn't be too bad wearing a dress as long as no one made fun of me. "Well, Rachel, ready to get started" chortled Mrs Jones. "Take a quick hot shower then come on back to the cabin" I showered and with trembling legs walked to the main cabin in a towel. "Okay, dear, just relax. We have to shave off that body hair first." I didn't have all that much hair on my limbs anyway so I guessed it wasn't any great loss, but I sure felt funny just standing there in a pair of panties while Mrs. Jones shaved my legs, chest and underarms. "There is one more area we have to attend too, the bikini line, since girls wear much higher cut clothes we can't have any hairs straggling out. And we have to do something with your male member, too. It could be real embarrassing if it were noticed." I was mortified as she had me remove the panties I wore and lie down on the bed with my legs spread wide. She explained she was going to use a glue to temporarily hold my penis securely back between my legs. When she held the end of my cock to stretch it back I immediately grew hard. "You young boys are all so horny. I'm just going to do this this one time, so we can get you soft again and because you may not get to do it for a little while." I was shocked as Mrs Jones began masturbating me with her hand. The shock quickly turned to delight as she stroked me closer to orgasm. As embarrassing as it was to have Bobby's mom jerking me off, it felt too good to object. She had me spurting my jet of cum up on my chest in no time. With a smile she simply wiped up the puddle of seman from my chest. "Okay dear we need to pump you pretty dry so take a short rest then do it again a couple more times." This was odd, she was going to have me cum again. "Okay, dear, get started. I did the first one, this one is all your's." Oh no I had to jerk off in front of her. I was almost in tears as I stroked myself to another orgasm. "That took a little longer, but I think we need one more to keep you soft for a while." It took forever to bring myself off again but it did have the desired effect of keeping my erection down as she stretched my reddened cock back between my legs. After holding it in place for only a couple minutes she removed her hand and my penis stayed firmly attached to the skin betweem my legs. So now when I stood up it appeared all I had between my legs was the patch of curly pubic hair, which Mrs Jones proceeded to trim to a short cropped, tiny triangle. She dropped her shorts to show me that I looked much like her now, at least in the crotch. "I have to tell you, Rachel, that I really appreciate this. I didn't want to go on a 6 month journey without another girl to talk to. I hope you don't mind if we have little girl talks every now and then." I really reddened as I said it would be okay. Then she made kind of a ceremony out of my first time wearing a bra. "Oh it reminds me of the first time Rachel put on a bra. It was like my little girl had suddenly grown up. Well this one fits you real good and the cups are heavilly padded to give you a little bust line." I could barely believe it, I was standing here in front of Bobby's mom wearing nothing but panties and a bra. But she wasn't finished. Next up she put a lacy garter belt around my waist and hooked the clasp behind me. She had me put the hanging garters down inside my panties and out through the legholes. I reluctantly sat and let her put the pair of stockings up onto my legs and watched as she secured the garter snaps to the top of each stocking. As I stood I was very embarrassed. To me nothing is more distinctly feminine than a garter belt and stockings, and now I was actually wearing them. I was also embarrassed to admit to myself that in a strange way they felt exciting, my legs gently encased in nylon and the constant small tugging of the garters a reminder that I wore this symbol of femininity. I was glad for now that my cock was out of sight as it began to grow stiff. She had wasted no time in getting me into the guise of my new role. In less than an hour I was hairless, seemingly cockless, wearing panties, a bra, a garter belt and stockings. I certainly didn't look like the boy that boarded this boat only ten days previously. "Let's do a little work on your makeup before we call it quits for the evening." I sat still as she plucked out some of my eyebrows before using a pencil on them. I closed my eyes as she applied eye shadow to my lids and pursed my lips together for her to apply the red lipstick. It felt funny to have the taste of the lipstick always present on my own lips. "Did you ever wear a necklace before honey?" I said no, and she replied, "Well girls like to wear jewelery, so maybe we can start with a simple gold chain necklace. I do wish you had pierced ears. Its so