Scene 7

Jackson opened his eyes slightly, regretting it immediately as the light from the window somehow magnified the throbbing in his head. He had just woken up from the noise that he thought was coming from the kitchen, all the clamoring sounded like plates and pots being banged around. He wasn’t sure how it could be so loud, his bedroom… Linc’s bedroom didn’t even share a wall with the kitchen. Outside the bedroom door was the living room and sure the apartment was mostly an open concept, but sound shouldn’t be going this aggressive. “AWWWW!” He rolled over, reaching over to the side to grab the other pillow and pulling it to the side of his head to try and muffle the sound.

The pillow did help with the noise, turning away from the window and closing his eyes helped with the light but now that he was awake he also feel the complaints from his bladder. With a huff he tossed the pillow he had taken from the other side of the bed and tossed it across the room before glumly getting out of bed. Jackson only opened one eye, and even that was only partially open to try and keep the light that was assaulting his head to a minimum as he made his way into the bathroom. Shutting the door behind him without turning the light on, leaving him in something much closer to blissful darkness, the only light in the small room coming from under the door.

Moving to the toilet he place his hand on his chest, only to let out another groan, remembering the large heavy globes on his chest and the corset. He figured the thing must have come looser over the night because he didn’t feel like he was being squeezed nearly as tightly. “Why do I keep sleeping in this thing?” He asked himself, now realizing he didn’t really remember coming to bed or much of the previous night. While it was painful to engage his mind, he had enough awareness now to pull down his panties, something Jackson really didn’t like to even mentally admit belonged to him as he sat down to take a piss. He might have stood up just to take some control in his life, to show that he was a man, but with his throbbing head he didn’t want to turn on the light or be told by Linc that he had to clean his bathroom because he pissed on the floor or something.

“Oh, that is goooood.” Jackson said, feeling his bladder's relief as he pissed out what felt like half a gallon. Pressing his lips together at the sound of his own voice Jackson coughed. “Better? Better, better, better, there!” Each repetition of the word coming closer and closer to what his normal voice should sound like. It bothered him that his throat felt a little funny talking in his regular voice and the fact that without thinking about it he woke up talking like Jacqueline. “Im a man damn it… a man that drank to much with Abe last night.” He said as he leaned forward putting his hands to his face, holding his head and feeling the very unmanly feeling of the D cup prosthetic breasts jiggling with the movement.

“How much did I drink last night? What did I do last night?” Jackson’s eyes opened wide, standing up from the toilet without flushing, and flicking the light switch on. The light bothered his head and somehow activating his stomach, causing him to be nauseous. He tried to ignore his bodies complaints from the hangover as he looked in the mirror. Seeing his newly yellow blonde hair that had been cut into a log bob above his thin arched dark haired eyebrows. The trip to the salon Tab has setup from him was easy to recall, he didn’t remember telling them to do this to his hair and… he thought harder. He hadn’t been drinking not really just a glass of wine or champagne once he was there. “God Jackson, why did you let them do this to you? Fuck… fuck, fuck I made another appointment to get a discount.” He took a few rapid deep breaths, putting one hand over his corseted stomach, hoping it would calm down soon too.

“Okay, okay, today is Saturday, no work. That means I can just be myself… I said to myself!” He corrected his voice again, getting even more aggravated with himself and wishing he hadn’t raised his voice. “First something for my head, my stomach. Then some food… no clothes first… and” He looked down at the corset. “This thing is coming off… then we can just have a relaxing day, no girl shit. I can cancel the appointment and I can have two blessed days where I don’t have to even think about Jacqueline.” He said the words, but looking at his hair in the mirror, even as messy as it was from sleeping, he knew what he would think every time he looked in the mirror. Between it, his thin arched eyebrows, his puffy lips and the things glued to his chest he wasn’t going to fully escape this weekend. It was going to help when he got Maddy to give him the remover for his chest, but what had been done to his face and hair was going to remain. With another groan he took some pills, flushed the toilet and was about to reach down for the underwear he had let fall to the floor when a knock came to the bathroom door before it opened.

Jackson took two quick steps, jumping into the shower and pulling the shower curtain to cover everything below the waist when he saw his sister. “Good morning little sis… Eeeeew what are you doing in here, are you jerking off? Never mind, I don't want to know!”

“Get out of here!” Jackson closed his eyes tight as his head reminded him of the consequences of raising his voice, let alone yelling. “I wasn’t touching myself and you should be waiting for someone to say come in after you knock. How do you not have any boundaries?”

