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Chapter 3
by Nicegent42
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Scene 3
Ramsey stood in the shower, his hand still on the faucet after turning the warm water off. He was leaning forward with his forehead pressed against the cool tile wall with his eyes closed, taking one slow breath in after another. The air was thick with water vapor and it went in his nose as he breathed in, filling his lungs before breathing it out through his mouth. ‘What am I even doing?’ he asked himself not for the first time since he had stepped into the bathroom.
“You okay in there?” Sasha asked as she came into the bathroom after hearing the water shut off.
Opening his eyes Ramsey watched as water dripped off his body and fell to the shower floor. Him unable to look away from the mess that he made at the drain, it closed to being clogged with the hair that had been removed from his body. His beard had been thick enough that he used an electric trimmer at the sink, but in here he had gone through a few of the little pink razors his girlfriend and torturer had provided. Running the pink piece of bladed plastic over his legs, stomach, chest, armpit and his face had felt like he was trimming away pieces of his own manhood, the bright orange floral scented foam that fell away with each stroke of his hand had only added to the emotional response he was feeling. It was just hair and it would grow back, but still it was connected to his identity, men were hairy and he was a man, a man with a beard that girls loved. Sasha had told him how she loved his beard more than once, even before they started knocking boots, her slender fingers running across the surface of his cheeks were something of the past. Now he was hairless, like a boy again.
So focused on his pity party Ramsey hadn’t heard what was asked of him, but as the shower curtain was pulled completely open his attention was pulled back to the present. The cool air of the apartment washed over his wet hairless body as his eyes snapped to the raven haired woman standing before him.
“Good, I was afraid you were jerking off in here or something.” Sasha looked at him, her eyes only looking down at his member briefly as she inspected what he had done.
“Babe! Do you mind?” Ramsey had no problem walking around the apartment naked, he wasn’t a big guy and didn’t have swelling muscles, or really a lot of muscle definition at all, but he hadn’t lacked for self confidence. Yet right now he felt exposed in a way he hadn’t before, like he was back in middle school sitting at his desk when his dick for no reason had gotten hard thanks to puberty and the teacher had just asked him to walk up to the chalkboard to solve a math problem.
Crossing her arms Sasha met the wet dripping man’s gaze, holding it for half a second before shaking her head. “Yeah, you do not get to call me that right now and you missed a spot.”
“What? Where?” If he had missed twelve spots Ramsey wouldn’t have been surprised it wasn’t like he had ever shaved his body before. As he asked he saw what she was talking about, looking directly to where she pointed. “You want me to shave my crotch?”
“Yes.” Sasha said firmly. “It looks unruly and unladylike, we can take care of part of that later, but for now.” Pinching in her lips, and locking her jaw she tried to give him a stern look. “You will have to shave down there, maybe leaving a landing strip would be appropriate.”
By the time he followed through on the new and horrible request he found his girlfriend back in the bathroom, ready to continue the fiasco and was ready to say fuck it, but that wasn’t really in the cards if he wanted to keep her in his life or keep a roof over his head. What did surprise him was how good the next step felt on his body.
“Next we need to moisturize.” Sasha said holding up a disc shaped bottle that read “Spearmint & Eucalyptus Body Butter” in her hand. “It will help your skin from being dry and give you a nice clean smell.”
Applying it over his slightly damp body, the creamy smoothness glided across his hairless body while the scent of the woman he had been with for two years filled his nostrils. He had used lotion before, on his hands and elbows in the winter, not that where they lived in California had much of a winter, but the body butter felt different. By the end when Ramsey had worked the thick creamy substance into his skin not only was he surprised at not feeling oily, but his skin felt better, cleaner. The naked man chalked the last part up to the scent that now clung to his body. “Okay, what next?” Ramsey said with a false cavalier attitude.
“Simple, time for you to put on some underwear. You can wear a pair of my no show panties.” Sasha said, picking up a simple black nylon hipster underwear she had picked out for him to wear and tossed them to him.
