School Days TS/TV

By if.tenep.nona@683321na

Published on Oct 13, 1994

Transgender

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Reply-To: an123386@anon.penet.fi

I did not write this story. I found this, and many others, on one of the many BBS systems that I have frequented over the past seven years.

Most of the stories that I will post, if not all, will deal with: TV, TS, FemDom, SM, BD, forced crossdressing and the such. If any of these items interest you - read on. If you are offended by any of these PLEASE DO NOT READ.

ENJOY!!

Godess Diana Vesta's property - aka - cindrella :)

Christopher Reilly woke up early that morning and quickly showered

and dressed in his school uniform. He was a freshman at St. Mark's

Academy for Boys, and although his studies were progressing nicely, he was

still homesick. It was November and he had been away from home for over

two months. He had always been an excellent student in grammer school and

from his earliest years had been something of a teacher's pet to the nuns

at St. Stephan's. Boarding school was a new experience, however; he

missed his mom and sisters and, although he never would have dreamed it

before, even the nuns. St. Mark's was a small school run by an order of

cloistered priests. There were no females at the academy at all; the

teachers as well as the support staff were all members of the religious

order.

This morning promised to be interesting at least. A small group of

ladies from the local parish had been invited to share breakfast with some

of the students and their teachers. This was to be something of a "get-

acquainted" session in that rarely had the academy grounds been open to

outsiders, especially women. As a reward for doing especially well in his

classes, Christopher had been selected as one of the half dozen students

invited to take part. The breakfast was held off the main dining hall in

a seperate room. The boys helped serve the breakfast, bringing each of

the ladies food before taking their seats which alternated around the

table, one of the ladies, one of the students, and one of the priests.

Chris served Father Tom and then brought a plate of bacon, eggs, and

pancakes to the woman he would be seated next to. He guessed she was

nearly forty and although on the heavy side, had a very kind and even

pretty face. She thanked him as he took his seat and introduced herself

as Mary. Her perfume filled Chris's senses and after being seperated for

months now from any female company at all, Chris delighted in the

conversation and seldom let his sight off her. He spoke of his studies

and his participation in intramural sporting events, and she in turn spoke

of her life in the small community just down the road from the academy

gates. Mary explained that she was a widow with one daughter away at

college on the West Coast. Chris listened attentively and impressed Mary

as a perfect little gentleman.

The breakfast over, the boys cleared the dishes and the Fathers

expressed their gratitude to the ladies for attending. A suggestion was

made to continue this interaction, perhaps by permitting the students to

visit off campus periodically. Chris returned from the kitchen and moved

to take his seat, but Mary motioned him to her lap where, although a

little embarassed, he felt very comfortable. With her arm around the

young freshman, she cradled him affectionately against her massive bosom

and ran her fingers thru his curly hair. She told Father Tom how Chris

was such a cute little child welcome to visit her home at any time and as

the priest agreed to allow the boys off grounds and thanked her for the

kind offer, Chris was lost in a flood of senses. He let his head rest

against her wondrous breast and let the smell of her heavenly fragrance

fill him.

The Thanksgiving holidays were now upon them and this presented

something of a problem. While most all the other students were from the

region, Chris' family lived almost 1000 miles distant. Although this was

unusual, Chris' father was an alumni and hence the selection of St. Mark's

for the boy's education. While his family wasn't poor, flying home for

Thanksgiving and then again in a few weeks for Christmas, was more than

they could afford. It was presumed Chris could remain on campus, and

while that was possible, it would cause the staff inconvenience in that

repairs to the dormitory had been planned while the students were away. A

solution was quickly found. The subject came up on Sunday as Mary was

chatting with Father Tom after Mass at the local parish where he

assisted. Mary offered to open her home to the boy for the long weekend

and the priest agreed subsequent to approval from Chris and his parents.

Of course, after a week of dreams filled with visions of the older woman's

breasts and the heady aroma of her perfume still in his mind, Chris'

answer was quaranteed. His mom & dad also thought it an excellent idea

after a recommendation from Father Tom.

Wednesday, after the other boys had already been picked up by their

parents or taken to the bus depot, Chris anxiously awaited his ride. His

small suitcase was packed and ready to go. Just as he realized he was the

last still waiting, Mary pulled up in the driveway. He sat his suitcase

behind the car near the truck as Mary came around the car and motioned him

to her. She lovingly wrapped him in her arms and gave him a kiss on the

forehead, explaining how pleased she was to have him for the holiday. As

she enveloped him in a warm hugg and drew his head against her bosom,

Chris once again seemed lost in her warmth. She opened the passenger door

and the boy, almost in a trance, took his seat beside her and off they

drove. (Did you notice that? Where's the suitcase?)

As they pulled in the circular drive to Mary's house, Chris looked

out in awe. Obviously Mary was wealthy, the house appeared almost a

mansion and the grounds leading up to it were nearly as large as the

entire campus. To his surprise, they were greeted as they pulled up by a

tall young woman dressed in a maid's uniform. Mary introduced the woman

as Carolyn, her personal assistant and maid. The boy, his eyes glued to

the woman in her short black satin dress and dark stockings and heels,

blushed as Carolyn curtseyed and taking the lad by the hand, led him into

the house. Dinner was about to be served, and after being shown the

powder room where he could wash up, Carolyn ushered the boy into the

formal dining room and seated him next to Mary at the large table. The

table seemed almost too empty, but then Chris remembered that Mary had

been recently widowed and Mary explained that like him, her daughter Susan

had decided to stay on the West Coast with friends for the holiday.

Everything about the house was beautiful; it was huge and decorated with

ornate lace curtains and fresh flowers on every table. Never had he been

in such a wondrous place. As the two of them chatted, Carolyn served the

meal. At such an impressionable age, his body and thoughts affected by

the rush of hormonal change, Chris couldn't help but steal glances at the

maid as she scurried about, her brief uniform showing off frothy white

petticoats as she bent to place the various dishes on the table. Mary

smiled knowingly at Carolyn as she took note of the boy's distraction.

"You've had a long day, hon. Why don't you draw a bath for our little

guest, Carolyn, and he can get what I'm sure is some needed sleep. You'll

be sleeping in Susan's room, Chrissy" Mary went on to explain.