common on young girls these days and all Rachel's earrings are for pierced ears, but not to worry. Now lets paint those fingernails." She picked up my hand to do my nails and made a grimmace, "We can't do much with these I'm afraid. I know all this may seem a bit much, but you have to remember we can get into a lot of trouble if they find out you're not really Rachel Jones." She went to her makeup case. "Good I didn't know if I had any or not." She smiled displaying a package of fake acrylic nails that were soon glued securely over the chewed stubs of my own nails. "Now please remember not to chew your nails anymore, okay?" I smiled and nodded okay as she began to paint them a bright red to match the lipstick I wore. "Okay don't touch anything while your nails are drying and I'll see what I can do with this hair of yours." She brushed and combed and twisted my hair adding bobbie pins and barrets until she had suceeded in coaxing my unruly hair into a french twist, a decidedly feminine hairdo. "Okay want to finish dressing now?" She handed me a pair of ligthweight pink slacks and I slid them on over the stockings I wore. I fumbled with the buttons on the wrong side of the sleeveless white blouse she had given me to wear. I was so anxious to cover up the feminine lingerie that I wore that I didn't care how feminine the pants and blouse were. I slid on the sandals she had layed out for me to wear and we went to the salon to meet the boys for our evening sail. It wasn't until I passed the mirror on the way out that I saw how I looked. I was actually embarrassed that I made such a good girl. I was afraid they'd think I really liked doing this if I passed so easily as a young girl. I thought I was sneaking a look at my backside when Mrs Jones patted my bottom and said, "You look just fine from behind, too, dear Rachel." But I was scared because you could see the bra I wore right through the blouse and the outline of my panties and garter belt were quite clear through the slacks. Mr Jones and Bobby just dropped their jaws when Mrs Jones brought me into the salon. "I was nervous about this working until just this moment. You look absolutely delightful my dear, a very pretty young lady indeed." Bobby didn't help much by adding, "Wow, you're just as pretty as sis. Maybe you should have been a girl all along." "Okay, everybody, let's get into the right mood here. Rachel is just our daughter so we'll treat her just like a daughter. Rachel you have to practice very hard for the next two days to pull off your role convincingly. Believe me, outward appearances won't give you away, but you need to speak in a higher pitched voice, walk properly, develope a vanity about your appearance and don't do anything a boy of 14 would do." We all laughed at the last one. I was extremely self conscious about being dressed as a girl and about having to act like one, too. The Joneses, though, made it seem perfectly normal and gradually I began to relax a little bit into my role. During the day I wore shorts and a top so I didn't have the stockings and garter belt tuging at me constantly, but the gentle pressure of the bra around my chest was reminder enough of my strange transition. My now longer fingernails surprised me by how much they seemed to get in the way of everything I tried to pick up. Now that I was Rachel I found that Mr Jones and Bobby put me into the girl's role. I wasn't asked to help with the men's chores anymore. They sailed the boat while Mrs Jones and I took care of the domestic chores. For the evening meal I got dressed up again, complete with the stockings and garter belt and a necklace. For bed it was too warm for the flannel pj's and since I was supposed to be a girl I couldn't sleep in my underwear, so I got to wear one of Rachel's nighties. The one Mrs Jones chose was a baby doll style with little panties and a fluffy lacy top, complete with a little robe to wear over it. It was such a feminine piece of clothing, and again I realized I was getting excited by wearing it, though I told no one. The morning of our last day at sea before port I helped with breakfast and was almost through serving before I realized I was still wearing the nightie. No one had made any remarks and I had forgot I was wearing such a dainty outfit. I blushed and wanted to change but Mrs Jones said it was perfectly normal, Rachel used to wear her nightie all morning. After breakfast, though, I did change into a pair of shorts and a halter top. It struck me odd how girls always seemed to worry about boys seeing too much of them and then they wore clothes that exposed so much. The little shorts I wore were much shorter than any I had worn as a boy. They were loose in the legs, had little slits up the sides and actually let some of my bottom