Coming Of Age In Lingerie free porn video

Coming Of Age in Lingerie By Missy Satinpanties By the time I was 17, I was on my way to becoming a pretty accomplished little panty thief. I say little, because my '"growth spurt" only took me from 5'1" to a lofty 5'4" tall. My family always joked that they could save money on vacations by mailing me First Class for a buck or two. Thanks Mom, thanks Dad, great joke. I always said I was skinny, but when I was 15, I once heard my older sister, Melanie tell her friend that I looked "elfin." Okay, they had both just read the Lord of the Rings for the 20th time or something, but it made me look in the mirror to see what they meant. I was standing there in the bathroom, wearing nothing but my underpants, and staring at my reflection. While I thought I might be able to sorta see what she had meant, I decided that I didn't care. As I turned around to leave the bathroom though, I noticed that there was a pair of panties half hanging out of Melanie's hamper. You see, we shared a bathroom between our two rooms, and we each had a dirty clothes hamper. There was something about those panties that interested me, and I casually pulled them out. They were pale blue, soft, and silky. The front had an overlay of pretty lace, and for some reason, I just had to know what they felt like. I slipped my cotton briefs off, and slid those beautiful, feminine panties up my legs. I don't know what I expected, but the feeling was way beyond my wildest thoughts. I stood there, looking in the mirror at my small body in those girly panties, with a hard 5" cock trying to get out, and I just sort of lost control. I pulled my cock over the top of the waistband, and began to stroke, while my other hand caressed my balls and ass through the soft material. When I came after only a minute, I barely had time to grab a tissue to catch the spray. After masturbating in those panties, I knew I had to do it again, and again, and again! Now, I knew that boys did not wear panties. At that time, though, words like transgendered, cross dresser, and transvestite weren't in my lexicon. There were words that I did know. A faggot was a boy who liked other boys, and then there was a sissy. The exact definition of a sissy was open to question, but generally meant a boy who was much less manly than other boys. Standing there in the bathroom with a pair of soft, silky panties hugging my softening cock, I sort of wondered if this made me a sissy. Nah, I was just sort of experimenting. Yeah, right. The only thing wrong with my sister's panties were that they were actually a bit too big. They were kinda baggy, and came up past my belly button. I guess they were what I now know as granny panties. Melanie was 18, and had a bigger waist and broader hips than I did. Now, that didn't stop me from rooting around in her room, to see just what she did have in the way of lingerie. This was the early 70s, and satin and nylon were in vogue, along with lacy slips, nighties and such. Boy, was I disappointed when I found that Melanie wasn't into any of that. All she had was plain cotton panties and cotton bras, and no slips, no nightgowns, nada. She was a sort of plain girl herself, and was more into the pseudo-hippie look of the time. Crap, those blue panties were an aberration, not the norm. What to do, what to do? Suddenly, the answer sort snuck up and smacked me! I knew that several of my friends had sisters, and most certainly they would have some pretty panties and such. As I thought about this for a moment, I realized that there was one, perfect, candidate. My buddy Ken had a little sister, April, who was going to be 15 in a few months. We were about the same size, at least from a casual appraisal, but more to the point, she was the most girly-girl girl I had ever seen! She never passed up an opportunity to wear a dress instead of jeans, and her dresses were never plain. Hmmm, her parents were pretty well off, so I was sure that she got the clothes she wanted. And, I hoped, she liked girly, feminine lingerie to go under her dresses. An idea was born, which soon turned into a half-baked plan. By the end of the day, The Plan was out of the oven, had cooled, and looked just right! One of the perks of living in a more trusting time, in a small town was that people were more, well...trusting. That meant that doors weren't locked religiously like they are today, and even the folks that did lock up kept a key in "secret" hiding spot like over the door, or under a flower pot. I reviewed my plans, and did a bit of recon, and along the way, scored a few early goodies. As I was walking along the gravel alley that houses on Penn and Maple street houses backed onto, I noticed laundry hanging on the line of one of my potential panty sources. Seeing no one, I took the chance to saunter into the yard, and nonchalantly appraised the laundry hanging in the sun. I spied a pair of pink nylon panties, and one in white cotton with unicorns on it. Thinking that the white pair would be noticed more readily if missing, and also thinking that nylon might feel better than cotton, I grabbed the pink pair and stuffed them in my pocket, and continued to wander out of the yard. My days as a panty thief had begun. As I got back into the alley, I looked around, and then pulled out the purloined panties. There, in my hands, was a pair of pale pink, lace decorated, girl's panties! I wanted to strip right then and put them on, but of course... I realized that the size was perfect, the color was perfect, and of course, that soft nylon was absolutely perfect. A pair of panties couldn't be any better, or so I thought. Emboldened by my first successful theft, I was now ready to continue on with my plans. Over the next week, I stole another pair of panties from a clothesline, this time in white nylon with baby blue lace trim, and a tiny blue bow at the waist. At Tom's house, I also had a few moments to rummage through his sister's hamper, but came up empty. She was a cotton panty girl. A few days later, though, I was over at another friend's house. His sister's room was right next to the bathroom, on the second floor. As we were in the basement playing chess, and no one was home, all I had to do