The boy noticed the affectionate manner she had addressed him, and while

blushing slightly, liked the sound of it. "Thank you, Ma'm. You've been

so kind to me."

With that, Mary excused herself and Carolyn led the youngster up a long

curving stairway to make an early night of it. Following the young woman

a step of two behind, Chris couldn't help but notice how her long shapely

legs disappearred beneath the froth of petticoats. From this new vantage

point, Carolyn's also displayed the frilled garter tabs that held her

stockings taut. Glancing over her shoulder, she smiled as she noticed the

boy's stare and gave her hips a more pronounced wiggle to tease him

further. She lead the boy into his room for the weekend, and while he was

too polite to say anything, he couldn't help but feel strange. Susan's

room was far different than any he had been in before. It was definitely

a girl's room; the walls papered in a delicate pink floral pattern and the

bed which dominated the whole room looking as if it belonged to a

princess. It was covered in a canopy hung with wispy lace as were the

curtains and the vanity.

"I'm sure you'll be comfortable here" Carolyn said with a gleam in her eye

as she entered the bath just off the room and began filling the tub.

Chris stole a peek into the bath and saw that it too was definately that

of a young lady; everything in pink, from the towels down to the thick

carpeting. Chris waited sheepishly, anxious for the woman to leave him in

privacy. Carolyn re-entered the room and noticing the boy being ill-at-

ease brought him relief "I'll leave you to your bath, sweetie; you'll find

everything you need in the bath. I'll be back later with your things."

With that she left the room and Chris quickly removed his clothes, and

leaving them folded on the bed, hurried into the bath. For as long as he

could remember, he had only taken showers, and this bath was not just a

bath. The large tub was near overflowing with a froth a fragrant

bubbles. Being alone, there was no need to feel embarassed, so he slowly

slid into the warm luxuriant suds. Just as the boy settled into total

relaxation, he was startled by the door opening and Mary entering, Carolyn

at her heels.

"I'm afraid we have a slight problem, dear" spoke Mary. "Somehow your

suitcase didn't make it into the car when we left the academy. I've

called the school, but there's no answer."

"Oh, that's right, I don't remember putting it the trunk; it must be still

there in the driveway." said Chris as he tried to slide deeper beneath the

bubbles. "I guess I will just have to wear what I came in; it's no

problem."

"I'm afraid I already sent your clothes to the laundry, hon" Carolyn

volunteered.

"I'm sure we can find something for you to wear, dear. Here, Carolyn will

shampoo your hair and I'll look for something. You needn't worry your

little head."

The boy, although embarassed by the presence of the two ladies in the

bath, being in such unfamiliar surroundings, didn't dare refuse the

kindness of his host. Covering himself beneath the suds, he sat quietly

while Carolyn soaped his back and scrubbed him with a soft brush. He

hadn't been "given" a bath since early childhood. Despite his confused

state, Carolyn's efforts were pleasurable. As she knelt at the side of

the tub and began lathering his scalp, Chris' eyes were drawn again and

again to the bodice of her uniform. Carolyn was obviously well endowed in

that department, and peeking thru the sudsy lather, Chris watched intently

as her cleavage shook so closely to his face. Taking the handsprayer, she

rinsed the soap from his hair, running her beautifully manicured fingers

thru his curls. Retrieving a fluffly pink towel from the cabinet, she

held it out and motioned Chris out of the tub.

"Don't be embarassed, dear" she said with a grin. "I do have brothers, you

know."

The boy quickly grabbed the towel and wrapped it tightly around himself as

he stepped from the tub. Carolyn had already taken another and began to

vigorously dry his hair. She then wrapped the towel about his head and

giving it a twist, left it bound as he had seen his mother do so many

times before with her hair after shampooing. She surprised him further,

however, when while he looked away, she had begun to douse his hairless

upper body with body powder. His face turned bright red as this was

certainly not for men. She had used a feathery puff and the powder had a

decidedly feminine fragrance.

She giggled. "There you'll smell so sweet for bed now" she said as she

turned and left the room. "Let's see if the mistress has found you

something nice to wear." At last he was alone again.

Just as he finished drying himself, he heard the two women return to the

room. "It seems you'll have to borrow something from Susan's wardrobe,

Chrissy" Mary said from the bedroom. "I know these are hardly suitable

for a nice young boy, but they'll have to do under the circumstances."

Carolyn entered the bath, and what she carried in her hands caused the

boy's jaw to drop. Carolyn offered the frilly pink nitie and matching

panties to the stunned adolescent. The little babydoll had a lacy bodice

and silken spagetti straps. The panties were equally brief and like the

top, were trimmed in lace.

"Oh God! I can't wear that!" said Chris loudly.

Hearing that, Mary joined them in the bath and put her arm around the

boy. "Oh, don't be silly! It's only till tomorrow and we'll get your

things from the school."

"But I'll look so funny in a girl's nightgown" whimpered Chris.

"Now now, you put them on and I'll find you a robe to wear. That'll be

better then, won't it?" asked his host.

"Well, I guess so" replied Chris, his face still beet red.

Mary and Carolyn left the room and closed the door behind them. Chris

lifted the dainty little panties and resigned himself to a night in girl's

frillies. He stepped into them carefully and pulled them up his legs. To

his surprise, they felt wonderful, so soft and silky. Then raising his

arms, he slipped the short nitie over his head and let it float down over

his slim body. It too felt delicious, but that that was something that

would forever remain his secret. He turned to look in the full length

mirror on the back of the door. The sight that met him gave him a

shudder. Standing there on the fluffy carpet, he could have been mistaken

for a girl, his hair bundled up beneath a thick pink towel and and his

body sheathed in such a sexy little babydoll of the same hue. His body

gave away what his mind was thinking. As he gazed at the reflection in

the mirror, his penis began to grow and thicken. How could he think this

wayhe thought. I'm a boy!

Just then the door opened and Carolyn inched thru. Chris just about

jumped out of his skin with embarassment. He turned away to hide the

source of his shame as Carolyn let out a giggle."

"You look darling" she said, grinning inside as she caught a peek of the

boy in the vanity mirror, his attempt to hide his erection failing.

