Good Neighbor Madge (the Interim) free porn video

"Good Neighbor Madge (the interim)" I tried to pass off the thought of our neighbor Madge who lived next door. It was a quiet, upscale but older neighborhood with properties that were designed in the mid 50's. We had a large ranch house with a nice two car garage and next door to us was another similar house but a bit larger with a large, well groomed hedge that separated both properties. There was a white picket fence gate in an opening in the tall hedge that I suppose had always been there. And since Madge had moved in next door she began using it to stop over and have coffee with my mom and to visit. It was your standard, everyday neighborhood in the suburbs and nothing seemed out of the ordinary. Except Madge. She had to be in her mid to late thirties I suppose, about the same age as my mom. It was hard to tell since I was only 14 now myself, the little boy next door Timothy, or Timmy as everyone still called me although I liked "Tim" much better. But Madge stood out. She had that "retro" appearance that seemed to fit the 50's style of the homes in the neighborhood. But it went beyond that. She looked very feminine, never a hair out of place and always wearing perfect makeup, that too was a bit old fashioned in appearance but seemed to work for her. She always wore feminine dresses, satiny blouses and tight skirts and I noticed she always wore high heels as well. Usually black patent leather stiletto shoes with the narrow five inch heels. And she always wore beige nylon hosiery too, the old fashioned kind that shined and gleamed in the light and when she would visit and sit at the kitchen table and have coffee with my mom and I was around I would always listen for the silky swish and zip of her nylons and listen to the satin lining of her tight skirts as she would pull and smooth them down. Then I'd hear another crisp "zip" as she crossed her legs. Nobody seemed to notice or pay attention to that sound but I did. It was exciting to look her over, how shapely she was, how rounded her hips were and how her pendulous bust would swing and jiggle in her satin blouses when she would move. I loved the feminine sound of her voice too, her feminine mannerisms and how her floral perfume would linger in the kitchen long after she would leave. But there was something not only inviting about Madge but mysterious as well. She seemed to have an authority about her as well, a "take charge" no nonsense attitude. But she was exciting especially to a young boy like me. And soon I would find out just how exciting Madge really was! A simple baseball game in our back yard started things off. And in looking back I realize how far things have gone and how much has changed in such a short time. Anyway, a friend hit a ball over the next door hedge one afternoon. I went to retrieve the ball and ran through the gate and into Madge's back yard with out giving it much thought. I saw the ball laying in the middle of the yard and went to pick it up. But when I turned to head back to my own yard I noticed Madge's clothes line. It was filled with her lingerie! I noticed fragile, lace trimmed garments as they hung dry, fluttering in the wind. I approached the lacy lingerie and noticed the shine and gleam of all the nylon and satin. I heard somebody holler from my back yard and I told them I'd be right there but I continued on. Madge was away shopping and with the tall hedge hiding my activity I quickly yelled, "Be right there!" Then I paused at the wash line to feel the material of Madge's lacy lingerie. I felt a pair of her panties and then a slip, mesmerized at the cool frictionless feel of the gleaming fabric, Madge's perfumed scent still apparent as I rubbed her white nylon slip across my cheek. I felt the tight sturdy fabric of one of her girdles and quickly felt the swishing nylon of her pink nightgown too. Then with baseball in hand I quickly left through the white gate and with nobody being the wiser we continued the game. I fantasized about Madge's lingerie on the line for quite some time and always wished I had the nerve to sneak over and to try some of her things on. She often left her back door unlocked when she was gone shopping but I never had the nerve to sneak into her place even though I often mowed her lawn and if she was gone she always left a ten dollar bill on her kitchen table for me when I was done and she often had lemonade or soda in the refrigerator for me as well and told me to feel free if I got thirsty. I had tried on my mom's pantyhose a few times but she didn't wear anything near as feminine or as fancy as Madge did. And through fear or embarrassment I never mentioned my little interest or "hobby" to anyone. But a few days later things changed. I was in our kitchen one Saturday morning having a late breakfast. "Hi Henry!" I heard Madge holler from her window to my dad washing his car in the driveway. "Is Timmy around?" she asked. "Need him to mow your lawn again?" he asked pausing. "After he mows our yard I'll send him over!" I heard my dad return. "No, nothing like that today, I just need some