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Click hereI walked in Timeless Fashions to see if anything new had arrived. Sheila smiled and said, "I have some new things I think you'll love." She waved me to follow her behind the counter and into the back of the store.
Sheila has known me for a few years now. I fumbled into her store trying to buy a dress for Halloween. She was warm and helpful and treated me as just another customer not a man buying a dress. Since that time I have become a regular customer and she holds things she knows I like. That day it was a beautiful Roussel corselet from the early 1950's. It had satin panels in front and back beautiful satin and lace cups and six garters. I had never seen one so beautiful.
Sheila specializes in fashions from the forties and fifties and she has helped me transform my look from tramp to princess. I have gotten rid of all those stripper clothes I fantasized about in school. Now looking in a mirror I see a young housewife in a sheath dress or a swing dress prim and confidently sexy. Darren, my boyfriend, thought it was wonderful when I changed from his boyfriend to June Cleaver housemate and lover.
Sheila seemed to see potential right from the start. I had come in looking for a costume for a party Darren and I were attending. He had suggested we go as Danny and Sandy from Grease. He knew how much I enjoyed dressing up as a woman.
Sheila thought it was a great idea after I told her. She took me under her skirt and taught me why those women of the fifties were so alluring. First she showed me a beautiful yellow print dress. From a broad white collar it tapered down to a waist so small I could not see how I would ever get into it. It had a matching belt, and although it was made of cotton the dress looked like sunshine.
Sheila said, "It is not what is on the outside but the foundation that made dresses like this."She had me make an appointment for the next day after I was free from work.
That night I told Darren about my new dress and how I had found help with my costume. I said, "You better not just show up in a white t-shirt and jeans buddy!" He just laughed.
I could not concentrate at work all the next day. I kept dreaming of wearing the dress and how much I hoped it would look beautiful on me. I have dressed up before. We have been out on Halloween while I had dressed as some comic fantasy but I was always a boy in a dress. I had never gone out trying to look a woman it had always been a costume. This was different. I wanted to be Sandy or June.
Sheila was ready for me when I arrived. She does private fittings in the back of her store. First she had me go into the dressing room and disrobe. I found soft white panties, a girdle and a dressing robe waiting for me. Sheila reassured me that I was going to be beautiful and instructed me to put on the panties, shaper and the robe and we could begin.
The shaper was a Rago all in one with an open bottom. It took me a few minutes to get into it. I felt as if I had put on woman's skin. It was wonderfully tight and the most erotic thing I had ever worn.
As I came out from the dressing room Sheila smiled saying, "Now slip off the robe and let me see you."
Shyly I allowed the robe to slide down my body. I seemed to take so long and feel so wonderful. I stammered, "I have never dressed like this before. I, I never wanted to look like a real woman. I have never felt this way before."
"But you are built like a woman. You have wonderful skin and your blush is priceless. What woman wouldn't want that rich red hair? Oh, and freckles are wonderful on you! When we are done you will have men opening doors and whispering in your ear."Sheila laughed.
Next she had me slowly turn around. When I was facing her again she reached into a box next to the door and told me to put my hands down at my sides. Then she slipped some forms into the cup of the shaper instantly adding weight to the cups. With a little adjustment I had 34b bust. I was shocked at the change in the balance of my body.
She then had me slip on some shiny yellow 3-inch heels. I stood slowly and took small steps trying to balance my front and back. She had me walk around the fitting area until I was stable and confident enough for the next layer.
Sheila pulled four-inch wide band of satin out and had me reach up and hold on to the doorframe. The satin was a waist nipper and she wrapped it around me just above my hips. At first I could see no way this was going to fasten around me. She loosened the laces and gently pulled until it snugly fit around me. Slowly she tightened the laces. I could feel my body struggle into this new shape. My waist went from a respectable 28 inches to a tiny 24 inches. I was again amazed at the changes this feminine skin had made in me.
"Slowly lower your arms and hold onto the door for support."She said.
I did as she asked and realized I had been holding my breath. I slowly breathed in again and felt like I could not get enough air. She held my elbow until I was steady. The she again had me walk around to get used to the changes.
Next she asked "are you ready for the dress?"
Instantly I said, "Yes!"
