Chapter 2

While Linda was gone searching for the dreaded heels Victor gave the outfit he was supposed to wear a closer look. Just looking at the pile of pink gave him shivers. He really didn’t want to put any of this outfit on, but it didn’t look like he would have much of a choice. “It’s only fabric, a bitter pill to swallow, but if you put on this dress now and let that horrid Linda snap some pictures, then get elected for the shoot and repeat this all over your troubles will be over.” He tried to motivate himself.

There was one big problem though, he didn’t even know where to start. The big mass of pink made it hard to even distinguish different items and so many of the things looked strange to him. Picking up a package of something pink with a white line wrapped around a piece of cardboard he just looked at it strangely until suddenly Linda showed up behind him. “Those are your stockings.” She casually said seeing his questioning look.

Victor of course knew what stockings were and how they looked like and now that Linda had said it, it did make sense. He just never saw a pair still in their package so the rectangle of carboard just looked strange to him. “I see you haven’t even the first clue how to get dressed. Tsk you’re going to be a lot more work than I expected.” Linda said placing the shoebox down. Victor was annoyed by Linda’s comment what did she expect? He decided to just swallow his words so he could get this over with quickly. What he didn’t realise was that Linda’s comment was meant for more than the shoot alone.

“Okay Victor, first things first and I thought even a child would know this, but if you are supposed to get dressed in a new outfit you should strip out of the one you’re currently wearing first. When I say strip I mean completely, underwear and everything.” Linda said sternly not even attempting to go or look away.

When Victor didn’t immediately get into action she was about to speak up, but much to her surprise Victor interrupted her taking the word first. “Look Linda, I’m going to change into this outfit even though I don’t like it one bit alright, but at least give me some damn privacy and time.” Victor said letting his annoyance get the better of him for a moment.

Linda’s eyes narrowed into a deadly stare. She couldn’t remember the last time anyone had actually talked back to her and she wasn’t going to tolerate it either. “Look Victor, do you really think that I like having to practically hold your hand to help you get dressed? News flash I don’t! If you dislike that outfit so much you can always just pack your things and get going so I can find someone else for the shoot. No one is forcing you!” Linda replied sharply knowing full well that Victor didn’t have many options.

Letting her words sink in for a moment Linda carried on. “You had your chance to get changed in the lingerie in private when I was finding you your heels yet here you are still fully dressed like you were when you entered my store today. I’m doing you a favour by helping you out with an outfit and a portfolio and all you do is ungratefully ask me to let you take your time? At this rate I’ll be lucky if you’re ready by closing time and I do have a store to run. I’m already spending more of my precious time than I should on this so what is it going to be? Are you going to strip or going to go? If you go you can always make an own portfolio of course so what is it going to be? Are you going to go strip or do you also need help with that?” Linda asked sternly.

Victor was stunned by Linda’s reaction. He hadn’t expected such a fast aggressive response. As much as he wanted to say Linda could just fuck off he couldn’t afford the consequences of breaking the contract he stupidly signed. He also needed the money desperately. He was screwed and he knew it. Having to ask someone to take pictures of him in a similar outfit would be way worse though, so forcing himself to swallow his pride for now Victor started taking of his shirt.

“Good choice, now don’t forget, strip of everything. No need to be shy, you don’t have anything I haven’t seen before.” Linda said with a smirk as she watched Victor undress. There was hesitation when he got down to only his boxers, but under Linda’s stern gaze he eventually gave in with a blush. Stripping out of his boxer shorts he revealed a rather big cock, at least 8 inches, maybe a bit more. What made it look that huge was the fact that Victor was a shower and not a grower. Even when soft his cock was a solid 8 inches. It was surprising to Linda but she didn’t show it, after all she didn’t want to give him an ego.

Instead she pushed him further into the embarrassed direction by thoroughly scanning his body while he tried covering up his junk. His body hair wasn’t very pronounced which should yield good results in the outfit she had selected, at least for this preliminary shoot. For the actual shoot she would get rid of it all.

“Good now let’s get you all sorted out. First things first, the panties. Linda said pulling a pair of pink satin panties with a white lace trim and white lace hearts scattered all over them.” Victor thought he would get sick looking at the offensively girly item. It’s just fabric he repeated once more as he reluctantly stepped into the garment.

Just as he was about to settle them on his hips Linda surprised him by grabbing his cock. With a skilled obviously trained motion Linda put her flat hand against his scrotum and pushed his balls back into his stomach, quickly pressing his cock back between his legs so that the head was at the start of his butt crack before tugging the panties in place tightly so everything would stay neatly tucked. She had selected a pair of panties from her collection that could double as a gaff for this exact reason.

All victor could do was gasp in shock before gasping again when he saw his front was as flat as any girl’s. He didn’t even think something like this was possible, but this obviously wasn’t the first time Linda had tucked a cock. He wanted to scream at her for molesting him, but he just couldn’t find the words. He simply was to shocked over what had just played out.

“Oh for god’s sake Victor quit looking so shocked. These are the kinds of things models have to go through all the time so get used to it. If this makes you uncomfortable then that’s just too bad. Now put this on.” Linda exclaimed handing him a garter gridle made out of solid pink satin with a heart shaped white lace panel stitched to the front. The tabs themselves ended in chrome heart shapes.

Victor just looked at the garment stupidly making Linda roll her eyes. “You won’t say that you’re clueless on how to put this on will you? It’s literally the simplest thing to put on. Just step into it and pull it in place.” Linda said sharply.

Embarrassed Victor followed the instructions, but halfway up his thighs he stopped. “It’s too tight, there is no way this is the right size!” He complained only for Linda to step in and give it a good upward yank, making the garment slip over his hips and settle around his waist, flattening his slightly pudgy belly and pulling in his waist a little.

“You were saying?” Linda asked with a smirk as the tight girdle gave him a slightly more girlish figure. Nothing too extreme though as the tight rubber on the inside of the girdle could only do so much, but it at least gave a slight illusion of curves. For Victor the thing was still way too tight, but he didn’t complain knowing Linda wouldn’t listen anyways after what she had done to his cock. He just wanted to get this over with so he could get out of these offensive clothes as fast as possible.

“Now I suppose you’re clueless about how to put on stockings or a bra as well? Luckily you decided to have me shoot some pictures for your portfolio. Even if you had bought an outfit here you probably wouldn’t be able to put it on. Well not on your own at least, maybe if you asked a female friend or something like that.” Linda commented.

The only female friend coming to Victors mind right away was his girlfriend and if she saw him like this she would undoubtedly ditch him right away. As horrid as it was to have this Linda woman dress him up, it was the best option available to him. He really should have insisted on reading that contract before he signed.

With skilled efficiency Linda rolled one stocking up in a doughnut, kneeling down and slipping it on his foot, rolling it just above his ankle. After doing the same for the other one she ten rolled the first stocking all the way up to high up his thigh, the sheer pink nylon encasing his leg and masking the light hair on them. Making sure the back-seam was straight she attached the garter tabs to the stocking tops, repeating this with the next stocking.

Now that his whole lower body was clad in lingerie it was time for his bra which matched the rest of his lingerie. The bra was made out of solid pink satin with padded cups providing some sturdiness to create an illusion of breasts when the dress would be draped over it. Both cups had a white lace heart stitched on where the nipples should normally be positioned.

Victor was in a constant state of confusion and shock as Linda quickly added to his overly girly outfit he was wearing a way more complete and refined set of lingerie than his girlfriend had ever worn for him and no matter how much he hated the look and thought of it, the soft satin and nylon fabrics did feel alien but great on his skin. It was softer than anything he had ever felt before.

Taking a step back Linda subjected Victor to a thorough examination making his cheeks blush even redder than they already were. “Alright, that’s looking quite good, all the right sizes, I think you’ll make a fine model for my shoot, now for the dress.” Linda said critically inspecting him like a piece of meat.

When she picked up the dress Victor got a first good look at it and what he saw made him regret this whole thing even more. The dress looked more fit for a barbie doll than for an adult man. “Wait, isn’t this embarrassing enough yet?” Victor stopped Linda as she approached him with the dress.

“Oh I didn’t realise you wanted to be a lingerie model exclusively, well if you really want to we can do more of a boudoir shoot.” Linda said with a smirk much to Victor’s shock. She was right though, he couldn’t just let her snap pictures of him in this lingerie, now could he? He would die of shame if there was picture evidence of how flat his crotch was with Linda’s tucking job. At least the dress would cover that detail up he thought as he didn’t protest any further.

The end of his protests brought a smirk to Linda’s face as she approached him with the dress and slipped it over his head, zipping it up in the back. The dress’s body fit snugly around his pinched in waist and was made out of a soft pink body with strappy sleeves and a skater skirt reaching mid-thigh. It could be worn like this or with a bunch of petticoats to make the skirt really stand out. For this test shoot Linda opted to leave the petticoats out of it for now.

Matching his lingerie the dress followed a similar heart theme as a big white lace heart adorned the front of the dress. Where it fit over his chest the two round parts of the hear were situated, going down the body with the point being positioned right above where his belly button was. The edge of the skirt was decorated by a string of white lace hearts stitched all around the skirt.

Now that the dress was on Victor had his doubts about what was worse. Sure he didn’t want to be photographed in his lingerie, but he wasn’t even sure it would actually be worse than this dress that even barbie would probably refuse to wear. It was too late now, he didn’t exactly feel like protesting much in his highly embarrassed state. All he wanted was for this to end and the only way it would end quickly was by going forward without complaints.

The last two finishing touches to his outfit were a pair of soft pink stiletto heels with a white leather heart on the toes and a pair of soft pink lace gloves cut at wrist length and tied off with a white satin bow. They made his hand and feet look oh so dainty much to his shame. There was nothing to be done about it now though, he had gone this far and he wouldn’t go back now. He couldn’t stand the thought of all of this having been for nothing.

Slipping his stockinged feet into the heels Victor found that they were rather tight, but a perfect fit nonetheless other than that they were mainly very hard to keep his balance in. The raised angle of his heel and the small support the thin heel provided were very alien to him. They also made his feet look surprisingly dainty, an effect the gloves had on his hands as well.

Linda deliberately didn’t bother trying to do something with Victors hair or face. Sure he would look so much more like the perfect sissy with a full face of makeup, but that would destroy the plans she had for this try out shoot. It might make it hard to keep him recognisable otherwise.

“Good Victor, I think you’re about ready for your shoot now. Why don’t you just move out here to the middle of the stage. I’ll open the curtains for you and then snap a few pics. I’ll give some instructions on poses so just follow what I say and you’ll be fine.” Linda said with a big smile to Victor who was wearing a girlier outfit than he had probably ever seen before.

“Move?! I can barely stand in these stupid shoes, if I tried moving I would fall and potentially hurt myself badly for sure. There is no way I can get to the middle of the stage like this and I don’t want to fall and have to be taken to a hospital by ambulance looking like this.” Victor blurted out, his serious concerns about his safety coming out rather aggressive mixed with his disapproval and frustrations about this damn outfit. He was still embarrassed, but the embarrassing thought of having to go to the hospital like this took the upper hand getting him to protest.

“Victor, how many times do I need to tell you to quit whining? I’m getting the impression that you’re an even bigger sissy than the ones who actually come here to buy these dresses. Alright though, if falling is your biggest worry then I guess I’ll have to guide you in position like the prissy princess you are.” Linda taunted, wrapping an arm about his waist and holding his arm for support before guiding him in the position he was supposed to be in.

“Now are you going to be okay or will I have to come hold your hand throughout every changed of pose princess?” Linda asked with a big smile knowing she was stabbing Victor right in his pride. Oh she loved giving him a hard time over every little protest.

Mortified Victor shook his head and stammered. “N… no, I’ll be okay.” What else could he say? Being walked on stage like some prissy girl really stung his ego. As did being called a princess. He wanted to object heels just weren’t natural for a guy, but it would only lead to Linda making more fun of him probably so instead he held his mouth shut.

“Good.” Linda simply said before moving down the side of the stage and disappearing from view. Leaving Victor confused and embarrassed. His embarrassment only grew when all of a sudden the curtains in front of him opened and two bright spots shone right upon him. His face formed into a shocked surprised expression, one Linda instantly covered with the camera from her phone.

“Alright that perfect princess, now do that same expression, but press your skirt between your legs with one hand and hold the other one in front of your slightly opened mouth.” Linda said making a point out of calling Victor princess going forward.

Even without doing it Victor knew how ridiculous that pose would look. He wanted to protest it, but before he could Linda scolded him because she was getting impatient. “Well what are you waiting for princess? Do you really need me to come up there and help you assume that pose like you’re some kind of doll? Or, I think I know it. You love this outfit so much that you want to drag this out as long as you can. Well you can take this outfit home once the shoot is done so you can practice in those heels and practice your posing.” Linda said with a smile. She knew it was the last thing Victor would want.

Victor’s face turned bright red, he would definitely not take this outfit home, and he definitely didn’t want Linda coming up on the stage to come and pose him. Her leading him up to his spot was bad enough already. He already knew Linda well enough to know she wouldn’t change her command if he protested, not even a little. Not having another out of this outfit Victor gave in yet again and struck the pose Linda wanted.

“That’s perfect princess.” Linda laughed as she snapped a pic with her phone. “Now cast your eyes down and clutch your hands in front of your skirt like a shy little girl.” Linda instructed and although Victor hated it he followed the order, letting Linda taking through one embarrassing pose after the next before finally she put her phone down.

“Alright, I guess I have what I need to make your portfolio so you can go if you want to. If not you can always prance around a little more in that dress of course, but I’ll be getting back to work. You can change and leave, unless you rather wear that dress home of course. Oh and like promised you can lend it. You need to bring it back if I do or don’t select you for the shoot though and if it’s damaged, you’ll need to pay for it. I’ll contact you once I made my decision over what model I want for my shoot.” Linda said to an exhausted Victor who thought this proof shoot would never end.

The first thing he did when Linda told him it was over was kick off those damn heels. He then retreated back behind the curtain and started stripping out of the other items. Taking off that outfit proved to be a real chore, but when he finally did get out it was a huge relieve. A relieve for his cock and balls to hang free again, a relieve to breath freely again, just all together a relieve to be out of that dreadful girly outfit.

Getting back into the clothes he came in Victor left the store leaving the outfit behind, not even thinking about taking it along. After the dreadful experience this had been Victor, really hoped he would get selected for the shoot, not because he wanted to get back in that outfit or a similar one, but simply because after suffering this much for it already, it would be extra painful to end up not getting the money either.

Going home Victor couldn’t shake that nasty feeling of sheer sissyness that had been forced upon him with that horrid outfit and those shameful poses. He felt rather disgusted with himself but there was nothing that could be done about it. Even if he had read the contract, he might have still agreed to it despite the 20k claim if he didn’t follow through with a portfolio and the shoot if he was chosen, he thought sombrely. Afterall he really did need the money and if anything had become clear these past days it was that without this modelling gig he wouldn’t manage to get it on time.

Arriving at his door he quickly ripped off another eviction notice before his girlfriend would see it. It was the last warning notice, the next one which would come in a few days would be to notify that he had to be out of the building by the next day or be forcefully removed by the police. It was wrong trying to hide something this serious from his girlfriend, but if she saw this it would be the end of their recently troubled relationship for sure.

Victor just hoped that Linda would make up her mind quickly about who she wanted for the shoot. Maybe he had waited a bit to long to put his pride aside and go ask Linda for a second chance cause if he wanted to safe his current life he would need to get his hands on that 20k soon. Either way he started looking for another job once more. 20k would get him out of the woods for a few months at least, but with how hard the job market seemed to be he would probably need the time to find a new more permanent job and solution.

A day passed by with no information about the modelling job meaning there were only three days left for him to come up with the money. As he still didn’t get any news the following day his nerves only grew. With two days left he decided he would give that hated Linda a call. He really desperately needed that shoot and that money, most of all he needed some certainty. Sadly for him though the phone instantly went over to voicemail leaving him nervous and without any answers.