show. If I bent over even more would be seen. And then the tops weren't over done either. First off being sleeveless provided easy visual access to my chest and bending over let it hang away from my body so anyone wanting a peek had only to look. Mrs Jones just laughed when I told her my concerns, "Dear girl you have to understand that most of women's modesty is merely an enticement to get men to look." The paradox of women's clothing was evident again when we decided to stop for a swim. Mrs Jones laid out one of Rachel's bikinis and a one piece suit. How a girl would be embarrassed in her underwear and then parade in public in a tiny bikini baffled me. I wasn't ready for the bikini so I slid into the one piece suit. It covered so much more of me than a boy's suit and at the same time exposed much more of me. My middle and chest were covered but the legs were cut so high that I was sure my butt was naked for all to see. I really blushed when Bobby whistled at me in the swim suit. "Hey Sis, looking good. Those island boys will be hot for you." Mrs Smith spoke, "Bobby, stop teasing Rachel or you'll spend the time on board instead of ashore. And you remember, you had better protect your sister's virtue." So I laid out on the deck to work on my tan. Mrs Smith said we needed to get some more color before on arrival in port. Mr Smith and Bobby were working stowing gear and preparing for our arrival the next day. When I offered to help Mr Smith simply said, "No, hon, it's okay. This is men's work. You ladies get yourselves real pretty for our visit." I felt a twinge in my tummy. Men's work and I was now considered a lady. I felt myself redden with embarrassment, and turned over on my tummy. I was having second thoughts about all this now. After all there would be lots of other people around me. Would they know I was a boy pretending to be a girl? And what was I doing, pretending to be a girl in the first place? I began to cry, quietly I thought. Mrs Smith seemed to notice though. "You know dear you have a very cute bottom, it looks so nice in your bathing suit. And you do have nice legs, you are quite an attractive young girl." I looked up at her and smiled, not knowing what to think now. "You really think so, I mean really? The people ashore won't laugh at me?" "Laugh? Oh my goodness, no child. But you may have to get used to being stared at because you are a pretty young girl. Boys and men will be looking at you." I was still nervous, "Mrs Smith do you think I'm odd because I'm dressing up like a girl?" "Oh no dear, you helping us out of a difficult situation, and I have to admit it is nice to have a daughter along on the journey." She gave me a little kiss on the cheek. "Think of it as an education most boys will never have, experiencing life as a girl." I had rolled over onto my back and was listening to her. "Look dear, see how nice it looks between your legs to be so nice and flat, and just taper down with no bulge. I think a girl looks so much nicer all over than a man does, don't you?" "Well I guess so Mrs Smith." "Now don't you feel pretty?" "Well yes I do." "Good. We have to start getting ready for our trip ashore. We'll be making port tonite." As I stared between my legs at the smoothness there, I felt better and began to look forward to going ashore as Rachel. Next:adventures ashore Voyages by Rachel James Chapter 2 First Port After my little talk, girl to girl, with Mrs. Smith I felt better about substituting for Rachel. I wondered about her last couple statements, particularly about how my crotch looked so nice now that it was flat and smooth. Wearing the one-piece suit I had on helped to flatten me even more with my little penis stuck back between my legs. I guess I must have dozed off on deck, for soon Mrs. Smith was shaking me awake, "Rachel dear time to wake up. You're getting a little red and it's time to get supper ready. Then we have to get prepared to make port. Mr. Smith thinks it would be best to enter tonite, hopefully the authorities may be less alert." I followed her below and we started preparing dinner. I still giggled when I thought about what a clutz I once was around the kitchen. Now I not only helped prepare the meals, I often did them entirely myself when Mrs. Smith was napping. Tonite we were having the fish the men had caught today. I slipped into my apron, tying the wraps in a bow behind my back. I caught Mrs. Smith looking at me and smiling as I slid the apron on without even thinking about it. Mrs. Smith said I could prepare the fish if I wanted to, and I said I did. After cleaning them, a particularly messy chore, I spiced them and sauted them in a pan. Mrs. Smith made the vegetables, while I set the table. Then it was back to the fish to make sure they were done just