General RP When pants just don't cut it...(Liz and Knight_of_None)

[Liz]

Gerald kept glancing at the bedroom window.
He was in his sister's bedroom....to be more exact, he was rummaging through her dirty clothes basket, the same thing he'd been doing for at least 3 months now. The 18 year old had what some called slightly fem features but he never considered himself a crossdresser or a sissy. Nevertheless, there was something about the way it felt to pull up his sister's nylon panties, fitting snug on his crotch.

At first it was just her panties he put on...then he began putting on her bras. They fit tighter than her panties and more than once he was afraid he'd rip them trying to take them off....how could women wear these things? bras must've been invented by a man....

Gerald posed in front of the mirror....he had rolled up socks in the bra cups, resulting in a somewhat misshaped figure. Then he turned around and glanced at the lipstick she left on her make up table.
Aww, what the hell....it wouldn't hurt....besides, sis wouldn't be home for another 4 hours....

Gerald pursed his lips like the way he saw his sister do it a dozen times and tried....as expected, it wasn't as if he could draw within the lines.

He knew their mother had a couple wigs due to a scalp problem. Still in bra and panties, he went to their mothers room, put on the pageboy blonde wig and returned to his sisters room, and there he had the shock of his life.....

His sister was there.

 

[Knight_of_None]

As Gerald froze in shock, the next thing he saw was a flash from her phone she was holding. She was tall, with dark short hair, a fit build, and a small, smile. "Where are you heading Gerald?" She asked as he started to step up to him slowly. "Scurrying around looking for more clothes to steal?"

 

[Liz]

Gerald froze in shock, suprise and total embarrassment.....his sister wasn't supposed to be here for hours.....here he was, standing in her bra and panties, lipstick on his lips and their mother's wig.....could he look more humiliating?


"Uh.....nowhere sis," he stammered, his heart beating so hard you'd swear she could hear it.
"N-n-n-nowhere.....uh....your'e home early......I....uh, guess you're wondering why I'm wearing your underwear...."

Gerald wanted to crawl under a rock and die.

 

[Knight_of_None]

She stepped closer ti him. "Don't worry Gerald, it's okay. I know what your doing..." She said her tone lightening, her hands coming u0 abd touching his shoulders. "I know exactly what your doing.. and I think that it's perfect. I always wanted a sister!" She said stroking his shoulders. "You're going to be beautiful! I know it." She encouraged slash sge hugged him slowly. "I'll just have to post thus picture online-"

 

[Liz]

In a way, his sisters remark about wanting a sister did calm him down a bit.....and telling him he would be beautiful didn't hurt any.
But then she took out her cell phone.

"YOU CAN'T!," he exclaimed as she took one picture of him after another, from front to back. "SIS, NO!.....SOMEONE WILL SEE ME!"
His sister's blackmailing of him was now complete. She now had total control of him....who could he go to? his friends? certainly not. Their parents?...they would probably throw him out of the house, force him to see a psych doc or both. No, he had no choice but to do whatever she told him.

 

[Knight_of_None]

She reached down and pet her brother between his legs...then grasped him firmly. "Then your going to do what I tell you. Right Sister?' She threatened, her othrmer hand showing him her phone, flicking the pictures one by one. "It's only fair"

 

[Liz]

Gerald's heart sank, his willpower now gone as well. His sister held all the cards....shit, why couldn't she be pissed off instead?
'always wanted a sister,' she said.....it looked like she would now get one, wether he liked the idea or not.

He gave out a squeak as she cupped his balls in her hand.
"Yes sis," he replied in utter defeat. "Whatever you want....just please, please, don't send those pictures...."
He first thought he looked cute but now he felt so embarrassed.

 

[Knight_of_None]

"It's okay sister- I want to help you. " She said as she guided her brother inti her room. "If yiu want to be as beautiful as you want, I'll see to it that you are....but we're going to have to do something about this" she squeezing his balls , rolling them in her hand. "You won't be using it anyway. Right?"

 

[Liz]

Gerald's sister was suprising him more by the minute. She made no moves to make him take off their mother's blonde wig or to take off her bra and panties. She honestly did seem to want to help him in this awkward time of his life. Insisting that she help make him beautiful relaxed him somewhat but he still harbored suspicions.

It hardly mattered though since she had him effectively blackmailed and forced to do her bidding. He let her take him by the arm and into her bedroom.

"wh....what did you have in mind?," he asked, wincing as she squeezed his balls.