Back in her office Linda was smiling. She had programmed her phone to go over on voicemail every time Victor called. Sometimes all you had to do was wait and let the desperation take hold before delivering the finishing blow. She could already imagine just how desperate victor had become, but now wasn’t the time. Not yet.

Panic really took a hold of Victor the following day when he still couldn’t get Linda on the line. With the final eviction notice coming tomorrow it was now or never. He was so nervous he couldn’t think straight anymore. Even looking for jobs was nearly impossible with how clouded with stress his mind was. That night turned out to be a sleepless night, he had no better answer than he had had when leaving CC’s and tomorrow he would get the final notice saying he needed to pack his stuff and be out by the day after. He wouldn’t even be able to pack much as he had nowhere to go.

The following morning Victor got out of bed very early. He simply couldn’t sleep anymore and he dreaded the fateful knock signing the end of his current life like nothing else before. Deciding to just bury his head in the sand Victor got dressed and went out for a long walk. He didn’t want to wait for that knock and he didn’t want to go home either, dreading that notice would be there.

While Victor was out walking Linda put her plan into action. She had the landlord call Victor’s girlfriend Jessica. It wasn’t common practice as Victor was the one paying rent, but for a little bribe he had been all to happy to agree. It would at least cover some of his loss on the rent and he only had to notify the people living there so he didn’t care if he notify Victor or Jessica.

“Hello Jessica? I’m calling you just to let you know that you and Victor should be moved out by tomorrow.” He said shortly before putting down the phone leaving no time for Jessica who was shocked and surprised to react or ask questions. In a panicking hurry she rushed home, her face going completely pale as she found the final eviction notice on the door. The final one meaning there had been notices before.

Slowly but surely her shock turned into anger, anger at Victor who had been hiding the fact that they would become homeless from her. He hadn’t even given her the chance to look for a solution, not even one for herself. It said that she needed to be moved out by tomorrow and she didn’t have the first clue on where the hell she could go.

In a furry she swung the door open hoping to confront Victor, making her nearly step on the file that had been slid under the door. Opening it up she was greeted by an A4 sized picture of Victor in the most pink and girly outfit she had ever seen making a shocked pose with his hand before his mouth and one pressed on his skirt between his legs. It was as if he was mocking the shock she felt seeing this image.

It was all too much, way too much for her to handle. In a furry she threw the notice and the portfolio of which she had only seen the cover sheet, on the floor. Rushing out she slammed the door behind her. She was angrier than she had ever been and right now she felt like she never wanted to see or hear Victor ever again. That asshole with his fucking secrets, she was homeless because of him and from that one picture she had seen it also looked like he had a huge perverted secret on top. Looking through the file wouldn’t have made much of a difference as it was littered with Victor in all manner of different poses in that same fateful outfit. It would just have solidified her thought about him being a fucking sissy.

While Jessica was making her nasty discovery, Victor got a text form Linda’s number reading. “You’ve got the job. I’ve dropped off your portfolio at home, but you weren’t there. I expect you here at the store in 2 hours. If you don’t make it, then I’ll contact someone else. Linda.”

As fast as he could Victor rushed home. This was the exact kind of message he needed right now. Even if the final eviction notice was at his door he would still be able to turn it around. By the end of the day that shoot should surely be over and if he could make a three-month rent deposit straight away then certainly the landlord would let him stay right? His hope of being able to safe his current life was renewed.

For a moment it felt like all the stress and pressure were lifted off his shoulder. God he was actually excited to go to CC’s at this point. While he still dreaded what the shoot would entail, he couldn’t wait to walk out there with a fat check and get his live back on the rails.

Coming home his joy and hope were replaced with dread once more as he found the eviction notice and the portfolio thrown on the floor. Clearly someone had been here before him and that could only be one person, Jessica! A flair of panic struck him, why had she come home, she was supposed to be at class. Shit it meant his whole secret of the eviction was out, and then there was that portfolio.

Picking it up he nearly fainted when he saw the first picture staring back at him like a horrid memory. The very same picture Jessica must have seen. A wave of nausea coursed through him, god she must be royally pissed at him. He just had to call her, he had to explain what happened and that it would all be alright.

Calling Jessica did not go well at all however. She did pick up the phone, but before he could say anything she went on an angry rant. “You fucking sissy asshole, you ruined my life. I’m fucking homeless because of you, you big fucking perv. I never want to see or hear from you ever again so don’t you dare be home when I come pick up my clothes at around six this evening or I can’t be held accountable for what’ll happen.” It was followed by a beep of the call being ended.

Victor was left feeling shocked and even nauseous. He wasn’t sure if he would ever be able to fix things with Jessica, he had never heard her this pissed before and he couldn’t really blame her after what had happened. He knew hiding the eviction from her was wrong, but he had been screwed by his ego there. He just couldn’t bear losing her and letting her see him as a failure. He couldn’t even begin to imagine what she must be thinking of him now.

Meanwhile the time he had left to show up at CC’s was ticking. The shock of his royally pissed girlfriend nearly made him forget about that, but as he remembered it all he could think off was how it provided a lifeline. If he showed up tonight with this fat check he would safe his home and be able to explain that portfolio and why he had to do it to Jessica.

Sure there would be trust issues after keeping the eviction secret and they would have to work hard to solve those, but he hoped that him actually doing such a shoot would prove that he wanted to do a lot to save their home and relationship. He had to go to CC’s right away, he had to get over his pride and do that fucking shoot no matter what then maybe he could still fix this. It was his only hope.

Having no time to waste Victor rushed to the CC’s boutique. The sign on the door said closed, but inside Linda was awaiting him. She knew for a fact that he would be as desperate as he could be meaning she should have nearly full reign during her shoot. She would be able to get him to agree with nearly everything she thought with a smile. At least until it became clear that this shoot was only the beginning.

(This is another one of my stories running up on my Patreon. If you want to see more of this and many other stories, please consider following me there. https://www.patreon.com/Fibaro This story was commissioned by one of my Patrons and is still running.)

Chapter 3

Seeing the ‘Closed’ sign at the door Victor was just about to give Linda a call, terrified that he would have shown up at the wrong address and as a result be too late at what he considered his absolute last chance to get his old life back.

He was just dialling when a young pretty redhaired girl showed up at the other side of the glass door. Her hair was pretty much the same colour as Linda’s, she wore a similar outfit as well apart from the fact that her skirt was shorter and there were more frills to her outfit. The girl was definitely smaller than Linda and she was nowhere close to Linda’s curves. In fact she did have relatively little curves for a girl. Her waist was quite narrow, which made her bottom quite pronounced, but her breasts were nearly flat.

“Hello sir, you must be Victor right? And you are here for the shoot correct? I’m Stephanie, pleased to meet you. My mommy is expecting you, please follow along.” The girl said in a very exaggerated lisping voice as she opened the door for him before leading him down the store with a dainty mince.

It was very surprising to Victor to see a girl this pretty move and talk in such a way. Then all of a sudden it dawned on him. This probably was a sissy and no girl. Shocked Victor followed along. He had never thought he could find another guy attractive, not even in the slightest. Then again, this Stephanie didn’t look anything like a guy at all.

Trying to get over his shock of realising he had actually thought about another guy no matter how girly he looked as hot, Victor meekly followed behind, straight to the back of the store and into the employee lounge. There Linda was waiting next to a way older plump woman with salt and pepper hair, wearing a shapeless pink dress, thick nude support hose and a pair of comfortable loafers. The woman looked to be about Linda’s height, well if Linda would be standing flat on her feet instead of in her high heels.

An Asian woman with very long straight black hair, and an athletic figure with smallish perky breasts sat on a chair nearby. She was wearing no makeup except for black lipstick. Her outfit consisted of a dark purple sports bra, an over sized black and white flannel checkered shirt that just hung open, a pair of purple spandex leggings with a certain shine to them and black sneakers with white laces.

The Asian woman looked very tough and didn’t really seem to fit in this setting all that well. Judging from the fancy camera laying beside her on the table Victor could only guess she would be the photographer. It made him shudder. Apart from tough she was a striking beauty looking quite metal, exactly his type. The slightly too interested look at the photographer didn’t escape Linda’s attention either. That could be fun for the future. For now they had a shoot to get going though.

“Ah Victor, you’re here, none to early either so we’ll better get going. This here is Suzan. She will help prepare you for your outfits. You’re not that much of a man when it comes to body hair, nothing but a light fuss yet we can’t tolerate even the possibility of a hint of leg hair showing through your sheer stockings. Hairy is a terrible look for sissies.” Linda said all business like, introducing the older woman.

“And this here is Mindy, she will be our photographer today. Now could you please stand against that wall for a moment so she can take a test shot to calibrate her camera? Then you can strip completely naked and lay down on the bed so Suzan can start you waxing.” Linda started ordering Victor around before he could give her a reply.

“Waxing? Hairy a terrible look for a sissy? I’m no fucking sissy. I’m just here to do a job that’s it. I agreed to model, but not to get waxed okay?” He asked trying to make a statement in a shocked yet calm fashion, lightly motivated by trying to impress Mindy. Nevertheless he stood against the wall trying to strike a cool pose for Mindy, he had no objections against that. Unimpressed by his behaviour Mindy snapped a few pics that would make nice before pictures.

“Well you’ve come to a sissy boutique to model all kinds of sissy outfits as a model for the website of said sissy boutique. So for all I care you are a sissy, at least for this shoot and as I said hairy is a terrible look for a sissy so you are getting waxed. Besides it’s in the contract that you agree to ready yourself appropriately for the shoot, in this case that means hairless so unless you did that yourself refusing the waxing is a contract breach and I believe I already explained what those consequences are. I do believe I get what you’re trying to say though, you’d rather we address you as princess like I did last time. So be it.” Linda said crushing Victor’s points, ego and attempt to impress Mindy who couldn’t help but giggle.

The trend was instantly set. Clearly Victor wouldn’t find any allies here. He had only just arrived and had already been embarrassed in front of everyone. He was also reminded of the fact that if he didn’t cooperated not only would his old life be beyond saving, he could end up in jail as well if he couldn’t pay the 20k damage claim. The only one pitying him was Stephanie, but she just remained quiet in the back. She knew better than to try and talk back. Especially with her stepmother present.

“So Victor what are you waiting for? Are you going to strip or what? Mindy is done calibrating her camera so Suzan is waiting. I know you’re probably going to make a fuss about needing privacy like you did last time, well forget it. It’s just us women and sissies here, nothing to be ashamed off so strip and get on the bed.” Linda ordered leaving Victor speechless as that was indeed the exact thing he was going to ask for.

Realising he had little choice Victor walked over to the bed and started stripping out of his clothes, his cheeks burned bright red as the three women watched him intensely, not helping his shame at all. He desperately wanted to stop when he was down to his boxers, but one look at Linda made it clear that it wouldn’t be tolerated.

With a deep sigh he stepped out of his underwear as well. I made him feel very exposed but as he reminded himself this was for the greater good. Going along with this for today would end all his troubles plus give his savings account a big boost. Much to his surprise Mindy snapped another pic once he was. This wasn’t the deal, but when this hot chick gave him a wink he couldn’t really be mad either.

“Come over here Victor, it’s time for your waxing.” Linda smirked patting the bed where Suzan was preparing everything. He was very reluctant, but he couldn’t and wouldn’t pussy out. Especially not with how Mindy seemed to have taken a liking in him. He had to impress her, even when impressing meant going along with this embarrassing shoot simply to prove he was man enough to wear dresses and not care.

Although he didn’t really believe that logic himself he came up with it anyways to help him get through this horribly embarrassing experience. Maybe there was a way where he could ask Mindy out as well. Although what had happened with his girlfriend had been devastating and how he hoped he could put things right if he showed her what that portfolio was for once he had the money, he had his doubts.

Things had been difficult between them for a while now and even without the portfolio the hidden eviction notice would probably have been the nail in the coffin. In that regard it might be good to maybe have a plan B after taking some time to get over the loss of his girlfriend.

Getting down on the bed Suzan didn’t waste any time at all. She immediately started by spreading something rather warm over his shins, nearly instantly followed by some white strip of sort which she spread over it and then a hard-rapid tug, pulling off the warm stuff along with what felt like his skin. “Ah motherfucking fuck that hurts, be careful woman.” He screamed to a clearly unimpressed Suzan who just applied the same warm stuff right next to where she had just pulled it off. In place of the previous strip his skin was completely smooth and slightly pink.

“Victor! I won’t stand having you cussing at any of these people who are just doing their job. You’ll apologise to Suzan right now and quit being such a pussy, us women go through a wax like this all the time. None of us complain or scream that much.” Linda scolded and mocked him. It was a hit right to his male pride, and worst of all was that he couldn’t make any excuses on this front. She was one hundred percent right, his girlfriend or maybe ex now regularly waxed.

Mindy’s disapproving look only made it feel even worse, especially when Suzan made him yelp with pulling off another one of those strips. “I’m sorry for lashing out Suzan.” He finally said bracing himself as the woman just smirked at him in a way that made him feel uneasy while applying another strip of the warm stuff. Over the course of the hour she very thoroughly waxed every inch of his body. She didn’t even skip his ball which victor feared she would rip straight of, but as she said it was too late now. The wax was on and the only way off was with all his hair. Much to his surprise she also waxed his beard and moustache area.

“No Victor, no need to complain about your beard. You don’t have that much to begin with and it’s necessary to create a smooth surface for your makeup which’ll follow later.” Linda explained seeing he was about to protest. There wasn’t much he had to offer in the form of a reply. All he could do was give he a shocked face. Shocked that he would be getting makeup even though he should have known that was about to happen.

“Alright the sissy’s done. Have a nice shoot.” Suzan finally said as Victor was completely smooth all over, his skin completely hairless and slightly pink from the pulling of the wax. While Suzan packed her stuff, Mindy snapped yet another pic much to his shock. He wanted to protest, to tell her to delete it, but he didn’t want to upset her, so he just left it how it was.

He was just about to get up when Linda stopped him. “Just wait a minute Victor. I still have something for you before you’re ready for the make up table and then your first outfit.” She said pulling out something in hot pink with silver heart shaped thing hanging off of it. It was a chastity cage and even though Linda would never tell him that not to inflate his ego, she had custom ordered this one based on her estimates so she hoped it would fit. Victor would simply be to big to fit in the regular cages she had.

“What is that thing?” Victor asked suspiciously as he didn’t recognise what Linda was holding, he did have a bad feeling about it though.

“This is a chastity cage. A metal cage to keep a sissy from touching their clit. This ring here goes behind the balls, then this part fits into the ring over the cock and gets secured with this lock so erections become impossible.” Linda explained the mechanisms of the cage.

“Before you say anything, this part is mandatory for your outfit. Every new client who places their first big order here gets one for free as a welcomes gift. It’s detrimental to display it onto the website in other words. That and it goes well with some of the outfits, so either you let me put it on you or you go home.” Linda said, not leaving any room for objections.

Victor was shocked, but what the hell could he say? If it was part of the outfit then he’d have no other option. Besides as embarrassing as it was this was only for show, for the shoot nothing more. Just like he disliked all the over girly designs here and the tons of pink, this was just another thing he’d have to put up with. With a sigh he resigned to his fate, 20k was a lot of money after all and he really needed it to get his life back on the rails.

“Good, you’ll only have to wear it while modelling, unless of course you want to wear one all the time in which case I can let you keep this one as a bonus on what you’ll make. Now would you like me to put it on for you? Or are you going to do it yourself?” Linda asked with a big smile and a wink, knowing full well that Victor would want out of it as soon as possible.

“I guess I’ll put it on myself if you don’t mind.” Victor said, slightly pissed that Linda made him wear such a thing, but he didn’t let it show. He wanted to play it cool for Mindy, he couldn’t let her see that these things were getting to him. No he’d show her that he was man enough to wear something like this without it hurting his masculinity.