"Here, let's put this on" she said as she held a diaphanous pink robe out

for the boy to slip into. This was almost as bad, but it was, at least,

somewhat longer and offered a degree of modesty. It too, was trimmed in

lace at the shoulders, hem, and sleeves. With that, she took the boy's

hand and led him back into the bedroom. Mary was there waiting, a glass

of warm milk in her hand.

"You look so precious" she said as she handed the glass to the boy and

kissing him on the cheek. "Drink this now; you'll sleep better, dear.

Carolyn will stay and dry your hair for you and tuck you in; I'll be up

later to kiss you goodnite," Turning away, she winked at the pretty maid

and left the room, closing the door behind her.

"Sit up on the bed here, chrissy" said Carolyn. "Finish your nice warm

milk and I'll take care of your hair."

Despite his embarassment, the boy felt a delicious warmth sweep over him.

He had never been pampered as he had since his arrival. He sat on the

bed, his frilly robe spread out around him, as Carolyn removed the damp

towel and began to brush his curly blond hair. Whether it was the result

of such a long and exciting day, or warmth of his milk, his whole body

seemed to relax. As the beautiful servantgirl drew her soft hands over

his scalp again and again, he seemed to float away into another world.

"Isn't this nice?" asked Carolyn as the boy could only nod. "You're as

pretty as a little girl in your nitie. You smell so sweet and lovely,

dear."

Chris felt lovely, too. He had never felt anything like this. He

couldn't explain it. One part of him wanted to scream and run, but

another part of him, held captive by the light caress of the silky

lingerie, the gentle attentions of the maid, and the warmth of his bedtime

drink refused to leave.

"So soft, so pretty" he could hear Carolyn whisper in his ear. He could

feel her fingers gently trace along neck and down the bodice of the

nightgown. "My beautiful little Christine" she whispered as he laid back

against her bosom, his mind lost in a trance. He felt her red-tipped

finger draw across his lips and his body seemed to shiver to her touch.

He hardly took note as she lay him back on the silken sheets, running one

hand thru his hair and the other down and under his frilly babydoll. She

pulled the lacy little panties down a bit and freed his penis, now hard

and throbbing. He shuddered in delight as she took a frilly hankie from

her bodice and wrapping it his shaft, began milking him. His senses were

overloaded; the touch of the silky nightgown on his body, the fragrance of

the room, the sight of Carolyn bending as she ministered to him, and the

featherlike stroking of his genitals controlled his mind. Finally, as she

caressed his lips with her own and he tasted the creamy red gloss that

covered them, his whole body shuddered in spasm. His boyish juice

exploded into the silken hankerchief. Carolyn smiled down at their guest

and gently cleaned him. He had never in his life felt so wondrous.

Lifting his back from the cool sheets, she removed his robe, and now,

dressed only in his babydoll with their matching panties, she pulled the

coverlet over him.

Kissing him on the forehead, she whispered "goodnite chrissy, sleep

tight." She turned off the light and closed the door behind her, leaving

the boy asleep and dreaming.

The boy's sleep was filled with dreams that would have disturbed him had they remained in his memory more than a fleeting moment. In his dream, Christopher had found himself back at St. Mark's Academy for Boys in the room he shared with two other students. What surprised him however, was that while the other two wore their pajamas as they climbed into bed, Christopher found himself dressed in a blue satin gown. The dream was hardly surprising for that night, visiting the home of Mary, a local woman who had befriended him, he had, indeed, gone to bed dressed in a frilly nightie borrowed from her daughter's wardrobe.

He awoke from his slumber suddenly, light streaming into the girlishly decorated bedroom as Carolyn, the beautiful housekeeper flung the curtains wide. "Wake up, sleepyhead" whispered the maid in his ear. "Breakfast will be ready in just a few minutes." As the cobwebs cleared from his brain, the activities of the previous evening flooded back into his consciousness. As if somehow disbelieving, he quickly peeked beneath the satin sheet, blushing as his feminine attire was confirmed. "Come on, sweetheart - we'll have to hurry" Carolyn said as she threw back the covers. The teenage boy, startled tried to cover himself, but the maid just grinned and, taking his hand, pulled him from the bed. "Here, hon, slip on your robe and let's wash your face" she said, holding the diaphanous, lace-trimmed bed jacket. As the boy slipped his arms thru the flowing sleeves, she smoothed it over his shoulders letting it settle lightly over the much shorter pink babydoll. Leading the youngster into the bathroom, she draped a fluffy towel around his shoulders and then, lathering a soft facecloth with fragrant soap, began to wash the sleep from his eyes. After rinsing the lather from his smooth skin, Carolyn gently patted his face dry with a soft absorbent towel. Just as the night before, Christopher stood passively, unsure of his feelings but somehow almost under a spell as everything was being done for him. Unused to such pampering, he found it quite pleasurable. Taking a toothbrush and even squeezing the paste on it for him, "You finish brushing now, Chrissy; I'll find your slippers."

Newly refreshed, he sheepishly returned to the bedroom where Carolyn motioned him to the small seat facing the mirrored vanity. Seated before the mirror, his eyes were drawn to the lace trimmed bodice of his dressing gown. As the maid stood at his back, slowly brushing his longish blonde hair with an ornate silver brush, his mind reeled. "This is crazy" he thought, "she's treating me just like a little girl or something". Despite his embarassment, however, the more overpowering emotion was guilt, guilt that beneath the blush, he actually delighted in her ministrations. He felt he should put a stop to all this, but the gentle stroking of the brush and the silky touch of his gown and panties on his skin seemed excuse enough to postpone any rebellion. His mind was brought back from his revelry as Carolyn knelt and slipped a pair of pink satin slippers over his feet. The image of a princess being attended by her ladies-in-waiting rushed thru Chris' brain as the maid took his hand and brought him to his feet. "Oh dear, we'll have to hurry; we can't leave Mistress waiting."

Though the backless slippers had but short wedge heels, the boy took hesitent steps. "Let me help you, sweetheart". Reaching her hand around his smoothly covered waist, Carolyn assisted the femininely gowned boy from the room and down the wide stairs to the brightly decorated dining room. Again the input from the boy's senses seemed almost overwelming. Here he was, being supported by a beautiful woman dressed in the briefest of costumes and smelling of the most wonderful perfume, her arm encircling his waist and pulling him close, all the while his own skin sheathed in the silkiest of fabrics; and more, not only was his attire softly arrousing as it brushed his thighs, it was exquisitely feminine.