“One I don’t believe you and two I was coming in to help, I figured you still couldn’t get that corset off by yourself and you would want to have a nice shower. Especially with how drunk you were last night. But if you don’t want help…” Madison turned to leave, not bothering to close the bathroom door behind her.

“Wait! Come back!” Soon as the words left his mouth Madison stuck her head back in the bathroom, having not taken even a full step away from the door.

“Well if you want my help should apologize for raising your voice to me, and don’t worry about the other thing. I get it, you saw a cock and couldn’t help yourself.” She smiled widely at her feminized brother, barely holding in her laughter.

“I wasn’t…” Jackson took a slow breath, knowing she could and would just as easily leave him with the corset on. “Can you please help me take the corset off and get the remover to take these weights off my chest?” Madison came into the bathroom, pulled a towel off the wall and held it out to her brother, not wanting another look at what dangled between his legs.

“Yes to the first, but no to the second, we have things to do today and speaking of doing things. Jacqueline, how much did you drink last night?” The answer to the question was he had no idea, but the fact she said no to removing the tits from his chest and her calling by the feminine name put him over the edge. Jackson was already in a poor mood from the way he felt and the way she teased him and all the girl stuff was just too much, he snapped.

“JACKSON, JACKSON! MY NAME IS JACKSON! I AM A BOY, A MAN, A MALE! NOT SOME BLONDE BIMBO SECRETARY THAT WANTS TO BLOW EVERYONE!” Madison leaned back from the words like there was a physical **** coming from them. She didn’t wilt from his outburst, instead her expression soured.

“My guess is the answer is too much, you never could hold your **** or know when to say to stop and on top of that you are taking xanax. I keep telling you LITTLE SISTER that they do not mix. You are going to keep your not so little fun bags attached to your chest because you need a reminder that one you have to pretend to be a girl or your life gets worse, so much worse and two. I do not take orders from you, ever. IN FACT I think the reverse should be true.”

Letting go of the shower curtain, Jackson pressed his back against the tiled wall of the bathtub shower combo, sliding down into the tub with his knees pressed to his feminine chest, his arms wrapped around his legs. “I… I just, I’m having a bad morning, a bad week in a series of crappy years. Now you… with this. I just hate you, you can be such a controlling bitch sometimes and… and I just hate everyone.” Jackson didn’t even notice as his voice slipped back to the feminine tones as he whined. He just wanted control of his life back, the more he thought about it the more he felt like he hadn’t really had much control for a long time. **** to be a girl was just a magnification of everything. He was stuck as an intern for longer than he should have been, he wasn’t following the career path he wanted, he had no real spare money to date and even those prospects were pretty much nonexistent even if he had money to take girls out.

The expression on Madison’s face softened for a moment till her sibling’s words changed to hate. She pressed her lips together in a line, stepped further into the bathroom and threw back the curtain. Happy that in her haste she wasn’t getting another look at her brother's privates. “Someone is acting like a moody bitch and you don’t even have a period to blame.” She tossed the tower over his face. Sure she had teased him, but she was helping him achieve what he wants. She didn’t care that he might be scared of being accepted, she is the one that helped him look like the girl he wanted to be so he should not be blowing up at her.

“Wrap the towel around your waist so I can undo the knots for you. Then you are going to take a shower, wash that smell off you. When you get out use your lotions and put on the outfit I’m going to layout for you on the bed and so help me Jacqueline if you give me an attitude or don’t do what I saw I will take you over my knee like the spoiled brat you are acting like. We have a lot to do today, so hurry your tush up or the breakfast I made you will be cold.” Jackson flinched repeatedly at her words. He wasn’t a weakling or some sissy, his head was just killing him and he felt so overloaded.

Madison put her hands on her hips, tapping her bare foot on the floor. She was still fuming, but the expression on her siblings' face reminded her of what they were going through. “Do you think you need to take a xanax?” When he nodded she did so in return. “Okay, when you get out of the shower and do your after shower routine you call for me and I will help you with your corset and give you a pill.”

“Do… do I have to wear the corset again?” Madison shook her head, he was acting a bit pathetic. “Not that one, it needs to be washed, you will wear one of the underbust corsets today. Now come on, stand up.”

When the corset was off Madison vacated the bathroom and Jackson got into a hot shower. Feeling the hot water rain down on him felt good, the steam helping clear his head. The throbbing hadn’t gone away, but it seemed whatever little creature that was running around in his skull was less intent on breaking its way free as he stood there, hand braced on the wall, letting the hot water run over him. After letting the hot water invigorate him for close to ten minutes he picked up the purple body wash bottle that tread Lilac and lavender. He much rather smell like the booze that he had sweated out, something manly, but he was positive his sister would send him right back into the shower. He wasn’t even sure why he kept doing as she told him, the girl had always been bossy and he just told her to take a hike, but… he took a little longer on that thought trying to figure out why he just kept doing as she told him. The only thing he could come up with was how much smaller and **** he felt dressing as a girl.

