The Lesson free porn video

"The Lesson" Madge had lived next door to Timmy and his foster mom Ruth for years. She was such a fixture around Ruth's house during Ruth's divorce that she became known affectionately as "aunt" Madge. Madge lived alone and had salted away a sizable next egg after her second and final divorce. She was very feminine, a girly-girl type and a lady-of-leisure nowadays, keeping house, shopping and ladies lunches and get-togethers being the order of the day. Timmy was nearly out of high school and although Madge was already in her thirties she took note that Timmy was attracted to her for some reason and had been for years, the strange way young men always look up to an impossible goal, not with a classmate their age but a fully grown woman. But it wasn't just her he seemed to like. He always took notice of her perfume floating in the air, and how her jewelry tinkled when she moved and how her high stiletto heels always clicked when she moved around the kitchen when over for coffee with Ruth. He also noticed her tight hair sets and makeup and her dangle earrings and how she dressed, the classic vintage house dresses and sometimes the long sleeved bow front satin blouses and tight lined skirts. He also noticed her smooth shapely legs always dressed in shiny, slippery ladies hose. Of course it wasn't long until Madge picked up on this. The click of a heel of a shiny patent leather pump, the zip of a skirt when she smoothed it down tight and especially, the familiar zip of her nylon stockings always got Timmy's full attention when she'd cross her shapely legs. Every now and then she'd allow the white lace trim of her full slip to peek out just a bit past the hem of her skirt to give Timmy even more excitement but only for a moment before re-smoothing her skirt. Timmy also liked the feminine lilting tone of Madge's voice and how she moved. She wasn't a hard-body type but in her mid thirties now, shapely with wide womanly hips and an ample breast that always jiggled when she minced on her heels and how her gloss red salon nails always flittered from her limp wristed finger tips. Timmy often mowed her lawn after mowing his. It wasn't that much more work and he could always use the extra money. Madge always left the back door open on Saturday morning when her and Ruth would usually go shopping or to lunch. That way he could grab a soda and she always left a twenty- dollar bill on the kitchen counter that she'd slide under her cookie jar for him to take as payment if she didn't return home by the time he finished. All went normally for years until one day Madge returned home earlier than usual and noticed Timmy hadn't finished the yard. She set her keys and purse on the kitchen table and noticed the money still under the cookie jar and wondered why Timmy had left the mower in the middle of a yard only half done. And then she heard a faint noise coming from her master bedroom! She minced through the living room and down the hallway and turned to look into her room. And there she saw Timmy mincing about in her vintage layered, pink nylon chiffon baby doll nightie and matching robe! She noticed he was also in one of her garter belts and a matching set of lace trimmed pink nylon panties. He also had on a pair of her sheer vintage nylon stockings and was now easily swishing across the room on her highest stiletto heels! Apparently he had done this before, but how many times? It must have been several because he seemed to have little trouble navigating on such high stiletto heels. And the way he held the lace trimmed hem of the gown and fluffed it in a ladylike fashion as he minced and how he wiggled just right to rub his legs to cause the nylons to issue their classic "shick- shick-shick" zip was a sign of learned knowledge through much practice.. Madge watched as he made it across the room then swirled around aghast to see Madge standing in the doorway. He stumbled on the heels then gathered the pink gown tight around him as he grabbed for his T-shirt and jeans from a nearby chair. Madge entered the room silently. She felt the anger at first at her privacy being violated but then her thoughts began to clear, and things began to make sense seemingly all at once. Timmy was the quiet type, small and slightly built and he wasn't keen on rough-and-tumble sports. He also had few friends. She stopped Timmy from disrobing and had him sit on the bed. Of course he was red faced as he cringed on looking at the floor, shoulders slumped, legs tight together as he kicked off the heels as she sat down beside him and smoothed her skirt in the quiet room. She then looked him over and flitted with the lace trim of the gown hem. Timmy stammered an apology as she listened, all the promises and pleas were in place, "I won't do it again," "Don't tell Ruth," "Don't tell my friends." Ruth evidently didn't have this problem at home with Timmy. Although good friends Madge and Ruth couldn't be more different. Madge was a girly- girl, a high maintenance