"Good Morning, Chrissy" greeted Mary, his host as they entered the room. "Did you sleep well, darling?" she queried as Carolyn led the boy to her waiting arms. "I know a big boy like you doesn't want to hear it, but you look very pretty in Susan's nightie" she cooed as she enveloped the boy in her arms. "I'm sorry about your lost luggage but it wasn't so bad, was it, dear?" Blushing deeply as she gently brushed a stray hair from her young guest's forehead, he could only nod. "It's a shame boys never have the chance to wear such pretty things and look so nice" she continued. "It's just not the same around the house with Susan being away at school; she loved playing dress-up with all her pretty clothes". As the boy took his seat at the table, he noticed what must certainly be loneliness and heartache in his host's eyes.

"Oh Carolyn, you'ld better try calling the school again and see if they've found Chris' suitcase" Mary called to the maid as they finished their breakfast of melon and toast. Unsure of his emotions, Chris looked forward to finally getting back into jeans and shirt. "I just tried again, M'am; they're still no answer at the school" said Carolyn as she returned to the room. Noting the distress in the boy's expression, Mary motioned him to her, and cradling the still nightgowned lad in her lap, she hugged him close. "Don't worry, sweetheart; we can't have you spending the whole week in Susan's nightie, now can we?" Again, a sense of guilt and shame came over the boy, for that very thought seemed somehow appealing. "I suppose we'ld better drive over to the school; perhaps your suitcase is still in the driveway where we left it" comforted Mary. "In any case, it's time you were out of your nightie and dressed".

Carolyn, take Chrissy upstairs" the maid was directed. " We'll have to find something else for him to wear in the car." Taking her charge in hand, Carolyn led him from the room and back up the long curved stairway. Knowing that he would soon be out of the silky gown, Chris seemed to take special note of its whisperlike softness. As he climbed each step, he secretly delighted as the lace hem caressed his thighs and panty-covered rear. Before they were halfway up the long staircase, he couldn't help but notice another sensation. The sensuous touch of the filmy fabric had had a dramatic effect on his adolescent member as well. Growing more tumescent with each caress, seemingly out of his control, it strained against the lacy confines of his silky panties. This new "problem" did note pass the notice of the sexily clad maid. Smiling, she let her hand glide around the boy's waist and teasily slowed their pace a bit. Her proximity made matters worse as the added sensation of her touch roused the now flush boy even further.

At last reaching the bedroom, the boy, now almost quivering, broke free and rushed into the bathroom to hide his embarassment. "What is it? sweetheart" responded Carolyn, hurriedly following the boy into the bath. There she found the boy, his cheeks ablaze, covering himself with his hands as best he could. "Darling, don't be embarassed" the maid said softly. "Did your lacy little nightie do this?" she asked. Moving his hands from their position, she let her fingertips glide over the front of his gown, her nails barely brushing his now engorged penis. Her eyes noting the tentlike bulge, she teased "It seems our little Christine enjoys being a precious little girl, doesn't it?" Near fainting as she reached beneath the hem of the babydoll and caressed his throbbing malehood, the boy had to grab the edge of the sink to keep from falling. "Oh Chrissy, look what you're doing to your frilly little panties; if it wasn't for this, I'ld think you were sweet young girl". Moaning softly, the boy, now a captive to the maid's intoxicating caress, surrendered to the rush of pleasure. His body sheathed in delicate silk, his feet shod in pom-pomed satin slippers, and his pantied and swollen penis gently milked by Carolyn's enveloping fingers seemed ready to explode. "You like your little panties? don't you, sweetheart? cooed Carolyn. "You want to be a sweet little girl, don't you?" At that, the young boy's penis shuddered and released its pent up excitement into his pink panties.

Christopher stood quivering, for the second time since his

arrival, Carolyn had excited him to the point of sexual climax,

this time, however, he had erupted into the silky pink panties he

had been forced to wear after forgetting his own clothes back at

the academy. On the verge of collapse, the scantily dressed

maid helped the embarassed boy to the padded bench opposite the

tub.

"You do look precious, Chrissy, but you really needn't

blush. It's plain you love your pretty nightgown and panties;

I'ld find it even more unusual if you didn't". The teenager

looked up into the maid's eyes quizically. "What do you mean?"

he asked. "It's just as Mistress said" she went on, "Boys are so

deprived, never able to dress up in pretty dresses and nighties

like girls. Forgetting your suitcase has given you an chance to

see just how nice wearing silky frillies can be."

"But I'm a boy! I shouldn't feel this way" he answered

ashamedly. "Don't be silly, honey" she said slowly lowering the

now stained panties down his legs. "There's no reason boys

shouldn't be able to feel pretty like their sisters." Taking a

soft washcloth, she carefully washed the boy. Not since early

childhood had anyone seen him so intimately, though considering

the occurances of the last day, there was little left to feel

embarassed about. Both Carolyn and her mistress had treated him

with a kindness and love he'd been without since leaving for

school at summer's end. "Come along now, Chrissy; let's find

something especially pretty for you to wear in the car."

"You want me to wear a dress when we drive over to school?"

he questioned, his voice almost faultering. "Don't worry

darling; before I'm finished, your own own mother would swear you

were her daughter rather than her son" Carolyn joked. "And I

don't want to hear any excuses; I know you're just dying to wear

a cute little dress and have your hair curled." Though he didn't

answer, Chris knew she was right. Yesterday he wouldn't have

imagined it, but like so much that had transpired since his

arrival, he was certain the day ahead would prove most exciting.

Just then, Mary entered the room. "And just what are you two

scheming in here? she said with a smile. "Why, Christine was

just telling me how much she way looking forward to going for a

little drive" the maid answered, her eyes twinkling. "Oh, I

see....didn't I tell you wearing Susan's things wouldn't be so

bad, sweetheart? she asked as she hugged the boy to her. "It'll

be just like having Susan home again, won't it, M'am?"

volunteered Carolyn. "Indeed it will; come along now Christine,

we'll have to pick out something especially pretty" Mary said,

leading their guest back into the bedroom. Remembering his now

lack of panties, the boy clutched the lace-trimmed robe tightly

around the nightgown, and sheepishly followed, the anticipation

of actually leaving the mansion while dressed as a young girl

building with each tick of the clock.

