The Sissy Treatment free porn video

"The 'Sissy' Treatment" I walked into the lounge and quietly took a seat near the corner of the bar. I heard the familiar swishing zip of my sheer vintage hosiery as I crossed my legs and smoothed my skirt. "Can I help you Miss?" came the voice of the bartender as he put the napkin down in front of me. "I'll have a cocktail," I replied. I looked around the dimly lit lounge. The place was upscale, mostly folks from downtown who after having a few drinks at their usual watering holes would sometimes stop in the adjoining restaurant for a nice meal and then finish the evening with another drink or two over quiet conversation. It was a bit slow this evening, perfect for what I was doing actually. Most of the people were on their way home for the night and the few others were finishing their chats. A few of the men glanced at me, studying my feminine shape, my hairdo. They would usually spend most of the time noticing my legs though, how smooth they appeared and how the sheer beige nylon fabric would shine in the light as they passed me and moved on. The women would take scant notice but as I had hoped after a lot of practice and even though most women these days wore pant suits while I always wore a dress or a skirt I seemed to fit in as one of them. "From the gentleman at the corner table," the bartender said as he set my drink in front of me. It caught me a bit off guard because I normally refused drinks but this time I was unprepared. I looked over to the booth near the corner of the bar to see an attractive couple. The man in his 40's held up his glass in a toast and giving me a wave and a smile. I smiled and nodded but didn't wave as I turned back to the bar to concentrate on my drink. I'd always been painfully careful. Almost obsessed with planning every detail to be able to pass undetected. It had started for me in early childhood, the look and the filmy sheer feel of women's nylons, the shine and the softness of fine lingerie immediately got me going until I was soon dressing in private. I progressed until I finally got my own place. Then with more privacy, I started wearing everything and dressed from head to toe and from the skin out as a woman! But it wasn't enough. I wanted more. The thought of actually going out, going out in public dressed totally as a woman sent shivers up my spine and being slender and at only five foot five I was a small man at best and that's what got me thinking. By continuing my look with makeup, growing my hair longer, then working on my hairstyle and staying on the thin side and by adding a little padding here and there I was soon able to pull off a pretty presentable look as a genuine lady. But before venturing out it took weeks in preparation learning the correct mannerisms and in studying the current women's hair styles, makeup and fashions. I still remember the first time. It was nearing Halloween and I used that as a cover should I get "read" and have to beat a hasty retreat. But I was careful. I would leave my apartment, get a hotel room across town then change. I would then call a cab and have the driver take me from the suburbs and into the city where it was a bit more crowded with more hustle and bustle, the best place to go without notice and where I wasn't likely to run into anyone I knew. The first time was nerve wracking but I managed a short outing that evening but was emotionally spent by the time I got back to the motel. I then began working on my image even more, taking pains to not apply too much makeup and to not wear too high a heel. And meanwhile my movements and gestures started becoming better until they were second nature! It wasn't long until I was going out at least once a week sometimes two nights a week to different places downtown. I would have gone out more but my limited income was soon strained with my burgeoning second wardrobe and the motel and taxi bills. Even though it was Friday night now, I decided to finish my drink and then call it a weekend because for some reason the couple buying me the drink unsettled me. As I finished my drink the bartender brought over another! "With the man's compliments." "The couple over there would like you to join them," the bartender continued as he pointed towards the booth. "I'll have this drink sent over," he said as he quickly moved off to the waiter station before I could decline the offer. I was now obligated by polite society to at least visit the table and thank the couple for the drinks. I got off the bar stool, gathered my purse and minced to the table. The man got out from behind the table and stood. "Tom Wickers! So nice to finally meet you!" he said with a friendly voice and a smile as he had me take a seat. I slid into the booth set my purse beside me smoothed my skirt then noticed as he slid in that I was between him and his lady friend now! "You have me at a disadvantage. I...I don't believe I know you folks," I said trying to find at least something to say. "I'm Tom Wickers and this is my wife Bettie," he said still smiling. "Vicky, Vicky Marshall," I said quietly as I swept my blonde hair away from my face then offered him a gentle handshake just like a woman would offer. "Nice, Very, very nice!" Tom said as looked me over, studying me as Bettie looked on. "Vicky suits you, but what about Brian? You do know Brian don't you? Brian Turner?" he said. His words seemed to suck the air out of the room! I felt my head spin and my stomach begin to tie in knots at the revelation that this man knew who I really was! I began to squirm in my seat. I reached for my purse but Bettie grabbed it first and then opened it as Tom slid near and put his hand on my thigh and began rubbing through the dress and slips until he found the bumps