woman with faultless vintage looks and demeanor while Ruth was a "today" girl, jeans, sweat shirts and tennis shoes. She didn't go into frilly feminine things and actually had to borrow a pair of pantyhose from Madge one evening to attend an office affair. Ruth was strictly from the plain "cotton" panty set. Few real ladies things there to get someone like Timmy excited. But, here he was now, all dolled up and in Madge's bedroom. Madge began thinking things over and suddenly felt an excitement she'd never known. Knowing this was something Timmy liked gave her a sense of power now, a sense of control. She began by scolding Timmy but in a gentle way. She wondered why he would enjoy wearing women's things and he mentioned he liked the "feel" of the clothes and how "slippery" the fabrics and the nylons were. Of course she knew full well how ladies clothes felt and being a woman and in a lifetime of wearing only women's things from day one it dawned on her that yes, ladies clothes felt different, not as rough and scratchy as men's clothes. The lecture didn't last long. Timmy was allowed to change back into his street clothes. But Madge made sure to mention that if he thought the nylons were slippery and smooth as he wore them, just imagine how much more smooth they would feel if he shaved his legs! She offered to help. Even though his leg hair was sparse and fine there wouldn't be anymore hair pulling or matting against the sheer hose once his legs were properly shaved. She made sure to tell Timmy that when ever he wanted to dress-up he was to ask her instead of sneaking into her room, and she'd be glad to make the arrangements. That experience alone made his head spin. Timmy was mostly silent as he got back into his boy clothes and then had to return to finish the lawn. He kept his head down as he began mowing again, still embarrassed during the rest of his work. Madge giggled with satisfaction as she watched from the kitchen window as Timmy finished up. Maybe he would have more fun indoors, baking cookies or doing other women's work she chuckled. Her head spun at the very thought of seeing little Timmy fully dressed the whole way, instead of just lingerie. Maybe starting with some rigid control foundations would make a difference. The lawn was soon tidied up and things were put away and the days continued on. Timmy kept his distance from Madge as the embarrassment was still evident in his nervous greetings to her when she would visit Ruth for coffee. But Madge only smiled and said nothing to Ruth. She began to make more of an effort to excite Timmy, she made sure to always say high to Timmy as she smoothed her skirts, let her sheer nylons zip and show the lace trim of her slip as she wriggled into her chair giving Timmy the full show to exquisitely tease him. And she began to ask how he liked her dresses, or her satin blouses or her jewelry or her lipstick or the color of her sheer nylon stockings which always sent Timmy into a mental tizzy. And a few days later he knocked at her kitchen door. "I...I was wondering M...Madge, ungh, maybe, you know. I was thinking," Timmy stammered as Madge looked on with a satisfied smile knowing full well what he wanted. She had been thinking over the past few days too. If he liked ladies things maybe she would see just how far she could go, how far he would go. She let him into the house, locked the kitchen door and took him back to her master bedroom. There she began sorting through all sorts of ladies lingerie, nightgowns, nylon stockings, dresses and heels as if she was going to dress a young niece. Timmy's eyes fluttered and his head spun at such a lucky turn. Here he was now, in Madge's bedroom and with her offering to help him dress and on the bed and stacked on the dresser and with the closet open the complete range of all Madge's feminine finery was now at his full disposal! He began looking at the silky lingerie, touching the gleaming slippery, rayon, nylon, satin and taffeta fabrics as the perfume floated in the air, the fabrics swishing and zipping in the quiet bedroom. Madge continued gathering a few other things. She learned that Ruth was busy with errands and that she probably figured as usual that he was just hanging out with his friends. The house was quiet and locked tight. Now it was aunt Madge's turn and she moved on poor little helpless Timmy with all the feminine precision of a vintage Mrs. Robinson! "We need to get you into a nice hot bubble bath Timmy," she said. And we'll need to get your legs shaved so they're nice and smooth," she said as she started a bath in the master bath as Timmy looked on nervously while she poured the powder into the hot water, the floral scented bubbles starting to form immediately in the splashing water. But Timmy was apprehensive, he hadn't planned on a whole bath! "A bubble bath? Not sure of the flowery smell but I can put on some cologne later but I don't know... Shaving my legs and all," he stammered as he hesitated. "Well, you want to dress up don't