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The Day            by: Amanda Walker              amanda@bitsmart.com

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"Ow!" Billy cried out as the pin stuck into his leg.

"Sorry dear but do stand still!"

"But I feel so stupid!"

"Oh don't be silly, this is a great help to me. No one will know."

Billy was stood upon a small table while his mother pinned and adjusted a wedding dress. Fortunately for her Billy matched the measurements of the girl who was to wear it. His mother and father ran a wedding car hire business and intended to do a new brochure photo shoot. They had hired a model and to save costs Billy's mum was altering this dress to fit. While the model was away on other work Billy had been "encouraged" to help out with the promise of new equipment for his PC.

"Now to get this just right, can you stand on your tip-toes!"

"I can't stay like this for long mum."

"No dear I think you're going to have to wear the shoes."

"Aw mum this is too much!"

"Now I've told you before don't be silly they're just shoes. Slip these pop-socks on first, I was just thinking that a bride wearing Reeboks didn't look quite right."

He had imagined this might happen….

At first he was dead set against wearing the dress, but he was a good son and wished to help his family, his little sister was to be a bridesmaid and his uncle was one of the drivers. How could he really refuse to help?

He was not 'fully dressed' but it seemed that his mother added something each time she had him dressed. He was currently wearing control panties and a full slip under the dress. His mother had now added the hooped underskirt used to make the skip stand out and flow and or course now cam the shoes. This was the first time he had worn hosiery and he was fascinated by the cool feeling of the silky material against his legs. He had little or no body hair and was fair-haired so he saw girl's legs once the socks were on. The shoes were a greater challenge having a 3" heel. He stood and wobbled, his mother steadying him as he stepped back onto the table.

He found he could achieve a state of balance with his hips thrust forward and chest held high. A sense of sympathy and empathy for women came over him, how men made them dress. His mother busied herself with pinning the hem.

"I'm glad you agreed to wear the shoes, it makes you stand better."

"More like a lady, I suppose?" said Billy.

"Well yes now you've said it that's true. Thanks son I would have been stuck without your help. Get changed now I've got to sew this hem now."

"Mum if you don't mind I'll keep the shoes on for a bit to practice my balancing, as long as you don't mind?"

She was slightly surprised, he had put up quite some resistance to wearing these things in the first place, but she wasn't upset. She had seen her son's attitude soften while he'd been helping her. She felt closer to him than they had been for many years.

"No I don't mind at all, just look after them, no playing football." She smiled. "Slip that dressing gown on, it's not worth getting dressed again before bed."

He left his mother to her sewing and went off to his room to zap a few aliens on his PC. He realised as he sat down that he was still wearing the panties and the slip, along with the gorgeous feel of the hosiery and the way the heels forced his foot into an arch. After an hour or so and hundreds of dead aliens later he slipped off the clothes and put on his pyjamas. He had enjoyed the experience.

The next night his mother needed his help again.

" I've got something to ask you tonight Billy, you don't have to agree but it would help me if you will."

What next? He thought.

"OK mum, how can I help?"

"I would like you to dress up properly tonight, your posture with the shoes on showed off the dress well, I'd like to see everything complete."

"You mean like everything a girl would wear underneath?"

"Yes. I'm really sorry to have to ask you to do this but Candice is back only two days before the shoot. I just thought after you didn't mind wearing the shoes yesterday that it might be OK. Say no if you're not happy."

"Well, I, err um. I don't want anybody to know."

"Of course not."

"OK I'll try it, I had wondered what it might be like, but if I don't like it we stop OK?"

"No problem, I will not force anything, like this on you. Thank-you for agreeing to help, I'll show you what I have in mind."

She opened a bag and took out a strapless corsolette with suspenders attached, then a pack of white gloss stockings.

"This will keep all of your 'bumps' in place and I can draw in the laces to trim a bit off your waistline, the stocking attach as you can see. I've tacked some padding into the bra cups to give you a bit of a figure, I think it should fit well."

It was a bit of a struggle to get into but once everything was in place it felt very comfortable. She helped Billy roll the stockings up his legs and clip them to the suspenders.

"Now for the bit you won't like, face away from me and hold onto the back of that chair. Breathe out."

Then she tightened the laces.

"This'll just take a couple of inches off but it'll make all the difference, you will get used to it! I will just get my measure."

He felt like he'd been cut in half, how did women stand this? After a few moments and learning to take shallower breaths he felt better.

"26 inches that's 2 inches off, excellent."

"I'm so pleased…." Said Billy

"Would you like to go for a bit more?" said mother with an evil twinkle.