right. Mrs. Smith called the men down for dinner just as I was ready to lift the meal from the pan. I tried my best to arrange everything on the plate to look so very pretty, then served the meal. First was Mr. Smith, then Mrs. Smith then Bobby. I beamed proudly as they all commented how nice the meal looked. I took off the apron and slipped on a pair of shorts over my bathing suit before sitting with my own plate. I was surprised to find I was too nervous to eat. I wanted to be sure everyone really liked what I had cooked. I had never before so much as picked up my own dirty dishes. Now I was nervously awaiting the verdict on the meal I had prepared. People change I guess. Mr. Smith tried the first bite, chewed and swawllowed, then looked at me, "Rachel this is absolutely delicious, it's great!" I beamed from ear to ear. I think I even blushed a little and quietly replied, "Oh good I'm glad you like it." Then Mrs Smith followed, "Rachel this is really good. You may be puting me out of a job." Even Bobby chimed in with his two cents, "Hey Rach, this is good!" That was of course a major compliment. "Rachel, dear, you're turning into quite a good little cook. Some man will grow fat as your husband on this kind of cooking." I really blushed at that, but I realized it was embarassement about mention of a husband, not because I was a boy being talked about with a husband. I was so happy after the meal I was actually singing as we cleaned up. "Well, said Mrs. Smith, that cetainly went great didn't it? You should be proud, you did a very nice job tonite. The men sure liked it didn't they?" I grinned. "They sure seemed too, didn't they." "Okay let's get this put away quickly, we have to get you all ready for docking tonite. We want you to look your best when we go ashore, don't we." I felt a nervous twinge in my tummy. "We have lots to do. I want to do your nails, comb your hair out and set it, your eyebrows need plucking desperately and I have a nice light sun dress that should be perfect for you." Another twinge ran through my tummy. A dress. I hadn't worn anything quite so completely feminine, especially for my debut in the real world. "So, you take a quick shower and I'll lay out your clothes for you." I stripped off the swimsuit I had worn most of the day and stepped into the small shower. Even in here I could see that I had tan lines obviously from a girl's swimsuit, so I wouldn't be lying on the beach in a boy's suit for a while. Mrs. Smith opened the shower door, "Let me shampoo your hair properly dear." I tried to cover myself, but she didn't bother and went to work shampooing my long hair. "Oh dear I'm getting my clothes soaked doing this, " which was her excuse for stripping out of her clothing. She seemed so nonchalant about being totally naked in front of me. I couldn't take my eyes off her breasts, except of course to look down to her dark vee of pubic hair. The combination of her fingers massaging my scalp and the nearness of her naked body overcame what little self control I may have had. I grew hard. I tried to cover my erection with my hands, but Mrs. Smith smiled as she saw my discomfort. "Dear child that thing appears to be uncontrollable. What are we going to do with it? We certainly can't have it behaving like this while you're wearing a dress can we?" I knew what was coming and I blushed at the thought as much as at her admonition. "Okay I'll do the first one for you, then I want you to do a couple more for me." Once again my penis was in her grasp. She stroked me vigorously, and despite the abject humiliation, it felt so good I knew I would cum shortly. My low groan signaled my impending orgasm and I spewed cum across the shower stall to the wall. "My my, I think you should do three more to make sure that we won't have a repeat of this urge at an inopportune time, dear." "Three more?" I asked incredulously. "That will be awfully hard to do." "Yes it will, but we certinly don't want you awfully hard do we? I want you to call me each time you're ready, just before you ejaculate. I want to see how much semen you put out each time." I doubted my face could possibly attain a deeper shade of red than it was as that moment. I held my own penis and began to jerk myself off. It didn't take too long to cum for a second time, again for an audience of one. The third time was much more difficult. My arm began to ache, my penis throbbed and my balls were beginning to ache, too. My third cum didn't amount to very much and I hoped Mrs. Smith would let me off after three. "That's better dear, but you'd better do the next one just to be very sure." I cringed at the thought. I wasn't even hard anymore as I flailed away trying to reach a fourth orgasm in a half an hour. It must have taken me fifteen minutes to reach