Thad, Madge And 'Tiffany' Tim free porn video

"Thad, Madge and 'Tiffany' Tim" I squirmed uneasily in the car seat as I felt the filmy material of the dress I was wearing swish around me then felt the long dangle earrings as they brushed against my neck. "We really should be getting back, I need to get out of all this stuff," I said to Thad, feeling a little embarrassed now as we sat there parked. "You made it through the dance wearing a dress, what's another hour or so? Relax. no harm in having a couple beers is there?" he said as he finished rolling a joint like we were just two "buddies" out for a cruise. I heard the crackle and smelled the strong scent of the marijuana as soon as Thad lit it and took a hit. "Man you sure had people fooled at the dance though. They really thought you were a girl!" he said as he passed the joint holding the smoke in with a trace of amazement in his voice "amazing" he continued as he glanced at me looking over the pink chiffon dress the pink satin bow around my corseted waist, the shaved legs the shiny nylons and the pink stiletto heels. I sipped my beer, then took a puff from the joint and handed it back. The grass was potent, I could feel it almost immediately as I began getting that "buzzed" floaty feeling. I began to feel even stranger than before because I was a guy sitting here in a dress! "Maybe we should just head back huh?" I said nervously as I studied the surroundings. I sat my beer down. But Thad only continued, insisting he wanted to at least finish the joint and the rest of the beer before driving back. We passed the joint back and forth a while longer until we finished it. The "buzz" I was feeling intensified and things began feeling almost surreal. Here we were in his dad's Lincoln Town Car, parked out at the lake at the camp ground on a quiet tree lined drive. We were backed into one of those RV stalls that was usually busy in the summer but in the winter like it was now the place was dark and deserted and there was no one around for miles. And, I was still wearing a dress! I looked out and noticed the vacant lots and picnic tables as a few leaves left over from fall rustled in the cold breeze. I could see the moonlight shining over the lake and noticed how quiet the place was now. Feeling a chill I swished my aunt's mink wrap tighter over my shoulders as I sat waiting for Thad to finish his beer. The satin lining of the mink felt cold and it didn't help that my top was bare as well as my legs. I listened to the music on the radio and noticed the glow from the dash and how it illuminated the both of us. Thad sitting there in his tuxedo and me sitting there in that lacy frothy, frilly pink confection looking like the 'queen' of the prom! I finished my first and only can of beer to cool my throat from the joint then leaned back spacing out a bit as I waited for the drive back to town. Thad opened another and took a cold gulp. I shouldn't have done it I thought. It was a stupid idea all around, the dance. It was one of those senior year high school prank festivals somebody had thought up years earlier where some of the guys go as girls on these dates. It was a regular dance but for a laugh some of the guys went as girls and had "guy" dates and tried to look as much as couples as everyone else. It was a kind of mix-and-match deal. There was always the laughing and playing around but it was all done in good spirit to break the monotony of winter and the school grind. It had been my aunt's idea especially after she brought up the memory of her coming home unexpectedly and catching me in my "experimental phase" trying on some of her lingerie several years earlier. She thought I had stopped that practice but in reality I hadn't. I had just become a lot more careful over time. But something told me she still suspected although she never mentioned it again. I didn't really want to go but she seemed insistent, saying she thought it would be in the "school spirit" if I got into the swing of things and more importantly even more fun if I went along with her plan and played it to the hilt She even talked Thad into playing along with the gag by being my 'date' for the dance. He was a neighbor of hers a couple years older than I who was home on break from college. I had always been small for a boy, slightly built and she mentioned an old vintage bridesmaid's dress she still had and said that with a little work it might just fit me! She kept on until I finally tried it on one afternoon. Although it worked for my height I found that it was a little tight around the waist. I thought that was it and I wouldn't have to go to the dance, that is until she rummaged through an old trunk and pulled out an old white satin corset of hers. After that things were pretty much set. I would be going to the dance and I would be doing it in "drag." Not the "campy" drag that I was sure several other guys would be doing, no, my aunt Madge wanted everything to be just right, over the top with every feminine nuance covered. She even scheduled an appointment for me at her beauty salon! Sitting there in the car in the middle of nowhere now made me uneasy, I wanted to go. The thoughts of that evening began to bother me and the smoke, well it just made me feel more weird and paranoid all around. Everything ended up fine but at first everyone thought that Thad had brought a real girl to the dance! A real girl! They didn't know it was me! Madge had done too good a job. She had made me look too feminine! She'd even bought me a pair of pink stiletto sandals with five inch heels and several days before the dance made me practice walking in them around her house. Thad was older than the other senior guys at the dance and that only served to make us look like an even more legitimate couple. A few people at the dance told me that there should be some kind of award or trophy for the best looking 'fake' couple because they were sure me and Thad would have won the prize. I was glad there wasn't a prize and was glad once the evening was over and we could finally get out of there. She'd made me shave everywhere and dress completely from head to toe and from the skin out. She even made me keep the appointment at her beauty salon to get my long, light blonde hair lightened into a bright blonde and curled and styled in a feminine manner which ended up in a bit of a retro look because of the old style dress she planned on putting me in. She even had them do my nails to match and had them pluck my eyebrows into a high and feminine arch telling me not to worry because the brows would soon grow back in! I complained, but once Madge made up her mind it was set. The ladies at the salon seemed impressed saying it took a lot of guts for a guy to go as the girl to the dance, they of course knew about the tradition. And the stylists working on me took great excitement in giving me the works, plucking, painting, piercing, primping and fussing until they were satisfied my new appearance looked more than feminine enough. They even worked a pink satin bow into the hairdo for additional effect! I heard the layers of the chiffon gown rustle and heard the zip of the nylons under the dress as I moved huddling in the seat clutching Madge's mink wrap around me to stay warm. It was different dressed like this. My legs were cold as was my exposed upper chest in the low cut short puffy sleeved gown. I could feel the long eyelashes when I blinked and felt the long dangly earrings in my newly pierced ears as they brushed against my neck whenever I moved and I could feel the pearl necklace around my neck and how the pearls felt cold against my hairless, powdered and perfumed skin. I realized it was a unique sensation but it was intensified due to the strong joint we had just smoked and I didn't like