The TG Questionnaire - Matthew to Madison
Matthew “Matt” Cooper entered his bedroom, having just finished eating
dinner a couple minutes ago. He was a tall, gangly young man wearing a grey t-shirt with a batman logo
on the chest and some plain black trousers. Closing the door behind him, he walked over to
his small wooden desk, which housed his computer and turning the screen on, revealing his desktop wallpaper to be some beautiful drawing of a fictional landscape with a large, ornate castle in the distance. His eyes skimming across the various video game logos decorated across the screen, he was about to click on one of them when a flicker of movement appeared in the corner of his vision - looking down at the lower right corner of his screen, Matthew saw a notification which read "You have received a new email!"
Heading into his email, Matthew watched it refresh and saw one addition pop up titled “Questionnaire”. Initially assuming it be something sent by his dad or his older sister, Matthew automatically went to click on it... but stopped once he noticed that the sender was called "Anonymous". Shaking his head at what was clearly some sort of spam, Matthew selected the email and drifted his mouse over the bin sign, clearly intending to delete it... but instead he found himself hesitating - it wouldn't be so bad to just have a little look at whatever it was, right? Just to laugh off at this person's attempt to scam him...
Double clicking the email revealed that there was indeed a questionnaire - at least twenty questions each with their own little answer box - but what made Matthew's eyebrow raise were the type of questions in it, particularly the first one:
Question 1: If you were a girl... would your handwriting be nice?
If he were a girl? Why was the email just automatically assuming whoever read this was a guy? Perhaps it was just some sort of error, or maybe whoever sent this to him got this off of some sort of male orientated site... But what really confused Matthew was the fact that he was actually thinking about what the question was asking, his eyes fixated on the patiently blinking cursor as it rested in the text box.
Whenever he was writing to someone it was with a keyboard or touchscreen, not a pen or pencil - was it really worth having good handwriting if it was going to go to waste? His hands moving to the keyboard, he was about to type "it would stay the same" when he suddenly remembered how much he hated not having a fancy signature whenever he needed to sign a form, so he quickly answered with:
Yeah, it would.
The second he pressed enter, a strange tightness suddenly rippled through Matthew’s hands as if they were in a vice-like grip, causing him to gasp and ball them tightly into fists for a couple moments before flexing and shaking them wildly in hopes of soothing the discomfort. Slowly but surely it faded away, but as Matthew went to place hands back on the mouse and keyboard, he frowned: He could have sworn that his hands looked longer, slender and daintier than he was used to, but he dismissed it with a slight shake of his head.
“Who looks at their hands anyway?” he muttered before moving to the next question.
Question 2: If you were a girl... would you like pink?
Matthew huffed derisively at the words on his screen. If he had seen this question when his age was still in the single digits, he might have fiercely stamped “NO PINK SUCKS” into the text box, but he was at a mature enough age to know that nobody actually gave a shit about what colour you did or didn’t like - hell, he was pretty sure he already had a vaguely pink shirt in his wardrobe right now.
As much as I like any colour really, he typed.
Nothing changed in Matthew’s room or on himself - but the background of his desktop had actually changed from the drawing of the fanasty styled city to that of a pink filtered picture of some flower hanging off a branch.
Question 3: If you were a girl... would your hair be straight or curly?
Matthew was always hearing his sister’s complaints about how much of a chore drying and washing her hair was - he quite liked being able to just dive in and out of a shower and not having to stand there for ages drying it. Besides, he did have a thing for girls with short hair…
My hair would be short and straight… “Screw it,” Matthew thought to himself as he suddenly felt adventurous. “My hair would be short and curly.”
As he moved onto the next question on the list, Matthew ran a hand through the wavy strands of brown hair that were now nestled on his head. As he placed his hand back down on the mouse, he brushed away a stray curl that was just in the corner of his eye. Reminding himself to get a haircut on the weekend and a vision of the local hair salon briefly appeared in his mind. He had to admit he was curious about what the difference between it and the barbers he'd always gone to was - maybe he’d have a quick peek through the window when he walked past it next time.
A wooden hairbrush suddenly phased into existence on Matthew’s desk, small tufts of hair entwined in the bristles.
Question 4: If you were a girl... what would be your favorite color?