Running the pink bath loofah covered in the scented soap between and across his large assets looked errotic, enough for him to start to feel his member get a little chubby, but he tried to squash that down. His sister had literally just given him a hard time about jerking off, he wasn’t about to make that a reality. To distract himself he tried to concentrate on the past nights activities. He could recall feeling low and Abe from work offering to buy him a drink since he had almost bankrupted himself on hair products… products he wasn’t sure the location of at the moment. They had talked about the potato balls with meat inside, they shared dirty jokes. One about a blonde never being bored if she was in male company bubbled to his mind, giving Jackson a brief smile. The one drink at the bar turned into two and three and they had talked about a movie. He didn’t remember going to the movie, but there was flashes of a sex scene with a dick covered in saliva being in front of him and figured they must have gone and scene something rated R, but he wasn’t really sure what movie would be playing with a vivid sex scene like that. Everything else about the night was blank, well other than a vague memory of tasting something salty, like maybe the popcorn was over salted.

Soon enough Jackson was out of the shower, patting himself dry, an activity that took longer than just rubbing the towel over himself. Then it was time for moisturizing, an activity he really didn’t mind, or he wouldn’t have if it wasn’t something he had to do. When he moved his hands up his leg, one hand getting up to his inner thigh he felt and saw himself starting to get erect again. “Jesus, I really need to get laid.” He said as he grabbed a washcloth, running some cold water over it before wrapping it around his manhood to calm the excitable member down. With that done he wrapped the towel around his waist and went out to his now shared bedroom. “Jesus Maddy…” He said looking at what was laid out on the messy bed, before moving to the door, opening it a crack.

“Maddy I’m out, you can come **** me now I guess.”

“COMING!” He could hear her feet slapping on the floor as she hurried, probably not able to contain her excitement with fucking with him some more he figured. Madison came barreling into the room she didn’t bother to shut the bedroom door, stopping in the door way with a frown on her face the second she saw her little brother.

“That.” She started to walk closer to him. “Is not how you wear a towel young lady.” She then grabbed the towel around his waist and yanked it up to just under his elbows. Making Jackson have to grab onto it so it didn’t fall.

“Hey!”

“Hey yourself princess. I can see you have not put on your panties yet. I’m going to turn around, you put those on and don’t forget to tuck that thing away like the videos showed you.” Madison said as she turned around, letting out a sigh as she could still see her brother in the mirror over the dresser and covering her eyes with her hands. “It is like you are trying to make me look at your privates, you better not be getting off on some pervy shit.” Jackson just glared at his sister for a good fifteen seconds.

“Why do I have to tuck it isn’t like…”

“I said tuck that shit away, unless you want me to use the glue for your prosthetics to keep it tucked away. I will hate every second of doing it, but I will do it if you keep trying to show me your dick.”

“I’m not trying to show you my dick! You are disgusting!”

“Umm no, I think the one trying to flash their sister is the disgusting one, now hurry up!” Jackson went to squeeze his hands into fists, but all he succeeded in doing was stabbing himself with the long nails attached to his fingers. With great **** Jackson slid the red cheeky panties up his hairless legs, bending over and reaching between his legs to press one testicle and then the other back up into his body. The feeling never was going to feel normal, it wasn’t painful, just not right. Pulling his member between his legs Jackson pulled the panties into place. If it wasn’t for the tucking the panties wouldn’t be bad at all he figured, hell he wasn’t sure why men's underwear weren’t as soft.

“Alright, done.” He said tossing the towel to the side and on the floor.

“Great, time to make your waist nice and skinny just the way you like it little sis!” Madison clapped her hands together once. The peach and white colored garment she wrapped around his waist seemed much like the one he had previously wore, reminding him that he was the not so proud owner of multiple corsets.

“Jeez that feels tight!” His sides were a little sore this morning from wearing the corset to bed once again, but at least it had loosened, but now it was back to being squeezed like a grape. Madison smirked as she pressed her knee into her brother's back as she pulled on the laces as tight as she could.