“And…” Ramsey licked his lips, holding the plain, but still feminine article of clothing in his hands. “What does no show even mean?”
“It means they won't show panty lines when you are wearing form fitting clothing, now quit stalling, we have a lot to do.”
Grimacing, Ramsey picked up one leg to slip the underwear up his leg, a great deal of trepidation filling him as he stepped into the article of clothing. One leg and then the next he slid the panties up, the nylon fabric running up his legs before he pulled them into place. They were snug, and much softer than any underwear he had worn before and as he looked down at himself, feeling the material hugging him, holding his manhood he was able to watch himself grow in real time, getting semi-hard without having to touch himself.
“Oh, someone is excited. Ram, I never knew you were a pervert.”
Shame filled Ramsey, he didn’t know why he was getting excited. “It's not like that!”
“Well.” Sasha paused. “That.” She pointed at the semi-hard member that gave a very unfeminine bulge to her underwear that she had no plan to ever wear again. “Tells a story all on its own, but we don’t have time to talk about your unspoken desires and kinks. I got something else for you to put on, follow me.”
Ramsey started to follow the young woman out of the bathroom, but as he went to move past the mirror he caught a glimpse of himself. Causing him to halt all movement, looking much like he was mesmerized by what he saw when in reality he felt shame. Without his beard he no longer looked like he had a strong jawline, it wasn’t exactly feminine, but Sasha’s jaw wasn’t exactly rounded, she had a similar facial shape to that actress Olivia Wilde. Reaching up to his face he ran his hand across his now smooth face.
“Hey!” Sasha said, sticking her head back into the bathroom. “We are on a schedule here, move that ass.”
He could see Sasha in the mirror behind him and frowned. “Hey Ba…” Stopping before he finished saying the word babe, something she had told him he lost the right to, he continued, finally having an idea of something he could do. “This is all about me having a job, and we both know this is ****. How about instead I go to one of those day labor places? It isn’t steady work, but I can show up each day and do some labor at a construction site or whatever. I mean, until I get something permanent.”
Stepping back into the bathroom Sasha glowed at the man, arms crossing. “This is about you paying for your transgressions, some physical labor wouldn’t kill you, but you also had a year.” Sasha narrowed her eyes. “A full year where that could have been a great compromise so we had more money coming in, but you didn’t do that. You offering that now rings a little hollow. Besides Ram, you are many things, handsome is one of them. Downright cute now that I see you without your beard, but something you are not is a laborer. You say this is ****, I would agree, but this is no longer just about you working, it is about paying for your sins. Unless you are going back on your word about being willing to make things right?”
“I’m not going back on my word, I was just…” The stern expression on Sasha’s face had him feeling defeated. Her words about taking his balls earlier had a different meaning now that she was convinced she could make him look like a female to work alongside her. “Never mind.” He said, slumping his shoulders.
Moving out into the living room he saw she had a number of things, like her makeup kit sitting on the couch, he paid it no mind, feeling like he was at his lowest point, despite still not really understanding what was in store for him. Once the next article of clothing he was going to have to wear had been put on him though, Ramsey's opinion on what low meant, changed as the laces on the black corset that was around his waist were tightened. “That’s enough.” He grunted.
That corset itself had a zipper, what Sasha had used to secure it around the blonde man’s waist, now she had the laces wrapped around her hands, the strings tight enough that they were cutting off her circulation as she jammed her knee into Ramsey’s back and pulled back hard the laces to get it as tight as she could manage. “Just a little more.”
“Too tight!” Ramsey grunted through clenched teeth, feeling like the steel boned underbust corset as Sasha described it was going to cut him in half.
