Finishing School For Young Ladies Chapter Three
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Finishing School For Young Ladies - Chapter Two free porn video
Finishing School For Young Ladies
By
Michele Nylons
Chapter Two - The Butterfly Emerges
"So why Valerie Swindon?" Sally asked, sipping a gin and tonic with her
stocking feet up on the coffee table.
"It's the first name that popped into my head so no one should associate
it with anything to do with my past life," William replied, also sipping a
G and T and smoking a cigarette.
"That's smart. A lot of trannies take on femme names that resemble their
male names; Steven becomes Stephanie, Robert becomes Roberta, Michael
becomes Michele, and so on.
"You really have mastered the art of makeup," she smiled at him
appreciatively.
"I like artistic stuff; and when I was staying with a friend a while ago,
I found out through his sister that I liked feminine stuff too," William
appraised the glowing end of his cigarette.
"Did you ever try on your mother's underwear or her clothes?" Sally
smirked.
"Why would you ask that!" William was suddenly defensive.
"Don't get angry babe. That's how most of us trannies start out, trying
on our mother's or sister's knickers and stockings. Slipping into a
slip," she giggled, the gin was taking effect.
"I told you. I'm not doing this because of any fetish or sex malarky; I'm
doing it as a disguise," William sounded enraged.
Sally snuggled up to him on the couch and he couldn't but help notice her
dress ride up to the very top of her thighs; the scent of her perfume was
very alluring.
"You're not angry with me are you honey." She kissed his cheek teasingly.
William blushed.
"I told you there is no need for you to provide any intimate services," he
replied, reddening.
"But what are you going to do when those randy men come after you Valerie?
I've seen how you look in makeup and when I get you dressed you're going
to look stunning," she nibbled on his ear playfully.
William pushed her away.
"Don't call me that until I am fully dressed. And I'm sure I will be able
to deter any advances made on me in that way. I am not at all interested
any of that perverted stuff. I might be dressed like a girl but I will
still be a man," he growled.
"Like me?" Sally laughed.
"Not like you! You're...you're..." William faltered.
"A tranny?" Sally smiled solicitously at him.
"You don't find me attractive?" she leaned into him and slid her nylon-
encased legs along his thigh and nuzzled his earlobe.
"Stop that! You're drunk!" William blurted out and drained his own glass.
Sally blew in his ear and whispered, "And so are you and I think you fancy
the pants off me," she raked her red fingernails across his fly where a
thickening bulge was growing.
Sally leaned into William and offered her lips and he couldn't resist.
They kissed. At first tenderly and then their ardour grew. Sally put
down her drink and offered William her complete attention. He might be
effeminate but he was still handsome. She kissed him and snuggled up
against him.
The hotel room was dark except for the lamplight, a haze of cigarette
smoke hung from the ceiling. William had been drinking as heavily as
Sally had and their defences were down. Sally snaked her slim body around
William and he responded, kissing her passionately.
His hand slid up her thigh, the cool nylon of her pantyhose was
scintillating to his touch. His hand slid under the hem of her dress and
reached the top of her thighs; his fingers drifted across the front of her
silky panties and he was surprised not to find a bulge. After all he knew
Sally was a transvestite.
Sally's fingers traced the outline of William's erection in his tight
jeans and then she squeezed his cock through the denim and he gasped in
her mouth.
Williams fingers caressed the front of Sally's panties and then drifted to
her crotch. He found her penis there, hot and hard, taped between her
legs. He pulled his hand away, shocked.
Sally kissed him harder and then bit his earlobe and whispered, "What did
you expect to find? You know I'm a tranny?" she moved her lips back to
his and playfully bit his lip.
William returned his hand inside Sally's dress and he tentatively stroked
her through her knickers and pantyhose. He was actually quite delighted
when she groaned and her penis became harder. He tore away her gaff.
Sally pulled down Williams fly and extracted his erect penis. Sally
stroked and squeezed William's cock while he kissed her and tentatively
caressed her member.
Sally extracted herself from William's embrace. She stood up and held out
her hands and William arose from the couch. She unbuttoned and removed
his shirt and then unbuckled his belt and helped him shuck off his jeans.
His socks joined his shoes and he stood before her naked except for his
briefs tented by a generous erection.
