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Ash's New Career Pt.4
🕑 Added 2020-10-02 06:29:02 +0000 UTC
Chapter 5
Beatrice was the first to regain her composure. Not because she was over how amazing Ash looked, but because as the director of this shoot she needed to be professional. “Alright Jolene, I believe you can take it from here. You got the shooting schedule right?” Beatrice asked trying her hardest not to stare at her son too much. The change was shocking to be honest. Never in a million years had she thought Ash would come out looking this good.
“Yeah, right I’ll get my stuff.” Jolene said forcing herself to snap out of it as well. This was her first time working with a trans model and while at first she had been nervous that she would have a hard time selecting outfits for him or should that be her? That nervousness had now completely disappeared. This would be just a job like any other as far as selecting clothes went. Ashely looked good enough to probably even pull off just wearing a trash bag. He job would be very easy.
Ashely herself felt overly excited. Everyone’s reactions had been so much better than she had ever dared dream of. At the same time a slight sadness filled him as well though. This was only for a day. After today he would just be back to his plain normal self. Then there was also a slight nervousness. He could tell that Keira was pissed and it scared him to no end. No matter what happened he knew his sister would come after him. Maybe not right away, but the moment they were alone she would try something.
A few moments later Jolene rolled in two big racks of clothes and pushed them into the room he had just come from. “Alright Ash, follow me please.” Jolene said casually trying her hardest to just make this business as usual. She had to admire this guy doing a shoot like this all dressed up and made up like a girl had to take balls and she wanted to treat him as normal as any other model. No need to make this more awkward for either of them. She was a professional after all.
While Ash disappeared back into the changing room Sarah poked her friend Dean. “Quite staring ass hat or I’m going to become jealous.” She giggled jokingly at Dean who obviously had a hard time wrapping his head around what he just saw. He always tried to keep an open mind, but he never imagined he himself would ever have a crush on a guy. It just felt somehow weird, but he didn’t mind. After all no one could blame him after seeing how hot Ashely looked right, shifting uncomfortably he had to adjust something in his pants.
“See, I told you she looked spectacular right? I mean just wow. Keira your brother really is a hotie I mean wow, just wow.” Sarah spoke in sheer awe. Unlike Jessy she hadn’t been able to see the potential, then again she had never really worked with guys dressing like girls and she was simply blown away by the result.
“I guess he looks okay yeah. I mean Jessy did a really good job that’s for sure.” Keira said somewhat reluctantly, complimenting Jessy as she didn’t want to compliment her own brother. Inside her anger only grew though. This was all so fucking unfair and she hated it. How the hell could that shit head look so much better than her? On top of that it seemed like she had just lost all allies in mocking her brother. Just great.
Jessy who had been observing everything from the side was very pleased. This deep routed fear Ash had wouldn’t just disappear from one day onto the next, but all the positive reactions should certainly help in making him feel a little more comfortable in his skin. She was very pleased that not only had she been able to show Ash what an amazing girl he made, but that she had also been able to show the others, all of whom looked pretty convinced.
Back in the changing room it was just Ash and Jolene. Keira hadn’t felt the need to join them now that she realised she wouldn’t be able to mock Ash anyways. “Alright Ashely, I believe you already put on the base for the first outfit. Would you mind dropping that robe so I can see?” Jolene asked as casually as she could.
When Ash dropped the robe however she couldn’t help but catch herself staring once more. His crotch looked so flat and those breasts so realistic. It was simply shocking. Quickly regaining her composure Jolene spoke up once more. “Alright, Looks like you just need a garter belt, a pair of stockings and a pair of heels to make this first outfit work. We’re going to shoot a number of different things. The first shoot will be in lingerie.” Jolene explained as she handed ash a matching pink lace garter belt, a pair of nude coloured sheer nylon stockings with a broad pink welt, back seam and Cuban heel.
Ash had no problems at all putting on the garter belt. He didn’t have any problems with stockings either, forgetting how this wasn’t really normal for a guy to know after the confidence boost he had gotten from Jessy. He simply rolled the delicate nylon material up in a doughnut which he then expertly rolled up his smooth leg. Stockings were really his favourite piece of clothing. They just felt so sexy and good on a pair of smooth legs.
Jolene was somewhat shocked seeing how easily he managed his stockings. It was something she usually had to help many models with, but Ash seemed to have an appreciation for just how delicate the material was. There was no way that this was his first time doing this. Hell he even took care of the back seam. It was even more surprising after working with Keira who always treated the material rather brutishly. Jolene always brought extra stockings along if she knew they were for Keira. The girl simply did not learn or care.