furniture moved, I'm cleaning," she added. And with that I was sent over a while later. I knocked at the door and within moments Madge answered. "Hi Miss DuBois. Dad said you needed some furniture moved?" I said with a smile as Madge opened the door and let me into her kitchen. "Yes Timmy dear, it's in the bedroom," she said as she began leading me through her house. I could hear the sound her little gold bracelets made as the "tinkled" on her wrist. I could also smell her perfume as it floated in the air. I became somewhat excited to watch her as she minced on those high heels of hers and listened to her nylons zipping against her thighs and the satin lining of the tight wool skirt she had on as her hips swayed as she wiggled along. "Just in here," she said as we entered her large corner bedroom at the back of the house. The bedroom was as feminine as she was. I immediately noticed the white French provincial furniture and the large four poster bed with the lace trimmed canopy. I noticed the pale pink carpeting and the lighted vanity stocked with makeup and the matching satin curtains complete with white nylon sheers covering the windows that were closed now. I could see the back yard out of one window and from the other I could see my dad as he worked washing the car. Madge went to the large white dresser. I went with her figuring she wanted it moved so she could clean around it. But she didn't. She opened one of the top drawers. I could see the frothy pile of lingerie brimming in the drawer as she quickly looked through it to find that very same pink, lace trimmed pair of panties that had been hanging on her line only a few days ago. She tossed them to me! "Put them on," she said as she leaned back leaning back against the dresser and I stood there in shock holding the gleaming pink panties. "Well? Are you going to put them on or do you just want to smell them again?" she asked. Then I remembered the wash line from the other day! I thought she was gone but she wasn't! She was in her bedroom making the bed and had seen me enter her back yard to get my baseball and had seen everything! "I...I didn't smell your panties, I ju...just noticed the perfume on your sl...slip" I gasped as Madge looked me over and then began to smile at her discovery of my little secret. "Well no matter," she said as she continued looking me over. "A little panty sniffer, playing with ladies lingerie. I noticed you liked to feel the fabric too. Are you a 'sissy?' A little sissy boy? Hummm Timmy?" she said, toying with me as she approached. "You aren't as rough-and-tumble as all the other boys are you and you're not as tall or as big either," she said as she came over and began unbuttoning my shirt. I pulled away. "I...I ne...need to g...go Madge," I gasped nervously moving towards the bedroom door. "Well, I have something to show you Timmy, before you leave," she said as she returned to her dresser and brought over two pictures and handed them to me as she took the pink panties I was holding. There I was at Madge's wash line. One picture showed me feeling the panties and the other showed me fondling and smelling the perfume on her white full slip! "Now I realize that it was all just a little innocent investigation," she said. "But what would your parents think of these pictures?" I began to stammer, "I...I'm sorry M..Madge! I didn't mean anything by it, I'm sorry." I gasped now noticably nervous as she put the pictures aside then holding the pink panties returned and continued unbuttoning my shirt! "Now just relax and get undressed Timmy dear," she said as she pulled my shirt open and quickly undid my belt and unzipped my jeans. "Wha...what are you do...doing?" I gasped. "You're going to put these lovely panties on," she said with a smile. "Please, d...don't m...make me wear p...panties," I gasped as she quickly undressed me. "Well you have to be punished, don't you think?" she replied pausing for a moment. "You can either put these panties on or we can go over and have a chat with your parents," she said as I stood there silent and stunned with my knees shaking. Soon every stitch of clothing was pushed to the side and I stood naked in Madge's bedroom. She came close, found the lacy waistband of the panties and pulled them open then leaned forward. "Step into the panties," she said with authority but with a level of excitement in her voice. I did as I was told then felt the cool material as she worked the panties up my legs over my thighs and after quickly tucking my little package away she quickly pulled them up high and tight on my waist and smoothed me into them! I could feel the frilly lace trim at the leg openings and noticed how the tight creamy pink nylon shined in the light and noticed the flowered applique running up one hip and the little pink satin bow at the center of the lace trimmed waist band. "Walk for me now Timmy," she said. But I didn't understand. "Walk around the room Timmy. Model the pretty panties," she said as I stood in shock. She then went to the closet and returned with a pair of pink satin stiletto high heeled slippers complete with pink