Got the measure of him

[DaraJaney]

Vacuuming the stairs was a particular challenge in the ballet boots.  He was lucky he didn’t break his neck.  As he got to the bottom and turned the machine off, a bell rang in the sitting room.  He tottered over to the mirror.  His petticoats were considerably ruffled after the hoovering and the seams of his pink stockings needed straightening.

When he entered the sitting room he curtsied.  “What kept you?”  “I’m sorry Madam”, he curtsied again.  “Come over here!”  He tottered over.  It seemed to take a full minute.  “I’ll take my tea now.”  “Yes Madam”, he curtsied, frustrated that she had made him walk over just to receive that order.  He tottered over to the door, turned and curtsied before he left the room.

He had to go across the hallway and down the stairs to the kitchen at the end of the corridor.  There he made the tea and put two chocolate biscuits on a little plate.  He started the slow journey back.

He entered the room, curtsied while clutching the tray and brought it over which took another minute.  She tasted the tea.  “This is cold.  What took you so long?”  Frank couldn’t believe it.  She knew very well what took him so long.  “I am sorry Madam”, he curtsied.  “Well you can make a fresh cup!”  Frank wanted to die.  He curtsied.  “Yes Madam.”

He took the tray and tried to get to the door as quickly as possible in the ballet boots.  Mrs Polstead watched his petticoats flutter, giving flashes of his pink pettipants as he desperately scuttled along.

Thankfully there was more hot water in the kettle so it didn’t take so long to boil and he was able to trot back in time to satisfy her.  “Back to your work”, was all she said.  He curtsied. “Yes Madam.”

The following week Mrs Polstead’s niece visited with her six-year-old girl, Annie.  Frank, in his normal maid’s uniform, brought tea and cakes and an orange drink for the little girl.  Her mother was clearly amused at Frank’s uniform and tried not to laugh at his repeated curtsies.

“Actually we will take our tea in the garden.  Frances, you show Annie the old play room.”   Frank curtsied.  “Yes Madam.”  They were about to leave but Mrs Polstead turned and said “Annie, you are in charge now.  Understood Frances?”  “Yes Madam”.  Frank curtsied while inwardly cringing at being put in the charge of a six-year-old.

The play room had lots of old toys and dolls.  Annie ordered Frank to play dolls with her.  He was initially mortified but then supposed it was one of his easier chores.  “Let’s have a tea party”, Annie decided.  She arranged some dolls around a children’s table.  “Frances bring us the tea!” she ordered.  Frank curtsied.  “Yes Miss Annie.”  He went over to get the tea set and brought it to the table.  He put it down and curtsied again to six-year-old Annie.

She pretended the dolls were talking.  “What’s that?  Samantha said she would like some biscuits.”  Frank turned to face the doll she called Samantha.  He curtsied.  “Yes Miss Samantha.”  He scampered off cringing.  He was now talking orders from, and curtseying, to a doll!

Annie seemed to be happy playing with him so the next time her mother was away for a day they arranged a play date.  Mrs Polstead and his mother agreed that Annie would probably enjoy it more if Frank was dressed more appropriately.

Angela was sent over with his clothes for the day.  She gave him the yellow dress that flared from breast level.  She handed him a pair of white tights and smiled broadly as she produced the matching frilly panties.  Frank cringed as he pulled them on over his tights in front of his grinning younger sister.  Then she gave him the lace-topped ankle socks and the low-heeled Mary Janes.

Next she took out the pinafore and insisted on pulling it over his arms herself and tying it tightly at the back in a big bow.  Then Frank had to sit there while his sister worked his hair into two pigtails, humming happily as she did it.  Then she topped it off tying large yellow ribbons onto the end of his pigtails.

He didn’t understand why they had to make him look so sissy when Annie just wore a t-shirt and jeans again.  She giggled when she saw Frank in his pretty dress and pinafore and his beribboned pigtails.