With one of the stockings rolled up his legs Ash then took the other and repeated the process before attaching the garter straps, front and back with relative ease, once again checking to see if his seams were straight. This baffled Jolene even more. Back garters was something she needed to help nearly every model with, especially if the stockings were seamed, yet Ash put them on perfectly without help. When he looked up and saw the surprised look on Jolene’s face he blushed. There was no way this woman didn’t realise he had had practice at this. In any case it was too late to fix that now.
“Good now all you need are the heels. It’s important to take smaller steps and walk heel to toe when wearing them. If you walk nonchalantly or take big steps you might lose balance and trip. Just keep your back straight and imagine you’re walking a tight rope.” Jolene said helping Ash in a pair of very high lacquered pink heels. She supported him for the first steps which assuming that as a guy Ash wouldn’t be able to walk in heels, especially not ones this high. When he seemed to have no problem with them however she quickly let go, not all that surprised after what she had seen when he put on the stockings.
“Alright, I guess my work’s done for now. You’re ready to go for the first part of your shoot. I just know you’re going to do a fantastic job.” She said encouragingly as she opened up the door for Ash to enter the living room once more. The room where Dean had set up the scene to shoot.
Just like last time everyone went silent once more as Ash, now quite a bit taller and looking just as realistic even though he was now only clad in lingerie emerged. “Damn, I still can’t believe she isn’t like a real girl.” Dean exclaimed a bit too loud.
“Ah Ashely you look fantastic. So are you ready to start shooting? If you need a moment that’s fine as well. We’re ready when you are.” His mother said trying to put her dressed up son at ease. After all it was important for a good shoot that the model felt at ease.
“I think I’m ready.” Ash said somewhat nervously as he trotted forward, stepping on the set Dean had prepared. It consisted of the huge white leather couch usually just standing in the living room. White faux fur blankets and pillows along with a solid pink background screen matching Ash’s lingerie.
Stepping on set Ash stood around quite awkwardly. This was the part he really had no clue about. Sure he liked striking poses in front of his mirror when he played dress up, but now that he was on the set for his first ever professional shoot he didn’t know what to do with himself.
Once again Beatrice couldn’t help but notice how natural Ash seemed at walking in heels. She didn’t comment on it though. No now the shoot was the most important thing at hand. There was no need to potentially embarrass her son. Especially not with how he was slowly starting to feel at ease. “Alright Ashely. Why don’t you sit down in the centre of the couch? About right here. Place your feet slightly apart, rest your elbows on your knees and let your arm hang in between them. Try to give a serious look in the camera.” Beatrice said as she helped position Ash who was feeling nervous but also excited.
Stepping back Beatrice could see the nervousness show on his made-up face. “What’s wrong sweetie? Look I can understand you’re quite nervous about this, but there is no need to be. You look amazing and I’m sure you’ll ace this shoot. Now try to relax. Breath in and out, deep breaths. You can take as long as you want. When you’re ready just try to give the camera a serious look. Imagine Dean just said something clever and deep. Obviously you need to use your imagination for that one, but try.” Beatrice offered, throwing in a joke to lighten the mood a little.
Dean helped along by pouting lightly while everyone shared a giggle. It did help a little, but he wasn’t quite there just yet. It all got ruined when a frustrated Keira tried to push her own agenda through. Fuck all this bull shit she wanted to embarrass her brother and so she suggested. “Why don’t you just make him do a limp wristed wave and a giggle? I’m sure those come much more natural to the sissy.” Keira said viciously as the room fell quiet and Ash’s nerves returned full force.
Beatrice turned around and Keira instantly knew she had fucked up. Her mother looked pissed. Making her realise she had gone too far, at least further than this situation allowed. She would have loved nothing more than to see her brother perform what she had just said, but it didn’t fit with the genuine shoot everyone else wanted to participate in.
“Keira! You’re insufferable today. You were the one who insisted on this bet. As far as I remember you were more than eager to take this all the way, to do this shoot, to give Ash the best possible chance to either win or lose the bet. It isn’t because you are about to lose that you should be a bitch about it. I’m heavily starting to suspect that you’re the sore loser here instead of Ash. One more interruption like that and you can take the bus home. Now get out of here while we do this shoot cause I have a feeling it’s you who are making Ashely nervous.” Beatrice ranted to her shocked daughter.
“But mom!” Keira started trying to build herself a defence.
She was instantly cut off by Beatrice though. “No buts, get out of here right now or go home if you think you can behave you can come back but I don’t want to see you here again for at least the next hour. Go take a walk or something to cool off.” Beatrice reacted firmly, having lost her temper.