She placed it onto carpet and opened it. She said, "Carefully step into the dress and I will pull it up."
I gingerly stepped into the circle of yellow and she drew it up to my waist. She helped me put my arms into the sleeves and settle it around my waist. Then she drew the zipper up my back and the dress conformed to my upper body hugging me tightly.
Just as Sheila has said it was not the dress but the foundation that made the look.
I was so excited I wanted to dance! Sheila laughed and smiled but insisted I calm down. I realized why when I felt a little lightheaded. She soothed me saying, "Your body is not used to being so squeezed. It will take a few days to get used to all this."
It then dawned on me that this might be a new way of life for me. I felt as if I was in the right shape for the first time in my life.
Sheila then unzipped the dress and said, "This will need to be taken in. I have a couple of dressed for you to try. Oh and we need stockings for those legs."
She went into the front and returned with a sheath dress, a skirt and blouse, housedress, and some packages for stockings. I was so excited I wanted to try everything at once. Over two hours I did just that and Sheila showed me how to put my hair back into a more feminine ponytail and to use a scarf. She showed me a little makeup and assured me she would help me more. She had me try on three pairs of shoes. One pair was a lovely pair of stiletto heels. I was wearing a tight light blue blouse and full black and white checked skirt when she finally said our time was up. She asked if I wanted to change to go home?
I thought about it for a second and asked her, "Do you think I can pull off stopping at the grocery store or would I be silly?"
"No, honey you look wonderful. We can touch you up and no one will know you are not a woman."
I smiled and said, "I'll wear it home!"
I had to rush to the grocery store. I guessed I just had enough time to get dinner ready before Darren would get home from work. I was in the check out line when I realized I had no cash and would have to use my debit card.
I got to the head of the line and the woman scanned my purchases. She took my card and asked for my I.D. I blushed and handed her my driver's license. She looked at it, then at me and smiled.
She said, "I like your look."
"Thank you."
"Would you like some help out miss?"She stressed the miss.
Blushing I said, "No, no thank you."
Getting home I could not decide if I was excited or terrified at the way I was treated. When I had been out dressed before I had always gotten that look from people. The look of there is a guy in drag. I had been prepared for that, not the polite normal exchange I had received in the grocery.
I stopped in front of a mirror to take a closer look at myself. My face looked softer with make up but it was definitely me. My hair, brushed out, in a perky ponytail with a pretty ribbon was new. My body was something totally new. I had perky breasts and a tiny waist. My tight light blue blouse and my full black and white checked skirt showed it off with a broad black belt.
Pulling myself away from my reflection I began to put together Darren's dinner. I was still working on dinner when he arrived home. I rushed to the refrigerator and grabbed a beer for him. Brushing my skirt I rushed to meet Darren in the living room.
As soon as had seen me he stopped as if he had walked into a wall.
Taking that as a compliment I smiled and just like one of those housewives in a 50's sitcom I kissed his check and handed him his beer while taking his case from his hand.
"Hello honey! How was work today?"I had decided to ignore my new look and play the housewife to the nines.
He stammered "Oh it was fine. How was your day?"
"Oh, I had a wonderful day! Dinner is a few minutes away would you like to sit and read the paper in your chair?"
Playing along he moved to the only chair in our living room and sat. I handed him the paper and took off his shoes. I helped him put his feet up on the ottoman.
I stood twirled on my toe and went back to the kitchen to finish dinner.
Usually we ate out or take out and we almost always had dinner on the couch if we ate at home. I had set the table with a old tablecloth one of our mothers had given us. I called to Darren that dinner was ready.
We ate discussing our day as if nothing was unusual at all. The unspoken tension hung warmly in the air. I could tell he was excited by the changes in our relationship. Finally Darren said, "You look beautiful."
"Thank you honey anything for my wonderful man."I gushed.
I quickly stood and cleared the table as he sat there trying to understand me. I was rinsing the dishes when I felt him come up behind me. His hands came to rest on my tiny waist. I felt his breath on my neck and his lips brush my skin.
He whispered, "I want you, I want your body, I want you right now."
I leaned back into his body. I felt his arms wrap around me, and his erection against my butt. He nibbled on my ear and I pushed my body back against his body. His hands began to roam over my body. Squeezing my hips, I could feel him rubbing himself against me.