the final ejaculation. The flow of semen was almost non-existant. "Okay, child. Come here now. Oh my that poor thing looks so sore." Was that ever an understatment. My penis was bright red and very swollen. My balls ached terribly. Even my arms hurt from all the effort it had taken to drain myself. "I have just the thing to help that stop hurting." Mrs. Smith was still naked, but there was no stirring between my legs this time. She sat on the bed, held my limp penis in one hand and wrapped gauze soaked in something around my abused member. As she taped the wrapping to my penis she said, "This gauze is soaked in a pain deadener. You'll be numb for several hours so you can heal. Now spread you pretty legs apart for me." As I did it she pushed my penis back between my legs and my testicles back up into their sockets. With more surgical tape she secured my penis in it's hidden position. The medication was working. I couldn't feel anything of my penis now, for all I felt I might as well not had one. "There, that should get us past imigration quite easilly now. I do love the way you look with a nice flat crotch like that. Looks like a young girl's version of mine doesn't it?" she asked spreading her legs and gazing down between them. I looked at my own image in the mirror, and indeed I appeared to have my own youthful version of a pussy. Instinctively I muttered, "Now all I need are tits, "not realizing I had said it, let alone loud enough for her to hear. "Yes, dear, I quite agree. You would be very pretty with a pert set of breasts. Perhaps you will have them someday. Maybe sooner than any of us suspects." I didn't know what she meant by that, but I said nothing. When I put on the white cotton, bikini cut panties she had laid out for me, I couldn't help but to notice how nice they looked without a penis bulging out to spoil the lines. Maybe tits wouldn't be so bad after all. Wow, that was a weird thought to have! I scared myself sometimes in playing this role too seriously. I picked up the white bra off the bed, slipped it on over my shoulders and effortlessly reached behind my back to hook the closure together. Another thought, how easy that manouver had become! Mrs. Smith had by now donned her own panties and bra and bade me to sit at her vanity as she worked on my hair. I felt perfectly at ease sitting their with her now. She went to work setting my hair in rollers and curlers, which was a new experience for me. "I know these things can be uncomfortable, but if you're going to be pretty you have to work for it." Soon all my hair was pulled and rolled up in an assortment of curlers. "Here, now when you put your garter belt on remember to put the garters through the leg holes of your panties. You're going to have to sit to pee so you want to make it easy don't you?" Oh wow, that was right! I really would need to sit to pee, and it hit me I would have to use the ladies rooms on shore! "Mrs. Smith, how will I be able to go into the ladies rooms? I certainly can't use the men's rooms." "Dear Rachel, you'll have no problem. A pretty girl is expected to use the powder room silly. And you really should start calling me mama." She was right of course. I saw it as another incentive to pull off my disguise role even more convincingly. I couldn't decide which would be worse, being caught in the boy's room in a dress and panties, or being in the girl's room and uncovered as a boy, in a dress and panties. I decided I would see to it that neither scene would take place. With that thought clearly in place I returned to the task at hand, puting on my garter belt. It too was a light weight, white and lace trimmed garment, with a little red rose at the center of the front. As I fastened the hooks into the eyes of the garter belt I found myself thinking how uniquely feminine this garment truly was. I shivered a little as the garters laid against my legs, startled at how good it felt to be wearing such clothing. Mrs. Smith broke my reverie, "Rachel dear, remember to put the garters through the legs of your panties before hooking on your stockings." I did as she said and slid the garters through the inside of my panties. Mrs. Smith put on her own garter belt and then her panties, so we were in the same state of dress now. "Okay dear, let's get your stockngs on now." Mrs. Smith handed me a pair of light tan stockings. Up until now I hadn't regularly worn stockings, owing to the informality of life at sea. I watched her as she first rolled them up in her hand, then slid them over her foot and finally pulled them up the length of her leg. She gently tugged and smoothed them along her leg before hooking the four garter snaps into the top of the stocking. "Oh my goodness, I almost forgot. We haven't done your toenails yet!" It was