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Carnival Princess

by Toms Party

Most girls only dream of being a bridesmaid or elected as a carnival

princess. But few ever actually undertake the privilege. Young lads

on the other hand never even get the chance and may not be so keen. Or

would they? If you've ever asked yourself this question ... read on.

My names Trudy and I work for the local Borough Council as part of an

all girl team. The pays poor but it does have its privileges and one

of our responsibilities is to organise the yearly carnival and fete.

Its a job I've enjoyed for over five years now and I considered myself

good at what I did. Feeling sufficiently confident to handle all

eventualities. But what happened the day of the carnival procession

almost through me in a dizzy, had it not been for my young friend Paul

and the co-operation of my work colleagues.

At the last moment our newly elected beauty, Stephanie, who as yet was

unannounced, was taken ill with a most severe stomach upset. To cut a

long story short we had no princess for the ceremony and with only two

hours to go I began to panic. I would have loved to have taken her

place but at my age... I think not. I'm more your motherly Auntie

type. A few years ago, before I had children, perhaps. But sadly the

years had not been kind to me. One of my girls, Sandra, ironically a

friend of the princess was busting to take her place. Though this may

seem immoral, no one had actually seen the princess since the election

and I felt any princess, even if not the correct one would be better

than none at all. A whole years work would be ruined if the carnival

procession went off lead by the princess's float with an empty throne.

Good old Sandra, she had the best intentions in the world. But sadley

with a figure that looked as if it had been roughly poured into every

dress she wore, I couldn't see her winning the coveted award of

Princess. Naturaly I didn't want to be unkind but she hadn't really

the face either but beggars can't be choosers, she would have to do.

There was simply not enough time to find another princess in such short

notice. I toyed with telling my boss but I knew he would talk to the

Mayor and before I knew it pandemonium would set in. Honesty may be

the best policy but in this instance ignorance must be bliss.

To top my troubles my car was being serviced so my close friend Paul

offered to drive me around for the day. At eighteen he had just past

his driving test and was keen to practice. I knew his parents well

since he lived just down my road and they where delighted he was acting

as chauffeur for the day. I even promised to pay him a few quid as a

token for my gratitude. I rang Stephanie and asked if I could collect

the dress and loosely suggested Sandra could act as stand in. On the

phone she sounded really rough so we promised we wouldn't be long. I

initially thought she would not be keen on the idea of her friend

taking her place but she fortunately didn't seem to mind. 'We have

work to do' I said and gathering my bag I summoned Paul and he drove

Sandra and I round to the poorly Princesses house. Her mother was out

shopping so Stephanie showed us in. We wished her well and was about

to leave with the dress when Stephanie suggested we dress Sandra in her

bedroom. 'Are you sure?' I asked. She seemed pleased to help so as

time was of the essence we jumped at the chance. Paul meekly followed

us inside and had a nose through Stephanie's personal things in her

bedroom as we got Sandra ready.

Can you imagine our horror when we found there was no way, short of a

miracle, that Sandra was going to squeeze her amble frame into the

feminine and delicate clothes of our poorly princess. What where we

going to do and as time ticked by I really thought we were out of luck.

Sandra stood holding the shimmering peach and frothy net dress

encrusted in sparkling jewels up in the air with a dejected look on her

face. 'I so much wanted to wear this, she cried, this dress does not

fit a women's voluptuous shape its more suitable for a bloke.' Need I

say more, as the words came from her mouth all us girls looked at each

other and then Paul.

Simultaneously the same warped thoughts flashed in our mind. 'Fancy

becoming a carnival princess,' I quipped? He wasn't quite as pleased

with the idea and joked laughingly but the more we thought about it,

the better the idea it seemed. 'Come on Paul,' I said seriously.

'Joking aside your about the same size as Stephanie. The carnival

procession starts at three o'clock and I told the mayor we would be in

the car-park at two. Paul looked at us with a sheepish grin on his

face. 'I can't wear that, I would be the laughing stock of the whole

town'. 'Not if they didn't recognise you,' I said. We have two hours

to go and with a little help from the other girls I do believe we could

transform you into a true princess. You'll be the envy of every girl

in the town.' Paul did not look convinced. 'You have the opportunity

of experiencing something that most girls only dream of.' I said

proudly. 'That's all very well but I'm a man,' he quipped. 'I looked

at Sandra and Stephanie and raised an eyebrow. I found it difficult to

see Paul as a man with his girlish looks, soft skin and long blonde

hair. Stephanie and Sandra nodded with approval. 'He'll make a lovely

girl,' Sandra said reaching out and playing with his hair.' 'And look

at those hips, such a feminine wiggle,' Stephanie said. 'What do you

say then. . .Yes.' The room went silent apart from the rustle of the

frothy underskirt Sandra was still fingering. 'What's in it for me,'

he said. 'Well... Um!... Sandra broke the silence, 'you'll be

helping us out of a frightful mess. Trudy will get in so much trouble

if the carnival backfires. Please she said go on.' He didn't really

have any choice. He'd be very heartless to say no. I reminded him

that he was being paid for his troubles and he owed me a few favours.