“Great, here you go, now I hope you’ll be able to follow my instructions or are they a little to difficult for you princess? Mindy would you mind getting close up shots of every step? That way we can include a little photo guide for the sissies getting one of these.” Linda said matter of factly as Mindy giggled. Victor wanted to protest, but with Mindy already squatting down at his groin he didn’t dare to. No, he might be embarrassed, but he couldn’t show that it bothered him.

First of Mindy took a pic of his cock in all its naked glory, completely smooth, hairless and honestly quite big. Holding the components of the cage in hand Victor didn’t really know what to do. This was just so very wrong, hell even letting Mindy take a closeup from his cock was embarrassing. Sure he was proud of it, but he wasn’t comfortable showing his cock off to someone he hadn’t even gotten the chance of knowing a little better first. “I’m ready for the next pic Princess.” Mindy said with a slight mock in her tone, adopting the same mocking name Linda had used.

Victor was shocked hearing Mindy, this woman he was crushing on call him that. “It’s Victor.” He tried saying as unphased as he possibly could. As he moved the pink metal ring behind his smooth balls having some trouble to make it fit. Even this custom order was tight apparently, but tight was good as far as Linda was concerned.

“Whatever you say Victor, I’m ready for the next pic.” Mindy said after quickly snapping a picture of his cock with the ring behind his balls. She did the same when Victor moved the cage part over his cock, having to push slightly to make it fit and another pic of him locking the two together. Then she took one last pic of Linda taking the key from the lock and putting it on her necklace, joining another key that was already sitting at the centre of her cleavage.

“Hey, can I at least have that key back.” Victor commented, not trusting Linda one bit with it. He couldn’t believe that the access to his cock was hanging on display in the centre of Linda’s bosom. It made for a very embarrassing statement.

“You can princess, but where are you going to put it? in the lock would be unsightly and defeat the point of the cage like I want to have it portrayed for the pics anyways. If there is one thing I can say about your outfits it’s that none will have pockets, so maybe your ass? Do you want me to shove it up your ass? Don’t worry that pretty head of yours, your key is safe here My sweet Stephanie can testify that I won’t lose it.” Linda said managing to embarrass both Victor and Stephanie.

Victor just stood by lost for words as Mindy giggled. What the hell could he say? He would indeed have no place to keep that key and trying to hold it somehow and losing it was not something he wanted to risk. He just hoped that this shoot would be over soon.

“Speaking of a pretty head, you still need to be made up. Now please take a seat there and my Stephanie will do your makeup.” Linda said pointing to the vanity chair. Victor looked over at the chair then to Linda.

“Come on, can’t I just model those dresses and get this over with? I still have things to do you know.” Victor said somewhat annoyed, just wanting to get this whole shoot over with.

Linda had a hard time to keep herself from commenting about him having things to do, she so wanted to say, like what? Packing your things and waving your girlfriend goodbye? She couldn’t let Victor knew she had known about those things and even stimulated them slightly though so instead she said. “Well I know you can’t wait to try on all the pretty dresses you’ll wear, but everything needs to look perfect, meaning that you need to be properly made up. Now have a seat.”

Not knowing how to retort to Linda’s carefully chosen words without sounding like this was really getting to him and looking bad in front of Mindy, Victor took place on the vanity chair. With a swift motion Linda covered the mirror and Stephanie joined at his side. She looked over compassionate at him. Seeing the way her stepmother’s treatment of this guy brought back memories of how she had ended up like this. Yet compassion was all she dared to show under her stepmother’s watchful eyes.

Stephanie had obviously gotten clear instructions on what she had to do as without a word she went to work. first on his toenails, then his fingernails and eventually on his face. When Stephanie was working on his nails Linda had held his chin up so he couldn’t look down. “I don’t want to spoil the surprise just yet princess. I want you to look at the job my sweet Stephanie did afterwards and tell me straight up whether or not you agree that it is way more suited for modelling dresses compared to just getting on with the modelling without makeup.” Linda said with a smirk as she got an angry glare back from Victor.

The only thing making this worth his patience for Victor was the fact that this Linda would be 20k lighter after this shoot was over. 20k and maybe the respect of Mindy if he could show that this didn’t hurt him one bit would really help his live back out of the gutter. For now he just had to sit this one through though.

For nearly half an hour Stephanie worked on Victors nails and face with a variety of brushes, pencils and tubes. For the most part Victor could tell the basics of what they were doing, things like applying lipstick or mascara, he didn’t know the full extend of it however or the look they were going for. What worried him most was when Stephanie attacked his brows with a pair of tweezers, but before he could say anything about it. Linda spoke up. “She’s just removing some of those nasty stray hairs. Now stay quiet.”

Stray hairs his ass, he didn’t want his anything plucked away from his brows, especially not with how painful the procedure was, but with Stephanie already moving to the second brow it was too late now. The damage was done so making a point out of stopping Stephanie now would just make the end result look even worse.

Eventually Everything was done and Victor’s face got sprayed with something he didn’t know. “That’s just to set you makeup so I won’t smudge or run during the shoot, spotlights can be very warm after all and we don’t want to have to redo your makeup after every outfit change or get it all over the clothes.” Linda explained. What she didn’t say was that the spray made the makeup waterproof for up to 24 hours. That’s what she meant when she said it wouldn’t run. If Victor had known he would have given her all kinds of grief and that while she had already had to hold back from adding perfume as well. It had been tempting, but there was no explanation why that could be necessary for a photoshoot.

Victor wasn’t happy with this spray at all, but he guessed it was indeed better than to have to redo it constantly. It was an opinion that quickly changed when Linda pulled the cover from the mirror revealing Victor’s new face. Instantly his anger turned to horror at the sight of what they had done.

Instead of slightly cleaned up there was nearly nothing of his eyebrows left, nothing but two high surprised looking arches which had been darkened by an eyebrow pencil. Highlighter had been used to create the illusion of higher cheekbones, a slimmer more delicate nose and a softened jaw line. It was clearly applied by someone who knew how to use makeup to cover up masculine facial features. Other than feminised his faced sported the girliest makeup victor had ever seen on anyone. He looked more like a mixture between a barbie and a sexdoll.

The main theme was pink, his lips had been outlined and coloured to look way bigger and very glossy hot pink. The word popping into Victor’s head was cocksucking lips. His eyelashes were looking very full and long, covered in a dark coating of mascara, paired with the wing eyeliner his eyes looked huge and mysterious. The eyelids were painted in a hot pink and blended into increasingly softer tones of pink. Under all the foundation it was impossible to see how beet red Victor’s face was, instead it just looked like he had a healthy blush blended on his cheekbones. Like his makeup his nails were also pink, hot pink one-inch acrylics for his fingers and simple hot pink polish for his toenails.

“What the fuck have you done to me? Do you call this a little fucking cleaning up? I have nearly no eyebrows left and this makeup makes me look like a complete and utter slut. I demand that you take all of this crap off right fucking now, or I swear you’ll be sorry.” Victor screamed jumping up to confront Linda who just remained calm, a slight smirk spread across her face. She had to give it to Victor, there certainly was fire in him. She loved it, breaking in someone who’d be a challenge would be so much fun.

“Are you threatening me Victor? That sounded like a threat don’t you think?” Linda asked turning her gaze to Stephanie and Mindy, Mindy just nodded and Stephanie nervously followed suit. “Hmm maybe I should call the police and file a complaint. I do have two witnesses after all. I bet they’d love to see you coming in jail looking like you do right now. I guess I just misjudged you. For some reason I thought you were enough of a man to be willing to model those dresses for my website without your fragile masculinity getting in the way and causing trouble.” Linda added. She had observed how Victor seemed to want to try to impress Mindy, and she guessed that was one of the reasons he had only flipped now.

Judging from how Victors facial expression changed, it was hard to see really under the layer of makeup, but still visible enough, Linda guessed she had said something to change his mind. Whether it was the threat of the police or her questioning his masculinity she couldn’t be sure off. One thing was certain though, she would test to see if her theory regarding Mindy was true or not.

Victor’s anger had quickly turned to shock. Apart from his eyebrows there was nothing that couldn’t be undone, but he doubted that Linda would let him undo it before the police came. Ending up in a cell looking like this would be bad new no matter how you looked at it. On top of that her words also destroyed the certain respect he was trying to earn with Mindy. He had to put this right one way or another.

“No, I wasn’t trying to threaten you. The fact that this makeup gave me such a different look just came kind of a shock. You were definitely right in your first judgement of me. I can easily handle this. Now where is that first dress I should put on?” Victor asked trying to play it cool and regain the respect he might have lost from Mindy.

There was no need to further test her theory, Victor just basically confirmed Linda’s theory with what he had just said. Something she planned on fully using to her advantage. Right now it was time to taunt him a little further so he would try to impress Mindy even harder. “I knew, I knew you’d come around and secretly can’t wait to get into all the pretty outfits I have lined up. Well you’re in luck princess, you’re completely ready now. Ready to put on your first dress of the shoot, that and all the lingerie that goes with it of course. A sissy should always coordinate her whole outfit. Yes that means even her panties princess.” Linda said enjoying the way Victor cringed but didn’t want to speak out for the sake of impressing Mindy.

“Now why don’t you follow along with Mindy to the stage at the back of the story and me and Stephanie will be there shortly with you outfit. That way Mindy can get her camera set up and you don’t have to walk in the heels you’ll be wearing as I seem to remember that was a disaster on you last dress up session here.” Linda taunted making it sound as if Victor had been a client here.

“That’s a great idea, of course I don’t know how to walk or even stand in heels. I never did so before and it was something I never intended on learning either. You simply demanded me to wear them to complete the outfit I had to wear for that portfolio which had to be made to get this job.” Victor quickly commented so Mindy would know he was no sissy for real. To him this was just a job, at least that’s what he wanted to make it sound like. He didn’t want to admit that all of this was really getting to him. Acting though and uncaring was made so much harder though, naked except for his chastity cage and fully made up.

“Sounds good to me, follow along princess.” Mindy said with a smirk as she simply grabbed Victor’s hand and pulled him along. Victor’s face turned beet red being pulled along like he was in fact some helpless sissy, he didn’t want to speak out not to affront Mindy though and so he meekly followed along. Linda only smiled as she watched him go, he definitely had a thing for Mindy, and Mindy sure was handling him perfectly.

Victor wanted to try and act cool towards Mindy, but naked and lead by the hand like he was it was hard. Not able to think of anything better he tried to make some small talk. “So how did you end up in a place like this, I mean working on this kind of shoot?” Victor asked trying to sound as casual as he possibly could while feeling like a complete joke.

“Oh well, normally I work on more artsy things. Photoshoots aren’t really my thing, but Linda called in a favour from a friend so here I am. Now why don’t you get up on stage so I can take a few test shots to see where to position my camera best?” Mindy explained then asked as they arrived at the stage.

Victor blushed something fierce being asked to pose for test shots like this. He would have loved to have at least something to cover himself up with. The only reason he hadn’t asked back in the employee room was because he knew that whatever Linda would get him would probably end up more embarrassing, he was starting to figure the woman out a little by now. At least right now this makeup came in handy. He could play cool cause his embarrassed blush was invisible beneath the makeup and it was slathered on so over the top that it pretty much served as a mask concealing his identity, it was the only upside though.

Getting up on stage Victor awkwardly posed as Mindy took a picture, then walked to another spot to snap another pic. All this time Victor wondered how the hell anyone could be friends with Linda. Sure she was hot, but that was pretty much her only redeeming quality as far as Victor was concerned.

Mindy was having a great time down at the foot of the stage. She had felt that Victor was pretty much putty in her hands and seeing him pose there fully made up certainly made something stir in her panties. She herself had believed she was a sissy once. She certainly felt more feminine than most guys and she had loved the aesthetic.

She had actually briefly dated Linda, having ran into here in a lingerie store when she was shopping for something cute for herself. Linda had been a great help on her journey to self-discovery. Linda had let her live her life as her sissy boyfriend for a while, and had helped her discover that she wasn’t really a sissy after all. Sure she felt more like a woman than a guy, but she was drawn to sissies rather than being one herself. In that regard she had been very eager to agree being asked for this shoot.

If all went well then maybe in the future she could take sissy Victor out on a date. He sure looked cute in full makeup, and he was so very eager to impress her down to the point where it was pretty hilarious. If he got all dressed up in these outfits she so loved to see she could only hope her tuck would hold.

While Mindy was determining the best angle to shoot from Linda arrived with the first outfit for Victor to try on. She smiled seeing Mindy enjoy herself like that, a smile that only grew as she thought about how Victor would react seeing the outfit she had selected. It was less frilly than most outfits in her store which certainly didn’t mean it would be less embarrassing.

The outfit was pretty much a secretary outfit, but with a couple of nice tweaks and features any overly horny boss would like. Although if a boss wanted his sissy secretary to wear this outfit he would probably have to hire a second one to do the actual work.

It was an outfits she absolutely wanted to have pictures of on her website since it had the potential to appeal to more than just the sissy crowd or maybe not. It might be one of the less frilly outfits she had on offer, but it was still plenty of frilly and colourful. One thing was for certain though, no matter how you would look at it the outfit would be plenty embarrassing to model which was exactly what she wanted. She wanted to set the tone for embarrassment straight from the start.

“So Mindy, have you found the right angles? Oh and Stephanie can you please go behind the curtain with our princess here and help her in her outfit?” Linda pretty much demanded with a big smirk as she went up to Mindy to talk while Stephanie rushed on stage carrying an armload of something that looked mainly pink and cream in colour. Embarrassed Victor joined her behind the curtain, eager to just get this whole modelling bullshit over with.

(This is another one of my stories running up on my Patreon. If you want to see more of this and many other stories, please consider following me there. https://www.patreon.com/Fibaro This story was commissioned by one of my Patrons and is still running.)

Chapter 4

Once in the relative privacy behind the curtain Stephanie addressed Victor in a hushed voice. “Now the best thing you can do for you and me is to just play along. Trust me, my stepmommy can make things so much worse.” She lisped badly as a warning, clearly afraid. She really wanted to help Victor, but telling him to be obedient was the best advice she could give. She simply didn’t know any better anymore.

“Yeah yeah, whatever just help into this outfit so we can get this over with will you?” Victor asked half annoyed. All he wanted was to be out here, hopefully with Mindy’s number and the 20k so he could fix the mess he had made. He didn’t really see Stephanie’s advice as helpful at all, he simply had other things on his mind.

First up was a cream coloured corset, reinforced with steel boning. It covered all the way from the top of his hips till over his nipples, obviously meant to be a corset and bra in one. The hard pre-shaped cups of the corset were decorated with a pink satin layer which glistened lightly, the outer edges running down to the middle of the corset ending in a point, creating a perfect heart shape where the cups formed the two rounded parts on top. The back was laced with a broad pink satin ribbon.

At first the corset didn’t feel all too bad, but as Stephanie laced it up higher and higher it was really starting to have a very constricting feeling. Uncomfortable restricting even as it got laced up until the very top. As bad as the girdle had been for that portfolio, this corset was way worse, even though Stephanie didn’t have the power to lace it very tightly. “Ah, loosen that a little will you? It’s uncomfortably tight.” Victor complained loudly as Stephanie was in the process of tying the ribbon off in a bow.

It had been loud enough for Linda to hear though and a few seconds later she joined Victor and Stephanie behind the curtain. “Just what ought to be the problem here? Oh I see, Stephanie how many times do I need to tell you, you are too weak to lace up a corset yourself. Here let me help.” Linda said untying the bow at the top and placing a knee against Victor’s back, pulling the ribbons extremely tight to the point where Victor feared she would snap him in half. What had been a starting belly before now got restricted to a rather slender waist. It was so tight that some of his fat got pushed up and down creating the illusion of breasts filling the cups and a bit of a bubble butt.

