When Alex was 12 years old his mother passed away. His father quickly married another woman. Stella, who was always referred to as Madame, was his new stepmother. She had two children from a previous marriage, Margaret and Stacy. Only a year after his father got remarried, he too passed away in a tragic accident leaving Alex behind with his stepmother. Stella promised to take care of Alex and treat him like her one of own daughters when her husband passed away. Very quickly Alex learned that he was not welcome in his own home. His stepmother frequently made him do chores that his stepsisters did not have to do. Alex was made to do the cleaning and the cooking. While doing his chores, Madame demanded that he wear a frilly pink apron. Alex tried to resist however he eventually gave in. Eventually, Madame became more and more demanding. Stacy and Margaret never lifted a finger in the house and Alex was forced to do all the chores. He was even told to take care of them. The stepsisters would call Alex into the bathroom to help blow-dry and straighten their hair for them while they scrolled through the phone. Alex had initially refused however after getting locked up in his bedroom for a week by Madame, he learned to cooperate. The girls made sure he did a perfect job otherwise he would have to go the night without dinner. Eventually, they trained him to do more complex tasks such as apply their eyeliner and braid their hair. Gradually Madame became even more demanding. She started to humiliate him more and more. Madame demanded that his nails be kept clean. Alex could deal with the basic hygiene requirements, however, she demanded his nails be done in a French manicure at all times. Although his father left behind a fortune, Madame never spent a dollar on Alex. Since the week his father passed away, Alex had not had his hair cut. His pale blonde hair now extended down to his chin. The lack of food had made Alex far skinnier than all the other boys his age.
If there was one thing that Alex was looking forward to it was Christmas. Although it would be his first Christmas without his father, and he was expecting no gifts, at least the season would bring joy and light into his dark life. The day before Christmas Eve, Madame called Alex into her bedroom.
”We can’t have you looking so unkempt for Christmas photos, now can we?” She asked.
Alex had learned not to answer her rhetorical questions. Madame grabbed a pair of scissors and sat Alex down at her makeup table. She grabbed a spray bottle and started to wet his hair. once it was all damp, she started combing it straight down. His straight hair stretched longer when wet and really amplified the uneven layers. Alex had never had his hair so long before. He wanted to get it cut back into the crew cut it was 6 months ago but Madame had refused. He had to take out the trash for a whole month just for asking her. Alex looked into the mirror with wonder as Madame reached for her scissors. Madame walked behind him and started to section off his hair. She tied the sides with claw clips and then started to work the top. She then looped the top portion of his hair into a ponytail that flopped into his face and covered his eyes. Madame walked back behind him and started cutting away. Although Alex could not see what she was doing, he could feel the cold scissors grazing his neck. Once the back was done, Madame made her way over to the sides and continued cutting his hair. Alex dozed off to sleep for a short while. When she was done, she slapped the back of his head to wake him up.
“There, you look proper again,” she remarked.
Alex looked up to see his hair was cut into a bob that came down to his chin. He started to cry and scream at Madame only to be sent up to his room until Christmas morning. He should have known better than to argue with Madame. He would only get hurt.
Christmas morning came around and Madame finally unlocked the door to let Alex come down to join his stepsisters for opening presents. Alex was surprised to see that there were a few packages for him. When he opened the first bag, he was shocked to see a pair of dresses.
“I think this one is for Margaret or Stacy. It’s a dress,” he said.
“No, it is for you. I got all of my children two dresses for Christmas, it would be unfair to get them something different than you, now wouldn’t it?” she boldly scolded. “You girls can wear them when we take our Christmas photos this evening,”
Alex opened the second box to find a pair of blue Crocs, a belt and a nerf gun. Margaret cried that she wanted blue Crocs and asked to switch presents. Alex could not say no as Madame reached forward and swapped boxes. Margaret’s box had a pair of blue high heels, a yellow hairbrush, and large hoop earrings.
“What am I supposed to do with this,” he asked?
“You would use it silly Alexie, it would be rude to not use a Christmas gift,” she said with a look that silenced Alex.
“Haha Alexie, I like that nickname, let’s use that from now on,” chimed in Stacy.
And so, it was settled, his family would now call him Alexie. Alex took the box back upstairs to his bedroom. Later in the day, Madame came into his room with what appeared to be a little gun. True to her word, she was going to make sure that the gifts got used. She sat Alex down on his bed and started to clean his ears lobes with an alcohol swab. Next, she grabbed a gun and punched a hole in each ear. She then grabbed the earrings and clicked them in. I want you downstairs in five minutes wearing that pink dress I got you. And before you come down make sure to check with the sisters to see if they need any help getting ready. Alex reluctantly put on the dress. It was cut in a weird shape. The top was all tight but the bottom widened like a ball gown but had a slit so one of his legs stuck out. He would have put it back in the closet but didn’t want to be locked up in his room again until New Years'. Alex checked with his sisters to see if they needed any help with their hair before he went downstairs.
“Aw Alexie what a cute dress!” Said Margaret.