you Timmy?" she returned. "If you're going to do it you need to do it right don't you agree?" she said then added. "Nobody's going to know, you don't have gym class in school anymore and you always wear your blue jeans and heavy socks all the time. If you don't make a big deal out of it and don't tell anyone nobody will know will they?" she reasoned as she quickly minimized any effect of shaving his legs would have then began getting him out of his street clothes. The floral scented steam from the bubble bath filled the bathroom. Then after a few minutes of scrubbing and soaking Madge got out a razor! Timmy gasped as he watched the sharp blade slide over his legs as Madge worked, the wispy thin hair wasn't much but soon his legs were beginning to look smooth and ladylike. When she rinsed him down then dried him off his legs were totally pink skinned and hairless! She soon had Timmy back in the outfit she'd caught him in. The layered pink nylon chiffon baby doll. She had him in the matching pink panties and a garter belt and now the long sheer nylons he had on were gartered taut over his very smooth legs, the sheer nylon gleaming in the light now, just like they did on Madge's smooth legs when she came over for coffee. She then had him step back into her black patent leather stiletto heeled shoes. She looked him over with satisfaction as he peeked out the window sheers into the front yard nervously clutching the pink gown around himself once again. "M...maybe Ruth will be getting back soon," he gasped, the experience of being shaved now and then dressed again in front of Madge already seeming too much. But she passed the comment off then had him sit on the bed. "Cross your legs now Timmy. Nice and slow, I want you to feel the silky nylons," she encouraged. Timmy's head spun as he slowly crossed his ladylike nylon stockinged legs, the taut garters pulling tight at the tops of the stocking welts. And then Madge heard the familiar "zip." Timmy gasped open mouthed, his eyelashes fluttered as she smiled and giggled. "That's it. Cross them again," Madge cooed in her feminine lilt as Timmy held the lace trim hem of the baby doll up slightly and crossed his legs again with another pronounced zip! "Mmmmm. Feels so much more slippery with smooth legs doesn't it? And look how pretty your legs are now, and how they shine!" She cooed and marveled as Timmy's head spun at the sensation! Madge smiled as she felt the full measure of her control now. "Zip-shick" the hairless legs whistled as Timmy crossed and re-crossed his legs with frictionless ease. Madge's words "mmmm, feels so good..." echoing in his ears as his head spun, filled with the ultimate in feminine sensation! Timmy was beside himself with excitement. Madge urged him on, giggling about wearing more, trying more and more until he'd be wearing it all! But Timmy was soon too nervous to continue. Madge finished by having him mince and strut around the bedroom once again, the nylons zipping with each step until the sensation finally caused Timmy's head to spin as he wobbled on the stiletto heels. That would be enough for this day. Madge allowed him to put his regular clothes back on and made sure to tell Timmy to make sure to tell her when ever he felt the urge to dress once again and once he got used to it they were going to have a lot of fun! She smiled as she watched Timmy walk across her lawn to return to his house with his head still reeling he stumbled through the fence gate bumping into the open fence door then closing it behind him as he walked back to his driveway and the sidewalk leading to his kitchen door. A week later she called Timmy from next door and spoke with Ruth. Madge wanted to know if Timmy could help as she was doing some cleaning and needed to move some furniture. Ruth of course sent Timmy over right away telling him to stick around as supper was only a couple hours off. But once Timmy arrived and Madge locked the kitchen door and noticed her feminine smile he instantly knew there wasn't any furniture to move! Once again Timmy found himself in Madge's bedroom. He was soon back in the vintage pink layered nylon chiffon baby doll and robe and matching panties, garter belt and sheer hose but this time he was also wearing a brassiere! Madge had ordered a large mastectomy bra complete with weighted silicone breast forms that were in her exact size. That way all her blouses and dresses and full slips would now fit Timmy properly. But Madge didn't bother mentioning that at this time. Timmy's head spun at the sight of the breasts at the front of the lacy nightie and how the forms felt heavy and jiggled when he moved and how the bra straps pulled on his shoulders. Another feminine sensation. Madge put him in a pair of ankle strap heels this time. Open toed so that Timmy could look down and see the brand new, gloss red pedicure Madge had added for his pleasure. But Timmy's head spun with worry! She got up from the bed and returned from the dresser with a pair of sheer beige