of the garter tabs! "Mmmmm, garter hose! You're a real lady aren't you! Told you he'd be wearing real stockings," he said as he looked at his wife and then at me still smiling. I wanted to run, to toss the table away then run for the door then grab a taxi and then get out of there. I envisioned packing up all my feminine clothes, the makeup the high heels and tossing it all then moving to another city and never taking up the idea of playing dress up ever again. All those thoughts whirled through my head in a second as my mind reeled! "Relax Vicky! Enjoy your drink. There's certainly nothing to be frightened about," Tom said in a reassuring voice. "The makeup collection looks good, there's a change purse, some Kleenex and all the right things, but you really must include a few tampons Vicky dear. That would make you totally convincing then," Bettie said as she continued rummaging through the purse until she found my women's wallet, then opened it to reveal my drivers licence. "Vicky Marshall, Female, five foot five, 115 pounds." The address was changed as well and for a moment they both puzzled, thinking they might have made a mistake. That was until Bettie found the hidden panel at the back of the purse and then found my real identification. I'd kept it hidden in case I ever needed it for real, but now my secret was out! "That's better!" Bettie cooed as she read my real drivers licence. "Brian Turner, MALE, five foot five inches tall and 115 pounds. Address: 311 Portage Estates, Westfield," she finished. Both of them seemed more than pleased now. Bettie then replaced the identification behind the hidden panel then straightened my purse, clicked the latch shut then taking it by the straps set it down beside me once again. "Look, I'm not up to anything, just having a little fun before Halloween," I gasped through a dry throat trying to use the only ruse I could think of to make my way out of the place without a scene. "It's a month before Halloween," Tom said as Bettie began to giggle. "Brian Turner, living at Portage Estates in a studio apartment for $450 dollars a month, drives a 20 year old Chevy to work that needs not only tires but a ring job. You are employed at Savings Town, a suburban hardware and thrift shop in the lower middle class neighborhood addition of Westfield, where you have been for the past three years and still haven't made day shift assistant manager, while you wait for your raise that will bring you only slightly more than the $1250 dollars a month you make now." "Tragic," Bettie said as Tom continued. "It's quite amazing you are able to put together such smart wardrobe on such a meager salary. Isn't it darling?" he finished by asking his wife who added, "Yes, yes it is," as she looked me over. "L...look Mr. Wickers," I said. "M...maybe I should just say goodnight. I apologize if I shocked or upset the two of you," I said waiting to be let out of the booth, but they stayed seated then slid closer to me! "Mmmmm," Bettie said as she moved closer then began feeling my skirt under the table, swishing the satin lining against the nylon full slip and feeling the tightly gartered stockings I wore underneath. I glanced around the bar and noticed the bartender still mixing drinks while others at their candle lit tables continued on with their conversations while others came and went. I was in a panic now but noticed that nobody was paying us any attention! "I'll bet he uses Nair," Bettie exclaimed. "His legs are so smooth so silky, and why yes! He is wearing gartered hosiery!" she said with a breathy smile as she looked at me. "All that silky, lacy lingerie and your sheer hose? They feel just delicious don't they sweetie?" she said giving me a knowing feminine wink. "And he's even got on a nice tight panty girdle too!" she said as she reached further up my skirt, her hand now between my legs! She then began rubbing my tightly tucked girdled mound. "Mmmmm, feels just like a little ladies slit!" she said with a giggle. The sensation startled me causing me to bump the table jostling the drinks momentarily. "Amazing," Tom said with a smile as he took his drink in hand. Bettie then swished my slip back down and straightened my skirt, smoothing it tight for me with a practiced feminine manner. "With a little more work with makeup and a few wardrobe changes I could make him a lot more feminine," Bettie said to Tom. "Would you like that sweetie? Would you like me to help make you even more feminine? Hummm?" she whispered to me as she sat close giggling at how she was making me squirm! "I...I'm sorry, I guess I...I don't know what this is all about!?" I said as the panic intensified and nearing my limit of sanity I looked to the door across the room searching for a way out. Then Tom continued, "I've noticed you in here for the past couple years or so, it's quite a convincing act. You don't come in very often and not here all the time either, there's a couple other places downtown you like. Took me awhile to learn where you liked to go and then who you really were!" he said like he was showing off an accomplishment. "What got me going was your legs. I couldn't get over your legs, so very shapely, so feminine. Most women don't dress nearly as feminine these days, but you have a sense of style, a sense of class. I followed you home one night, then followed you to work the next day and quietly began studying you, learning about you," he continued. I shook my head in disbelief not knowing what was happening, what was going on then suddenly got the answer. "How would you like a job, of sorts?" he asked. "Wha... what?" I gasped as I looked at him. "Well I guess it might seem a little strange, but you and Bettie seem to be almost exactly the same size. She has closets brimming with