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Chapter 4 by Nicegent42 Nicegent42

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Scene 4

As bad as things had gotten at home, every passing hour out and about had gotten worse for Ramsey. He was now wearing a bra, the most feminine of articles of clothing and its straps dug into the flesh of his shoulders in a way he could not ignoring, much like the compression around his waist or the way his calves burned with his feet were held in place at an odd angle as he walked around in the four and a half inch cork platform wedge heels. From the knee down his legs were exposed to the world, the wedge shoes doing nothing to even so much as hide his feet and all of that was just the beginning.

The black hipster panties no longer had the bulge they once did, he would say thankfully he wasn’t getting an erection, but he wasn’t even sure he could, considering what he had to do to get the panties to look like he was flat in front. Sasha had pulled up three different videos on how to tuck his dick away and made him watch each in turn before doing it himself. Her saying how she would help, but he needed to learn to do this on his own and that she didn’t see herself touching him down there again for a long time. Covering the bra, the corset and panties was a long sleeved cotton white dress with a light blue floral pattern, the dress itself had a high neck and while Sasha had made sure he at least looked like he had real cleavage, none of it was on display. Every step Ramsey took caused the skirt of the dress to flounce about, lightly touching and gently rubbing on his smooth legs. The sensation was not completely unwelcome, the idea of it was, but the way the light fabric felt on him and moved made it one of the most comfortable articles of clothing he had ever worn. Not that he would admit that to Sasha.

Fear had gripped the feminized man as he stepped out in the world, ready for any of their neighbors to pop out, their doors flying open to jeer and laugh at him. This of course didn’t happen, but still the feeling of all eyes on him continued as he got into his girlfriend’s car and made their way to her Owl’s location at the local mall here in southern California. Then it ramped up as they made their way inside the temple to consumerism where he was escorted to their first stop, the beauty parlor that seemed to mostly staff different flavors of Asian females.

The first thing they did was subject him to a full body wax, leaving the little landing strip above his privates alone. He wasn’t foolish enough to think he did a great job at shaving his body, but he had done enough to injure his own sense of self with how it changed his appearance. The shaven man thought the waxing was both overkill and not needed, but when the strips were pulled off he felt those hair follicles that he didn’t get come right out. As painful as the waxing was, the soothing lotion felt almost as soothing. Then he was off for a full body exfoliation, a fancy way of saying he was scrubbed hard enough to take off a layer of skin before another layer of lotion was put on his body. This time it was the same body butter Sasha had given him, making him aware of where she had bought the creamy substance.

With that done he had been given a soft robe and brought to his next destination within Rim Beaut. Ramsey not normally putting much stock in alpha male mentality, had gotten a manicure and pedicure before and like in the past he enjoyed that kind of pampering, but this time was much different. None of the workers were snickering at him or staring, it wasn’t that he thought they didn’t care that he was a man. The men he thought that would never subject themselves to this sort of treatment, those that took any stock in being Alpha seemed laughable. Even if he didn’t believe in it, the idea of arriving here fully dressed as a female and being subjected to the feminine beauty pampering made him feel like he was whatever was a step below a beta. Slowly he watched his fingers get coated in a bright red polish that sparkled, like there was hidden glitter inside. While his hands had those hard fake nails glued to his fingers and shaped to ovals that extend past his fingertips and then painted. In the end each of his fingers had, if not the same, a similar paint as what was used on his toes, making them sparkle as the light from above reflected off their surface. The exception to this was his pinky fingers, who sparkled just like the other fingers, but were painted a forest green. The simple change, longer nails and a coat of pain in the holiday colors had transformed his hands, or at least it made it feel like they had to Ramsey. Those two small things made his hands feel long and slender, feminine… he told himself it was all in his head, but by the time the rest of the transformation took place, something that took more time than he could have imagined, he knew the truth.

Sasha who had disappeared while he spent time in the salon had come back in time to help him get dressed back into the feminine articles of clothing, not having a chance to see what he looked like till everything was in place and when he finally did see himself in a mirror, standing next to Sasha his mouth hung low.

