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Damsel in distress
Imagine your sister requested you act as chaperone on her date? Wouldn't
you? Now just suppose you had to dress as her girlfriend, would you be so
keen? Duncan did but it was his sister who had to be the protector and come
to his rescue when subjected to a humiliating ordeal.
1. The Request
Duncan was fond of his older sister, Helen, but she pushed the boundaries of
brotherly love to its limit when she asked him an unusual favour.
'Let me get this straight,' Duncan said, lounging on his bed whilst
listening to `Capital' radio. 'You want me to escort you on a date with
some guy you've just met.'
Helen fluttered her long eye lashes. 'That's right,' she said.
`If that wasn't bad enough you want me to be your . . ,' he paused as the
full horror of what she asked sunk in. 'You want me to be your girlfriend.'
Helen smirked 'Sounds silly I know, but before you refuse outright please
let me explain.' Duncan considered himself broad minded and Helen had asked
some odd things of him over the years but this took the biscuit. It was two
years since he wore her school pinafore to a fancy dress dance and he'd
enjoyed every minute. The feeling of openness on his legs, the embrace of
her stockings and the pull of the bra it all added to a truly feminine
experience. He never disclosed how much he savoured wearing her uniform but
he was somehow aware she knew. Call it her female intuition. She knew. He
envied her beautiful clothes, the make-up she wore and the attention she
received but he hadn't succumb to the temptation to wear any of her clothes
since. Dreams are not to be confused with reality, however strong your
desire he had often mused and had actively pushed the notion to the back of
his head.
Helen sat down on his bed beside him, 'I've met this gorgeous guy, Paul.
We've talked before, in passing but last night at the pub he started quite a
conversation. One thing led to another and he asked me out. I said yes and
gave him our phone number.'
`Congratulations I hope things work out.' Duncan said.
`Thanks, but there is a small problem.
`Yes . . .' Duncan said apprehensively.
`He's currently seeing Emma.'
`Hello,' said Duncan, `Emma as in your best friend. Emma as in the girl who
you've grown up with and do everything together.'
`Precisely,' she admitted, `that's the problem. I would love to date Paul
but don't want to upset Emma. Not until I'm at least aware of his intentions.
`How is Emma, I haven't seen her for years,' he asked.
`She's fine, you know how it is climbing the social ladder' she said with a
hint of annoyance having been interrupted. He's invited me punting in
Cambridge at the weekend but he wants me to bring along a girlfriend.
Apparently there's quite a crowd going but I dare not invite anyone I know
in case the word gets back to Emma. I'm not even sure if she's actually
going but I cannot take the chance. As you know, her friends are mine, so
you can see my dilemma.' Duncan sighed and peered enviously at her long
slender legs and short flimsy skirt.
`To be honest,' she continued, `I'm slightly nervous going on my own as I
don't know much about him or his friends.'
`Come on, your a big girl now, you can handle him.' Duncan quipped.
`Maybe,' Helen commented. `But he wants me to meet him in Cambridge and you
know how unreliable my car is. I would hate to break down miles from
anywhere on my own. Please say yes, please'
`Why can't I go as I am,' Duncan asked, fingering the fabric of his worn jeans.
`Don't be stupid I can't take another boy it would give him the totally
wrong message, he may think we're an item. In any case he specifically asked
me to bring a girlfriend. You don't want me upsetting him before we even
start do you?'
Duncan smirked, `I guess, not but it still doesn't answer the question.'
`Oh, I don't know,' she said impatiently. `Perhaps he's concerned about
numbers doesn't want too many boys out numbering the girls.' Helen shrugged
her shoulders and lifted her hands letting them drop loosely by her side.
`Well, that's rich since I would really set his sex ratio calculations
adrift if I turned up as a girl.' Duncan shuddered, `the thought is
horrible I will be a girly gooseberry.'
Helen laughed, `is that all your worried about. You really don't listen do
you. As I said before we are making up a group. There's no way you'd be a
gooseberry.'
Duncan had never been a one for making impromptu decision but the
proposition did tempt him. He had a petite frame for a boy and many family
friends had commented that they looked so alike. Perhaps what she asked was
probable.
`You can help me with the food.' She said, `I've promised to supply a picnic
hamper. Please, please, help me, you'll be the best brother ever. Don't
worry I won't tell anyone. Mum and Dad are out visiting Don and Betty. You
know what they do, go early, back late, and you'll be amongst strangers so
no one will ever know.'
Duncan stared at her in disbelief. Was she really serious? He loved the idea
if he could carry it off but seriously, surely not.
`Don't worry as to what you'll look like, your figure, my clothes and a
little make-up you'll look stunning. Just you wait and see I will transform
you overnight into a convincing vision of femininity.'
Duncan looked on the verge of consenting. `Well . . .'
`Come on,' she teased, `be honest with yourself, haven't you ever considered
what it would be like to be made up and pampered as a girl all day.' She
smiles reassuringly and placed a hand round his shoulders. `You'll not come
to any harm, remember you'll be with me.' Helen was very persuasive but
nothing could suppress her surprise when he reluctantly agreed.
`You'll owe me for this,' he said.
Helen had difficulty containing her delight, `Oh, thank you, thank you,
thank you.' she said, `I promise I'll never forget this.'
That's what worried Duncan, he hoped she would.
`Don't think I'm ungrateful but If this is to work its important you act out
your role convincingly otherwise there is no point. Can you manage that?'
`I don't think I grasp your meaning,' Duncan said.
'You do want to be a girl, don't you?' She said frowning.
Duncan looked dumbfounded. `I guess so,' he said, `is that what you want me
to say?'
Helen looked cross. ` No, its not what I want you to say, its what you want
to be.'
Duncan thought he understood. `Yes, then, . . .yes,' he said, `I do want to
be a girl'.
`Excellent.' Helen said clapping, `We'll have a fabulous time just you wait
and see. You're a starlet in the making.'
The days past quickly leading to the weekend and on Friday night just before
dinner Helen reminded him of his commitment. He had as she expected
forgotten about his promise and his face dropped. Over dinner Helen started
the conversion again. 'If your not going out tonight,' she winked, `we'd
better start getting things ready for tomorrow.'
'What's happening Saturday,' their mum asked.
'Duncan and I are going on a picnic with some friends,' said Helen.
'That's lovely, do have a nice time, I've heard the weather is going to be
gorgeous.'
`Oh! I do hope so. l want to wear my new strappy sun dress. What are you
going to wear, Duncan?'
He winced uncomfortably and shifted awkwardly on his chair. This was unfair
she was deliberately teasing him in front of their parents.
`I haven't decided yet,' he said, giving her a sarcastic smile.
`I'll help you choose something nice and suitable,' she said raising a
well-shaped eyebrow. Their mum smiled. It was nice to see them getting on
so well.
'Don't forget we're out for the day,' said their dad.
`That'll be nice, anywhere special,' Helen asked.
`Don and Betty's from the drama club. We hope to discuss our new play. We
expect to be back late so you'll need to take a door key.' He added.
After dinner Duncan scolded Helen for teasing him but soon forgot everything
as he helped her fill a wicker hamper full of freshly cut sandwiches, salad,
cakes and fruit. As a special treat she packed the fresh strawberries,
whipped cream and a bottle of pink champagne she'd bought earlier that day.