fuzzy trim and 4 inch heels! She then kept me from falling as she made me step into them. "Walk Timmy, walk around the room now," she ordered as she sat down on the edge of her bed to watch. I started out wobbling on the heels as I moved around the room while she watched. "Lean back, chest out and walk on your toes," she continued as I struggled and lurched around the room until I finally got the hang of the heels. "That's it!" she exclaimed. "Walk like a lady Timmy, wiggle your pretty hips, mince for me. Keep your hands down wrists forward like a good little sissy," she giggled with satisfaction and almost a sexual excitement as she crossed her legs tightly with a swish, tugged her skirt down and continued to watch as I paced back and forth in the bedroom. "You like pretty ladies panties don't you Timmy?" she continued as I gasped and groaned quietly while I continued to mince around the room. I could see my dad finishing up on the car as I passed by the window not realizing his son was just next door parading around in front of Madge in her bedroom wearing her pink nylon panties and pink high heeled slippers. "Plea...Please Madge," I gasped begging to be let go to leave. She watched a moment more. "Well I guess that's punishment enough," she said and then continued. "With a little work though you'd make a pretty sissy boy. Yessssss, a very pretty sissy boy. You might even pass for a proper young lady!" she said, the excitement still evident in her voice as she stood and handed me back my clothes. I quickly took off the shoes and the panties then quickly dressed. I could feel my face now reddened with embarrassment at Madge knowing about my little hobby. I then quickly left the bedroom for the back door in the kitchen. "You know you like it don't you sissy boy. All the pretty lingerie? Well don't you worry my little sweetie I won't tell anyone. You'll come over some night and we'll play dress up. You'd like that wouldn't you sweetie? I'll make you look all nice and pretty by doing your hair, putting makeup on you and then after I put lots of pretty lingerie on you I'll zip you into a pretty little dress. Won't that be fun?" she cooed as she fussed with my shirt straightening the collar. "Yes, we'll have to do that one of these nights," she finished and allowed me to finally leave. "See you soon Timmy dear!" I gasped and then stumbled out the back door to Madge's lilting feminine giggles as I ran back through the gate in the hedge and back to my house. That was the first time, but there were many more "sessions" with "aunt" Madge. And almost each time she did just a little more, and went a little further with me. She soon had me Naired all the time and with the exception of a little triangle tuft of hair at my crotch I was now totally hairless from the eyebrows down. And she even plucked my eyebrows but only into a slight arch. She then took me down one weekend and had my ears pierced. My mom didn't really care and my friends thought it was neat because it was the style but dad hated the idea. If he thought only a "sissy" got his ears pierced I wonder what he would think if he knew that by now Madge had me in lacy, women's nylon panties all the time now except for school and when school got out for the summer she would give me a pedicure and paint my nails a feminine red and began having me wear beige pantyhose and sometime a tight briefer girdle she would tuck me into until my front looked just like a girls! And still, nobody had a clue of what was happening. It was a symbiotic relationship actually. Madge knew about my weakness and her encouragement and help in giving me a place to fulfill my fantasies and dress in ladies clothes kept the secret safe. Madge knew that I couldn't help myself and seemed very excited at her control over me. I noticed many times when she had me in her boudoir of a bedroom while she was dressing me how excited she would become as she dressed me in the layers of pretty lacy and perfumed lingerie. I could feel her excitement build and hear her breathing quicken as she finished dressing me and as I wobbled on her 6 inch stiletto heels she would zip me into one of her dresses and would then hold me close as she rubbed her hands over my now feminized form excitedly while the material of the dress swished and zipped over all the frictionless lingerie she had me in. She would sometimes have me practice my own makeup at her vanity while she went to the guest room. I could hear her moans of pleasure once in a while and imagined that she had become so excited dressing me that she had to find some release. It wasn't long until I learned to kneel in front of Madge while she lifted her dress. She would spread her nyloned legs and step in close putting the crotch panel of her girdle at my face and after draping her slip and dress back down over my head she would hold me tight as I worked her to completion. The sessions usually ended with her lying on her back on her bed though because she would get so excited she found she had trouble standing. And then it was my turn. "Of course Timmy can stay over for the weekend!" Madge said