dresses and things, and since you look so attractive I thought you could come out to our place for dinner some evening. Then later, Bettie could get you all dolled up and you could try on a few dresses, gowns and other outfits and you could give us a fashion show in the living room," he said looking on. "Sounds like a deliciously feminine evening doesn't it? I'd just love to get you all dolled up nice and pretty!" Bettie cooed with growing excitement. "I...I don't know, it sounds a little weird. Maybe I should just say thanks for the drinks and say goodnight," I added. "How about giving it a try for just one night, I'd be willing to pay, $1500 dollars! Imagine, more than a months salary for spending only a couple hours with us for one evening. What's the harm in that?" Tom added then waited. "It might be a lot of fun," Bettie said smiling looking me over. "He could be so much more feminine. I'll bet we could even make him 'feel' more feminine too!" she exclaimed. The seconds seemed like minutes as they ticked away. '$1500 dollars for a couple hours at the Wickers' place?' I thought. I then realized that they already knew nearly all about me! "I suppose if I don't want to come that you'll tell everyone at work and my apartment complex about me?" I questioned in return. "Not at all!" Tom assured me. "We'll just forget the whole thing. It's just that I thought you might like trying on and modeling a few outfits, just for kicks. But the $1500 dollars for the night still stands if you want. Your choice," he finished then waited for an answer. I decided to agree. "We'll pick you up next Friday night in front of your apartment, seven pm sharp. You won't have to dress like a woman when we pick you up, we've got plenty of things for you at the house," Tom finished. After shaking hands he let me out of the booth. Then as I held my purse and left the quiet lounge I looked back to see them smile and wave once again as I minced and wiggled away on my high heels. I felt strange when I got home and at work the next week I waited to hear the whispers and joking at my expense but nothing was ever said. I managed to settle down a bit as the days passed but soon it was the following Friday evening! I got back from work and since I was offered dinner I just showered and changed into a shirt, slacks and shoes then after combing my hair I added a light jacket then left my apartment to wait at the front entrance. I was there about ten minutes then noticed the long black Cadillac pull up at seven pm sharp! The back door of the limo opened and I saw Tom step out. "Hi Brian! Shall we get going?" he said in a friendly tone. He held the back door open as I moved to the car and got inside. Bettie was there dressed in heels a tight skirt and feminine blouse and shiny nylon stockings, she nodded and smiled at me. "Care for a drink on the way sweetie?" she asked pointing to a small bar. Tom got in and closed the door and the driver pulled away. After a few smiles and pleasant greetings I looked out the windows and noticed they were tinted so dark I could hardly see out! The solid partition that separated the driver's compartment from the back was also rolled up. Tom could sense my uneasiness. "Just my favorite limo. Sorry about the windows, but I had them tinted to keep people from looking in!" he said as matter of fact. But as we drove on, twisting and turning, speeding up and slowing down I began to feel lost. We then moved out onto the freeway and picked up speed. I was about to question Tom when he took out one of those long leather wallets from his suit coat then handed me a stack of one hundred dollar bills totaling $1500 dollars! "It's all there Brian," he said as he reached for a short drink and settled back as both he and his wife looked me over. The ride lasted over a half hour and soon the traffic became sparse as we drove down the long winding streets I guessed must have been in one of the upperclass suburbs. The car finally slowed and stopped. I heard an electric motor whirring then heard a heavy metal gate swinging open. The driver then pulled in through the gate and up a long driveway. The car then slowed then stopped. Tom and Bettie exited the car with me following along just as the garage door closed tight. It was a little uneasy for me in not knowing where was but with the size of the multi stall garage and the several different luxury cars all parked in a neat row it was easy to tell this was a large estate and that Tom was more than well to do! "Why don't you and Bettie go upstairs, she'll help you get dressed. I'll see to the dinner," he said. "You let the staff go early didn't you dear?" she said. "Everything's taken care of, now you two just go and have fun!" he said with a smile as we entered the side door of the garage leading through the house. I saw the driver exit the limo and after talking with Tom for a moment he left through the back door apparently for the evening. I couldn't make out his face though as we were already entering the rear entryway. The house was large and immaculate. We moved through a hallway and into a large living room, off to the side sat the dining room with a table that had seats for around twenty! Bettie led me up the wide staircase and finally into one of the upstairs bedrooms. "Can you walk in five inch heels Brian dear?" she said as she pulled the large closet doors open to reveal a shelf with rows of stiletto heeled shoes and underneath on hangers a long row of dresses, blouses and skirts as well as several feminine floor length nightgowns that filled the large closet to the brim end to end. I marveled at the dresses then reached out to feel one of the fluffy nylon chiffon nightgowns and was amazed at the filmy sheerness of the gleaming swishing