Cross-Dresser
By A.J. Brown
Sister doesn't like brother's hobby


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At 32 years-old, Beth had quite the successful life-story. Things were not
easy for her when she was a kid. She grew up with a mother who was a drug
dealer and a drug addict. Luckily she had her father there to take care of her
but things got very bad for Beth when she was fourteen and her dad died. She
had a four year-old brother, Leo, by that time and at that point all they had
was their druggie mother to take care of them. The mother didn't do much, if
anything, to take care of them and all of that ending up falling on Beth's
shoulders. Even though Beth knew she had a terrible mother, she did not want
her and Leo to end up in a foster home so she took all of the responsibility
of taking care of him and raising him to make sure he was raised properly.

Beth dropped out of high school when she was sixteen so she could enter the
working world and help pay the bills which were barely getting paid. She spent
the majority of her time working and taking care of Leo but in the little
spare time that she had, she began training in Jiu-Jitsu and Tae Kwon Doe. She
had always been an athlete but when she realized that she was the one taking
care of the house she figured she better be able to defend her house and her
family since no one else in the house could. Over time she became very skilled
in both styles of martial arts.

When Beth was 19 years-old, her mother got sentenced to twenty years in prison
for a violent drug related crime. Beth was now on her own to take care of her
brother Leo and she did a great job doing so. Leo was a puny boy who had a
lisp so he didn't have any friends at school. He also didn't have any parents.
Beth was the only one there to give him the love and protection that he
needed.

So by the time Beth reached age 32 she had a life story that was more
accomplished than most peoples. Dropping out of high school did not hurt
Beth's career at all as she ended up quickly moving up in the business world
and got a job as a business executive with a multi six-figure income. All of
the working out left her in excellent shape. She was a short girl standing at
only about 5'4 but she had a great body with extremely muscular legs. Her
training in martial arts paid off as she had earned black belts in both
Jiu-jitsu and Tae Kwon Doe. She was still not married but she had an enormous
house that she and Leo lived in together.

One fine day Beth decided to go out for a run. The weather looked beautiful so
she planned on going for a long eight-mile run on a hiking trail. She told Leo
that she was going to be gone for awhile so he didn't wonder where she was.
She drove her care a few miles away to the hiking trail. The sun was shining
beautifully and Beth was really excited for her run. But when she got out of
the car the weather suddenly changed. Ominous clouds took over the sky and it
looked like it was going to downpour any minute. Beth was surprised by this
since the weather forecast had called for a completely sunny day. She really
wanted to go for her run but she couldn't risk it. Getting caught in the
middle of the hiking trail in the middle of a thunderstorm could be dangerous.
She had no choice. She had to go home.

22 year-old Leo had just put on some of his sister Beth's underwear and then
put on one of her dresses as well. He was looking in the mirror and putting on
some of her makeup. Leo had started cross-dressing and wearing his sister's
clothes about a year earlier. Although his sister took great care of him as he
grew up, he didn't grow up a happy guy. He was always looked at as an outcast
since he was puny and because of his lisp and he really didn't have any good
friends. He lived a pretty boring life that lacked excitement.

But the one day that Beth was gone for a long time, and out of random
curiosity he used her clothes to dress himself up like a woman, he felt a
surge of energy which gave him a rush that he had never felt before. He didn't
know what it was but dressing up like a girl made him feel completely alive
and it just made him feel very good. So he started a habit of whenever he knew
Beth would be out of the house for a long time he would go in her bedroom and
give himself a complete makeover. His little hobby was definitely his own
secret and no one in the world, not even Beth, knew about it.

So since Beth told him she would be gone running for a long time, he knew this
would be the perfect time to have some fun. There he stood in her large,
hotel-sized, bedroom putting on her makeup and being so proud of how pretty he
made himself look. When he got the makeup all on his face he admired himself
in the mirror and even did a little curtsy.

Beth pulled into the driveway and walked to her front door. It had started to
rain a bit and she was getting a little wet. She was very courteous of her
brother and since she didn't hear any music playing, or the television on, she
thought that he may be taking a nap. So she entered the house extremely
quietly so she wouldn't wake him in case he was sleeping. Because of all of
her extensive studies in martial arts Beth was very good at moving around
swiftly and quietly so no one would know of her presence at all.