with a smile as she sat with my mother in the kitchen having coffee once again. I noticed she could hardly contain her excitement and tried not to show it at the thought of having me staying with her for a whole three day weekend that was just around the corner. Dad had a meeting out of town and mom was going along. And Madge was there, being the always helpful neighbor ready to help out. That Friday, late in the afternoon after the folks had left I found myself knocking on Madge's back door once again. And soon I was inside. The doors were locked, the drapes were pulled and once again she went to work feminizing me. A fresh Nairing and bubble bath followed with her curling my hair and doing my makeup and nails. Then we went back to her bedroom. She took her time as she dressed me and soon had me tightly tucked in a pair of white satin panties. I noticed she had put a pad into the panties but wasn't told why. She quickly continued with nude support pantyhose and a matching brassiere with silicone breast forms. She clipped a white nylon garter belt around my waist then gathered a pair of nylons carefully worked the long, fully fashioned white seamed nylon hose up my legs and took her time in getting the seams straight and the garter straps just right and then tightened them nice and tight. A heavy, padded, white, nylon spandex short legged panty girdle followed and I marveled at how it rounded my hips and noticed that once she had pulled it up high and tight on my waist but that the girdle seemed a couple sizes too small. It held me very tight pulling my crotch into a tight "V" shape and Madge continued working and pulling the girdle up until I had the appearance of woman's vaginal lips! She then fitted me into a pair of ultra high heeled ankle boots. The white patent leather boots had 7 inch heels and forced my foot into a high arch as she laced the white laces tight. A white, lace trimmed nylon teddy was added and snapped in place. She marveled at how it fit my jiggling bust and how the lace trimmed leg openings flared at the tops of my thighs showing the gleaming stocking welts just below. Then she rummaged through her dresser and took out a pink box. She opened the box to reveal a white satin corset! She unclipped the front busks as she minced over. She then wrapped the corset around my waist, hooked the front and once she had the garment centered she spun me around and began lacing me into it. I noticed that it fit from just under my bust down to my padded and girdled hips. She worked and pulled the white silk laces causing them to zip and whistle through the stainless steel eyelets at the back of the corset. I felt the heavily boned garment form around my waist and then begin to get snug. I watched as the wrinkles came out of the material and the white satin really started to shine. I felt her tighten the laces further pulling me back sharply. "Hold the bed post dear!" she said. And as I took hold of the sturdy white post she pulled the laces further. The corset began getting tight, I could feel my waist begin to assume the classic hourglass feminine shape. My silicone breasts jiggled and I teetered on the heels as she tied the laces off at the bottom of the corset then started working the laces at the center of my back. Once she managed to pull the loops through she continued lacing me even tighter! I gasped as she pulled at the laces now with her knee at my back. "I...it's t...too ti...tight Madge," I gasped. The laces sung as the corset tightened further and then it started to creak. Madge was in her element, beaming with excitement at what she was doing. "Plea...please, I...it's too tight!" I gasped breathlessly as the corset tightened and creaked further. "Just hold the post tight, we're almost done. You are going to be just a darling sissy boy!" she said with excitement as she continued lacing me tighter still. I began to get dizzy my head began to spin until I thought I would pass out. And finally I felt the halves of the corset meet in the back. Madge then cinched and tied the laces in a tight double bow. "Hold the bed post dear so you don't fall," she said as she then went to her closet. I gasped as I looked into the full length mirror in the corner. There I was holding the bed post teetering on those stiletto heeled boots in all that strict lingerie. My hair was curled and Madge had put long dangly earrings in my ears. I noticed my now tiny waist and how it looked in contrast to my flared padded girdled hips and my now jutting silicone bust! My makeup was prominent and elegant with gloss red lipstick that matched my nails. My eyes were lined with dark eyeliner and a smoky blue eyeshadow had been applied. Madge then had finished with long false eyelashes and added plenty of blusher too. She then finished with a powder and a few sprays of her feminine floral perfume. It was too much, I was dizzy from the corset and from my hyper-feminized look in the mirror. But I could see that Madge was excited with the whole process. And then I heard a loud swish, and then another! She came back from the closet carrying two floor length