was announce a bathroom break, and take a few moments to go through his sister Becky's dresser. There, I scored a pair of pink polka dotted white nylon panties with lace around the legs and a full slip in the palest of pink, both looking as though they would fit me nicely. And I got a bit of a surprise when I realized that there was a nylon, not cotton, crotch in the panties! Not being sure how to smuggle them out of the house, I got a brilliant idea. I went to her wastebasket, and sure enough, it held a paper grocery bag as a liner. I lifted it up, and again, as predicted, there was a spare folded under the open one. (Plastic trash bags were expensive, so most folks I knew saved them for the yucky trash in the kitchen) I snatched it up, put my treasures inside, and dropped it out the window, into the bushes below, to be retrieved at my leisure. It was about this time that my father had a grand announcement. He told me that since I would be 18 at the end of the month, and starting community college in the fall, he saw no reason why I shouldn't be allowed to move into the small, one bedroom apartment over the garage! Purloined panties, and my own private space! What more could a little pantied pervert ask for? Over the course of the next week, I managed to obtain a pair of pale blue colored nylon panties along with the matching training bra. Knowing where keys were kept, I also slipped into about 4 houses to peruse the lingerie selection. I snagged a white garter belt with pink roses, and two pair of nude stockings, a pair of mint green nylon panties, and a pair of nylon socks that you pulled up, and then turned the top down to reveal a border of pretty pink lace. I had to be very quick in those little break-ins, and didn't dare take much. I then overheard my mother talking to a neighbor, and they were talking about a thief in the area, stealing women's underthings from clotheslines. That was it for my outdoor thefts, and I figured my sneaking into houses, too. Folks were on the alert, and I didn't really want to be caught. I didn't mind, because my grand plan had just been kicked into high gear, and vastly simplified. Ken's older brother had applied to college in another state, and the whole family was driving out to see the campus, and all that. Then they were going to do a bit of vacationing, as sort of the last fling as a family. They were leaving on Monday, and wouldn't be back for two whole weeks! What could possibly be better than that? I'll tell you what could be better! Guess who was asked to feed the cat, water the plants, and look after the place? Nah, you don't have to guess, it was me!! I went over to Ken's house about 6:30 in the morning to get final instructions, the key, and the usual admonitions about what to do and what not to do. About ten minutes later, after I had waved them down the street and around the corner, I entered the house. Worried, I sat down in the living room for about 15 minutes, in case they came back to get something they forgot. That was lucky, because after only a few minutes, I heard the car in the drive, and Ken's mother was bustling in to get the camera they forgot. Once again, they were gone, and the house quiet. The camera gave me an idea, and went back to my garage sanctuary to get the Polaroid camera I had been given last Christmas. Camera in hand, I made my way up the stairs, creeping like someone could hear me! I knew where Ken's room was, I knew which was the master, so the only one left must me April's. As I opened the door, I was hit in the face with overwhelming girliness. The walls were pale pink, the bed was a 4 poster in white with a pink satin canopy, the bedspread was pink, and the floor had two big white fluffy rugs. On the wall were pictures of ballerinas, ponies, and Burt Reynolds. The bedside lamp was pink with a pink shade. This room was, well, PERFECT! I also noted how neat and tidy it was. I really didn't know why I grabbed my camera, but now I had a plan for it. I took pictures of the room, opened each drawer and took a picture, and then 3 pictures of the closet. Now, when I was done, everything could be put back where I started, and no one would be the wiser. But oh what a toll those pictures took! Just seeing the array of pastel colored femininity spread before me made me want to faint. I knew that I had hit the mother lode, and needed to be very, very careful. I first stared into the abyss for a while, and noticed that everything was nylon, lace, or satin (a look and a sensation I was about to experience for the first time) and everything was pastel and sort of lacy. Some more than others, but all suitably little-girly-feminine to make my head spin! He closet was full of dresses, some jeans, and lots of skirts and blouses. The closet floor, and two low shelves were full of shoes, in pink, white, black, and other colors, and only a few were trainers. Most of the shoes had little heels, and several pair had about 3 inch heels. The sight was lovely! I pulled out what I hoped were THE special pair of panties from about half- way down the panty the panty-stuffed drawer, and studied the way they were folded. I unfolded them with trembling hands, and then re-folded them to make sure I could do it. Satisfied, I shucked off my clothes as fast as I could, and slowly slid those silky, satin panties up my almost hairless legs. They were the most girly things I had ever seen, a confection in daffodil yellow satin with white lace around the leg openings, and matching ruffles of white satin, and topped with two pale pink satin bows. I was shaking like a leaf, and looking down, I got a bright idea. I reluctantly removed the panties, and stopping to grab April's pink satin robe, I went into the bathroom. I found a can of ladies shaving cream, a new pack of razors under the sink, and drew a hot bath. After adding some lilac bath oil, I lowered myself into the tub, and proceeded to gently, and slowly, shave my legs, my sparse underarm hair, and the little hair I had on my balls and around my most private of areas. By the time I was done, the water had cooled, and I hauled myself out of the tub, and using a large bath sheet, dried myself off. Donning the satin robe, I shivered with the touch