Duncan licked his lips, `There's not that much here, how many are actually
coming?', he asked.
Helen looked nervous. `I don't know exact numbers but I did tell Paul I
would only provide food for us three.'
Duncan smiled reassured and with the hamper packed she led him upstairs. He
always felt nervous in her bedroom. He wasn't sure why. Was it the feminine
decor, with its pastel walls and floral print curtains and matching bed
spread or was it her clothes. To be so close to such femininity always made
him dizzy. She was an untidy girl by nature and her room was often strewn
with her lacy panties, bras and stockings. Duncan shivered at the thought as
he pushed the mountain of soft toys on her bed to one side and sat down.
`Don't get too comfortable I want your jeans off for a start. You can be
rest assured you won't be wearing trousers tomorrow. Now let me see,' she
said, as she flung open the wardrobe doors and waved her hands proudly at
the rails of clothes. `Is there anything I've worn recently that you'd like
to try?'
Duncan twitched nervously, `On second thoughts I'm not sure if this is a
good idea,' he said twiddling his thumbs, `I feel ill.'
'You can't chicken out now I've told Paul to expect us.' He knows all about
you Cindy and he's very keen to meet you.'
`Cindy is that what you said is my name?' Duncan winced, `Cindy, its so
girly.'
Helen stared him straight in the eye. `Look you did promise to be a girl
for the day so you can't expect me to call you Dunk, wear overalls, talk
about soccer and fast cars now can you?'
Duncan smiled for the first time in about an hour `I guess not,' he said
nodding slowly as if his head had grown very heavy.
`Good, now, strip to your briefs and help me sort through my clothes for
something suitable for you to wear.' She leafed through her extensive
collection selecting dress after dress, pushing them against his near naked
torso. `Let me see,' she pondered, `If the weather is forecast fine and
since going to Cambridge we should really dress as two irresistible
d�butantes all fixed for a lazy day on the river.' She giggled. `Summer
dresses I think, what's your opinion?'
Duncan looked bemused. `That sounds fine,' he said slightly awkwardly.
She soon choose him an irresistibly feminine outfit and gave him a razor and
some shaving foam. `Don't forget to shave your legs when you have a bath
tonight.' she said.
Duncan looked horrified. `Your joshing, right?'
`No I'm not, how can you expect to be a convincing girl in my pretty dress
with stubbly legs, underarm hair and a manly chest, ugh!. The thought is
quite repulsive.'
`I guess your right.' Duncan conceded.
He took the shaving equipment from her and stood to leave. He frowned and
closed the door behind him as she chuckled like a naughty school girl. `See
you in the morning, Cindy.'
2. The new Beginning.
Duncan awoke early. His room smelt strongly of nail polish and he felt
something silky on his chest. As requested he had bathed, shaved all over
and covered himself in her moisturiser. He didn't go downstairs for his
customary milk but feeling naked minus all body hair he prepared for bed.
Helen then popped into his bedroom to check if he had done what she had
requested to her satisfaction. It was then Helen insisted she painted his
nails before they retired for the night. She didn't seem to think they would
have time in the morning. Duncan didn't complain he liked the smell. Perhaps
that was why he slept badly or was it what he wore?
Helen was adamant, `You have to do this,' she said, but he couldn't come to
terms with the nightdress and panties she made him to wear. He lifted the
bed sheets inquisitively and looked at his feminised form. The rose printed
crepe de chine chemise hung loosely around his body from its shoestring
straps. It had risen slightly up his body during the night, exposing his
hips and pantie clad bottom. She said it would help him get into the mood.
�Start the day as you mean to go on,� she said. He didn't agree but it was
late by the time she'd selected him a pretty dress, shoes, underwear, hat
and handbag. He was tired and he'd past caring so he wore what she selected.
As he lay in his bed he heard his parents rise, go downstairs and eat
breakfast. Later his mum popped her head inside his room to say goodbye and
wish them well on their day trip.
`Pooh!,' she said wrinkling her nose, `the pungent aroma of your sisters
nail polish get everywhere.'
Duncan blushed visibly.
`BEEP, BEEP,' The horn of dad's car sounded loudly.
`That will be your impatient father. Must be off.'
Duncan heaved a sigh of relief grateful for the bed clothes tightly pulled
around his neck that concealed the dainty straps of Helens nightdress.
`Bye,' he said as she shut the door behind her.
Helen followed her in as their car drove off down the street.
`Come on,' she said excitedly, `We don't want to be late and I want some
breakfast before we go'. She looked heavily laden with one hand carrying
their clothes and the other held a large make-up bag.
`Wake up, Cindy, show a leg.'
Duncan dragged himself out of bed and Helen commented on his pretty
nightdress.
`My that's lovely,' she said, `Have you seen for yourself.'
He hadn't and out of curiosity he checked his reflection in the full length
mirror affixed to his wall. The image that bounced back was that of a
pretty young girl.
`I don't believe it,' he gasped. `It's extraordinary what a few clothes can
do.'
Helen handed him a fresh pair of buttermilk coloured knickers. `Just wait
until we've made you up.'
He removed the undies he wore during the night and slipped on the hi-leg
panties. Pausing to admire their delicate lace front.
`These are pretty,' he said sliding them cautiously up his slender legs,
slipping his male equipment down to give himself a credible girlish front.
`That's not the only thing that will be pretty by the time we're through.
Now sit down in front of me and I'll do something with your breasts.'
With him sitting comfortably she turned Duncan to face her and using a gauze
pad wiped Duncan's newly shaved chest with a cool lotion. She turned away
from him and dropped the gauze onto the table top and picked something out
of the bag she had brought in with her. She turned round sharply and
pressed something cold and soft against his left pectoral, holding it firmly
in place for about thirty seconds. When she removed her hand a large girl's
breast was visible on his chest.
`What on earth are you doing,' he gasped, `They look enormous and . .
.permanent.'
`Don't be silly,' she chuckled, `Its either uncomfortable padding or these
synthetic breasts. I couldn't get a size smaller so these will have to do.'
Duncan sat open mouthed as she performed the same procedure on his right
side. Within a few minutes he was sporting a matching pair of breasts
suitable for a well-endowed woman rather than a normal girl of his age.
There where no straps, they moved as he breathed and accurately weighted to
match the real thing they looked frighteningly real.
`What have you attached them with?' he asked, `glue?'
`That's right,' she said, `silicone adhesive to be exact but don't worry
they will come off. . . eventually. She put the pad and lotion back into her
bag, stepped back and gazed admirably at her handiwork. `Well, how do you
like them?' `I, I,' Duncan was speechless as he looked down at his amble
chest. `I'm not sure,' he said, cupping each breast with his hands. They
felt genuine and when he swayed they moved like the real thing. `They'll
take some getting used to. They weigh me down and pull me forward.' He said
walking round the room.
Helen smirked. `You boys have it so easy now perhaps you can imagine how a
real girl feels.' `This is all rather serious,' he said frowning, `are you
sure all this effort is necessary.'
`Absolutely, we don't want Paul and his mates to discover the truth, do we?'
Duncan nodded, `I guess not.'
Helen slipped a matching Wondabra in the same buttermilk round his new
breasts. `This is new, it cost a fortune but the effect will be priceless.'