“Not yet.” An almost maniacal grin was on the dark haired woman’s face, enjoying Ramsey’s suffering. She had never worn a corset this tight, but her ex-boyfriend was a bit thicker than her and she wanted him to have a nice womanly waist. If he had to suffer and be uncomfortable to obtain it, more the better. “Beauty is pain sometimes, you are going to have to learn that.” She declared as she tied the laces off, doing her best to not let the tight garment open back up any.
Pressing his hands to his sides Ramsey winced. “Wow that is tight, are you sure it has to be like this?”
Waving her hand to dismiss the comment Sasha looked at the changes the waist trainer had made, the smile still prevalent on her face. “I’m sure, now sit down so I can start to work on your face, after that we will see if your corset can get a little tighter.”
“This isn’t my corset, just like these are not my panties.”
Sasha gave the man a level look. “Well I don’t want the underwear back and you are going to need the corset. Consider them a gift.” She said then gave him an expected look.
“Gee, thanks.” Ramsey said, his voice thick with sarcasm. Sitting down on the couch, he felt uncomfortable. His posture **** to be someone much more rigid than how he would normally sit and the compression not being so much as painful, but it didn’t have an ounce of comfort. “How do girls wear these things?”
Picking up her primer Sasha considered the question. The corset he was wearing now was one she had worn before when she had gained a few pounds a few years ago and wanted to make an effort to be better. Since then she had taken up jogging, and when she moved into the apartment complex, used the available gym three times a week. “Like I said before, sometimes beauty is pain, but you get used to it. If you weren’t so chunky the compression would feel comforting.”
“Chunky!?” He asked, not really having the breath to properly raise his voice.
“Yeah.” Sasha nodded at her own comment. “For a boy you are skinny, but honey, for a girl you could lose a few pounds to get to your ideal weight.”
He was ready to rebuke her, but instead pressed his lips together hard. ‘She is trying to get a rise out of you, remember why you are doing this… wait? How can she even…’ Ramsey’s internal monologue faded as he gave voice to thought. “How is this even going to work? I mean you can’t just get me hired, unless you got a promotion you hadn’t told me about.”
Putting down her primer Sasha sighed. “No I can’t just say you got the job, but I also can say you got the job. While you were jerking off in the shower at the thought of owning your own panties I…”
“I was not!” Ramsey said, interrupting Sasha.
Reaching forward Sasha pinched the man’s thigh hard enough for him to grunt. “Yeah, how about you don’t interrupt me. So… as I was saying. While you were enjoying your shower I put in a job application for you online and gave a call to Roy. You remember Roy, my boss? He said you just have to come in to fill out the new hire packet and pickup your new uniform.”
“Really? Just like that? Sight unseen, I'm hired?” It sounded ridiculous, but it also made him wish he had been better at networking when he was an employed professional.
Meeting his eyes for a partial second Sasha then looked away, shrugging her shoulders. “Well, I did promise him a blow job after your first shift. That got Roy motivated to get you on the schedule as quickly as he could.”
Jumping to his feet Ramsey wanted to yell, but just didn’t have the lung capacity for it with the torturous garment around him. “No, oh no! I know you are mad at me, but there is no way I’m going to let you do that!”
Taking in a slow breath, Sasha closed her eyes. She couldn’t believe what he had just said, he wouldn’t allow it. He had cheated on her and had the gall to tell her what she could and could not do. “Sit your ass down before I push you outside the way you are.” The astounded woman didn’t sound as upset as she felt, her voice was just firm. “I want you to answer a few questions, no explanations, just yes or no answers. Nothing more, got it?”
Clenching his jaw Ramsey could feel his teeth pressing into one another, he didn’t say anything, but he did nod his head.
“First question. Did you cheat on me last night?”
He wasn’t an idiot and could see where this was going, but the fact that he cheated didn’t give her a pass to blow her boss. ‘Probably has had a thing for him for a while or… shit, has she been sleeping with him? Is that why she has been allowed to work so many hours?’ He nodded his head, not wanting to accuse her when he was in such an unstable position.
Sasha already knew that answer, they both knew she was aware considering the photo she had printed and shoved in his face. “Do you have a job?”
