Roxy had always been a tomboy. She dressed in pants and men’s shirts, she kept her red hair short and boyish, and she hung out with male friends who considered her “one of the guys”.

Which was fine until her wealthy mother was jailed for embezzlement, her trust fund was pillaged to pay for her mother’s fraud, and she was forced to live with her estranged father, who she hadn’t seen in six years. 

He looked at her in disgust when she turned up at his house. “Jesus,” he said. “I thought I had a daughter, not a son. You’re old enough that it’s not my responsibility to put a roof over your head if I don’t want to, so if you’re going to stay here, you’d better go out and buy something that makes you look like a lady.” 

Roxy’s face burned with embarrassment. She had never wanted to look like a girl. She was ashamed of her gender, and desperate to not be treated as a silly little decoration. She had avoided femininity at every turn. She assumed her father was mocking her, but not entirely serious, so she ignored him, and moved into the bedroom she had been assigned. 

But her father *was* serious. And on the third day at his house, she returned from seeing a movie with friends to discover that her father had taken all the clothes he deemed “insufficiently ladylike” and burned them – which was basically all of her wardrobe. In their place were lacy bras and panties, short skirts, tit-hugging tops, and high heels.

“What the hell is this?” she wailed at him. “You have no right to do this!” 

He slapped her across the face, hard, and she fell to the floor. “Damn straight I have the right,” he said. “My house, my rules. You’re my daughter, and you’ll dress like a daughter, or you’ll sleep on the street.” 

She looked at him in shock, clutching her cheek. She knew she should call the police. “You can’t hit me!” she wailed. 

He stepped in and slapped her again. “Just for that, you can give me the clothes you’re wearing,” he said, “so I can burn them, too. Strip.” 

She looked at him for a long time, thinking of options, trying to find a way out. It was unthinkable to stay, to undress in front of her own father, to have to wear skirts. But… Most girls dressed like that every day. Would it be so bad? And after all, she had nowhere else to go. 

Blushing, she stood, and slowly removed her pants and shirt. 

“Underwear too,” he told her, and, humiliated, she removed her bra and panties as well. Her father looked at her naked body, which was not entirely unfeminine, with satisfaction. 

“Looks like you’ve got a cunt under all that nonsense after all,” he told her. “Now go to your bedroom and get dressed.” 

The next week was horrible. She felt like everyone was staring at her when she wore skirts and high heels. None of her friends had ever seen her in them before, and now they were looking at her in a new way – like maybe she had been a bimbo all along, or that actually it was okay to sexualise and objectify her. She blushed her way through the entire week. 

She discovered something else, too. Being embarrassed made her aroused. She’d never been this humiliated for this sustained a period before, and much to her further humiliation, it began to make her wet. 

At the end of the week, her father gave her a present. It was a box containing earrings, bracelets, necklaces, and a makeup kit. “Women wear makeup,” he said. “Learn to do it right. There’s videos on the internet that will teach you.” He paused, and then raised his hand, threatening a slap, and said, “Make sure you get it right.” 

Scared, she did learn, using the internet to teach her to use the various cosmetics. After a couple of days, her father started making requests each morning – “natural look”, “smoky”, “glitter”. He nodded his approval as she demonstrated each look. Finally, he made a request that she didn’t know how to do, and couldn’t find on the internet – “whore’s blush”. 

“What is this?” she asked nervously. 

“You know when you put that red shit on your cheeks,” he said, “it’s sexy to men because you’re making it look like you’re ready to be fucked.” 

She blushed. She hadn’t realised that. 

“So whore’s blush is doing it the natural way,” he continued. “Just play with your snatch until you bring up the heat in your cheeks.” 

“You mean masturbate?” she said, unbelieving. 

“Do what comes natural to girls,” he said. “You all think with your pussies. Just let the world know.” 

She tried to beg off, but he held firm, and to her shame she found herself emerging from her bedroom some time later with a natural glow in her cheeks (as well as rock-hard nipples and an achingly needy pussy), presenting herself to her father, and knowing that he understood exactly where that glow had come from. 

“Good girl,” he told her. “That’s it. That’s the look. From now on I don’t want to see you without a whore’s blush on your face, understand?” 

She did understand, and from that point on she spent a lot more time masturbating, and did a lot more interacting with the world while her brain was fuzzy with arousal and her pussy was sopping wet. She went weeks in that state, and over that time her red hair grew longer, until her androgynous bob had turned into a flowing mane of feminine red hair, and every morning and every evening she masturbated, and usually several times during the day as well. 

In fact, it was probably the arousal that caused her accident. Her father, pleased with her progress in femininity, let her borrow his car for the night, but on the way back from clubbing, having stopped briefly before starting the car to refresh her “whore’s blush”, her mind drifted into thoughts about stopping to touch her pussy some more, and she veered off the road and hit a tree. 

Luckily by that point the car had been moving quite slowly, and she was uninjured, but the car was a write-off, which her father’s insurance didn’t cover at all. 

He yelled and fumed at her on the night he found out, but the next day he was oddly calm. 

“Do you like looking like a girl?” he asked her over breakfast. 

She didn’t. But she knew what the answer he wanted to hear was. “Yes,” she said. 

“Would you like to look more like a girl?” he asked. 

Now she was worried. And again, the answer was “no”, but she didn’t want to be slapped. Plus she saw an opportunity to help him forget his anger over the car. “I guess?” she said uncertainly. 

“Good. Go get in the rental,” he told her, indicating the rental car he had picked up last evening. She obeyed nervously, and he got in the driver’s seat and began to drive. 