the feeling. I watched as Thad opened yet another beer. I was wearing it all now. Madge had started by lacing me tightly into her old white satin corset. Then she put me in a white satin garter belt and gartered me into a pair of old fashioned beige seamed nylon stockings that went all the way up. She put me into a matching white nylon and lace brassiere then added breast forms to fill out the front of the dress. I was tucked tightly into a tight white spandex briefer girdle which gave me the appearance of a girls muff. Then over that came a pair of lace trimmed white satin tap panties complete with a little pink satin bow at the center of the waist band and little pink satin bows at the front of the flared lace trimmed leg openings. She finished with a tailored white nylon full slip and added a flouncy, layered lace trimmed white nylon chiffon petticoat over that. She then had me wear the pair of pink patent leather ankle strap sandals with the five inch stiletto heels and even added a gold anklet chain around my right ankle! With my hair and nails already done up it didn't take long for her to freshen my look by combing my hair once again and spray it tight with hair spray and then freshened my makeup for the evening. She seemed excited as she slipped her mink stole around my shoulders then with a lilting giggle handed me a little pink clutch purse for a further feminizing effect then smiled and waved excitedly from the door as she watched Thad escort me to the car. The buzz from the pot and the beer intensified now and the surreal thoughts and feelings continued. I was sitting with Madge's neighbor Thad out in the country having a beer and smoking a joint like a couple of guys hanging out but with him in his Tuxedo and me in that frilly dress it was too much now. "Let's get going back. I want to get out of this getup," I said again. "Wait a while," he said. "Let the 'buzz' wear off a bit," he said as he leaned back and relaxed. I watched as he switched the radio to an old station that played soft mood music. He then leaned over and adjusted the rear view mirror so we both could see. "Hey, we should have gone to that glamour photo studio and had our picture taken before the dance huh!?" he said with a smile as he held me close, cuddling me like I was his real date. I pushed him away. "Yeah right. Let's just drive back to town huh?" I said letting him know I'd had enough fun for the evening. It was then that he got quiet for a moment. "You really look like a girl the way your aunt made you up. You know that?" he said as he looked me over. You're small like a girl, you wiggle when you walk. Your skin is smooth," he said as he put his arm around and pulled me close again. "You even smell like a girl." I felt him pull me close holding me tight and gasped when, without warning as he pressed his lips tightly to mine! I heard the fabric of the dress swish and rustle loudly as I tried pulling away. I felt my lipstick smear then felt his tongue begin probing as he French kissed me deeply! I struggled to push away as he said "relax, relax baby" then felt his hand on my lap feeling the nylon chiffon of the dress swish against the nylon stockings I had on underneath and heard the zipping sound as he began fondling my legs through the dress! "What the fuck are you doing!?!?" I gasped in surprised shock as I gathered my strength and shoved him away. "Don't get confused!" I was high and buzzed from the beer and smelling the feminine scent of the perfume that hung in the air around me I felt sickened and embarrassed at what had just happened. "Drive me home" I ordered. He smiled like nothing had happened as he looked me over again. "I'll walk!" I said. "Go ahead, it's only a few miles back to town," he said as he moved away then sat back upright on the driver's side. I waited a moment longer looking out the window at the deserted campground watching the leaves blowing in the cold breeze then made the decision that anyplace was better than here. I gathered the mink stole around my shoulders then pulled on the door handle. The bright dome light illuminated the interior of the luxury car and the cold winter wind whistled inside to Thad's surprise. It was cold, colder than I remembered as I slammed the car door and tightened the mink stole around my shoulders. I could feel myself teetering on the high stiletto heels on the uneven road surface as I began moving away and felt the wiggle in my walk then looked back to see Thad still sitting in the car watching my dress billow and flutter in the breeze as I minced away, clicking on the high stiletto heels. I could hear the wind in the trees and felt the cold breeze as it swirled around my shaved and nylon clad legs and blew up my dress puffing it out along with my petticoats. The skirt of the dress fluttered and rustled and I could feel the cold air on my exposed chest as well. I wobbled and minced a few more clicking steps and began rounding a corner when I realized I couldn't make it back to town, not in these heels and not with it being as cold as it was now. So, I realized I was forced to turn back. I could feel the nervousness return as I turned, clutched the mink around my shoulders once again then looked to see Thad still waiting as I approached the car. I could hear my dress and nylons swish as I gathered the voluminous chiffon material and adjusted myself in the thick velour seat then slammed the door. "Come back for your purse doll?" He asked holding up the little pink clutch purse Madge had given me for effect. "Fuck you!" I angrily replied. "Why don't you relax! Can't you take a joke!? Geez! Come out for a joint and a few beers after the dance and you freak out," he said in an innocent, mildly inebriated tone but I noticed as he opened the last beer of the 6 pack that he was still looking me over! I felt faint, uneasy and felt the knot forming in my stomach, but for the moment the car was warmer than that cold dark and windy road to town. He slid near but once again I pushed him away. "I should have taken a real girl to the dance you know that!? At least I'd be having a lot more fun now" he said as he took another gulp of beer then paused then glanced around the darkened campground then noticed there wasn't another car or another soul in sight! He set the beer down and looked me over again. The tight curled blonde hair with the satin bow, the makeup, the long dangle earrings and the pearl necklace. He studied the jutting jiggling breast forms, the gleaming pink nylon chiffon of the dress and the pink satin bow of the sash around my now tiny waist then studied the smooth, hairless legs that gleamed in sheer ladies hosiery and how the delicate little gold anklet around my ankle shined in the light and how my small dainty feet wobbled on the high pink stiletto heels as I moved and wiggled closer to the passenger door to keep my distance. Another moment passed and then, I heard a loud click! He slid near again then began feeling the wispy sheer nylon chiffon fabric of the sweeping skirt of the dress then took in the perfume I was wearing. " Yeah, your aunt Madge really went all out with you. She sure made you look feminine alright," he said as he scanned the deserted campground once again then continued in thought. "I bet you like wearing all that frilly, slippery, stuff anyway, don't you? You complain, but deep down I'll bet you just love it, don't you?" he said as he felt the soft, filmy pink chiffon with his fingers. "Maybe we could be having 'a little more fun' right here couldn't we? That would be nice, wouldn't it?" he said as he moved in and put his arm around my waist again and held me close. "Mmmmm right here in the car." I thought about taking another chance to walk to town. "I think I've had about all the fun I want for