I don’t really have one. Matthew began to type as he thought about Question Two above, but he hesitated.
I don’t really have one, but I guess green is nice.
As he pressed enter, some of the shirts inside his wardrobe billowed as they lightened into various shades of emerald, jade, and mint. The handle of the wooden hairbrush resting on his desk darkened as the material transformed into a shiny olive plastic.
Question 5: If you were a girl... what color would your hair be?
I like it how it is. He answered immediately.
Despite his answer, Matthew’s curly hair lightened from a muddy brown to a more caramel colour - even the bits of hair trapped in the hairbrush changed ever so slightly.
Question 6: If you were a girl... what color would your eyes be?
I’d still like them to be blue.
Matthew growled as a horrible stinging suddenly popped up in both of his eyes.
“Need a mirror...” He grumbled as he stood up and left his room; stomping into the bathroom towards the cabinet mirror before lifting one of his bottom eyelids to check for any stray eyelashes... but he couldn’t find any, not even in his other eye. What was even more annoying was the fact that the stinging was starting to fade away as quick as it had appeared. Shrugging, Matthew was about to return to his room when he looked at himself properly in the mirror - although the irritated feeling in his eyes was gone now he still felt as if something wasn’t right about him: Was it his hair, which he felt looked lighter and curlier than it was earlier? Or the the colour of his rather doe-like eyes, which looked less like a greenish blue and more vice versa? Matthew frowned as he stood there trying to figure it out, but eventually gave up and headed back to his room.
Question 7: If you were a girl... would you like makeup?
Makeup definitely improved a woman's’ looks, but Matthew definitely hated the ones that put layered amounts of fake tan on before coating their face with all sorts of cosmetics, and while he did like women with good makeup, he was aware of long it took for his sister to put on all that stuff - would he really want to do that all the time?
Yes, but I wouldn’t layer it on and I’d only wear it if I was going out.
A yawn suddenly forced it’s way out of Matthew and he rubbed his cheeks to try and wake himself up. As he did this, his face lost its overall angularity and became more heart-shaped. His fingers gained a nice sheen of bright blue. A medium sized pink red box appeared on his desk next to his brush, and some of his sister’s makeup even found itself into his room as he now occasionally asked her if he could borrow some.
Question 8: If you were a girl... would you be sporty?
Matthew looked at his rather lanky arms and legs and sighed. Although he was glad he wasn’t overweight or obese, he knew that being skinny wasn’t necessarily good either - if only he had the drive to start exercising in the first place… Anyway, Matthew had a bit of thing for women with a bit of muscle to them, finding that it gave them a physical and mental strength that was oddly attractive to him.
Yeah, I’d be more into exercise and all that.
Matthew’s body shuddered and spasmed as if someone had walked over his grave, his bony arms and skinny legs began to thicken, then tone slightly as muscle began to form. He shifted around his chair slightly, his back no longer slouching but sitting perfectly straight; producing a small spark of confidence in him. His bony ribcage disappeared as his torso began to fill out, the faint marks of a six pack just barely visible. His dainty hands from earlier also changed slightly, becoming more firm yet still unmistakably feminine. His fingernails receded a little bit more, stopping at a point where they looked like they’d been cut fairly recently.
In the kitchen downstairs, various brands of protein shakes and bars appeared in cupboards with some replacing the odd chocolate bar or pack of biscuits.
A pair of worn out neon blue gym shoes suddenly appeared underneath Matthew’s desk alongside a pair of pink dumbbells and some of the games on his desktop faded away as gaming was no longer his only hobby. The wallpaper even changed again, retaining a pink colour but now showing the purple sihoulette of a woman holding a couple of weights as the words "IF IT DOESN'T CHALLENGE YOU, IT DOESN'T CHANGE YOU" plastered across it.
Question 9: If you were a girl... would you wear high heels?
He was aware of how difficult - and apparently painful - women found it to walk in high heels, but Matthew found them to be too sexy to ignore, so he answered:
Yes, but only on special occasions.
This caused a red box containing shiny black high heels to materialise in Matthew’s wardrobe, and his feet and regular shoes shrunk a tiny amount to accommodate for them.
Question 10: If you were a girl... would you wear a skirt?