stockings, the vintage, smooth and shiny kind just like he was wearing. She had him feel the fabric and with all the sensation she noticed little Timmy getting excited. She then got him up and had him mince into the bathroom with her in the lead. "I...I d...don't know aunt M...Madge!?" Timmy gasped at seeing his smooth hairless legs in nylons once again but now, it was the gloss red pedicure showing through the hose in the open toed heels. "What, what if somebody sees my toes!?" he gasped. "Well, you leave your pants on to hide your legs, leave your socks on now to hide your toes. Nobody will notice," Madge assured as she continued another phase of Timmy's control. She stood behind Timmy as he held onto the front of the sink and teetered on the high stiletto heels. She quickly worked the front of his lace trimmed pink nylon panties down and had worked one nylon stockings over his growing erection. Then she swished the second beige stocking over the first. Timmy heard the zip and shuddered as he felt the sensation! Madge cooed as she began to stroke Timmy. He gasped and his head spun. The second nylon zipping effortlessly over the first with frictionless ease as Madge stroked. The feminizing sensation caused Timmy to swoon and grimace and then issue a stuttering gasp as he wobbled on the high stiletto heels while Madge cooed and giggled knowing exactly what she was doing. Knowing she was now in full control. This near ultimate sensation had been on Timmy's mind but always only as an impossible fantasy with no notion of how to actually accomplish such a thing but now, here he was. "M...maybe I should get going M...Madge," Timmy gasped, his face reddening again due to the strange predicament and that Madge was now stroking his erection through the sheer nylon stockings. "But it feels so good doesn't it Timmy?" she cooed, teasing in return as she continued gently stroking, stroking. It was strange, it was weird and totally a fetish extreme but the sensation and excitement for Timmy was just too much to turn away from. Madge chuckled as she continued, her control over little Timmy quite complete now. He could feel her breasts pressing against his back now as she leaned in and heard the click of her heels now too. His own silicone breasts jiggled in his brassiere under the pink nylon chiffon gown and robe as he gasped as his heels clicked on the tile floor and his hips undulated to the stroking sensation until finally, his smooth nylon clad legs wobbled weakly as he teetered on the high stiletto heels! Madge cooed with encouragement as she felt Timmy grow even larger in her hand and then she throttled him tight now then stroked vigorously. The nylon stocking feet taut to the skin of the bulbous head she felt him twinge as he gasped and bucked his hips once again and then begin to spasm as he spent his ejaculate, the reinforced heels and toes of the stocking feet catching and soaking up Timmy's load as he moaned and swooned holding onto the bathroom sink counter. Madge then swished the stockings off and dropped them in the sink for washing. Timmy had been beyond excitement, he'd felt he had reached his fantasy limit. It took another half hour to get cleaned up and change and he was soon on his way home for supper with Madge's words about always being there to help still echoing in his thoughts. Timmy's visits after that intense session halted for a while but Madge knew he'd be back, and the longer he waited the more he'd need his little "sensation," A week later it was another bubble bath and a complete Nairing this time. Timmy now had totally smooth legs once again but now what little body hair he had was now gone as well. Aside from a little trim below Timmy was all pink skinned and smooth from his newly shaped eyebrows all the way down to his gloss red pedicure. He gasped as he noticed the lingerie and stockings on the bed and now a vintage house dress hanging on a hangar over the top of her open closet door. He also noticed the heavy mastectomy brassiere, what looked like a heavily paneled panty girdle and a waist cincher! He also noticed the pair of black patent leather stiletto heeled pumps and that Madge had moved her makeup around on her vanity a bit. He didn't notice the layered pink nylon chiffon baby doll and nightie. He then looked through the sheers of her bedroom window and noticed three of his friends headed down the sidewalk, apparently towards Timmy's house? He noticed their school age roughhousing as they milled along tossing a football back and forth between them as they laughed and joked. Timmy's head spun as he stood there clutching the pink bath towel tightly around his waist. "My friends! My friends are headed to my house! I...I have to get g...going aunt M...Madge!?" He blathered as he quickly began to gather his street clothes from a nearby chair. But Madge gently pulled the clothes away and dropped them back on the chair. ""But, but I have to get home M...Madge!?" Timmy gasped as his head spun. But Madge only chuckled. "My