the night, let's just get headed ba.....Mmmpphhh!" Suddenly my words were cut short by another full lipped kiss that held me silent and now it was too late to leave because Thad was on me in an instant! I grunted and struggled as he pressed his lips to mine and began squeezing and kneading my breast forms and then feeling me all over. But now instead of feeling my legs up through the dress he began reaching under the skirt! The chiffon and the petticoats swished loudly as he pushed me down on the front seat and began working my dress up! "Wha... what are you doing!?!?" I yelled in surprise feeling my lipstick smear again as I broke the kiss gasping and looking on in surprise. He quickly fumbled at the front of his pants. It was then I could see he already had a hard on and it was poking at the front of his pants! He quickly unbuckled his belt and began undoing his trousers then pulled them down to reveal a throbbing hard on and a large dangling ball sack swinging between his legs! As his erection swung and bobbed in the air he quickly reached over and opened the glove box, fumbled through it then took a bottle of his mother's hand lotion out! "What, what the fuck are you doing!?!?" I said as he quickly began squirting a large amount of the gel into his hand and began working it all over the erect shaft! "Don't worry, don't worry nobody's going to know, nobody's going to find out," he said gasping with excitement looking around the deserted campground and then at me once again excited that he now had me very much alone and to himself! I squealed in terror! I quickly rolled over and tried the door then felt the sheer panic wash over me when I realized he had locked all of the doors with the master switch on the driver's side console! I fumbled at the top of the door but the lock button was recessed and I couldn't pull it up to unlock the door. I couldn't get out! Being bigger and stronger than I, he had little trouble pulling me back down on the seat and flipping me over onto my back once again. He quickly swished my dress up and pulled my white satin tap panties down my legs with a zip. "Dressing like a little girl, all pretty and feminine. I like the sound of your clothes, the smell of your perfume," he said as he found the lace trimmed waistband of the tight white spandex briefer girdle I wore underneath then began tugging and pulling at the waistband as I struggled to get away. He yanked the tight briefer down exposing my bottom and then my front, I heard the fabric tear slightly then swish as he quickly pulled it down my nylon stockinged legs and over the pink stiletto heels and tossed it aside on the carpeted floor. He swished the bouffant skirts up again with a loud rustling swish exposing my long smooth legs and began fondling them, the tightly gartered opera length hose now gleaming in the light! "Shit! You've got pretty legs, just like a girl!" He gasped with further excitement. In passing he noticed my little shriveled hairless ball sack and my little flaccid member that was much smaller than his and chuckled "you're so small anyway, you should have been a girl!" He quickly turned his attention back to my shaved and nylon stockinged legs. "Lady legs. Mmmmm pretty legs, just like a lady!" He then took a hold behind each knee and pulled. I was caught off guard at how quickly and easily I slipped against the frictionless material of the chiffon dress as he pulled me further down on the car seat. He then worked himself between my legs and hunched over me holding me down as he moved in! "G...get the fuck off!" I gasped then grunted at feeling his weight on top of me. I gasped in terror as I struggled trying to slap him trying to shove him away but he was too strong. He leaned in grasping his throbbing hardness steering it towards me as he worked my legs wide! I heard the rustle of the clothes the quiet gasping excitement as I struggled in the front seat by the glow of the dash light and the radio played. "Unnnngh, g...get, get the fuck off!" I gasped as he got closer. I could see the glistening hand gel dripping from the bulbous head now! Then as he moved in holding his stiff shaft I felt the cold slipperiness of the lubricated head as it pressed it against my upper thigh then slid deeper towards my bottom! "I...it's c...cold!" I gasped. "Don't worry darling, it won't be cold for long," he said with a knowing smile as he pushed me down further then got my already spread legs into the air! I then felt him slide his hard on closer to my bottom as he worked even further into position. "Get the fuck off me, you sick fuck!" I gasped and yelled again in panic, "this, this isn't going to happen!" "Oh yes it is!" he said as he continued excitedly and worked himself tighter and closer until I felt him steer the large head of the vein engorged shaft against the tight opening! I struggled again as he started to poke and hump me trying to work himself inside! "Oh yeah, oh yeah baby, that's it that's it!" He gasped "You just relax, you're gonna like it baby, you're gonna like it, you'll see. You like dressing like a girl? I'm going to make you feel like a girl, you'd like that wouldn't you? Make you feel just like a girl. You'll like that. Bet you're gonna be nice and t...tight too!" He gasped excitedly as I continued to struggle, panting and whimpering now nearly out of breath as I writhed and struggled under him. I began feeling the pressure now, I grimaced and issued a panicked breathy gasp that to him accompanied by my struggling, the smell of perfume in the air and the sound of all the swishing chiffon must have sounded feminine to him because he seemed to grow even more excited and determined as he pressed even harder! "D...don't Th...Thad, d...don't!!" I whimpered pleading breathlessly then grimaced as he leaned in pushing harder against me. I then felt myself being stretched! I felt the tightness and then the pain and sensed his excitement then knew that he was working himself inside and that he wasn't about to stop until he was all the way in! I tried to keep him out but the lubricated lotion was too slippery. I felt the pressure build then gasped and grimaced as I laid there tossing my head from side to side in disbelief at what was happening to me! He pushed again as he hunched over me, he moved lower and closer to me as he continued forcing himself inside! I felt the painful tightness grow as he began stretching me! I struggled underneath him again as he stretched me further, the dress now a rustling, swishing nylon chiffon blur as I tried to wriggle away, my gleaming nyloned legs kicking in the air as he pushed and humped yet again gasping with excitement. I felt sick and faint now, I couldn't take it! I felt the pressure continue to build, the incredible tightness as he forced his hips ever closer to mine. "Yeah, oh yeah baby, that's it, that's it! Ahhhhh yeah! Tight little bitch, nice and tight!" he said as he held me pressing firmly until finally I felt him start sinking in! I squealed a gasp through a dry throat and tried kicking my legs again to get away but it was no use. I felt as if something would give way as he continued pressing, pushing into me. I felt him, stretching me wider and wider still until he had me stretched drum tight! And then, when I thought I would pass out from the pain and the incredible tightness I whimpered a breathy, almost girlish squeal then felt my face flush. "Uuunnggghh," he gasped loudly straining against me until he sunk his hips forward forcing the large bulbous head inside of me. "Looking all nice and pretty like a girl, getting the guys all excited," he said, "dressing like a lady," he gasped as he pushed in further sinking deeper and deeper into me as I gasped and struggled. I couldn't get away now, it was hopeless. He had me