Yes, but not all the time.
Surprisingly, Matthew’s trousers didn’t change into a skirt - they actually tightened into a pair yoga pants - but a couple in his wardrobe did, shrinking and merging their legs together. A tuxedo with matching trousers Matthew had worn for a wedding party a year or two ago melted together and turned into a long black dress, the buttons breaking apart and sprinkling across it as they morphed into glittery sequins.
Question 11: If you were a girl... would you wear jewelry?
Matthew didn’t really care about jewelry, but disliked women wearing ridiculously huge hoops or large dangling gems on their ears. He wasn’t a fan of bracelets either and hated the feeling of a necklace on his chest.
Only earrings.
Matthew felt sharp pinch in both his earlobes and he grabbed one of them only to feel a small stud embedded there, causing him to sigh with relief: He’d only recently gotten these put in and so his ears got irritated every so often and emit a dull ache - his mum had told him at the time that it would eventually stop and not to worry about it.
Question 12: If you were a girl... what size would your breasts be?
Matthew raised an eyebrow at this question. Obviously he had no idea how breast sizes actually worked - he knew there was A cup (which he definitely wouldn’t put down), B cup, C cup… The macho part of Matthew’s mind grunted “Double D” as a suggestion and he almost typed it before remembering that large breasts often caused back pain and all sorts of posture issues.
“Be realistic Matt,” he thought to himself. “I wouldn’t want to be as flat as an ironing board but having huge tracts of land might be more of a curse than blessing…”
They would be a C Cup. Nothing too big, but nothing too small either.
Matthew was suddenly aware of how rough his shirt felt against his nipples. As he casually brushed a hand against one, he gasped at its sensitivity as a single jolt of pleasure sparked through it and all the way down to his groin. Although he was surprised and a little intrigued by the sensation, he forced himself to move onto the next question:
Question 13: If you were a girl... would you be into guys?
Matthew was definitely into girls; he couldn’t fathom not liking them - he’d probably be a different person altogether if that were the case. In order to distract himself from a potential arriving existential crisis, Matthew quickly answered the question.
No, I’d still like girls.
Thoughts of two girls making out with each other suddenly drifted to the front of Matthew’s mind. He had to admit he always found lesbians to be really hot and allowed the scene to keep developing in his head, sitting back in his chair; biting his lip softly....
Two girls pressed together on a bed, their tongues dancing around, hands grabbing each others breasts; one of them began to smirk mischievously as she placed a hand on the other girl’s stomach; beginning to ever-so-slowly slide her way down into the girl’s pants and…
For the tiniest moment, Matthew entertained the idea that one of the girls was him and he felt the oh so familiar tightening in his groin that had been slowly building up since the last question suddenly fade away. Curious, he pulled his pants up to check his member and saw that it had become flaccid - but unlike his hands earlier, he was sure it was shorter than he remembered... Realising how much an awkward situation this would make if someone entered his room and found him gawking at his groin whilst a hand was resting on one of his now fleshy nipples - which he wasn’t sure as to why it was there as he’d never touched them before. Clearing his throat, Matthew quickly sat up straight and placed his hands back on his desk, a slight blush on his cheeks.
Question 14: If you were a girl... would you shave?
Matthew didn’t really find girls with carpet hair that attractive and he certainly didn’t like girls with hairy armpits or legs.
Yes.
Matthew felt the hair on his limbs, armpits and groin prickle as they mysteriously fell off and faded away - even the small stubble that he shaved earlier on his jaw retreated back into his skin; he paid no attention to it. There was then an almost ticklish sensation around his groin as he felt his manhood shrink again - Matthew didn’t even have to check to know that it had to be nothing more than a stub now. He wasn’t sure what was weirder; that his penis was doing a sort of “reverse erection”... or that he wasn’t freaking out about it as much as he felt he should have been.
Question 15: If you were a girl... would you use pads or tampons?
Matthew felt a little disgusted about shoving something inside him - although memories of more... friendlier things doing that popped up in his mind, causing him to blush and almost giggle.
I would use pads, he answered.
Matthew’s testicles suddenly withdrew into his body, the unexpected and strange sensation causing him to cry out, double over and fall onto the floor. There wasn’t any pain, but the discomfort was so strong that he was sure if he was going to throw up at one point as the dullness spread up from his groin and around his belly button.