It was, he looked stunning.
Helen giggled, `I had to buy the bra special as you're a few sizes larger
than me. Even the woman in the lingerie shop questioned the cup size I think
she thought it was for me.'
Duncan winced and stood up as Helen placed a lace suspender belt around his
waist hooking it in place behind. Next she told him to sit back down while
she helped him slide a pair of silky cream seamed stockings up his shaved
and moisturised legs.
`How do those feel,' she asked as she adjusted his seams and attached the
lace tops to the suspender straps, poking them inside his panties.
Duncan bent at the knees and ran his hands down his stockinged legs. `I feel
. . . I don't know how to describe it. . pampered.' His wide eyes went from
his long slender legs to Helen. His mouth softened into a smile.
`Helen.'
`Yes,'
`Why have you dressed me in such provocative undies when the last thing I
want to do is attract men?
Helen blinked, `I want to reward you for your girlishness,' she said, `by
treating you to some sexy underwear. Feel right. Look right.'
He had to agree with her he did feel increasingly feminine and he couldn't
believe how convincing he looked as he watched his transformation in the
mirror.
`Are you ready for your first step towards being a woman,' she said as she
held out her dress. `Yes.' He said unfolding his arms underneath his amble
bosom. `I think I`ve past the point of no return.'
He stepped into the flirty summer sun dress of yellow and pink pastels and
she buttoned him up behind. The cool cotton dress was a bit see-through,
without being obviously revealing. `Just enough to turn an admirer on,'
Helen joked.
It had a deep scooped neckline in front that showed his fair skin down to
his huge bosoms. The full skirt flared from the waist extravagantly ending
just below knee height. He thanked her for choosing something tasteful.
`You what,' she said.
`Don't laugh but I originally envisaged having to wear a skirt not much
wider than a belt.' He said.
`Who do you take me for?, you'd look like a tart. Or have I mistaken your
real desire having preferred to dress like a floozy?`
`No,' Duncan said sharply, `If I have to wear a dress, this dress is fine.'
Helen smiled broadly, `yes, you have to wear a dress'.
Fully clothed she made him sit back down in front of the dressing table and
whilst he faced the mirror she again rummaged in her bag.
`Are you going to be an ugly duckling or a swan?' she asked, `lets find out'
and she produced a beautiful long auburn wig. Standing behind him she held
the base of the wig and stretched it tightly over his head, pulling it down
tightly over his scalp.
`Perfect,' she said, as with a soft brush she combed the long hair off his
face. She was grinning with pleasure. `As I thought a swan.'
`Where did you get all these props from,' Duncan asked in amazement as he
tossed his long mane back in a characteristically feminine way.
`That would be telling, but I have a very helpful accomplice who is
understanding to my cause. Oh, but Cindy don't worry your pretty little head
with incidentals you're looking prettier and prettier with everything I put
on you. Now lets make you up.'
From the large make-up case she choose a suitable foundation and put a
smooth even coat on his cheeks, nose and chin. Next she applied pink blusher
to each of his cheeks.
`Oh, Cindy you look so beautiful,' Helen said. `I will have to watch Paul
more closely than I thought or he may run off with you, my pretty girlfriend.'
She expertly brushed on more colour. After that she put powder on him to
soften the colour of the blusher.
`We don't want you looking too tarty now do we.'
Then she took an eyebrow pencil and outlined each of Duncan's eyes. Next she
put eye shadow on his lids and mascara on his lashes.
`I don't know why I'm bothering with this,' she said, as she spread the
mascara thinly on his lashes, `These are so long they're positively
gorgeous.' Finally she took some bright red lipstick that matched the colour
of the polish on his fingers and applied a thick coat to Duncan's lips,
outlining them perfectly.
Finally when they had both dressed Duncan accustomed himself to wearing his
sisters' heels. He nurtured a special fondness for her shoes and the cream
coloured leather slingbacks with their three inch heel were amongst his
favourite. As he expected they fitted perfectly and matched his ensemble
beautifully. Standing up and feeling the pull of the tightly suspended
nylons and caress of the flimsy cotton dress awoke a sexy feeling deep
within him. A feeling he never knew he was capable of experiencing. A
feeling that frightened him. A feeling that questioned his genuine gender.
He shivered and shook his head to dislodge the alien sensation.
Helen rummaged in her chest of drawers and retrieved a matching purse which
she dropped onto his shoulder. Then she gave him a few pointers in how to walk.
`Don't think I'm patronising you but us girls do walk differently from you
boys and you do want to be a convincing girl, don't you?.'
Duncan nodded.
`Place one foot directly in front of the other to give yourself a wiggle and
keep your legs close together as you walk. You should feel your nylons rub
against one another with every step.' He paced the floor a couple of times
and then followed Helen downstairs to the kitchen. He wasn't particularly
hungry, only eating a small breakfast of cereal and tea.
`I haven't felt this nervous since I took my driving test,' he commented.
He then helped Helen load the hamper into the boot. Stepping into the
morning sunshine wearing the dress rekindled the unnerving feeling within
him. It was a totally new sensation; the cool wind on his stocking clad
legs, the gentle caress of the skirt hem and the sway of his heavy breasts
against his chest was unreal.
`I forgot how transparent and floaty these dresses are but whilst you stood
with the sun behind you I could see straight through the dress and clearly
see your shapely legs. Lets pop back upstairs for we both must put on a slip.'
They did and Duncan now fully accepting his female role happily slipped the
silken slip up his legs and under his skirt. He felt strange before but this
additional layer of polyester heightened the feeling of slipperiness and as
he moved its caress sent electrifying shivers all over his body.
`There,' she said doing the same, `we want to leave something to the
imagination.'
Back outside Duncan dug the map of Great Britain out from under the front
seat and studied the route to Cambridge. Helen still busied herself running
in and out the house.
`Slow down,' he said, `You don't know how odd this feels. You not helping me
relax.'
Helen scowled, `Don't be such a sissy,' she muttered, `just because you're
wearing a dress doesn't mean your incapable of doing anything'. She gave his
bottom a hearty slap. `By the time we get to the pub you'll consider
yourself a true girl.'
`Pub,' said Duncan, peering up from the map, `you never said anything about
a pub.'
`Didn't I,' she replied, `I must have forgot.' `That's where I arranged to
meet Paul.'
Duncan's stomach churned, `Do we have to? Couldn't you have chosen some
place less public?'
`Yes we do.' she barked, `Now don't be so pathetic you're getting to be an
embarrassment.'
3. Cast off.
The morning haze soon cleared and the sun strengthened tremendously as they
journeyed up the M11. Helens supposedly unreliable car performed amicably
but rather than watch the road Duncan couldn't take his eyes off his long
slender legs stretched out before him. He just couldn't believe how his
slingbacks extended his legs and he kept playing nervously with the material
of his dress whilst crossing and uncrossing his legs. The seat belt was
uncomfortable. Its harness cut across his chest squishing his huge breasts.
He checked his make-up in the vanity mirror on the sun visor repetitively.
`Stop worrying,' Helen said realising his apprehension. `Relax, you look
lovely.' She held the steering wheel with her right hand and squeezed his
thigh gently, `we'll knock them dead.'