“I… I can’t breath, untie it.” Victor gasped in a breathless voice.

“Oh quit your whining princess, I know corsets and I know that it might be hard to breath or feel like you can’t. just take shallow breaths and you’ll be okay. Or are you trying to tell me that you can’t even take as much as prissy Victorian age ladies could?” Linda asked mockingly, tying off the excess ribbon in a big floppy bow between his shoulder blades, one he couldn’t reach himself with the stiff corset.

“Now Stephanie I think Victor here will need a lot of help with the rest of his outfit. He’ll be busy focusing on getting his breathing under control. Just think of it as playing with your dolls, this doll needs dressing up.” Linda mocked, further rubbing salt in the wounds before moving back off stage.

“See I told you, now please just go along and she shouldn’t bother us anymore.” Stephanie said with bad lisp as she got to work rolling a pair of sheer pink stockings with cream lace tops and a cream back seam up Victors legs, connecting them to that cream garters hanging off of the corset and clipping them in place with the pink heart shaped tabs.

Victor still remembered the strange erotic feeling of thin nylons from last time. This time however the intensity of the feeling had shot way up. They felt so much better, electrifying even on his now smooth waxed legs.

The last part of his lingerie was a pair of panties. They were made out of cream coloured satin with a pink lace heart stitched to the front where his cage sat behind. All edges were trimmed in pink lace as well and finally a pink lace border decorated the outer edges of the big heart shaped cut out where his exposed butthole was in the centre of. It was much easier for Stephanie to focus now that Victor was forced to focus on his breathing, having no room to protest or to struggled against what Stephanie was doing.

With the set of underwear completed it was now time for the outerwear and Stephanie instantly started with the main part that would make this outfit. It looked strange, kind of like a tube which was flared out at the underside. Victor couldn’t make much of it other than that it was some kind of skirt considering Stephanie started sliding it up his legs.

As she slid it further and further up his legs Victor was realising that this skirt would limit his mobility even more. Eventually it reached right up until the part of his waist that had been made the narrowest by the corset, settling there tightly against his body. it remained skin tight right until the bottom which sat at his ankles. The skirt was made out of a pink satin material, matching the soft pink in his lingerie. It was a material with barely any stretch to it, forcing and keeping his legs tightly together. The bottom trim of the skirt was a small circle around his ankles which only allowed him to move one foot right in front of the other in a fashion that would require concentration to walk in even if he stood flat.

While the inner layer of his skirt severely restricted any movement down to the ankles, the outer layer started flaring out big time starting at his mid-calf. The flared-out part was supported by a mass of cream coloured netting, making it flare out wider than his shoulders. Right at the back of the skirt where the flared out part started there was a big cream satin bow. Another feature of this skirt, one that Victor hadn’t seen just yet was the cream coloured heart shaped zipper framing his bottom. It could be used to take out the big heart shaped piece of fabric sitting in the middle out which would frame his stocking tops, the garters and his pantied bottom perfectly, granting direct access to his exposed butthole.

The blouse was made out of a cream coloured satin fabric looking quite normal at first sight until Stephanie started to put it on him. Strangely enough the blouse buttoned in the back and for some reason the sleeves were stuck to the main body of the blouse up until his elbows only allowing movement in his under arms and hands. The collar of the blouse fastened until right underneath his chin and was awfully stiff to the point of acting like a posture collar, preventing him from moving his head much at all. The collar was decorated by a big pink floppy bow sitting at the front right above a heart shaped cut out revealing his chest and the slight cleavage created by the corset.

Finishing the outfit a thin cream coloured belt with a pink heart shaped buckle was fastened around his waist and a pair of cream coloured five inch stiletto heels were slipped on his feet, the heel and sole were coloured a solid soft pink matching the rest of his outfit.

All dressed up there was little Victor could do. He would be stuck in this outfit until he got help getting out. His arms, his legs and even his head were pretty much immobilised. He wanted to scream that this outfit was too much, but he needed to conserve his breath. This outfit was too much though. It felt more like bondage than an actual outfit, bondage that was at the same time one of the girliest monstrosities he had ever seen. There was just no redeeming quality to this outfit whatsoever, at least not as far as Victor was concerned.

Victor was only barely fully dressed when Stephanie moved out of the way and cried out with her severe lisp. “Victor is fully dressed mommy!” She felt somewhat bad for doing this as she really pitied Victor, but there was no escaping it. If she waited any longer her stepmother would get suspicious and that would end bad for the both of them.

Without any warning signs the curtain right in front of him opened and the flashes of Mindy’s camera greeted him, catching his shocked deer in the headlights look perfectly. If anything Victor wanted to run, but in these very high heels that would be impossible, just standing was a chore in them. Even if he had somehow mastered those heels the skirt barely allowed any movement whatsoever so running was completely out of the question. Hell with this skirt even a pair of sneakers wouldn’t allow him to run;

Instead he just stood there, knees and ankles pressed together, elbows tucked at his sides, forearms sticking out to the side and looking straight ahead. It was the most comfortable pose this outfit allowed and one he could barely deviate from with all the restrictions. No one was holding him back and yet he was trapped. “Get me out of this thing!” He gasped loudly before having to focus on his breathing once more.

“Out? Oh no princess, I’m afraid we can’t do that. You’re only just in that outfit and we need enough pictures of all angles so that we have plenty to select from for the website. In fact why don’t you put a big smile on that face, like this is your favourite outfit cause we can’t put you up on the site all shocked. The better you cooperate the sooner you can get out of that outfit. You know the consequences of quitting. Besides if you do, nobody is going to help you out of this outfit so if you really want to quit then feel free to walk out.” Linda said with an amused smirk, knowing very well that he couldn’t.

Victor was shocked, but he couldn’t argue further, he simply didn’t have the breath with this overly tight corset. Besides right now he wasn’t only restrained by the terms of his contract which could land him in jail, he was also just physically restrained with no way to walk out even if he wanted. Hell by the time he got used to the heels and the tiny steps this dress would allow at most it would probably take all day to even get to the door. He didn’t even know if it was possible to make it down the steps at the side of the stage in this. Even if he managed there was no way he was going out in public dressed like this and there was no way he could get out of it himself. Left with no other option he forced a big smile on his face, hating that he had to give in to that stupid demand.

“Perfect, now turn to the side then turn around completely so we can get those angles as well.” Linda ordered at the foot of the stage. As far as instructions went this would be the easiest outfit to pose in he would wear all day, simply because only one pose was possible.

“I can’t!” Victor gasp shortly as far as his breath allowed it. Linda could clearly see some movement, but it was equally clear that he was very uneasy on his tall heels, not daring to move out of fear of falling. Not that she could blame him, falling would pretty much mean falling flat on his face as setting his hands would be a lost cause.

“Hmmm I see, looks like our princess would need a strong handsome prince to help her out and keep her from falling. Well sorry princess, but there are no handsome princes here. Don’t worry though, I’ll help you out.” Linda mocked loving it that he couldn’t really retort although she could see he was dying to curse at her.

With one swift motion Linda got up on stage and moved straight towards the helpless Victor. In his very high heels he was nearly as tall as she was. Nevertheless Linda remained very imposing. She moved up beside him and wrapped a strong arm around his corseted waist, turning him sideways making sure he wouldn’t fall.

Stepping back Linda allowed Mindy to snap the necessary pictures before stepping back up to him so she could turn him around. Victor was mortified, being so easily position by this hot yet hated woman. His choices basically were trying to follow her guidance as well as he could or fall.

After taking a few shots of his back Linda went to fetch a prop, a simple table which she placed in front of Victor and easily bend him over it. His terrible balance along with the lack of using his arms and the fact that he couldn’t bend his upper body due to the corset left him laying across the table on his stomach while his bottom remained high in the air yet unstable as his legs were forced to remain together. He was even more helpless than before as he couldn’t start to push himself up.

The embarrassment only got bigger as Linda then proceeded to unzip the heart at his bottom taking the piece of fabric out and framing his stocking tops and panties perfectly, the panties who in turn framed his butthole. The use of this feature was very obvious and yet Linda pulled out a dildo to make things even clearer without hesitation she pressed the tip against his exposed virgin butthole making Victor flinch.

“What the hell!” He cried out, but his flinching forced him to rely even heavier on the support of his body laying across the table. The only way to stay stable he realised to his horror was to have two hands holding his hips. He realised full well that if Linda wanted she could take his cherry right then and there. Surely that wasn’t in the contract right? Not that he could do much about it now.

“Relax princess, I’m not going to force this thing up that virgin butt of yours, it’s only there for illustration purposes, nothing more, nothing less.” Linda mocked keeping the dildo pressed against his butthole without exerting pressure on it as promised. Nevertheless this remained the most embarrassing moment of Victors life by far, especially with the camera flashes that kept going off.

Back at the end of the stage Mindy was having a very hard time of her own. This outfit was just precious and seeing the pose Linda had forced him in, leaving very little to the imagination was making her tuck rather uncomfortable. She licked her lips imagining she was behind him, only she wouldn’t be using that dildo.

Countless of pictures from all angles were taken, demonstrating just how perfectly helpless and easy to use this outfit made Victor. With him not having another option but to lay across the table until someone helped him up even his mouth was rather accessible it just needed a ring gag and it was ready to use. Having plenty of pictures Mindy gave the go sign that she was ready shooting this outfit and that they could move on to the next.

Smirking broadly Linda pulled the helpless Victor back up and closed the curtain once more. She took away the table and moved off stage, leaving Stephanie to undress and redress Victor. “That was the first outfit for today Princess, now just go with the flow and this shoot will be over in no time.” Linda said motivating Victor go through with this. Now that she had already made him model the worst outfit she hoped he wouldn’t rebel as much against the others.

Victor just groaned in response, waiting patiently for Stephanie to help him out of this horror of an outfit. His embarrassment remained at an all time high with how Linda hadn’t bothered to zip the heart shaped patch back into the skirt, keeping his butthole completely exposed throughout the long undressing process. Which ended with a sigh of relief once that horrible corset finally got untied and dropped to the floor leaving him with deep red indentations all over his torso.

“Please just be quiet while I get you into your next outfit. There’s a corset in it again, but if you don’t attract attention I can leave it more bearable.” Stephanie whispered nervously with her bad lisp as she took the corset from the next outfit after having neatly folded the previous outfit.

It took all Victor’s willpower not to lash out now that he could breath freely again. He knew it was in his own interest though. Sure he had regained his freedom to the point where he could rush to the employee lounge and grab his clothes, but at this point he had been through enough not to see this one through. He wouldn’t risk being unable to pay the damage claim and ending up in prison because he broke his contract. So if he wanted to see this through then Stephanie was right, he should just keep quiet for his own good, he didn’t want a repeat of Linda’s corset tightening after all. With a slight grumble he gave Stephanie a look to just get on with it.

Stephanie was relieved, there wasn’t much she could do to help, but at least she had just avoided further trouble for the both of them. The corset of this outfit was made of black satin underneath a layer of dark purple lace. Just like the last one it reached from the top of his hips till the hard pre shaped cups covering his nipples. When Stephanie laced it up with the bright hot pink satin ribbon it was still tight, but comfortable compared to how tight the last one had been.

At the bottom of the corset a pair of black satin garter straps hung over Victor’s thighs, ending in a purple skull shaped tab. With the corset in place a pair of opaque nylon stocking got rolled up his legs. They were stripped in black and dark purple with hot pink lace tops, quickly fastened to the tabs making it look like the skulls were biting down on the stocking tops.

The panties just like the corset were made up out of black statin. The top and leg holes were hemmed in dark purple lace and so was the hole in the centre where Stephanie pulled Victor’s cage through, the pink cage fitting in perfectly with the remainder of the outfit. Above the hole the words “Small Clitty Goth” were embroidered. These panties also had a hole lining up perfectly with Victor’s butthole, only this one was surrounded by a skull which had been embroidered on, the hole sitting in the mouth of the skull.

This was followed by a black net petticoat reaching till just above the stocking tops, then a dark purple one, then a hot pink one and a black one again. Layer after layer got added until the final hot pink petticoat stood out nearly horizontally.

Following the petticoats the dress followed. It was made up of black satin, hugging Victor’s body tightly. It had no sleeves and was buttoned up in the back. All buttons were hot pink bones except for the upper one which was shaped like a hot pink skull. The upper body part of the dress was covered in dark purple lace, much like the corset. The skirt on the other hand was solid black ending in a dark purple trim with hot pink satin bows adorning it all around.

To finish adorning Victor’s feet Stephanie helped him in a pair or black opaque nylon ankle socks with a wide hot pink lace frills trim and a pair shiny dark purple Mary-Jane style shoes with a three-inch platform sole and very high block heels.

As finishing touches the outfit had a pair of fingerless black lace gloves with a bright hot pink satin bow tying them off at the wrists. While the long nails made his hands look delicate these gloves only enhanced that, making them look dainty to the max. A dark purple satin choker collar trimmed in black lace with a hot pink skull dangling off the middle hid his Adam’s apple.

While objectively this outfit was better than the previous one being less pink and not as restrictive as far as movement went, it was hard to be less embarrassed. A big part might be black, but that didn’t take away from this outfit still being an over the top girly monstrosity. Even the slightest movement would make the awfully full skirt rise enough to flash his panties which were designed to draw further attention to the parts panties were generally designed to hide.

Victor’s makeup wasn’t quite as goth as the outfit, but the pink framed by his black curls fit the picture perfectly anyways. He might have always had a weak spot for the darker clothing styles like metal chicks and goth girls, but this was simply a complete and utter mockery. He couldn’t help but feel like a complete joke wearing it.

He was no where near ready to exposed like this in front of Mindy yet when Stephanie called out that they were ready he didn’t have much of a choice. The heels might be more stable than the last ones having a bigger surface to support him, and no overly tight skirt to restrict his leg movement helped as well. Yet with this being his first time in heels he didn’t dare to take a step afraid that he might fall over. He could probably risk small steps, but that wouldn’t get her anywhere near cover in time anyways. Besides with the contract he was screwed either way. At least he could breath decently which was a huge relief after his last outfit.

Shortly after Stephanie had called out the number Sabbath Bloody Sabbath from Black Sabbath started playing just as the curtains opened and the spotlight shone right on him. Victor was mortified, pushing the front of his nearly horizontal skirt down in an effort not to show his panties. This had always been his favourite song, the one that had started his love for metal music. One he always went back to when he was feeling down for a moment. After today however listening to that song would never be the same, it would remain strongly connected to this all-time embarrassing low.

Linda wore a big smirk seeing the look on Victor’s heavily made up face. it was the exact look she aimed for and wanted when she had added this outfit to the shooting queue. Victor couldn’t possibly know it but this song choice was nowhere near a coincidence either. Linda knew perfectly well that this would have a big impact. It was a little at first glance unimportant fact the PI had collected. It was the perfect fact to help Linda in her goal of casting the biggest possible sissy shadow over Victor’s former life.

She still had big plans for him, plans she would inform him on later as it would possibly ruin the shoot if she said it now, but making it near impossible for him to return to his old life fit into that plan perfectly. This little stunt would probably destroy his love for this song and metal as a whole. Sure he might still like the music, but she doubted he would ever get to enjoy it again without thinking back to this shame.

Mindy on the other hand had burst out laughing, she was so glad she had taken this job. Linda’s outfits were simply the and the outfit certainly played into the goth look, even her five-year-old niece probably wouldn’t invite him to a tea party because he didn’t look tough enough to sit with her dolls. She on the other hand would love to spend some very intimate time with him. Unable to hold back she let out a loud wolf whistle, loud enough to be heard over the music. “Great look! Although I doubt the goth crowd would be happy to have you!” She cried out laughing.

To that Linda let the music slowly fade to the background as it was too hard to talk over it. “Hmmm I think you might want to reconsider that statement. Victor take the hem of that skirt between your thumbs and index fingers and raise if for us.” Linda snapped shortly towards him.