"Let's see now" Mary thought aloud, throwing open the sliding

mirrored doors lining the wall of the bedroom. The boy's eyes

widened as row upon row of delightfully colorful dresses, skirts,

and blouses were revealed. "What do you think, Carolyn?" Mary

queried as she removed an exquisitely feminine pink dress from

the rack. Their guest couldn't take his eyes off the airy

creation. The dress was a beautful pastel satin, its bodice and

skirt highlighted with wide band of white lace. "I think our

little girl will look adorable in this, don't you agree,

Carolyn?"

"Oh Yes, M'am" the maid replied, her beautifully manicured

hand caressing the boy's cheek as he blushed deeply. "Isn't it

pretty, Christine?" she asked excitedly, winking at her employer.

"Well? Christine, what do you think?"

"Yes, it's very nice" he finally answered, both women smiling

at his obvious embarassment. "Nice?...judging from the look in

your eyes, I would have thought something more than just nice"

giggled the satin and petticoat clad maid. "I almost forgotten;

we'ld better find you a new pair of panties, hadn't we

sweetheart?" Opening the top drawer of the large chest near the

bed, Carolyn searched for a moment, then returned to display a

darling pair of white satin panties. They were trimmed in frilly

lace at both the waist and leg openings, and even more

elaborately across the seat with several rows of lace running

from one side to the other. "My goodness! Those are precious,

just perfect for my new niece's first day out and about" gushed

Mary. Stooping low, the maid held the panties open, and

steadying himself with a hand on her shoulder, the boy, one foot

at a time gingerly stepped into them. Trying to remain modest in

the presence of the two ladies, Chris attempted to hold the hem

of the babydoll nightie down as Carolyn slowly raised the

wondrously smooth panties up over his knees. Smiling up at the

red-faced youngster, she continued on, tugging the panties up all

the way and her hands hidden beneath his gown, smoothed them over

his recently drained member.

"There now...that's better, isn't it Hon?" she asked the

boy. Not waiting for a reply, she stood and began removing his

filmy robe. "Let's not waste any time, Chrissy dear" Mary said,

taking the hem of the babydoll in her hands and lifting it over

the boy's head. Standing before them in only his girlish new

panties and slippers, he tried again to cover himself. "Don't be

so shy, Chrissy; we'll have you all pretty again soon" laughed

his host. "I think our little girl should be properly powdered

before donning her pretty dress" mary directed the maid.

"Certainly, M'am" she answered taking a feathery puff from a wide-

mouthed jar on the vanity. His eyes closed tightly, she dusted

him generously with the sweet smelling body powder, coating his

shoulders and then moving down over his hairless chest and

finally down over each thigh. Returning from the dresser,

Carolyn held out a wispy white training bra. Unsure of what was

happening, the boy took a step back, but Mary promptly instructed

him to raise his arms and quit tarrying. His arms outstretched

before him, Carolyn slipped the lacy confection up over his

elbows, and reaching behind, clasped the hooks which secured the

silky garment. Though hardly needing any support for his non-

existant breasts, he did feel somewhat more modest.

Any relief was short-lived however, as turning to Mary, he

spotted what he knew to be a garter belt in her hand. In his

mind at least, wearing panties and a dress was one thing, but

being attired in something so totally feminine was somehow moving

to an entirely different plane. Entirely at their mercy however,

he resigned himself to whatever they had in mind. Circling his

waist with the satin and lace belt, Mary motioned him to the

vanity stool. Seated, he watched in apparent awe as Carolyn now

approached, a pair of sheer white stockings flowing from her

hand. Removing first one slipper then the other, the maid

carefully gathered the sleek looking nylon and then slipped the

stocking over his foot. "Raise your leg, sweetheart; a girl

should always take care to keep her nylons straight." As she

glided the wondrously silky stocking up Chris' leg, he breathing

became more of a gasp. It didn't help as she reached beneath his

little panties and guided the frilly garter tabs under and thru

before attaching each tautly to the lacy tops of the nylons.

Just as Carolyn fastened the last of the garters, Mary returned

from the large walk-in closet with a pair of white patent leather

low-heeled pumps. The front of each was decorated with a pink

satin bow. Still kneeling, Carolyn took the shoes and slipped

them on the boy's feet. "Oh, those are darling, Christine." she

said as standing, she looked down at the pretty little shoes.

"It's fortunate Christine and Susan are almost exactly the same

size; our little girl will certainly have quite a wardrobe from

which to choose" beamed Mary. Checking the length of the dress

hanging from the closet door, Carolyn remuged thru the back or

the closet and shortly reappeared, a shiny slip in her hand.

Though somewhat short like the dress itself, the skirt was very

full. Constructed of multiple layered taffeta and edged in

delicate lace top and bottom, it rustled deliciously as she

lowered it over the boy's upstretched arms. Together, with the

lad sandwiched between them, Carolyn and Mary adjusted the thin

shoulder straps until it hung perfectly, the smooth bodice

hugging his chest and the frothy skirt tickling his thighs.

"Don't you just adore this wonderful petticoat, honey?" Mary

asked, giving the skirt a shake. An almost impercepticle moan

escaped from their charge's lips as the loud frou-frou and the

silken touch of the lace brushing his nylon sheathed thighs

seemed to envelope him in a kind of soft cloud.

Taking him by the hand, Carolyn again led the boy to the

vanity where, after showing him how to sit properly in a skirt,

she turned him away from the mirror. "It's time we fixed your

face, dear" the maid said taking a broad bib-like cape and tying

it around the boy's neck and shoulders. "Just wait till I'm thru

with you, Christine; you won't even recognize yourself". After a

few minutes, the change was remarkable. Eyeshadow, a bit of

mascara, and blush had served to remove any hint of boyishness.

Lastly, lifting the youngster's chin gently, she brought a tube

of lipstick close. "Purse your lips for me, sweetheart" she

asked, and after responding with a coquettish pout, she coated

his lips with a pinkish gloss. "Excellent" complimented Mary; "a

little touch up with the curling iron and our little Chrissy will

be perfect". Still facing away from the mirror, the boy sat

quietly while Carolyn brushed and curled what had been longish

hair for a boy. After looking thru a small drawer in the

dresser, Mary approached with two matching satin ribbons, the

exact color of the dress. After tying each into a pretty bow on

either side of his head, both women smiled.

