Ash's New Career Pt. 01

"Of course we do need professional help to give Ash the best possible chance. So Keira while I fix a photographer, a makeup artist, a stylist and a hair dresser why don't you teach your brother the basics? The shoot probably won't be for today anymore, but that way Ash can get into the role a little already. "Beatrice said with a smile before waving her kids away as she started dialling on the phone, making clear no discussion would be had about it. Keira was all smiles and a stunned Ash was too afraid to interrupt his mother again.

Looking forward to having some fun at her brothers expense as revenge Keira grabbed Ash's hand and started leading him down the hall again. "Oh mom is so pissed, she sounded like she was about to lose a big contract and then you barge in screaming and basically admitting you screwed another one of her contracts. I don't know what mom will do if you screw up again, but I'm sure it won't be pretty." Keira said with a huge smile, rubbing the situation in further to ensure Ash would be very compliant when she got to work.

On the short walk to their rooms Keira was thinking about what kind of style she wanted for her brother. One thing was for sure, it should be a rather extreme style as she really wanted to get the most out of embarrassing her brother now that she had the chance and her mothers blessing. There was no way Ash would normally agree to let her do anything to him, but being able to threaten with telling their mother would prove a powerful tool right now.

Keira choose to march her brother into her own room simply because she had a vanity table an he didn't. If she wanted to teach him all the tips and tricks of using makeup then a good mirror would simply be a necessity. "Alright little brother of mine, let's start with your very first makeup lesson shall we?" Keira asked as she forced her brother to sit down in front of the vanity table, still clad in nothing but his boxers.

"First and foremost, we need to get you makeup ready. The first step would be to use a good hydrating facial cream, but since you already used one of mine, even on your fucking torso I guess we can skip that step which leaves us only with those bushy brows of yours." Keira said with a broad smile as she picked up a pair of tweezers.

"Keira, please don't, just be reasonable for a moment they won't just grow back after you gave this stupid bet of sorts which you know was just a joke it's best try. God knows how long it would take until that damage is gone." Ash spoke nervously and genuinely scared of his sister.

"Joke or not, you shouldn't have said that if you didn't mean it, besides as I recall it, it didn't even sound like a joke at all. I know those brows will take time to regrow, but just think about it, we can't give this our best shot if we leave your brows as they are now can we? If you really think I'm being unreasonable we could go back to mom and interrupt her phone call again. I bet she will be thrilled to confirm that we really should take care of those brows of yours." Keira offered with a smile knowing full well she had the upper hand.

Ash realised full well if they went to interrupt their mother once more he would be into a world of trouble so he nervously stammered." N...no, that won't be necessary." He was more scared of his mother than he was of how visible this change Keira might make would be. It wasn't even that he was against getting his eyebrows plucked. He was just scared that everyone who would see them would know of his deepest most secret desire.

"Good, then sit still as this is only going to hurt a bit." Keira smiles as she moved Ash's head back none too gentle, a bit surprised as she gave his eyebrows a closer look to find in a pretty neat state already. There were no stray hairs to be seen, yet they were rather full and thick. Too thick for the look she wanted her brother to have so she started plucking away. Her brother was a bit of a freak when it came to immaculately maintaining his appearance so the neat brows weren't that out of the ordinary.

By the time Keira was ready allowing him to look down Ash was horrified. There was nearly nothing left of his eyebrows, nothing but two extremely thin high arches. Although he had secretly like the thought of having a bit more shapely eyebrows he really didn't like what his sister had done with them. Eyebrows this thin had been out of fashion for ages, they were simply horrible.

"I'm so glad you like them. Ash, they are so you, now watch carefully as I apply your foundation, cause once I'm done with your makeup you are going to redo it yourself." Keira said with a big smirk enjoying the shocked look on her brothers face. Revenge was so sweet.

Ash's horror only grew as he witnessed how his sister completely ruined his face with the tasteless tarty sissy makeup she applied while telling him how he had to replicate the look. The foundation she used was way to pale for his skin making it look nearly porcelain white. It was followed by colouring his newly plucked arches in way too dark, the pink lip liner she used deviated way too far from his actual lips looking fake as hell instead of just enhancing the lips. The bright pink colour lipstick and overdose of gloss only made it worse. For his eyes she chose exaggeratedly large wings paired with mascara and a solid colour of pink eye shadow over his entire eyelid before finishing the look with two deep pink circles on his cheeks. Ash ended up looking like a weird combination between a hooker and a porcelain doll and he simply hated it, something Keira delighted in.