petticoats. They were voluminous and all done up in gleaming white nylon chiffon and satin complete with feminine blue satin bows around the bottom flounce of one of them. She set them on the bed then picked up the full length white satin slip she had set aside. She unzipped the long side zipper and gathered the garment. "Arms up sweetie," she said as if nothing was out of the ordinary and she was dressing a young girl instead of a boy. I put my arms through the straps and Madge began pulling the gleaming white slip down over my corseted form. The satin swished loudly as she let the material go and the slip fell to it's length at just above the floor. She quickly zipped me into the slip and I felt it tighten around me. The first petticoat swished and rustled loudly as she pulled it up to my waist then tied the ties tightly around my now tiny waist. The second petticoat had to be carefully worked over my head but soon she had that one tied tight and was fluffing both petticoats out as I continued wobbling on the heels. And then the surprise. She took a long zippered garment bag from her closet and set it on the bed. She unzipped it and opened it to reveal her old wedding gown! She could hear me gasp as she swished the heavy, gleaming white gown out of the garment bag and fluffed it out. She then undid the long back zipper and gathered the dress up. "Sit on the bed dear and we'll have you dressed in no time," she said. Then as I took my seat I raised my arms once again as she pulled the dress down over me taking pains not to muss my hair or spoil my makeup. My arms went into the long white satin sleeves and she buttoned the four satin covered buttons at each long cuff. She then pulled the pouffy sleeves up and helped me to stand. She quickly pulled the satin gown down over the petticoats then having me hold the bed post once again she took hold of the long back zipper and zipped me into the wedding dress. The dress quickly tightened and formed to every curve especially my now tiny waist. She quickly buttoned the 20 white satin buttons at the back and clasped the back of the dress closed at the neck. She then added a multi strand pearl necklace and clipped it tight. "You look just precious darling," Madge squealed as she fluffed the petticoats out and pulled the dress down tight into the familiar bell shape at the skirt as it swept out wide over the rustling petticoats. She then checked my hair and pinned a white double layered chiffon veil with white satin trim atop my head and fluffed it out over my shoulders and down the back and front. "Walk for me Princess, let me see the pretty dress," Madge beamed with excitement as I wobbled on the stiletto heels and then finally began moving and swishing around the room. "Hold the front of the dress dear so you don't trip. That's it, now turn, twirl for me," she instructed. As the perfume hung in the bedroom the only sounds now were the sounds of all the swirling satin and the loudly rustling nylon petticoats. My head began to spin as I minced, turned and twirled. I had never been so feminized! "Come darling, come up onto the bed," she said as she got up on the pink satin comforter first and patted the bed for me to join her. I minced over and after gathering the bulky skirts and petticoats managed to get onto the bed. Madge then had me lay on my side away from her as she pulled and swished the dress down and then moved in behind me and put her arms around me. "Such a pretty little sissy boy. Do you feel feminine now Timmy? Do you feel like a Princess? Mmmmmmm, you're wearing it all now, you're as feminine as you can get. It feels so good doesn't it darling?" she asked as she hugged me close and began rubbing her hands all over my dress and my now feminized form. She then reached around in front and worked her hand up between my legs through the dress and the petticoats! She began rubbing my tightly girdled crotch just like I was a woman! It became too much. I began to moan at the overpowering sensation. I could smell the perfume and hear the swish of all the satin and nylon and I began struggling to get up. "I...it's t...too much Madge, I...I have to g...go!" I exclaimed breathlessly and nearly exhausted. "Lay back down now, I want you to enjoy your pretty outfit," she said but I continued to crawl off the bed. She got up and pushed me back down in a swirl of satin. "We're not done yet sweetie and you are not going anywhere," she said as she quickly went to the bedroom door and locked it. I struggled, fighting the huge dress to get up as Madge quickly rummaged through her dresser and closet once again. Then before I could get up she pushed me back face down and quickly grabbed my arms. She took a length of white clothes line rope and quickly tied my wrists together with several coils of the rope. She then tied my elbows and pulled the rope tight cinching them nearly together forcing my jiggling bust straight out. She then tied my booted ankles as tightly as my wrists then pulled the dress and petticoats down tightly and tied all the material around my ankles as well. She then tied me around my knees and cinched