fabric. "Try it on dear! And if you decide to spend the night you can sleep in one if you like. It feels just delicious and it's just so feminine don't you think?" she said seeming to take enjoyment in looking through all the dresses and shoes and talking to me in a feminine tone as if I was another woman! I found it strangely exciting for some reason. "Shall we get started?" she said as she motioned for me to get undressed. "I'll start your bath," she finished. I got undressed and after folding my clothes left them on a chair. I took the nearby bath towel I found on the dresser and wrapped it around my self then entered the large bathroom just off the bedroom where Bettie was readying some strange contraption. I noticed her handling the rubber hose that ended in a type of spigot and saw the large red rubber bag stretch as she filled it with what appeared to be warm soapy water. "Wha... what's that?" I asked not really wanting to know. "It's an enema bag dear. We want you nice and clean inside and out now don't we?" Bettie said matter of factly as she worked quickly, then approached me holding the now lubricated nozzle end. "We'll have you cleaned up in no time," she said as she had me spread my legs and squat. I gasped at feeling the long hose like tube probing my bottom. "Mmmmm, nice and tight. Never been with a man before sweetie?" she questioned. "N... no, I... I'm not really into men actually, it's just the clo... oommmpphhh! Clothes!" I gasped at feeling her insert the tube. She then turned on the valve and I felt the warm fluid washing into me. Soon my lower belly began to swell and distend! Bettie then switched the valve off then had me drain myself. She repeated the process twice more then before I could complain she had me soaking in the large hot bubble bath. She then went over me totally with Nair until not a hair remained below my eyebrows. After a hot shower to rinse off she then went to work and plucked my eyebrows into a feminine arch telling me not to worry that she wouldn't pluck them all the way and that no one would notice. She then washed my hair and put it in curlers and quickly gave me a pedicure and did my toenails in a gloss red. She then added glamour length salon nails to my finger tips and did them up in the same gloss red. "Don't worry, we'll be sure and change you back Brian sweetie. We're going to have fun tonight, you'll see!" she beamed as she worked with my look making me appear more and more feminine! "You look just darling!" she said as she looked me over amazed at how much my look had changed by going from Brian to Vicky once again. But with Bettie helping I looked far better than I ever had before! "More feminine than I could have imagined!" she cooed with delight as she led me out of the bathroom and to the vanity in the large feminine bedroom. While my hair set and my nails dried she quickly went to work on my makeup. Evening eyeshadow, false eyelashes, the works! "Let's get a few outfits picked out and get you dressed doll!" she said as she led me out of the bathroom. It was a bit embarrassing but I tried to fall into stride as Vicki. Tom was waiting downstairs when Debbie followed me into the living room with me mincing and wiggling on the five inch stiletto heels seamed nylons and swirling around in that frilly rayon dress! Tom watched with enjoyment and growing excitement as Bettie changed my hair and makeup after every few outfits making me appear as several different women. "Models just like a girl doesn't he?" Bettie said with excitement as I began to relax and preen as I modeled the various dresses and gowns as I had seen high fashion models do it on television. You missed your calling Brian dear, you should have been a girl!" she giggled as she continued to coach me making me appear even more feminine! "Well I'm impressed Brian, or should I say Vicky?" Tom said with applause after I had modeled over a dozen outfits, my head still spinning at the thought of wearing all those expensive outfits and how they fit and how the silky fabrics felt. I didn't mention but secretly wished I could have had all those clothes for my own, but I knew I would never have room for a collection as extensive as that! Tom mentioned it was time for supper and after Bettie took me back to the bedroom and dressed me in an evening gown for dinner we were soon back downstairs and Tom was seating me at the table just like a lady! After seating Bettie he took his seat and we began dinner. We chatted a while to get to know each other better as we had our salads, rolled steamed fish filets and some white wine. "Fun isn't it Vicky?" Tom said with a smile. And after dinner it's the evening gown competition and then the nightgown competition!" He continued on. I mentioned that it was getting a bit late but they convinced me to stay. A half hour later I was swirling around the living room in a full length satin evening gown complete with dangle earrings, a pearl necklace and a white mink stole around my shoulders! "You look just lovely dear!" Bettie beamed as she led me back upstairs to the closet full of feminine nightgowns and soon I was modeling several of those for Tom as well! Finally he wanted to see one more outfit and I was once again back in the bedroom with Bettie. She poured a glass of champaign for me and I took a sip or two as she looked through the closets and dressers picking out suitable lingerie. I then noticed the black seamed hose, the black nightie and a black satin corset she took from one of the dressers! "Come on sweetie, lets get you dolled up one more time!" she said with excitement. I finished the glass of champaign then let her begin dressing me yet again. My blonde hair was done up in a tight retro look with a wave in front that was hair sprayed