only then I noticed that her toenails were painted to match her fingernails. "Just sit here dear and I'll do them for you this time, but I want you to learn for yourself, too, okay?" "Okay Mrs., er, mama" She tickled my toes unintentionally as she placed cotton balls between each toe. I could see it was meant to keep them apart as the polish was applied and dried. She had selected a light pink polish for my toenails and then decided that while we were waiting for my toes to dry we may as well do my fingernails. When she held my hand to start on my nails she said, "Oh my goodness, you've been chewing these nails! A young lady does not chew her nails dear!" All of a sudden a feeling overcame me, "I'm not a young lady, I'm a boy!" I cried out and then I started crying. "Look at me, I'm wearing a bra and panties, my hair is up in curlers, my toenails are polished pink, you wouldn't even know I had a penis and now I'm in trouble for chewing my nails!" Then I just sobbed, unable to speak another word. Mrs. Smith just put her arm around me and held me without saying anything for a few minutes. "You're not in trouble dear, I really didn't mean for it to sound that way. And we know you're not a girl, it's just a necessary disguise so we can go ashore here without getting into trouble. It's just that you do look like a young lady when you're wearing girl's clothes and we're happy to have you be Rachel for us. And, I thought you were enjoying it too, weren't you?" Now I felt very bad, I had promised to go along with this act or role, and now I was backing out of it. "I'm sorry Mrs. Smith, I guess I'm just not used to seeing myself this way." "Don't you like dressing this way dear?" "Well I guess I do, yes it's nice" "And I know you like the way my own pussy looks, and my breasts, and I thought that you wanted to have you own someday?" "Well, err, yes you are very pretty indeed. It might be nice to have titties, I don't know." "If you didn't have that ugly little penis hanging between your legs, you could have a nice flat crotch too, and even better your own vagina and clitoris. Now tell me you really don't want to know what that feels like dear." Her talking about it made me realize that my own penis was still numb, and that I didn't miss having it. "Well mama, I guess you are right, but how would it ever be possible for me to have a pussy like you?" "My dear child, we'll worry about that later. Just look at yourself in panties and remember how pretty you look that way. Right now we have to work on your nails, remember?" I was able to smile, "What can you do?" Her turn to smile. "That, my little beauty, is why they invented acrylic nails." She opened a drawer and removed a package of fingernails. "I think it best if we use the full nails on your fingers rather than just the tips." Since I had no experience with these things I acceded to her suggestion. She carefully fitted each one to my own nail, then used a glue to fasten them over my own nails. When she had finished gluing, she used a file and emery board to shape each one. I was truly amazed at the final result, I had long pretty fingernails. "Now let's polish these pretty fingers to match your toenails." I just watched as she applied more of the pink polish to my nails, until she was satisfied with the results. "There. I think they're very pretty, don't you Rachel?" I looked at my fingers, now tipped with long shapely nails, all polished a pretty pink, "Yes, mama, they are very pretty. Thank you" "Now you just let them dry while I comb out your hair." She removed all the rollers that had been wrapped up in my hair and I could see in the mirror that my head was full of springy curls. "I made all the curls real tight. It makes a easy hairdo to take care of, and it's very feminine for a young girl. I hope you think it's pretty" She used a brush to gently stretch my curls out and over my head. They sprung back after each stroke, and they didn't uncurl at all. I was almost speechless as I saw myself in her mirror, I easily looked like a young girl now, the hairdo really adding to the image. "Okay now you can put your stockings on dear, you nails should be dry by now." I remebered how she showed me to roll up the stockings in my hand first, then slid my toes into them and pulled them over my ankle, up past my calf and up to my thigh. I smoothed them up the length of my leg then hooked each of the four garters to the stocking top. Then I repeated the process slipping a stocking on the other leg. As I walked back over to the mirror I was astonished at the sensation I felt of my legs gently encased in the nylons and the subtle tugging of the garters against the belt around my waist. It was such a lovely feeling, I was almost embarrassed by how good it felt to me. Mrs. Smith