Wrapping his arms tightly around his body and curling up into a fetal position, Matthew became aware of the quickly blooming breasts that pushed against his arms, forcing him to adjust slightly.
As his testicles and penis conjoined to create the fallopian tubes, Matthew’s hips began to widen to make space for them and the now forming womb, signifying the complete loss of his manhood. As if to welcome the arrival of her femininity, a pulsing pleasure began to emanate from Matthew’s newly formed organ, causing her to instinctively dive a hand down her pants and push two fingers inside her wet folds, barely suppressing a moan as she did so. Initially she was frustrated when she couldn’t find her g-spot, but then remembered it as memories of her life began to change, the male Matthew being overwritten by her new female. All the photos around the house began to change too, with the Cooper family now always having two daughters instead of just one.
Eventually the pleasure overwhelmed her and she came, biting down hard on her lip to prevent her from screaming wildly. She then took her hand out of her now ruined, sweat covered pants; her heavy breaths mingling with a cheeky yet nervous giggle.
“Maddie!” her mother called from downstairs, having heard something drop on the floor earlier. “Are you alright up there?”
“Uhhhh, Y-yeah!” She answered back as she clambered back up, holding onto her desk for support. Once she was upright, she stood there for a couple seconds before noticing her computer - right, that questionnaire she needed to finish. Glancing at the fitness watch on her wrist, she noticed it would be time for her to go out for a daily jog soon before sitting back down in her swivel chair.
Question 16: If you were a girl... what type of shirt would you be wearing right now?
Maddie looked down at her grey shirt that was emblazoned with a batman logo and frowned - she didn’t recall her shirt being so tight against her breasts! Assuming it had shrunk in the wash, she answered the question:
The one I’m already wearing?
Maddie then noticed that her breasts felt freer against the fabric and adjusted the shirt curiously - it must have simply slipped back into place whilst she was typing. However the extra space caused her nipples to harden from the air - thank god she’d be putting on a bra soon.
Question 17: If you would were a girl... would you be wearing briefs, bikini, thong or boxers?
All of them - but I love boyshorts the most!
After eagerly typing her answer, Maddie’s pants began to shrink in order to accommodate for the lack of a manhood, as well as ridding themselves of the stain of sweat and... other things from her drastic transformation barely a minute or so ago, soon feeling nice and snug around her hips and crotch. The pants inside her drawers all began to change, most of them becoming plain grey, black or grey boyshorts and briefs with the occasional indulgent red or pink bikini and thong.
Question 18: If you were a girl... what would be your intelligence? One being stupid and ten being high enough to drive the class nerd up the wall.
In terms of the question, Maddie had considered herself to be at least a 5 or a 6. Typing in anything lower than that and she might as well be shooting herself in the foot, so she decided to make herself a little bit smarter:
Eight.
A dull ache pierced rippled through Maddie’s brain like a bullet, making her more receptive to any new information she received from now on.
Question 19: If you were a girl... what type of bra would you be wearing?
Knowing she had to get going soon, Matty quickly answered:
A sports bra.
Maddie’s chest suddenly felt more snug; she could no longer feel the gentle breeze caressing her nipples.
“Guess I can take this off now,” She said as she yanked off the batman t-shirt and flung it onto the floral patterned bed behind her.
Question 20: If you were a girl... how old would you be, how tall would you be without shoes and what would you weigh without clothes?(Don't lie)
Maddie had only turned 19 4 months ago, so she didn’t want to be any younger. She stood at an impressive 6 feet, but was aware that some people preferred to be with partners smaller or around the same height as them, so she decided to enter a lower height - if it meant she’d eventually find someone, it would be worth it.
I would be the same age, stand at around 5’7” and weigh around 124 pounds.
The alarm on Maddie's watch beeped, causing her to jump. It was time for her scheduled jogging run, but being a minute or two late answering the last question wouldn’t hurt, although she found it weird that the questionnaire was asking if she were a girl - was it assuming whoever got this wasn't one like her?
Question 21: If you were a girl... what would your name be?
My name is Madison Cooper.
