A Model Son

[sissykimmy1]

Jake seems cooperative and ready to go.  Good luck! Hope they didn't bring the spoon "just in case."

[Andlat]

I have a feeling Jake will have to pass as a girl for a lot longer than the weekend.

[krystalasbaby2017]

Looks like he needs a real dose of humility maybe keeping him in dresses past the weekend will end up being really good idea.
If he is bad regress in  age being a little girl won't be too bad

[DaraJaney]

Saturday morning Jake sat in front of the mirror in his first Lolita dress of the day.  It was a baby blue and white dress with a huge lace-trimmed heart on the front.  He shifted uneasily in the baby blue and white striped tights, eyeing in the mirror the lace-trim on the legs of his bloomers peaking from beneath his layers of petticoats.

His boy’s face was gradually disappearing beneath layers of foundation, eye-shadow, blush, drawn-on eyebrows and lipstick.  As before, his heart sank a little as his mother pinned the heavy be-ribboned wig to his wig cap and his transformation to a sissy girl was complete and he knew he soon had to face the public and act convincingly like a girl – all day.

When they arrived in the main hall he was dismayed to see it so packed with people all around the elevated catwalk.  He pushed his petticoats down nervously as much as he could but it was inevitable everyone would see from that angle the layers of lace sown all the way up his bloomers.  In any case he was under strict instructions to let his petticoats swirl out when turning to ensure that the audience saw that the frilly lace covered his bottom too.  He felt sick.  When he did his twirl on the catwalk there was an unmistakable ‘ooh’ from the crowd as they undoubtedly saw the full extent of his bloomers.

His second dress was a Lolita maid uniform.  At least being black it was a welcome break from pastel colours but it had a white lace-trimmed apron over it.  He wore black knee-socks with white lace around the tops and black wedge-heeled shoes.

His mother had been busy and his next dress was a white sailor-suit dress with sky blue piping, wide blue collar and lapels and a big pink bow in front.  Each dress had a matching head piece pinned to his pony-tailed wig.  He could see no sign that anyone thought he was a boy.  How could they see the boy buried under the layers of petticoats, lace frills, tights, make-up and wig?

His next dress was like a school uniform with a pink pleated skirt and matching cravat which he wore with over-the-knee stockings which had pink bows at the top.  It was a bit of a relief from the layers of petticoats which were making him really hot under the lights.

His final dress was the pretty pink one he modelled the previous weekend.  As if he wasn’t hot enough with his layers of petticoats, tights and lace-trimmed socks, the bonnet and wig of ringlets left him sweltering.  But there was a definite ‘ooh’ when he walked out and even more flashing of cameras than before.  He cringed wondering where all these photos were going to end up.

It was only when the show had finished that he learned that six dresses would be selected for a final competition that evening at the dinner.  Word came through to his mother that his pink dress had been selected and so he was going to spend the evening still in the pink dress, petticoats, lace-trimmed bloomers, tights, stockings, high-heeled pink sandals and had to keep his lacey bonnet on all the time.

He also had to share a table with eight other people and so had to keep his girl-act up all evening under much closer scrutiny than before.  He had to imagine that if he lapsed his mother would pull up his petticoats and spank him with a wooden spoon in front of the whole room.  That image seemed to ensure he kept up the act all evening.

When it came to announcing the result he had to go up on the stage with the other contestants and line up in their prettiest of Lolita dresses.  He had to smile sweetly to the other Lolitas and try to act as if he was delighted to be displaying his frilly bloomers in front of an audience of hundreds while he stood there anxiously clutching his teddy bear and heart-shaped hand-bag.

He and his dress came third.  He was relieved not to come first but found himself looking critically at the winner wondering why his dress wasn’t considered prettier.  She didn’t even have a bonnet but he managed to smile sweetly at the winner and congratulate her.

He’d also won a prize – a voucher for a Lolita accessories shop that had a stand at the show.  He had to go there immediately to select his winning booty.  When he got there he was dismayed to see lots more photographers.  The shop wanted to video-record the winners selecting their prizes.  He looked around the merchandise trying to find something less embarrassing to choose.  But it was all dolls and pink cuddly toys and lace-trimmed head pieces and fancy stockings and frilly parasols.

But he wanted to get out of there quickly so he had to choose something.  He forced a smile at the cameras as he clutched a doll that matched his pink dress well.  They made him put on the pink lace-trimmed gloves he’d chosen and finally he left with a little clutch purse.

He just wanted to get back to their room but of course his mother wanted to soak up all the praise for his dress and he had to stand there clutching his new doll and purse, in his pink gloves and smile as people told him how sweet his bonnet was or how pretty his bloomers were.  His mother insisted on raising his petticoats so that people could see the layers of lace properly.

He eventually got to flop down on his bed and rest before contemplating the job of undressing.  The painful high-heels and stifling wig went first before he removed his bloomers and sweltering tights.  His mother helped him unbutton his dress and then he sat down at the mirror to start removing the layers of make-up.