must have known how I felt, "Feels pretty good doesn't it dear?" I could only smile and nod yes. "Well, now, I think you should wear a little something more under your dress. Why don't you put on this teddy. It's so cute and I think you'll love it too." She handed me a satin triffle of lingerie. I stepped into it, pulled it up to my waist and slipped my arms through the thin straps. She was right, it was pretty, and it too had a subtlety in it's tug at my crotch as I moved. I was definitely over my earlier reticence, I was enjoying all the new things she had for me to wear. Now it was time for my dress. This must be what a debutante feels like, for indeed tonight was to be my own debut into public as Rachel. The dress was a simple white cotton and linen fabric. I slid it on over my head, putting my arms through the sleeves and letting it slide down over my body. It had a little bit of a scoop to the neckline tapering through the bodice to a snug waist before relaxing to a full skirt section. I actually shivered as Mrs. Smith zipped me into it. I was wearing a dress! She handed me a pair of low heeled sandals to put on. Even though the heels were only an 1 1/2 tall it still felt odd to be walking in heels. I found, too, while I was buckling the little straps around my ankles just how difficult it was to have long fingernails. Mrs. Smith sat me in front of her mirror again, this time for a little make up. She said she was going very easy on the cosmetics. First was the mascara, which made me blink as she applied it. Next she decided my eyebrows needed trimming, but she plucked them out by the roots, which hurt! "They're still a little bushy dear, but that's enough for now I suppose." A little touch of eyeshadow completed my eyes. Then came the lipstick, again a subtle shade of pink. But it wasn't the color that struck me, it was the taste and feel, knowing this was lipstick on my own lips. "My, you are such a pretty young lady. I think a necklace and bracelet should complete the package. I really wish you had pierced ears dear. All the girls your age have them, you know." She clipped the chain necklace around my throat as I struggled with my long nails to fasten the clasp on the bracelet. "Rachel dear, I think we're ready. Here's your purse, remember you don't have pockets." I stood before the mirror one more time. I had to keep turning to admire how I looked. I was facinated and impressed by how well Mrs.Smith had made the transition of me to a young lady. I couldn't help my reaction at feeling like I had been decorated, almost like an ornamental centerpiece. We had finished just in time, I could hear Mr Smith talking to the immigration officer. It wasn't that late, but it was dark. Even so I had to giggle when Bobby and Mr. Smith dropped their jaws when I stepped on deck. "Hey, sis, you look fantastic. How am I going to keep all the local boys from getting their hands on you?" he laughed. I was so nervous, I thought everyone would notice me shaking. What was I doing? I'd die of embarrassment if someone knew I was a boy in this dress and girl's things. Fortunately, I think, I didn't have much time to worry. I suddenly heard the immigration officer saying, "And this beautiful young lady must be your daughter, Rachel." I didn't have to fake the blush that appeared over my face. "I hope you will do the young men of our island the favor of your presence at the beach and our clubs dear." With that he held my hand and kissed the back of it! Very gallant I suppose, but I just got kissed by a man, even if it only was on my hand. And then he was telling us to enjoy ourselves ashore. Once off the boat I asked incredulously, "We made it. I made it?" "Of course you did, " answered Mr. Smith "I had no idea you would look like this." "Neither did I, " added Bobby. "Where are we going now?" I asked. "The man told us of a nice resturant and lounge just a few blocks away." My heart sank, I was really going into public now. Bobby and I walked ahead of the Smiths. "Boy, or I guess I should say, girl, you really look good. You sure you shouldn't have been a girl?" "Bobby, thanks. You know I'm a boy! I'm just doing this for your parents sake. Please don't tell anybody at home about this, okay." "We can work out a deal, I'm sure. I'm really confused, though. I know you're my buddy, but you look so much like a cute girl I could really go for you." Mrs Smith yelled up to us, "Hey, kids. This is the place, hungry?" Hungry? I was petrified. The place was full of people, strangers, boys and girls. And what was worse I had to go to the bathroom already. My knees were knocking as Mr. Smith held the door open for me and I stepped in. Next: Rachel's experiences in public. I'd love to hear any comments or suggestions. Rachel James