tight so it wouldn't move. The long silver earrings dangled in my pierced ears and I could feel the cool chill of the pearl necklace she'd clipped around my neck. I stood wearing a black satin garter belt, the opera length black seamed hose and a pair of lace trimmed black satin tap panties as I held the corner bed post. She wrapped the black satin corset around my waist then hooked the six busks at the front then after centering the corset began lacing me into it! I could hear the black silk laces as they whistled through the stainless steel eyelets at the back of the garment as she tightened it. "Ever worn a corset before Vicky dear?" Bettie asked. "N...no!" I gasped slightly at feeling the corset tighten around my waist. "I...I can't afford one and probably couldn't get laced properly anyway if I had one," I went on. "Well, you just relax doll, I'll get you laced nice and tight!" she said with excitement. "Notice how it's shaping you into a more feminine proportion, notice how it's pulling you into an hourglass figure?" she said almost in travelog fashion as she continued dressing me. I felt the corset get tighter now and noticed the wrinkles coming out of the fabric at it tightened and really started to gleam in the light around my ever shrinking waist! I felt faint and began to swoon feeling lucky I wasn't wearing high heeled shoes! "I have a lacing bar if it would be easier for you dear. I still need you a bit tighter. Tom likes a nice and feminine waist," she said. "Here let me help you," she continued as she lowered a stainless steel bar from the ceiling. I noticed it had wrist straps! I began to panic. "Don't worry sweetie, it's just so you won't lose your grip and fall!" she assured me as she buckled me in then raised the bar until I was nearly on my tip toes! I then heard the laces zip again in a loud "ssshhhhiiikkkkk!" As she tugged and tightened the corset further. I was light headed but then began to feel slightly dizzy, almost groggy! "Be...Bettie, I fe...feel f...faint" I gasped. "Just hold on dear, we're coming along so nicely, just a bit more dear," she said as she quickly continued. "I've n...never worn a corset before, maybe it's t...too much!" I gasped. "Oh, it isn't the corset sweetie, it's the champaign!" she giggled as she continued. I heard her laughter echo in my ears as she pulled and "shiikkked" the laces tighter still until I gasped a girlish moan. Then everything went black! I don't know how long I was out but when I came too I could tell I was laying down now but I found I couldn't move! A bank of lights was clicked on causing me to turn my head away from the glare and squint until I got used to the light. I could smell the scent of leather in the room and heard the sound of leather creaking as I struggled to move! Then I noticed Tom approach the large king sized bed I was laying on. He was in a heavy brown terrycloth bathrobe that tied at the waist. I looked around and noticed Bettie in the room as well, she was dressed in a flowing royal blue nylon nightgown with chiffon robe sipping a glass of champaign at the dresser as she looked on. "She's just so feminine isn't she darling? We've really outdone ourselves this time," she said as Tom climbed onto the bed and got between my legs! Still too groggy to panic I then began studying my predicament. I was on my back and when I tried to sit up I quickly found I was wearing a padded leather collar that was buckled around my neck and hooked to a chain. Another strap contraption crossed the top of the bed under me and contained a tight leather belt strap that had been cinched around my now corseted waist. Two more fleece lined black leather wrist straps were buckled around my wrists holding my arms firmly to my sides on the bed near my waist! I could feel the tightness of the black satin corset and felt the tight garters as they crossed my bottom and hooked tightly to the jet black, opera length, fully fashioned seamed hose I now had on. I tried to wiggle my legs free but only heard another creak of the leather straps that were tightly cinched around my black leather booted ankles the shoes ended with my toes forced into an impossible high arch in the ballerina heels! My legs were held high and wide with me on my back. I was tied above and below the knees to the apparatus with what appeared to be a black nylon climbing rope putting my lace trimmed nylon tap panties on full display! Tom then reached to Bettie who handed him a pair of scissors! He carefully cut the leg openings away then pulled the lace trimmed panties off exposing me in full naked view! He handed the scissors and what remained of the black panties to Bettie and was handed a bottle, a syringe and a cotton swab. I felt the cotton swab as he rubbed my bottom with it then watched in horror as he loaded the syringe. "These are female hormones Vicky, very powerful!" Tom said with excitement as he handed the bottle back to Debbie then turned to me, a drop of estrogen forming at the tip of the needle! "Tell me now," he said. "Look at your little manhood, hardly what I would call manly would you? And look at your little hairless scrotum and your tiny little balls. He's not very manly at all is he dear?" Tom asked. "No, he isn't very manly. He would be much better off as a feminine young lady, yes much better off," Bettie said looking on while Tom continued. "Yes, you see? You look so pretty and feminine already. You could quit that dead end job of yours and move in here with us and Bettie we'll see to it you come right along as a woman, but this time it will be for real!" he said, his excitement building. "You'll be a kept woman, always pretty always the limit of femininity from now and on. You'll enjoy the finest things, you'll live here, have