And with that final answer, Madison “Maddy” Cooper stood up from her chair and put on the green and black jogging shoes that lay underneath her desk. She then began to stretch her body, unknowingly causing her height to shrink a couple inches, each satisyingly sensual snap of her spine causing her to get all fired up for her run. Jogging out of her bedroom, she made sure to say goodbye to her mum before heading out of the house.
Heading into his email, Matthew watched it refresh and saw one addition pop up titled “Questionnaire”. Initially assuming it be something sent by his dad or his older sister, Matthew automatically went to click on it... but stopped once he noticed that the sender was called "Anonymous". Shaking his head at what was clearly some sort of spam, Matthew selected the email and drifted his mouse over the bin sign, clearly intending to delete it... but instead he found himself hesitating - it wouldn't be so bad to just have a little look at whatever it was, right? Just to laugh off at this person's attempt to scam him...
Double clicking the email revealed that there was indeed a questionnaire - at least twenty questions each with their own little answer box - but what made Matthew's eyebrow raise were the type of questions in it, particularly the first one:
Question 1: If you were a girl... would your handwriting be nice?
If he were a girl? Why was the email just automatically assuming whoever read this was a guy? Perhaps it was just some sort of error, or maybe whoever sent this to him got this off of some sort of male orientated site... But what really confused Matthew was the fact that he was actually thinking about what the question was asking, his eyes fixated on the patiently blinking cursor as it rested in the text box.
Whenever he was writing to someone it was with a keyboard or touchscreen, not a pen or pencil - was it really worth having good handwriting if it was going to go to waste? His hands moving to the keyboard, he was about to type "it would stay the same" when he suddenly remembered how much he hated not having a fancy signature whenever he needed to sign a form, so he quickly answered with:
Yeah, it would.
The second he pressed enter, a strange tightness suddenly rippled through Matthew’s hands as if they were in a vice-like grip, causing him to gasp and ball them tightly into fists for a couple moments before flexing and shaking them wildly in hopes of soothing the discomfort. Slowly but surely it faded away, but as Matthew went to place hands back on the mouse and keyboard, he frowned: He could have sworn that his hands looked longer, slender and daintier than he was used to, but he dismissed it with a slight shake of his head.
“Who looks at their hands anyway?” he muttered before moving to the next question.
Question 2: If you were a girl... would you like pink?
Matthew huffed derisively at the words on his screen. If he had seen this question when his age was still in the single digits, he might have fiercely stamped “NO PINK SUCKS” into the text box, but he was at a mature enough age to know that nobody actually gave a shit about what colour you did or didn’t like - hell, he was pretty sure he already had a vaguely pink shirt in his wardrobe right now.
As much as I like any colour really, he typed.
Nothing changed in Matthew’s room or on himself - but the background of his desktop had actually changed from the drawing of the fanasty styled city to that of a pink filtered picture of some flower hanging off a branch.
Question 3: If you were a girl... would your hair be straight or curly?
Matthew was always hearing his sister’s complaints about how much of a chore drying and washing her hair was - he quite liked being able to just dive in and out of a shower and not having to stand there for ages drying it. Besides, he did have a thing for girls with short hair…
My hair would be short and straight… “Screw it,” Matthew thought to himself as he suddenly felt adventurous. “My hair would be short and curly.”
As he moved onto the next question on the list, Matthew ran a hand through the wavy strands of brown hair that were now nestled on his head. As he placed his hand back down on the mouse, he brushed away a stray curl that was just in the corner of his eye. Reminding himself to get a haircut on the weekend and a vision of the local hair salon briefly appeared in his mind. He had to admit he was curious about what the difference between it and the barbers he'd always gone to was - maybe he’d have a quick peek through the window when he walked past it next time.
A wooden hairbrush suddenly phased into existence on Matthew’s desk, small tufts of hair entwined in the bristles.
Question 4: If you were a girl... what would be your favorite color?
I don’t really have one. Matthew began to type as he thought about Question Two above, but he hesitated.
I don’t really have one, but I guess green is nice.
As he pressed enter, some of the shirts inside his wardrobe billowed as they lightened into various shades of emerald, jade, and mint. The handle of the wooden hairbrush resting on his desk darkened as the material transformed into a shiny olive plastic.