Especially since it was I who taught him to drive in the first place.

'Oh all right, he said but I don't want you to tell anyone. As far as

the world is concerned when I'm in this dress, I am the carnival

princess.' 'Oh! You will be,' we all said together. 'One small word

of caution though, we have our jobs at stake here and once dressed in

these girly things you'll have to be a pretty girl all the time. 'All

the time,' he protested. 'All the time, at least until the end of the

procession,' I said. 'Never mind my dear, its all in aid of charity,

get your trousers off .' I told him.

Even though he had accepted the role he was far from enthusiastic to

get undressed and after waiting patiently for ten minutes with time

ticking by we had to take action. It wasn't such a struggle as I had

envisaged but we had to hold him down and stuff a pair of Stephanie's

panties into his mouth to stop him crying out. As I pushed the silky

material into his mouth I could hear him attempt to say he'd changed

his mind but as far as we where all concerned there was no going back.

Within a matter of minutes he was lying stripped totally naked on the

bedroom floor. Stephanie had run a bath and we carried him kicking

into the bathroom where we made him take a hot bubble bath in

moisturising oils. We gave him a razor. 'Shave,' I said sternly

hoping he would save us the effort but he choose to ignore my request.

Consequently he didn't take kindly to being forcibly shaved all over

until he was totally devoid of all body hair. I perhaps would not have

done his armpits but Sandra said 'if a jobs got to be done, it must be

done well.' I couldn't argue with that. It was something I frequently

said back in the office. After we had patted him dry with a large soft

towel we all smothered him in a selection of moisturising creams and

oils we found in the bathroom cabinet. Standing upright we three

busied ourselves smearing all the feminine smelling cream all over his

body much to his amusement. Even with the panties still in his mouth I

could see he was getting a bit excited. 'You better put a stop to that

I said giving him a sharp rap on the head. It will ruin the line of

your dress. Smelling like a tarts handbag Sandra fastened a wide lacy

white suspender belt around his slim waist. The 4 suspenders hung

loosely down his now smooth legs as Stephanie, who was always good with

makeup applied false finger nails to his slender fingers and painted

his toes. Sandra made a cup of tea while the varnish dried. Back in

the bedroom I handed him the pair of seamed white stockings that

Stephanie would have worn. He eased one foot into the mouth of the

open stocking and he slipped it up his silky leg. I commented to

Stephanie how well he performed the task and even then wondered if he

had done all this before. I helped him fasten the adjustable

suspenders to the lacy tops of the stockings and straightened the

seams. 'Being a pretty girl, you'll be worrying about you seams all

day long,' Sandra said, laughing. Next, I slipped the white boned

corset around his waist that Stephanie handed me. 'You were not going

to wear this, where you?,' I asked. 'No silly I just thought it might

help Paul develop his figure into one of a flattering feminine shape.

'I guess your right, good thinking' Paul looked very apprehensive as I

fastened the front hooks and struggled to get it closed. 'Your too

fat,' I cried. 'Perfect, Stephanie said, my mum wears that corset

sometimes it does wonders to any figure.' I walked behind him and

pulled the laces harshly taking out all the slack. 'This should bring

the femme out of you, I said, and maybe when I get the corset tight

you'll know we mean business. 'So much for thinking dressng as a girl

in femine frills was easy. Lay on the floor chest down. He did as I

ordered and with my knee on his back as a lever I pulled even harder on

the laces, until the edges of the corset met in the middle of his back.

'Amazing, I said, panting as we both stood up, your waist now gives you

an hourglass figure. Paul struggled to stand as the wind had

noticeably been knocked out of him. 'Don't worry you'll get used to

it', I said reassuringly, even though I'd never worn one myself. The

bra was of white satin. It was underwired and held the water filled

balloons we used as breasts beautifully. It thrust them up and out in

a very provocative way. 'You'll have to treat them with reverence, I

told him, otherwise you may wet yourselves.' We all chuckled at that

except Paul since he still had the panties in his mouth. 'Don't you

think he had them in enough,' Sandra said. Paul grunted and nodded

enthusiastically. 'OK, perhaps your right,' I said pulling the now

soggy panties from his mouth. 'You can't wear these now , can you?.'

Stephanie opened her knicker draw and rummaged amongst all her silks

until she found a pair of lacy panties that matched his bra. She held

them aloft like a trophy 'Get your bottom into a pair of panties, she

cried, don't be a long term disappointment to yourself. Prove to us

you can at last do something well even if it is a little unnatural.'

He stepped gingerly into them and slid them up his silky legs.

Reaching his hips he paused momentarily as if having second thoughts.