car is parked in the garage Timmy dear. Did I forget to mention to you that I told Ruth I was dropping you off at the shopping center? I imagine she'll think you'll be gone till supper," she smiled with assurance as Timmy's head spun. His thrill of wanting to dress now evaporating in the mists of panic. But moments later, his friends were back in the street, tossing the ball back and forth and joking and horsing around as they left the same way they'd come. And then Timmy looked to the bed as Madge picked up a pair of lace trimmed ladies white nylon briefs and made sure to add a pad, then turned with a smile! She took her time, to give Timmy the full sensation. Of course she knew that he'd been in a lot of her things but she doubted he'd ever had the time or inclination to ever dress as fully as she planned to dress him now. And the sensation to her was exquisite! The quiet bedroom soon began to echo with the sound of women's dressing, the rustling, swishing, zipping sound of ladies fabrics as Timmy was quickly dressed and fitted. The bra with silicone forms was quickly hooked on after the panties were up and smoothed tight and the six strap garter belt was firmly in place. Madge had Timmy sit while she helped put him back in the smooth beige nylon stockings. But these were opera length this time, and fully fashioned seamed! The white, heavily paneled panty girdle came next. She tucked Timmy tight and pulled and yanked and worked and smoothed until the high waist garment was up over the bottom band of the white long line brassiere. She then pulled the long lace trimmed legs down over the tightly gartered stocking welts. The waist cincher was then next. Timmy began to panic as he felt the cinched sensation but Madge wasn't done yet. She then fluffed up a long, lace trimmed white nylon full slip and put him into it. She then swished a white taffeta petticoat from the bed, the fabric rustled loudly as she had him step into it and then tie it tightly around his now cinched waist. Timmy became faint as Madge took the vintage house dress from the hangar and he heard the long whir of the back zipper on the dress! "P...please aunt M...Madge!? I... I ca...can't w..wear all this s...stuff!?" he blathered. "Oh yes you can princess," Madge assured as she swished the short sleeved mid calf length vintage dress up and over Timmy's head. He heard the nylon lining zip as she pulled and worked his arms into the short cuffed sleeves. He heard the swish as she let the skirt fall to it's length. She quickly smoothed the dress then Timmy heard the whirring noise and felt the dress tighten around him as Madge zipped him all the way in and hooked the clasp at the back of the neck. She then got him into the black high stiletto heels. "Sit at the vanity sweetie, I'll get your hair and makeup done now," she said casually. Timmy wobbled on the heels and the dress rustled as Madge steered him to her vanity. He was fully dressed now and now, she was going to do even more? She quickly plucked his brows. Not into a high and feminine arch but she did shape them. She then combed out his hair with her curling iron managed to give Timmy somewhat of a feminine hairdo. She then started with a liquid foundation and did his makeup the whole way. Finally she finished with a gloss red lipstick making him look just like a vintage housewife! Timmy's head spun as Madge worked and he yelped when he heard the first click and then the second then learned that Madge had just pierced his ears! He saw the delicate pearl studs in each lobe now! "P...pierced!?" he swooned in panic. "You pierced my ears M...Madge!?" "I'll send you home with more standard earrings, maybe a small gold stud so Ruth won't notice, not much anyway. Tell her you got it done at the mall,? Madge said with a smile seemingly having figured everything out as she dusted Timmy with her floral perfume. ?Maybe I should do your nails in a pretty red. Would you like that Timmy?? she asked as Timmy nearly fainted! ?N...nails!? N..no! I ca...can?t d...do all that!?? Timmy shivered gasping as Madge giggled. ?I suppose I could use salon nails but maybe later,? she decided. She clipped one of her pearl necklaces around his neck then got him up from the vanity chair. ?There you go. All lovely and ladylike now,? she assured as she had Timmy model his new outfit. His head spun as he wobbled around the room. ?That?s not very ladylike now is it? Move like a lady, like you were the day I came home early and caught you in my bedroom Timmy,? she insisted. She then had him mince and wiggle around the room then she took him down the hall and out into her large living room! ?You?re wearing it all now princess. How does it feel sweetie?? Madge cooed as Timmy began moving around the large room, lumbering at first at the strange sensation of being totally dressed. ?It...it fe...feels,? he blathered as his face reddened as he could now feel every stitch of each and every garment he now had on. Madge went to the kitchen and returned. She