A Model Son

[DaraJaney]

Jake’s mother topped up her alimony by making costumes.  She did some work for theatre companies but also there was a local group of girls who were into dressing up – ‘Cosplay’ he had heard it called or sometimes ‘Lolita’.

Living with just his mother and sister Diane, Jake was surrounded by female stuff so he paid little attention to his mother’s work and focused on his mobile phone which was the centre of his world.  Diane got roped into modelling for his mother on occasion.  She really detested modelling the Cosplay and Lolita stuff as she hated pink frilly things and wore mostly black.

Their mother had arranged a private show for the local girls one Saturday.  On the Friday evening Diane crashed off her bike on the way home from school and broke her arm quite badly.  They were in the emergency department until late that night making sure she was seen to.

Her mother asked her if she had any friends who could do the modelling the next day but there was no way Diane was asking any of her friends to do it.  She had managed to keep her embarrassing modelling of Lolita clothes a secret from them and she wasn’t going to blow that now.  Jake had often thought of trying to photograph or video her in those ultra-girly clothes so he could blackmail her!  But like a lot of things, he never got around to it.

The following morning his mother had no other solution and so told Jake “you will have to model the clothes today”.  He presumed she was joking and answered “yeah right!” and went back to his phone.  “I’m serious.  I need some sales today, I can’t call it off.”

She grabbed Jake by his elbow and hauled him away from the table.  He tried to belt up his dressing gown as he was dragged along.  She pulled him into her work studio and tugged his dressing gown off.  He still couldn’t believe she was serious.  But when she tugged his boxer shorts down and handed him a pair of plain white briefs he got more concerned.  “No way mum!”

“Your mobile phone contract is due its monthly payment today, isn’t it?”  He nodded.  “Well I won’t pay it unless you do this.”  She knew his phone was the most important thing in his life.  He looked distraught.  She was really going to make him do it.

She helped him on with the briefs and quickly grabbed a pair of white opaque tights.  “No!”  “Do you prefer to shave your legs?” she asked.  He sighed.  He would be the laughing stock of his football team if he was seen in the dressing rooms with shaved legs.  His mother pulled the tights over his feet and up his legs and over his bottom.

Jake couldn’t believe this was happening.  Next she held up a pair of white bloomers  that had thick white lace around the ends of the legs.  She pulled these up over his tights and the lace trim came to just above his knees.

Then there was a white blouse with thick lace around the collar and cuffs and several rows of frills across the front.  There were little pink bows around the hem and his mother put a pink cravat around his neck tying it in a bow at the front.

From a bag she produced a flouncy multi-layered petticoat.  She made him step into it and pulled it up around his waist, tying it in place.  Then she threw a pink skirt over his head and pulled it down over the petticoats.  The skirt had three layers of white lace all the way around.

As she produced a pair of pink knee socks with lace trim around the top, he wondered just how much frilly lace could a person wear?  Then she took out a box containing a pair of pink high-block-heeled strappy sandals.  When these were buckled on she made him stagger back and forth in them.  “You’ll need a bit of practice.”

When he turned and faced the mirror.  He winced.  The lace trim on his bloomers peeked below his petticoats and lace just oozed from everywhere – around his neck, from his wrists, below his knees, on his skirt and blouse.

“Now the make-up!” his mother announced and sat him in front of the mirror.  She pulled a small tight cap over his hair and then applied a thick foundation all over his face.  Jake fiddled with his petticoats nervously as he watched his face disappear under layers of make-up.  He acquired sharply defined eyebrows and eye-shadow, false eyelashes and mascara that gave him a wide-eyed look.  She used a lip-liner well outside the contours of his actual lips before applying pink lipstick.  She rouged his cheeks until he looked perpetually embarrassed – which he actually was of course.

He grumbled as she started to glue long pink false nails on the ends of his fingers but was assured that they could be easily removed at the end of the day.