As arranged she parked in the grounds of the �The Granta Inn� adjacent to
the boat yard. With its traditional pub decour and patio overlooking the
mill pond and Sheep's Green it was heavily favoured by tourists. Duncan's
dress fluttered as he jumped out of the car exposing his white thigh and
lacy stocking tops. Characteristically of a woman he looked around slightly
embarrassed.
`Cindy'
`Yes, Helen?'
`Now you're a girl,' she smiled amiably, `I want to give you a bit of advice.'
`Yes?'
`Try to remember you're a demure young lady not a boisterous lad.'
Duncan looked down at his pretty dress. `I completely forgot. You girls, how
on earth do you do it?' He cradled his temples with the flats of his hands.
`There's just so much to remember.'
Like true girlfriends Helen took Duncan's arm and led him into the bar. As
they walked across the polished wooden floor their heels clicked noisily
sounding their arrival causing the men to turn and eye the approaching
talent. Duncan felt slightly queasy.
`I'm not sure if I like this,' he said quietly, but Helen tightened her hold
on his arm and steered him towards the bar. Both girls giggled nervously as
two boys whistled appreciably as they strutted across the floor, wiggling
their hips.
`You'll be fine with some alcohol inside you.' She smiled at the barman and
looked at Duncan. `Well what will you be having?'
He looked at the vast assortment of real ales. `A pint of Boddingtons,' he
automatically replied.
She smiled sweetly and whispered her order to the young barman who poured
two port and lemons. `If this is going to work,' she smiled at Duncan, `you
have to remember your the young and feminine Cindy not some beer swilling
lad out on the town.'
`Opps! I forgot again, sorry.'
`I know you did Cindy just try and be more careful. Dressed as you are I
don't know how you can be so absentminded.' Whilst Duncan sipped his drink
effeminately he noticed the lipstick mark his painted mouth left on the
glass. `I feel totally embarrassed watching all these guy's in jeans and
T-shirts'.
Why is that?' Asked Helen.
`I didn't mind dressing in all these lovely female clothes when I was just
with you in the security of your bedroom but now I'm amongst other men I
feel out of place. I should be among them instead of wearing your pretty
summer frock and passing myself off as a girl.'
Helen smiled, `You're so sweet sometimes, but please don't worry.'
Duncan took another nervous sip of his drink.
`Helen, Helen,' shouted a strong male voice and before they could look up
from their drinks they where joined by Paul and a mystery man.
`Hi,' Helen said.
`Hi babe,' said Paul.
Paul was good-looking with red hair and they body of a committed rugby
player. The other lad was black haired, slender but equally as muscular, his
name was Steve.
`Have you met Cindy before?' Helen asked.
`No,' they both said.
`I haven't had the pleasure.' Steve added.
`Hello,' said Duncan, as a pink blushed his new feminine face.
They chatted politely leaning against the bar as Helen gazed into Paul's
eyes and Duncan did his best to avoid Steve's lecherous stare. Duncan
flicked his hair backwards and moistened his lips with his tongue as Steve
looked at him the way a man looks at a woman, only Duncan wasn't a woman.
At a suitable moment Duncan excused himself in order to powder his nose.
`Come on.' he said to Helen, `Please come with me.' Helen smiled, what a
feminine gesture she thought as they both picked up their handbags and
tripped silently to the ladies.
`See you in a minute girls,' Paul said.
Once out of earshot Duncan hissed at Helen. `What on earth have you done
you've paired me up on a blind date with a bloke.'
`Quite,' she said, `wait until we're in the loos, they may hear.'
Duncan paused before he followed her inside the ladies unsure of the
legality of what he was about to do.
`Hurry up, you look suspicious just standing there, no one will know. Don't
attract attention to yourself'
It was, as he'd expected, laid out very similar to the men's toilet but
there was no urinals and the section reserved for hand washing was larger.
Inside three girls gossiped as they eyed them suspiciously. One was spaying
some strong perfume down her blouse, another retouched her lipstick, and one
hitched her skirt up her thigh and adjusted her stockings. Duncan couldn't
help staring.
`What's a matter love can't you see.' She laughed, pulled her skirt down
and left with her two friends.
Helen looked at Duncan and sensed his concern.
`Look,' she said, retouching her lipstick `don't give me a hard time I only
told you what he said to me.' `I feel awkward about this to.'
`Not as awkward as I that's for sure.'
`Steve's a nice guy, can't you just go along with the charade. He needn't
know and we will be home in a few hours.'
Duncan was adamant, `No,' he said brushing his long hair, `I want to go
home. Now'
Helen looked annoyed, `How can you be so insensitive this means so much to
me and your prepared to throw it all away.'
`Dammit Helen,' he said scowling. `I'm sorry, your asking to much.' Helen
ignored him and started to walk towards the exit.
`Hold on where are you going,' he said.
`Back to the boys. If you want to ruin your day go ahead but I'm staying
here.'
`But how can I get home,' he asked.
`Not my problem' she smiled.
Duncan shrugged his shoulders, stranded he had no choice. I only wish I'd
brought a spare change of clothing with me he thought.
`That's better,' she said giving him a peck on the cheek, `You'll enjoy the
day it will be fun. Just relax pretend you're all woman. Another lady
entered the toilet and disappeared into a cubicle. `That's an idea, while
you're here do you want to go?'
He did and for the first time in his life he went sitting down like a lady.
What have I done he thought as he sat with his head buried in his hands,
looking down at his dainty panties gathered round his ankles and the skirt
bunched round his waist.
When they eventually emerged the two lads had found some seats and they
gestured for them to join them. `Over here', Paul shouted. Duncan noticed
how they smirked to each other as they sat down. Duncan slid his handbag
under the table. Did they know? Had they guessed? They stayed in the bar for
a further hour and the lads kept them well lubricated with spirits. Steve
seemed a respectable lad one in which Duncan could have considered as a mate
but not as a boyfriend while wearing a skirt. Helen proceeded to drool over
Paul embarrassingly while he teased her cruelly.
Duncan shifted uncomfortably in his chair. 'When are we going punting?' he
said impatiently.
Paul took a long pull at his pint of beer. It was cold and felt good going
down his throat.
`Soon.' He said, `soon.'
He lied . . . it wasn't until after their fourth strong drink that Paul
eventually suggested they go and after knocking back the dregs they all
ambled outside into the bright sunshine. Paul took Helens arm and Duncan
avoided Steve doing similar by switching his shoulder bag from hand to hand
nervously.
`You spoke of a group. Where are the others?' Duncan asked.
`They'll join us on the river. Some of the girls wanted to do some shopping
first.' Paul explained. `Lovely city Cambridge.'
`Great shops,' Helen added, `you know what us girls are like.'
Duncan smiled and perched Helens large sunglasses on the bridge of his nose
and collected the hamper from the boot of the car. Steve rushed over and
offered to carry it for him.
`Thank you,' he said smiling sweetly, `you're a gentleman.'
Steve grinned and placed a firm hand on Duncan's shoulder. Duncan trembled
and pulled away sharply. `Let's go and catch up with the others,' he
muttered nervously.
They crossed the road to the boat yard where the two lads dolled out the
twenty pound deposit and a further fifteen pounds for three hours hire.
`Will you be travelling on �The Backs� or up river to Grantchester?' the
girl at the pay desk asked.