When she first caught a glimpse of his frilly panties she laughed and held the back of his dress up to get a proper look.  He just had to take it, afraid of the consequences of saying boo to her.

He certainly felt a lot more comfortable in his pretty dress, tights and low shoes than in his maid’s uniform.  He wondered if he had made the wrong choice the last time he was dressed in such a juvenile fashion.

But as a maid, he was well away from people, whereas if he had to attend school while spending the weekends in sissy dresses he would be tormented by the girls.  He couldn’t make up his mind which was worse.  How long could they get away with dressing him like a six-year-old?  Where was that leading?

Anyway, he spent the day playing with dolls and the doll house and the doll tea set.  He was under strict instructions to give the impression that he was having great fun.  Angela stayed around for the morning enjoying watching her big brother in his pretty dress, pinafore and pigtails happily playing with dolls.  She took out her phone and started taking videos.  Frank cringed inwardly but had no choice but to smile and hold up his dolly to the camera when Angela told him to.

There were breaks from the dolls so she could teach him skipping.  Angela videoed that too, crouching to take it from a low angle.  Frank didn’t think that was necessary as his dress ballooned up every time on his descent, undoubtedly revealing most of his frilly panties.  Frank had to keep telling himself that this was better than being trussed up in his corset, suspenders and high-heels and having to do housework.  Mrs Polstead seemed to enjoy watching them play too as she sat on the patio with her cup of tea.

[krystalasbaby2017]

I don't know what would be more humiliating being a sissy maid or dressed as a sissy 6 yr old in front of your sister.  I agree with the story line that it is at least alot more comfortable dressed as a 6 yr old than what he had to wear as a maid.
At least he was not dressed any younger than a 6 yr old sissy.

[dolly bo peep]

Dara Janey,


You are pushing all the right buttons.

Here are ideas for future chapters:

 Before the school term starts Mrs. Polstead could invite Frank's classmates for a luncheon where Maid Frances in black uniform would be serving;

To mark the end of term, Mrs. Polstead could host Frank's classmates with male dates to a formal dinner, served by Maid Frances in pink uniform;

More play dates with Annie while dressed as 6 year old Sissy Frances, in public places.

[DaraJaney]

When Annie had gone, Mrs Polstead looked wistfully at Frank in his pretty dress and pinafore clutching a doll.  “It would be nice to have a granddaughter around the place again.”  Frank wondered if she meant him.  Pretending to be her granddaughter would be much more desirable than working as her maid.  Frank tried to look as cute as possible.  He smiled shyly, hugged his doll and took the hem of his short dress and held it out prettily, hopefully showing a few frills of his panties.

“Would you like that too?” she asked.  Frank grabbed his chance.  “Oh yes Granny!”  “Well why don’t you go back to your doll’s house and I’ll phone your mother.”  Frank skipped away as happily as he could muster and knelt down beside the doll’s house and started pretend-talking with the dolls.

His mother was agreeable and had his junior bridesmaid outfit sent over for the next day.  He put on the pink petticoated dress, the white lacey tights his mother had included, the matching frilly panties and ankle socks and the pink shoes.  He took the pink ribbons provided in the pack to Mrs Polstead.

He walked into the room while she was having breakfast.  He curtsied and asked sweetly “could you tie my hair up in pigtails please Granny?” as he proffered the pink ribbons.  She was as pleased to be asked as he hoped.  He stood with his back to her, trying not to yelp as she pulled his hair into tight pigtails and tied the ribbons into big bows.

He curtsied, thanked her and skipped over to the doll’s house quite sure that she was enjoying the sight of his layers of petticoats fluttering.  He knelt at the doll’s house and leaned forward to ensure that she got full sight of his frilly panties.

When she was having her late morning cup of tea on the patio he fetched the skipping rope and performed for her.  He could feel the wind resistance in his ballooning petticoats as he skipped and his pigtails bouncing against his head.

He was inseparable from the dolls all day and made sure to skip around as much as possible and carelessly expose his frilly bottom whenever he could.  She was more than happy for him to continue for another day.