Sally reached into William's underpants and grasped his hard cock and
stroked it. She stepped into him and his erection pressed against her
belly as she caressed his engorged penis. They kissed passionately and
William undid the zip at the back of Sally's dress and helped her out of
it.
She stood before him; her small but well shaped breasts cupped in a lacy
black brassiere, matching black lace panties over the gusset of her sheer-
to-the-waist tan pantyhose. She kept on her high heels and she matched
him in height. They kissed.
William pulled her body against his, enjoying the sensation of satin, lace
and nylon against his sensitive skin. Sally pulled down his underpants so
he was naked.
Sally led William to the bed and lay him out prone. She knelt over him
and lowered her face to his crotch and engulfed his penis with her hot wet
mouth.
William groaned. It was the first time he had been fellated and the
feeling of Sally's tongue on his penis was exquisite.
Sally scooted around on the bed so her groin was over William's mouth
while she continued to suckle him. He tentatively liked at her swollen
penis through the layers of pantyhose and panty but he soon became
frustrated. He pulled down her knickers and freed her erection from the
sheer gusset of her pantyhose and took it in his mouth.
He was pleasantly surprised to find that it was quite a nice sensation.
He mimicked everything that Sally did to his penis.
If she teased his fraenulum he did the same to her. If she sucked on his
shaft and slavered his glans he did the same to her. If she tentatively
explored his scrotum with the tip her tongue he did the same to her.
Sally was so excited; her young prot?g? was arousing her like he was a
well versed lover. Her cock was leaking preseminal fluid which William
gladly suckled and swallowed as she did the same to him.
But now Sally wanted something more. She wanted to feel like a real
woman; the only way she knew.
Sally snaked underneath William so they were face to face again, kissing
each other passionately.
She lifted her legs. Her pantyhose were already pulled down to her thighs
and all she had to do was grasp William's penis and guide it to her
entrance.
He looked down at the gorgeous creature underneath him and she raised her
nylon-sheathed legs and rubbed them on his flanks as he slowly entered
her.
Sally was so tight, even though unbeknown to him she had pre-lubricated
herself in anticipation of such an event, she was so tight that he was
forced to take his time thrusting himself into her.
Sally gasped as William slowly entered her but she hung onto him and
encouraged him by playfully biting his earlobes and lips, raising her
buttocks off the bed to meet him, and rubbing her sheer-nyloned legs
against his sensitive flanks.
When he was fully in her she kissed him passionately and began to fuck
him. She wrapped her arms around his shoulders and her legs around his
waist and lifted herself up to him and wriggled her bottom.
William groaned and kissed her. He dropped his hands to her hips and
pushed her down into the bed and fucked her hard and fast. His climax was
on him and he felt his spend ready to ejaculate.
Sally sensed it and pushed back against him and drove her tongue into his
mouth. William felt Sally's hard cock pressing against his flat belly,
dribbling precum. He thrust hard and fast and emptied himself inside her,
driving her down into the bed.
Sally screamed and rose to meet him as best she could, wrapping her arms
around him and her nyloned legs drummed against him. She ejaculated
against his tight stomach and sighed. It felt so wonderful.
William fucked Sally hard and fast until he was spent and exhausted and
then he lay on top of her kissing her tenderly, stroking her hard nipples
absentmindedly.
They kissed and stroked each other as their lust subsided into sensuality.
Sally kept her silken-clad legs wrapped around William as she sensed he
really liked the feeling of the gossamer fabric on his body. Their
bellies were wet with Sally's semen, and William's spend was dribbling
from Sally's anus as his cock slowly deflated.
He looked down at her and smiled.
"Besides being a wonderful cosmetician you are quite the accomplished
lover," he grinned.
"For a young man, you are quite accomplished yourself. I am guessing
there has been some tutelage?" she grinned up at him.
"A story for another day but that was totally amazing. So exciting and
unconventional for me," William beamed down at her.
"Yes. Imagine you are in my position," Sally grinned up at him.
William's face clouded over.
"I hardly think so!" he growled.
"Sure honey. Wait and see. Now turn out the light and cuddle up to me.
I'm tired," she kissed him on the cheek and manoeuvred into a spoon
position.
William turned out the lamps from his bedside switchboard and snuggled up
to Sally. He kissed her shoulder and then pulled the duvet over them.