“It is supposed to be tight, but the good news is I got your waist a little smaller today. WIth your waist training and diet you are going to have that hourglass figure you love so much before you know it.” Jackson sat down on the bed, the corset helping or forcing him to sit up straight while he tried to compose himself. The thing around him had knocked the wind out of him, causing him to feel a bit dizzy. Something he unfortunately knew from experience, would pass.

“Alright now you get dressed, and put on your face, unless you want to sit around topless till your boyfriend gets back.”

“Where is Linc? And he isn’t my boyfriend.”

“He isn’t?” Madison gave her sibling a hard look.

“That isn’t real Maddy.”

“You swallowing his cum sounds pretty real to me.” Jackson’s eyebrows shot up just as rapidly as his eyes went wide and a blush coming to his cheeks.

“You know about that! I didn’t… I only did it because… look I’m not gay!” Madison took in her brother, toe nails painted, smooth hairless legs, cheeky panties, a narrow waist from the corset, breasts bigger than her own, thick lips that even without lipstick or gloss she knew would look inviting, long eye lashes, thinly arched eyebrows and while wet, blonde hair cut into a long bob hairstyle. She didn’t see the person she grew up with, Madison didn’t even think their father would recognize his own child if they said hello. She put her hand on the shoulder of the person in front of her, it was her brother, but no longer resembled him at all, other than them being a little shit that drove her crazy at times.

“It is okay Jacqueline, I understand. I of all people understand. Remember the first time I brought a girl home for dinner in high school? I flat out told Dad how we were dating and he dissociated, saying how it was nice I could go on little dates with my friends.” The corner of Jackson’s mouth quirked up at the memory.

“He knew, he just wasn’t… I don’t know, ready for it. I remember him squeezing your hand after dinner telling you that he loved you. So you knew he was in your corner, of course that might have been undercut by the fact he asked her if she thought about dating a strong Hart man like me. I thought I was going to die of embarrassment. You know I’m friends with her on facebook, she went and got married last month. She looked beautiful in her wedding dress.” There was a small sparkle in Madison’s eye as she tilted her head, smiling.

“You liked her dress?”

“Yeah, she looked great in it!”

“Hmmm, when you get married is that something you would like to see?” Jackson considered that question, he wasn’t thinking of marriage, heck he wasn’t dating and really couldn’t. He was lucky enough to just be able to go out for drinks and make a friend with Abe last night. Jackson also hoped he didn’t make a fool out of himself, but who knew what the future held. He could picture Tabitha or Lilian from the office in that dress.

“Yeah I think I would actually, just have to find the right person to marry.” He laughed.

“I’m sure you will find the right person, what do you like about the dress?” Jackson pressed his lips together, thinking about the dress their childhood friend wore at her wedding. His first impulse was to tell her he didn’t want to talk about dresses, but that first day she had dragged him to the mall she had insisted he look at “other girls” and how they dressed and tell her what he liked, what he thought worked and what he thought didn’t. This was just another one of her pushes or tests.

“It is one of those off the shoulder dresses, umm kind of like the white blouse I wore yesterday and…” He really didn’t want to describe a wedding dress to his sister while he was sitting there in panties, with his breasts fake or not just hanging there. If Linc was here he was sure the man would think he was getting a look into a girls locker room. “I will show you a picture of her later, aren’t you friends with her on facebook?”

Pursing her lips, Madison shook her head once. “No, we haven’t talked since I hooked up with her brother, who I didn’t know at the time was dating someone else and it might have all blown up. You didn’t know about that?”

“I can’t keep up with you Maddy, I wish I had half the luck you do when it comes to hooking up.”

“Are you trying to insinuate that I’m a slut?” She put her hands on her hips, she wasn’t upset, she liked her sex life, though the last time he called her a slut he had done it with a big smile on his face. A face she then hit with a pillow from the couch before he said he was jealous. Now she wondered if he was more jealous about her ability to pick people up or that she was free to be who she was, while he hid how he felt, who he wanted to be inside.

“No, I mean you are, butt…” Madison cut him off, pushing her brothers shoulder.

“Says the girl that blew her boyfriend in a supply closet at work. So maybe it takes one to know one.” Again Jackson felt his cheeks start to burn, it occurring to him at the same time that his head was no longer pounding.

“Madison! Just… just get out so I can get dressed and… why are you still in your pajamas but I have to get dressed?” Madison looked down at herself, wearing a salmon cami and gray cotton shorts.

“Because I was cooking all of us breakfast, but Lincoln went to the apartment’s gym saying something about you putting in effort so he had to as well and now you have taken so bloody long that it is going to be ice cold.”