swished a frilly feminine vintage ladies apron out then tied it tightly around Timmy?s cinched waist and the sash into a large and feminine bow at the back. ?Maybe it was a good idea to forget about the press on nails,? Madge mused. ?But go ahead sweetie, walk around, enjoy all your pretty ladies things.? ?But, wha...what?s the apron for M...Madge!? Timmy gasped. ?Well, after you walk around a bit and get used to your new outfit, you can help me bake cookies for my ladies church bake sale,? she said with a satisfied smile as Timmy stumbled on the heels and had to catch himself on the fireplace mantle. ?You didn?t think you were just going to sit around all day did you?? Madge laughed. ?You like to wear ladies things, a little woman?s work should only add to your excitement,? she reasoned. Ten minutes later she?d marched him into the kitchen and they began putting together everything needed to make a couple dozen cookies. Timmy gasped to notice there were no window sheers on either the kitchen windows or the kitchen window above the sink. ?But, but what it Ruth comes over!?? he gasped. She thinks I went shopping, and dropping you off at the mall, remember?? Madge added. ?You need to get your mind off the clothes Timmy dear,? she assured. ?I think I need to keep you around until you finally calm down and start acting like a proper housewife. We do have all afternoon. Yes. We need to get you calm and used to your pretty new clothes,? she reasoned as she put her apron on and began getting the cookie sheets and bake ware out along with all the cookie supplies. Timmy stayed clear of the windows as he wobbled and clicked around the kitchen, his head spinning now! And he could feel it. He could feel it all now. The tops of the nylons gartered tight, the garters pulling and releasing with each stiletto heeled step. The full skirted dress with the petticoats swirling now, rustling as the heels made him take his mincing steps. He could smell his perfume and taste his lipstick and feel the earrings in his newly pierced ears as well. And then he had to begin making the cookies. The pans clattered, the dust of flour covered hands and coated the kitchen table as they rolled the sugar cookies out and mixed the chips in another large bowl for the chocolate chip cookies that would follow. Fifteen- minutes passed and then another half-hour. The pre-heated oven now fully heated began to bake as the smell of cookies filled the kitchen. Madge had Timmy wipe off the kitchen table and his hands, she then brushed the dab of flour from his nose and cheek and smoothed his dress once again to ensure he still looked ladylike. As the cookies piled up on the counter to cool another hour passed. Timmy had experienced the full swishing sensation of the ladies wear but now his feet hurt as he had to continue to mince and wobble on the high stiletto heels. The bra felt heavy now too, the straps pulling at his shoulders, the girdle tight and the waist cincher boning was pulling at his ribs and stomach now. By the time another hour passed all the cookies were cooled and set aside in containers as both Timmy and Madge wiped down and straightened the kitchen. He was relieved to hear the swish as Madge undid his apron, and then hers and put them back in the kitchen closet. ?Okay M...Madge. M...maybe I should get cleaned up, comb out my hair and get all this makeup off then get changed back into my other clothes. It?s getting late and I should be heading home. Ruth will be starting supper,? he gasped as Madge looked him over. After hours of being fully dressed and busy with the cookies Timmy wasn?t red-faced anymore. The pain of the foundation garments and the pinch of the high heels were evident. Madge giggled. ?Well, well princess. Do you feel like a little housewife now? Do you feel like a lady Timmy. Do you feel feminine now?? she chuckled as she minced near. Timmy backed away but she quickly pushed him against the kitchen counter in front of the kitchen sink. He turned away and gasped to see his friends out the window, out in one of the empty lots tossing the football. Timmy winced at the thought that if they were to look they just might see him there in the window, his hair done, with earrings now and in full makeup! ?Oh, look. Aren?t those your friends Timmy?? Madge cooed. ?Should we invite them in for milk and cookies? Hummm?? she cooed. ?D...don?t aunt M...Madge!?? Timmy gasped as he wobbled then struggled to get away from the window but Madge kept him there, just like she?d had him over her bathroom sink! ?Leme, let m...me g...go! They might look over and see me!?? he gasped again with a weak whimper. ?Well, you?re all dressed up in women?s clothing aren?t you? And your hair is done and you?re all made up. You look just like a regular housewife cooking supper. If they look over here that?s all they?ll see princess?? she assured. And then she pressed against Timmy, he felt her breasts pushing into his back. And then he gasped as he felt Madge sweep her hands into his