When Beth got inside she didn't see Leo in the living room and he didn't
appear to be anywhere so she figured that he had to be napping in his room.
She figured she'd go into her room and change out of the running clothes she
was wearing. She took her shoes and socks off in the foyer since they had
gotten a little wet from the rain. She continued to move around the house as
quiet as a mouse so she didn't wake up her beloved little brother. She walked
into her bedroom and thought she was going to lose her mind when she saw what
she saw. There was someone dressed in one of her favorite dresses and looking
in the mirror. At first glance she couldn't tell if it was an intruder or her
brother cross-dressing. Either way it was not going to be a good scenario. She
took a closer look and could see it was her brother which became especially
obvious with the look of shock she saw on his face when she looked at him.
Beth felt like she was going to lose her mind. Everything she had done her
entire life to help raise him and now he was behaving like this. She hoped for
his sake he was just in there joking around. Otherwise, there was going to be
trouble.

Leo was caught completely by surprise when Beth walked into the bedroom. He
thought for sure she'd be gone for a long time and he was so mad at himself
for not being more careful. He looked at his sister standing there. She looked
so in-shape and so tough. Her curly blond hair was tied back in a ponytail for
her jog. She had on the sports bra that showed off her rather big boobs and
her athletic upper body. She wore short spandex shorts which showed off her
legs that were so incredibly muscular for a girl that weighed less than 130
pounds. Her feet were bare like they always were before Beth had a martial
arts tournament. He found it a little amusing that his sister was the one
standing there looking strong and powerful while he, the man, stood there
looking like a little sissy in a dress.

"What are you doing?" Beth asked him. Leo wasn't sure what to say. All the
years that he hid his little hobby from her, he always wanted to tell her. He
enjoyed doing it so much and Beth had often told him that he could always tell
her anything. He figured he may as well just tell her instead of lying.

"I'm dressing up in some of your clothes" Leo said to her. "I think it's kind
of neat to do sometimes."

"How long have you been doing this?" Beth asked him and based on the fact that
she sounded pretty angry when she asked it, Leo thought that he may have made
a mistake by telling her. But he had already uttered the truth and he knew
that if he tried lying now Beth would see right through it anyway.

"I don't know" Leo said. "A year or so." And once he said that he saw Beth get
a look of rage in her eyes that he had never seen in her before. He was
starting to become very afraid and he didn't know what she was going to do.
But before he could think more about it, Beth charged at him. She jumped up,
grabbed his neck, and wrapped her powerful legs around his torso. He tried to
pry her legs off of him but Beth's legs were much too strong for Leo to do so.
She then was able to throw him on the ground and land right on top of him. She
started putting Leo in one of her Jiu-Jitsu holds which caused him a great
deal of pain. He started to whine and tried to fight his way out of it but he
didn't stand a chance against his stronger, more skilled sister.

"That's right, keep fighting" Beth said to him. "The more you fight back the
more it allows me to find more ways to cause you pain."

Leo felt so helpless. He knew his sister was stronger than him and that she
could easily beat him up but he had never had to actually fight her before.
The only time that she even ever got physical with him was a couple of years
earlier when he was home and she had come home drunk. She playfully held Leo
down and continually tickled him against his will. She went on doing it for a
good ten minutes which was certainly a long time for someone to be tickled.
Beth was so drunk that night that Leo doubted that she even remembered doing
it especially since she had never brought it up again after that. Leo had
tried his best to block it from his memory as well. Being held down and
forcefully tickled by his own sister was definitely the most unusual and
uncomfortable experience of Leo's life and it was something he definitely
wanted to forget. But now it seemed that he was going to experience something
much worse.

Leo's thought process was interrupted by Beth applying another painful move on
him and he started to whine. "You've got a lot of whining ahead of you" Beth
threatened. "Because I am going to kick THE SHIT out of you! How dare you do
this to me! After everything I have done for you my entire life. And you bring
utter shame to our family by doing this! You ungrateful piece of shit!!"

Beth then smacked Leo in the face hard and even a hit with her open hand had
him seeing stars. She followed that up with two more hard slaps to the face
and Leo started crying. His sister was so tough and getting beat up by her was
horrible.

"All I've done for you!" Beth screamed and she was whacking him non-stop all
over his head. "All the hard work and all of the sacrifices. And you have to
make an utter fool of yourself and me by turning into a freak. You little
piece of shit!!" Beth was now relentless and was now started punching Leo all
over his body. He was always a bit shy about telling Beth about his
cross-dressing but he would have never guessed that it would have made his
sweet sister so angry. He wasn't sure what hurt more - the physical pain she
was putting him through or the mental pain he was feeling that Beth really
seemed like she did not love him anymore. Thinking about it made Leo just cry
even more as Beth beat on him.