Question 5: If you were a girl... what color would your hair be?
I like it how it is. He answered immediately.
Despite his answer, Matthew’s curly hair lightened from a muddy brown to a more caramel colour - even the bits of hair trapped in the hairbrush changed ever so slightly.
Question 6: If you were a girl... what color would your eyes be?
I’d still like them to be blue.
Matthew growled as a horrible stinging suddenly popped up in both of his eyes.
“Need a mirror...” He grumbled as he stood up and left his room; stomping into the bathroom towards the cabinet mirror before lifting one of his bottom eyelids to check for any stray eyelashes... but he couldn’t find any, not even in his other eye. What was even more annoying was the fact that the stinging was starting to fade away as quick as it had appeared. Shrugging, Matthew was about to return to his room when he looked at himself properly in the mirror - although the irritated feeling in his eyes was gone now he still felt as if something wasn’t right about him: Was it his hair, which he felt looked lighter and curlier than it was earlier? Or the the colour of his rather doe-like eyes, which looked less like a greenish blue and more vice versa? Matthew frowned as he stood there trying to figure it out, but eventually gave up and headed back to his room.
Question 7: If you were a girl... would you like makeup?
Makeup definitely improved a woman's’ looks, but Matthew definitely hated the ones that put layered amounts of fake tan on before coating their face with all sorts of cosmetics, and while he did like women with good makeup, he was aware of long it took for his sister to put on all that stuff - would he really want to do that all the time?
Yes, but I wouldn’t layer it on and I’d only wear it if I was going out.
A yawn suddenly forced it’s way out of Matthew and he rubbed his cheeks to try and wake himself up. As he did this, his face lost its overall angularity and became more heart-shaped. His fingers gained a nice sheen of bright blue. A medium sized pink red box appeared on his desk next to his brush, and some of his sister’s makeup even found itself into his room as he now occasionally asked her if he could borrow some.
Question 8: If you were a girl... would you be sporty?
Matthew looked at his rather lanky arms and legs and sighed. Although he was glad he wasn’t overweight or obese, he knew that being skinny wasn’t necessarily good either - if only he had the drive to start exercising in the first place… Anyway, Matthew had a bit of thing for women with a bit of muscle to them, finding that it gave them a physical and mental strength that was oddly attractive to him.
Yeah, I’d be more into exercise and all that.
Matthew’s body shuddered and spasmed as if someone had walked over his grave, his bony arms and skinny legs began to thicken, then tone slightly as muscle began to form. He shifted around his chair slightly, his back no longer slouching but sitting perfectly straight; producing a small spark of confidence in him. His bony ribcage disappeared as his torso began to fill out, the faint marks of a six pack just barely visible. His dainty hands from earlier also changed slightly, becoming more firm yet still unmistakably feminine. His fingernails receded a little bit more, stopping at a point where they looked like they’d been cut fairly recently.
In the kitchen downstairs, various brands of protein shakes and bars appeared in cupboards with some replacing the odd chocolate bar or pack of biscuits.
A pair of worn out neon blue gym shoes suddenly appeared underneath Matthew’s desk alongside a pair of pink dumbbells and some of the games on his desktop faded away as gaming was no longer his only hobby. The wallpaper even changed again, retaining a pink colour but now showing the purple sihoulette of a woman holding a couple of weights as the words "IF IT DOESN'T CHALLENGE YOU, IT DOESN'T CHANGE YOU" plastered across it.
Question 9: If you were a girl... would you wear high heels?
He was aware of how difficult - and apparently painful - women found it to walk in high heels, but Matthew found them to be too sexy to ignore, so he answered:
Yes, but only on special occasions.
This caused a red box containing shiny black high heels to materialise in Matthew’s wardrobe, and his feet and regular shoes shrunk a tiny amount to accommodate for them.
Question 10: If you were a girl... would you wear a skirt?
Yes, but not all the time.
Surprisingly, Matthew’s trousers didn’t change into a skirt - they actually tightened into a pair yoga pants - but a couple in his wardrobe did, shrinking and merging their legs together. A tuxedo with matching trousers Matthew had worn for a wedding party a year or two ago melted together and turned into a long black dress, the buttons breaking apart and sprinkling across it as they morphed into glittery sequins.