"Goodnight princess," he whispered, Sally wriggled her buttocks against
his goin and mewed. They were both asleep in minutes.
Sally woke to the feeling of William's cock probing between her buttocks
and she smiled. She reached back and guided his glans to her sphincter
and relaxed so he could enter her. She was still lubricated from the
previous evening's lovemaking.
She pushed back against William as he slowly thrust in and out of her
tight anus and she worked those internal muscles to grip his cock and
encourage his orgasm. Sally enjoyed being fucked but felt no need to
orgasm herself and let William enjoy fucking her as she writhed against
him to encourage him. He took his time but she felt him come as her back
passage became flooded with warm secretions.
She smiled and when William was sated she turned around and they kissed
and cuddled.
After a while she reached for the bedside phone and ordered coffee from
room service and sat up in bed and lit them both a cigarette.
"So?" William said.
"So what?" Sally grinned down at him and ruffled his hair.
"So does it feel as nice being the girl as it does being the boy?" he
grinned up at her.
"Oh darling...it feels so much better," she laughed.
The doorbell rang and Sally slipped into one of the hotel's complimentary
bath robes and let in the room attendant with the coffee. She tipped him
a quid and gave him their breakfast order.
"No big a breakfast for you Miss Swindon. We're getting you a wardrobe
today and I want it to fit. But I'm having the full English," she laughed
and lit them both another cigarette and poured the coffee.
They had a delightful day out shopping; purchasing lingerie, shoes,
jewellery, and perfume. Sally helped William try on skirts, blouses and
dresses in the fitting room at Debenhams Department Store. William needed
to go to his bank once again and make a substantial withdrawal, but he
didn't care. Sally was delightful and he had never felt so unreserved and
unrestrained as he did in her company.
They had tea together at a stylish tea house and nattered away like old
friends.
They stopped at an up-market hairdressers and had William's hair styled
into a classic bob with highlights. They both approved the coiffure and
William tipped the hairdresser five quid.
William had an intrinsic sense of style and grace. Sally was impressed
with his forethought and appreciation of what suited and fitted him. She
could hardly wait to get him back to the hotel so she could make him up
and dress him and reveal Valerie to world in all her splendour.
Later that afternoon, the hotel room bed, the couch, and the chairs were
littered with shopping bags containing the purchases that the two had
made.
Sally helped William change into a black, mid thigh, pencil skirt and
mauve blouse. She showed him how to tuck and gaff and watched
appreciatively while he slipped into a black lace garter belt, flesh-toned
fully fashioned stockings, and a mauve satin panty and bra set.
Sally and William had discussed the issue of breasts. Valerie could
either turn up to the interview flat-chested or with a stuffed brasserie.
They both decided that it would not be too untoward for a girl of her age
to be flat-chested and it presented the opportunity to use breastforms
later on if she needed to show breast development.
Sally sent William to the bathroom to do his makeup.
"When you emerge. You will be Valerie Swindon. Your identity as a man
will be forgotten for the foreseeable future. Do you understand?" Sally
said solemnly.
William nodded and disappeared forever.
The creature that emerged from the bathroom was Valerie Swindon and she
was gorgeous.
Valerie was delighted to find a bottle of Dom Perignon on ice when she
emerged from the bathroom. Sally had ordered it to celebrate.
Sally gasped. She knew that her prot?g? would be passable but Valerie was
stunning.
Valerie had paid attention to everything Sally had said to her. She
placed her feet one in front of the other, toe down, then heel, and
sashayed into the room.
Sally allowed Valerie some time to get used to walking in high heels and
then she sat her down and they toasted with the champagne and had one last
smoke before the biggest test of all.
"Just be confident out there darling; you look stunning so you're going to
attract attention. Your voice is very feminine, very smoky and seductive,
so there is no reason for you to get clocked. Just think and act like a
girl," Sally said.
The girls set off down the corridor and into the elevator and through the
lobby. Valerie flung a small leather handbag over her shoulder and they
strutted down the street; two gorgeous girls confidant in themselves.
Valerie was a little apprehensive at first, even though she appeared
outwardly confident. She was glad she had Sally with her to provide moral
support but she knew that she would have to get comfortable being herself
from now on; for two years at least.