Knowing better than to continue arguing Keira just cursed under her breath and angrily stormed out of the lakeside house, taking her mother’s advice and going for a walk. She was pissed out of her mind, but without allies to humiliate her brother there was nothing she could do. Ash should count himself lucky. At least until she had him alone once more. Oh he might be safe now, but he would pay eventually. That’s what Keira told herself as she walked along the lake’s side.
Back in the house the peace had returned. Everyone had gone completely quiet after Beatrice’s outburst actually somewhat scared to face her anger as well. Beatrice was professional enough not to let that anger shine through to others though. “Where were we. Oh yeah, Ashely sweetie. You just try to throw a serious look in the direction of the camera.” She said taking a pleasant tone again. The sigh of relief going through the room was nearly graspable.
To Ash it came as quite a surprise to have his mother stand up for him like she did, and that against his sister who nearly always got what she wanted. It felt good though to be supported like this. Together with the removal of Keira from the room it did really help his nerves. Adding to the support Jessy put her thumbs up and gave him a sweet smile.
Finally feeling a little more confident now everyone present seemed to accept him like this Ash was able to put on the serious look his mother had requested. “Perfect!” Beatrice commented encouragingly as she shot her made up son a bright smile while Dean took shot after shot, narrowing down the best ones was something to be done after the shoot.
“Now lift one hand up to your cheek and imagine Dean told a really fun joke. Yes I now, there’s a lot of imagination involved here.” Beatrice said with a smirk, gently guiding her dressed up son through the poses, directing him in ways that would work best in her opinion.
From sitting on the couch she directed him to lay down, to stand, to act like he was adjusting his stocking,… At the start it had felt a bit awkward to direct her son in how to seductively pose in lingerie, but he was playing along perfectly. Soon Beatrice managed to put herself over her slight reservations and look at her son as if he was just another model and they were trying to sell a product. It worked out great for the both of them when that awkwardness disappeared as it was one less distraction.
Soon Ash was able to forget all about his nerves and just enjoy life as Ashely, the professional model he had always dreamed off being. No one in the room gave him any funny looks. At least not once they had gotten over their amazement of how good she looked as a girl. After that everything just changed into pretty much a normal shoot. Not only Ashely was genuinely smiling, but so was Jessy. This was the entire reason she did what she did. She loved helping her clients on a path to self-acceptance.
After the lingerie shoot the background was changed to a plain white one and Dean took close-up shots of Ashely’s face and hair. Sarah performed a few light touch ups to the hair in between shots, but even from this clos up angle Ash looked amazing thanks to the amazing make-up job from Jessy and his naturally pretty features.
From the close-ups things progressed to the shooting of a long stylish evening gown. Then to a more playful summer dress, followed by a casual pair of pants and a t-shirt. Eventually they changed locations to the home gym looking out over the lake to shoot a workout outfit. Beatrice wanted to add as much variety as possible in this shoot. It would make Ash’s portfolio all that more desirable. It would also make things way easier to pitch Ash for a wide variety of fields in the future. A future that was looking very bright judging from the results they were getting.
“Jessy, quick question. How well will your makeup and work hold up against water? Can we risk a waterside shoot? Maybe even in the water?” Beatrice asked as they wrapped up the workout part of the shoot and Ash went back to the dressing room with Jolene.
“I guess a dip in the water should be possible without ruining the look. The only thing that might fail is the makeup, but unless you use makeup remover or soap I don’t see it getting ruined that easily. Still I would advise to do the in the water part last of all just to be sure.” Jessy suggested, her job here might have been done for a while already, but she was more than happy to stay along for the shoot. It was wonderful seeing Ash blossom like he had.
The shoot might have been going strong for a few hours already, but Keira had never returned. Her walk did nothing to appease her. It only made her angrier. Why did her mother have to ruin this just when she had Ash right where she wanted him? It had originally been a threat from her mother, but the more she had thought about it the more she was in favour of the idea. She had no desire to see all the supportiveness and care for Ash. This was supposed to be her day, her time to shine, her fun at humiliating Ash. Instead it had all been about him.
If she couldn’t have what she wanted then she might as well go home and come up with a way to get what she wanted anyway, maybe not now, but soon. Very soon. Keira didn’t bother to let her mom know that she had gone home.
Back at the lake side house Ash had been dressed in a simple yet sexy neon pink bikini. It looked amazing on him, just like every outfit he had put on had. All his working out, the underground hormones although Jessy had made him realise how dangerous those were and Jessy’s work had made sure of that.