a luxury car or use of the limo when you ladies go shopping for more pretty dresses and just think by then you'll have real breasts jiggling in your brassiere and a real vagina in those pretty lace trimmed nylon panties you'll be wearing from now and on! You'll be a lady Brian, a real lady! Show me how much you want to be a lady. Tell me you want this estrogen injection, how you want these female hormones flowing through your veins, tell me you want to be a real lady and we'll treat you like a queen!" Tom said then waited for an answer holding the syringe ready to grant Brian's wish. "I...I ju...just w...went along for the m...money Mr. Wickers! And like you said to maybe have a little f...fun!" I gasped then struggled and heard the leather creak again as both Tom and Bettie looked on. "I...I j...just l...like the clothes, I...I d...don't w...want to be a woman!" Brian gasped. "You don't really want to be a woman. Hummm? So then, you're nothing more than a swishing little cross dressing sissy, is that it?" Tom said as he handed the syringe back to Bettie. "I...I just like the f...feel of the clothes I guess." Brian gasped once again. "You just like the feel of the clothes. And then you get all dressed up like a woman in the nylons and the high heels and you go to bars and supper clubs putting your legs on display is that it? Are you trying to attract men, is that it Brian?" Tom asked. "N...no!" Brian answered as he struggled on the bed. "Well what is it then? You like dressing as a woman and going out dressed as a woman, surely you must realize that pretty legs like yours will attract men," he asked further. "I told you, I j...just like the silky feel," Brian gasped again. "Ah, now I understand. You don't want to attract men and you don't really want to become a woman. That only leaves one alternative then. You're a SISSY! Is that it? Are you a sissy Brian!? A mincing preening swishing oddity in a dress that's neither man nor woman, but pretending to be one. You're a sissy!" Tom finished and sat back in mild disgust at missing the chance to change Brian into Vicky for real. Bettie approached and then climbed onto the bed with what appeared to be a small black satin pouch. It had a black satin ribbon for lacing and delicate white lace trim around the border. Brian grunted and struggled as Bettie fitted the little pouch around his hairless genitalia working his flaccid little manhood and hairless scrotum into the little pouch. He felt the elastic gather around him and then heard the black satin ribbon swish and felt the tightness as she cinched his package and felt his little balls tighten in their sack as she quickly began tying the pouch so it wouldn't come off. When she had it properly cinched she tied the satin ribbon into a tight bow at the top then got up from the bed. Brian gasped when he saw the word "SISSY" embroidered in white script at the front of the little black satin pouch. Tom activated a pulley which rotated his outstretched legs even higher causing Brian's bottom to come into view revealing his puckered pink orifice just below the gleaming black satin pouch that proclaimed him to be a sissy! He was just about to complain, to beg them to let him go and end this when Tom came near with something in his hand. "Open up, open up sissy!" he said holding what appeared to be a black latex bulb of sorts. He noticed the rubber tube running from the bulb and noticed what appeared to be a oblong pump valve! Brian closed his mouth tightly and tried to turn away but Tom quickly pulled Brian's hair until he grimaced then let out a gasp. He then quickly worked the black latex bulb into Brian's mouth and before he could spit it out Tom began pumping the valve until Brian's cheeks began to fill and then puffed out and continued until his muffled gasps were barely audible now, his mouth agape, his gloss red lips forced open wide his mouth brimming full with the black latex gag now inflated and pumped tight! Tom worked the valve so the air wouldn't escape. Then with Brian wide eyed and helpless he continued. He took what looked like two medical appliances, two white sheets of a sturdy cloth with strong adhesive on half of one side. There were black elastic cinchers sewn into the ends of each cloth. Brian struggled to watch as Tom wiped Brian's bottom clean with an alcohol swab. As soon as his cheeks were dry he removed the backing paper from the cloth tabs and affixed them to each of Brian's bottom cheeks. He then threaded the elastic cords through another hooked apparatus built into the leather strap that ran across the bed that held Brian's waist and wrists secure. He then began pulling and cinching the thin cords working them with equal tension forcing Brian's cheeks taut and then pulling them wide! "It didn't have to be like this dear," Bettie cooed to Brian in mock comfort as she watched Tom continue tightening the black cords attached to the adhesive straps. Then after a few more pulls Brian was snug, his cheeks tensioned and pulled wide. He felt the pressure as the tabs pulled at each side trying to force him wide as he strained to keep his bottom tightly closed. Tom watched as he tightened the cords yet again causing more pressure until finally Brian couldn't hold back! He lost his grip as his rosebud slipped open to a size a little larger than a dime! A drop of clear lubricant already evident at the opening! "There we go!" Tom exclaimed. "Oh, yeah, she's going to be nice! Nice and tight!" Tom said with excitement as he quickly moved between Brian's legs and began fondling his outstretched nylon clad legs then put his hands around Brian's tightly corseted waist. "Mmmmm, you could have been a queen Vicky, so pretty and so very feminine. It's too bad, but I guess it just