Duncan and Helen looked at each other blankly. `Up river,' Paul replied and
the girl stamped their ticket accordingly and waved them towards the
awaiting boat hand.
A squalid little man of ragged appearance came forth and eyed the ladies
hungrily, `I have your punt ready. Step this way.'
They all clambered into the punt gingerly and stashed the hamper under the
front seat.
Duncan felt the little mans eyes tearing through his light summer dress and
appreciated the slip he had so almost forgot.
`Have a nice day lads,' the boat hand said in a dirty voice.
The day was idyllic, a soft breeze blew, the sun shone and a colourful array
of birds chirped merrily. The water was calm and the two lads took it in
turn controlling the punt. Duncan was grateful he wasn't required to exert
any stamina as the lads struggled with the long poles. Funny he thought but
dressed in the flowing summers frock and frillies he felt as if his muscles
had wasted and his normal strength drained. He didn't mind. . . it felt
applicable.
He huddled alongside Helen at the front of the craft and they both stretched
themselves out displaying their pretty dresses to the two lads whilst
admiring the beautiful period buildings of the university. The dainty
parasol that Helen brought along was a great idea. What ever lad wasn't
steering sat in the centre of the punt.
Duncan grinned as he dangled his hand over the side and broke the water's
surface with a long nail. He closed his painted eyes as the day's events
wash over him. This is the life, he mused feeling the constriction of his
bra on his huge breasts and the panties riding high on his hips. He moved
slightly and his body slid between the silky slip and cotton dress. He took
a deep breath in satisfaction and the scent of women's perfume reached his
nose. Its situations like this he could quite imagine how it might feel to
remain a girl permanently. Bliss he thought, what a beautiful day.
Paul who was taking his turn to punt broke the silence.
`Does anyone know those four people?'
`Where?' Helen asked, sitting up and looking in front of her.
`Next to the Queens college, on the bridge ahead of us. They're waving
frantically as if they know us.'
`I know two of them. That's Don and Betty,' Steve said, `from my drama group.'
Helen turned around and looked at what they where both staring at. `Isn't
that our parents,' Helen said to Duncan.
Duncan froze. He'd never considered his mum and Dad would come to Cambridge
for the day with their friends. `I don't believe it,' Doug whispered to
Helen, `what shall we do?'
`Nothing,' Helen said cheerfully, as she waved back.
'Hello,' cried their mum. `Hello Helen, Hello Cindy. Having fun?'
`How does she know my name,' Duncan asked, `and who does she think I really
am?'
`Do stop fretting you'll start hyperventilating at this rate,' Helen
whispered, `I probably mentioned during the week that you where to join us.
Relax and wave back.'
They past under the bridge and they all waved.
Duncan flushed. `Dads got his bloody video camera and he's aiming it this way.'
`Say cheese,' he shouted at them.
`I'm dead,' Duncan said.
Helen by this time was getting a bit short tempered. `Quit worrying they
didn't recognise you. How can they possibly, you don't look like their son
but a pretty girl, enjoy.'
Their craft silently drifted on and they soon left the busy town of
Cambridge for the tranquillity of the open countryside. Paul suggested they
stop when they see a suitable spot for the picnic. It wasn't long before
he chose a picturesque setting shaded by a large oak tree amongst a field
full of wild flowers. He moored up while Steve helped the ladies out of the
punt. It rocked as they both stood up. Helen squealed and Duncan in his
high heels tottered precariously and gratefully accepted Steve's supporting
hand as he helped him onto dry land.
`Thank you,' he said.
Helen and Duncan busied themselves with the picnic things. First they laid a
large car blanket on the tall grass, then spread the contents of the hamper
neatly in the centre whilst Paul produced a football and leisurely kicked it
about with Steve.
`I don't believe some men,' Helen said, watching the two lads running around
the field. `Here we are two attractive ladies, beautifully dolled up and
what do these men do. . .play football.' `No offence meant but I ask you?
men they are stupid sometime.'
Duncan looked relived. `If you want my opinion,' he said, `they can kick
that bit of leather until we are due back at the yard. I would rather they
play with that than me.' He fiddled with the hem of his dress and flicked
an imaginary crumb off the pastel coloured fabric. Helen laughed and when
they had laid everything out they both relaxed, drank some wine and chatted.
Duncan unsure of how to act copied his sister where possible and sat in a
with his legs together and folded underneath his skirt.
`Isn't the day just terrific,' Helen said, stretching out and letting the
sun tan her legs. Its days like this I'm so glad to be a woman and wearing a
skirt. How about you Cindy?'
Duncan laughed nervously. `I wish you'd stop teasing me but dressed as I am
and with you talking to me in this manner I can quite forget my true gender.'
`Good,' said Helen, `that's precisely the object.'
Duncan did feel quite relaxed and he was beginning to enjoy being dressed as
Cindy. I couldn't do this as Duncan he thought as he picked some wild
flowers nearby and Helen showed him how to make a pretty garland.
`Here,' she said, `Put this on.' and she placed her handiwork gently on his
head. `I wish I had a camera,' Helen said, `you'd make such a pretty picture
all dressed up in this beautiful field by the riverside decked in wild
flowers.' She smirked. `So pretty, so very pretty.'
4. Just Deserts
The meal was delicious and after they had consumed the champagne they all
collapsed in a drunken stupor on the blanket.
He hadn't felt this good for ages. The champagne bubbles had gone to his
head and Duncan felt very peculiar but he was still sufficiently sober to
feel an adventurous hand creeping up his stockinged thigh. He sat bolt up
right and glared at Steve who quickly withdrew his offending hand.
`Sorry,' he said, `I don't want to appear forward.'
Duncan looked hard at Helen for some moral support but she was busy playing
tonsil tennis with Paul and by the looks of things he was getting quite
heated. Duncan turned back towards Steve who without warning tore the
sunglasses off his face and taking hold of the back of his head pushed his
mouth towards him. Duncan's pretty garland broke and fell from his long
hair. Steve's lips locked firmly to Duncan's as his tongue invaded the
privacy of his mouth. He enthusiastically crushed his firm lips to those of
the surprised Duncan as his hands caressed his neck and back. He kissed him
long and hard and it was some time before Duncan could break free.
`What's the matter,' Steve said `don't you like the kiss of a man?'
Duncan blushed. What the hell was he to do?
He'd have to play along. He just hoped Steve didn't expect to go too far on
his first date. Duncan smiled but Steve took this gesture as a green light
and lunged a hand at Duncan's right breast. He squeezed hard and looked
happy with what he had found. For once Duncan was glad he'd listened to his
sister for having made him wear the synthetics. Without any encouragement
Steve became more and more amorous and his hands began to wander
enthusiastically over Duncan's skirt and stockinged legs. Duncan cursed his
dress as however he sat the material gaped openly displaying a large expanse
of slender thigh and lacy stocking top. All much to the delight of the
excited Steve who sprang forward for a second sitting. Duncan momentarily
struggled to break free but something strange happened. As Steve caressed
his skin through the cool fabric of his dress and played with his soft,
silky hair, he momentarily forgot who he was and relaxed. He enjoyed Steve's
attention and succumb to his hidden yearning, kissing his date back
strongly. It was a terrifying sensation as the groggy Duncan lost control,
his penis stiffen in his silken panties and he yearned for release from the
taut fabric. What's happening to me he thought as he grappled to retain a
hold on reality. I am a man he said to himself as he fought to break free
from Steve's strong embrace. Steve relaxed momentarily and Duncan scrambled
up, regained his composure and skipped daintily away from the salivating
Steve.