After a while Valerie's feet began to hurt.
"Walking in heels takes practice babe. Look, what about we stop in that
pub over there and get a drink. It will also expose you to being a public
place close to people," Sally pointed to a pub across the road.
Sally and Valerie sat in a booth sipping gin and tonics, smoking
cigarettes, and spent a pleasant hour turning away would be suitors.
"I told you men would try to get into your knickers. You are quite a
stunner." Sally smiled at Valerie.
"You know it's so strange. I feel so feminine and I'm actually very
flattered that men are finding me attractive. I didn't think I'd feel
like this," Valerie sipped her drink through a straw, very ladylike.
"But don't rush into anything. Allow yourself to get used to being
feminine. You're going to spend the next two years of your life as
Valerie, take your time and enjoy the transition," Sally reached across
and took Valerie's hand in hers.
"I owe you so much already," Valerie leaned over the table and kissed
Sally quickly on the lips.
"Hey! Are you two lezzies? What a fucking waste!" one of the more
inebriated men who had come on to them yelled from the bar.
"And get used to idiots like him." Sally smiled.
"I have really enjoyed today and especially enjoyed being out with you.
But now I want to go back to the hotel," Valerie finished her drink.
Sally looked a little disappointed. Today was her last day with Valerie
and she really liked this young tranny.
They walked back to hotel, pretty much in silence. Valerie kicked off her
heels and poured drinks. She turned around to see Sally picking up the
meagre belongings she had arrived with.
"What are you doing?" the concern evident in Valerie's voice.
Sally hid her face from Valerie to disguise her sadness.
"Two days Valerie. That's what you wanted. Well two days are up and
there is nothing more I can teach you. The rest is just down to
experience and will come with time," Sally wiped a tear from her face and
stuffed some underwear into a carry bag, her back to Valerie.
Valerie strode over to Sally on stockinged feet and spun her around. She
searched Sally's eyes.
"Do you want to go?"
"Of course not," Sally grimaced.
"Then don't. Stay with me until my interview," Valerie pulled Sally into
her arms and kissed her.
It was so sensual; their soft lipsticked lips pressed together gently at
first and then Sally parted her lips and Valerie parted hers and used her
tongue to explore Sally's sweet mouth. Valerie held Sally in a firm
embrace, she inhaled Sally's perfume and kissed her passionately. This
was different to before. Valerie was very conscious and appreciative of
the feel of her soft silky lingerie and stockings. She felt so feminine
but she was acutely aware of Sally's femininity as well.
It was strange but sensual, licentious, and lascivious...downright
naughty!
They fell on the bed, Valerie straddling Sally. They kissed lovingly but
lustfully and Valerie slid her hand under Sally's skirt and went exploring
inside her panties. She removed the tape from Sally's gaff and squeezed
her thickening erection. Sally reciprocated and stroked Valerie's erect
phallus through her silky panties.
The two lovers broke apart for a few seconds to shuck out of their skirts
and blouses and then fell on each other again lustfully, kissing and
rubbing against each other and squeezing hard cocks through satin panties.
Both cocks became unencumbered from their knickers and they rubbed them
together, Valerie straddling Sally.
"Oh my! I seem to have awoken the unconscious slut inside of you," Sally
giggled.
"Oh daring. I have never felt anything so amazing as this," Valerie
moaned with lust.
Valerie lowered her face to Sally's groin and suckled her erect penis.
Sally simpered and held Valerie's head and guided her mouth up and down on
her cock.
Valerie slavered at Sally's tumescent member, flicking her tongue along
the sensitive fraenulum and using her lipsticked lips to suckle on the
shaft.
"Oh god you're good at that darling," Sally whimpered.
Valerie wriggled and squirmed and was able to get underneath Sally. Sally
straddled Valerie, kissing her and rubbing their cocks together.
Valerie reached between their bodies and positioned Sally's cock at the
entrance to her anus.
Sally froze.
"Oh no darling. I don't think you are ready for that yet," she stroked
Valerie's face affectionately.
Valerie smiled up at Sally and suddenly gripped Sally's hips and drove her
lower body upwards, impaling herself on Sally's cock.
At first the pain was excruciating and Valerie screamed out in agony.
"Oh no darling! I'm sorry," Sally mewed and pulled her penis from inside
Valerie's sphincter.