She had thought that they were going on a shopping trip, to buy girly clothes for her, so she was surprised when they pulled up at a small private hospital. Unwisely, she got out and followed her father in, curious, and by the time she realised the hospital specialised in plastic surgery it was too late. Two male orderlies stepped forward and grabbed her arms when she tried to run. 

“Don’t worry, Roxy,” her father told her, as an orderly slapped a sedation mask over her mouth, and she felt herself starting to pass out. “We’re just going to make your tits bigger, so you can’t ever pass as a boy again. You’ll look much prettier when we’re done.” 

And indeed, when she woke, that was what had been done. Her smallish tits had ballooned up to obviously fake sex-balloons. She cried when she saw them because she knew her father was right – she was unmistakably not just a girl, but a bimbo.  

She cried again when she saw the other “improvement” that had been made to her – someone had tattooed her, just above her pussy, with the clearly legible words, “I consent to being raped”.  

“Girls these days have funny ideas about consent,” said her father. “Oftentimes a cocktease like you can get a boy into a lot of trouble simply because he decided to buy what the girl was selling. This should sort it out for everyone.” 

“I hate you,” she spat at her father. “You deserve to go to jail.” 

“Do you now?” he said. “Well then, let’s talk about what I deserve. I *deserve* to have you pay me back for that car, and for this surgery I’ve gifted you on top. That’s a lot of money, Roxy, and I haven’t seen you lifting a finger in paid employment.” 

“Go to hell,” she yelled. 

“No, I don’t think so,” said her father. “Because the folks in this hospital know who’s paying your bills, and they’ll let you out when I say so, and not before. If I tell them to go nice on you, you’ll walk out of here with your pretty new tits just as they are, but if I give them more money, they’ll just as happily take you up another two boob sizes so you look ridiculous and have back pain.” 

Her eyes bugged out of her head. “You wouldn’t!” 

“I would, darling,” he told her. “So now that you’re a pretty feminine daughter, it’s time you started paying the bills. First thing you’re going to do is get us a discount on the bill for your new fuckmelons. The next doctor that comes in here, you’re going to talk him into letting you suck his cock. And the next one, and the next one, and then you’re going to talk them into all three of them fucking you at once – one in your mouth, one in your cunt, and one in your anus – and you’re going to tell them they don’t have to be gentle or respectful with you either.” 

She had no choice. In a broken, humiliated voice, she asked the next doctor who visited her if she could please suck on his cock, and when he enthusiastically agreed, Roxy soon found herself swallowing her first mouthful of cum. 

Afterwards, he took a syringe and injected it into her breast. It hurt – but then it felt good. “That’s the good girl syringe,” he told her. “For girls that behave themselves.” 

Later, she seduced another male doctor into ejaculating down her throat, and finally a third. This last was married, and she had to cup her new tits for him and rub her face against his groin and tell him how much she wanted to drink his seed before he finally groaned, unzipped his pants, stuffed his cock into her mouth, and facefucked her until he reached orgasm. 

Both these doctors also gave her the “good girl syringe” when they were done, and by the time she was done with the third doctor she was beginning to associate giving oral sex with a very pleasant euphoria. 

Finally, she had to convince all three to fuck her at once – which wasn’t hard, and soon they had her on all fours, one doctor lying under with his cock in her pussy, one standing behind her and violating her ass, and the third kneeling to the front and side with his dick filling her mouth. She couldn’t believe she was losing her virginity this way, and she cried at first, until the doctor beneath her gave her an injection with the good girl syringe, and then she found herself relaxing enough that she actually found herself orgasming when she felt the man raping her ass ejaculate into her bowels. 

She lay there afterwards as her father came in. He looked at her naked body, and the cum dripping from her ass and pussy. “Now *that’s* what a woman looks like,” he said approvingly. 

“Can I go home now?” she asked. 

“Oh, soon enough,” he told her. “The hospital’s got this little room they want to try out for the male guests. They put you in it, men come up the door and stick their cocks through a little hole, and you suck on it. You don’t see who you’re sucking, so of course you’ll never know when you meet a man if you might have already sucked his cock, but they get to watch you through a camera so they can see your expression and your tits. The hospital will pay me $50 per person who uses you.” 

“No…!” she wailed. 

“Get used to it,” her father said. “This is how women make money, and you’re a real woman now.” He passed her her phone. She saw he had been looking through it. Facebook was open. 

“You got 300-something friends on there,” he said. “I reckon that’s 300 customers. You tell them $50 for your mouth, $150 for your pussy or anus. You leave here once you’ve got at least 25 people on that list to pay for you.” 

“But they’re my *friends*!” she wailed. 

“If they’re your friends, they’ll want to support your new career,” he laughed. He fumbled with his pants, and Roxy was horrified to see he was taking out his own cock. “Now open up,” he told her. “I want to see exactly what I’m selling, and maybe give you a few pointers…” 

She opened her mouth – to protest – but her father promptly pushed his dick into her mouth, and she had no option but to take the phone from him and start looking through her friends to work out which ones might be most interested in paying money to rape her…

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If you enjoyed this story, you’ll love my e-book The Taming of the Brat – Stories of Rebellion and Discipline, available for only $3.99 USD at my creator site. (Click here to view in store.)

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One thought on “Story: Roxy Learns To Be A Woman

  1. God getting stoned and reading this lead to me fucking myself harder than i have in the last 6mo. Its always so hot imagining getting used and taken advantage of like this. Theres a reason why im such a hardcore fan 👌👌👌

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