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Chapter 41
by
Trom1806
Deep sleep is filled with the bizarre fantasies of your subconscious...
You seem to have found yourself in a familiar place again...
After a series of vague, barely remembered dream fragments, you fall into a deep sleep and begin to see something coherent.
The dark "swirl" of misty visions disappears, and you find yourself in a place you know well.
Your native Pennsylvania town of Weerfield.
It happened again...
Just like in that strange dream last night...
You're standing in a small square, dressed in your school uniform and carrying a backpack (filled with textbooks) on your back.
You look around and see the familiar surroundings: tree-lined alleys, sidewalks, small houses, and one larger, three-story gray brick building towering before you...
School...
A cool breeze brushes your skin, and your gaze notices small puddles on the asphalt from the recent rain.
Everything seems so... realistic. You notice that the streets of the town are unusually deserted right now. This is despite the fact that at this hour of the morning, residents are usually rushing to work or school.
You sigh, lost in thought: "This... This is just a dream, right? What should I do now? Just stand here and wait? Or should I go somewhere? Judging by my last dream, I shouldn't go to auntie's house…"
Fragmentary memories of what happened that time you went to Auntie's arise in your head.
Sean Michaels' big black cock...
Your naked auntie is acting like a submissive, sex-hungry bitch...
You're dressed in a maid's outfit, your penis locked in a flat metal chastity cage, and you're crawling obediently on all fours across the floor to lick and suck the juicy black meat of this huge dick...
Shuddering at the thought, you quickly lower your hand – your fingers slip under the waistband of your pants and probe your genitals.
And...
No chastity cage!
You sigh with relief and begin walking toward school.
"Well... I hope this dream won't be as insane as the last one..." - you think.
Entering the school building, you're surprised to see the long, completely deserted hallways.
Lockers line the walls, where students store their belongings.
An open window is visible at the end of the hallway. The doors to some classrooms are ajar...
Not even the slightest sound of human presence can be heard...
Only the quiet creak of doors, moving slightly in a draft...
It's all strange – after all, now, so early in the morning, classes should be starting...
You walk slowly down the hallway.
The lighting is dim, the fluorescent lamps on the ceiling flicker occasionally due to some malfunction.
An inexplicable, uneasy feeling grips your consciousness...
One step forward...
A couple more steps...
The creak of a door on the left!
You turn left and peer, perplexed, through the half-open door into one of the classrooms. Your gaze catches only a glimpse of notebooks scattered haphazardly across the floor, their pages covered with some kind of notes.
Suddenly, you feel a touch on your right elbow! You let out a startled cry and turn around...
Your alarm is met with the melodic laughter of a young, cutie girl, who looks at you with an ironic gaze from her light brown eyes.

This busty cutie smiles and coquettishly plays with her bra strap...
She's dressed rather frivolously right now...
A short skirt, a bra, leg warmers, and elegant shoes.
You recognize her immediately...
Mary Galliardo.
You tried unsuccessfully to establish a close relationship with her in your last year of high school, so you could finally lose your virginity. That year, you turned 18 (you were the youngest in your class), and you were constantly bullied at school and made fun of for various reasons. Your virginity was one of them. You invested a lot of time, effort, and money into your relationship with Mary. And you almost reached your goal...
Alas, when she saw your pathetic little cocklet, it was all over...
You think about it all with sadness...
Suddenly, Mary hugs you and presses her large, soft, warm breasts tightly against your body.
You tremble from these arousing touches...
It seems this dream has transported you to the time before your final breakup with this sexy young lovely...
"It's like you saw a ghost, Billy! Ha! Ha! You're so funny! Come on, we might be late for the spectacle!" - the phrases of a melodic girl's voice are combined with her grabbing your hands and urging you to follow her.
"Spectacle? What spectacle?" - you say, unable to find the courage to refuse and allowing the girl to lead you further into the side corridors.
"We've been preparing for this for a long time, Billy... And you were part of it... Don't pretend you don't understand anything!" - she says, continuing to walk quickly, leading you along.
"Wait... But I..." - you mumble.
"Don't be such a downer! You'll see for yourself soon! Hee! Hee!" - she giggles charmingly.
You continue down the winding corridors, then up the stairs to the second floor, turn right...
Mary opens a door with a barely visible sign that reads "Actresses' Dressing Room".
She leads you inside and locks the door from the inside...
Inside, you see a vast space filled with racks of a wide variety of costumes for theatrical activities. Tables along the walls are filled with a variety of items: cosmetic kits, jars of skin creams, lipsticks, mascara, wigs, and the like.
Large mirrors hang on the walls.
This room has no windows, but there is another exit (besides the door you entered through) – a closed metal door is visible in the far corner.
And in this room there are many... young girls. You don't remember all of them very well, but they are clearly highschooler's at this school (some of them are your classmates).
Some of them are dressed even more provocatively than Mary.
You even seem to notice that one of them hasn't had time to put on a bra, which is why you noticed her large nipples on two substantial titties.
Surprisingly, your presence in the room doesn't cause any indignation among these girls.
As if everything is going according to plan, of which they are all participants...
"So, girls – let's get started right now!" - Mary says loudly.
A dozen beautiful girls surround you and they... begin to undress you completely!
"Just please don't disturb us, Billy!" - you hear Mary's voice.
The multiple touches of gentle feminine fingers on your body...
Even if you were to resist now, you'd hardly have any chance of success...
So you simply enjoy the situation...
Even after completely undressing you and seeing the pitiful size of your wee wee and your testicles, none of the girls makes any mocking, offensive comments.
They seat you on a chair in front of one of the tables piled high with cosmetics.
And then they begin removing excess hair, moisturizing your skin with creams, and applying makeup to your face.
The metamorphosis happens quickly...
Soon, in the mirror, you see a reflection that doesn't resemble some guy at all, but a pretty, slightly bewildered girl with plump lips painted with red lipstick, soft, velvety skin, and beautiful, expressive blue eyes with large eyelashes, their beauty only enhanced by mascara.
"What?! What does all this mean?!" - you manage to ask.
"Now it's time to pick out some appropriate, cute clothes for our good girl!" - Mary simply ignores your question.
A dozen girls help you out of your chair and begin dressing you in... very specific clothes.
"But... I... Don't want to!" - you say, but you realize things have gone too far.
It seems you don't feel the physical or mental strength to resist right now.
Your cry is simply ignored.
Girls don't skimp on compliments about your wheat-colored hair that reaches just below the shoulders, they carefully comb and style your hair into a feminine hairstyle.
Then girls dress you in an elegant silk tactile garment of lacy white lingerie.
The pleasant touch of panties against your skin...
Push-up bra...
White stockings with cute red bows on top...
Then comes the turn of a blouse, a corset, a short red skirt, a small red hooded cloak, and elegant black shoes with a small heel.
Judging by your reflection in the mirror, your appearance now resembles a female character from a well-known fairy tale...

Finally, the change is complete, and Mary, smiling contentedly, hands you a small basket of fruit.
"Go... And be a good girl!" - the parting words from the one you thought was your girlfriend leave you feeling discouraged.
The girls pull you to the far corner of the room, open the metal door, and throw you out.
What will happen to you next in this strange dream?
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Billy's Sissy Adventures.
Adventures of a young white sissy guy in sunny California and maybe somewhere else...
You are Billy Atkins, a white male student at Hayne College in Hautenville, California.
Updated on Jun 21, 2026
by Trom1806
Created on Aug 21, 2023
by Trom1806
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