Question 11: If you were a girl... would you wear jewelry?
Matthew didn’t really care about jewelry, but disliked women wearing ridiculously huge hoops or large dangling gems on their ears. He wasn’t a fan of bracelets either and hated the feeling of a necklace on his chest.
Only earrings.
Matthew felt sharp pinch in both his earlobes and he grabbed one of them only to feel a small stud embedded there, causing him to sigh with relief: He’d only recently gotten these put in and so his ears got irritated every so often and emit a dull ache - his mum had told him at the time that it would eventually stop and not to worry about it.
Question 12: If you were a girl... what size would your breasts be?
Matthew raised an eyebrow at this question. Obviously he had no idea how breast sizes actually worked - he knew there was A cup (which he definitely wouldn’t put down), B cup, C cup… The macho part of Matthew’s mind grunted “Double D” as a suggestion and he almost typed it before remembering that large breasts often caused back pain and all sorts of posture issues.
“Be realistic Matt,” he thought to himself. “I wouldn’t want to be as flat as an ironing board but having huge tracts of land might be more of a curse than blessing…”
They would be a C Cup. Nothing too big, but nothing too small either.
Matthew was suddenly aware of how rough his shirt felt against his nipples. As he casually brushed a hand against one, he gasped at its sensitivity as a single jolt of pleasure sparked through it and all the way down to his groin. Although he was surprised and a little intrigued by the sensation, he forced himself to move onto the next question:
Question 13: If you were a girl... would you be into guys?
Matthew was definitely into girls; he couldn’t fathom not liking them - he’d probably be a different person altogether if that were the case. In order to distract himself from a potential arriving existential crisis, Matthew quickly answered the question.
No, I’d still like girls.
Thoughts of two girls making out with each other suddenly drifted to the front of Matthew’s mind. He had to admit he always found lesbians to be really hot and allowed the scene to keep developing in his head, sitting back in his chair; biting his lip softly....
Two girls pressed together on a bed, their tongues dancing around, hands grabbing each others breasts; one of them began to smirk mischievously as she placed a hand on the other girl’s stomach; beginning to ever-so-slowly slide her way down into the girl’s pants and…
For the tiniest moment, Matthew entertained the idea that one of the girls was him and he felt the oh so familiar tightening in his groin that had been slowly building up since the last question suddenly fade away. Curious, he pulled his pants up to check his member and saw that it had become flaccid - but unlike his hands earlier, he was sure it was shorter than he remembered... Realising how much an awkward situation this would make if someone entered his room and found him gawking at his groin whilst a hand was resting on one of his now fleshy nipples - which he wasn’t sure as to why it was there as he’d never touched them before. Clearing his throat, Matthew quickly sat up straight and placed his hands back on his desk, a slight blush on his cheeks.
Question 14: If you were a girl... would you shave?
Matthew didn’t really find girls with carpet hair that attractive and he certainly didn’t like girls with hairy armpits or legs.
Yes.
Matthew felt the hair on his limbs, armpits and groin prickle as they mysteriously fell off and faded away - even the small stubble that he shaved earlier on his jaw retreated back into his skin; he paid no attention to it. There was then an almost ticklish sensation around his groin as he felt his manhood shrink again - Matthew didn’t even have to check to know that it had to be nothing more than a stub now. He wasn’t sure what was weirder; that his penis was doing a sort of “reverse erection”... or that he wasn’t freaking out about it as much as he felt he should have been.
Question 15: If you were a girl... would you use pads or tampons?
Matthew felt a little disgusted about shoving something inside him - although memories of more... friendlier things doing that popped up in his mind, causing him to blush and almost giggle.
I would use pads, he answered.
Matthew’s testicles suddenly withdrew into his body, the unexpected and strange sensation causing him to cry out, double over and fall onto the floor. There wasn’t any pain, but the discomfort was so strong that he was sure if he was going to throw up at one point as the dullness spread up from his groin and around his belly button.
Wrapping his arms tightly around his body and curling up into a fetal position, Matthew became aware of the quickly blooming breasts that pushed against his arms, forcing him to adjust slightly.