When his mother was taking a box down from the top of the wardrobe he looked disconsolately at his reflection in the mirror.  His frilly blouse, pink skirt, peeking bloomers, white tights, pink socks and shoes – his fluttering eyelashes, pink lips and rosy cheeks.  On his head though was the odd looking cap making him look almost bald.

He saw his mother appear behind him holding a large blond wig with two enormous pony tails either side tied up with pink ribbons and a large pink bow already pinned on top.

As she lowered it onto his head and attached the clips to his wig cap, his heart sank as the last part of him that wasn’t already covered in pink or lace disappeared.  His mother smiled in the mirror as she tugged his wig to get his ponytails straight and fluffed up the pink ribbons.  “There we are!”  Jake felt sick.

She made him stand up.  He tried to smooth down his petticoats and his long false nails snagged on the hems and he could see that the long drooping lace on his cuffs was going to be a nuisance too.

His mother wasn’t quite finished.  She pulled a pair of fingerless gloves over his hands, which had lace around the wrist and each finger and showed off his long pink nails nicely.  She handed him a pink heart-shaped hand bag and a pink and white stuffed bunny.  “Now you are ready!”  He was ready to die as he clutched his hand bag and bunny nervously.

[Sissy Little Girl]

Great story, Dara Janey.  Hope you add another segment real soon.

[krystalasbaby2017]

Loved the way you described the items he has to wear must make a beautiful sissy.

[DaraJaney]

Jake’s mother took four dresses from the clothes rail – all dripping in lace and pastel colours.  She also took a suitcase of accessories out to the car.  Jake cringed as she pushed him towards the front door.  It was still early on Saturday and there was nobody about.  He hoped that nobody would recognize him under all the frilly clothes, make-up and wig anyway.  He tottered out to the car as quickly as he could in his high heels but had great difficulty getting all his layers of petticoats in the car door.

His mother drove off and he sat cringing in his tights and bloomers with the other dresses he was presumably going to have to wear swaying ominously from their hangers in the back of the car.

When they arrived at the house of one of the Lolita group members, he felt sick again at the prospect of having to walk into the group of people dressed like this.  He was led into a room where they all sat around in their own frilly ultra-girly costumes.  They all oohed and aahed at his clothes.  “I love the bloomers peeking out!”  “What a cute skirt!”  “Gorgeous lacey gloves.”

Then someone asked “Is Diane not available today?”  Jake cringed as he looked at his mother.  “No, she had an accident yesterday, broke her arm.”  They all expressed suitable concern for Diane.  “So who is this then?”  Jake looked desperately at his mother.  What was she going to say?

“This is her brother Jake!”  He wished the ground would open up and swallow him.  The girls were astounded.  “Wow!”  “He’s so pretty!”  “Such lovely legs in those tights and stockings!”  “He makes such a pretty girl!”  He was mortified, clutching his petticoats embarrassedly which just made the girls giggle at his obvious discomfort.  “Aw, you do look pretty!”

Once they had had their fill of telling him how gorgeous he looked, he was dragged off to change into the next outfit.  It was a lavender dress, naturally covered in lace frills with a stiff lace stand-up collar and white bows down the centre.  His mother had supplied matching socks, bows and ribbons and he was marched into the room clutching a white hand bag with pink ponies on it.

The next dress was lemon with a high waist band and petticoats attached underneath and a frilly white pinafore on top.  It was shorter than the other dresses but he was relieved not to have to wear bloomers underneath which would have been very much exposed.  However, the panties his mother pulled up under his dress were a matching lemon colour with lines of lace across the back.  Still, they didn’t peek from under his short dress.

He was getting the hang of modelling now.  He walked up and down in the centre of the room, being careful as he turned that his petticoats didn’t swoosh out too far and expose those embarrassing frilly panties.