of the smooth material, and the thought of what I was about to do. Last spring, April had been a flower girl for her cousin's wedding. The bridesmaids were dressed in beautiful satin gowns. They wore beautiful pale green dresses with a pale yellow sash. As the flower girl, April wore an even more beautiful satin dress. It was daffodil yellow, and the bodice had a round neckline with a big white bow in the middle, and had cap sleeves, with pink and white bows and ribbons on each shoulder. The skirt portion had an overlay of shimmering, sheer netting, in what I was told was glass silk, in white. To finish the skirt off, there were lots of alternating pale pink and white bows around the hem, along with ribbons, bows, and lace all over. The final, over-the-top addition was a wide white sash that tied into a huge bow in the back, just like the bridesmaids. Admittedly, the dress looked as though it was intended for a much younger girl, but the effect it had on me, as I watched her walk down the aisle had been nothing if not electric. At the time, even though she was way underage, I wanted to have my way with her, with her still wearing that delicious dress. My goal now was a lot different. Now, I was going to wear her dress, and the frillies and dainties that went with it! In order to sort of delay my gratification, I made a side trip into her parent's room. After opening a few drawers, I established which dresser belonged to her mother, and began some delicate snooping. Here was a woman who didn't seem to believe in boring cotton panties! Her panties were also just sort of tossed into the drawer, and that made it easier to pull several pair out to examine. While they were all nylon and satin, some had lace, some were smaller than others (bikinis, I learned) and all lovely. The problem was, they were all grown up panties, and I had a craving for more, I don't know frilly little girly panties. If you saw the wardrobe in my spare bedroom today, you would understand. Nothing looks like it was made for a girl over 7 years old, and there's enough lace to make a dozen wedding gowns! Anyway, I looked through all the drawers, finding bras, sweaters, camisoles, and one pale, silvery blue piece of lingerie. I pulled it out, and it was a silky smooth teddy. I knew what it was from looking at; guess what, the Sears catalog! Now, April's mom was a petite woman, and it looked as though it might fit me, and it looked sexy as hell, so I held on to it. I closed the drawers, and looked through her huge closet, goggling at the racks of high heels, and at least a dozen nighties on hangers, and on shelves in the closet. These, I might revisit later! I now made my way to April's sanctum. I found her bras, and located a pale yellow one with white lace to perfectly match the panties. I laid the panties and bra on the bed, and made my way back to her closet. There, at the back, was the treasured dress! Hanging beside it was a full petticoat. I knew about them from when I accompanied my mother to a western wear store so she could buy a square dance outfit a few years ago. Gee, I was a rocket surgeon! I lay the petticoats on the bed and stood back to admire them. The ones that Mom had bought were stiff white netting, as were these, but the netting on these was much finer, and sort of shimmered. They were beautiful! Now, I had to find shoes. I found a pair of white patent leather shoes that had a small ankle strap, and low chunky heels. While a bit snug, they fit well enough, as all I planned to do was admire myself in the mirror. I looked at the display of satiny delight on the bed, and realized that something was missing. I went back to her dresser, but couldn't find what I wanted. Then, I remember seeing the desired item only a few minutes before in her mother's drawer. I opened the bottom drawer, and there was a treasure trove of stockings! Now, I also knew a wee bit about stockings from snooping in my mother's things. During the summer, she wouldn't wear pantyhose as she said it was too hot, and the hospital sort of required her to wear stockings. So, she had some that needed a girdle or garter belt, and some that stayed up by them. Those I had seen in the boy's guide to lingerie, also known as the Sears catalog. I remembered seeing my first garter belt on the floor in my parent's room, when Mom had shucked off her stocking and garter belt all at once. That was a heavy duty white belt, made out of the same stuff as her girdles. Functional, but not very sexy. Here, I found several garter belts, and all looked delicate and sexy, but none were worn by April last spring. But as I pulled out the treasures, I examined them one by one. There were at least 15 packages of brand new stockings, each from the expensive department store downtown. Tan, black, nude, and white...Aha! White stockings that would stay up themselves! I hit the jackpot! Back to April's room with my prize, I slowly open the package of hose. On the package, a woman of uncommon beauty, wearing bra, panties, and girdle, all of old fashioned pin-up style, was pulling a black stocking up her perfect leg, while the other leg was crossed underneath, already encased in its own cocoon of sensuous nylon. My hands were actually trembling as I drew the soft silky stockings from the package, marveling at the smooth, wispy material. As I went to place the empty packet on the floor, I noticed a price tag, and almost yelped! She had paid almost twelve dollars for these, when a woman could buy pantyhose in the supermarket for less than a dollar and a half! I placed the expensive stockings on the bed, and moved over to April's desk. It was sort of half desk, half make-up station, and when I opened the drawer, I found a dizzying array of make-up. I looked through her nail polish until I found a bottle of pale pink, placed that and an Emory board on the desk. I found a tube of kinda glittery pink lipstick, and added that to the selection. As best I could, I shaped my nails like I had seen my mother do, and carefully applied the nail polish. An hour later, I had two coats on my finger nails, and one on my toenails. They were a lot harder to do! I sat on the bed, and remembering how my mother put on her stockings (I had