As he was led out Ash was giddy with excitement, seeing the surfboard at the lake side. This was the exact kind of shoot he had always been dreaming off. His excuse of the surfer dude to though hiding his real desire to be the bikini model in a similar setting.
By now Ash had slowly turned out being a natural at modelling. His confidence was way up. All the tips from his mother as far as posing went at the start of the shoot had paid off big time to the point where he now pretty much found the best positions on his own, even improvising from time to time. It had actually turned out being so much fun that he nearly forgot that he was trying to hide the fact that he was actually enjoying this.
Modelling with the surfboard was a blast. It looked extra spectacular with the setting sun over the lake. While the water was on the cold side Ash was simply out of his mind when he got to go in the water, recreating those very same pictures he had idolised over and over again. Although he didn’t spend long in the water it was amazing. Coming out he was cold though. His mother waiting on him with a thick cosy towel.
“You did amazing honey, I’m proud on you. Now why don’t you follow Jessy, ask her to help you with taking everything off and take a nice shower to warm up again?” Beatrice offered nicely. She was very pleased with the results of the shoot and what she had seen today only confirmed her suspicions of these past few days. Ash was a little too good at all of this and he had a little too much fun to supposedly hate it. Not that she minded in the slightest. He seemed happy and it also made for a nice business opportunity for her. Maybe he would be up for more of a career instead of just helping her out with the difficult situation of the model who had fallen.
“That sounds like a plan.” Ash said now a little shyer again. The shoot was over and he realised he might have been acting way too happy modelling all those outfits. The self-doubts and self-consciousness returned once more full force. Jessy was right there waiting for him though. Wrapping an arm around his towel wrapped torso she guided Ash back inside while Beatrice remained behind handling business with the others.
“Your mother is right. You really did amazing Ashely, now let’s get you all cleaned and warmed up.” Jessy said sweetly. Ash might not fully realise it yet, but she had seen that his mother knew something was up. She had seen that she seemed to support it and that made her happy. She would of course keep her promise and not tell a soul about what Ash confided to her, but knowing that he would be met with support when he decided it was time to come out filled her with joy.
“So did you have fun sweetie? What was your favourite outfit to shoot in? It seemed like you manged your nerves really well, but did you? I hope you weren’t too concerned while shooting.” Jessy asked once they were out of earshot, genuinely curious to know whether Ash’s enjoyment had bee a charade or if he had stayed nervous only hiding it well.
“I was so nervous at first, but to be honest after how amazing everyone was during that lingerie shoot I kind of forgot about how weird and wrong this shoot actually was you know? I mean this all shouldn’t have made it out of my room let alone on camera, I…” Ash started ranting, his insecurity after the fact returning full force, but Jessy was quick to silence him with a finger to his lips.
“Did you like the shoot, did you have fun?” Jessy asked interrupting him. Asking a straightforward and simple question.
“Yes, I did, I loved it, it felt so good, hell I felt better and more confident than ever, but…” Ash started, as soon as he sad but however Jessy cut him off once more.
“But did you hurt someone?” She asked keeping a straight face as she saw Ash’s confusion.
“No, of course not, how the hell would that hurt someone?!” Ash exclaimed confused and some annoyed at the insinuation that he might have hurt someone.
“Well if you had fun, felt better than ever and didn’t hurt a soul, then please enlighten me about what was so wrong about what you did and why it should remain hidden from everyone?” Jessy asked him.
Ash’s annoyance went back to confusion then to realisation as Jessy’s previous questions suddenly made sense. Still he tried coming up with a way in which it was wrong, but when he took to long Jessy took the word once more. “It shouldn’t remain hidden from anyone because you didn’t do anything wrong. If you felt better than ever then letting that side of you out, showing it to the world is the right thing to do and don’t let anyone ever tell you otherwise, most importantly don’t tell yourself otherwise.” Jessy exclaimed.
It made sense what Jessy said, and still Ash couldn’t shake that nagging feeling that it was wrong. Jessy realised full well what was happening. Coming out, changing your life up so drastically after years of keeping it secret down to some pretty extreme lengths with the black-market hormones wasn’t a process of a day. Doubts, being scared, it was all completely normal but she couldn’t let Ash spiral down to thinking it was wrong. No today they had made a very important step forward to Ash’s self-acceptance and she wasn’t going to let it get ruined by negative thoughts. He would get there someday after building enough confidence. She was sure of it.
Wanting to distract him from thinking to much on it, Jessy asked her question again. “So what outfit did you like modelling most?”