tightly girdled crotch! He tried to pull away but she pushed him back, his hands clutching the kitchen counter tight as he wobbled on the high black patent leather heels! Then Madge began groping his tightly girdled crotch! ?Mmmmm. Feels just like a lady to me!? she beamed. The dress and slips and white taffeta petticoat swirled and rustled as she cupped his crotch and then began to rub. In and out, in and out! Timmy grunted and then grimaced. ?Mmmmm. You?re so nice an feminine now. And I?ll bet it just feels so good, doesn?t it princess?? Madge cooed. ?We had so much fun all day didn?t we?? she added as she continued to rub Timmy as if he himself was a young woman. The nylon stockings being stroked were gone, the erection now stifled, the testes tucked deep inside, everything tucked into the panties and smoothed under the tight, vintage white panty girdle giving Timmy the appearance of him having a woman?s vaginal slit! A slit that Madge had found and was now working her hands over tightly, the layers of nylon sliding and zipping over that tight girdled slit! ?Uunngggghhh! Leme, leme g...go M...Madge!?? Timmy groaned but there would be no stopping now as the dress rustled and zipped as he teetered on his high stiletto heels while Madge giggled with pleasure. ?Let you go? But this is what you wanted isn?t it precious?? she cooed. ?Got you all nice and pretty and feminine and like a housewife all day and now you?re having fun just like a real lady!? she ensured. ?It must just feel so exciting doesn?t it?? she whispered. ?I think we need to have you start coming over more often Timmy dear. Maybe every day. Get you used to your new and pretty clothes. I know how much you like and enjoy ladies things, and you know I want to help you enjoy them,? she continued rubbing, making a noted difference now as Timmy gasped at the sensation! ?Do you want to do shopping with me Timmy? Get you all prettied up and in a nice dress and heels and I?ll teach you how to walk with a purse. Then we?ll go shopping for dresses and lingerie. Would you like that precious?? Madge chuckled as Timmy?s panic began to grow now. ?Maybe I could introduce you to some of my other lady friends at lunch too.? Timmy felt the clothes as he teetered on the heels. His friends were still across the alleyway tossing the football. Madge was now nearly insisting that his little dressing hobby would become far more intense, he?d have to go out, out for real. She was thinking of taking him shopping, shopping in a dress and lingerie shopping as a woman! The slips and dress zipped and rustled again as Madge built up an unescapable rhythm. ?Feels so good doesn?t it princess? Look at you You?re just like a young lady now!? Madge cooed and beamed. ?That?s it. Spread those pretty legs princess!? she cooed as Timmy teetered on his tip-toed heels, blubbering and grunting at the sensation now, knowing full well what Madge was doing as her hands thrust all the way in now, deeply between Timmy?s feminized legs! In and out, in and out of his girdled crotch, her fingers working the tight girdled slit with each thrust as Timmy writhed and gasped and grunted struggling against the sink. ?You know sweetie? You did such a good job today I think that maybe you should move in with me. I can get you started on female hormones and we can have your little nuts clipped. Would you like that princess? We?ll get rid of all your clothes and you can start living here as my ?niece!? Of course we?ll have to tell Ruth that I caught you in my ladies things. I don?t think she?d want you as a foster child anymore. We?ll get rid of all your boy clothes and things and move you over here. And your friends?? she giggled. ?Well, I don?t think they?ll be coming around here anymore once you start wearing dresses and heels every day.? Timmy was still fully dressed. He felt the swish of every feminine fabric now, the pull of every strap, the strain at every hook and clasp. He could taste his lipstick and smell his perfume! His head spun as he heard his the sheer seamed nylon stockings zip loudly on his smooth and ladylike legs! And he heard the swirling rustling feminine zip of the dress and lingerie as Madge continued rubbing her hands thrusting in and out, in and out of his girdled crotch! His head spun! He felt weak on his legs, his heart was in his throat, his ears began to ring as Madge began to laugh loudly at the total feminine immersion she was now making Timmy experience! ?Do you feel like a lady now Timmy? Do you feel feminine?? Madge said waiting for an answer as Timmy swooned at the sink. ?Tell me princess. Tell me you feel feminine or I can keep this up all day sweetie!? Madge ordered. ?I...I...fe...feel M...Madge!? Timmy stammered. ?You feel what?? Madge cooed with satisfaction. ?I...feel...feminine.? ?I...I...fe...feel...Fem...feminine. I...feel...feminine!? he blathered grunting and grimacing, his red face returning to Madge?s ultimate delight. The heels teetered on tip-toes clipping the tile floor as Madge held