hidden in Dad's closet once to watch her get dressed. Yeah, I know, total pervert, watching my Mother.), I rolled one, and then the other up my smooth legs, almost shooting my wad just from the feeling! Next, I slipped those pretty white shoes on, and tightly buckled the thin ankle strap. They pointed my toes more than my old tennis shoes, and forced me to remember that I was wearing girl's shoes. I was wearing pretty, white patent, girl's shoes over my shimmery white stockings, and they were on over shaved legs. I began to shiver with the magnitude of the whole thing. One day, I randomly tried on a pair of my sister's panties, and today, I was in a friend's house, putting on his sister's dress and lingerie. How much farther could this go? I slid those delicate panties up my legs, and settled them in place over my hard, but still rather undersized cock. When I looked in the mirror, I could see that there were ruffles around the legs openings, which made them look so-o-o pretty! I picked up the delicate satin bra and examined it. The cups were non-existent, so that told me that this was a training bra. (Thanks again, Sears catalog!) There were the same fluttery ruffles as the panties around the bottom and top of the bra, and on the straps that went over the shoulder. It was the most beautiful, most little girlie, most wonderful bra that I had ever held. Okay, it might only be the third of fourth one I had ever held, but you get the idea! I tried to put it on, but found that my hands couldn't do up the hooks behind me. Finally I gave up, and put it on backwards, hooked it, and then spun it around to put my arms though the straps. After that, I just stood there and stared into the mirror at my transformed refection. I still looked mostly boy, but I realized I could do something about that. I grabbed my longish brown hair, and pulled it up into a short pony tail, high on the head the way girls wear them. I grabbed a pretty white hair bow, clipped it around the base of the tail, and now I had sort of a girl's hair-do. Not really great, but it would do! As I pulled the petticoats up, and tied them around my waist, I thought my little cock was going to tear the panties! I soon realized that I was a bit taller today than April was last spring, and the petticoats barely covered my, well her, panties. When I looked in the mirror I could see the petties sticking almost straight out, and that the bottom of the panties were almost showing. At this point, I deliberately turned from the mirror to contemplate the dress. THE dress was the focal point of my entire being at this point. I took it all in, and marveled at how totally little girly the whole dress was. It looked like it had been made for an upcoming Disney princess movie! It just couldn't be any more girlish, or any more, (And I used this word to myself for the first time) sissy. I picked it up with trembling hands, caressing the smooth satin material, running my fingers along the delicate lace trim, and almost salivating. I finally pulled the zipper down, and tried to decide it if went on over the head, or did I step into it. Since there was huge mass of crinolines, I decided it had to be over the head. As I started to put it on, I remembered something my mother did. When she had to put on a dress, and Dad wasn't there to zip her up, she had this cord with a hook on it, and she would put the little hook in the zipper pull, and then use the satin cord to pull up the zipper. I obviously didn't have one, but spied a piece of pink yarn the April must have used in her hair or something. I then opened the drawer and found a paperclip. A moment later, the clip was through the zipper pull, and I was pulling that heavenly garment over my head. As my arms slid through the sleeves, I shuddered with emotion and need. Finally it was on, the zipper pulled up, the paperclip discarded. I smoothed the dress over the petticoats, and went to the desk for the lipstick. Using only a hand mirror, I slowly applied the smooth, sparkly pink stick to my lips. Satisfied that it looked all right, I blotted my lips with a tissue, like I had seen my mother do. I picked up the perfume bottle, and sprayed a bit on my wrists and neck, and slowly turned towards the full length mirror. There, in the glass, was the vision I had been waiting for. Me, all dressed up like some sissy boy in the most beautiful dress in the world! I could feel the stockings on my legs, the bra hugging my chest, and the constriction of the almost too tight dress. The feel and taste of the lipstick and the smell of the perfume completed the whole thing, and I was left standing there in perfect silence, drinking in the sight of myself. I was so absorbed in the sight in the mirror, and the feelings that were rushing through me, that I failed to spot the elephant in the room, or rather the older gentleman in the room... "Hello," he said sort of conversationally, "I'm April's Uncle Bruno, and even though you're wearing April's dress, I don't think you're April. So, who are you?" I just stood there, the color draining from my face, my ability to talk, or even to think seemed to be short circuited. Finally, I stammered out, "C- Carl, my name is Carl." "Carl, huh?" He sort of snorted. "Ya look more like a Katie than a Carl! In fact, Katie, why don't you sit down on the bed and explain your little self." I went to sit down, and he sort of yelled at me to stop. "A proper lady smoothes her dress out before she sits down," he chided. Then, he sort of pantomimed what he meant. I reached behind me and smoothed the dress out against my legs, and sat down on April's bed. "Now, now," he again chided, "A lady does NOT sit with her legs spread. Put your knees together, and sort of bend your knees one way, put your feet together, and sort of tuck them under you in the opposite direction from your knees. I did as I was told, and was rewarded with a "Good girl!" "Uncle Bruno," as he told me to call him asked me lots of questions. Why was in the house? Why was I wearing April's dress and lingerie? He asked me about my sex life, which except for kissing a girl, was non-existent. He wanted to know if I was gay, or at least ever thought about men, and lots more. As I was caught