the rope tight. I had been grimacing and struggling but now was hopelessly tied. Madge then took away the veil and picked up another pair of the white nylon stockings. I gasped again as she gathered and then pulled the gleaming nylon stocking down tightly over my face until the white welt was down around my neck. Another stocking was quickly pulled over my head and it was tight but this one slipped nearly effortlessly down over the first one. I pleaded with Madge to let me up but didn't get an answer. I grimaced, my white nyloned head now a gleaming nob as Madge then climbed onto my back and quickly knotted the tops of the stockings pulling them even tighter to my face. I gasped again and tried to cry out but this time felt the large red rubber ball gag as she forced it into my mouth! I then felt her take the straps and pull them tightly around my nyloned head! I heard the buckle on the strap cinch and creak until the straps dug into my cheeks and the large red rubber ball was tightly wedged, protruding past my red lipsticked lips half filling my gasping mouth and now, keeping me totally silent! She then spun me over onto my back. She was a bit out of breath at fighting to get me tied up but she seemed satisfied and continued with her plan. "You're not going anywhere sissy." She then reattached the veil to my head and fluffed it out. Then she climbed back onto the bed and pushed me onto my side then once again moved in and hugged me close. Then I could feel as she began working her hands into my tightly tucked crotch once again as she held me tight. "You're such a good little sissy, helping 'aunt' Madge get her relaxation it's only fair I help you, right Timmy darling? It feels soooooo good doesn't it sweetie," she said as the sounds of swishing satin once again filled the room. I tried struggling but was tied too tightly and being so tightly gagged I could only issue little girlish moans that could barely be heard. She continued working me. She pushed and worked at my girdled crotch stroking me until the front of the satin dress was whistling with each of her rubbing strokes. And then she fell into a rhythm. I began to feel flushed, I began to feel dizzy at what she was doing. I struggled and writhed against the ropes holding me tied tight. Madge could feel my contortions as I writhed, twitching weakly and blubbering and then moaning into the gag like a little girl. "Yes, you like it, you like it don't you sissy, mmmmmmm so pretty, so feminine now. Your girdled slit feels sooooooo nice and tight, and so hot." She pulled me closer and held me tighter and giggled. "Are you getting excited Timmy? Are we having our 'sissy' fun at last?" she cooed working my girdled crotch like a woman would work herself but tucked so tightly I wasn't hard and my little testicles were pushed up deep inside. But nevertheless I could feel the stirings I had felt before but on a level now that I couldn't have imagined as Madge continued to work, sliding and slipping her hand in and out of my mons tucked crotch while all the layers of satin and nylon whistled and swished. "Mmmff!" I gasped twitching my white nyloned nob of a head as I wrenched my wrists and elbows, and wiggled my feet fighting to get loose. "Mmmmff!" I groaned and gasped again as Madge continued rubbing while the gleaming white satin swished. I could see the mirror on the dresser through the sheer gleaming nylon stretched tightly over my head and see my wide, glaring eyes and see Madge holding me tightly as she humped me with her hands like a woman. I felt the surge begin to build and tried even harder to get lose but it was hopeless now and I began to panic. "Mmmmmm, a little more sweetie? A little more Princess?" she cooed in her feminine tone trying to push me over the edge. "Mmff! Mmff!" I glubbed into the gag. It was far to intense! My mind reeled, I started moaning to her thrusts and began to whimper now. I felt the pressure and intensity build and twitched and struggled further gasping and writhing until I couldn't take anymore. I started to pass out! I gasped several more times then cried out squealing into the gag as I began to shudder and twitch involuntarily! Madge quickly cupped her hands tightly to my crotch and held me tightly and motionless as she felt the first twinge. "Come on sweetie, come on, comefor 'aunt' Madge, come for 'aunty' sweetie. Mmmmmmm," she said as she pulled her hands even tighter and deeper into my nyloned crotch. And then I gave a weak, breathless moan as I "mmffed" into the gag as she felt me begin twitching violently in my tight panty girdle! She knew she had gotten me off, she felt the spasms and seemed more than pleased with her accomplishment. "It felt soooooo good didn't it Timmy? Hummm? Yessssss, such a gooooood little sissy girl! Mmmmmm," she finished as she smoothed the front of the dress and held me while the afterglow washed over me and I lay there whimpering, glubbing into the tight mouth filling ball gag weak and exhausted. "And just think, we've got all weekend to have our little fun don't we?" she said with a smile and a lilting giggle in her voice.