The girls loved the lace trim on each layer of petticoat and the stiff frills on his pinafore.  When he was at one end of the room his mother took him by the shoulders and made him stand with his back to the room.  “Now lift your petticoats at the back dear”, she instructed him.  His jaw dropped as he gave her a pleading look.  “You must show the girls all of the outfit dear”, she insisted.  Tears came to the corners of his eyes as he heard the girls whispered among themselves “what is it, I wonder?”, “ooh I can’t wait to see!”  It was clear that he couldn’t resist the anticipation in the room.

Giving his mother a disgusted look he reached back and pulled up his petticoats giving the girls a full view of his lemon frilly panties.  “Ooh gorgeous!”  But there was a lot of tittering.  He went to lower his petticoats.  “No!  Hold them up a little longer!”  He cringed as he stood holding his petticoats up to ensure all the girls had a good look at his frilly panties.  As if they hadn’t been amused enough already seeing this boy in pretty dresses, tights and a big pony-tailed and beribboned wig.

He wasn’t even sure what colour the next dress was – apricot, peach – some kind of fruit.  It was just as mortifyingly frilly and flouncey as the others and he was back in matching bloomers again.

The final dress was a pink creation with a white lace trimmed panel down the front with a large lace heart sown in.  He was back in his pink socks but his mother changed his wig and placed another blond wig on him but this time with cascading ringlets.  He noticed that it had mercifully no ribbons or bows but then his mother came towards him with a wide-brimmed bonnet.  He winced as she placed it carefully over his blond ringlets and tied the thick pink ribbon under his chin.

When he walked in clutching his pink heart shaped handbag and bunny they just loved it.  “What a gorgeous bonnet!”  They made him turn his head this way and that to see it from all angles.  The wide brim was elaborated decorated with little flowers and bows.

When they were done his mother announced “and so ends our show for today.  How about a round of applause for our model !?”  The girls clapped enthusiastically.  Jake just looked even more embarrassed as he clutched his pink handbag and looked out demurely from under his pretty bonnet but he was relieved to be finally going home.

[babycakes]

I love the way your stories begin with with a realistic scenario, yet so embarrassing for the protagonist. His mother being truthful about his identity and asking the audience to applaud him as the model are perfect touches, never meant to be embarrassing and honestly thanking him for his efforts. Nonetheless, for Jake each moment was cringe worthy. Can’t wait to see how this one scenario cascades into much more petticoating for our victim.

[DaraJaney]

“We are going into town for lunch, why don’t you join us?” one of the Lolita girls suggested.  Jake was taken aback but managed to smile shyly and say “oh … eh … no … thanks”.  “Oh but you are dressed perfectly for it!” his mother told him unhelpfully.  They all liked the idea.  “Oh do!”  “Please, it’ll be fun!”  Jake couldn’t think of anything that would be less like fun.

“That’s decided then”, his mother cut in.  “Will you make sure he gets home alright?”  “Oh we will.”  Jake was speechless.  Two girls on either arm propelled him towards the door.  “No please!  I’d really rather not”, he told them in something of an understatement.  “Don’t be silly!” they dismissed his pleas.  “You’ll be safe with us.”

Jake couldn’t believe he was tottering down the driveway in a pink dress, over layers of petticoats, his lace-trimmed bloomers peeking beneath, white tights, pink socks and high-heeled shoes, a pink bonnet tied over his blond ringlets and clutching a pink heart-shaped hand-bag and a cuddly bunny.

When they got to the main road a bus came almost immediately.  As Jake tried to smooth his petticoats under him on the bus seat it really hit home to him that he was being irretrievably propelled further away from his boy’s clothes.  He squirmed in his tights and bloomers at the thought.

At least amongst the group of Lolitas, he didn’t stand out so much although he was the only one wearing a bonnet.  He looked around the bus and people were smirking at them all but he presumed that nobody would guess that it was a boy underneath all the pink frills, ringlets, make-up and lace.

He spent the afternoon among the group of giggling girls.  They talked endlessly about each other’s clothes.  “Where did you get that blouse?”  “Did you make those bloomers yourself?”  “You must show me how to do that eye make-up.”  They tried to involve Jake in the chat but he had no idea where his pink knee socks came from.  Yes, his mother had made his bloomers.  He really just wanted the whole thing to end.