red-handed, I thought it best that I answered his questions as best I could. I admitted that I loved to wear panties and such, and even told him about stealing what I could. As to whether I was gay, all I could do was blush at the question. You see, I really wasn't gay, but when I was wearing my purloined lingerie, and now in April's dress, panties, bra, and such, I wondered what it would be like to be a girl, and go to a dance with a handsome man, let him hold me and kiss me. I finally admitted this to "Uncle Bruno." In turn, he explained that he had been working overseas, and had expected to return a few weeks later than he did, and when he got in touch with April's parents, they told him to stay here while they were gone. Bruno had a home about 95 miles away, just across the border of the next state, and he had rent it out while he was overseas. The couple that lived there was moving out tomorrow, and then it would be a three more days or so while the place was being painted, and such, and then he would move back in. So, here we were. A middle aged man, and a, well, I don't really know. Looking back, I would say a man and a sissy. While he was talking, though, I took a good look at him. He was wearing expensive slacks, a white shirt, and very nice shoes, and looked to be rather fit. Sort of a tennis player's body, rather than a weightlifter, if you know what I mean. Finally, we sort of got back to the elephant in the room...What was he going to do about a young man in his family's home, wearing his niece's clothes? "Well, Katie," he began, "I suppose I could call the police, or call your parents, call my brother, or all three." At this, I began to shake and sweat; even though I knew this was a distinct possibility, right from the start should I be caught. "Let me see, let me see," he mused. Suddenly, as though he had just gotten a great idea, he stood up and proclaimed, "I know what we need to do about this situation! Stand up and come over here, NOW." I slowly got to my feet, and after what seemed like walking a mile, stood in front of Uncle Bruno. Before I could register what was happening, he grabbed me, and pulled me down over his lap. Hooking one leg over mine, and grabbing my wrists, he easily forced them behind my back. Holding my wrists with his left hand, and pushing me down at the same time, he slowly pulled the dress and petticoats up and over my back, revealing my panty clad bottom. After caressing my bottom through those marvelous panties, he raised his hand and brought it down, HARD! Over and over he brought that hand down on my bottom, and I didn't know which was louder, the thunderclaps as hand met panties, or me crying and begging him to stop! The only other thing I noticed was that my little cock seemed like it had never been harder! The more he spanked me, the more turned on I was becoming! When he finally stopped, my ass was on fire, and I was bawling like a baby. He took a tissue, and wiped my eyes, and let me blow my nose. When I finally calmed down, he took hold of my chin, and looked me straight in the eyes. "Katie, I want you to know that you were spanked for stealing my niece's clothing, and abusing the trust of my brother's family. What you did was very wrong." In a softer voice, he continued, "But, Katie, I also want you to know that you make a very pretty little girl! I have a confession to make to you. I have a thing for little girls, and have always had a thing for my niece. Not that I have ever acted on my little fetish, nor will I ever act on it, but there it is. Now, along comes a cute little boy who wants to be a very sissy little girl! I think you and I might get along very well indeed!" I had no idea what he meant. Okay, I really did, but my brain just couldn't, or wouldn't process it. He wanted me in a sexual way! Suddenly, my poor head exploded with the idea! I had, of course, seen a few Playboy magazines, and even a Hustler that a friend had taken from his father's stash. I vividly remembered my favorite picture. There was a young woman on her knees, wearing a sheer white negligee with her hard nipples almost poking through the material, long white gloves, with two naked men on either side. She had one man's cock in her satin gloved hand, and the other about to slide into her pink painted lips. That picture was burned into my brain. And every time I thought about it, my imagination somehow shifted from me being one of the men, to ME being on my knees in lingerie, with two stiff cocks to play with. Suddenly, I went from a position of non-belief to one of not only acceptance, but of longing! He was still looking into my eyes, and holding my chin. His hand slowly slipped behind my neck, and pulled me closer. His lips met mine, and at first, I resisted. His other hand began stroking my face, then my shoulders through the dress, and I opened up to him, actively kissing him in return. He stood up, and wrapped his arms around me, pulling me as close as two people could get. My arms went around his neck, almost by themselves. There we were, a middle aged man and a boy wearing a dress, kissing in a perfect little girl's princess bedroom! All too soon, this kiss ended, and again, Bruno looked me in the eyes. "Now, my little Katie, are you ready to be a real girl?" It took me a moment to understand what he wanted, and he helped me understand by pushing down on my shoulders. "Make sure you fluff your dress and petticoats out around you so they don't become wrinkled or torn." I did as I was told, and found myself kneeling on the soft white rug, my dress and petticoats forming a rustling circle of soft yellow satin around me. I could feel every piece of feminine finery on my body, and was acutely aware of a huge bulge in the pair of slacks in front of me. Uncle Bruno slowly removed his shirt, revealing a toned and tanned chest and flat stomach. Then, he unbuckled his belt, and within a second or two, lowered his trousers to his ankles. I was left staring at a pair of wine red, silk boxer shorts, with a huge tent in the middle. Without any prompting, I reached out my hand, and watched as my soft white hand with pink girly nails, touched a man's cock through his underwear. I rubbed and caressed that cock, and