Breathlessly he whispered again, "I want you now. I need you now."
I moaned imagining Darren taking me right here in the kitchen. I was so excited by the thought that I nearly orgasmed! Coming back to the moment I felt his hands pulling up my skirts. He dropped to his knees. His hands found my legs and them my hips. He pushed my skirt up around my waist. I leaned over resting my elbows the counter. His hands roamed over my legs and butt.
He kept up a running dialog, "Your so sexy. Your legs feel so hot in these stockings. Your butt is so hot framed in that girdle."
His words were exciting me so much I finally did orgasm. My knees buckled and I felt him support me.
"I can see you are so wet for me. I am going to take you right here."
He pulled my panties down exposing my butt and my soft wet cock. I had cum all over my butt. He ran his mouth all over my cock. It was so sensitive I begged him to take me. He shifted his mouth to my butt. He gently licked me. He teased me. I kept pushing back at him and he would move away. All the while getting me wet.
He stood I did not want to move I just wanted to feel him in me. I heard his pants fall to the floor. He reached onto the counter and took the olive oil. I heard him sigh.
I asked him softly,"Please honey, take me. Make me yours make me your wife."
I felt him move behind me again I felt the head of his cock rub against my opening. I pushed back and he teased me more pulling away. Then I felt him push gently into my willing body.
Finally he leaned over and whispered in my ear, "I am going to take you my wife. You are going to please me. From now on you will be my wife."
He slowly sank his cock completely into me. He was always an attentive lover but our roles had changed. I willingly, wantonly, gave myself to him.
He pushed me into an almost standing position my hands against the upper cabinets he softly bit my neck and began to slowly fuck me. My body responded to his. I was emotionally consumed by his lovemaking. He kept his pace slow and steady while his hands roamed over my body. He whispered how much he loved me and how much he liked my new outfit. I was close to crying with the emotions running through me. I was pushing back to meet his every stroke and feeling another orgasm approaching when he stopped.
He held me tightly by the waist and whispered, "Gerilynn you are all mine. You are mine to do with as I please. Are you ready?
I moaned, "Yes!"
I felt him shift and then he pulled me hard onto his cock. He held me tightly as he rammed his cock into me. I came again. I could feel my wetness running down my leg. My spasms excited him and he picked up his pace. I was crying and moaning as he fucked me harder and harder.
Then he thrust into me hard and deep. I felt him throb and I felt the warm splash of his cum inside me. My knees buckled and I came once again, he pushed me onto the counter. He lay over me telling me what a good wife I was. He kept repeating, "Gerilynn, Gerilynn."
Slowly he softened and I felt his cock slipping out of me. I pushed back trying to keep him in me but he had to withdraw. I felt faint and giddy and exhausted as he helped me to the floor.
As I lay on the floor of our kitchen I could feel his cum warming my inner thighs as it escaped my butt. The combined wetness of our cum, soaked my stockings from my knees to my trembling butt. My new husband held me as I continued to tremble from my orgasm. He kissed me lovingly and whispered sweet soothing nothings into my ear.
Gerilynn getting fitted in corsets, heels and undergarments in that dress shop took me back to when I was an 8 year old, rummaging through my parents closet. That was when I discovered girlie mags for the very first time. They contained in them, black and white pictures of a pretty young white brunette woman with a bob cut and bangs, dressed in sexy strapless black corsets, dark translucent nylons and stilettos, in these most Provocative poses and I knew right then and there that I wanted to dress just like her; wanted to make men lust after me in that exact same way those photos had made me lust for that female.
Years later, I saw the bio pic based on the life of Bettie Page, and déjà vu - suddenly I realized that Bettie was the woman in those magazines I had found in my folks bedroom as a small boy!
For me, There’s something about stories that emphasize feminization in those styles of the classic 1950’s housewife. Deep inside I still want men to lust for me the same that little boy did.
I had a friend that had a dress and bridal shop back in the 70’s. She had a customer who came in about every 3 months and tried on dresses. Ha would buy 1 or 2. This story reminds !!!me of him. She never made fun of him and was respectful of him. I wish I had the Guts to talk to her.
my dream since I first put my stepmoms girdle and bra on when I was 12 yrs old.