He was too tired to care about the short pink nightie and matching lace-trimmed panties that Diane had packed for him.  He was just grateful to be curling up in bed.

[sissykimmy1]

Awwww, third?  After all that work?  Well, better luck next time! ;)

[krystalasbaby2017]

yes all those petticoats and dresses etc can be very hot to wear not to mention a wig and bonnet.  Now he has a new dolly.  Hope his mother finds ways to work that in with his sissy dresses.

[DaraJaney]

On Sunday morning Jake had to wear what Diane had packed for him.  Another dress she was dying to be rid of – a floral dress with an attached slip that really made the flared skirt stand out.  He cringed when he saw the lacey white tights he had to wear with it.

But embarrassing as this sissy outfit was, it was nothing compared to the frilly Lolita outfits he’d had to wear the previous day so he almost felt relieved.

In the afternoon they took the long drive home and Jake sat there visualizing the trousers he could finally wear when they got home.  He could imaging the trouser legs brushing against his skin – so much more satisfying that the clinging tights he’d worn over the last week.

He jogged quickly into the house when they got home and Diane chuckled on seeing him in the floral dress and lacey tights – especially knowing he’d had to wear them in public all day.

His bedroom door was still locked.  “Mum!” he pleaded as she came in the door.  “No dear.  We have somebody who wants to see the Maid dress tomorrow morning.”  Jake stomped his foot angrily and clutched his dress frustratedly but they just ignored him.

The following morning his mother dressed him in the black Lolita Maid’s dress.  She pulled his white apron over it, fluffing up the frills that ran over the shoulders and tying it all together in a big bow at the back.

He had to wear white tights with the frilliest pair of bloomers over them.  Then she pulled up the black knee socks with white lace frills around the top and placed the black wedge-heeled shoes on his feet.

Once again he had to sit in front of the mirror as she completed his make-up, giving him especially rosy cheeks and long false eyelashes with a heavy application of mascara.  Finally she pinned the wig with two pony tails either side to his wig cap.  There were white ribbons already tied to his pony tails and she crowned it all with another white lace headpiece.

While they waited for the interested party to arrive she made him walk up and down in his maid’s outfit and practice curtseys.  He winced at this further humiliation and wobbled in his high heels the first few times but she made him practice over and over in front of the mirror until he held his petticoats out just right and bent his knees correctly.

Then she got Diane to supervise him walking up and down, swirling his petticoats nicely as he turned and performing a deep curtsey.  Finally the doorbell rang.  They made Jake leave the room so he could make a suitably dramatic entrance.

He heard the lady being invited in and being offered a chair.  Diane appeared and motioned him to walk into the room.  She smiled as she looked him up and down.  Her brother in a maid’s dress with frilly apron, layers of petticoats, peeking bloomers, white tights, lacey socks, high-heeled shoes with pony tails and ribbons.  He cringed as she sniggered.

He walked in, minced to the other end of the room, turned quickly, swirling his petticoats and curtsied.  The lady looked very pleased.  “Oh lovely!”  She studied the uniform.  Jake tried to smile as she admired his apron and her gaze went down to the frills on his peeking bloomers.

“She’ll do perfectly!”  Jake’s smile fell.  ‘She’?  Wasn’t it the dress the lady was supposed to be interested in.  “Mrs Palmer is starting a Maid Café in town this week and she just needs one more maid.  I think you are going to be it!” his mother explained.  Jake felt sick.  Everyone else was smiling and clearly delighted.  He felt he had to force a smile but he was terrified.  Working as a maid in a café?!

He was dumbstruck.  The lady clearly thought he was a girl who liked Lolita clothing and he was afraid that any protest might reveal him to be a boy in a frilly maid’s dress.  He decided to wait until she had left before protesting.  “We’ll bring Jackie in this afternoon”, his mother told her.

When the door closed he stamped his foot.  “I’m not going to work in a café dressed like this”, he held his petticoats out.  His mother and Diane just smiled as the extra layers of frills on his bloomers were revealed.

“Seriously no!”  His mother went to the kitchen and returned with the wooden spoon.  Jake’s heart sank.  She pointed to the table.  He had become too used to his spankings and he obediently bent over.  Diane was only too happy to lift his petticoats over his back, tricky with her injured arm, and reveal the full extent of frills up the legs of his bloomers and across his bottom.

His mother delivered six strokes of the wooden spoon.  “Please Mum no!”  “I think those layers of frills are cushioning the blows too much”, Diane suggested.  Her mother just nodded.  Diane pulled his bloomers down until they hung around his ankles.  There were just the tights now between the spoon and his bottom.  “Ow!”

“We can keep this up all day”, his mother told him after another six spanks.  She heard a sniffle in return.  “Alright!”  They stood back and he straightened up, pushing his petticoats down and straightening his apron.  Then he remembered his bloomers around his ankles and quickly pulled them up under his petticoats.

His mother straightened his head band and retightened the ribbons on his pony tails.  “We leave at Noon.”  Jake wanted to die.