on my back, he had my legs spread wide and in the air and now stiff erection was firmly inside of me! "I'm g... gonna give it to you baby, gonna make you feel like a lady now," he said with an excited moan as he pushed in even deeper causing me to issue another breathless pained moan! "Unnnggghhh!" I gasped in wide eyed shock and at the sensation. "N...nice and t..tight!" Thad gasped as he went to work. The sensation was too much. I couldn't get away and could barely move now as he had his way. As he continued to hump I felt him inching deeper and deeper inside. I felt the thick vein engorged shaft as it slid it deeper and deeper until I could feel his hips pressing tighter and tighter against mine until his large ball sack that dangled between my legs was pressed tightly against me as well! And as I laid there with my feminized legs splayed wide I felt the sensation as he moaned with pleasure wiggling and grinding himself tight against me to get as deep as he could. "Uuunnnggghhhhh! Oh Yeah! Yeah! I...it's all, all th...the way in baby!" he gasped excitedly. "Unnngghhhh! S...so ni...nice and, and t...ti...tight," he gasped as he began sliding his stiff shaft in and out, in and out in short strokes that got longer and longer until he was soon moaning with pleasure and taking long full strokes! Now firmly between my legs he hunched over me holding me tightly as he pistoned in and out in almost delirious at the sensation. "Uuuunnngggghhh! Yeah, yeah! Unnngh! You're so nice and tight baby," he said working himself up to a fever pitch! "Feels so good!" I could smell the perfume in the air as I heard the radio playing softly in the background as he humped me by the glowing dashboard light then noticed the windows were starting to fog. I grimaced and gasped again stunned and speechless now as he continued thrusting into me. And then the car began to rock! Too weak to fight or struggle now I was forced to lay there as Thad had his way. I could hear his excited breathy gasps as he began stroking in and out even faster now. My chiffon dress and the petticoats were now pushed up high around my waist. My left leg draped over the back of the seat while my right foot rested on the dash above the steering wheel, my stiletto heeled feet unable to push against anything simply twitched in the air now undulating from his thrusts. The nylons gleamed and shined in the light and I could feel them straining against the garter straps and hear the silken zip as he continued humping into me! And then I saw a bright light! It was headlights! Headlights of another car! Another car was cruising the campground! I could hear it approach and then slow. The light got brighter still now totally illuminating Thad and me even through the fogged windows. Thad wiped the window with his hand to clear the fog and looked out. He then continued on as before. What if it was someone from the dance I thought, they might know it was Thad's car and they would know who was in that car! The car continued closer and I was sure they could tell the windows were fogged up and was sure they could see the car rocking as well. I could feel my panic build as the interior of the car got brighter from the approaching headlights and the sound of the engine grew nearer still. "G...get off! Get off me! They'll know what's going on!" I gasped as I struggled with all my might to get lose from Thad. But it didn't matter, he didn't slow his strokes a bit and the car continued to rock. The approaching car slowed even more as it continued by. And then I heard two short taps on the horn. "Fuck her good buddy, that's it!" I heard a guy holler. I then heard a loud "wolf whistle" then heard the laughter as the car rolled past. And then I could hear the cheers and the sounds of teenaged boys voices whooping it up. And then the headlights dimmed and the sound of the car's motor and all the commotion faded as the car then sped away out of the campground leaving us totally alone once again. I became confused and gasped at the realization. I felt sickened. Those guys had indeed seen us. They had seen the car and had slowed to take a look. But instead of taunts and name calling there were cheers instead as they noticed the fogged windows and the rocking car and saw a male form humping madly and then saw what appeared to be ladies nylon stockinged and high heeled legs high in the air and spread wide! The beer and the joint were still in effect and added to the circumstance of me being all "dolled up" and now being taken was simply too much. My mind reeled and went blank! I felt like passing out as I grimaced and whimpered a girlish sob at the sensation as his large member stretched me tight as I felt him humping me, working me over, fucking me like a girl. I felt faint and weak as I stared at the ceiling and out the window into the night sky and into space to put the moment out of my mind as he worked me. I could smell the perfume, hear the swish of the dress and hear the tight zip of the nylons. I noticed the faint music playing and the fogged windows and the glow from the dashboard light and realized that I really was on a "date", but I was the one playing the part of the girl and now it was for real! I was sickened and stunned at the car that passed and saw me only as a girl on a date getting a good fucking and reeled at this quite unexpected turnabout and could only lay there motionless now with a pained and vacant stare. I could hear the faint wet sound of Thad's large lubricated shaft as it slid in and out and heard the slapping sound, the "pat-pat-pat" as bumped against me, grinding his pelvis tightly to mine as he set up a rhythm making the car continue to sway with each of his strokes. "Mmmmmmm, my little girl, my little lady! Yeah! It fe...feels soooo gooood doesn't it? Such a little lady. See? They saw those pretty legs. Did you hear them whistle? Did you baby? They saw those pretty legs of yours spread nice and wide for me and me fucking you just like a girl, they thought you really were a girl! Mmmmm such a little lady," he gasped as I wiggled underneath him. It didn't take much longer until he began panting "oh, yeah, yeah baby that's it, that's it!" His excitement reached its peak as he gasped breathlessly now and moaned in a low satisfied tone. His breath quickened further as he began thrusting harder and faster! "Oh, yeah, yeah baby. Nice, nice tight little bitch! Fe...feels sooooo good. Yeah, mmmmm my little giirrrlllll!" he said now totally in his moment. And then he gasped again "Unnnnggghhh!" Almost stunned at the sensation. "I...I'm g...gonna c...come! I...I'm gonna c...come baby!" he said. I then felt him swell even larger inside me! He issued an urgent moan almost a pained moan mixed with the excitement that he was about to experience the satisfaction of his orgasm. He then quickly thrust into me as deeply as he could and held himself there with his large dangling ball sack pressed tightly against me. He gasped again, his knees began to wobble almost giving way for a moment as he leaned back and moaned open mouthed and rolled his eyes in satisfaction as I felt him actually begin coming inside, twitching violently as he emptied his ball sack into me! He held himself for a moment then pulled out gasping as he continued jerking himself. I watched as the thick white ropes of sperm jetted from the large bulbous head and sprayed across my little flaccid manhood and my shaved and powdered tummy and the chiffon dress until finally he collapsed on top of me out of breath. He nuzzled my neck and smelled the perfume in my tussled hair as he held me. I felt my lipstick smear further as he kissed me deeply once again as his tongue probed me in a long open mouthed kiss. A few moments later he released his hold on me, composed himself