In the mirror were two women, one in a pretty white and blue dress, standing over the other girl thanks to her heels, but there was no mistaking the pair for anything other than family members. Each had soft brown eyes with long lashes that captivated him as the girl he knew to be himself fluttered them, like she was flirting with him. It wasn’t just the eyelash extensions that transformed his face, the needle they had injected into his lips made his lips look huge… at least compared to his own lips or how he remembered his own lips looking the last time he saw himself. It wasn’t that they had transformed him into a sex doll with lips big enough to impact how he spoke, they just looked a bit fuller. One of the biggest changes was his hair, his golden blonde hair that he kept good care of was gone. In its place was raven black hair that hung down past his shoulders. The person in the mirror looked nothing like himself, he wasn’t even sure his own mother would take a second look at himself if he walked by and a darker thought followed, that his father probably would, but not because he would recognize is own son, but for other more primal reasons that made him disgusted with his own mind at even the inclining of the idea. Yet he was unable to escape what he saw in the mirror in front of him, two girls that he was very much attracted to and the knowledge that one of them was him.

“Sasha… I’m not sure about this.” He said in his normal voice, not remembering to talk with the feminine lilt Sasha had been making him practice when he had to pace back and forth in the living room to make sure he didn’t fall on his face or ass in the shoes that he was currently wearing… and that he walked with enough wiggle in his walk as Sasha had put it.

The natural raven haired girl saw her own smirk growing on her face. When she had started this plan she hadn’t actually expected Ramsey to look like anything other than a buffoon, but after she had seen him without his beard she had expanded her idea. The finished results now standing next to her were more than she could imagine. “Don’t worry your pretty little head about it cousin. Everyone is nervous on their first day of work, why should a pretty little things like you be any different?” That was when she held up the cell phone she had in her hand and snapped a photo. “I popped on by a few times while you were getting work done and took a few shots. I am thrilled with the results, you look amazing, really. What do you think your parents would think if they saw them? No, don’t answer, you just think on that if the idea to not follow my every direction pops in their little mind of yours.”

The energy and drive he had to stand up and make declarations to Sasha was gone, the thoughts of making amends to get back together with her were still there, but they were minor compared to his need to have a place to live and the new found absolute need for those photos she took to never see the light of day. ‘She is just making you pay because of what you did… I better not find out she had been cheating on me with Roy though or their will be hell to pay.’ He thought, though there wasn’t much fire or conviction behind it, not when he felt as defeated as he did. “Okay.” He half whispered.

“Oh come on Aster you can do better than that, just remember your new life motto. “Speak softly, smile and flirt. Now come along, I know Roy is just going to love meeting his new staff member.” The smirk on her face had grown to a wolfish smile. “And again, Speak softly, smile and flirt. You do that and I’m sure your new boss will just love you.”

With a partial whimper he nodded, before following his girlfriend and tormentor out of the changing room in the salon and out into the mall so they could make their way to Owls.

*

Meeting Roy Donalds, a tall lanky man with a bushel of messy red hair and matching closing trimmed beard hadn’t been a comfortable one for Ramsey. Roy had been wearing baige cargo khaki cargo pants and an untucked black polo shirt that had a smart cartoon owl over his chest. The owl itself was brown and white with red horn rimmed glasses and wore the same outfit the waitresses wore in the store. A white tank top that showed a great deal of chest, tight orange shorts, but instead of white sneakers the owl had on white high heels. Right now it felt like a sexualized cartoon character that had no right even having a chest considering it wasn’t a mammal, but if someone had asked Ramsey about it just the day before he wouldn’t have given it a second thought. When Ramsey had shaken Roy’s hand it had lingered just slightly too long and something in the man’s gaze made him feel uneasy. Roy was a year younger than his own twenty four but the beard helped him look older, causing the feminized man to reflect on how much different he looked without his own beard. Without it he had a baby face, something that contributed to his current situation being viable as an option.

Ramsey found Roy friendly enough, but little things added to his discomfort, like the way Roy put his hand on the small of his back like he was escorting a lady. The outfit made him feel **** and insecure and that small touch, along with a few others only added to it. Ramsey could practically feel the difference in the air between them now and how they would have interacted before. Roy didn’t see another guy, competing in his pursuits to catch his prey, but instead Ramsey could see and feel that he was now said prey, at least in this man’s eye.