finally reached up and pulled his boxers down, allowing his manhood to spring free. I figured he was about 8 inches long, and rather thick, as compared to my own skinny 5 inches. Without any prompting, I kissed the head of that wondrous cock, and with a bit of coaching on how to worship a cock, began licking the length of his member, kissing and sucking on his hairless balls, and loving any moment of it! At his urging, I let that beautiful, saliva coated shaft slide into my mouth, while my hands strayed to his ass, as though to hold him in place, lest he change his mind. But, Uncle Bruno had other ideas. He gently pushed me back, and asked me where I got the stockings. I didn't understand, but stammered out that I found them in the bottom drawer of the chest in April's mother's room. Kicking off his shoes, pants, and boxers, he strode from the room, naked save for his socks. When he returned, he was holding a pair of panty hose. "Put your hands behind your back, Katie," I was commanded. I did so, and very quickly he tied one leg of the hose around my wrists, tightly. The other leg went around my ankles, and was pulled tight again, pulling my wrists behind me. Here I was, in a dress, lingerie, lipstick, heels, and painted nails. I was on my knees, with my hands and ankles bound, and a man, a beautiful man, was in the process of sliding his cock into my mouth. He slipped about half of his cock into my mouth, and slowly pulled it almost all the way out, telling me to use my tongue on it. Then, he started to actually fuck my mouth, slowly at first, and then with increasing speed. He told me sort of cover my teeth with my lips, and then to "hold on." I had no idea what he was thinking about, until that hot piece of flesh was rammed all the way into my throat, with my nose against his belly! I was having trouble breathing, I wanted to retch, and I was hard as a rock in my panties! I was being used and loved it! In and out he sawed that cock from my lips to my throat, forcing me to time my breathing to his rhythm. Bound and dressed like a little girl, I was having my mouth almost raped, and I was in heaven! Cocksucking faggot was the phrase that kept ringing in my head, and I not only didn't reject the label, I wanted more! I sort of returned to reality, and realized that Uncle Bruno was making the same sorts of sounds as I did when I was ready to cum. I didn't know if I wanted his ejaculate in my mouth, but didn't seem to have any choice. He suddenly rammed his cock deep into my throat, almost gagging me, and then pulled partly back, as he filled my mouth and throat with his thick, slimy cum. I didn't have any choice, as it filled my mouth, so I swallowed his load, and as it slid down my throat, I realized that the hazy ideas about sex I had were now confirmed. I didn't want to BE a man, I wanted to dress like a prissy little girl and make love TO a man! After Bruno's breathing calmed down, he released my wrists and ankles, and helped me stand up. He held me in his arms, and then kissed me like there was no tomorrow. His hands caressed my back and bottom through the satin of the dress, making crinkling sounds as the petticoats moved. He stroked my hair, and cheek, and sort of pulling the dress and petties up, he caressed my pantied bottom. (It still smarted from the spanking, but this felt really good!) I felt like the prettiest girl at the ball, as he kissed my lips, gently kissed my eyelids, and nibbled my ear. This was pure heaven! If only I could cum, all would be right with the world! But, alas, that wasn't in the cards just yet. He led me to the foot of that oh so feminine bed, and told me to stand straight, and put my hands behind me. To this day, I don't know why I just did what he said, why I was so submissive to him. It just seemed like the proper...no, like the only thing I could do. Within a few moments, my wrists were tied back together, with the bedpost between my hands and my back. As he walked out of the room, he sort of laughed, "Don't go anywhere, cutie!" After a few minutes, he was back, and knelt at my feet. He removed one of the Mary Janes and set it aside. Telling me to lift my foot and to point my toes, he slid another shoe onto my waiting foot. When this one fit, he told me to stand on it, and to pull tight on the bedpost at the same time. I soon understood, as I could barely stand on this new high heeled shoe! The other foot followed, and I was now on what felt like foot tall heels, even though they were only about 3 or 4 inches high. Another stocking was wrapped around my ankles, securing them rather tightly to the bedpost, and then he stood up and smiled at me. "I've got to run out and get a few things if we're going to keep this up, Katie, so I want you to be a good girl for me, and I'll be right back." With those words, he reached into his pocket and pulled out a pair of white nylon panties. He explained that these came from April's dirty clothes hamper, and that I should be honored to have them used. I didn't know what he meant, until he started kissing me, and then when I had opened up; he grabbed my mouth, and started stuffing the dirty panties into my mouth! A final pair of hose was pulled tightly across my mouth, not only forcing the panty gag tightly into my mouth, but pinning my head to the bed post. I was immobile, gagged, dressed up in the most beautiful girly dress in the world, and loving it! It was several hours before "Uncle" Bruno returned. He had several bags from various stores, and proceeded to carry them into the room, and place them sort of behind me, out of my line of sight. By now, my mouth was dry as a bone, and my feet, calves, and back were on fire from the unaccustomed height of the heels. But somehow, as uncomfortable as I was, I was still sort of turned on. I was totally helpless, dressed in a dress that not only seemed to epitomize little girliness, but was sexy at the same time. It also belonged to a girl whom I both longed to see naked, and to "do things with," and one I wanted to trade places with. Wow, looking back, I was all over the place in my thinking! I could hear the bags rattling, and things being removed, but had no idea what those things might be. Finally, he started