then got to his knees. I pushed weakly away from him, his now spent erection quickly subsiding now as it gleamed in the light still twitching faintly as it dangled between his legs. He quickly cleaned himself up and began pulling up his pants as I swung my legs down and took my seat on the passenger side of the car once again then cowered in silence. "Get fixed up. Get fixed up and I'll take you home now" he said. "Smooth your dress out. There's some wipes in the glove box, fix it like it was and fix your face up too. We want your aunt to think we came straight back from the dance and nothing else don't we?" he said as I fumbled on the floor and found my panties then with nothing else to wear I was forced to put them back on. I finished putting the tight nylon spandex panty briefer back on then began working the white satin tap panties back up until they were high and tight around my waist. He watched as I adjusted the panties then fluffed the petticoats and dress back down with a swish and smoothed it out. I found the moist towel wipes and cleaned the stains on the dress hopeful that Madge wouldn't notice. He then watched as I opened the purse to find a little brush and some makeup Madge had put inside for further effect. I lowered the sun visor activating the lights on the mirror then began fixing my hair and makeup as best I could. He watched as I preened and fussed with the powder compact dusting my face then fixing my lipstick. "Just like a girl. Do you feel like a girl? Do you feel like a lady now? I'll bet you feel just like a lady now," he said with a smile. "Fuck you Thad!" I said. "You're a sick fucker!" "Well, I'm not the one wearing the dress now am I?" He returned saying it as if nothing was out of the ordinary. I finished with the mirror then put my things back in the purse and gathered the mink stole around my shoulders once again as he started the car and we pulled out of the secluded camp site and began the drive home. Thad smiled as he looked me over once again. "Yeah, just like a lady, a pretty little lady. Maybe we'll have another date some time. Yeah, get you all nice and pretty again then take another drive. You'd like that, you'd like that wouldn't you baby? I can tell. Sometime when your aunt's gone you'll borrow some of her lingerie and makeup maybe even a pretty dress or something. She always dresses so nice and feminine. Then some night when my folks are gone you can get all dolled up for me again. Mmmmm," he said as his thoughts raced and he formulated his plan to somehow make me into his girlfriend! "You can forget about it dickhead!" I said as I turned angrily. "Maybe I'll call the police when I get home, turn in a case of rape! And since you came inside me it wouldn't be hard to prove now would it!?" I finished angrily then clutched the mink stole around me and looked straight ahead as we drove back to town. Thad was quiet for a moment then suddenly he pulled the car to the side of the road. He grabbed me by the upper arm and squeezed painfully as he yanked me towards him. "You're not going to say anything, understand that bitch!?" He glared. "Look at you, the 'prom queen.' You're nothing more than a sissy boy in a dress getting what he deserved!" "My aunt talked me into this for that stupid dance, it was her idea shithead! I never should have gone, especially with you!" I returned. But it didn't matter. "I've heard other things, other things about you from your aunt you know. She told me. Like about the time when she came home early a couple years ago and you were in her bedroom all dolled up in her lingerie and her nylons and wearing her high heels as you swished around the room looking at yourself in her full length mirror! She said you even had a couple dresses of hers laid out on the bed. You were going to play dress up and try them on weren't you? Weren't you sissy!? I know all about you," he said. I felt myself break out into a cold sweat and felt the hair on my neck stand on end then felt the color run out of my face at learning what he now knew! But he only continued. "We'll keep this between ourselves but this isn't over. We'll keep it nice and quiet so nobody knows but you're going to start by being my new best friend. And when we're alone you're going to start being my new 'girlfriend'! You'll get some of your aunt's pretty lingerie and a couple nice outfits. You can stash the stuff at my place, we'll put everything in a bag and hide it in the attic. Yeah," he said as he continued spelling out his plan "We're going to be having lots of fun." "Fuck you!" I exclaimed. But he only grabbed me and yanked me once again. "Oh, yeah!? Maybe I'll tell everybody you're really a swishing little sissy!" he said. I continued on by telling him I'd ignore him and that everyone would just blow him off as nuts especially since everyone had seen me at the dance and knew it was all a put on anyway. But it didn't matter. "Or maybe I'll just beat the shit out of you right here and make you walk home!" He yelled then shoved me against the door. "You want it that way? You want it that way bitch!?" I was too frightened and stunned to answer as I clutched the mink wrap and cowered against the door. Now satisfied of his control over me he began to calm down. "I hate sissies but would never hurt a girl, especially my girlfriend. You're going to be alright princess, as long as you play along. My head spun and my mind reeled as we drove back to town. "You keep your hair blonde and keep it long. Keep shaved all over from now and on and I want you to start wearing ladies panties and nylons everyday too. And then when I want, you're going to get all pretty for me again. Maybe later when you learn to act more like a girl we can drive into the city where nobody knows us. You can go with me dressed as a girl and nobody will know. As pretty as you were tonight it would be easy for you and with a little more help from your aunt Madge you'll be undetectable!" he said with excitement in his voice, "my pretty girlfriend. You're so nice and tight too, so nice and tight. You'll get used to it baby, you'll see, you'll get used to it and you'll start to like it and I bet it won't be long until you want my big cock in you all the time stretching you nice and tight. You'd like that wouldn't you baby? I know you will," he said as we continued back to town. For the moment I kept silent. I didn't want to risk any rumors or stories Thad might spread about me and even though they would all be mostly fabricated lies it wouldn't matter. And, I didn't want to risk a beating either! *** My stomach was in knots and I felt weak and faint all the way back to my aunt's house. She met us at the door and Thad played the part as if nothing happened. Madge was happy that we had such a "fun" time and soon the evening passed. But Thad made sure to call the next day to give me instructions. I managed to "borrow" some makeup some lingerie and a couple of outfits from Madge. They were old dresses from the back of her closet I didn't think she would miss and they were feminine enough to meet Thad's demands as well. Then it wasn't long until I was forced to go on another date. But this time doing my hair and makeup myself and not wearing as fancy or as fussy a dress as the night of the dance it seemed to be a let down to him. He insisted I practice more with the makeup and learn to fix my hair in a more feminine style. He also wanted me to act more feminine as well. It took a couple weeks of practice but I soon got better with the makeup and in doing my hair and although the mannerisms were a bit forced he seemed pleased with my progress. The college break finally ended and Thad had to go back to school. I thought I might get a break to get away from Thad but he was soon home again every weekend