They went to an old-fashioned tea shop and continued their chat there.  Jake reckoned it was best to try to flounce around and generally act as a girl so that people wouldn’t suspect that he was a boy but it was mortifying mincing around and smiling as if he was delighted to be dressed in pink and frills.

His long false nails were a constant problem, catching in his layers of lace.  Even trying to pick up a knife to butter his scone was difficult.  The girls giggled at his attempts to control his petticoats and his clear embarrassment that his bloomers were showing.  “Aw they are so pretty!”

If he thought he was going to be freed after the tea shop, he was wrong.  They wanted to go shopping.  There was an accessory shop that had lots of the bows and ribbons and lace that they craved.  Jake just looked awkward among all the girly pink and frills, tottering around in his painful heels and clutching his bunny for comfort.  But the girls were in their element and in no hurry to go.

Finally it was time to break up and go their separate ways.  “Do you have your bus fare home?” they asked.  Jake shook his head.  He had nothing in his pink heart-shaped bag except a lacey handkerchief, his lipstick and other make-up items.  A twenty pound note was pressed into his frilly gloves.

There was nobody else going his way so he suddenly found that they were all waving goodbye and he was left to get the bus home by himself in his pink dress, peeking bloomers and frilly bonnet!  He clutched his bunny nervously and squirmed yet again conscious of the warm embrace of his white tights. He would have to break the twenty and get change for the bus.  They didn’t take notes.  That meant going into a shop to buy something.  He winced.  He just wanted to get home and out of these clothes.

He tried to walk and look as girly as possible now he was on his own.  Of course, he got weird looks but any girl would dressed as he was dressed.  He flounced over to the bus stop, his handbag swinging in the crook of his arm.  The screen at the stop showed 25 minutes to his next bus.  He cringed.

There was a blustery wind around the bus stop.  It fluttered his petticoats and he decided he was showing enough of his bloomers as it was.  He crossed the road to take refuge in the mall.  It was late Saturday afternoon now and it was crowded.

He was attracting looks from everyone so decided he needed to find a quiet shop to dive into.  He passed what looked like a gift shop which was surprisingly empty and went in.  He looked around.  It was a doll shop.  The shop assistant came straight over.  “Oh what a pretty dress!”  Jake cringed inwardly but forced a smile.

“What kind of doll are you looking for?”  Jake had no idea how to answer that.  He was undoubtedly dressed appropriately for someone interested in dolls but had no idea what categories of dolls existed.  So he just walked towards one and said in as girly a voice as he could muster “this looks nice”.

The shop assistant showed him lots of different dolls insisting that he hold them and asking him what he thought of them.  Jake was mortified trying to hold a conversation about dolls but this was better than walking around in the crowds outside attracting too much attention.  He needed to break his twenty anyway.

After about 15 minutes had passed he plumped for a doll that was the right price to leave him his bus fare in change.  The assistant rang it up and handed the doll to Jake.  He now had a pink handbag, a stuffed bunny and a large doll to clutch on his way home.

A queue had formed at the bus stop.  He self-consciously took his place at the end and tried to hold his billowing petticoats down with his elbows, his hands now being full.

When the bus came and he approached the driver he had to handle the loose change as well as his handbag and toys with his long fingernails not helping at all.  The driver waited patiently as Jake dropped a couple of coins and had the devil of a job finding them and picking them up off the floor beneath his petticoats.

When he walked down the bus it was fully seated downstairs.  There was no way he could reach up for the hand straps with his arms full so he had to go upstairs.  He winced going up the stairs, thinking of the view he was affording to those down below.

It was worse on the way down when it came to his stop.  He could see all of the eyes aimed below his dress as he descended the stairs and his petticoats ballooned.  He just had to try to get it over with as quickly as possible.  He could help but notice the smirks on all the faces as he got to the foot of the stairs.

[krystalasbaby2017]

Good story love the embarassment in it