While his new employee filled out her paperwork Roy grinned at her and tried not to leer. She was cute, hot even, just like Sasha had said and couldn’t wait to spend more time with her. Sasha had said her cousin went by her middle name Aster, it sounded old fashioned but looking at the raven haired girl in front of him he kinda digged the old name used in these modern times. Supposedly she had a big break up with her significant other, a phrase that made Roy imagine the pretty girl kissing another pretty girl and getting himself more riled up. But because of that break up she had to relocate and was staying with Sasha. That was good news for him, considering that meant she needed a job in this part of town, but the best news was that Sasha had told him how her cousin was looking for someone else to call her own. Or specifically she wanted to try a few dicks before she found the one she wanted to keep around and that after showing Aster his photo that she was willing to put him to the top of her list if he was just willing to give her a shot at a job working their companies holiday event with the mall Santa.

When she was done with the first page of her paperwork he pulled it over to himself, looking it over. ‘Name… social security… address…’ he thought just glancing at the information, confirming that she did indeed live with his other employee. “Sasha said you lost your license. You don’t really need to worry about that right now, you can get a new one at the DMV sometime soon and I will update your file, but for now I’m just going to put your phone number in my phone. That way we can talk.”

Stopping his pen, Ramsey looked up from what he was writing and tried to remember what he had to do. ‘Speak softly, smile and flirt.’ The smile on his face was ****, but he hoped the red haired man didn’t pick up on it. “I would like that. A cutey like you having my number sounds like a good idea.” The sound of his own voice sounded odd to him, but then again so did the sight of his hand as he wrote, but the difference here was that he had called another man cute and it made Ramsey feel like he was dying by inches.

Soon enough Ramsey found himself standing in front of the Santa area in the center of the mall, the line wrapped around the little area just outside the circular train tracks that came around the area. The train itself drove around the area carrying kids of different ages, the trip taking all of three minutes and the line to get on it being close to five times that. Inside the train tracks was the North Pole, you knew that because of the wooden sign with black hand painted letters that said so that pointed everyone to a path that had knee high plastic red and white candy canes on either side to lead the mall patrons closer to the rotund man that was playing the role of Santa. The path twisted here and there, white felt covering the entire ground, with larger six foot tall candy canes randomly about the area with fake pine trees gussied up for Christmas, garland, cheap bulb decorations in green, gold and green hanging from them and presents under each, all of them in shiny wrapping paper.

Blocking the area from view from all directions except the one those that set up the event wanted was a wall. From the far side it looked just like a snowy field with reindeer playing in the distance, but on the inside it looked like it could have been a Bob Ross painting of a mountainous winter wonderland. Giving the impression to Ramsey like the person who created the visage wanted Santa’s area to look hidden from observers till they were close. Santa’s area had him sitting on a dark polished wood chair with red velvet cushions that looked thickly padded enough to compete with clouds for how fluffy they were. On either side of the chair were large sacks full of small wrapped boxes, one for girls and the other for boys. Each child who sat on Santa’s lap was given one before a photo was taken and the child was sent back to their waiting guardian. Beyond the chair were a pair of taller and wider Christmas trees than the rest in the area, partially blocking a little cottage that was supposed to be Saint Nick’s home, but really just functioned as a break room and storage for the event.

It was all well done as far as Ramsey could tell, but standing here now dressed as he was, it felt overwhelming. In uniform the dolled up man wore the little dress that was hung over the guest room bed that morning, or one that looked exactly like it. Red and white stockings coming up his legs, leaving just enough leg on display that he thought he would feel less exposed if he wasn’t wearing them, considering what he knew would go through men’s… other men’s minds when they looked at him. Then he had on the pair of high heels, they weren’t taller than the heeled wedges that he had been wearing all morning, but the difference between wearing wedges and stilettos was vast and then it was all topped off with a forest green Santa’s cap. Even if he wasn’t dressed as he was, tarted up for men to look at and fantasize about, like he once did, this job would be a bit much for him. There already was a long line of children with their parents waiting to see Santa. A photo being taken by one of the girls acting as a helper for the first photo with the kids on the jolly man’s knee and then another after Santa heard what they wanted for Christmas and given a small gift.

“Sasha…” Ramsey said, sounding much like he was whining, something he was absolutely doing.

“I know what you’re thinking.” Holding her hands together, almost bouncing with joy as she stood next to her ex-boyfriend, dressed the same as him. “That you are sooo happy and can’t believe you get to work here surrounded with so much Christmas spirit and your welcome. I was happy to help you! Now let’s go get your own picture Santa!”

“My what?” He wasn’t happy or gleeful or any other descriptive word that meant happy, but he ignored her taunt, not sure that he had heard her correctly or if he was just misunderstanding.