It was mind-numbingly boring playing with his dolls all day – relieved only by periods of skipping or hop-scotch.  It was mortifying having to pretend to love wearing a short frilly dress, lacey tights and pigtails.  The alternative was to be trussed up in corset, suspenders and high-heels doing housework all day.  Frank had to remind himself of that, as Angela appeared with her camera phone again to video him playing with dolls, skipping and bending over to retrieve the counter at hop-scotch – all the time smiling and skipping around.

The next day he was playing with his dolls wearing the yellow dress and pinafore when Mrs Polstead came in with an envelope.  “Annie is having a birthday party tomorrow and you are invited!”  Frank smiled as if he was happy with that but he fiddled nervously with the frills on his pinafore as he wondered how he would be dressed for the party.  How many people were going to be at this party?

Mrs Polstead decided that his junior bridesmaid dress would be perfect.  When Frank stepped out of the car outside Annie’s house he observed the dozens of cars parked up on the grass verges and he could hear the chatter of dozens of people in the back garden of the house.

He smoothed down his petticoats as best he could.  He needed to check that the lacey tops to his ankle socks weren’t awry.  The only way to check this below his petticoats was to bend substantially forward so he checked that nobody was looking first.  The frills on his left sock stuck up untidily so he went down on one knee, hoping not to dirty his white lacey tights, reached below his petticoats and straightened the frills.

He stood, leaned forward to check again and heard a little boy’s voice behind him.  “Look Mummy!”  Frank straightened up double quick, pushing his petticoats down at the back.  The woman was looking him up and down incredulously.  Frank squirmed as the breeze ruffled the pink bows on his pigtails.

When they went out onto the patio at the back of the house Frank could see only a couple of girls wearing dresses – and nothing as frilly and flouncy as his dress.  Most of the children were five, six or seven.  He towered above them but even the little girls giggled at his juvenile attire.  He could see he was the only one in pigtails.  He was also conscious how high the patio was over the garden and the little boys looking up at him.  He clutched his petticoats and went quickly down the steps.

Annie saw him and came rushing over.  “Frances is really good at skipping!” she told everyone and handed Frank a rope.  All eyes were on him and he had no choice.  He started skipping.  He could see the ladies eyebrows raise as his ballooning petticoats obviously exposed his frilly panties.

He stopped as soon as he thought was reasonable but Annie had fetched another rope.  “Let’s do it together!”  Frank was mortified as she kept up their joint performance for several minutes.  He was so relieved to be able to hand back the rope and settle his petticoats back to a more respectable order.

Little boys kept conspiring to make him reveal his frilly panties.  One threw a ball to Frank well above his head so he had to reach up to catch it.  Another rolled one to Frank’s feet hoping he would bend over to pick it up.  Frank was terrified he would dirty his pink dress or white tights and get into trouble.

[krystalasbaby2017]

Good story glad he likes being a little gurl sissy but either way there is humiliation involved. The naughty boys trying to make him bend over to show his panties.  I don't think the birthday girl was any the wiser but it ended up showing his panties.  Does he get really nervous and pee his panties next?

[DaraJaney]

Unfortunately, Mrs Polstead soon tired of her ‘granddaughter’ and missed having all the housework done so Frank was informed that he would return to being the maid the next day.  He marched off clutching his petticoats ruefully.  He could never have guessed how unhappy he would be having to take off his frilly dress, lacey tights and untie his pigtails.

At the end of the summer and his work experience as a maid, his mother came to visit.  Frank was dispatched to bring them tea and cake.  He returned with the tray, wondering how many more hours or minutes he had to be the maid.

“How has Frances performed as your maid?” his mother asked as he stood awaiting orders.  “Adequately, I suppose”, Mrs Polstead replied, unwilling to admit in front of him that he was a superbly obedient maid.  “It does require regular use of the paddle and pink uniform to ensure proper behaviour though.”  “I did tell you they would be vital”, his mother remarked.