As his testicles and penis conjoined to create the fallopian tubes, Matthew’s hips began to widen to make space for them and the now forming womb, signifying the complete loss of his manhood. As if to welcome the arrival of her femininity, a pulsing pleasure began to emanate from Matthew’s newly formed organ, causing her to instinctively dive a hand down her pants and push two fingers inside her wet folds, barely suppressing a moan as she did so. Initially she was frustrated when she couldn’t find her g-spot, but then remembered it as memories of her life began to change, the male Matthew being overwritten by her new female. All the photos around the house began to change too, with the Cooper family now always having two daughters instead of just one.
Eventually the pleasure overwhelmed her and she came, biting down hard on her lip to prevent her from screaming wildly. She then took her hand out of her now ruined, sweat covered pants; her heavy breaths mingling with a cheeky yet nervous giggle.
“Maddie!” her mother called from downstairs, having heard something drop on the floor earlier. “Are you alright up there?”
“Uhhhh, Y-yeah!” She answered back as she clambered back up, holding onto her desk for support. Once she was upright, she stood there for a couple seconds before noticing her computer - right, that questionnaire she needed to finish. Glancing at the fitness watch on her wrist, she noticed it would be time for her to go out for a daily jog soon before sitting back down in her swivel chair.
Question 16: If you were a girl... what type of shirt would you be wearing right now?
Maddie looked down at her grey shirt that was emblazoned with a batman logo and frowned - she didn’t recall her shirt being so tight against her breasts! Assuming it had shrunk in the wash, she answered the question:
The one I’m already wearing?
Maddie then noticed that her breasts felt freer against the fabric and adjusted the shirt curiously - it must have simply slipped back into place whilst she was typing. However the extra space caused her nipples to harden from the air - thank god she’d be putting on a bra soon.
Question 17: If you would were a girl... would you be wearing briefs, bikini, thong or boxers?
All of them - but I love boyshorts the most!
After eagerly typing her answer, Maddie’s pants began to shrink in order to accommodate for the lack of a manhood, as well as ridding themselves of the stain of sweat and... other things from her drastic transformation barely a minute or so ago, soon feeling nice and snug around her hips and crotch. The pants inside her drawers all began to change, most of them becoming plain grey, black or grey boyshorts and briefs with the occasional indulgent red or pink bikini and thong.
Question 18: If you were a girl... what would be your intelligence? One being stupid and ten being high enough to drive the class nerd up the wall.
In terms of the question, Maddie had considered herself to be at least a 5 or a 6. Typing in anything lower than that and she might as well be shooting herself in the foot, so she decided to make herself a little bit smarter:
Eight.
A dull ache pierced rippled through Maddie’s brain like a bullet, making her more receptive to any new information she received from now on.
Question 19: If you were a girl... what type of bra would you be wearing?
Knowing she had to get going soon, Matty quickly answered:
A sports bra.
Maddie’s chest suddenly felt more snug; she could no longer feel the gentle breeze caressing her nipples.
“Guess I can take this off now,” She said as she yanked off the batman t-shirt and flung it onto the floral patterned bed behind her.
Question 20: If you were a girl... how old would you be, how tall would you be without shoes and what would you weigh without clothes?(Don't lie)
Maddie had only turned 19 4 months ago, so she didn’t want to be any younger. She stood at an impressive 6 feet, but was aware that some people preferred to be with partners smaller or around the same height as them, so she decided to enter a lower height - if it meant she’d eventually find someone, it would be worth it.
I would be the same age, stand at around 5’7” and weigh around 124 pounds.
The alarm on Maddie's watch beeped, causing her to jump. It was time for her scheduled jogging run, but being a minute or two late answering the last question wouldn’t hurt, although she found it weird that the questionnaire was asking if she were a girl - was it assuming whoever got this wasn't one like her?
Question 21: If you were a girl... what would your name be?
My name is Madison Cooper.
And with that final answer, Madison “Maddy” Cooper stood up from her chair and put on the green and black jogging shoes that lay underneath her desk. She then began to stretch her body, unknowingly causing her height to shrink a couple inches, each satisyingly sensual snap of her spine causing her to get all fired up for her run. Jogging out of her bedroom, she made sure to say goodbye to her mum before heading out of the house.
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