Giving the dolled up man an even look, unable to keep the smile off her face completely, Sasha shook her head as if she was about to admonish him for being slow on the uptake. “Today is your first day on the job, and each of Santa’s helpers get a photo with him to take home, don’t you remember seeing the one I took with him?”

Ramsey looked from his girlfriend and then swept his gaze across the line before landing on the white bearded man. “Yeah… ahh, okay.”

“Aster... you don’t sound as happy as I would expect. What is your motto?”

Turning back to face Sasha he pressed his lips together both feeling and tasting the lipstick he was wearing that was supposedly long lasting and kiss proof, not that he needed it but long lasting at least meant he wasn’t going to have to look at himself in the mirror as he put on lipstick, one of the most feminine acts he could think of. Watching Sasha do it made him instantly want to kiss her and didn’t want his subconscious to give him odd ideas about making out with the girl he saw in the mirror if he had to put the piece of makeup on. “Speak softly, smile and flirt.”

“That’s right.” Sasha touch both her index fingers and pressed them into the corner of Ramsey’s lips and pressed in gently and then up to **** her little doll to smile. “You can’t do those things if your not happy, and girl. If you aren’t happy, you need to pretend to be, remember, you are prettier when you smile. Now let’s go, the good news is that we get to skip the line!”

Moving up to the front of the line Ramsey found himself alone, surrounded by people, but alone. Sasha moving over to relieve the girl who was taking photos and leaving him waiting for his turn. Watching Santa sit with a toddler on his lap the kids mother he presumed standing just off to the side felt surreal. Soft Christmas music filled the air through hidden speakers, whatever song was playing used bells, but he couldn’t place exactly what he was hearing. He had never visited a Santa, mall or otherwise growing up, not coming to the country till long after he was old enough to really know where any gifts came from and yet there it was in front of him, Santa. His laugh made the old man feel larger than life when it was combined with the setting, making Ramsey forget his predicament even if it was for just a minute.

“And who do we have here!?” Frank asked in his baritone voice that he projected as he looked at the twenty something girl dressed up as one of the helpers for the area. He had been a mall Santa for six years and this year had been the best he had encountered and if he was dim witted enough or a eunuch the fact that so many of his peers wanted to trade locations with him made it clear how sweet of a deal he got. This year he got to be around a bunch of young beautiful women. It wasn’t like they fawned over him or anything, but a pretty little thing giving him a smile always was a highlight of his day and now it was happening many times a day.

“Umm.” Ramsey said, taking a few careful steps forward, not wanting to sit on the man’s lap nor falling on his face in front of all these people. Glancing to the side at the line he could see not everyone, but enough of them looking in his direction. It felt like an oppressive **** that was on the brink of crushing him. He held his breath for someone to point out the obvious that there was a man on stage in a dress, but when no such cry came the feminized man turned back to the faux Santa. ‘Speak softly, smile and flirt.’ He repeated to himself before doing his best to give the man a beaming smile. “I’m Aster, one of your new helps… I’m umm excited to work with you Saint Nicolas.”

“Hohohoho!” Frank bellowed in the practiced laugh. “You my dear can call me Nick, now come on over and have a seat and tell me what you want for Christmas.” Frank patted his lap.

Once more glancing about Ramsey tried not to pay attention to just how many people there were, the area was set up so that anyone up on the platform wasn’t actually in direct view of the line. Those in line could see up to Santa, it just wasn’t a direct view, but from the higher vantage point of the stage it didn’t give that impression to the distraught young man. Shifting to move weight from one heeled foot to the other Ramsey then looked over to the girl making him do this and saw her giving him a thumbs up. Smile firmly plastered in place, showing plenty of teeth he moved to sit on the plump man’s lap.

Just as the girl sat down Frank moved his hand to help steady her, it having the added benefit of allowing him to put his hands on the pretty dark haired girl. “Have you been a good girl this year Aster?” Just after he asked the question he felt Aster shift in his lap, squirming as if she was uncomfortable, so he repositioned himself a bit to try and help, but when she kept doing it Frank got other ideas as to what she was doing. She wasn’t squirming, she was rubbing on him. His peers had talked about how some girls had a thing for Santa and how they got laid for it, he thought they were full of shit, but Aster didn’t sit like most girls did in their short skirts. She hadn’t run her fingers down them as she sat to hold it down, leaving just one less layer of material between him and her. The knowledge of that, what he thought was once bullshit and her pressing himself into him a physical reaction started.