“So would you like to take Frances on as your permanent maid?” his mother asked.  Frank was appalled but had to stand there poker faced so as not to get into trouble.  “I suppose I could live with that”, Mrs Polstead replied, hiding her thrill at the idea of having Frank permanently and her beck and call.  Frank wanted to cry.  He had thought he was about to get out of his maid’s uniform and get back to the relative comfort of being a convent schoolgirl but instead it was being made permanent!

“Permission to speak please”, he squeaked.  “Permission denied”, Mrs Polstead responded.  “There is absolutely no need to thank me.  Now I think the kitchen floor needs scrubbing.”  Frank curtsied.  “Yes Madam”.  Frank scampered off too afraid to disobey despite having been told he was staying on as a maid.  The ladies admired his fluttering petticoats, delighted that these were now to become a permanent treat.

The following week Mrs Polstead decided to celebrate her new permanent maid by inviting a dozen friends over to dinner.  She decided that she should tell them in advance the reality of the situation – that her pretty maid was actually a teenage boy who had been gradually coerced into restrictive female clothing and was now permanently trapped in his petticoats, stockings and high heels.  She was pleasantly surprised that they all approved of what had happened and were keen to see for themselves.

So Frank had his busiest day ever.  Greeting guests at the door with a curtsey, scampering back and forth to the cloakroom, tottering up and down the stairs to the kitchen fetching food and drinks, curtseying every time he entered or left the room and any time anyone spoke to him.  The ladies loved it and they struggled to maintain a stern outward appearance whenever Frank was in the room.

“Audrey, would you check the maid’s stockings are straight, they look awry to me”, Mrs Polstead said.  Audrey told Frank to turn around and raise his petticoats at the back so she could see.  He curtsied, said “Yes Madam” and turned his back to the table.  He raised his petticoats.  With his back to the table the ladies permitted themselves some silent sniggers.

Audrey adjusted the tops of his stockings a little but then asked “Where do you get those pretty pettipants?”  Mrs Polstead offered to check and email her the details.  Audrey rummaged in her bag for a pen to write down her email address.  All this time Frank remained with his back to the table holding his petticoats up and exposing his pink pettipants because nobody had given him permission to lower them.

The conversation moved on to other things and the ladies pretended not to notice Frank was still there holding his petticoats up.  Eventually Mrs Polstead blurted “for heaven’s sake Frances.  I know you love showing off your frillies –you do it all the time – but please lower your petticoats and get on with clearing the table.”  Frank gratefully let his petticoats down, turned to the table and curtsied.  “Thank you Madam”.  He was sure he caught a few mischievous grins before the ladies all managed to look stern again.

One day his mother and Angela visited.  They knew from the frantic scampering behind the front door that Frank must be in his pink uniform and ballet boots.  Sure enough he opened the door and held out his pink dress as he curtsied.  His mother smiled at the pretty lace-tops of his pink stockings.

Seated in the living room as Frank tottered across with the tea tray, she asked if his service had been unsatisfactory.  Mrs Polstead looked at his ballet boots.  “No but I noticed that he was very uncomfortable on the occasional days he was required to wear the boots so I thought that it was better for him to wear them with his pink outfit every day.   This way his feet will just get used to them.”  Frank tried not to cry.  He wondered how many days would it take before his feet became irretrievably molded to the shape of the ballet boots and he would be unable to wear anything else.  Would he ever be able to walk normally without the now familiar weight of his large boobs and the tight support of his corset?

“Oh that is so thoughtful of you”, his mother replied.  “Isn’t it Frances?”  Frank curtsied and said “Thank you Madam.”  “Have you not finished cleaning the toilets yet?” Mrs Polstead asked.  Frank curtsied “I’m sorry Madam” and tottered off as quickly as he could in the boots.

[krystalasbaby2017]

Interesting change going back to being a maid.  Now his services offered full time as a sissy maid by his mother.  Looking forward to seeing where this continues to go too.