Still beaming, they pulled their guest to his feet. "Don't

look yet, Hon" instructed Mary, "let's slip your lovely dress on

first." Taking the pink satin smock from its hanger, Carolyn

directed the now petticoated boy to raise his arms carefully.

Watchful of his makeup and new hairdo, the women lowered the

beautiful garment over his head and outstretched arms. They

fussed and primped, tugging it down gently until it settled over

the fluffy petticoats. After fastening the row of buttons up the

back, the maid removed a long sash from the hanger and wrapped it

around the boy's waist, forming a large bow in the rear, giving

the dress an almost bustle like appearance.

The anticipation was excruciating, but when the two women at

last spun the boy to face his reflection, he almost fainted in

wonder. Looking back from the mirror was no teenage boy in a

dress. Instead was the most beautiful girl he had ever seen.

His eyes moved from her delicately painted face, down over the

bodice of her lace and ribbon trimmed dress, lower to where her

legs seemed to escape from a bouffant cloud of frothy skirts, and

finally down to the tiny pink bows which decorated her girlish

slippers. Christopher, now Christine seemed lost in a trance.

"How was this possible?" he thought to himself. As he turned to

see the reflection from another angle, it hit him. As the layers

of taffeta swished about his nylon-covered legs, there was no

mistake. This was no dreamlike image - this was him! He could

have remained before the mirror for hours had the two women not

awakened him from his reverie. "It's almost 10:30; if we're

going, we'ld better get along" warned Mary.

"Ooops, I almost forgot" exclaimed Carolyn, rushing to the

closet once more. After briefly searching, she turned with a

small white patent leather clutch and a pair of white glace

gloves in her hands. "We can't have you going and forgetting

your purse, now can we Christine?" she grinned. The gloves,

though snug, fit over his hands, ending just above the wrist in a

ruffled lace cuff. "Now, come along, sweetheart" said Mary,

trying to rush things along. With one last look in the mirror,

the boy...er..the girl raised a gloved hand and lightly patted a

stray curl back into place, then turning, was led from the room.

With the two women, one on either side, he was led down the wide stairwell. Each held one of Christine's gloved hands to steady the boy as he manuvered slowly down the stairs still a bit unsure of himself in the low heels. With every step, his frothy petticoats made a delightful frou-frou as they bounced and tickled his nylon- sheathed thighs. Once again, the youngster could feel the excitement build within the silky confines of his lace-trimmed panties. Embarassed by his own reaction to the soft touch of his exquisitely girlish attire, he tried to think of something else, but even the smallest movement seemed to defeat him and hold hold his mind captive to intoxicating caress his borrowed frillies.

Being November, there was an autumn chill in the air, and as they stood in the entrance hall, Carolyn went to fetch her mistress' sable coat. "You'ld better find something for our little girl, too" Mary instructed. The maid quickly returned with a beautiful pink woolen double breasted coat. Carefully she slipped it over the lovely dress and fastened the front. Lastly, Carolyn took a hatbox from the upper shelf and opening it, took out a wide brimmed straw skimmer. "Hold your head up, dear" she asked as she tied a fancy bow under Christine's chin. "There now, you look just adorable, Honey" she said, her hand straightening the flared skirt of the coat. Bending, she gave the boy a little kiss on the cheek and opened the frontdoor.

"Come along, sweetheart" beamed Mary, taking the delicately dressed boy's hand and with his skirts bobbing, walked together to the car. Looking back as they drove down the avenue, he could see Carolyn smiling and waving. Just yesterday, he had sat in the same seat, but now, everything was so differnet. Instead of jeans, his legs were now sheathed in smooth white stockings, and despite the weight of the woolen coat, the multi-layered petticoat made his skirt puff up all around him. He felt he was sitting on a cushion of frills, his ornately trimmed panties only adding to the froth of his skirts. Folding his gloved hands on his lap, he looked over to Mary. She smiled down at him; "Don't look so nervous, dear. No one is going to recognize you now."

They drove on, heading down the shaded boulevard toward the academy. "I'm sure we'll find your suitcase, but it will be so much of a shame; you look so pretty as a girl."

Blushing, the boy lowered his eyes in embarassment. "Really dear, you should have been born a girl; wearing pretty dresses is only half the fun." The gates of the school came into view. "You'ld better let me do all the talking, dear. We wouldn't want you to give yourself away." Christopher froze in his seat. "Oh God" he thought to himself, wishing that he could somehow become invisable. The large iron gate was shut, so Mary pulled up and stopped just in front and got out. Seeing a lone priest working in the garden, she called to him. The boy recognized him as Father Patrick, one of the older faculty members who was more or less retired now and spent most of his time tending the grounds. "Father, I'm Mrs. Alexander and one of your students is staying with me over the holiday. It seems we left without his suitcase. Did you happen to come across it in the driveway last evening?"

"I'm afraid not; I was just up that way a little bit ago."

"I brought my neice along with me in the car; would it be an inconvenience if we came in and looked for just a minute?"

Looking out to the car, the old priest smiled and waved to what appeared to him a pretty young girl. "Oh, I'm afraid that's not allowed; the academy is cloistered to women."

The boy couldn't overhear the conversation but noted the look of surprise on Father Patrick's face. "Well, is it possible you could ask one of the other fathers if they might have come across it?"

"I'm sorry, Mrs. Alexander, everyone else is away for the weekend now." Mary interupted "Oh, don't worry then Father; I'm sorry we bothered you. I'm sure somehow we'll make due. Happy Thanksgiving."

Christopher noticed the woman smile as she turned and returned to the car, waving to the priest as he toddled away back to his gardening. "Is something wrong? Won't they let us look for it?" he asked her nervously.

"It seems it definitely against the rules to allow ladies inside the grounds" and with a gleam in her eyes added "and as cute as you look, sweetheart, I'm afraid that applies to you, too."

"What are we going to do? It'll be four days till it opens now" the boy wondered aloud, a tone of alarm in his voice.

"Now, don't you worry your little head, dear; it seems you'll get to play dress-up a little longer is all. It'll be wonderful having a sweet little girl in the house all weekend, you'll see."