For Ramsey when he sat down on the larger man’s lap, it took all he could to keep smiling, the task getting harder when he felt the man’s hand on him. His face felt flush, the makeup doing an impressive job to keep his blush from showing as he looked forward out on the faux winter wonderland where his girlfriend stood, taking a photo of him in the compromised position. The mental anguish threw him off balance in a physical way, making him adjust and shift how he sat in order to keep himself from falling to the floor. The world started to fade away, his breathing started to come in both quicker and shallower breaths, the corset not allowing him to fill his lungs and making him feel faint as his heartbeat picked up its pace. ‘I’m having a panic attack!’ The very lucid thought punched through it even as everything else seemed to be nothing but noise, not what the man said or asked, not how he moved under him, nothing, that is till the bright flash of the camera went off and then once more. It didn’t change everything, but it did allow him to focus on the present. “Wha, what?” Ramsey asked, seeing his girlfriend shake her head no and being aware the mall Santa had asked him something.

“Hohoho!” I asked you if you had been a good girl this year.” Frank said his erection now fully grown and pressing into the girl’s ass. She had stopped rubbing on him, but the way she was breathing he was positive she had been getting off on this. It wasn’t like she was grinding fully on his dick like some kids did when they sort of danced, but it had been enough contact to excite him and obviously her.

“No…” Ramsey drew out the word, his eyes going wide as he realized what he was feeling pressing into his rear.

“Well.” Frank started, his arm circling around the girls waist more than he had before. “You know what naughty girls get. Hohohoho.” He pretended to laugh to play up what the girl was obviously into. “If we are going to work together, spend time together. Maybe you can promise to be a good girl for Santa?”

Ramsey wasn’t looking at the man’s face, his eyes were bulging out of his skull or he thought they should be as he felt the man’s cock pressing into him and his arm holding him in place. ‘Is he molesting me in front of everyone!?’ His mouth and throat felt dry, looking out to Sasha he briefly wondered if she knew this would happen… if it happened to her and the other girls. The disgust in him shared space with the utter humiliation and somehow found room for shame. Shame that he had no idea what she had to put up with. This wasn’t like the night before where he was grinding into the sexy red head, she wanted him, she wanted him bad enough that they fucked in the bathroom and here this man was getting off on girls sitting in his lap. Still he saw the answer Sasha was indicating him to provide and reading her lips he saw how she wanted him to give that answer. “I will be a good girl for you Santa, or naughty if you prefer.”

Soon as he was given a small wrapped present, one grabbed from the girl’s bag, Ramsey got off the man’s lap as quickly as he could and almost lost his balance in the process. Saved only by the fact that good old Santa had stood up with him and caught what he thought was a stumbling girl in front of him. “Tha… thanks.”
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“Anytime Aster.” Frank still holding onto the sexy creature looked over to the girl at the tripod with the camera who he realized for the first time looked very much like the girl in his arms. Sasha he thought her name was and gave her a friendly smile. “Santa has to take a little break.” He took a few steps towards the side of the stage away from the line, pulling the girl with him. Frank wanted to take the girl into the little break room and fuck her there, but that would be a road to not just being fired and blacklisted but possibly being put on a list. That sort of thing needed to be saved till after hours when there weren’t a bunch of looky loos about. “You know Aster, I don’t have to go home to Mrs. Clause tonight.”

“Yeah?” Ramsey answered, feeling sweat run down the back of his neck as he took a few mincing steps, positive if he pulled away from the man that he would once again lose his balance.

“it being your first day we will have to go over some training, need to make sure you are fully trained helper. You can help me look over the naughty and nice list.”

The thought of doing training after the first day sounded odd to Ramsey, beleaving that should happen before he worked, but he figured this was all a rush thing with how he started. Spending extra time with the pervert didn’t sound like a good idea, but he had to do what he had to do in order to keep this job if he didn’t want a now laundry list of bad things to befall him. “Okay, that sounds fun!” He chirped, remembering to smile and sound flirty. “Ooo!” He practically squeaked when he felt the larger man’s hand cup and squeezed his ass under the skirt.

“Santa needs some alone time, you go play with the other girls and tell the parents I will be back in fifteen.” Frank said, wishing that even jerking off to get some relief from the tension was an option, but instead would have to settle for just getting himself to calm down and not think about the sexy girl Aster who had some kind of Santa fetish.

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