doing something with the bed, and I swear it sounded as though he was stripping it and remaking it! By now, my mind was going a hundred miles an hour in three different directions at one, my lower body was in agony from over three hours of standing bound to the bed post in heels, and my mouth was a desert. Suddenly, he was kneeling at my feet, undoing the knots in the pantyhose that held my ankles, and then he was standing next to me, removing the pantyhose that held my head, and kept the panties stuffed into my mouth. He gently removed the panties, and then produced a glass of water that he helped me drink. I was so parched, that nothing ever tasted as good! With one arm around me, released my wrists, and then helped me to the vanity stool that he had set next to the bed. Gently, he sat me down, and removed the high heels from my feet, and then rubbed my feet and ankles for a few minutes, making me think I was in heaven! Asking me several times if I was okay, and getting the same positive answer each time, he gently slid the little girly shoes with the flat sole back onto my feet, and stood me up. Reaching behind me, he unzipped that wonderful dress, and slowly slid it down to the floor, followed my petticoats. Asking me to step out, he hung the dress up with a muttered comment that it would need to be dry cleaned. Turning me around to face the bed, I almost fell over from shock! There on the bed was a huge pile of lingerie! Slips in white, pale pink, and baby blue were in one pile, panties of all manner of pastel shades, and liberally decorated with lace were in another, training bras were in a third pile, with a nice assortment of garter belts, stockings, and some beautifully sheer baby doll nightgowns in baby blue, pink, peach, and violet. All of them were satin or nylon, and many were garnished in the most beautiful lace. This must have been many hundreds of dollars worth of nylon and satin, and a man had purchased it all for me! I started to sort of fall, and Uncle Bruno wrapped his arms around me and held me tight. "Do you like what I bought you, Princess?" He whispered in my ear. "Oh yes, Bruno, I love it all so much! But I'm sort of confused, why did you buy so much? "Oh my little Katie,"he whispered again, "This isn't you and I playing around for a day or so, I want you to move in with me and be my little plaything for a long, long time!" I could only moan a little as the meaning of his words penetrated the fog in my brain. I sort of looked around, and saw two large paper sacks on the floor, that Uncle Bruno hadn't opened yet. Innocently, I put my little finger in the corner of my mouth, and asked if they were for me, too. Bruno just smiled a rather evil little smile, and said, "Well, my little girly-boy, you get to wear them, but I get to enjoy them." With that cryptic remark, he sort of spun me around, and wrapped something around my right wrist. I held my hand up, and saw it was a pink leather cuff. All too quickly, a matching cuff was on my left wrist, and then my arms were pulled behind my back, and the cuffs clipped together. Before I could really respond, a large rubber ball was being forced into my mouth. The ball had two leather straps, and these were buckled behind my head. A collar that matched the cuffs was firmly buckled around my throat that was rather tight, and suddenly I was very, very scared. No one knew where I was, I was dressed in purloined lingerie, and I was letting a man bind and gag me for the second time! What was happening to me? A short time ago, I was a young man, and now I was what? Was I a sissy? Was I a faggot? I sort of ran out of words at that point to describe myself. What I did know was that this is what I wanted. I wanted to be this man's sexual plaything. I longed to dress in the most lacy, frilly, girly clothes and to be submissive to this man. I wanted to be tied up and at his mercy. I wanted to suck his cock, and whatever else he wanted me to do. And this my friends, is what scared me the most, the sudden realization of who I really was! As quickly as I had been bound, I was released. My cuffs, collar and gag were removed, and shoved back into the bag. I looked at what I now thought of as "my man," and asked, "Why did you take it all off, Uncle Bruno?" "Well, my little one, first of all, when we're alone, call me Daddy. And second, I just wanted to give you a little taste of bondage. When I get you home, we'll have plenty of time to play all sorts of games. For now, we'll just sort of get to know each other, and of course, play a little dress up. For the rest of the afternoon, I tried on the dozens of panties and training bras, the slips, the cute little nighties, and two beautiful dresses that were sort of like a young girl might wear to first communion, or to a fancy party. One was the palest peach color, and the other was cream with some pale pink ribbon trim, and both were lovely. He told me that these were the girliest dresses he could find at the Mall, but that he knew of a woman who was a fantastic seamstress, and soon, I would have a closet full of the most wonderful dresses a little girly boy could ask for! When I left for home and dinner, I was wearing panties and a training bra under my clothes, and had a clean pair and matching bra for tomorrow, and a pretty pink babydoll nightgown to wear to bed tonight. I promised Uncle Bruno, or "Daddy," I would be back at 9:00 the next morning, and would come up with an excuse to spend the night with him the next night. I also had a can of shaving cream and a disposable ladies razor with me to touch up my legs, crotch, and underarms. Dinner that night was almost excruciating, as I could not wait to get to my room. You see, all through the day, from my hours of solitary preparation and dressing, and through the high-speed whirlwind of satin, lace, bondage, and discovery, one thing had not occurred. One thing that I desperately needed to occur had not happened. I had not cum! I thought my balls had swollen to the size of grapefruits and were as blue as could be, and all I could think about was hitting my new room, locking the door, stripping off my boy clothes, and bringing myself to orgasmic pleasure as soon, and maybe as often, as I