“The gym? That doesn’t sound like him. Maybe he said that when he saw what you made. Can you even cook something that isn’t radioactive?” Madison glared at him, reaching down to the floor where one of the pillows from the bed had been for some reasons.

“Hey, hey, hey, don’t!” Jackson said as she grabbed the pillow in both hands, swinging it hard enough that when it collided with Jackson that he fell backwards on the bed. He started to laugh, stopping shortly as he felt the prosthetics jiggling with every move of his chest. He then felt another blow, this time to his thigh from the pillow. “I give, I give, I give!”

“I always win.”

“That is because I don’t fight back. Say what are we doing today that I have to get all well…” He motioned his hand to the clothes he was now laying on top of.

“We and by that I mean, mostly you. Have to do some deep cleaning of this apartment, I’m sure it hasn’t had a proper cleaning since before the two men moved in, but now that us girls are here we are going to make sure we have a proper clean apartment to live in, but don’t worry. I will help you little sister, we are roommates after all.” Jackson groaned, sitting up from the bed. He motioned to the shoes on the floor, they were a rounded toe four inch heeled boots with a half inch platform, that had two buckles over the side zipper.

“Cleaning, deep cleaning in those? Come on!”

“You love wearing heels Jacqueline, besides you still need to get used to wearing them. The more you wear them now the less they will bother you at work. At least here at home you can take them off to rest your feet.

“Great, dressed up for cleaning.”

“Well that and tonight you, me and Callie are going out to see a show together.” Jackson’s eyebrows went up at that. He didn’t want to go out dressed as a girl, or anything dressed as a girl, but being around Callie sounded good, so long as his sister wasn’t lip locked with her that is.

“Great, what movie are we going to see?” Madison shook her head.

“No movie, you are going to make good on your wager from the game and come with us to a chippendales bar. We will have so much fun! Now get dressed little sis and I will warm up your breakfast.”

When she left the bedroom Jackson started to get dressed, regretting his wager. Not betting on his team, he would always do that, but he needed to be more careful about what the fallout of loosing would be. Lincoln playing with his chest was demeaning, but he couldn’t feel it so it wasn’t a big deal, a deal, just not a big one, but going to a club where men thrust their groins around while wearing almost nothing or doing so when they had nothing on was not going to be a fun evening, no matter what his sister said.

The first thing he put on was the bra, it took him four tries to get it clasped correctly behind him. The now familiar feeling of the bra straps pulling down on his shoulders came, but it also felt better to have support for the large breasts. They weren’t real, but the skin they were glued to was and they very much listened to the pull of gravity when not contained in a bra. He caught a glimpse of himself in the mirror, making a choice to face the other way instead of seeing the girl in the mirror. It was him, but also not, a sexy sight that could easily start getting him turned on if he looked for too long… he wasn’t so vain that he thought it was okay to be turned on by the sight of his own body, feminized or not.

The next article of clothing was some suntan pantyhose, he always loved a girl wearing hose, but in Florida it wasn’t something you saw too often, but with the seasons changing and the cold front the extra warmth would be welcome when they went outside. Rolling them up his legs he ran his hand across his shin and down his foot as he put his leg up on the bed. It felt wonderful and that wonderful feeling brought gilt along with it, he was a male and shouldn’t like the feeling of nylons. He always loved running his hands over a girl's leg wearing them, but this was different. Jackson moved his foot down from the bed, purposely running one nyloned leg over the other, getting that one last feel before moving on to the rest of his outfit.

A red peasant blouse with puffy shoulders and short sleeves went over his head. Men’s shirts felt different, looked different, but he wouldn’t even be able to wear this blouse with how short it was. It was short enough to show a hint of his stomach, or in this case the corset, but that was all taken care of by the skirt. The skirt on the bed was high waisted, had four large fake buttons on the front, built in cloth suspenders that went up over his shoulders and then criss-crossed on his back, while the skirt itself was shorter in the front and went longer in the back. Then the last piece of clothing, before his sister helped him accessorize with jewelry, he figured she would at least or expected him to do it as there wasn’t any laid out on the bed for him to wear was the boots.

Sliding his nylon covered feet into the boots he zipped up the side and clasped the two buckles. They fit, were snug and not broken in yet, but they fit… when they were shopping for clothes and shoes he only vaguely recalled this pair of shoes. Other than Madison saying the rounded toe had to be the style her little sister liked as that was the third pair she… him had picked out. Most of the time he just picked the least offensive looking shoe, but he supposed he picked the rounded toe more often because the pointed toe heels looked like they would squeeze his feet more. “So I guess this is my style, hurray for me. I have a favorite style for heels, rounded toe stillettos."