now making sure I stayed with him and stayed in line. It wasn't long until I could get made up and dressed for him at almost a moments notice whenever the urge struck him! The drives out into the country although satisfying for Thad were becoming tedious and a bit risky because his dad was beginning to wonder why we were always hanging out so much together and driving around at all hours on the weekends. He didn't suspect anything though. So Thad decided that it would be easier if I would just make the trip across town to visit him early in the afternoons on the weekends. His folks always seemed busy and were gone most of the day and usually didn't get back until supper time. That way he could have me for at least a couple of hours before his folks got home and so they didn't always see me hanging around I could leave after Thad was done with me. I didn't like the arrangement but for the moment didn't have a choice. Then a few days later the phone rang again. "I have a three day weekend coming up baby. I want you to come over, spend the weekend, we can hang out, the folks are gone," he said. It sounded like one buddy talking to another but it was far from that. I drove over that Friday afternoon after school to meet him at his house. And sure enough his parents were gone. "We have the place all to ourselves all weekend baby!" he said as he led me to his bedroom. He then closed the drapes then pulled out the little overnight case I kept my makeup and clothes in. I started getting undressed and he liked the fact that I kept my toenails polished and that I was indeed smooth shaven and was wearing panties and pantyhose as he'd instructed. "Take your time getting fixed up baby," he said, "I want you all nice and pretty for me," he said as he left the room for a moment then returned with an expensive frilly pink nylon chiffon nightie complete with matching bra garter belt and pink frilly panties! "Put this stuff on I found it at the back of mom's dresser. You can wear a dress later but for now I want to see you in some pretty lingerie. Take your bath and get all dolled up now" he said as he left the room. I felt sick to my stomach as I entered the bathroom. I had done this before, matter of fact, apart from the new present of lingerie from Thad my weekend afternoon visits had become routine and although I would be spending the whole weekend here I knew what was in store. I found the bottle of tranquilizers in the medicine cabinet that were his mothers and since I would be wearing her lingerie for the afternoon I didn't think it would matter. He didn't know I had done this before, not every time, but it helped me get through my visits. This time I took two pills. As I bathed and Naired myself smooth once again I felt the effect of the pills start in as the calming sensation enveloped me. After a good soaking and rinsing I toweled off and after drying my long blonde hair I began putting on the makeup to get the look Thad wanted. I started with plenty of foundation then added dark mascara, a bluish eyeshadow and false eyelashes then finished with plenty of gloss red lipstick and a rose colored blush. Then using a curling iron and hair spray I carefully parted my long blonde hair in the middle and began curling it into a soft and feathered look with plenty of feminine curls framing my face and shoulders. After applying the long red salon nails and dusting off with a powder puff I sprayed down with a very feminine body splash and added a strong floral perfume. I added long dangle earrings and a three strand pearl necklace then returned to the bedroom to dress. When I was finally finished I called for Thad. "Mmmmm, my little Princess all pretty and ready for me," he said as he entered the bedroom looking me over as he closed and locked the door. I could already see him getting hard as he began to undress! And why not? I was his 'girlfriend' now!" With my refined feminine mannerisms and my acquired skill with my hair and makeup I was all dolled up just the way he liked. "Flirt with me, flirt with me baby," he said as I sat there on his bed with the covers down exposing the white satin sheets and with the white satin pillows propped up against the headboard. I wiggled my shoulders causing my prominent breast forms to jiggle and my long blonde curls to sway and tussle as I puckered my gloss red lips and batted my long dark eyelashes doing as he said. He looked me over excitedly almost greedily as he took the bottle of lubricant and began working a liberal amount over his stiff vein engorged shaft. Once the lubrication was dripping he came to bed and started by working the tight small pink satin panties down my nylon stockinged legs. "Mmmmmm, such a pretty little girl. I think I'll call you 'Tiffany' when you're all pretty for me. Do you like that baby? It's a much better name for a pretty girl than Tim don't you think?" he said pulling me further into his plan. His manhood was already twitching as I played my part and became his girlfriend once again. I cooed into his ear as I put my arms around his neck and played the feminine part to the hilt wishing I was anywhere but here. I remembered the slaps and the times he would twist my arm painfully behind my back to explain how much easier it would be if I fell totally into character when we were alone. And although I hated it it was easier to go along and soon all the violence towards me ended and he started treating me as if I actually was his real girlfriend. I felt the tranquilizers wash over me taking my cares away as I felt our lips meet and he began probing me with his tongue. I was forced to kiss him back and swoon like a girl as he held me. I heard the swish as his hands felt my tightly gartered seamed beige nylon hose. He fondled my silicone forms through the matching lace trimmed pink satin brassiere feeling the erect nipples he had ordered and had me attach to the forms for a more realistic sensation. It didn't hurt as much anymore now. I felt the pressure as he entered me and stretched me tight and soon he was once again humping madly into me as my legs and heels twitched in the air, the pink nylon chiffon baby doll nightie up around my waist. Thankfully the pills made me numb to the situation and the sensation as he worked himself in and out of me in long deliberate thrusts until I could feel him tense up and gasp. "Unnnghhh! Ahhhh, yeah, yeah baby mmmmm," he said as he moaned again with pleasure working me until once again he drained himself twitching violently inside of me as he came. He then laid down on top of me still inside and began kissing me silently in the afterglow until after a few minutes he pulled his flaccid member out of me, still gleaming from the lubrication as it dangled between his legs as he moved to lay down beside me. "You can go get cleaned up now. Since the folks are gone you can look through mom's closet. Pick out one of her pretty dresses, something old fashioned so you can play the lady of the house. You can cook dinner and after some dancing and some wine we can come back to bed again. Won't that be nice baby?" He whispered totally contented now. I wasn't thinking much about anything and was in my own world now thanks to the tranquilizers. But he continued. "I'm going to be a senior in college next year you know. Maybe you could tell your aunt that since you're a senior in high school this year that you're having problems about growing up, like maybe you're really a girl, a girl trapped in a boy's body or something. You could tell her you've had the feelings you are a woman for some time and that you want to be one for real now." It was laughable at how far he was taking things. But he seemed serious! I couldn't believe what I was hearing. My head was in a spin and I began to feel faint and dizzy