Victor couldn’t help but shake his head. He knew what would become visible and after Mindy’s laughter he knew it would only make things worse. Once again able to breath more freely he could protest more freely as well. Although his protests for now had turned more to half begging. All the embarrassment was just so mentally draining. “No please, this outfit is bad enough already, just snap those pictures so we can get it over with.” Victor said almost shaking on his legs from embarrassment, the initial shock too big to stay tough.

“Well newsflash princess, it is a big part of the outfit so we’ll need pics of that part as well so raise that skirt like I asked and be quick about it.” Linda said sternly not about to give Victor an inch, knowing that she had him pretty much defeated as far as this shoot went. It wasn’t any long-term result yet, but she was quite certain that if she kept the pressure up and didn’t give an inch Victor would soon give up trying to protest for the remainder of the shoot.

“Linda you should really consider asking a real man next time, I mean one who isn’t afraid to model some pieces of clothing. I mean of all the things to be scared off cloth is like the least threatening.” Mindy added, desperately wanting to see more of that outfit.

The pressure of both Linda and Mindy was eventually enough to make him give in and raise his skirt as requested. Mindy was simply unable to take pictures as she couldn’t contain her laughter reading the words on the front of those panties. “You see Mindy, I think every so called big tiddy goth girls, you know that name the internet or mainly some horny guys popularised giving the real goth girls a lot of unwanted attention would like to have a small clitty goth as a side kick. With their outfit they are the perfect diversion for that unwanted attention, hell they are made to deal with those horny guys as you’ll see soon when Victor shows off the back.” Linda proudly announced.

Mindy’s cock was straining painfully, gladly she had used some extra strength tape to tuck her cock back as otherwise it would have popped out from between her legs already. She might still like her cock a lot, but she didn’t like the bulge it created and so she tucked. “I could see how that’d work, that’s genius.” Mindy complimented Linda. She could most definitely envision using one of those small clitty goths to relieve her arousal and with her most of the population who popularised that stereo type of the big tiddy goth girl.

Victor could only stand by and be embarrassed. Luckily they soon got down to business as Mindy started snapping pictures of this outfit in various poses Linda had to help him get in. The most dreaded poses were the ones where Linda demonstrated the extra function of his panties with a dildo once more or when they forced him to mock his love for metal further by making those classic devils horns with his hands while posing.

Compared to the big reveal of his outfit the rest of the shoot was somewhat okay he guessed. It made him follow along with the poses without much protest, finally leading to a bit of relieve as the curtain closed once more. Exhausted Victor just stood there as Stephanie helped him out of his current outfit to prepare him for the next.

The next outfit Stephanie had for him looked predominantly pink again. Not that it mattered that much. Although he hated pink as a colour Linda had proven one thing, even black could be made to look horribly girly. All he wanted now was to just get it over with and so he silently let Stephanie do her work, out of one outfit into the next.

He just tried to think about the good things, those 20k he would get. Taking his life back in his hands salvaging as much as he possibly could, surely with a few months rent his landlord would change his mind about kicking him out. His girlfriend was probably lost for him, but there was Mindy. He still couldn’t seem to wrap his head around if she liked him or not. He certainly like her style and looks, she was gorgeous, but he wasn’t quite certain whether or not he could be with her as she would be a firm reminder of today, just like his old favourite song.

First of all another corset was fastened around his waist. He groaned a little as Stephanie tightened it as tight as she could, pulling in his waist and hiding that his stomach wasn’t quite flat. Apart from that groan he didn’t make another sound though, afraid that Linda would step in again and pull him in half. This corset was made up out of soft pink covered with a front of darker pink lace made in a rose pattern. Just like the previous ones it pushed some chest flab up into the premoulded cups creating an illusion of small breasts. The garter straps dangling down on his thighs ended in a dark pink rose to cover up the tab.

To the tabs Stephanie then attached a pair of sheer soft pink coloured stockings she rolled up his legs. They had a darker pink sole and back seam ending in a similarly dark pink lace stocking top, the lace just like on the corset had a rose shaped pattern.

Just like with is previous outfits the panties were made to be humiliating as well as providing easy access. They were made out of a solid soft pink satin, darker pink lace trimming the edges. In the middle of the front panel sat a hole where Stephanie pulled the cage part of his chastity through. It was positioned right underneath a golden embroidered crown. The back had a similar opening giving access to his butthole, but that opening was circled by layer upon layer of dark pink lace petals. The illusion of a blossoming rose was formed, his rosebud sitting at the centre, ripe for the taking.

The dress that followed was in the same soft solid pink satin as the lingerie. It had a skirt with built in petticoats reaching down all the way to the floor and then some, the edge was adorned with dark pink bows at the most outward part of each fold in the dress, all around him. Victor would need some pretty tall heels to make the edge hover just above the floor. The built-in petticoats made the skirt stand out about two feet, just bellow his pulled in waist making his waist look positively tiny. The top part of the dress had a darker pink rose patterned lace in the shape of a heart stitched on. The tip of the heart sat right in the middle of where the skirt ran over in the bodice, above a darker pink satin band creating the bottom edge of the bodice, tying around the dress like a belt to end in a big floppy bow sitting right above his butt. The tops sat right underneath the white satin band that ran from one upper arm over the chest to the next upper arm leaving his shoulders completely bare.

Victor wondered what the use of this lingerie even was with a skirt like this, but he quickly got his answer as Stephanie pushed the front of his skirt open right in the middle where the tip of that heart pointed to, to guide his feet into a pair lacquered dark pink stiletto heels giving him the perfect height to make the skirt hover half an inch above the floor.

Apparently, this skirt wasn’t a full skirt all around. It had a split running from top to bottom hidden perfectly between two folds to be unnoticeable in normal circumstances while being easy to push apart to reveal the entire bottom half of his lingerie including his crowned cage. Another such split sat at the back right in the middle of where the bow sat.

Finishing off the outfit Stephanie guided a pair of soft pink satin gloves up Victors arms. At first he didn’t think much of it, just another piece of this humiliating outfit, but pretty soon he figured out that these weren’t just gloves. They were stiff, very stiff, instead of the gloves shaping to him, he had to position his arms to the shape of the gloved. The satin had been laced with steel boning making it more like a brace than a glove. It reached up till the middle of his upper arm, forcing his elbow in a 90-degree angle. His lower arms horizontal with the floor. The boning in his wrists angled down rather sharply creating the illusion that his hands just limply dangled off his lower arm. Even the fingers had stiff boning in them, rendering them useless. The only finger not restricted where the thumb and index finger allowing for a delicate pinch.

Finally Stephanie reached all the way up and set a delicate gold tiara upon Victor’s head, crowning him as a real princess. With those gloves he would also need to count on others to treat him as a princess, handing him whatever he needed. All they allowed were for him to perform a curtesy. It was also perfect to allow others to open up either the front or back of his dress while he’d remain unable to stop them in anyway.

Just like with the last two outfits Stephanie gave the signal that Victor was ready and the curtains opened. Victor just stood there, his arms neatly tucked at his sides, wrists seemingly limp. It was terrifying, but not any worse than the previous outfits had been, already being on the third outfit Victor didn’t even try to protest. He just forced that stupid smile Linda insisted on on his face so this could be over as fast as possible.

Mindy had other ideas however, instead of starting to shoot she couldn’t help but gush. “Oh my god that dress looks amazing Linda, it finally looks like princess here has taken to the role of being a real princess. You were absolutely right, I love this outfit. Something about those Disney princesses always manages to appeal to my inner child. God I love it so much.” She squealed overly excited.

“This wasn’t initially going to make it into the shoot, but it does look great even if I do say so myself. You were right, it would have been nearly a crime not to let our princess channel her inner princess. This outfit is perfect for him. Why don’t you go and have a closer look? Discover the outfit and it’s fun details for yourself?” Linda suggested, something she didn’t have to say twice as Mindy practically jumped up on the stage. Returning on her steps she walked over to Linda, handed her camera to her and went back on the stage.

“It has always been one of my dreams to pose with a real princess, but my parents never took me to any of those theme parks. Could you please be so kind as to snap some pictures of us? You know as a nice memento? I’ll give you a nice discount in return.” Mindy asked walking over to Victor overly excited much to Victors dismay. In any other way he would have loved posing with Mindy, but not here and definitely not in any of the outfits in this store.

Nevertheless Victor tried to maintain a smile. He didn’t know whether this would get any respect for Mindy or not. Hell he could barely manage to maintain his self-respect, but he didn’t want to ruin this for her, he was stuck doing this anyway so he might as well just let a gorgeous woman have a good time and maybe she could respect him potentially giving him a chance.

“Victor, why don’t you curtsey for Mindy? I’m sure she’d love that.” Linda said ready with the camera, further directing his embarrassment. At least you couldn’t see his shame under all this makeup. Awkwardly he pinches the fabric at the top of his skirt, it being as far down as he could reach then managed to lift it up slightly as he bowed, performing a curtsy.

Linda snapped several pictures as Mindy laughed, clapped her hands and then excitedly gave Victor a hug around his small waist, planting a kiss on his cheek. “This is awesome!” She squealed. It wasn’t all bad for Victor either, the kiss the embrace and the chance to smell Mindy’s sweet perfume was rather nice although embarrassing since he was pretty much just a princess doll in her eyes.

Stepping back Mindy took his hands in hers like they were about to start a dance. A smile broke out on her face as she realised the gloves were too stiff to really move much. Giving them a swift Jerk, she pulled Victor forward. The sudden movement catching him completely off guard and making him stumble forward in his tall unstable heels, landing straight into Mindy’s surprisingly strong arms. He towered over her and yet she easily supported him, wrapping one hand behind his back and using the other one to hold onto one of his hands. The fact that he towered over her was more due to his tall heels than anything else though. If he stood flat like she did they would probably be about the same height.

Just like that Mindy started leading in a slow dance, just a few paces for fun without music, but paces Victor was forced to clumsily follow or fall on his heels, Mindy being pretty much the only thing that kept him from falling. It was very embarrassing, especially since he had always been the one to lead instead of following. Mindy was clearly very comfortable taking the lead and taking charge however making Victor suspect she might be a lesbian and thus ruining his chances.

As they danced Mindy’s hand slid towards his bottom, smirking broadly as she felt it slip in the split in his skirt, thus discovering the feature. She simply couldn’t help but rest her hand on his pantied bottom, giving it a squeeze. Victor would have loved to do the same thing, to feel up Mindy’s nice spandex clad bottom. His hand not held by Mindy just awkwardly stuck out at his side due to the glove though, preventing him from doing so entirely.

When they came to a stop Mindy quickly stabilised Victor and moved in behind him to check out that slit she had discovered. Pushing the skirt apart a big smile popped on her face seeing that very inviting rose. Fuck it was hot, so hot that she was scared her tuck wouldn’t hold. She was turned on beyond believe and desperately wanted to tap that. She knew that would be a bridge too far though. At least right now. Modelling was quite far for Victor already. Oh she really hoped Linda had bigger plans for him than just this shoot. If so she would love to borrow him someday, take him out on a date to have some real fun.

Mindy struck a pose hugging Victor from behind, discovering the slit in the front of his dress she uncovered the front of his panties laughing loudly. “Would you look at that, princess and his little princess posing for the shoot.” After that she struck some regular poses with him, just normal ones standing at his side before finishing off by opening up the front of his dress and sinking to her knees to place a kiss on his caged cock. She realised fully well that she was causing him a lot of discomfort as he was clearly into her, his cock straining painfully against the unforgiving cage while he desperately wished for the cage to just disappear so he could feel her lips on his cock.

“Alright, that was enough for achieving my childhood dream I suppose. Thank you for allowing me this moment Linda, and thank you for being the perfect pretty princess Victor. Now let’s get back to work because we still have a lot of work to do.” Mindy said placing a final kiss on Victors cheek and jumping off the stage to retrieve her camera which now held a ton of pictures with her and princess Victor.

Victor had no clue as to how to feel about it. The kiss to his cheek and especially his caged cock had been flustering. He was glad he had made Mindy happy, but he hated everything else about the situation. God he hoped this would pay of nicely towards building something with Mindy as well.

Over the next few minutes Mindy captured every little detail of the princess outfit on photo, in various poses just like she had done with the previous outfit. Then it was back to behind the curtain where Stephanie awaited him with yet another outfit. Over the course of the day Victor tried on various skirts, shorts, pants, dresses, tops, blouses, lingerie sets, shoes and other accessories. They gradually grew more normal, at least compared to these first three outfits, all remaining so embarrassing that no one in their right mind would ever consider wearing them out in the open.

The gradually more normal outfits didn’t miss their effect though. They completely destroyed any insensitive Victor had to protest, making him follow along obediently. After all having put up with those first outfits he could hardly complain about he was put in next. Making a fuss was just not worth it, and definitely not worth losing the money he had more than earned now.

Near the end of the shoot Victor was left both mentally and physically exhausted. They had been shooting for 8 hours straight, one girly outfit after the next. Stephanie, Mindy and Linda had all eaten some snacks in between outfits at lunch, but Victor hadn’t been allowed anything but water. Linda claimed it was to prevent him getting a bloated belly and ruining the shoot. She had taunted him, calling him a big boy who would survive skipping lunch and having a late dinner. A taunt that had been extra painful as he was just modelling a rather juvenile little girl’s dress.

It left him very hungry and feeling weak on top of his already weak mental resolve, the perfect foundation for Linda to continue closing the trap around her poor victim who was already way tighter ensnared than he even realised. Oh it would be priceless when she finally did break it to him.

(If you liked this story and would like to read way more along with a ton of other stories then please check out my page on SubscribeStar: https://subscribestar.adult/fibaro I have ran into trouble with Patreon, but since SubscribeStar doesn’t accept PayPall you can still follow me there, just make sure you connect your discord account to your Patreon account if you do so you don’t miss out on my content. https://www.patreon.com/Fibaro )

Chapter 5

Victor was dressed in a very juvenile outfit, a pair of soft pink bib overall, the shorts were very short and awfully tight, pressing on his chastity cage, pushing it back while the back seam really dug into his bottom, creating a small lifting effect for his butt cheeks. Pants in this store were no better than skirts at all. The front had the words “CC’s Cutest Sissy” Embroidered on them. He felt anything but cute though. Underneath that overall he wore a simple baby blue t-shirt with short puffed up sleeves and a V-neck.

Underneath it all he was wearing a pair of soft pink panties with layers upon layers of ruffles all around, the panties alone would create a small petticoat effect if worn under his skirt, but on him they just looked silly. A similar soft pink garter girdle and bra had been put on him. Attached to the garters were two solid opaque baby blue stockings. His shorts were short enough so that the stocking tops and the end of his garters peeked out, it gave the outfit a naughty touch that clashed harshly with the juvenile remainder of the outfit.

His feet were adorned with a pair of baby blue nylon ankle socks with a wide soft pink lace trim. His shoes were a pair of simple soft pink Mary-Jane’s. His hands were fitted with a pair of soft pink lace fingerless gloves. The outfit was horrible, but actually great compared to other outfits he had worn here before. As juvenile and girly as it was this one was the best outfit he had worn all day. Not that it eased his embarrassment at all. These panties just didn’t have any holes other than the necessary ones, the girdle wasn’t as bad as corset and in these shoes although they had the slightest of heels like a pair of men’s dress shoes he could at least walk and even run albeit with annoying rap sound.

He was just about to return behind the curtain where he would change into the next outfit or so he supposed. Instead Linda walked up to him. “That was it, the shoot is over. Now could you please follow along to my office so we can finalise our deal?” Linda asked not giving him any chance to do anything else as she took him by one or his gloved hands and pulled him along with her like he was some kind of kid.