He shook his head, not trusting himself to speak.
“Did you promise to do whatever it took to make things right?”
Ramsey nodded.
“Have you cheated on me before?”
Again Ramsey nodded, but as he did his eyes went wide. “No, I didn’t mean that! I…”
“Just yes or no answers Ram and don’t you fucking lie to me, because I will find out the truth. So I ask you again, have you cheated on me before?”
Reluctantly he nodded his head once more. All it would take is for her to go through his phone to find out the truth of the matter, and he wouldn’t put it past her to do just that or even that she had already done that while he was sleeping.
The answer inside of her started to bubble and churn like it was a physical thing. Memories of Ramsey holding Sasha practically floating up from the answer like soap bubbles, in them saying how much he loved her before they popped. “I should have known.” Sasha whispered to herself before turning her attention back to the man that wronged her. “Do you think…” She drew out the word think like she wasn’t sure that was something he could really do. “Ramsey Aster Contos, do you believe you have the right to allow or forbid me from doing anything?”
He wanted to say yes, but he also knew that was not the answer she was looking for. ‘If she has to fuck or blow a guy to feel better about this then I guess…’ His internal voice drifted off, not really wanting to swallow even the thought of her being with someone else, no matter who or how many chicks he had fucked. So he shook his head, forcing down what he really wanted to say.
“I can see that you are upset.” Sasha leaned back to get more comfortable on the couch and patted the seat next to her so that he would sit back down. “Today we are heading up to the mall so you can do your new hire paperwork, but before that…” She stopped talking when once more Ramsey interrupted her.
“How though? Once Roy or whoever sees a guy in a dress show up to do the paperwork he is either going to fire you or I’m going to be humiliated and laughed out of the building.” While asking the question Ramsey sat back down, this time more sitting on the edge of the couch the corset not giving him the ability to lounge like Sasha was doing.
When Ramsey was done talking Sasha waited just a little bit, letting the silence hang between them. “I told you to not interrupt me and if you had even the slightest bit of patience you would have gotten the answer to your question. I swear maybe we need to start the practice of not speaking till spoken too with you. Roy isn’t going to see a man in a dress, he will see my cousin Aster. When I’m done with you it will be easy enough for others to mistake you as female and by the time you are done at Rim Beauty, the salon spa at the mall that will change to no one mistaking you for being male.”
“Cousin?” Ramsey asked, ignoring the barbs about not looking male.
“Oh, didn’t I tell you? I thought I did.” Sasha thought she had actually said that part to him before, she hadn’t meant it as a jab. “Everyone is going to think you and me are cousins. We both have the same complexion, handy for me doing your makeup by the way. Then at the mall we will get your hair dyed to be the same color as mine, I’m thinking of some extensions too. Honestly I think we might be able to pass as sisters.” She giggled the excitement of dolling Ramsey up and making him prance around giving her a thrill. “I just didn’t want to say that upfront in case it didn’t work out. Though importantly, I really need you to listen to this one.” Sasha crooked her finger for the blonde man to lean closer.
“I don’t care how humiliated you are, or if you actually pass as a girl. You fucked around and now you are going to find out. The young woman who had giggled seemingly vanished in an instant, her words filled enough venom that Ramsey swallowed hard as he pulled back from her.
Clapping her hands together the harsh look on Sasha’s face slipped away and the smile she had suppressed reasserted itself. “Now let's do your makeup Aster and see how pretty I can make you!”
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Santa's HoHoHo
Scene 1
An unemployed cheating boyfriend has to pay the price for his choices when his girlfriend who had been supporting him finds out about what he has been doing and ends up working at a holiday event at the mall with Santa, but he will have to do it as one of Santa's sexy little helpers.
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- crossdress, crossdressing, feminization
Updated on Dec 14, 2023
by Nicegent42
Created on Dec 14, 2023
by Nicegent42
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