" No this is quite far enough."

"OK just kidding, I took in the waist last night, 26 inches will be perfect. Let's get you dressed."

The underskirts and shoes went on as before but when the dress was zipped and clipped up it fitted like a glove. Tight around his waist and new bust line and topped with a sheer material to a high neck. His mother stepped back. Tears were in her eyes.

"Mum what's wrong?"

"Oh Billy, before today you were a boy in a dress but now, now you're beautiful…"

"Hold on mum, this is Billy remember!"

"Oh please, let me get the veil before you look at yourself."

"Ok go ahead."

She combed his long blond hair back and fitted the head-dress and veil.

"Now turn to the mirror, tell me what you see."

He turned. The girl in a wedding dress looked back at him. It was amazing, the foundation garments and the most feminine of dresses conspired to produce a beautiful bride.

"Don't I look good." He said moving about to prove the image was real. "I'm amazed, how did this happen?"

"I never dared hope it would fit on you this well. Now if we'd had your hair done and a bit of makeup…"

"Hold up there mother, this is a bit of fun to help you remember."

"I'm sorry, just getting carried away. Could I just try a bit of lipstick, please, pretty please?"

"Hmmm OK but that's all alright!"

She dived for her bag before he could change his mind and carefully applied a bright red lip colour. Then she cried again. "So beautiful."

He, once again, admired the image before him, part of him wanted to see the effect of cosmetics and a hairstyle but he had come far enough tonight. He didn't see his mother with the camera until Flash!

"Sorry couldn't resist it!"

" Well don't go showing all and sundry."

"Promise."

"You better had." He said in mock anger.

Flash!

"I couldn't miss that smile."

He stood still disbelieving for a few more minutes, and a few more photos. Then his mother checked the dress minutely for fit and length and once she was satisfied she helped him out of the gown. He removed the underskirts and was left in the stockings and corsolette.

"Just try these dear."

She handed him a ribbed stretch body and a short skirt and before he'd had time to think had slipped into both and some slippers.

"Let's have a coffee." Said mother and they went downstairs.

As they sat drinking and watching TV he completely forgot about what he was wearing, it seemed so comfortable. He didn't bother when the front door was opened and his father came in.

"Who's this young lady Mary?" he said as he passed to go to the kitchen to make himself a coffee.

"Oh just the model for that dress dear." Replied Billy's mum.

His father rushed back into the room to see Billy and his mother laughing. "What you two get up to. Billy what are you wearing? And lipstick too!"

"Don't worry, it was just easier for him after modelling the dress. I put the lipstick on just to see the effect, it's still your son."

But I do feel good dressed like this thought Billy as he removed the clothes before bed.

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The phone rang the next morning and after a quite heated discussion, followed by a few other calls, Billy’s mother sat down with a worried look on her face.

"What’s up mum?"

"That was Candice."

"Yes."

"She’s taken another job in France, she’s not going to be able to work for us. I rang the agency they have another girl but her measurements are quite different. I haven’t got the time to alter the dress before tomorrow."

Billy looked at his mother, she was so upset and yet too tired to rant and rave. He felt for her, he knew the business was so important to her and his father. He left and went to his room.

"Billy what are you doing?"

"I’ve got you your model mum."

He stood before her in the clothes he had worn last night. He wasn’t wearing the bridal lingerie but had ‘borrowed’ some plainer items from his mother’s drawer. Without the constriction of the corset he felt really comfortable. The body clung to the padded bra like real breasts and the freedom of movement of the short skirt and tights was liberating. He had added lipstick just like last night.

"You said I was beautiful last night, I know I can do it, please let me help you."

"But I can’t make you do this, you never wanted to wear a dress!"

"I would never have thought so myself but I’ve grown quite comfortable and wearing these casual clothes last night made me feel good."

"I could see that and thank-you for this offer but I can’t ask you to do this."

"What options do you have? You created a dress that fits your model and me. The model’s gone that leaves me."

"Well you are right but what will your father say?"

"No buts mum let’s do it! I need you to help prepare me, I know most of the people we’ll be working with. Don’t tell dad just present me on the day."

"OK just give me a minute to come to terms with this, make me a drink please my love."

He was in the kitchen brewing the tea when he heard the doorbell then another voice.

He decided in for a penny in for a pound, if I’m going to do this I’ll have to meet people and he took his mothers tea through.