It felt horribly embarrassing, yet Victor didn’t complain. He was just hungry and exhausted. Sure he would have liked changing into his clothes, getting all this junk off his face and that stupid cage off as soon as possible. After a long eight hours it didn’t matter much whether that was before or after he got his money though which he guessed finalising the deal meant. He didn’t even feel the need to change his shoes, being perfectly able to walk in these.

At her office Linda has Victor take a seat in the big comfy chair in front of her desk. It was lowered to the lowest setting and somewhat awkward to sit in as he was barely able to peek his head above the desk. He tried finding the handle to raise it the one all office chairs had, but it didn’t so anything. “I’m sorry for that chair, it has broken earlier today and I haven’t had time to get a replacement yet.” Linda said matter of factly as she herself took place in the big higher up chair at the other side of her desk. She was already taller than Victor, especially in her very high heels, but now she really towered over him. It made him feel very awkward, like he was a naughty kid sitting in the headmistress’s office waiting to hear its punishment.

This was the exact feeling Linda hoped to achieve in Victor. She wanted him to feel as small as possible making it way harder for him to try and oppose her, although that probably wouldn’t be much of a problem given how she had worn him out first. This shoot while fun and necessary for her website was just a set up for her bigger plans.

“I’m very happy with how our collaboration so far has gone Victor. You did great on the shoot, way better than I expected so I’ve decided to extend our deal and give you the position as the face of CC’s, you’ll be the front of our advertisement campaign, the motor of our PR. We’ll do many more shoots as well as little spots and of course the advertisement for our still small but growing side branches, branches like Suzan’s Salon. Along with the classical forms of advertisement you’ll also get to be our own influencer, maintaining pages on all social media promoting the sissy lifestyle and of course putting a spotlight on CC’s products and services. Don’t worry though you’ll be helped by a team of professionals to get the maximum number of followers and exposure. Welcome to the CC’s family.” Linda said with a huge smile loving the look of shocked horror on Victor’s face.

“What?! No! there is no way I’m ever taking a job here anymore! I’ve had more than my fill! Just give me my money, unlock this stupid cage and I’ll be changed and out here in a heartbeat! This has lasted more than long enough and I’m nowhere near stupid to sign another one of your contracts! If you don’t give me that money soon I’ll sue you!” Victor screamed threatening Linda the way she had threatened him. He had put up with enough of this, he had earned his money and he had paid dearly for not reading his contract.

Linda was slightly surprised by the resistance Victor was still able to put up in his current state, she even admired it, but she didn’t show it. Instead her face went all business like. “Oh but you’ve already gotten your money. It’s safely stored away in a fund, a fund that will be transferred to an account of your choosing once your contract is completed. You don’t need to sign any more contracts in fact you’ve already signed, and you got the job. Your shooting contract clearly stated that depending on the satisfaction from the shoot CC’s had the option to further employ you as the face of the company. It’s right here in this clause. As for your cage it’ll remain on as it is a big part of the sissy lifestyle and one of the big services we offer.” Linda simply stated shoving a page he signed under his nose and pointing out the fateful clause.

“Your new job also pays quite well, a thousand dollars a day. A room and food will also be provided for you so you can focus your full attention on this new job. With the team of professionals to help you manage your accounts I’m sure you’ll build a following in no time and as an influencer under our label CC’s allows you to promote products which aren’t in competition with what we do. So if you play your cards right you might make way more than those thousand dollars a day.” Linda explained pointing out the extra perks to the job, perks which were pretty good for the now basically homeless and broke Victor.

Victor still couldn’t believe this was happening. He was exhausted, embarrassed wanting to crawl into a hole rather than sitting here. Why had he been so stupid to sign this damn contract. The reason of course had been because he was desperate, but he deeply regretted it nonetheless. Scanning over the words he desperately looked over the words, trying to look for a way out and then all of a sudden his eye caught something.

“It says right here that you only have an option to take me on for a month long try out for your PR program as it’s something completely different than just a shoot, requiring other skill.” Victor enthusiastically pointed out, cringing as he saw his daintily manicured finger of his gloved hand while pointing the exact line his eye had fallen on. It felt like a lifeline for him. A month was a long time, but there was definitely light at the end of the tunnel. It looked way better than the indefinite grim prospects Linda had offered.

He could probably manage a month although it would be a month too long as well. It was still bad, but a relief at the same time. A month meant he would make 30k more on top of the 20k he already got in that fund. The room and food were great as well. It would give him a roof over his head at least and time to figure out how to restart his life with that 50k he would get at the end of the month. In his free time he could make all the necessary arrangements.

The more Victor thought about it the more he was starting to see the upsides to this bad situation. A month playing the sissy as bad as that was would relief him from a lot of immediate worries. Best of all was maybe the somewhat shocked and angry look on Linda’s face. Clearly she wasn’t happy with how the clause had been written after all, but her signature was under it as well.

From the outside Linda might look displeased, but inwardly she was smiling. Victor might not have realised I just yet, but he had just ran into another of her traps with both his feet. The way she had initially explained it like made it sound like his contract ran until she chose to disband it which offered Victor no prospects at all. The month-long probation which he had just stumbled across like it was a careless mistake on Linda’s part did offer him that lifeline. One he was eager to take with both his hands, thinking of it as a victory with a set end date.

It was a rather obvious part in the clause, one which would be hard to miss while reading it. Yet letting him discover it was a very important part of the plan. It meant he wouldn’t question or protest it, protests which would have certainly come if Linda had led with it.

What Victor didn’t realise however was that the clause continued on the next page. It stated that his contract would be extended to a year if he reached 10k followers with the possibility of adding an additional year each time if he remained at 10k or more. A limit which would be easy to get to on such big platforms with quality pics and the right marketing strategies. From John’s site Linda knew there was definitely a big market for passable sissies. A mention on her own site and John’s would help Victor reach his first 10k followers within the first week or sooner even. Besides a lot could be done with a month’s time.

“Hmmm, I guess you are right. Well I guess we better make the most of that month then. I really think you would be a great face for the company.” Linda said coldly, further fuelling Victor’s sense of victory by making it seem like she was really upset by having fucked up.

“Wait, what about my stuff? I have an apartment I need to empty first before I can move in anywhere else.” Victor said slightly panicking as he thought about all his belongings, his records, posters, merch and clothes. If he didn’t clear those out soon his previous landlord would just kick them out most likely and all would be lost. Those things were all irreplaceable.

“You should have really thought about that when signing the contract, but alright. I’ll arrange for a professional moving company to pick everything up. With what little time we have we most certainly can’t lose any on such trivial things.” Linda said sharply and somewhat reluctant. She made it sound like Victor would soon have access to it in his new place. In reality the move had already happened, and everything was safely stocked away in a storage unit, far out of his reach.

This put Victor at ease, at least slightly, still he would have liked to prevent this from happening, but he was too exhausted to keep on fighting right now. He would just have to take the victory he could get which was that month-long try-out.

“Anwyays, we’ve lost more than enough time already. It’s time to get going. My car is parked out front. I’ll take you to your new home for the next month. Mindy, could you please come in here for a moment!?” Linda called out to the photographer Victor had a crush on.

As Mindy popped her head in smiling down at Victor who looked so cute sitting so low in that chair Linda spoke up once more. “Would you please take the princess out to my car and strap her in. Here are my keys. I’ll be there shortly after closing up the store.” Linda spoke up throwing the keys from her Rolls Royce to Mindy who eagerly caught them.

“Gladly Linda, could you give me a lift home as well?” Mindy asked with a sweet smile as she took Victor’s hand tightly and pulled him out of the chair, carrying on Linda’s intentions to make him feel as small and helpless as possible.

Victor was simply mortified. He couldn’t believe this was happening. He would have loved walking hand in hand with Mindy under any different circumstance. But not like this. It only made him feel smaller. Especially as the two women talked as if he wasn’t even there. It increased his feelings of insignificance. He couldn’t just let this one slip. No he had to stand up for himself.

“Y…you can’t, you can’t take me out like this. I look ridiculous. I demand my clothes back and to get rid of this stupid makeup. If I have to do this anyways it’ll be on my terms.” Victor said stomping his foot to put force behind his words even though it looked ridiculous in this current outfit. It looked more like he was throwing a tantrum than actually making a demand.

Both women instantly threw him a stern look. “Tsk tsk tsk, always the same with those models, brands make them big. They make them the face of their products and suddenly they feel so very entitled, getting an attitude like they’re some kind of celebrity. How ungrateful.” Mindy scolded as she shook her head making Victor feel awful. This wasn’t at all what this was about, he didn’t want this contract in the first place but somehow they made him out to be the bad guy?

“Listen up Princess, either you go with Mindy to my car or we wait here for the cops to take you instead. With only a month’s time to make this all happen we can’t lose anymore time. Besides being the face of CC’s is a full-time job. Either you give this your all or you give a proper defence in court. It’s your choice, bail will be a hell of a lot more than that 20k in your fund at this moment though and you won’t have access to that unless you win the case anyways.” Linda said sternly giving Victor a moment to let it sink in.

“As the face of CC’s you are contractually obliged to be a good role model for our customer base. With that in mind the clothes you came here with certainly won’t do. This outfit is much better suited and so this is what you’ll wear. Now are you going to give either me our Mindy anymore grief? Or are you going to play nice and do what I pay you so much for? If not then I swear I’m going to find a way to object to these terms in the contract and take you to court anyways.” Linda threatened.

Victor looked shocked at her for a moment then just hung his head in shame. He didn’t have the energy to fight this, besides it was only for a month, a month that would pay really well. At the end of this month he would have more money in his account than he made in a year. With all expenses covered it would go straight in his savings as well. He didn’t like this one bit, but he guessed it was worth it. It was definitely worth avoiding jail, a hefty fee and a court hearing for. Especially if he would be taken in looking like he did.

Satisfied with Victor’s defeat Mindy and Linda both smiled. Then Mindy got a move on. “Let’s go princess, to the car with you. We’ve wasted enough time already and I want to get a head start on editing those pretty pictures we shot today. I just know it will be fantastic.” Just like that Mindy walked out of Linda’s office pulling Victor behind her to the front of the store. Along the way they passed Stephanie who was dutifully cleaning up the mess that had been made, putting all the clothes which had been tried on back into their proper places.

The closer they came to the door the more Victor’s nerves grew. Liking this or not it looked like he was going outside looking like the most grotesque girly juvenile monstrosity on the planet. He might be wearing pants again, but these were nothing but a cruel joke.

As Mindy opened up the door Victor dug his heels in, struggling, refusing to leave the relative safety of this store. Where before he hadn’t been able to wait until he could leave this place he now wanted nothing more than to stay. At least until he got something less embarrassing to wear. Mindy wasn’t having any of it though. With a surprisingly strong pull she drug Victor out of the door and onto the sidewalk.

Instantly his resistance disappeared as he instead couldn’t move fast enough, nearly dragging Mindy along after she had started moving to the left. He was desperate to minimise his time out in the open. Mindy just smiled as she happily followed along walking the minute it took to reach Linda’s car before stopping Victor in his tracks.

“Alright princess we’re here.” She said standing next to the big SUV with tinted windows. They had passed a couple of people along the way and all of them had stared making this walk of shame from the store to the car even more mortifying than the shoot had been. All these people hadn’t been in on what was going on unlike everyone at the shoot. He nervously kept looking around in fear of even more exposure as Mindy was taking her sweet time with the keys.

Finally the car unlocked and before he could grab onto the door handle Mindy opened the door for him. “Hop in princess!” She said with a broad smirk loving the time alone she had been able to spend with the sissy. Once he got in the car she even made a point out of fastening his seatbelt for him. It was hard to read if he was still as into her as at the store though. He had looked around too much to give her a look during the entire walk to the car, but now that she strapped him in and gave him a look down her cleavage in the process she had his full attention again.

As the door closed Victor was finally out of view again. He was still in this stupid outfit, but with no one to see him in it, it was a huge relief. Mindy walked around to the passenger’s side and got in herself, throwing a sweet smile back at Victor who was still blushing visibly even under his makeup at this point. It was such a turn on for her as she shifted a little in her seat, trying to find more comfort for her tucked back cock which was straining viciously.

“So Princess what kind of music do you like listening to? You know so we have something to pass the time while we wait for Linda and Stephanie.” Mindy asked, a slight teasing tone in her voice as she looked back on the still embarrassed Victor. He looked so very cute dressed like he was. God she could think of so many more things to do with him than small talk about music, but she knew now wasn’t the time.

Victor in his own right could imagine a lot of different ways he’d rather spend time with Mindy as well. Although if he would know what was hidden in those leggings, he would probably rapidly change his mind. As things were now however he felt embarrassed over the fact that Mindy was just looking at him. “I uhm, I like metal music.” He said awkwardly, knowing how ridiculous it probably sounded given his outfit.

His embarrassment only grew as Mindy started laughing at him. “Oh so you mean like that song that played when you wore that small clitty goth sissy outfit? That’s hilarious. You look more like the kind of person who’d enjoy Disney music. Wait let me see if I can find something.” Mindy exclaimed bringing that very embarrassing memory of how Linda had ruined his favourite song back up.

A few moments later the music from beauty and the beast suddenly started playing and Mindy looked back at Victor. “There, that’s way more appropriate for a cute sissy like yourself don’t you agree?” Mindy asked with a smirk. Defeated Victor just chose not to reply, it didn’t make the embarrassment any lighter though.

No more small talk was exchanged between the two of them as the song kept playing, soon going to the second one. Halfway into the second song the drivers door was suddenly opened. A broadly smirking Linda stepped in. Soon followed by Stephanie who got in on the other side of the back seat, sitting next to Victor. “Oh Mindy, how kind of you, thank you for keeping our princess entertained. God knows she could use it after how grumpy she was earlier.” Linda Laughed before starting the car and driving off.

Both Linda and Mindy just chatted as they drove. Completely ignoring the two sissies on the back seat. Stephanie was a bit concerned with Victor, having a pretty good idea what he must be feeling right now. She knew from first-hand experience how cruel and persisting her stepmother could be. Sadly there was nothing she could do about it. She tried making contact to calm him, but Victor just kept on looking right in front of him, to the back of the driver’s seat. Looking down at his feet wasn’t really an option as his foot and legwear was just as embarrassing as everything else in his life at the moment.

Somewhere in the outskirts of the city Linda stopped at a quite modern looking apartment complex. “Thank you for the ride Linda. Don’t hesitate to call me if you ever need another shoot done.” Mindy said then turned to Victor. “By princess, it was nice getting to know you, I promise you will be so happy once I’m done editing the pictures we took. I’ll make you into a real model.” Mindy said throwing him a kiss before getting out. It confused Victor. He simply couldn’t grasp Mindy and how she was, all mean and teasing but then suddenly sweet as well. Whatever it was, it didn’t solve the crush he had on her.

As Mindy disappeared out of view, entering the frontdoor of the apartment building the music stopped and Linda took off again. “So princess, now it’s time to get you to your home for the coming month. Isn’t that exciting?” Linda asked cheerfully looking at Victor through her rear-view mirror. When he didn’t respond and just focused on the chair in front of him she just smiled and focused on the road. Looks like he was completely broken for the day.

He had been a tougher nut to crack than she had imagined, but at least for now it looked like he was done for. It was only false progress though. She had done this enough to realize that. The moment he would have some rest and some fuel into his body the protests would most likely begin once more.

The drive took them out of the outer city, further and further away as buildings started becoming scarcer. Eventually they stopped in front of a big gate, the start of a long driveway leading up to an incredible mansion on a what had to be a huge plot of land judging from the length of the driveway. It was enough to pull Victor out of focus on the chair in front of him as he looked out of the window impressed. Just how loaded was this Linda woman? Was there such a big market for those stupid clothes he had been forced in and out all day?

Not wanting to miss the full effect of her mansion Linda pulled up at the front door instead of in the garage. Getting out and walking to the backside door Linda opened it up for Victor and unbuckled it. taking the clearly reluctant guy out by his hand. She wanted to keep him feeling small which worked out greatly with how she towered over him in her heels.