`So you want to be chased do you?' he rasped picking himself up off the rug.
Helen hearing the commotion also pulled herself away from Paul and ran off
in the opposite direction. `Catch me if you can,' she taunted and ran among
the long grass and wild flowers. She, of course hoped to be caught but
Duncan didn't and he ran like the wind in a desperate bid to outrun the
advancing Steve. It was a hopeless situation in his high heels and
restrictive skirt so Duncan doubled back when he could see he was losing
ground in the hope for support from Helen. Exhausted he collapsed back on
the rug and realised in horror she had gone.
`Got you,' said Steve as he flung his bulk at Duncan forcing him backwards
onto the ground. He playfully sat on his waist and held Duncan's arms
pinning him to the floor. `What shall we do now,' he said, licking his lips
as sweat dripped from his forehead.
`You hurting me,' he cried, `let me go.'
But Steve didn't let go instead he tightened his grip and leered menacingly
at him.
`I've got some explaining to do,' Duncan said terrified as to his next
actions. `I think I owe you an apology. You might not believe what I have
to say but I'm not what I seem.'
Steve laughed heartily. `I know your little game, Duncan. Paul told me all
about you before we came along. He said you're game for a bit for
excitement. So come on lets get rough.'
`I don't think you understand,' stammered Duncan I don't normally dress this
way. Underneath these female trappings I'm an ordinary lad just like
yourself. I was only doing my sister a favour.'
`Do you honestly expect me to believe such a feeble excuse. Your loving
every minute of this. Your even behaving like a girl. I know your type, no
means yes and yes means no. You can't fool me. In any case I can't believe
an attractive girl like you, so at ease, hasn't done this thing before. You
knew precisely what you where getting into the moment Helen asked you to
step into this glamorous dress'. He pulled at the bodice and tore part of
the front detail.
`No that is not true, you'll see, Helen will explain everything.' He spluttered.
`Oh, my sweet Cindy. You have so much to learn. You don't have to be a girl
in the true sense of the word to wear a dress. But I can't wait for Helens
return as now its time to return the favour.
`Favour? What favour?' Duncan asked.
`You've had your fun, now it's my turn. Paul and I have paid for the drinks,
the deposit and the punt its about time you give something in return.' Steve
pushed Duncan to his knees and stood over him aggressively. An idea
screeched into his brain. He unbuttoned his trousers, ripped down his
underpants and gazed proudly between his legs. Kneeling, Duncan found
himself eye to eye with the tip of Steve's manhood.
`Open your mouth, Cindy. Its time to experience your first valuable lesson
in being a girl.'
`I don't want. . .' but even before the words were out of his mouth, Steve
pressed his crutch forward.
Voluntarily Duncan pursed his mouth and Steve's penis passed over his tender
painted lips.
`Good girl,' Steve said, `now close your mouth.'
Fearing for his safety Duncan did as directed but having never taken a man
in his mouth he had know idea what to do next.
`Do as all girls do, use your tongue and wash it all round my head'.
Duncan tried to glance to his side hoping Helen may come to his rescue but
he was unable to see round Steve's pubic fuzz and muscular thighs.
`Your doing well.' Steve groaned as he held Duncan's head and shiny locks
and slowly began to pump his dick in and out of Duncan's mouth, faster and
faster he pumped. Duncan knew what was about to happen and he held onto
Steve's legs and tried to push himself away. Steve was having none of that
and with one last thrust the inevitable happened yet his thick hot juices
shooting deep inside Duncan's mouth took him by surprise.
`Swallow, my pansy girl.' Steve said, pushing Duncan's head ever deeper into
his pubes.
Poor Duncan had no choice and in order to breath he swallowed hard.
`Drink it all down my pretty Cindy,' said Steve, `every last drop. You won't
grow to be a beautiful girl without this goodness. Now suck me dry', he
ordered and Duncan held Steve's dick tightly in his manicured hands and
squeezed the last few drops onto his awaiting tongue.
`You are a good girl,' Steve said as he withdrew from Duncan's grasp and
proceeded to dress.
Duncan sat back down on his heels ashamed as to what Steve had made him do.
`I can't believe what I've just done,' he said, swilling his tongue around
his sticky mouth.
`You need not worry its quite natural for a girl like you to suck a man.'
`I know cried Duncan but I am a MAN not a girl.'
Steve smiled, `You where yesterday but as far as I'm concerned the moment
you slipped into your sisters dress you became a beautiful girl. You do want
to be a pretty girl and wear dresses and make-up don't you?'
Duncan remained silent he didn't know what to say.
`You can't expect to just have the frills without some of the suffering now
can you? You've done such a good turn you can help do another and he roughly
turned him on his chest and pushed the wicker picnic hamper under his waist.
`Helen,' Duncan shouted, `help.' But Helen was far away and too engrossed
to hear Duncan's pathetic cries.
`Shut up you sissy or I'll have to do something about your noise. How can
you girls expect to play with our emotions teasing us with your pretty
dresses, long legs and make-up. Let us pay for all the day's entertainment
and not expect pay a price yourself.'
Duncan was never a good judge of character and it looked as he had seriously
misjudged Steve as he salivated over Duncan's pert upright bottom.
`Lets see what we have here,' he said, as he peeled back Duncan's floral
summer dress to reveal his lace suspenders and panties. `Oh la la,' he said
and with a forceful hand he tore his panties down to his knees. Tears began
to roll down Duncan's face he couldn't bare another seeing to under the
masterful hand of Steve so when he was off guard Duncan quickly pulled up
his knickers and skipped to the waters edge. Foolishly he glanced behind to
see the none to pleased Steve pick himself off the floor and give chase.
Near the waters edge the grass was slightly wet and Duncan in his heels
quickly lost his footing and slid down the bank. His pretty dress rode up
his waist and his panties cut deep into his bottom crack. Splash, his feet
hit the water.
`That will teach you to try and get away. Where do you think your going
dressed as a pansy boy?
Duncan didn't care as he felt his feet hit firm ground and he saw Steve
laughing behind him. He held his dress high with one hand, balanced on each
foot and removed both shoes one by one. Then he waded into the water and
although the water was ice cold he didn't mind he had to escape. Steve just
laughed and seemed reluctant to follow. He let it rise over his knees and to
the tops of his nylons. A step further and it was lapping against his
crutch. Still moving forward he felt the first lacy edging of his panties
make contact and then they where completely submerged and hugging his form.
About five metres along the bank was what appeared a small sand bank. As he
got nearer he realised it was a piece of flooded ground that was now
slightly above the level of the water. An escape route he thought but his
foot sank in the mud and the soft mass slid up past his calf. He grasped a
tree root and his legs sank deeper and he experienced an utterly new
sensation as the mud held him gently in it's all embracing caress. He heard
Steve laugh louder as he moved from one stockinged foot to another. With
each reversal sinking lower and lower until when the mud almost reached his
crutch, he came to the solid bed of the river. He slipped and sat back and
felt the soft brown mud oozing up over his genitals until the whole of his
lovely panties was engulfed in the mire, any movement sent an electrifying
thrill through his whole body. He struggled to get free and as he moved his
legs up and down he felt sensations he had never dreamed of. His wallowing
in the mud had completely fouled his lovely panties.