and my stomach began to tie in knots! "You could move out with me in a year or two once I start medical school, we could get a small apartment. You could start living as a girl full time then and nobody would know. Won't that be exciting baby?" he said as he nuzzled close kissing me once again as he continued to hold me. I became confused. My mind began to reel at the idea of being pulled into Thad's world. Was I really a 'sissy?'" Or was I just a timid weakling afraid of a beating. I wanted to run away but it seemed that now, like it or not his plan was well underway. The weekend passed quickly. Before I returned home, I paid my aunt Madge a visit as I often did. It had been her idea for me to go to that dance and since then with my several ongoing 'dates' with Thad she had noticed the errant smudge of eyeliner or the faint scent of perfume that I failed to scrub well enough away that remained after one of our meetings. She began to notice the slight but feminine movements and gestures on my part that were beginning to creep into my normal life as well. She then confronted me one afternoon about some missing lingerie and a dress of hers! She smiled and giggled quietly not at all surprised by her revelation about me. I was such a nice and proper boy, quiet, studious, but small in stature and slightly built. She seemed to take delight in feminizing me for that dance. She took notice of how much time I began spending with Thad too. "Are you and Thad an 'item' now?" She asked one afternoon. I stammered on the subject but she seemed to already know the story. "Do you like being feminine for Thad, hummm, sweetie?" she asked then continued, "if you want to be his 'girlfriend' it's okay dear, but you must let me help you start by playing the part more convincingly," she said. I felt dizzy and weak as she continued her conversation telling me, almost welcoming me to move in with her. I wasn't getting along with my foster parents anyway and as far as being a young man I was a bit of a disappointment. I wasn't rough and tumble and didn't go out for sports. Madge knew I would be far better off with her than at home. "You need someone to take care of you darling someone to help you to become more pretty and more feminine. I understand Thad is going into medicine, he's going to be a doctor. I would be happy to help you along. You could move in with me and we could start right away and when I get done with you, nobody would ever know you weren't a real girl. I'll teach you how to dress and act like a proper young lady and we can get you started on female hormones right away and you can continue to see Thad. His parents are very open minded and I am sure they will come right along after they learn that you're going to become a real woman." My head began to spin as I listened further. "You'll just love being the 'lady of the house' a pampered housewife. It will be so much more fulfilling than having to get a job. All you'll have to do is look feminine and pretty for Thad and be his housewife. You'll enjoy your new life 'Tiffany' dear, you'll see!" She said with excitement. "Wha... what d...did you call me?" I asked at hearing that familiar name. "I called you 'Tiffany.' You can't very well be going around as a girl with the boy name of Tim now can you? Such a lovely, feminine name, 'Tiffany'," she said. "B...but why 'Tiffany?'" I asked as I instantly realized that Madge and Thad had been planning this all along! I had already heard the background from Thad and how he had been talking to Madge, but now I knew without a doubt. Madge was going to feminize me and then watch as I was forced to take on the ladylike role of being Thad's fianc? and future wife! "You can change your name to anything you like as long as it's a feminine name," she said as she picked up the phone. "Wha...who are you calling!?" I gasped. "Why don't be silly. I'm calling Thad dear," she said with a smile and a lilting giggle. "If we're going to do this we might as well get started out right don't you think 'Tiffany' dear?" With that she giggled a lilting satisfied giggle and started dialing. I was sure Thad had told her he had informed me about what everyone now knew and I also knew by Madge's enthusiasm and excitement and the look in her eye that after the phone call she would be telling me all about it. I listened as she held the phone to her ear. The conversation started slowly but continued until they were chatting up a storm. I didn't want to go through with it but became confused at knowing Thad wanted me and that Madge wanted to supervise my total transition and transformation for real now! I felt weak and confused, my mind was reeling once again as I went to the living room and collapsed on the couch. And with the name "Tiffany" still ringing in my ears I listened as the phone conversation continued. But it didn't matter anymore, not really. Because I already knew the story. Madge and Thad were careful and methodical in their plans for me. Madge moved me in with her and immediately started me on female hormones. She then began feminizing me in earnest, working full time to make sure I started looking and acting like a young woman on a full time basis. It took a bit of work to convince Thad's parents about me, especially his father, but once my breasts started developing and my hips started widening and my look and mannerisms continued to soften his dad soon began forgetting about me being a boy and started calling me Tiffany just like Madge and Thad did. I soon had a feminine hairstyle openly now. I wore makeup all the time, wore jewelry, let my nails grow and painted them and even carried a ladies purse. I wore dresses and high heels more and more often too and even went shopping with Thad's mother on occasion until finally to Madge and Thad's delight Tim was forgotten. The procedures continued as did the dosage of female hormones which now began to effect how I thought. I now found myself more emotional and even started thinking feminine thoughts as the last traces of being Tim in my mind began to fade. Moving away to a new town and our new apartment as Thad continued and then finished school was effortless at Tiffany now. I was recognized and treated totally as a woman with no mention or inkling that I had ever been anything else. The thought of being thought of as a real woman bothered me from time to time but soon even those thoughts began to fade too as I continued on in my new lifestyle. A few final procedures completed my appearance and a few months later Madge and Thad's mom were busy planning the wedding. I was there for the many dress fittings the bridal shower and all the other things a future wife was supposed to concern herself with and all without a trace of anything masculine. I found myself surrounded by women dressmakers, hairstylists, corsetieres, and the many lady friends of Madge and Thad's folks as the big day approached. It all went so quickly. Madge's mother gave me one of her tranquilizers to get through the busy ceremony and soon the festivities were over and later that evening Thad was carrying me into the bridal suite of the fanciest hotel in town. "You've never looked lovelier dear," he said excitedly as he laid me on the large king sized bed. I swooned almost dizzily at the effect of the tranquilizer still in my system as I watched Thad standing at the foot of the bed looking at his new "wife" laying on the bed while he tossed his tuxedo jacket on a nearby chair and began removing his pants. I felt my face flush as I remembered that first night after that high school dance and watched as Thad climbed onto the bed. He unbuttoned the back of the dress and after unhooking my brassiere he pulled the dress down in front then began kissing me, fondling and squeezing my now very