Victor hated it, but there wasn’t much he could do now. Hell he didn’t even fully knew where they were. Just going back to the road would be hard enough already given how long this driveway was. This was only for a month, a month earning good money and then this nightmare was over. He thought as Linda led him through the front door which had been opened up by Stephanie.

Her sissy stepson had been given instructions to take car off diner and her other duties while Linda gave him a tour. At least a tour up to Victor’s room as they didn’t have enough time to tour the whole house just yet. The way Victor Looked around in utter amazement at the luxury displayed here made it even easier for Linda to get him along. From the huge hallway she took him up the polished wooden chairs, through another hallway with a plethora of doors on each side, all spaced rather far apart. After passing the first three doors Linda stopped in front of what would be Victor’s new room.

When the door opened Victor’s mouth fell open in shock. After everything that had happened he had suspected he wouldn’t like his room, but he didn’t expect such a girly monstrosity. It was a room he could only describe as a doll’s room. It was the only description that made sense given how much it looked like a little girl’s room while having elements which definitely didn’t fit in a little girl’s room.

The walls were all painted in a soft pink colours with cream coloured details like his window frames, the skirting boards and the doors. Apart from the door Linda had just opened there also seemed to be one at the side of the room next to the huge closet with its cream frame and full-sized mirrored doors.

Opposite of the closet there was a huge queen-sized bed sided by two nightstands with a luxury cream enamel frame which had rather high bed posts, each of which had a big gold painted crown at the tops. The bed was covered with soft pink shimmery satin sheets. The cover had the words “Princess Vickie” embroidered on it in big golden cursive letters. Similar to the elegant tiara which had been embroidered on the pillowcase of the huge pillow sitting at the centre of the headboard. It was surrounded by more plain pink smaller pillows and a bunch of plush bears in all kinds of pastel colours. On top of the big pillow sat a rather large Alice doll dressed in a pink satin dress.

Across from the door Linda had opened were three windows sided by cream coloured satin curtains trimmed in pink lace. Two windows started at about hip height, the middle one being the exception as it reached down to the floor and could be opened to access a balcony looking over the immaculate garden. A fancy vanity table and chair sat in the corner between a window and the closet. Against the wall next to where they were standing there was a desk with a computer, a huge monitor and a fancy pink and cream gamers chair. A pair of cream coloured headphones with a gold looking tiara made onto the headband, lay next to the mouse and keyboard.

Still holding on tight Linda pulled Victor along into the room where the shock only grew. The details only made the room worse. The hard wood floors were littered with plush rugs, pink ones under the desk and vanity table while his bed was surrounded by a rainbow made up out of pastel coloured rugs. There were posters of ballerinas, princesses, boy bands and ponies. The most disturbing poster of all was the one right across from the bed above the closet. It was of a muscular man clad in nothing but a tight speedo with a very obvious bulge.

Worse even was what was on one of his nightstands. The same man was in a picture frame only in this one he had his literal rock-hard cock out. A perfect silicone replica of it stood right next to the picture frame. Victor was so shocked taking it all in that he didn’t even notice how Linda was looking down on him and smirking.

After allowing Victor another few moments to look around and take everything in Linda took his hand and led him to the mystery door which turned out to be a bathroom, one private to his room as there were no other way in except for the door in his new room.

While the main theme in his room was pink, the bathroom was mostly made up out of white marble. It wasn’t any less sissy than his main room though. There were loads of pink elements to make up for the lack of pink in the floor and walls. Pretty much all the furniture was pink, the luxurious huge tub, bidet, the commode, the sink the linen closet, towel rack, rugs and most worrying of all a hook in the wall on which a pink rubber bag hung underneath a small faucet with a bunch of tubing ending in a pink dildo coming from it.

Seeing how Victor Looked at that bag in particular Linda decided to explain. “That’s an enema bag. It’s to rinse the insides. If you push the button at the bottom the faucet at the top of the bag will fill it up to capacity. Then all you need to do is grab the dildo, insert it, release the valve and the water will start streaming. Once the bag is empty you can wait a bit and relieve yourself on the toilet.” Linda said giving a rather technical explanation still holding Victor’s hand.

Dildo, insert? This was going way too far. He simply couldn’t let this happen. As exhausted as he was there was no way he could just let this one pass. “That’s purely for decoration purposes right? As a potential background for pictures? There is no way in hell that thing is coming anywhere near me.” He exclaimed more shocked than actually sounding resolute.

“As the head of the CC’s brand you are supposed to be a good model for all our potential customers. Good sissies are clean inside and out. Now I don’t want to hear anything about it anymore.” Linda said not really answering his question, but leaving little doubt about what she meant at the same time. Victor really hoped that keeping up the appearance would be enough.

Finally Linda did release his hand though and as she did she handed Victor a phone. The latest model smartphone with the best cameras on the market. The screen was huge, the phone itself and it’s cover a soft pink with CC’s written diagonally across it’s back in big cursive letters. “This will be your company phone and the centre of your job.” Jabbing in a code so Victor could see and remember Linda unlocked it and showed the screen to him.

“Here this app is a messaging app for you and the marketing team to communicate. I’m on the same channel so I can tune in as well. Here they’ll tell you what to post and when to post so you can reach as many people as possible. They’ll be keeping up with trends and the new to carefully craft your presence. I imagine you know what these apps are? They’re all the app you’ll be active on and keep a presence on. This is a parental control app so I know what you do with your phone just as an insurance that you aren’t using your company phone for anything illegal.” Linda said taking Victor through the various apps on the phone.

It only led to a further growth in embarrassment using all those apps the platform and exposure would be massive. It made the chance someone would recognise him all the bigger which was terrifying. Luckily he was pretty well disguised by the heavy layer of makeup he still wore.

“So that was about it for the introduction to your job and room for the coming month. I’ll leave you alone now for a moment. Take your time to check out your room and get used to the phone. Whenever you’re ready you can come down for diner. If you don’t find the dinner room just give a shout in the hallway. See you soon.” Linda said before walking out of the room and leaving Victor with his head spinning. What mess had he gotten into?

(If you liked this story and would like to read way more along with a ton of other stories then please check out my page on SubscribeStar: https://subscribestar.adult/fibaro I have ran into trouble with Patreon, but since SubscribeStar doesn’t accept PayPall you can still follow me there, just make sure you connect your discord account to your Patreon account if you do so you don’t miss out on my content. https://www.patreon.com/Fibaro )

Chapter 7

Arrived back in that awful room of his Linda led him straight to the bathroom. “Good sissy, first things a sissy should always be clean inside and out, sissies should always smell pretty and to ensure that you are going to bath twice a day from now on. Once every morning and once every evening. Running your bath is the first thing you should do when waking up or when going in your room to head to bed as it takes a while to fill.” Linda explained as she showed Victor how to run his bath. He was used to taking showers, but this room didn’t even have a shower.

“Now while your bath is running you can do countless other things like remove your makeup. You can start by using these wet wipes.” Linda instructed handing him a package of makeup removal wipes. It was the first thing Victor approved of since he had gotten here. He couldn’t wait to get this horrid makeup off so without hesitation he started wiping away at his face, slowly but surely removing the layers of over the top makeup revealing his own face again for the first time since this morning. It felt great seeing his own image reflected back at him, yet it remained embarrassing given his outfit.

“Good, as makeup is no joy for the skin it’s important to take proper care of your skin. Each time you remove you’re makeup you will use this to scrub your face clean. After a thorough scrub you’ll rinse your face with water and apply this hydrating cream to it.” Linda said handing him a pot of scrub and a tube of hydrating cream, the first steps in what was soon going to become his very intense beauty ritual.

While victor had been glad to get rid of the makeup he wasn’t all too happy with these additional steps yet with Linda closely watching him he knew better than to protest. The sooner he got this over with the sooner she would leave him alone, or so he hoped. As he rinsed his face from the scrub he was surprised at how much softer his skin felt, it was rather concerning, you couldn’t just wash this softness like he had done the makeup. The hydrating cream only made things worse as it heavily smelled like roses and as such his face did too.

“Good, now it’s time for your toiletry needs and to clean your insides.” Linda said with a broad smirk that made Victor shudder. He remembered full well how Linda had explained that bag with that dildo on the wall was to clean his insides and he had a terrible feeling that she was expecting him to use it right now.

“Look Linda, with all due respect, but I won’t use that enema bag or whatever it was that you explained before. It’s already enough that I have to put up with all this as it is.” Victor protested gently and as polite as he could. Anger didn’t really work on Linda or so he had realised and he was still tired and nowhere near sated, but this was going too far.

“If that’s how you feel about it I could always bend you over my lap and give you a real spanking instead of the half one you received. I guess I can then also give you that enema yourself although I might forget the lube. So Vickie, the choice is yours, are you going to be a good sissy as you are contractually obliged or do you need me to give you a spanking and show you hands on how to administer an enema, I do love fucking a sissy’s ass with a dildo, especially the new ones squeal so nicely.” Linda said calmly with a smirk.

All Victor could do was look at her in shocked horror. After everything that had happened so far he knew he could trust Linda on her word when it came to this. Even the mental image was horrible, besides his bottom still burned slightly due to the previous spanking. This was not something he could let slide though, yet at the same time it seemed like his only option, no matter how much he wanted to fight this part of his new evening routine, he knew he was no match for Linda. She could easily manhandle him much to his embarrassment. Not only that, but after she did things would get so much worse for him. Despite his will to protest Victor could do nothing more than conclude that obedience was his best option. This would happen whether he wanted or not and he certainly didn’t trust Linda in control of the dildo that would be going up his butt.

“What’s it going to be? Are you going to strip and get to it, or should I spank you?” Linda asked tapping her foot impatiently as Victor didn’t instantly act. He had made up his mind and he knew better than to let Linda lose her patience. While he was very happy to finally get out of this stupid embarrassing outfit, he wasn’t at all happy about the reason why.

Like everything lately even undressing wasn’t easy, unbuckling the Mary-Jane’s, getting out of his socks, his stockings, the bib overall, the shirt, the garter girdle, it all gave him difficulties with his long nails and there were so many more items to be taken in account compared to dressing as a guy. As soon as he was down to his unyielding pink metal cage Linda spoke up again. “Good, now you can push that button to fill the enema bag, take this lube and get to work with the nozzle.” She said calmly handing Victor a tube of anal lube.

Victor blushed beet red taking the tube of lube, he couldn’t believe this was happening to him, but Linda’s stern intense look didn’t leave much room for anything else. Gulping loudly he pressed the button and instantly the big pink rubber bag swelled with lukewarm water. He knew what was next, he needed to grab that dildo shaped nozzle, insert it in his ass and release the valve to flood his insides. He just couldn’t do it. He couldn’t take that dildo with the intention of using it on himself. He had never ever had anything up his ass before and he never wanted something up there either.

Seeing his hesitance Linda enthusiastically stepped in. “Should I be handling the nozzle? If you need me to do it for you it’s but a word.” She said with an enthusiasm that made Victor shudder and grab onto the dildo nozzle. He might not like this, but he sure as hell wasn’t going let Linda do it, from her tone he already knew that would be a disaster for him.

Completely mortified Victor started lubing up the dildo nozzle liberally. “Could I please get some privacy?” He asked desperately, wanting to at least make this embarrassing moment a little more bearable.

“No, now get going or I will take control of that nozzle whether you want to or not.” Linda smirked as she drove the humiliation to the max. Victor knew that he would not get out of this so with his last argument out of the way he just embarrassedly went ahead before that option was taken from him as well. His face beet red he pressed the tip of the well lubed dildo nozzle against his well lubed hole and pushed it in with a groan. It felt huge, but thanks to the lube not as bad as he had imagined.

He kept it at that as well, just letting the tip sit in his bottom as he released the valve and groaned in disgust feeling the water eject into him, filling up his intestines for what seemed like forever. The feeling was weird at first, but grew uncomfortable as the pressure built and the cramps started. Linda was pleased. While she would have loved seeing that dildo disappear into Victor’s ass completely, she allowed this as well, Victor had obeyed her which was what mattered and as a reward he got to control that dildo himself, taking just the tip in was the perk he had earned.

In the future there would come opportunities to thoroughly use that bottom of his, but for now Victor needed to learn that obeying Linda at all costs was his best course of action. His life here would be a lot easier if he just kept that in mind. “Good, now when you pull out that cock, it will be important to clench you ass. At least until you made it on the toilet there you can evacuate your bowels.” Linda smirked as Victor was by now groaning under the cramps.

She didn’t have to say so twice at this point embarrassment or not, all Victor cared about was getting rid of those awful cramps. Pulling the dildo out of his bottom with a sigh of relief he clenched his butt hard, waddling the short distance to the toilet. Sitting down he instantly let go and the huge torrent of water ran down into the toilet while relief washed over him. Finally that uncomfortable pressure was gone.

After relief the intense shame of what he had just done in front of Linda followed, it was made only slightly better because of the fact that Linda wasn’t at all bothered by this action. She didn’t even bat an eye. All she did once he was done was utter her next command. “Good, now since this is the first time and since you haven’t had regular enema’s yet it is important that we are thorough. Meaning you can give yourself another enema right now. I filled the bag last time so now I expect you to do the whole process on your own so I know you know how it goes.”

Victor looked up at the woman in horror, but then again he was certain it was best to just get this over with. Groaning loudly as only form of protest he went through the whole enema process again, evacuating his bowls at the end. This time the water was pretty much clean just like his bottom now was, clean and smelling strongly of roses.

“Don’t you feel so much better now that you’re squeaky clean inside?” Linda taunted. “In any case You’re ready for your bath now, the water should be nice and warm.” Linda informed him, checking her statement by dipping her hand in it. Without further ado she threw in a pink bath bomb and a vial of bath oils. The damping bath soon smelled thoroughly of roses, a constant in all the products he was given.

While Victor wasn’t all too happy to further smell like flowers the by now pink looking bathwater looked opaque enough to at least provide him some cover. Cover was all he wanted right now, to be out of view from Linda’s watchful eye. It was the only reason he looked forward to his bed, the fact that he would be alone. Straight form the toilet he rushed to the bath and lowered himself into the pink water.

Fatigue ended up hitting him like a ton of bricks as the warm soothing water relaxed his whole body which had been on edge from the nerves he had had during the humiliating day he had behind him. While it pleased Linda to see she had managed to tire him out so much, succeeded in her goal of subjugating him to a live in sissyhood this was no time to slack just yet.

“All your baths should last at least thirty minutes. We do have to make sure that all these nice scents get the opportunity to soak into your skin don’t we? To help you with your time management if have this little rubber duck. Just turn this thing on the bottom to thirty and the duck will quack once the thirty minutes are over kind of like an egg timer.” Linda smirked as she put the pink duckling into the water, a minor yet another embarrassment.

“I know you’re probably dying to play with the rubber duckling, but you can do so after your done. I know baths are relaxing, but there are still things I need you to take care off. Thirty minutes is just the minimum, you can stay in there for an hour if you like. The first thing you need to do every time you take a bath is scrub yourself clean, and I really mean scrub. This washcloth is ideal, the coarse fabric will scrub away all the dead skin.” Linda said throwing him a pink wash cloth that felt very rough to the touch indeed.

Victor looked at it with big eyes. After that facial scrub the last thing he wanted was to have that same soft feeling all over his body. While soft skin was nice his skin wasn’t supposed to be that soft and delicate. It was something he valued more in a woman.

“What’s the matter Victor? You won’t tell me you don’t even know how to scrub will you? Or do you want me to scrub you. Are you too dainty of a princess to do such tasks yourself?” Linda asked with a smirk as Victor got into action the last thing he needed was Linda to touch him all over. “Much better now a good scrub should leave your skin looking a little rosy. I’ll judge whether or not you did a good job afterwards. If not I’ll turn that bottom of yours very very rosy.” Linda smirked as she watched how Victor instantly started scrubbing harder. Looks like the earlier spanking hadn’t missed its effect.