wasn't meant to be was it," he said as he fondled his squirming bound captive noticing the dangle earrings, the long gloss red fingernails twitching and flashing from outstretched hands and the tight blonde hairdo. And he noticed the gloss red lips, the mouth forced wide and silent around the black latex gag. "Sissy. It's not nice to tease men. To tease them with your pretty sissy legs, to make them all excited and all hard in their pants. You understand that now don't you sissy?" Tom said waiting for an answer as Brian struggled, blubbering into the tight latex gag nodding yes, yes that he understood. "Yes, I think you do! You do understand now don't you sissy? So when you get home, you're going to pack up all your sissy clothes and all your sissy things and get rid of them. Aren't you?" he asked watching Brian continue to blubber and continue to nod yes in his panicked wild eyed state. "And then you're going to try to be the best man that you can from now on aren't you? You'll dress like a man from now on and start doing manly things won't you?" Brian blubbered and glubbed again whimpering the affirmative yet again. "Yes I believe you will!" Tom said with satisfaction now. "But there's one problem. You've gotten me all excited now! And you also need to be punished because you've been a bad little sissy haven't you? You need to be taught a lesson for teasing men. A lesson you won't soon forget!" he said as he began untying the sash of his heavy velour robe. "Hand me that tube would you dear?" he said as he took off his robe and tossed it aside then centered himself between Brian's legs, his large vein engorged penis already throbbing fully erect bobbing in the air as he took the cap off the tube of lubricant and began applying a liberal to his throbbing erection paying special attention to the bulbous reddish purple head! "You see what you've done sissy? Hummm? You've gotten me all excited just like a pretty lady would. So since you want to play at being a pretty lady I'm going to play at letting you satisfy me just like you were a pretty lady!" Are you ready? Are you ready sissy?" he said, his excitement building to a fever pitch as Bettie looked on excitedly while he leaned in and began rubbing the head up and down Brian's outstretched crotch! He then found the opening and holding his member tight began pressing against the dime sized hole forced open by those stretched adhesive strips of cloth! He pushed as he leaned in concentrating working himself in. Brian gasped, then closed his eyes tossing his head side to side to block out the moment. Bettie then moved the floor length mirror over to the bed and angled it to give Brian the best view. She then stepped in and sat at the head of the bed and held his head firmly forcing him to watch the spectacle of what Tom was about to do to him. "Just relax Brian dear, you'll be feeling just like a lady in a moment, you'll see!" she giggled as Tom began to grunt and gasp. "She's one ti...tight little bitch!" Brian's mind reeled and went into sensory overload as Tom pressed and grunted hunching over him. He struggled and squealed into the gag as the leather straps around his ankles creaked again as his stiletto heeled and booted feet twitched trying to get away and trying to wiggle his nylon stockinged legs but it was no use. Tom pressed again. "Come on, come on bitch. Yes, a little more, a little more!" he said as he watched the bulbous reddish purple glans begin to cleave Brian's tight rosebud opening forcing it to stretch open and then stretch wide and then wider still! Brian blubbered and gasped into the gag then writhed on the bed straining at the creaking leather straps, his feminized legs forced high and wide into the air could only twitch as Tom continued. And all the while Bettie held his head and held his eyelids open to force him to watch the unfolding spectacle. Tom pushed again then humped with his hips causing Brian to squeal into his gag as the head stretched him further. Tom pressed again, twisted then worked side to side and pressed his vein engorged hard on even tighter against Brian until at last the head slowly began to enter! Brian gasped then screamed a muffled scream into the ball gag forced to watch as Tom forced his hips forward yet again as the bulbous head sunk deeper and deeper until finally Brian twitched violently, straining, wrenching and pulling at his bonds! "See what happens to little sissies?" Bettie said as she continued holding Brian's head forcing him to continue watching. He then gasped and let out a strained gurgling scream as the large head was finally forced inside and the tightly stretched pink skin of his rosebud snapped tightly around the end of Tom's vein engorged shaft! "Mmmmmm! There we go darling!" Bettie said with excitement as she watched Tom enter Brian enjoying his struggles and blubbering gasps as she continued holding his head tight. "Oh yeah, oh yeah!" Tom gasped as he let go now and then held Brian by his tiny corseted waist and began humping. He thrust in and out and in, in very short deliberate strokes then pulled out until it seemed as if he was going to withdraw completely but he didn't! Brian squealed in terror blubbering into the gag again as Tom pulled back until he could feel the bulbous head pulling against his tightly stretched skin causing his opening to pull outward too tight now to stretch back around Tom's bulbous head to release him! "Look how nice and tight she is!" he gasped looking on as he pulled Brian's tightly strained orifice outward holding it tight for another moment to revel in the sensation. He then leaned in and began humping Brian in earnest! "Oh yeah, you're my little bitch! My little sissy bitch!" He gasped as he worked humping into Brian as Bettie