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 )