"Ah err.. Susan, yes Susan, meet Mrs Hart from the church, she’s come to confirm the arrangements for tomorrow. I’ve just been telling her about our model letting us down and how you’ve kindly agreed to stand in. Susan is my brother’s girl Mrs Hart."

"Well I can see she’s family my dear, quite beautiful. Are you excited dear? You’ll look lovely in that dress."

"Thank-you yes it’s an opportunity I never thought I’d have." His mother gave a quizzical smile at that remark. "Would you like a cuppa?"

"No thank-you dear I must be going. See you tomorrow, I love weddings!"

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"Well I think you are going to be a bride tomorrow ‘Susan’. We’ll pay you the fee Candice would have got and I promise to get that bike you wanted too."

"Thanks mum I’d do it for nothing to help and I won’t let you down. What do we do now?"

"Well, the hair and makeup is booked for tomorrow, a de-fuzz and manicure along with practice walking in heels is all we’ve really got time for. If we are going to do this you must do everything I say. OK."

"Fine let’s do it."

They went upstairs and Billy stripped off all his clothes and his mother helped him to apply hair remover to his legs, arms and chest. Afterwards as he watched the little hair he had grown so far washing away she applied a soothing moisturiser. He dressed again this time noticing the ease with which he could draw the smooth Lycra tights up his legs and the electric feeling that gave him. His mother combed out his hair again and tied it into a ponytail, she applied a little light foundation and touched up the lipstick. She had found him some 2-inch heel sandals and a shoulder bag.

"Time to go out now, are you OK about this?"

"I’m nervous but I’ll be alright."

"Anytime you are not happy, tell me and we’ll come home straight away."

They left the house and Susan had her first feeling of the breeze on her exposed legs. Taking her lead from he mother she sat down then swung her legs into the car. She felt comfortable and held her head high. They headed to the out of town shopping centre and parked up.

"I think we’ll get some clothes more appropriate to your age than my old things. Then we’ll get some better shoes and you can have your manicure while I get some things.

They went into Debenhams and found a suitable denim skirt and a dark blue body with capped sleeves and a denim waistcoat to finish. The shoe department had a pair of blue sandals with a three inch heel Susan found these more difficult to walk in but also felt her steps now had to be shorter and more ladylike. They walked back into the centre and found the manicurist.

"You will be alright on your own?"

"Yes mum the lady says it’ll take about half an hour for the extensions. I’ll be OK."

When her mother returned Susan was sat reading a magazine. Her nails were now transformed to modest extensions painted bright red.

"I see your nails are quite lovely dear."

"Thanks Aunty Mary."

Then she noticed the pair of earrings in each ear.

"Bi..Susan! What have you had done?"

"Do you like them? It’s a special offer today, two for the price of one, the manicurist talked me into it."

"Isn’t she lovely Mrs Ellis she’s been telling us about her modelling assignment so we did the earrings as a gift, I hope you don’t mind. If you think its too much leave the studs out they’ll close up in a few weeks." The assistant took her money and rang up the bill.

"It’s alright, I just was surprised that’s all, she’s never shown an interest in earrings before. Thank you everything looks fine."

"Come on madam we’ve a few more things to get."

They left the manicurist then went into a lingerie shop were mother purchased two bra and knickers sets from the Warners range and some more tights in various colours. Susan went along with this without comment until they were outside the shop.

"Why are you buying these things mum? We don’t need them for tomorrow."

"Wait and see my dear, now we’ve unleashed Susan I don’t think the genie will be going back in the bottle do you?"

"I see what you mean, thanks mum. You don’t think I’m a bit strange for enjoying this do you?"

"Is anyone harmed by it? No of course not. Are you happy? It seems so. If you are happy I’m happy."

They continued through the shops and came to one with party dresses in the window. Susan didn’t know why they were looking but agreed with her mother, which was the most attractive. Moments later they were inside and Susan was trying the dress on. Fortunately it was a perfect fit and while she was changing back her mother bought the dress.

"There’s something you haven’t told me isn’t there?"

"Well yes there are some shots to take at the hotel with you in your going away outfit. Candice had her own clothes, now you are fitted out."

"Oh alright I didn’t realise we were doing that as well."

"Only if you are OK with it?"

"Yes no problem."

"Is there anything you would like to get while we’re out?"

"Well there is just one thing." Susan paused outside a sports shop. "I’ve always envied girls in their exercise gear, you know leotard and tights. Could I have one? I could make sure my body stays fit and ladylike."

"Of course you can, in fact I may get a suit as well we can encourage each other."

After they purchased the exercise clothes they decided it was time for some lunch. Susan now had to learn to have smaller portions and take smaller mouth-fulls.