"Tada, you're all ready. Just look at you such a pretty doll, Maybe you are right and you do make a prettier girl than me. What do you think should we take a selfie and ask my followers?" Keira taunted giving Ash the scare of his life there was no way he ever wanted to be seen by anyone like this.

"Maybe we better wait though cause I don't want to get banned for indecency because my pretty little brother is showing some nipple. I bet you look so convincingly that they would think you are a girl and we all know girl's nipples aren't allowed. Just wait here while I find you a fitting outfit to go with your new look. While I'm busy with that I want you to try and replicate this look on your own, after all a girl needs to know how to do her makeup. There are some wipes over there, just follow what I thought you and you should be fine." Keira taunted as she was already looking forward to the final result. Surely it would be badly applied on top of being tarty making it look even worse. She couldn't wait to see that.

As fast as he could Ash grabbed the wipes and started carefully removing every trace of the makeup his sister had slathered on. He just couldn't stand the tarty face starting back at him and he couldn't be rid of it fast enough. Expertly he wiped his face clean in less than a minute. A skill he had picked up when he sneakily tried to put on makeup before, but had to get rid of it quickly not to get caught.

With that horrible makeup job finally gone Ash started reapplying the make up as he had been ordered to by his sister. He knew he couldn't deviate from her look too much so he had to use the same products in order not to raise too much suspicion, but there was no way he was going to allow his face to look that tarty again.

The foundation still was way too pale for his skin, but he kind of fixed it by applying a way lighter coat, making his own skin shine through way more giving him a darker toned end result. The brows were pretty much a lost cause having been plucked way too thin, yet with the help of the eyebrow pencil his sister had used to turn them really dark he managed to outline new fuller brows, going easier on the colour to make them appear more naturally again.

His sister who turned around with a smirk from her closet, looking for the perfect outfit, but not wanting to miss the chance to see her brother struggle and fumble with his makeup ended up being rather surprised. Ash in fact looked rather calm and collected applying the makeup not perfectly, but certainly with a certain skill. From what she could see now he was also doing a better job or at least a less tarty job of his makeup than she had given him.

This made her think back to her earlier confusion about his neat brows, and the confident way in which he had said he would make a prettier girl than she did. The previous two things she had been able to explain for herself, but for this makeup there really was no explanation. Her earlier suspicion's returning in full force Keira decided to sneak off to her brother's room instead to look for some confirmation for what she suspected.

Ash was so focused on his makeup job that he didn't even notice Keira leaving the room. Instead he redid his lips, simply outlining his lips with the pink lip pencil, giving the illusion of being slightly more voluminous before applying the same bright pink lipstick but only using a hint of gloss giving his lips a healthy shine. For his eyeliner he resorted to simple top and bottom lines with tiny wing as an accent before applying the mascara. For his eyeshadow Ash resorted for a deep intense colour close to the eye which grew gradually lighter the further from the eye it went making it look far classier. Finally for the blush Ash carefully applied a little dusting highlighting his cheekbones more than anything.

Leaning Back Ash was rather pleased with himself. While the colour scheme was not something he would have personally chosen he had managed to turn the look his sister had insisted on into something somewhat more classy and definitely more natural looking.

What Ash didn't know however that his sister had gone up to his room and had actually found the outfit he had carefully hidden away. It consisted of a simple dress, a very sexy lingerie set that Keira had once worn for a photoshoot she had wanted to refuse, but her boyfriend had insisted she'd do because it looked 'hot' and a pair of strappy sandals.

Her suspicion that Ash might actually secretly like this was confirmed, but seeing how strongly her brother kept denying it she could definitely tell that he didn't want it found out at all. This was even better than she had initially thought as it meant she could now use that secret as leverage over her brother to push her own double agenda she had with the photographer and her boyfriend.

With proof of his secret in hand Keira walked back to her room with a big smile. Ash certainly had a lot of explaining to do, and he had a good reason to stay in her good graces as his secret staying a secret now entirely depended on her silence.