“That fitting looks weird though. It doesn’t fit right. Here put on this bra and I’ll stuff it with socks. And while you’re at it, here is a pair of panties that match that dress,” demanded Stacy.
Alex obliged. He looked in the mirror when they were done and saw a girl staring back at him. With the blonde bob, hoop earrings, French nails, and flamboyant pink dress, he started to think maybe Alexie did seem more suitable. Downstairs, Madame started to set the stage for the photo. They took a few clicks but she was not satisfied with any of them. Madame started playing with Alex’s hair. Something just wasn’t looking right to her. She brushed it back and tried to tie it into a bun but it was too short. His blonde locks slid right back down grazing his chin.
“Alexie, your hair is too short to do anything with. You must grow it out so it can be secured properly. Starting tomorrow you’ll be taking estrogen pills, that will help your hair grow faster and get rid of the hideous fuzz that’s starting to grow all over your body,” she demanded.
The next day, while Alex was doing his chores, Madame demanded that he be in a dress at all times while doing house tasks. She was hosting a tea party in the afternoon and he was expected to look good in front of her guests. Alex put on the yellow dress and tied the top half of his hair into a ponytail like his sisters had made him do for them many times before. The school was out for the break so Madame had forced him to leave his earrings in for the duration to ensure the holes did not close up again. When he came downstairs, Madame told him to go put on the heels.
“A proper lady is in heels when serving tea to guests, Alexie,” she instructed.
Alex went back up and put on the heels. After struggling to walk with them in front of Madame’s friends, he was sent up.
“That was very embarrassing for me. A proper lady knows how to walk in heels and no daughter of mine will be seen like this. Starting tomorrow, you will learn to act with proper manners. Also, this face is not working. I never want to see you again without makeup. I have seen you do your sisters’ so I know you are capable of it. When I come back from the store tomorrow morning you better be properly attired,” she asserted.
The next few months persisted on like this, Alex wore dresses and earrings whenever in the house and would dress as a boy at school. Madame had bought him more heels and dresses, all of them more flamboyant than the other. As summer came around and middle school came to an end, Alex started to stay in his room most of the time. His hair had now grown past his nipple and his chest was getting larger. He was too embarrassed to go play outside because his body no longer looked like a boy in any way. In fact, he was starting to resemble a teenage girl. One August afternoon, Madame came into his room. She sat him down on the bed and started to chat with him.
“You are going into high school now and it is about time that we have a chat, Alexie. As a girl gets older, she may have a lot of questions about her body and her emotions. You will start to feel things for boys and that is okay. I want you to be comfortable talking about sex. You see Alexie, it is the duty of a girl like yourself to oblige to orders. But you need to be safe while pleasuring yourself,” Madame said, seemingly out of the blue. She reached into a bag and pulled out a purple dildo. “I got this for you, to learn how to properly handle a penis.”
Madame showed Alex how to put a condom on a dildo and explained the importance of using lube when putting a dildo up the rear end. She explained the difference in the types of lube and when they should be used. Madame got Alex to put lube on the dildo and stroke it with his hands to evenly spread it. Then she explained the importance of experiencing with someone you know for your first time. The next thing he knew, Madame had slid her hand up his dress and shoved the dildo up his ass. She started pegging him with one hand and grabbed his hands with the other.
“Don’t worry Alexie, Madame will always be here to hold your hand,” she said.
Alex had tears streaming down his face as she repeatedly pegged him. When he finally climaxed in his panties, she took the dildo out, rolled it around in his cum, and shoved it in his mouth. She held his chin with one hand while shoving the dildo in and out of his mouth with the other. After a few minutes, she took off his dress completely and started to rub his now rather large chest. She cupped his breasts and squeezed them. Madame soon took off her own clothes and strapped the dildo on. She started him pegging him from behind again while squeezing his boobs. Once he climaxed again she got up and got changed.
“You raped me. I can’t believe you raped me!” Alex screamed at her with tears streaming down his face.
“I did nothing of the sort missy. I simply showed you how good girls are supposed to behave and tried to help you out. But you simply cannot be grateful. It is time to learn a lesson. Come here and sit down,” Madame barked at him.
Alex sat down on a chair in the corner. She grabbed a hairbrush and started to comb his blonde locks back, making sure not to pull his large hoop earrings. Madame brushed some hair in the front over his face and tied the rest up into a long and sleek ponytail that hung down past his shoulders. She grabbed scissors and cut the front of his hair into long blunt bangs.
“It’s about time you learn to behave like a sissy, Alexie,” she said. “I never want to see you in anything but dresses ever again. That’s a gift for you, use it how you please,” she said as she left the dildo on his bed and walked out of the room.
Alex turned to look at himself in the mirror. His hair looked like a barbie doll now that he had bangs going down to his eyebrows. He had a sleek high ponytail to complement that draped just over his shoulder. His eyeliner was beginning to run from all of the crying. His ears dangled with large hoop earring. And as he sat naked in his chair staring at his new-found curves, he couldn’t help but place his hands over his face and start to cry again.