 

[Knight_of_None]

"I want to lock it away, forever-' she said smirking at him. "That will help you won't it?" She said as she let go of him. She moved around him slowly, opening a drawer and pulling out a box. "I was saving this for...someone else, but I think you'll do." Let's see what you have hm."

 

[Liz]

"No sis," Gerald said, shaking his head and walking backwards...."you wouldn't...not to your own brother...."
He stared wide eyed at the object as his sister took it from the box.

Gerald knew what it was the second he saw it....he saw a guy, a sissy on one of those You Tube videos putting it on....it was a chastity device, a cock cage.
By the sounds of his sister's voice it was clear once it was on him, she had no intention of releasing him from it.

"N-n-no," he begged...."please...."
She showed him the phone with all the blackmailing pictures. He sighed, bowing to the inevitable. He winced as the short tube in the middle slipped into his penis...even lubed it felt uncormfortable then the cage was secured over his cock and was locked in place. Gerald pulled on it but there was no way it would come off......he was locked and watched helplessly as his sister took the key, attached it to her necklace.

 

[Knight_of_None]

She caged him away slowly, a gleam in her eye, something more than just satisfaction in her eyes or care, something, slightly darker in her attitude. She reached pit and tapped the cage. "There we go- now you closer to a girl" she said as she licked her lips. Enjoying feminizing him more and more. "Let's put you in something pretty...maybe you'll find a good outfit and we can take you around." She teased a little,

 

[Liz]

Gerald did indeed look like he could be.....'passable', despite his claiming not to be interested in pursuing this. As his sister dangled the key in front of his face to tease him, it was also to show that from now on, he was her captive. He would become her sister wether he wanted to or not.

He let her lead her into her walk in closet, half afraid, half aroused at what she might pick for him to wear.
Just how far was she planning on taking this? would she give him a new girly name? a collar and leash?

 

[Knight_of_None]

As Misha led her sister to the closet, she began pulling out clothes, a simple skirt and crop top to start with. It was a easy look to pull off, sliding it into his hands. While he was dressing, she pulled out a collar, starting to put it on him next. "Good girl-"

 

[Liz]

As his sister took Gerald by the arm, leading him to the large walk in closet, he kept reaching down to work the cage off of his body....not only was it impossible unless unlocked but there was a tube that was in the middle....lubricated, it slipped into his penis. It made fiddling with it painful, to say the least.

Gerald had no idea his sister's closet was so huge....when he put on her bra and panties, he took them from her dirty clothes hamper and not from the closet. Looking back, he should've been at least a little envious. All he had in his room was one multi drawer dresser and a small closet and his sister had a closet so big you could put 3 people in it and still have room to sit inside.

He stared at the clothes his sister picked out for him.....simple, easy on the eyes and easy to wear but the skirt and top did fit rather snug on his body. He blushed as his sister watched him wiggle into the skirt and giggled a little as he fumbled with the catch and zipper from behind. The top fit over the bra a little tight but then again, that was the idea.

He was just about to ask if she approved but saw a pink leather collar in her hand. He first shook his head.....
"No sis," he stammered but she took out her phone as a reminder. He sighed and nodded his head and the collar was placed around his neck, a click in the back telling him it was locked. A little chrome ring hung from the front.

 

[Knight_of_None]

She looped a chain into the collar slowly, clicking it on. "Is my sister.. lonely?' She said smirking at Geralf. Misha's eyes twinkling on him. "Are you longing for a big strong man?" Sge said pulling the leash now to make him walk out of the closet. "Or do you want another woman who understands what you need?" She questioned. Misha simply wasn't sure...afterall, her sister was private , atleast they used to be. She had to understand her needs...if sge was going ti blackmail her harder abd harder, to feminize her perfectly.

 

[Liz]

"Misha," Gerald replied, wincing as she yanked on the leash, pulling him out. "Wh....what do you want from me? what do you want me to say? you have all the blackmail you need...."

He started whimpering, embarrassed, humiliated and scared of what his sister would do next. His mother was the typical suburban housewife, partially submissive to her husband. Gerald certainly didn't get THAT from her. His sister on the other hand was always the type that got what she wanted, and now she wanted her brother to become her sister.

'understands what you need...'
is what she just said what he thought? did his sister have latent lesbian tendencies?
"I.....guess I don't have much choice," he replied....."a.......woman...."

 

[Knight_of_None]

"Oh no sis. You have a choice, it's your needs." She assured as she rubbed Geralds shoulder. She walked him to her mirror, giving a sharp tug if the leash to stop him and started to adjust his make up for him. "If you want to see a bunch if big, rough looking men that want to throw you around, I'd find them fir you." She said smirking. Mishas eye glittered against the glow of her make up light. She had a particular taste and lifestyle, not outwardly rough, but she certainly wasn't like their mother, she manhandled things into the dirt and dragged it around until it obeyed her.