real breasts and it wasn't long until he was lifting my gown and petticoats once again and working the white satin panties down my legs. The tightly gartered stockings were a glossy white now as were my stiletto heels as he got between my legs and spread them wide. He then excitedly began probing me with his throbbing hard on once again but now as he worked the bulbous head up and down my very real vaginal slit I realized I really was his "wife" now! I could feel the female hormones rushing through my system as he worked my slit pushing, humping as he worked himself inside. I felt the pressure and felt him begin stretching me and felt the tightness once again but now it was different, like it was supposed to be. He liked the tightness of my smooth slit and marveled at how it puckered in as he worked himself inside. It was a bit dry at first but as he pulled back a bit before he thrust again it caused my vaginal lips to splay open for him and envelop his manhood. The sensation was tight just the way Thad liked it and soon the results of all my procedures were confirmed as he held my legs in the air once again and held my hips and waist tightly gasping with satisfaction as he thrust into me. I could hear him gasping as he held my wide womanly hips and then put his hands around my tiny corseted waist. I could hear his gasps and feel the tightness of his hands around my waist then felt him squeeze my waist tighter still. I felt dizzy, I gasped, asking why he was squeezing my waist so tight but he only continued humping into me with satisfaction. I could see my pert, erect nipples as my ample breasts jiggled from his thrusts then looked down to see him thrusting in and out of me as my pouting vagina held him tight. I began to feel dizzy, the room began to spin. I heard myself issue a girlish gasp and squealed as I started blacking out from the sensation! I swooned then felt my knees weaken and then felt myself hit the floor! *** I heard a click then began coughing, I could feel myself shaking my head and pulling away as I smelled the strong ammonia smell of the capsule that Madge was now waving under my nose! "I'm sorry dear, I guess I got a little carried away and laced you a little too tightly into your corset," she said as my head began to clear and she helped me to my feet. I was dizzy and confused as she continued. "I shouldn't have laced you so tightly dear. I shouldn't have laced you up while you were standing on those high heels either. But I did tell you to get a firm hold of that corner bed post didn't I?" I looked to the mirror and saw my hairdo, the makeup and the lingerie I had on. I then looked to the bed and saw that voluminous, white frilly petticoat laying on the bed and saw Madge's pink taffeta and nylon chiffon bridesmaid's dress all smoothed out and hanging on a satin hanger over the closet door still in it's dry cleaning bag. "Let's try again, I won't lace you so tight this time," she said, "we have to get going, Thad will be here to pick you up within the hour," she finished as she waited for me to once again take hold of the bed post in her bedroom. I looked at the clock then realized that the dance hadn't happened yet! It had all been a dream, a very strange convoluted but yet all encompassing and very nightmarish dream!! I moved away from the bed and went to Madge's dresser. Looking in the mirror I undid the pink satin bow that was done up in my hair and pulled it away. I took off the earrings and the pearl necklace then began wiping the makeup off with several tissues I pulled from the box on the dresser. "What, what are you doing!? You have to get ready Tim! The dance is only an hour and a half away. You're ruining your hairdo and makeup!" She exclaimed excitedly not understanding what I was doing as I quickly scrubbed nearly all of the makeup off then began pulling and wrestling with the laces at the back of the corset. "I'm not going," I said as I grunted and struggled at the tight front busk hooks. "What? What do you mean you're not going!?" Madge said excitedly and with a bit of anger in her voice after all of her work to get me ready. "I'm not going," I continued as I finally got the corset free and dropped it to the floor. "But Thad will be here any minute!" she argued as I quickly pulled the straps of the satin brassiere down, pulled the back around to the front and began unhooking the several hooks at the back of the brassiere. I took the bra and the heavy breast forms off and tossed them on the bed with the petticoat and as I took off the white satin tap panties the tight briefer and began unhooking the garter belt and taking off the nylon stockings I smiled as I felt the rush, a joy and a relief I couldn't fully understand as I eyed my T-shirt and jeans lying folded on the nearby chair in the corner, my tennis shoes lying beneath and my winter coat draped across the back. She watched as I quickly moved to the chair and put on my shorts and T- shirt and jeans and then my socks. By the time I started putting on my tennis shoes and lacing them up she realized I wasn't going to the dance and that I was now going to leave. "I've made arrangements with Thad to take you to the dance and have gone to a lot of expense and trouble to get you ready young lady, err young man!" She said angrily as if for some reason this event was more important to her, and even Thad than it was to me just being a lark to have some scholastic fun! "Gotta go aunt Madge. It was kind of a neat idea with the dance and all but I changed my mind. I just don't want to do it now. Thanks for all your help though gotta go, I'll say hi to the folks for you!" I said hastily as I put on my coat, grabbed my hat then quickly left the bedroom leaving Madge in her "boudoir" standing there open mouthed holding that corset with that frothy pink chiffon dress hanging there and the pile of frilly lingerie still on the bed and those pink high stiletto heeled shoes laying on the floor at the foot of the bed. She stood angrily as she held the corset. Her bust jiggled under her blue satin blouse and her hips wiggled slightly as she stomped her high heeled foot miffed at my leaving so suddenly and getting out of her clutches and away from that feminizing "boudoir" of hers that seemed more like a trap now than a bedroom! With newfound energy I jumped off the front steps car keys in hand and started across the front lawn. I passed Thad already coming up the walk. He was in his tuxedo and I noticed he carried a corsage in one of those clear plastic containers. He saw me as I passed by. "Hey, hey Tim. Aren't we supposed to be going to that dance at your school?" "Not anymore dickhead, and while you're at it this time why don't you go fuck yourself!!" He paused then continued to Madge's front door as I jogged to my car. I hopped inside, the driver's side this time and fired up the Mustang's big V-8 then felt the stick shift as I held the clutch and dropped it into low. By now Madge had met Thad at the front door and both were taken aback and seemed more than a little put out that I went back on my deal to go to the dance. It was like they'd missed an opportunity or something. The thought of that and those memories of what never happened but could have made me shudder! I wasn't sure if it was an opportunity for them or a second chance for myself. But I decided to take that chance! I revved the engine then dropped the clutch. The tires howled in response as I fish tailed momentarily then roared off into the night, the only notice I had been there was a pair of scratch marks on the boulevard and the red glow of my tail lights that quickly faded into the darkness. I still loved my "aunt" Madge and I knew I would be visiting her again, but I'd be keeping my distance now, and for a good long time to come!