"You didn't do anything. I did it," Valerie smiled up at her.
"And I want it. I really want it," Valerie begged.
Sally reached over to the nightstand and snatched her purse and took out a
tube of KY jelly and slathered it on her penis and rubbed it into
Valerie's little winkle.
"Let me do it nice and slow and you tell me to stop if it hurts. You're
supposed to enjoy this, not get hurt," Sally said and kissed Valerie on
the lips.
She lifted Valerie's legs and put them over her shoulder. She kissed
Valerie's stockinged calves and smiled down at her lover.
"This is the best way." Sally smiled and pushed forward slowly.
The tip of Sally's penis slid inside Valerie's sphincter and Valerie
grimaced but held Sally by the hips and encouraged her. They kissed and
Sally slowly filled Valerie's virgin back passage with her lubricated
cock.
Valerie felt full and a little wounded but Sally just kept still and
kissed her lover so that Valerie could get used to having a penis inside
her. Valerie felt the first stirring of lust inside her and gently pushed
back against Sally. Sally smiled and eased herself out of Valerie a
little and then pushed herself back in.
Valerie felt the beginning of tenderness in her prostate which slowly
spread and became intensely pleasurable. She wanted Sally to rub against
it and she began to lift her bottom up and thrust against Sally,
encouraging her to fuck her.
Sally obliged and slowly began to fuck Valerie. Valerie lowered her legs
and rubbed her stocking-clad calves against Sally's flanks and she fucked
her back. The two pretty transvestites fucked and writhed and moaned and
groaned. Sally felt her orgasm approaching and she fucked Valerie harder
and faster, she reached for Valerie's cock and stroked it in time to her
thrusts.
"Oh god! Oh god! I'm coming!" Sally shrieked and her cock exploded deep
inside Valerie, pushing hard against her prostate.
"Oh god! Me too! Oh I love you!" Valerie screamed and her cock spasmed
as Sally stroked and squeezed it.
Valerie's semen sprayed everywhere as she writhed underneath Sally. The
feeling from her penis was exquisite but the intense sensations radiating
from deep in her anus was deliciously ethereal. Valerie cried, her
passion was so intense. Sally kissed her and stroked her lover's face.
Later they lay in each other's arms tenderly kissing each other. Sally
extracted herself, got up wrapped in a sheet and poured them both a drink
and bought cigarettes and an ashtray over to the bed. She kissed Valerie
on the side of the mouth and gave her a drink and a cigarette.
They sat up leaning against each other dressed only in knickers and
stockings.
"You certainly don't do things by half do you honey?" Sally stroked
Valerie's shoulder.
Valerie smiled.
"Two days ago you bought a cosmetics case and today you're a full-throttle
tranny, fucking like a cheap hooker," Sally giggled.
"Oh you bitch!" Valerie punched Sally playfully in the arm.
Sally put down her cigarette and began to wrestle with Valerie and before
long they were making love again.
They slept soundly that night and spent the next morning taking breakfast
in bed; Valerie continued to grill Sally about all things feminine and
Sally explained to Valerie some of the more intimate and less glamorous
chores that trannies undertake such as douching, tucking, and gaffing.
Valerie and Sally spent two more days together giving Valerie plenty of
time to try on all of her purchases and to mix and match the outfits and
accessories. Being artistic and fashion savvy, Valerie had an excellent
sense of style and Sally soon became redundant as a fashion advisor but
she still provided advice to Valerie about how to carry herself, how to
walk, how to talk and how to project a feminine persona at all times.
They spent most of the days out and about in the city, exposing Valerie to
being out in public where she became more relaxed and comfortable in her
female identity. Valerie did a little more work with her bank in Grand
Cayman, transferring more funds to the Commercial Bank of London. Being
the nineteen seventies online banking was still decades away but wire
transfers of funds, security deposit boxes, and phone banking using
numerical code verification were all accepted practices for moving money
around, which Valerie was able to do without presenting herself as William
Styles.
The evening before Valerie needed to present herself to the Dean of
Admissions at Chelmsford Finishing School For Young Ladies, the two
transvestites tenderly made love to each other and fell asleep in each
other's arms.
They had done everything they could to prepare Valerie for her interview.
To be continued.
Kierra
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