'There's no going back now, I said as he pulled them up to his waist

and the material tightly encased his groin. You look wonderful and I

caressed his feminine looking bulge in his panties. You look gorgeous

and in a few moments you'll be our princess. He couldn't quite

understand why he had to wear a pair of snowy white lace panties

instead of his own underwear. I tried to explain that the dress was

quite short and we didn't want our game uncovered. Who has heard of a

carnival princess wearing boys briefs. By now his persistent protests

had began to die down and I do believe he secretly liked the idea of

being feminised against his will. Wouldn't you? He stepped into the

frothy white underskirt Sandra held out for him as he steadied himself

holding onto my shoulders. 'There you go she said as she pulled the

elasticised waist band up over his hips. Who's pretty now.' 'I think

we've done a silly thing now. You may struggle getting into the dress

with the under skirt already in place.' He didn't have too much

difficulty. He slipped his slender arms into the puffed sleeves and

the lace bodice fitted like a glove around his chest. The dress was

magnificent. We where all jealous it was of a soft and flattering

peach with feminine and elegant lines. All most finished, we made him

sit at Stepahnies makeup table and she quickly applied long false

eyelashes, then foundation, powder, blusher and eyeshadow. He didn't

appreciate her plucking out some unkempt eyebrows until they where

beautifully shaped into a nice feminised arch which she accented even

more with a pencil. The picture was completed with a bold lipstick,

lip liner and a coating of lip gloss. She spayed some perfume into his

cleavage, in his hair and on his wrists. Stephanie did a marvellous

job and he was soon standing before us every bit a princess. He looked

a stunning picture, dressed in his gown with his long flowing hair and

ballerina looks. 'Don't forget your shoes' Stephanie said. Horror

must have shown on my face. I'd totally forgotten about shoes. His

feet would never fit into Stephanie's. That just goes to show how

wrong you can be I thought as he stepped into a pair of 4" highheeled

gold shoes with buckled slingback and cross over detail. He smiled at

me as he fastened the T-strap around his ankle with the delicate gold

buckle. His transformation complete he strutted around the bedroom

looking every bit a princess. Wiggling his hips, pouting his lips and

thrusting his breats forwards. Suddenly the door of the bedroom burst

open and in walked Stephanie's mum.. 'Come on girls Stephanie is

supposed to be resting, doctors orders.' She looked at Paul who now

was standing demurely in the corner radiant in his gown. 'You must be

the stand-in for Stephanie' she said. 'What's your name...' Paul

froze it was obvious he didn't know what to say so I quickly took

command of the situation. 'Amanda' I said. Well, Amanda it's lovely

to meet such a pretty young girl but you better hurry or you'll be

late. I glanced at my watch and with only ten minutes to go we said

goodbye to Stephanie and I bustled everyone outside. Paul swallowed

hard as he took his first feminised footstep in the open air. I guess

its one thing wearing clothes normally associated with the other gender

in the confines of your own home but in public its bound to be

different. 'How do you feel I asked. 'Foolish,' he said. 'You have

no worries, not only will no body notice but I genuinely do believe if

the contest was to be held again you would win.' I sniggered, 'even

with your little differences.'

We arrived at the car-park rendezvous with moments to spare. The

mayor greeted Paul or Stephanie as we now had to call him and he took

quite a shine to him. Paul walked with a girlish wiggle and he

curtsied beautifully just as we had shown him and the mayor placed the

sash over his head and crown in his hair. 'I've heard he's a dirty old

man,' Sandra whispered in my ear. I didn't hear the whole conversation

but I saw Paul blush a number of times as the mayor lightly touched

Paul's lace covered shoulder and tapped him gently on his bottom. Duty

called and fortunately for Paul, who looked very uncomfortable, the

mayor had to be on his way. Wishing him well, Sandra and I helped him

up the short ladder onto the lorry. Trucks where not designed to

accommodate princesses especially ones in alien highheels and a frothy

skirt. I don't think many people other than the Mayor, noticed as he

exposed his pantie glad bottom to the crowd of onlookers that was

gathering to see the start of the procession. He did look a picture as

he sat on his throne just like a fashionable pretty girl all encased in

ladies nylons and lace. He looked so proud holding his sceptre and

wearing his crown with the cape flowing gently around his body. He

looked lovely in lace and the jewels on his dress and crown sparkled in

the glare of the afternoon sun and mixed every inspiration from snow

white to Cleopatra. I don't think it was particularly comfortable or

easy to wear but it gave a look of real feminine luxury. His panties

cut into his groin, the corset squeezed his stomach so hard it knocked

the breath out of him and his water filled balloon breasts made him

feel top heavy. Above all his stockinged legs and short skirt made him

feel open , exposed and very vulnerable. More so when the engine of

the lorry coughed into action and amongst the throb of the vehicle the

wind kept lifting the hem and netting of his skirt so any eagle eyed

onlooker could see what he so desperately tried to hide. For the first

time in his life he began to feel what it was like to be an attractive

women.

That said, I do believe he eventually relaxed and came to appreciate

being dressed as a beautiful fairy tale princess. This was good

fortune indeed as we all forgot in the excitement that the carnival

princess had to be dressed the part for the rest of the day and Paul or

Stephanie was in store for quite a treat. As princess, he had many

responsibilities throughout the day and they all involved him dressed

as a beautiful girl, panties, dresses, stockings and all.

If you wish and when I have time I'll tell you what happened when the

Mayors son took a shine to our lovely princess and at the end of the

day, in a glittering climax to the procession asked him on a date he

couldn't really refuse.

In the meantime if you know of a similar situation I'd love to hear

from you. 1995 Toms Party (c)

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