After the scrubbing Linda instructed Victor on how to wash his hair. Two washes with shampoo, and one last one with a conditioner. Literally everything about this new routine she was teaching him was much more elaborate than his normal one, and much to his shame also way more elaborate than his girlfriends routine had ever been.

The rubber duck had quacked somewhere around the first wash of his hairs making him doubt that he would ever spend less than half an hour in the tub. Hell his normal shower routine barely lasted five minutes and he would have to do this every morning and evening. He groaned just thinking about how much time he would need to get ready for this coming month. It was exactly what Linda aimed for. A very elaborate beauty regime was bound to drive him being a sissy home.

As he got out of the tub, his body having a nice rosy glow all over, smelling very strongly of roses Linda already awaited him with two big pink towels. She gave Victor a moment to dry himself off then instructed. “Alright, from now on when you wear a towel you will wear it around your chest. It’s also important to wrap your wet hair into the other one.” She said instructing him how to do so.

Victor just sighed and did as he was asked. He wasn’t going to fight Linda on this, it just wasn’t worth it. All he wanted now was some sleep or something decent to eat at least. It looked like sleep was what he would get though.

Guiding Victor back to the mirror she handed him a tube, something ugly green looking ended up coming out of it. “This right here is your night time mask. It will help your skin recuperate from all the makeup you wore. Apply a thick coating of it all over your face skipping your eye of course.” Linda instructed as the groaning Victor did. It felt so weird with this ugly green mask and his hair in that towel He really looked like how they always drew a sleeping woman in cartoons. A well established stereotype that hit hard on his male ego.

“Good now that you’re dry you can rub this cream right here all over your body and then you are nearly ready for bed.” Linda said handing him another tube of hydrating cream. It was usually something only reserved for the face since it was rather expensive as it was, but the results were just wonderous. After the scrubbing the results would already be very noticeable, but if this routine continued, then Victor soon would have the softest skin humanely possible, soft and oh so sensitive, just like her Stephanie.

Carrying out Linda’s order Victor shuddered feeling how soft his skin already was. No guy was supposed to be this smooth and this soft. He thought while applying a generous coating of the cream all over. As soon as he was done Linda took his hand and led him back out into his room, straight towards the closet. “Let’s select your night time outfit shall we?” Linda asked with a grin.

She could already see Victor’s face turn into a grimace. He had only just gotten out of his horridly feminine outfit and now he was supposed to get into another one? And that for bed, he always slept naked. If only he wasn’t so exhausted and hungry again to boot he would probably have put up a fight again. As if his bed wasn’t bed enough just yet, but he simply didn’t have the energy to pick another losing fight right now.

The first thing Linda pulled out instantly filled Victor with dread. It looked like another corset, one that would end just around his nipple line. She couldn’t be serious right? She wouldn’t let him sleep in one of those horror’s would she? That seemed to be the exact plan though as Linda quickly wrapped it around his waist manhandling him into the garment before lacing it up tightly not even giving him a chance to protest. While tight this soft pink satin corset was no where near as tight as the ones he had worn throughout the day. It wasn’t the point either, this was meant to train his waist and for the best results that was best taken slowly, a very tight corset during the day and just a tight one at night.

What followed were the stockings, they were made of sheer white nylon with a soft pink sole, back seams and stocking tops. They were obviously supposed to be attached to the garters ending in white satin bows on his corset something Stephanie had done for him throughout the day. Much to his surprise however Linda just handed him the stockings. “You have seen how this goes more than enough today so I expect you to learn how to do it yourself. I can help you a little with the back ones and to make sure your seams are straight, but in time you will be expected to do this all yourself. Now be careful, if you ladder one you’ll get punished.” Linda warned.

From groaning reluctance of going along with this Victor’s mood turned to a nervous one. Shit how would he ever do this? Those garter tabs were so small to handle and those stockings looked insanely delicate. Especially given how even washing himself had been hard with his new long nails there was no way he could do this right? The only problem was that he had to, his bottom was still slightly sore from before and Linda had already told him that this time he would get a full spanking instead of a half one.

All he could really do was concentrate and hope for the best which was exactly what he did. Slowly but surely he rolled one of the stockings up into a doughnut just like Stephanie had done, careful not to nick it with his long nails. Stephanie had made it seem so easy, but with his bottom on the line it certainly wasn’t easy.

While Victor’s slowness was a little annoying Linda was loving it, the carefulness with which he rolled up those stockings really was precious. Besides she loved seeing him so focused on a task so delicate. He might not realise it, but what he was doing now was learning how to deal with delicate fabrics while also learning how to handle his inch long nails.

Eventually after a little bit of fumbling with the clasp around the luckily way stronger stocking tops Victor Managed to get the front one clasped on. The back one was way harder, but eventually he managed. Not with a straight seam though, something Linda quickly corrected, easily unclasping it, straightening the seam and clasping it back on seemingly effortless. Victor was just relieved he had managed it without making a run into the delicate nylon as the same process repeated once more.

His stockings were only barely on when Linda handed him the next item, a pair of panties, they kind of resembled his boxer shorts in the sense that they also had legs, boy shorts they were called he guessed. They might be shorts, but there was certainly nothing that could make them pass as boyish. They were made out of a soft pink satin. A small white bow sat on the front and a big one in the back. From top to bottom the shorts were adorned by layer after layer of ruffles making them look rather thick. These so called boy shorts were frillier than any panties his girlfriend had ever owned yet he obediently slipped them into place. The slippery satin fabric feeling better on his smooth skin than he wanted to admit.

The last item was a rather simple nightie in form yet paired with the rest of his outfit it was just another embarrassment. It was shaped like a rectangle, rather formless, two thin straps holding it up on his shoulders while the skirt would reach down to his knees. The body of the nightie however was made out of a very sheer white chiffon. It didn’t hide anything that sat underneath at all. It only added a slightly bleaching effect through the white fabric. The top and bottom however were trimmed with a thick pink feathery looking stroke all around. Not waiting for Victor this time Linda just slid it over his head and guided him to the bed.

Victor was mortified he really looked like some kind of dainty freak, this outfit, his facial mask and the pink towel still in his hair, a mixture between a woman attending a spa and a huge sissy. He was more than happy to get into the bed. While made out of pink satin as well these covers would at least hide most of his embarrassments.

Before he could slide underneath them however Linda pinned one of his hands to the side and slapped on a pink leather cuff she swiftly locked in place. Tucked beside his night stand and the bed, made out of a similar pink Victor hadn’t even noticed them before. Then again there was a lot going on in this room and he hadn’t really cared about observing at all. All he had wanted before was to get out of this room, but as Linda produced yet another cuff from the other side of the bed it was clear he was not going anywhere.

“What the hell are these for?” Victor asked annoyed, somewhat pissed but above all tired and nervous.

“Well Vickie, that contract you signed included how it’s my duty as your ward for this coming month to keep you healthy and cared for. Your duty is to be live the life of a sissy influencer and mine is to make sure you aren’t lacking anything. Unfortunately boys need regular orgasms to keep their prostate’s healthy and while I hate to have to take you out of that cage and do this. I take our contract and my duties very seriously. Of course I need to take precautions so you won’t refuse your cage after you cum.” Linda explained to him producing the key to his cage. With a swift motion she hiked up his nightie and lowered his panties before finally setting his cock free.

It had only been a day so far, not even a full 24 hours, but Victor was so relieved to get his cock free from that unyielding restrictive cage which had been uncomfortable all day long. Nearly instantly he popped a full erection. As relieving as this new freedom was He already knew that it wouldn’t be for long, cuffed to the bed there was nothing he could do and Linda had already told him that it was just for an orgasm.

“Oh my would you look at that Vickie. Look how excited you really are about being a sissy despite all your claims.” Linda smirked as she trailed the length of his cock with one of her long fingernails, getting an involuntary moan out of him as he blushed. He hated all this sissy bullshit, his cock was just hard because it finally could be right?

“Now there’s a choice in this for you. Either I’ll get Stephanie here to give you a blowjob, or I’ll take care of you. I’d prefer you pick that first option as I’m not really too keen on doing this.” Linda said, in fact she was very keen to get started, but she didn’t want Vickie to know, if her new sissy picked her she would regret it in the long run.

Victor himself quickly made up his mind. Stephanie might be pretty, but she or he was still a guy. Besides he had been looking forward to having fun with Linda from day one he wasn’t going to pass on this opportunity. If Linda didn’t want to do this it was even better. If he had to put up with all this bullshit than so should she. “You can take care of me Linda. I bet you’re a better cock sucker than that Stephanie.” He said some of his anger and frustration boiling to the surface as he said it. If Linda mocked him then he’d kindly return the favour.

Instantly the look in Linda’s eyes went cold. “If I were you Vickie I’d keep those smart ass comments to yourself, I told you once and I’ll tell you again sissies need to be respectful at all times or face the consequences. But as you wish, I will take care of your clit for you, I didn’t say anything about sucking though.” Linda said coldly. She had to give it to this guy, he was tougher than she gave him credit for, even trying to put her down in this very situation. She honestly quite liked it. At least she’d like getting all that defiance out of him.

The victorious smile on Victor’s face, having succeeded in getting to Linda didn’t last very long. What did she mean take care of him? Her cryptic answer puzzled him which in Linda’s case was a very bad sign, then again, how bad would getting an orgasm from such a hot woman be. It was definitely better than a blowjob from a sissy right?

For a moment Linda walked away from the bed, leaving her newest sissy all alone all tied up. There were a couple of things she needed to make this happen, or at least to make it happen how she wanted. Vickie was sorely mistaken if she thought she would do everything to please him and get off. He would get off alright, but it would be on her terms.

While Linda disappeared for a moment that sinking feeling in Victor’s stomach grew. What had he gotten himself into? It seemed like it was too late to do something about now and as Linda arrived back in view his panic spiked. Shit, what was she going to do to him? With her hands behind her back he still had no clue, but he guessed it wouldn’t be a simple blowjob at all.

“Let’s do this shall we?” Linda asked teasingly as she sat down next to his bound body on the bed placing a hand full of items next to him. The first thing she did was put something which looked like pink earplugs in his ears. It slightly dampened all the sound round him feeling so weird. What the hell would that be for? Up next was a pair of panties? What the hell she had already put them in panties. Besides these looked to be made out of black lace and hipster styled. In any case Victor would way prefer wearing these panties opposed to the ones he was wearing.

Linda did end up putting them on him, but not at all where he had expected. Instead she put them over his head. The crotch part sitting right over his nose. They had a heavy musky smell to them, one he couldn’t quite place. It smelled way different than his girlfriend had, but then again the girl he had been with before also smelled different down there. Were these Linda’s panties?

With his head taken care of Linda switched her attention to his straining erection despite her taken a minute it hadn’t softened one bit. Unwrapping one of her trademark pink sissy condoms she held open the base and pulled it over Vickie’s cock. The small pink condom was awfully tight for the new sissy, but Linda didn’t care. This cum should not go to waste, it was important for Vickie’s growth into a full blown sissy and this way the entire bed wouldn’t be messed up with ropes of sticky cum.

The final item Linda took at hand was a soft pink satin handkerchief. She would use it to stroke his cock and having a lap of fabric was easier to use than a pair of Vickie’s new panties. They would feel the same anyways which was all that mattered for her goal here.

She wondered if she wasn’t overdoing it a little, the association game, but then again why not try? There was only one way to find out what would stick and what wouldn’t right? Pressing a couple buttons on her phone the earbuds started playing something, the name Vickie, spoken in by Linda in all kinds of intonations on loop. If everything went as she hoped Vickie should soon grow weak at the knees whenever Linda called her name. The panties fixed over the sissy’s nose were Mindy’s and should make sure Vickie reacted to Mindy in a positive way when the time was there as for the satin handkerchief Linda just wanted the new sissy to respond to all kinds of delicate fabrics. That one shouldn’t be much of a problem giving the satin sheets Vickie was laying on as well.

With everything set Linda wrapped the handkerchief around Vickie’s cock and started stroking, her grip firm, her pace fast and steady. As Vickie sure had an impressive cock for a sissy it would have been good practice for Stephanie, but then she wouldn’t be able to do all this. Predictably Vickie had chosen the option she wanted her to choose. It was the whole reason she was here in the first place. A series of choosing the options Linda wanted her to choose by making other options seem worse.

While Linda stroked Victor moaned. He couldn’t believe how good this felt despite the entire situation. The constant loop of him being called Vickie was just fucked up. He didn’t know how to feel about these strongly musky smelling panties either. It didn’t matter, tied down he didn’t have a much of a choice and Linda was hot.

As much as he tried telling himself there was no shame in getting a hand job from such a hot woman there simply was no ignoring how deeply embarrassing this whole situation was. He just couldn’t believe how good that satin handkerchief felt sliding up and down his cock. It felt electrifying and as much as he hated the thought he knew he wasn’t going to last long despite everything.

Just like he had feared it only took around seven minutes for him to shoot his load, seven minutes of getting intensely masturbated by Linda. He had always prided himself on his stamina yet he couldn’t hold back anymore. Seven minutes was way below his average.

Linda on the other hand was quite impress, her newest sissy had lasted way longer than she had imagined she would. Vickie really did have an impressive stamina, she kind of loved it though, it gave her a challenge, she wondered if she could somehow break that stamina. In any case the longer the masturbation lasted the more time all associations had to set in, and she did have what she needed from her sissy which was a big load of cum filling up the entirety of the sissy condom she had put on Vickie.

In one swift well trained motion the condom was slipped off the tip of his slowly softening cock. Vickie was breathing heavily, recuperating from her rather intense orgasm as Linda removed the panties from Vickie’s face and the earbuds from her ears, dangling the used condom above her head. “Look at what you just made Vickie, you’re first big sissy load. Now be a good sissy and open up. Cum, even sissy cream is like a sissy’s protein bar and all growing sissies need an ample supply.” Linda teased the horrified sissy who looked hilarious, her expression comical due to the face mask. She might have forgotten to inform her sissy about the hormones her load was now laced with though.

Appalled there was no way Victor planned on letting this happen, but the moment he opened his mouth to protest Linda instantly dug her finger into his cheeks, pressing them between his teeth so he couldn’t close his mouth anymore. Not wasting any time she then squeezed the entirety of his load out of the condom who’s inner hormone coating had dissolved in it.

Victor’s disgust only grew as the sticky white cum dribbled into his mouth, he tried to protest, but with Linda’s grip it was near impossible. Horrified he got a strong taste of his own cum as it slowly slid down his tongue. It was salty and bitter.

Once the entire condom had dribbled out Linda smirked looking down in his cum filled mouth. She then just shut off his mouth with her hand. “I knew you were about to complain Vickie, but you’ve complained enough already. Now be a good sissy and swallow unless you want to savour your cum some more of course. This will go easier if you just embrace your obedient sissy self for the coming month.” Linda said. She could have had yet another argument, but she just wanted to call this a night.

With Linda’s hand on his mouth Victor also knew better than to keep that cum in his mouth. He wanted to get rid of it as fast as possible and in this case that sadly meant swallowing which he did after only a slight hesitation.

Pleased Linda removed her hand from his mouth as Victor started gagging. She just ignored it as she locked his now soft cock back in its cage. She pulled his panties back up, pulled his nightie back down and tucked him in before finally unlocking his cuffs. “Goodnight Vickie.” Was all she said as she quickly left the room and shutting off the light, leaving Victor alone in the dark with his thoughts.

He simply couldn’t believe all that had happened today. The taste of his cum was still strong in his mouth and while he couldn’t see a thing feeling his smooth nylon legs rub against one another, feeling the slippery satin sheets all around him, he was constantly reminded of how girly his new room an outfit were. What had he gotten himself into, he thought constantly as he slowly drifted off to sleep.

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