could. Dinner was finally over, and without actually running out of the house, vaulting furniture as I went, I was out the back door, across the lawn, and into my above-the-garage sanctuary. I tossed my bag onto the bed, and stripped out of my jeans and T-shirt. I stopped and looked into the mirror on the back of the bedroom door, and was disappointed by what I saw. I saw nothing more than a boy in panties and a bra. I opened my bag, looking for the rubber band and white hair ribbon. I quickly brought back my ponytail, and secured the ribbon, which looked a bit better. I wondered if the little baby doll nightie would make me look more feminine. I looked at what I had dumped out on the bed, and realized that there was a small bag that I hadn't noticed. I opened it up and just sort of stared at what was there, actually quite puzzled. Then I saw the little note. Katie, I want you to try something tonight, for me. You'll find an aluminum cigar tube, and a small tube of Vaseline. Put some on your finger, and then push it up into your bum hole. Try to fit two fingers up inside yourself as far as you can. Then, put a generous coating on the tube, and try to do the same. This WILL hurt at first, but if we are to make love, you will need to bear the initial pain and stretch out your bum a bit. I promise you it will be worth it in the end. Daddy I looked at the tube, and saw it was for a cigar size called a "Churchill," and was just a tiny bit bigger around than my thumb. So, the panties came down, the lubed finger went in, and I was amazed at how good it felt. It was so wrong to have a finger up my bum, and thinking about what I was about to do, and what Daddy was surely going to do made it even dirtier, and more exciting. Finally forcing two of my skinny fingers inside, I removed them, wiped the greasy ointment off on some toilet paper, and set about with the tube. Going in hurt, but once the blunt tip was in, the tube slid in almost the whole length, and the feeling as I slid it in and out was INCREDIBLE! I sat down in my little desk chair, so it wouldn't slide out while I wiped my hands, and the feeling as the hard wood pushed the tube in even further was amazing. Without any conscious thought, my right hand went to my cock, and began stroking, and my left hand found my nipples, and began to gently pinch and twist them through the deliciously soft nylon of the training bra. Within moments, I was spurting jets of cum all over my belly and my hand. Again, as though on autopilot, I brought my hand to my mouth and licked it all off, and then scooped up as much from my belly as I could, and swallowed that. It all felt so wrong, so kinky, so taboo, and yet, somehow so correct. It was about that time that my bottom began to burn and ache, so I stood up and allowed my new friend to slide out. Going into the tiny bathroom, I turned on the shower, and after it warmed up, climbed in and cleaned the tube, and my bottom. While under the hot water, I felt my little nipples, and wished that I actually had little breasts to play with. I wondered about that for a moment, and suddenly realized that I did not, ever, want to be a boy or a man. Since I couldn't be a woman, I wanted to dress, act, and have sex like one. Well, not a woman, but a fantasy little Lolita girly- boy. I dried off, and slipped that heavenly, soft, and slippery nightie over my head, and slid the matching panties up my legs. Sliding under the sheets, I realized how tired I was, and what a wild, weird, and undeniably unfathomable day it had been, and fell quickly to sleep. The next morning, I woke up a bit dazed and confused, and wondered about the strange dream I had. As I swung out of bed, I felt the nightgown, and saw my smooth legs, and knew that it hadn't been a dream, it had been all too real! I slipped that heavenly garment off, and hopped back in the tiny shower with the razor and cream, and stepped out even smoother than I had been yesterday. Walking naked back to the bed, I picked up my bag to put the cigar tube, the razor and cream back in. I also pulled out today's bra and panty set. Both were a pale mint green, and there was delicate white lace around the bottom of the bra, and the waistband and both legs of the panties. Very suitable for a what, 10 or 11 year old girl? Shivering, I stepped into the panties, and pulled them up around my waist and hardening cock. I again put the bra on backwards, and turned it around, and slipped my arms through the straps. Feeling the soft, slippery material on my bum, the tug of the straps on my shoulders, and the tight band around my chest all felt so good, and so, so right. This was who I was meant to be! I grabbed my dictionary and looked up the word SISSY. The first definition was an effeminate boy or man, and the second was a coward. I then picked up my thesaurus and learned that the synonyms for sissy included pantywaist, Nancy boy, faggot, fairy, pansy, cupcake, and girly. Webster confirmed it, I was officially a sissy, and was very happy with that label. Reluctantly covering my pretty bra and panties with jeans and shirt, I pulled on my shoes and headed for April's house, and Daddy. As I walked the few blocks to her house, Carl slipped away, and Katie took his place. I even tried to walk a bit like a girl in heels (I had watched this activity, a LOT!), putting one foot in front of the other, and taking short steps. It felt odd, but I thought I would have to learn. Maybe if I got my own high heels, I could find an old movie on VHS and practice while watching the woman on the screen. Hmm, that was a good idea! I could learn lots of girly mannerisms from movies, especially older ones. Suddenly, I stopped, and sat down on the low stone wall in front of one of the houses. What was going on? What in the Hell was I thinking?? Just two months ago, maybe just a bit longer, I had pulled on my sister's panties, and then just a month ago, I began my panty theft. Now, I had not only shaved myself smooth, and put on April's Bridesmaid dress and the matching lingerie, I had allowed myself to get caught, and given the man who caught me a blowjob! Me, giving a blowjob, dressed as a girl! This was all happening so damn fast, I really needed to think about it!