`Ahoy there.' A girls voice called and Duncan looked up to see a punt
approaching. In it where six girls, all of Helens age. The girl at the front
held out a hand to Duncan. They where as drunk as he but they expertly
positioned the punt alongside the bank beside the awaiting Steve.
`Come to Daddy.' He sneered.
`Sorry were late.' Duncan's rescuer shouted.
`You took your time joining us, we've dunk all the beer and eaten all the
food.' Steve said. `Sorry,' she said, `you know what us girls are like we
spend an age shopping.'
`Shopaholics,' said one girl as she held out two large plastic carrier bags
aloft.
`Who is this beauty we have saved from a watery grave.'
She turned to Duncan who lay exhausted on the bank his once beautiful dress
soaked and heavily soiled with river mud. He sniffed back a tear as Steve
explained.
`Say hello, Cindy.'
Duncan smiled and said hello.
Helen was still nowhere to be seen and without her protection he was
convinced further humiliated was to follow.
5. Second helpings
He was wrong . . ., initially as to his surprise the new girls where most
understanding and sympathetic.
`Lets get you cleaned up.' One of the girls said, putting a comforting hand
on his shoulder. They led him to the river bank. `Slip out of your pretty
dress and I'll rinse it for you in the clear water. If you're lucky it will
be dry within the hour.'
`What do I wear in the meantime.' He questioned.
`Don't worry,' said an attractive blonde girl named Emma. `I'm sure I bought
an outfit today that if it fits your welcome to borrow.'
Duncan in his anxiety didn't recognise the name or the attractive Emma.
Relieved to back amongst friends he did as directed, stepping out of his
fouled dress and sponging himself down with a face flannel Helen had packed
in their picnic. He was dry within minutes and Emma handed him a sleeveless,
black and red micro dress.
`It's not really appropriate for a day at the river, more suitable to a wild
party night but it will at least contain your modesty.'
Jean, a timid looking girl with black spiky hair and similar build gave him
a brand new pair of panties, still in their packaging. He turned his back to
them shyly as he stepped into the lycra dress pulling it upwards over his
huge chest. It was slightly too small and the material squeezed his arms as
he slipped it over his shoulder. The dress was hardly fit for the purpose
finishing just below the crutch and only just containing his amble chest.
`How does it feel,' Emma asked. `Good fit.'
`Hmm!, Sleazy, I feel like a quart in a pint pot,' Duncan said, wiggling his
hips and smoothing what he could of the dress down over his slender thighs.
His legs where lily white under his dirty and laddered stockings. `Slip
these on,' she said, handing him a pair of cheap black fishnets.'
In his dirty shoes even before they refreshed his make-up he looked like a
common tart.
`Dry your eyes, your mascara has all run, lets see what we can do for you.'
One of the girls handed a large make-up bag to Emma.
`A girl always feels better with a freshen up and a new face.' She said
fluttering her own dramatically painted eyelids.
The girls tittered cruelly for the first time as Emma brushed more pink
blusher to each cheek. Layer upon layer did she apply until his cheeks
positively glowed. `Oh, Cindy you look so adorable I can't believe our Steve
was so lucky to find you.' Next she trowled yet more eyeshadow and mascara
on. Finally she took a tawdry bright red lipstick and smeared an overly
thick coat on to Duncan's lips. Once done Trish applied an inexpensive gloss
to his lips so they would really shine. Whilst receiving his gaudy makeover
he was oblivious to the other girls chatting to Steve.
`I think I may have over done the make-up. You look more like a tart than a
demure teenager. `They giggled amongst themselves and pointed rudely to bits
they liked. `Look at his lips. See his pantie line, I don't believe his
cleavage.' Mean while Emma's mind worked overtime. `Now that you look like a
tart show us you can move like one to.' The girls taught him some basic
moves and he was soon gyrating around the field in front of them much to
their amusement. That's right they cheered swing those hips, stick out that
chest.'
Emma looked at him cruelly. `Do us a twirl,' she asked
Duncan did and the girls all clapped enthusiastically.
`Now guess what a tart like you really appreciates?' she said.
`A good rodgering,' said Steve who had already unzipped his fly's.
Trish chipped in. `I don't think that's exactly what Emma had in mind,
actually.'
`Champagne?'
Steve smiled and scampered over to the picnic hamper.
Emma interjected. `I mean all girls like champagne and. . . being taken from
behind. So I thought we could give Cindy an extra special treat. A treat
only a girl can savour.'
Steve nodded. `OK, I'm in, lets play swallow the bottle.'
Emma grinned.
Duncan gasped in dismay. `Please no, what have I done to deserve this? Why
the sudden change of tune?'
A smile slalomed down Emma's face, `I initially felt sorry for you. A boy
wanting to be a girl and all that. I was even happy to welcome you in as one
of our fold until Steve told me you're Helens brother. Helen my supposedly
best friend who wasn't going to come today unless you came along. Yes you
Duncan, you've caused me so much trouble. Talking of which where is your
sister Helen and my boyfriend Paul. She looked around her in an exaggerated
gesture. 'I blame you for his unfaithfulness and you deserve everything your
going to get.'
Emma's hand gently caressed Duncan's cheek. Duncan shuddered. `Pretty girl,'
Emma said. `We won't hurt you as long as you don't struggle. The choice is
yours. Struggle and suffer or relax and enjoy. So you will do as we say. . .
won't you?'
Duncan looked at the non too friendly girls that surrounded him and decided
he had no choice.
`Er! Yes, I guess so,' Duncan said meekly.
`Good girl, now go and see what surprises Steve has got for you over by the
tree.'
Duncan nodded weakly and lifted his head in supplication.
Under the shade of the oak Duncan shivered in anticipation.
`Down on your knees, nancy,' Steve commanded.
Duncan obeyed obediently and his dress rose even higher as his fishnets
clung even tighter to his smooth legs. Steve positioned the picnic hamper in
front of Duncan and pushed his face down over the wicker. Emma put the heel
of her shoe on his back and pushed him forcibly down. `Help.' He cried as he
lay doggy style supported by the empty picnic box.
`Perfect.' Steve cooed.
`Help me,' cried Duncan, `someone please help me.'
His shiny hair fell forward over his painted face as he struggled to support
himself with his hands. He couldn't see what was happening but he heard the
group of girls gather behind him.
`Now stay there,' Steve shouted as he crouched down behind Duncan's proud
bottom, turning towards the onlookers. `Its show time.' he cried, imitating
Fester from the Adams Family.
He continued for his audience, `For today's performance, I am proud to
reveal Cindy.' He grasped the edge of Duncan's tight fitting lycra skirt and
peeled it gently back as if peeling a banana. The material was stretched
tighter than a drum and he had to use both hands. `There,' he said as he
eased the skirt finally over his pert pantie glad bottom. The audience
cheered as Steve slapped it venomously. `As you can see ladies and
gentlemen Cindy is not all she appears to be.' Steve pushed Duncan's legs
wider apart and clamped his muscular hairy hand in-between his crutch.