Timmy tight. The dress swirled, the lingerie zipped and the nylons continued to whisper with frictionless ease as Timmy?s head spun. He could still see his friends across the way. He had the thought of baking cookies like a fully feminized housewife doing proper woman?s work. Then the thought of Madge forcing him to go out shopping and to ladies lunches totally dressed and fully feminized filled his head. And then her suggestion of starting him on hormones, moving him in to live as her niece bombarded his thoughts further. And during all of this the swishing rubbing and Madge?s hearty laughter continued. Then finally he saw Ruth?s car pull into the garage next door! And then the car shut off and the door began to close as Madge took notice. Now on the verge of passing out, Timmy felt the tightness as he grunted at the sink and Madge felt the first twinge as Timmy released himself fully, twitching deep inside the girdle and ladies, lace trimmed white nylon panties as he spent himself into the ladies pad as Ruth rounded her garage, pulling her purse straps over her shoulder and just stepping through Madge?s yard gate! Ruth was coming over! ?You?re going to stay out of my things from now and on, aren?t you princess? Sickening!!? Madge stated flatly but with pleasure at having more than made her point. ?Because if you don?t, I?ll move you over here and when I?m done with you, you?ll become so totally feminine you won?t even remember what it ever felt like to wear pants or flat shoes!? Madge finished just as Timmy blubbered. He was physically spent, his head reeled as he barely grabbed the window blind shade just as Ruth looked up to the kitchen window. Madge finished by releasing Timmy to collapse to the floor. ?Better get up and get changed princess, unless of course you want to show the new you to your foster mom?? she giggled as she smoothed her tight skirt and blouse, then checked her hair set as she minced to the back kitchen door just as Timmy ducked and swirled and dashed out of the kitchen, through the living room and down the hall back to Madge?s master bedroom where his street clothes still draped over her chair. He?d swished the louvered blinds closed at the kitchen sink just in time. Once he was weak and spent Madge dropped him and luckily he fell to the floor with little chance that Ruth could see up past the kitchen windows. But now Ruth was up the concrete steps and ringing the back doorbell. With a set of door window drapes and sheers she could barely make out Madge opening the door. Ruth smiled and entered the kitchen and smelled the fresh baked cookies. ?Have you seen Timmy?? Ruth asked. ?I dropped him off when I went shopping. I guess he decided to hang out with a few friends,? Madge returned convincingly. ?Well, supper?s going to be ready in an hour and he better not show up for cold food after all the work I do,? Ruth assured. Madge offered her a few cookies with a bit of conversation. Meanwhile Timmy was in Madge?s locked bedroom. He?d kicked the heels off and was now struggling to unzip the dress and get out of the slips, the nylons, the waist cincher and the sturdy foundations. He ran naked to the bath and washed the curl from his hair and scrubbed all the makeup off. And he managed to take off the pierced pearl earrings not bothering to add any tiny other gold posts to keep the piercings open, he figured he wouldn?t be needing them any more! He dried his hair and combed it out then hastily dressed back in his T- shirt, blue jeans, socks and tennis shoes. He listened at the door just as Ruth said goodbye to Madge and left. He didn?t wait. He scrambled for the front door noticing Madge smiling a satisfied, vindictive smile. He let himself out closing the front door behind him. He stumbled down the front steps and down the walk. About the time he started towards his house next door a couple more of his friends rolled up, walking and on bikes. ?Hey Timmy, where you been all day,? one said. ?I was hanging out at the mall and had to walk back,? he returned. ?Can?t mess around tonight, maybe later huh?? He turned up his driveway just as Ruth brought out a garbage bag and dropped it into the trash bin. ?You?re lucky you?re not late for supper. And you didn?t clean your room today and I see you still have school homework to do! What is the matter with you lately Timmy?? Ruth gasped with exasperation as she turned back to the house as Timmy?s friends decided to continue on down the sidewalk and let Timmy go into his house to settle his problems by himself. Ruth slid the tray of cookies Madge had given her, six sugar and six chocolate chip, the one?s he?d baked as a ?housewife!? Timmy gasped and said he didn?t feel like having any cookies as Ruth started supper. He then hoped his pierced ears would heal up and his body hair would soon grow back. And he?d have to sneak around to see if Ruth had any nail polish remover for his toes. Because he thought of him asking Madge for any help in getting the polish removed made him shudder!