The teenager's cheeks turned a bright red, but not out of embarassment from wearing such girlish clothes. Rather, it was because deep within, he couldn't imagine anything nicer than continuing this new and exciting experience for as long as he could. The soft caress of the silky fabrics on his powdered skin and the way the two women (especially Carolyn) pampered him was drawing him in like a fly to a spider's web. There seemed no fight in this little fly either, despite arguments to the contrary, he inched toward their silken trap willingly.

With his mind distracted with thoughts of panties and petticoats, Mary turned the car around and headed back home. After parking the car in the drive and leading her young charge back into the house, Mary explained what had transpired to the waiting maid. Though she tried not to giggle, it was obvious to the boy, Carolyn took great delight in his misfortune. "Don't look so sad, Chrissy; there'll be time enough to try on all sorts of pretty things now. It'll be just like having a real live Barbie Doll to dress for a few days. Come monday, I'll wager you'll feel terrible wearing nasty boy clothes."

Without her own family in the house (Mary was recently widowed and her daughter was in college on the West Coast), Thanksgiving was to be celebrated at a local restaurant. "It seems we'll have a young lady joining us for dinner today, Carolyn, and not the teenaged boy we were expecting" the older woman quipped. "Shouldn't Miss Christine have a bath before we go, M'am?" the maid asked with a mockingly serious tone. "But of course, I'm sure she'll want to look and smell her best on her first time out to eat." Mary responded, her voice equally serious in tone. The boy stood nervously by as the two women joked, and as he fidgetted, the rustling petticoats continued their unceasing caress. The thought of actually going to a public restaurant while dressed as a young prepubescent girl disturbed him momentarily, but he knew he was powerless to alter their plans for him. In fact, the stirrings under the boy's fluffy skirts spoke more of his concurrance rather than any complaint.

"Go with Carolyn, darling; she'll get you all ready" Mary whispered to the daintily dressed youngster, and gently pushed him toward the stairs.

Once again, taking him by the hand, the maid seemed to treat him more as a five-year old than the teenager he was. Rushing up the stairs, pulling Chrissy behind her, the boy's skirts bounced and rustled while below, Mary smiled up at the frothy vision as it disappeared into the bedroom. Everything had gone according to plan. In just one day, they had transformed the boy into a gaily and exquisitely delicate little miss. And much to her delight, it was obvious in his eyes that he was beginning to love this new life.

Carolyn closed the door and directed her charge to the satin ruffled vanity bench. The boy plopped down, one leg bent back under him and looked back over his shoulder, the look in his eye as if waiting for her next instruction. "My goodness! Christine! Is that how a young lady behaves? If that's the way you treat Susan's lovely dress, perhaps it's time to put you back into trousers!" Startled, the boy didn't know what to think. Had she really offered to end all of this? and, more to the point, is this what he really wanted down deep? Reflecting on all the events of the previous 24 hours, it didn't take long for him to stand, and spreading his petticoats and skirt carefully, more gracefully took his seat again. "I'm sorry, Ma'm, I'll be more careful" he whispered, his eyes downcast in shame.

"Yes, that's much better, sweetheart" answered Carolyn, a knowing smile crossing her lips. "Sit here and I'll start your bath water" she said, turning and entering the adjacent bathroom. The boy's eyes followed her across the room, drawn to her long stockinged legs and the brief skirt of her maid's dress. As her hips swayed with each step, the youngster sat mesmerized. The sound of water splashing in the tub filled the room as Carolyn re-entered the bedroom and stood behind the seated boy. Lowering her head till her face was reflected in the mirror framed by the pink ruffles highlighting the shoulders of the dress they had him wear, she wrapped her arms around him and gave him a squeeze. "You look so precious, Honey. You've made Mistress very happy." His carefully made up eyes looked at her in the mirror, asking for expanation without a word. "Madam misses her daughter so much since she left for college. Having you here dressed so prettily is just what the doctor ordered I think" Carolyn responded. As the blush spread over his face, the maid began untying the satin ribbons from Chris' hair. Then, taking the silver hairbrush from the vanity, she started brushing the tangles gently. "You don't know how happy it makes me to see Madam smiling again" she went on. "I'm sure she'll really hate to see her little girl go once the weekend is over." The boy rested his head back against her wondrously fragrant bosom as she slowly moved the brush through his longish curls. Closing his eyes, he seemed to melt into her encompassing warmth.

"That's enough now, we have to move along" Carolyn roused him. Taking his hand, she brought him to his feet and removed the matching sash which circled the waist of the pink satin smock. As he stood before the mirror, she undid the buttons in the back and sliding the dress over his shoulders, let it fall to the floor. After placing it on a scented hanger, she returned and did the same with the bouffant slip. It collapsed into a mountain of froth around his knees, and extending her hand for support, had him step gingerly from the lace cloud. No sooner had she returned from the large walk-in closet, then he felt her hands at his hips, taking the frilled waistband of the silk and lace panties and drawing them down, careful not to snag the delicate fabric on the frilled tabs of his garter belt. As he tried to cover himself, she slipped the white panties down over his knees and then gently lifted one foot, then the other to leave him standing in only the matching training bra and garter belt. He again looked in the mirror to see an image which now made him almost tremble. With his hair newly brushed and his face still made up, the sight of himself standing dressed as he was with the sexily clad maid at his back unclasping his brassiere seemed a dream.

She delicately took the each ribboned strap between her beautifully manicured fingertips and pushed them down over the curve of his shoulders. As she pressed her bosom against the now bare skin of his back, she glided her hands down around his neck and then lower till they covered the nipples of each breast. Cooing in his ear, she brought him to a state of complete distraction, "You have such lovely little breasts, Christine." Scraping the tip of her fingernails over the now stiffening flesh, she teased "See how your girlish little nipples stand up?" By this time, the excitement had spread far beyond just his non-existent bosom; his thickening member could no longer be hidden. Despite his efforts to hide it, his erection protruded almost straight out. With one hand continuing to caress his breasts, Carolyn reached around and took the disgarded panties from the vanity, and placing them over his throbbing shaft, began to milk the boy. "Ummmm, nice soft panties" she whispered in his ear. She teased him unmercifully, "Does my darling little girl like her pretty panties?" Her perfume filled his nostrils, her soft lips caressed the nape of his neck. "You love your frilly new things, don't you, Christine." As she slid the silky panties up and down along his member, he began to shudder, "Yes! Yes! Make me your little girl!!" With that, his shaft erupted into the delicate little panties and he collapsed down onto the vanity seat.