`Yes,' he cried, `our Cindy has a hidden secret.'
Duncan winced as Steve closed his hand around his diminutive cock.
`My, my ladies I do believe he enjoys the humiliation. I can feel something
stirring.' Duncan groaned he couldn't help himself as his little member
stiffened.
`Let me reveal to you today, this day of days, all Cindy's hidden charm,'
and with one brisk movement Steve tore down Duncan's panties.
`Hey,' shouted Jean, `they're mine.'
`Silence,' Emma snapped, `Don't spoil the show.'
The crowd laughed and Steve now spurred on by the crowd slapped a generous
dollop of fresh cream from the strawberries they enjoyed earlier over
Duncan's naked buttocks. `Hmm!, nice,' he said as he massaged the double
thick goo well into his crease. `Fancy some more champagne,' he joked as
next he picked the remaining gold foil off the bottle neck.
Duncan crouched frozen, as immobilising swathes of terror wrapped themselves
around his body.
`Perfect.' He said teasing the opening of his hole.
`Please, God, someone save me, I don't want to be subjected to anymore
humiliation.' Duncan sobbed shamelessly.
`Sorry,' Steve apologised, `it's not Mo�t Chandon.' He tutted `Take a deep
breath,' as he slowly pushed the bottle deep inside. `We're Smokin,' he
cried, `You are new,' as the bottle met with some restriction. `I'll put my
money on you not having done this before. Am I the lucky one to pop your
cherry?'
Steve sighed and giggled with glee as the full length of the bottle neck was
imbedded in Duncan's buttocks. The fresh cream was an admirable lubricant as
Steve pushed the bottle in and out faster and faster. Duncan moaned and
twisted his head sharply to one side to see his virgin arse raped brutally
by a cheap brand of champagne.
`Argh!' Duncan cried out in pain and tears rolled down his painted cheeks as
he realised no matter how degraded he felt, how sickened he was dressed in
his sisters frock, whilst being used and abused as a sex toy Duncan's own
member was hard and throbbing desperately wanting to release its load.
The girls clapped and cheered as Steve powered on, in and out, in and out
like an engines piston.
`More, more, faster, faster,' the girls cried but is momentum was suddenly
called to a halt.
`Stop, stop, stop, this instance,' Helen shouted, appearing from a copse of
trees. `What's been going on? What on earth are you doing?' She gaped open
mouthed at the spectacle before her.
The pause was long and sinister. Emma broke the silence, `He bought it on
himself, he did. If it was not for him you'd not be with my man, Paul.'
`I'm sorry,' Helen said.
`Hold on girls,' Paul said, `You're all jumping to conclusions. Helen and I
are not an entity we have just been walking. I want you, Emma my love.
Always have done, always will, you know that?'
Emma looked unconvinced and Helen looked annoyed. Together they spelt trouble.
`So what was that then,' Helen said, implying the last sixty minutes. `One
hell of a strenuous walk?'
Paul shrugged his shoulders, `It meant nothing.'
Helen turned her attention to Emma, `If you've got a problem sort it out
with me and not my brother. Aren't you man enough?'
Emma laughed `I'm more man than your brother will ever be.' Glancing over at
his feminised form.
Paul ran over to Emma and tried to comfort her with a non to convincing embrace.
Helen looked at Duncan. `I'm sorry,' she said, `this is all my fault lets
get out of here.' Duncan didn't need to hear that twice as he struggled to
break free.
Steve backed off cautiously as Duncan slowly pulled the bottle from his arse
and slipped his panties back on and adjusted his dress'.
Helen looked at the bedraggled Duncan. `What have they been doing to you?'
`Don't even ask,' said Duncan, `Take me home, please.' He grabbed the dress
he'd laid out to dry and ran to the waters edge.
The others continued to argue as to who Paul really loved as Helen and
Duncan slipped silently away in their punt. Only Steve saw them depart and
he waved affectionately.
Duncan as oarsman raised plenty an eyebrow as he tried to handle the punt
in his short dress and high heels. It's not every day you see a sexy girl
struggling on the deck of a punt amongst the studious surroundings of
Cambridge. He didn't change until he got home.
`Silly question, but did you enjoy the day.' Helen asked him as he lay in a
hot bath full of bubbles nursing his sore bottom and feet.
`In parts,' he said. `Now how do I get these off,' he said pointing at his
synthetic tits.'
`The adhesive should soften in the bath,' she said `but be careful. Who
knows when we'll use them again.'
Duncan managed a weak smile. Then without warning the bathroom door burst
open and in walked their mum. Duncan stared in disbelief as she strode
across the tiles her gazed transfixed at his amble bosom.
`I can explain,' Duncan began but their mother just smiled and laughed.
`There really is no need, love.'
Helen smiled reassuringly.
`I know all about your little adventure. Don't you think I didn't recognise
my own son when you where on the punt.' She laughed. `Who do you think lent
Helen the synthetics and the wig?. Our amateur dramatic group has a vast
assortment of props didn't you know?'
`Do you mean to say you and Helen where in on this.' Said Duncan with a
shocked expression.
She laughed yet again. `That's right and what a wonderful idea of Helen's it
was too. I just hope you enjoyed the experience as much as we. Now hurry
along there's a queue for the bathroom.'
`But why mum, why?' he asked.
`There is an easy explanation. As you know your father and I are putting
together a new play. Its about TV prostitution in France during the
eighteenth century. We require a young male actor to play the lead role. No
one in our repertoire was particularly keen and we where stumped. That is
until Helen reminded us of how well you played the part of a schoolgirl some
years ago at a fancy dress dance.'
Duncan was shocked. `I can't believe you did this to me when I thought I was
doing Helen a favour.'
`Don't kid yourself darling we all saw the smiles on your face during the
day. You loved dressing in Helens clothes. Count yourself lucky here's a
chance to enjoy your little game and please us all.'
`Now please do hurry along.'
`I'm waiting for the adhesive to soften.' He said pointing at his half
submerged breasts.
`There lovely aren't they but you'll have to wait along time,' she said,
`the glue should last a good forty-eight hours. Just ask Helen nicely and
she'll lend you some more of her things and you can join us for tea.'
Duncan's face froze `But what about dad, what will he say?'
`We told him along time ago. He always thought you're a bit of a pansy and
you know your father, his only real interest is his acting, so he's
delighted you've offered to help.'
`Hold on,' Duncan was quick to point out, `I'm not sure if I want to take
part in your play it doesn't sound healthy.'
`Don't be silly, I'm sure you will, especially when you've had time to see
your portfolio father is developing. By all accounts there's some excellent
footage of you this afternoon playing with your friends all dressed up.
`Now do hurry along.'
Helen smiled at him sweetly and said she would see what clothes she could
find him as the two women left the bathroom leaving Duncan to stare at his
chest and ponder the weekend ahead.
Did Duncan take the leading role in his parents forthcoming drama and what
was the size of Steve's part, How did he fare in costume? What did he do on
Sunday sporting a chest any girl twice his age would be proud of? These and
other questions may be answered if we receive enough comments to encourage a
further episode.
The end
Toms Party (c) 1996
TomsParty
All for the ones who sit and cry, for all tomorrow's parties