Beth finally stopped hitting Leo. She got off of him as well and Leo thought
that his beating was finally over with. But with a determined look on her
face, Beth moved her legs up near Leo's head. She wrapped her powerful legs
around his neck and this was a far more painful and scarier feeling than being
hit by her.

Beth's thick legs were pure muscle and it felt like his neck was stuck in some
type of steel machine that kept squeezing and squeezing and would do so until
it squeezed his head right off. The pain was scary but what was absolutely
terrifying was the helplessness he felt at that point. He could barely
breathe. No blood was getting to his head and he was starting to just see all
black. Leo's puny arms could do nothing to stop Beth's powerful legs from
squeezing his neck. And he couldn't even breathe enough to tell Beth how much
she was scaring him. As he tried with his little strength to pull Beth's legs
away his hands slipped. They had slipped on the sweat on her legs. He noticed
that she was really working up a sweat from beating him up and he found it a
bit odd that he still noticed that at that point and time. His breathing felt
like it was about to stop altogether and he thought for sure he was going to
pass out or even die. It was at that point that Beth released his neck from
her legs.

That didn't stop Beth from beating on her brother. She then jumped right on
top of him so her head was down by his feet and her bare feet were up by his
shoulders. Having his sister's feet that close to his face felt very odd to
him and although it wasn't anywhere near as bad as being strangled by her
legs, he still felt like it was something he could live without.

Beth pulled off the high heels that Leo was wearing. She threw one of the
shoes across the room and then she dug the heel of the other shoe right into
Leo's shin. Beth really knew how to hurt someone because having that heel dug
into his shin made Leo scream out loud like a girl. Leo hoped the screaming
would make Beth stop but all it did was make her start banging the shoe right
on Leo's shin. His skinny shin had no protection and he continued to scream in
pain as Beth did that to him. His screaming didn't cause her to show any mercy
and he couldn't believe what a sadistic side his sister had.

Beth continued to use the shoe to beat on Leo's leg. It was sheer pain. She
kicked her feet around as she was beating on Leo and he found it humiliating
to watch her girly little feet kick around as she beat on him. Looking at her
wrinkled soles showed how girly her feet were and it was a constant reminder
to Leo that he was getting beaten up by a girl. But as she hit him with the
shoe and kicked her feet around, her heel jerked back and she accidentally
drove her heel right into the side of Leo's mouth.

Even when she was kicking by accident, Beth had a deadly kick and the kick was
so hard when it drove into Leo's mouth that it knocked two of his molars out.
Having two of his teeth kicked out was by far the most painful thing that Leo
had ever experienced. At first everything went black and he thought he was
going to pass out but the utter pain of it kept him conscious and he
immediately screamed like he had never screamed before.

Leo spit his two teeth out on the floor and watched a bunch of blood come out
after them. Actually seeing his teeth leave his mouth like that was even more
horrifying than having them kicked out was. He screamed again and he was
breathing heavily. He continued to scream. He wanted Beth to see that she had
knocked his teeth out so she would realize that damage she had done and stop
the beating.

Beth did turn her head and it was pretty easy to see what had just happened.
If she couldn't see the two teeth that had been knocked out she would
definitely be able to see the blood that was coming out of his mouth and all
over her rug. And she did see it but she didn't show any remorse whatsoever.
Instead, with the look of rage still on her face, she reached her hand in the
pool of blood, picked up Leo's teeth, and threw them across the room.

"See what happens when you do this, you piece of shit!" Beth yelled and Leo
was still in shock at how psychotic this was making his sister. "That's what
you get for hurting our family's honor like that!" Beth then started
repeatedly punching Leo in the mouth and she was hitting him so hard that he
thought for sure she was going to knock out more of his teeth. But no more
teeth feel out and she moved on to punching him other places. She started
punching his cheek bones and then repeatedly starting punching him in the
eyes. He couldn't even cry anymore because he was passed that point. He now
felt like his sister was going to pummel him to death and it was just a matter
of time before that happened.

Beth then stood up and stood above Leo. She lifted up her leg then brought it
down driving her foot right into Leo's rib. It felt like his rib broke right
in half when she kicked it and the only thing that stopped him from screaming
was that she knocked his breath right out of him too. His feeling like he was
going to die was feeling more realistic by the minute and with every
devastating blow that he took from his sister. She was so damn tough and he
was such a pussy. He lay on the ground wearing his dress and makeup as his
sister kicked him some more. Every time that he thought things couldn't get
worse, Beth would deliver another powerful kick to his ribs and it literally
felt like she was making him shatter to pieces. It also started to feel like
his eyes were starting to swell up and he feared that they may even swell
shut.