Hugging the now exhausted boy against her, Carolyn ran her fingers through his hair and kissed his forehead. "That's my girl, my precious little Christine." Unsnapping the garters, she drew the long white stockings down his legs, and removed them. Drawing him to his feet, she unhooked the belt and laying it aside, led the compliant boy into the bath. Shutting the water off, the large tub was near overflowing with fragrant suds. She removed a silk scarf from the linen closet and wrapping it around his head, tied his hair up out of the way. Helping Christine into the water, she knelt beside the tub and began to sponge the sweet smelling lather over his shoulders and back. Lifting the yielding boy's arms, she swabbed under them and then moved lower over his chest and lathered his stomach. As Christine sat passively, the strikingly beautiful maid reached beneath the surface and no part of his anatomy unwashed. Taking a soft washcloth, she began to wash the makeup from his still beardless face. "Close your eyes, dear" she warned as she gently cleaned the last vestiges of mascara and eyeshadow from his eyelids. Using the long hose sprayer, she rinsed the soap off him, and then holding a soft towel up, had the boy step from the tub. After Christine was properly powdered, Carolyn had him sit on the bed as she selected his wardrobe for the afternoon's excursion.

A little over an hour later, Carolyn came into the den where Mary was waiting. She no longer wore the brief maid's outfit, but instead showed off her stunning figure in a long blue silk gown. Mary, too had changed for their dinner out. Though certainly not a beauty queen, the older woman still looked elegant in a stylish black suit. "Is our guest ready?" Mary asked. "Yes, Ma'm, she'll be right down." With that, Carolyn called up the stairs "Come down, Honey. We're ready to leave." Christine appeared at the top of the stairs. She was a lovely vision in white. The maid had certainly chosen well for there wasn't a hint of masculinity left in the boy, rather he (now she) looked the perfect little princess. The dress was all white lace accented by delicate pink satin bows across the bodice and at the puffy sleeves and hem. From their vantage point, the two women could easily view what must have been several layers of crinolines under the wide almost floating skirt. Around his waist was a four inch wide pink satin sash tied at the hip with a huge bow. He stepped carefully down the steps, his feet in white patent leather mary janes, highlighted by white anklets trimmed with a turned down pink lace cuff. Short white gloves covered his hands, each tied at the wrist with matching pink satin bows. His hair was styled exquisitely, his blond curls piled high and circled with a tiny little tiara. Though the dress gave the impression of girl no older than seven or eight, Christine's makeup appeared dramaticly more grown up. It was obvious that in addition to lipgloss, blusher and shadow, Carolyn had also made use of false eyelashes. His eyes lowered, he stood at the bottom step and finally, his long lashes fluttering, looked up expectantly at his host. "Oh Christine, you look absolutely wonderful" exclaimed Mary, thoroughly pleased at the latest transformation. "I wish Susan could be here to see how darling you are." After donning their wraps, the two ladies led the daintily dressed girl to the car for the drive downtown to the restaurant.

Though a small town, the eatery was crowded with those who had opted for Thanksgiving dinner out. The restaurant was the finest in the area, it's oaken paneling and velvet draperies giving an impression of aged elegance. The maitre-de greeted the trio warmly and escorted them to a table on the slightly raised mezzanine. All eyes were on the cute little girl as she made her way between the other tables. Christina couldn't help but overhear the whispered admirations as the other diners paused and noted the precious darling accompaning Mrs.Alexander. Self-consciously, Christine took his seat as the waiter held the chair for him, making sure to gracefully spread his skirt and petticoat. It was with an almost audible sigh of relief that Mary ordered for him. While the two ladies ordered white wine, a Shirley Temple was suggested for the younster. The meal itself was wonderful, though Christine felt on pins and needles throughout. After the traditional turkey, cranberry sauce and stuffing, Mary ordered pecan pie and coffee and another softdrink for her niece.

Christine seemed to grow uncomfortable and Carolyn, taking notice asked, "Is there something wrong, sweetheart?" Despite the boy/girl's embarassment, Christine couldn't wait any longer. "I have to use the restroom" he finally whispered. Smiling, the maid quickly summoned the waiter and asked "Could you tell me where the powderoom is? It seems our little guest had a bit too much to drink." After being shown the way, Carolyn took sheepish girl by the hand and led him down the hall to the door marked "Ladies". Thankfully, the elegantly decorated room was otherwise unoccupied. Carolyn latched the door to provide some privacy, and to Christine's surprise, backed him into one of the stalls. Lifting the young boy's skirt and petticoat, Carolyn seemed to take charge, "Here, Honey, I'll help you. Hold your dress up now." As his cheeks turned a deep red, his lace trimmed panties were lowered to his knees and the maid inched him back till he was almost forced down on the seat. To his chagrin, Carolyn then gently took his soft penis in her hand and held it down, aiming it for him. "Go ahead, dear; let me see my little girl tinkle." The boy felt totally mortified; never had he been treated like such a completely helpless child. Despite his humiliation, Carolyn smiled as the sound of water splashing in the bowl echoed in the small stall. When he was finished, instead of replacing his panties to their former position, the maid had the boy stand, his petticoats still raised to waist level. She took a tissue and gently dried the tip of his penis, and with the frilly white panties still around his ankles, she opened her purse and removed a small container. He looked down just as she opened it and watched as she removed a soft feather puff. After coating it with perfumed powder, she carefully dusted him, paying attention to cover not only his genitals, but also down along the length of his thighs. With one final caress, she patted his now silky penis, and then reaching down, slowly pulled his panties back to their original position. "All finished, sweetheart" she said, helping to straighten his petticoats as they floated down over his legs. After washing his hands, Carolyn had him face the mirror, and taking a lipstick from the small white purse he carried, retouched the creamy gloss that coated his lips. "Feel better now, Honey?" she asked, opening the door and escorting the embarassed youngster back to the table. Still blushing, Christine took her seat as Carolyn's eyes met Mary's and the two women shared a knowing smile.

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