held his head. As Tom continued with his little humping motions the well lubricated shaft began to disappear little by little and inch by inch into Brian until finally Tom was all the way inside! His large balls dangling in his hairy ball sack pressed tightly against Brian's tortured bottom now as Tom moaned in delight! Tom then started stroking, humping in and out taking longer and longer strokes until he was thrusting into and out of Brian in full length strokes! Bettie giggled as she released Brian's head and sitting on the edge of the bed watched as Tom and Brian began undulating together! The sounds of the bed creaking filled the room and as Tom continued and built up a steady rhythm the slapping noise as their pelvises met with each thrust became evident! Bettie watched as Tom continued to work Brian humping him just like he would a woman now. "Mmmmm, he's fucking you just like a woman now Brian! Doesn't that just feel delicious Vicky dear? I'll bet you feel feminine now, don't you sweetie? Hummm? Do you feel like a lady?" She cooed as she continued watching. Tom worked another five minutes as Brian struggled twitching on the bed until finally Tom began to gasp and begin stroking harder still! "Oh, yeah! F...feels s...soooooo goood! So nice and tight, my little sissy bitch!" He gasped. "S...soooo n...nice and ti...I...I'm g...gonna c...come! I'm g...gonna come baby!" He gasped as he continued humping wildly now until finally he shuddered and drove his hips all the way forward slapping tight to Brian's bottom holding himself as deep as he could. He gasped again as Brian writhed beneath him then gasped again, going weak at the knees! Brian lay there stunned and glassy eyed as he felt Tom's erection grow even larger inside and felt his large ball sack pull up tightly between his legs as Tom tilted his head back, rolled his eyes and moaned. Brian then felt the rhythmic waves, the powerful twitching of Tom's member buried all the way to the hilt as he finally spent his load inside his dolled up sissy, moaning in satisfaction as he shuddered and held himself deeply. Brian could only gasp and wait, forced to feel and experience the throbbing pulsations until finally they stopped. Tom wanted to make sure that Brian got the point so he held himself inside until he began to grow soft. He then pulled out of Brian's tortured bottom, gathered his robe then climbed off the bed! "Get him ready while I take a shower," he said to Bettie as he put his robe on then left the room. "Such a lovely performance darling. Did you enjoy it? Did it make you feel feminine?" Bettie asked as she approached with her purse and got onto the bed. Brian looked up dazed now as Bettie opened her purse and rummaged through it. Finally she took out a long cylindrical paper wrapped object and unwrapped it. Brian knew what was next. Bettie held the applicator up smiling at Brian then pressed it against him. He turned his head away and squirmed in humiliation as he felt her push it in and press the applicator sending the tampon deep inside him. She then withdrew the holder and checked to see that the little string was the only thing protruding from Brian's bottom! "Such a lovely darling! Do you feel like a lady now?" she giggled as she got off the bed and returned to the dresser where she set her purse down and opened a drawer. Brian squirmed when he saw the syringe and the small bottle of liquid and watched with horror as Bettie loaded the syringe with the clear liquid. She then approached. "Don't fight me now sissy, these aren't hormones. You refused them, remember sweetie?" she said holding the needle at the ready as she swabbed his bottom cheek with another cotton ball dipped in alcohol. "This will help you relax so we can take you back. And remember now, we'll be watching. If you ever play dress up again you'll find yourself right back here. You're a sissy who's been given a 'sissy' lesson. You do understand now don't you?" she said as she watched Brian blubber into the gag then nod yes. She then injected him in the hip and squeezed the plunger. He could feel the powerful sedative working immediately and as he felt himself go limp the room went black! Brian gasped and thrashed as he awoke early the next morning just as the sun was coming up. He then found himself back in his own bed dressed in his male street clothes once again. He thought for a moment it must have all been a terrible dream but it was the same outfit he was wearing the night before when he got into the limo with the Wickers.' He felt very sore, and could hardly move but forced himself up and out of bed. He found his wallet in his back pocket then opened it to find fifteen one hundred dollar bills! He went to the bathroom to take a shower and upon removing his shirt and pants found he was wearing another pair of those pretty black lace trimmed ladies tap panties! He stripped them off to see he was still packed inside the little lace trimmed 'sissy' pouch as well. He then knew the night before had been real as he reached behind then felt the dangling string! After showering Brian packed up all his ladies clothes and shoes and makeup and other 'sissy' things and quietly took them to the dumpster. He looked around the neighborhood for that long black limo but knew he would probably never see it or the Wickers again, he didn't even know for certain where they lived! He made the decision to leave town for good and move far away but until he did he would return to his downtown haunts now and then for a quiet drink while back in his male mode looking for Tom or Bettie to confront them but he never saw them again. He decided to stay on the straight and narrow now because he never knew if they would be around the next corner or in that next corner bar!