“Uhm, well that’s hard to say actually. I liked them all a lot actually. I guess if I had to pick one it would be the bikini though. It has always been my dream to model in some kind of sexy surf swimwear shoot so it was definitely a dream come true and an experience that was hard to top.” Ash said.
“Well I can tell you one thing. You looked really spectacular in that bikini. There’s no doubt in my mind that the pictures from that setting will be fitting for pretty much any magazine cover.” Jessy agreed, helping boost his confidence back up as they entered the house and the changing room once more.
“Let me help you get off those breast and hip forms as well as your makeup. I know you might want to keep them on, but trust me, after wearing them all day your skin will thank you for being able to breath again. We wouldn’t want you to develop a rash now would we?” Jessy asked playfully as she helped Ash out of his towel and bikini top, going to work with the glue solvent and the makeup remover.
It was somewhat weird and in a way it also was a bit concerning to see the ‘breasts’ he had had all day suddenly fall of his chest bringing him further back down to reality. “You can take them home with you, and when you want you can always give me a call top put them back on for you.” Jessy said, a little concerned, knowing full well what the impact can be of seeing yourself get stripped from that perfect body again.
After removing the hip pads and makeup Jessy said. “I believe you can do the rest yourself in the bathroom. Here are the clothes you wore here, oh and about the nails and the hair let’s just act as if I didn’t notice those shall we? It looks really good on you.” She complimented with a playful wink helping him deal with the going back to normal.
Ash couldn’t help himself from embracing Jessy in yet another tight hug. She was so sweet to him and even now after watching his breasts disappear she refuelled his confidence. “Thank you so much Jessy, you are the best.” He exclaimed before taking the clothes he had arrived in. The ones Keira had selected for him to humiliate him, but after how everyone had just seen him he wasn’t too bothered to put them back on.
While Ash was in the shower Beatrice went about seeing that everyone was paid correctly. She did pull Dean to the side though. “Hey Dean, I know it isn’t really usual when I ask for you work, but could I get all unfiltered and non-altered pics on top of the finished collage? It would mean a lot to me.” Normally she wouldn’t really care about the non-filtered pics, but these would make a nice memory, a memory of the kind of daughter she had always dreamt off.
There were times at which she could have sworn that all of it seemed very natural to Ash, too natural for this to be new to him even. There were times she thought he was having a little too much fun for this to be really forced for him, but the fact remained that Ash had been pressured into this shoot. She couldn’t be sure whether or not he wanted this and she was afraid that straight up asking him would put him on the defensive. That Jessy girl and him seemed to get along fine. Maybe she could ask her, or ask Ash some subtle questions in the hope it would clear things up.
Besides Beatrice couldn’t risk Ash crashing and potentially doubling down on the denial. Not only would it be a real pity to see him lose his self-confidence and potentially miss the chance at telling her about how he felt if her suspicions were right. It would also risk her plan of pitching Ash as the substitute model getting ruined. No whatever Beatrice did she had to be careful and let this come from Ash himself.
As Beatrice rounded out payments and bid everyone farewell Ash moved out of the bathroom. His very long wet hair was wrapped into a towel and he was back to wearing the dress and lingerie his sister had selected for him. Even though he had to do it without breast or hip enhancements it still looked pretty good on him even if he did say so himself. Moving back into the dressing room he was instantly met by Jessy who gave him a quick wolf whistle, further boosting his confidence. “Look at our natural beauty.” She exclaimed, letting Ash know that he didn’t use those silicone forms or makeup to look good.
“Now remember what I said about those black-market hormones. You really have to stop taking those. I wouldn’t want to see you ruin yourself like that. If you want to use hormones and you are serious about it, my offer to take you to that doctor still stands. If you need me for anything else don’t hesitate to call me at all.” Jessy once again urged, she really wanted to let it get through to Ash just how important that it was that he stopped those hormones which could have dangerous consequences as their exact composition was unknown.
“I won’t Jessy, I promise.” He once again said as Jessy pulled him into yet another quick hug, just as his mother arrived in the dressing room to check on them. Realising his mother was there, looking at him in this dress Ash couldn’t help but blush a little. Like Jessy had said though, there was nothing wrong about this even if it was hard to express that in front of his mother.
“Jessy, thank you so much again for your service and if we ever need you again in the future I’ll make sure to call you. Now it’s getting late and I think it’s pretty much time for all of us to go home.” Beatrice said as she paid Jessy and she and Ash said their goodbyes. She then remained quiet as she walked to the car with Ash, not wanting to jinx anything. In fact it just once again amazed her how natural Ash moved in his dress and heels.