They returned home and had one last fitting of the dress.

"Now you had better change back and take those studs out before your father gets home. Pop them back in before you go to bed."

Billy now restored went on his computer after tea, relieving his stress by killing sufficient aliens, then going to bed earlier than usual at his mothers suggestion. When he turned back the covers he found a full length silk nightie with lace trim. The beautiful garment enveloped him and felt gorgeous against his hairless body. He drifted off to sleep dreaming of the day to come.

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"OK sleepy head get up."

Billy awoke still groggy from the sleep, and began to take in the new day. Almost in a dream he felt the smooth fabric of the nightdress against his smooth skin as he moved to yawn. Then reality kicked in, he didn’t know whether to be excited or afraid. No matter his day was planned out he just had to go with the flow. There was also the promise of the bike he had always wanted, and some cash, it couldn’t be that bad.

"Get in the shower and wake yourself up, we’re at Sarah’s after breakfast to do your hair and makeup so have a close shave."

"Thanks mum, you’re so matter of fact."

"Oh come on! enjoy it, how many lads get a chance like this?"

"I’m sure they’re queuing up outside." He said with a smile. "Let’s go to work!"

After a light breakfast his mother took him upstairs and got out the foundation garments.

"We can be getting you into these before we go. Just lie on the bed and close your eyes for a moment."

He wondered why the rush but whatever he had agreed to follow his mother’s instructions to the letter today. He was glad they had dealt with his body hair the previous day as the soreness had gone and he was able to enjoy the feel of the silken fabrics, although he felt uncomfortable about these feelings. He felt two weights along with a cool liquid on his chest after his mother asked him to lie still for a while. He also felt her pulling something over his penis and gently tying it back between his legs.

When she allowed him to sit up there was a weight on his chest just like… Then he saw the lifelike breasts on his chest. As he moved they swayed gently, when he looked down his manhood was gone replaced by what looked like a woman’s slit. He was silent, quite taken aback.

"Come on lady lets get you dressed."

He slipped into the corsolette, Now it controlled and pushed up these new breasts. Mother began to tighten the lacing to reduce his waist. He was amazed at what was possible with the lacing. He wasn’t fat but the body shape of a young girl was forced onto his male frame.

"Now roll the stockings up like I showed you." The white shimmering stockings were topped with a broad band of lace. He felt so feminine already and he knew the dress was the last word. She then handed him a loose fitting tracksuit. "I’ve laid out the dress in my room, let’s get going. We’re in early so you don’t have to meet anyone else."

It wasn’t until she sat down in the front passenger seat that she was aware what she was wearing underneath as she noticed the feel of the stockings moving on her legs and the seatbelt between her ‘breasts’. The baggy tracksuit covered all, no one would know.

They arrived at the salon, Sarah was the only one there just switching everything on.

"Hello Mrs Ellis so this is your lovely niece Susan. I’ll just get the water hot and we’ll get started, sit down here please."

Her hair was washed conditioned then set into rollers and she was put under the drier. They checked her nails and applied a face pack. Once the hair was dry Sarah began to tease out the curls then fix the head-dress with flowers onto her head. They then removed the face pack cleansed and moisturised her face then began with foundation and colour until finally they were finished. When they showed Susan the effect she hardly recognised herself and certainly not the boy within.

They returned home and began fitting the dress. Susan didn’t think it could have been better but with the ‘modifications’ and makeover this morning she felt even more feminine than before.

"The photographer and your father will be here in ten minutes. Come here I want you to wear these." She fitted diamond earrings and a matching necklace then took her to the mirror. "I wore these on my wedding day, this is as near as I’ll get to giving away a daughter so wear them with pride my love."

"Thanks mum they’re beautiful."

The car had now arrived and after gathering the garland of flowers Susan left the house. Her Uncle was driving and in a chauffeur’s outfit, her father was wearing a smart suit and held out his hand for the staged photographs of the bride getting into the car. Her father looked into the camera and it wasn’t until he was helping his ‘daughter’ into the car that their eye’s finally met and he saw through the disguise. He smiled and shook his head, he said nothing holding onto the hand of the young bride.

They arrived at the church and again staged the set pieces of leaving the car and walking towards the church for the photographer. Susan was surprised when a young man in a morning suit walked up and took her arm.

"I meet my bride at last!" he said and planted a kiss on her cheek. The photographer liked this and asked him to do it again. Susan smiled but was most confused by the feelings of a man doing this to her.

 

To be continued……….

 


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