Beth continued to kick at Leo and now she started to kick him in the legs. He
still had blood coming out of his mouth and he wondered if Beth was going to
stop beating on him before his body was no longer able to live. Reasoning with
her appeared to not be an option so he just lay there and took it as his
sister beat on him so more.

"We need to get these clothes off of you, now" Beth said. "And I better not
catch you ever doing this again." Beth bent down and pulled off the pantyhose
that Leo was wearing. She then very aggressively pulled the dress he was
wearing off of him so he was now lying on the ground wearing nothing but the
makeup he had put on as well as Beth's underwear.

"Oh, good God" Beth said disgustedly. "You even put my underwear on? What the
hell is the matter with you??" Leo felt like such a loser with every complaint
Beth would make about his hobby. His sister was supposed to be the one person
on the earth that loved him unconditionally and now even she was doing
everything she could to make him feel like shit for the one thing that made
him truly happy.

Beth ripped off the bra that Leo had on and then ripped off the panties he was
wearing. He now lay on the ground completely naked and beaten. "Now I can't
wear these ever again" Beth said and she threw the underwear in the garbage.
"Thanks a lot. You'll be giving me the money for a new pair. I would send you
out to buy them too but I don't want you to like it too much."

Leo just lay on the ground and cried. He had been beaten to a bloody pulp but
that wasn't what upset him the most. The level of the beating he took made him
think that his sister truly hated him right now. The one woman that was always
by his side and who had always supported him no matter what. He didn't
understand why she had turned on him because of this. He didn't think what he
had done was that bad. He didn't think it was bad at all. Beth had always told
him to do what makes him happy and he felt like she was now being completely
contradictory to that.

Beth then sat down right on Leo. She sat her strong butt on his stomach and
straddled his body with her legs. He kept crying hoping that she would show
some sympathy but she was just not doing so. That look of rage was still fully
in her eyes. She then pointed her finger in his face.

"Don't you EVER let me catch you doing this again" Beth said to him with the
most frightening tone of voice he had ever heard from her or anyone. "I swear
to God, Leo, if I have catch you doing this again I will kill you." Leo
decided it was time for him to finally speak up. His sister had just
threatened his life and he couldn't be a coward and just let her behave like
this any longer.

"If you kill me you will go to jail!" Leo whined. And once he said that he
realized that, whether it was true or not, it was the wrong thing to say.
Because even though he thought Beth couldn't look any crazier, the look she
got in her eyes was even crazier than he had seen from her the entire day. She
held strong eye contact with him, then put her hand around his neck and
started to choke him. Leo truly thought that she may actually kill him right
there. The look of anger in her eyes made him think it was truly possible. As
she choked him he just looked in her eyes and remembered that sweet look he
always used to see in those blue eyes of hers. That sweetness was now totally
gone and he couldn't help but feel completely responsible for it. Despite what
she was doing to him, he loved his sister and he did not want to see her like
this.

"You think I'd go to jail?" Beth said and she tightened the chokehold on him.
"Remember that I am the hero. I am the one that saved you and raised you. I am
a saint in everyone's eyes. So don't think I couldn't easily kill you and
follow that up with a story that everyone would believe. I control whether you
live or die. Remember that. Now clean up this mess and then clean yourself
off. And don't ever let me catch you doing this again."

Beth let go of the chokehold and Leo gasped for air. She left the room and Leo
now was on the floor in complete disarray. Up until that point he had always
loved and respected his sister more than anyone. Now he feared her more than
anyone.

Leo stood up which was very difficult because his ribs were still in immense
pain. He looked at himself in the mirror. He was completely naked and he still
had on all of the makeup although it was smeared from the tears he shed as
Beth beat him. And his body was badly bruised. He knew that Beth had beaten
him badly but now that he saw just how badly bruised he was, it made him
extremely upset about it and he started crying again. Blood was still coming
out of his mouth and he knew that replacing those teeth was going to be
expensive. He doubted that Beth would give him the money for it and he
certainly didn't have enough.

But the missing teeth were the least of Leo's problems. Cross-dressing was the
one thing that Leo did that made him really feel good and now he couldn't do
that anymore. And Beth was the one person in his life that loved him
unconditionally but now that unconditional love seemed to be gone. Even if he
did stop the cross-dressing he doubted that his relationship with his sister
could ever be repaired to the way it was. He looked at his puny, bruised body
and his face that was covered in blood, bruises, and makeup, and he cried like
he had never cried before.

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