From Bad Boy To Good Girl

Hello there dudes and dudettes.

I am back again with another caption, this time a new Patreon commission for someone that wants to stay anonymous.
The story is about a bad boy turned into a good girl at Martha's sissy academy.

I hope you all enjoy, and until the next time stay happy and healthy.

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"Well well well, looks like somebody is happy to get home" Martha remarked with a smile as she walked alongside her creation, watching it practically skip forwards.
"You have no idea! Finally I, like, see my mum and my big sis again in, like, forever!" Olivia said in a heavy valley girl accent while continuing to skip across the streets.
"I am glad you are looking forward to meeting them. But it has not been 'forever', it was barely 2 years since you have last seen them, remember?"
"Like, duh. But 2 years is, like, such a long time, I think. At least, like, more than 4 months!" Olivia said with a pout, and Martha had to hold back a laugh at the scene.
'Oh, you are such a precious little girl. And to think you were such an unruly boy once...'

You see, Olivia was not always Olivia. In fact barely 2 years ago he was Alex, a 19-year-old boy visiting the local university.
Alex, like many university students, lived at home, with his stepsister and stepmom, while his father left the family shortly after remarrying.
But he did not get along well with his step-family, mostly because they are female, and since he saw himself as 'the man of the house' he thought that he had an easy life.
He refused to cook and clean, saying that it was a woman's work, therefore his stepmother should cook while he ordered his stepsister to clean the house and his clothes.
Alex would also regularly insult them, calling his stepmother a gold digger (even though SHE was the breadwinner), while calling his stepsister an easy hussy for going clubbing and dressing accordingly.

This went on for months until finally the 2 women got fed up with his behavior.
They confronted him, saying that some things need to change around the house, otherwise they would be forced to take more drastic measures.
But Alex only laughed, saying that they are nothing but stupid bimbos if they think that they would be able to order a man like him around, before telling them to screw off.
At this point, the females thought that enough was enough, and when Alex was away to take his classes his stepmother called "Martha's school for disobedient sissy's" to teach him some manners.

When Alex returned home he was awaited by a stern-looking woman in a suit that was flanked by two other women, amazonian in stature and easily towering over Alex.
Before he could do anything the two big women grabbed him by the arms and dragged him off to a black van while his stepmother and stepsister only watched and waved as the car drove off.
The abducted boy was brought to "Martha's school for disobedient sissy's" were he was taught to be a perfect sissy alongside other boys, most of them just as unruly and mean as himself.

The first few weeks he spent in an isolated room. The room was completely pink, with a small bed, also completely pink, with fuzzy heart pillows and an equally fuzzy and pink blanket.
The walls meanwhile were decorated with all sorts of posters of singers, boy bands and models that Alex knew nothing about.
He was only let out when it was time to eat and shower or when he was forced to visit classes.
Said classes were all about proper sissy etiquette, at first he learned how to talk like a sissy, how to properly eat, how to properly walk and how to hold himself.
Of course Alex, like many other of the students, was not happy with all of this, and he often disobeyed his orders and even tried to escape multiple times.
But every attempt failed, and every time he was disobedient or tried to escape he was sent to Miss Martha, the headmistress of the school, who disciplined him by giving him a thorough spanking.

After a few dozen of those Alex decided it would be best to play along until he could find a way to escape, and much o the pleasure of his teachers he finally started to obey.
After nearly 4 months at the school he was deemed ready for more classes, and now he was taught how to apply make-up, how to properly go shopping, which dress to pick, how to pick an outfit, how to sit with a skirt without showing his panties and Alex was even taught how to dance like a girl.
The boy complied with everything, just bidding his time to escape, but unknowingly to him the school started to drug his food with hormones and played hypnotic tapes during his sleep.

With every passing week Alex's resolve to escape got smaller and smaller thanks to the tapes and his body became increasingly feminine, with his hips getting broader and his ass getting bigger.
Meanwhile his waist also got thinner, and he even started to grow small boobs while his dick shrank more and more thanks to the hormones he was unknowingly eating.
After a year Alex forgot all about escaping, and he finally was let out of his solitary room and was moved to a room where he bunked together with 3 other sissy students.
At this point the school cranked up their training to ensure that all the boys of Alex's year turn into the pretty little sissies their families want them to be.
From now on they were taught how to go clubbing and how to cook and clean around the house.
They were taught how to flirt with guys, how to kiss, and how to please their man, for which they spent hours sucking on a dildo or fucking themselves stupid with their ass.
The boys were even though how to act during their wedding when their families would walk them down the aisle to marry the man of their dreams, and how to take care of their future children.

And after 2 years at the school it was finally graduation day for Alex as Martha deemed him ready as he was now a completely obedient sissy, doing exactly as he is told by other woman.
Meanwhile Alex, who was now calling himself Olivia, was just happy to finally be able to see his mum and big sis again, and he could not wait to tell them all the wonderful things he learned.
So on his graduation day Alex wanted to look as pretty as possible to impress them.

He grabbed a white ruffle dress that went mid-thigh and pulled it over his smooth body, one of his first lessons being that he should always make sure to keep his body hairless.
He then put on a pair of white socks with ruffled rims before stepping in his 5-inch Mary Jane pumps and fastening the ankle strap.
After that he made his make-up by putting on foundation and bright red lipstick before adding mascara and eyeshadow while making sure his eyebrows are neatly trimmed.
Lastly, he took a curling iron and put his now long red hair into curls, framing his face with 2 bangs that he let drop over his shoulders.
Happy with his look Alex went to Martha's office, and after she gave him an approving once-over she signed his release form and both made their way to Alex's home to deliver him to his family.

"Well, there is your home" Martha said, pointing to a slightly yellow house at the end of the streets.
"Yay! I, like, can't wait" Alex shouted in joy and rushed towards the door while never breaking his feminine stride, just as he was taught.
Martha followed with a smile, happy to see how her hard work had changed a troubled boy into a beautiful girl before she rang the doorbell.
After a few seconds, the door opened, and an older woman with red hair appeared.
"Hello Miss, my name is Martha, and I am here to deliver your new daughter" Martha said to the woman before stepping away from the door so the woman could see her former son in all his glory.
"Alex, is that you?" the woman asked in disbelief, never having expected that her stepson would turn out like this after sending him off to sissy school.
"Yeah, but I, like, go by Olivia now, mum!" Alex shouted in joy, tears welling in his eyes before he sprung at his stepmother and brought her into a tight hug.
"I am, like, so happy to see you! But now I have to, like, look for Missy! Maybe we can go clubbing today and, like, look for a boyfriend for me" Alex said, releasing his stepmother from the hug before rushing inwards and up the stairs to greet his big sister.
His stepmother could only look after him in shock before she looked back at Martha.
She now started smiling, her eyes watery and looking ready to cry before she enveloped the headmistress into a tight hug herself.
"Oh thank you, you really changed him for the better! I don't know how I can ever make it up to you!" she said between silent sobs.
"Oh, don't worry, this is my job, after all" Martha said before gaining a sincere smile as she heard shouts of joy from upstairs as two sisters reunited.
"Besides, I am just happy to see my student finally happy and finding her place in the world."