 

[Liz]

Gerald hesitated but his sister kept a firm grip on the leash, half dragging, hald leading him over to the full length wall mirror. She smoothed out the make up he previously put on and reached in to re form the socks he stuffed inside his sister's pink lace bra he was wearing....the panties were thin, almost totally transparent nylon and the cage clearly showed inside. He never had a decent sized penis so the bulge between his thighs wasn't that big.

"N-n-no Sis," he stammered....."I....I don't want to be used or hurt by a man.....maybe it's better to be guided by a woman...."
He had to admit.....with the wig, bra and panties and the fact that he had always been a little hairless, Gerald actually did look a little fem.
"Are....you gonna give me a new name? a girl name?

 

[Knight_of_None]

Misha hummed as Gerald proposed a his question. To deepen the act, another step to becoming a girl. "I think that would be smart...it would awkward to use a name like Gerald for my new sister." She said as she looped her arms around his neck, holding the leash. "Hmm~ Giselle is a prettier name, don't you agree?" She said giving a moment of thought as she caressed her sisters chin with her thumb.

 

[Liz]

Gerald pondered for a moment. He was trapped, his sister had control of him thanks to the blackmail pictures....he knew her well enough to know she wouldn't hesitate posting them if he didn't cooperate, and now that he was caged, the metal monster holding his small cock prisoner would never come off unless she removed it----and that possibility was remote at best.

"I---I guess it's an ok name," he--now 'she' replied. "allright, I'll be Giselle from now on, but what about Mom and Dad? our friends? are you gonna make me dress like this all the time now?"
Other questions festered in his---her mind. Will his sister force her to get breast implants? start taking female hormones?

 

[Knight_of_None]

She smiled widely. "Ofcourse Giselle, you'll have to get comfortable...more comfortable. And I'll get you what you need to make you feel like you really want. " She said as she moved her hands, patting her chest. "Some nice bouncy parts, everyone will have no choice-"

 

[Liz]

Gerald---now 'Giselle'.....was becoming more and more nervous. 'Bouncy parts'? was she talking about TITS? implants were scary enough but the idea that his sister was planning to show off her 'new sister' to people alarmed him. How would their parents react? what about their mutual friends?
Being caught crossdressing in his sister's underwear was embarrassing enough....but this? and the worst thing was, he/she couldn't do anything about it....sis had taken enough pics to blackmail him for years.

 

[Knight_of_None]

"Unless you think you want to save it until after I help you? But then Giselle, it will get only more shocking." She said as her fingers skimmed fdown, playing with her sister's chest down, in between her legs rattling the cage.

 

[Liz]

Giselle sighed in defeat.
"I guess I don't have a lot of choices," she said...."do I sis? but you need to help me come up with some kind of explanation for Mom and Dad....."

Screw their mutual friends....Giselle could always make new friends, but their parents? how will they react?

 

[Knight_of_None]

"Say that this is who you really are? Who you wish you could be?" She said as she nuzzled her sister's neck. "That you don't think you can ever be a male."

 

[Liz]

Giselle moaned as she felt her sister nuzzle her neck. Was Misha bisexual? lesbian? was that the real reason why she was so interested in helping?
she never thought of her sister in that way but then again, so many changes were happening.

Gerald/Giselle was always self conscious of the fact that she always had a small penis and now it was caged, possibly permanently.
"wh.....what kind of plans do you have for me?," she asked....."breast implants? female hormones?"

 

[Knight_of_None]

"Ofcourse, and scalp implants fir your hir to flow...then you'll be the perfect sister, right?" She said as Giselkes mind raced. Trying to understand her sister's intent. Her attitude. "Then I can see how you feel when the real training starts."

 

[Liz]

For Giselle, this was the worst case scenario for anyone caught crossdressing by a family member....Misha had money, enough that their parent occasionally borrowed from her. Not only was she planning on changing Giselle's body but it would be permanent.

"You.....you can't be serious sis," Giselle exclaimed....."how will you explain where I went while I get those changes done? how will we explain the 'new me' to Mom and Dad?"

 

[Knight_of_None]

"I'll say I've set you up for a little trip, it's not unbelievable...and if they have problems with the new sister I have, I'll just have to take you away." She said as she nodded. Single focused determination. If Her desires let the two siblings to getting out on their own...Misha could easily accept that. "I'll take care of my sister...and you'll take care of me."