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Getting approval from the boss

Chapter 23 by rainwalker69 rainwalker69

Author's note: You voted for Tony to be able to hack the app and take control of Suzi so the story will be steered that way. Since there was also a second popular option, I will borrow some of it and combine them. Thank you for voting and keeping the ladies motivated.

Jess was surprised when she received the message from Suzi. Her friend was asking her to borrow one of her smart toys, and it had to be a sex toy that Jess would choose for her. It was obvious the app was making her ask, and Jess promised to wait before she went to work so she could pick it up.

For a moment, she was thinking about which of the toys would be the best for Suzi. Should she go with something easy or something sinister and intense instead? A Hitachi wand would be pretty devilish, especially the one with a power cord. The large vibrating head rattles your bones and goes from 0 to cum in seconds.

Jess gasped as her clit buzzed, reminding her to go back to moving up and down on the huge blue dildo, now completely slick with her juices and sliding between her thighs with ease. She reveled in the feeling of being so full.

A deep moan mixed with a throaty growl escaped her lips when a perverted idea wrapped itself firmly around the kinkiest recess of her mind. She should give her the blue cock she was riding right now.

Her clit stopped vibrating, which meant that she could stop for the next three minutes. Instead, her body ignored all reason and just kept pushing itself against the phallus with increased vigor. All she could think of was Suzi riding the same cock that was in her right now. She thought of her petite body struggling to fit it in her tight pussy only to be forced by the threats of punishment by the app. Maybe it would be mercy to leave it still lubricated so their juices would mix and give the toy easier access.

Jess observed her own moans turn into a high pitch when her mind hit the edge of orgasm. Shivers of pleasure, not wanting to be denied.

Fear pumped adrenaline through her veins. Jess struggled for control to keep the storm in and avoid punishment.

The ring began vibrating again, and Jess instinctively pressed her pussy down, swallowing the dildo inside.

When the minute ended, she remained impaled, surprised that self-control had won out over the needs of her flesh.

Her eyes focused on the angry blood-filled folds and the pulsing button trapped in the intricate jewel. The ring at the root kept it stiff and made sure its torment would last.

When Jess gave the blue cock over to Suzi, it was cleaned, and there was no sign of it being recently used.

Suzi's eyes went wide when she saw the monster, and Jess thought that she would get mad. Instead, Suzi just grabbed it from her and thanked her. It looked even bigger in her small hands. Jess felt her heart skip a beat, imagining again what it would be like for the redhead to try to push it in. However, neither of them commented on it.

When Suzi noticed Jess looking her up and down, she quickly excused herself.

Suzi probably had quite a difficult day, which was no surprise, when Jess thought of her own first day with the app. It felt so long ago even though it was just yesterday.

Suzi's fabric was clearly showing her nipples and pussy, and her skin-tight suit left little to the imagination. However, Jess didn't remember Suzi having that clit ring in the morning; it looked even fancier than her own, with little jewels sparkling and drawing attention to themselves and the obviously engorged fleshy organ trapped inside.

Suzi must be really horny. Both of them were really horny.

Now, a cold seat of a bus was pressing against her butt cheeks on Jess' way to work. She was still dressed in the ridiculous black piece with the huge cleavage, and she hoped to be able to quickly switch the fabric to her uniform as soon as she got there.

Jess felt like she should check her website NaughtyJess.tld, or the fake OnlyTits account. Her willpower prevailed, and she resisted the urge. It would only make her upset before work.

People on the bus stared at her, but she did her best not to pay them any attention. Not even to those who were taking pictures of her to, without a doubt, put them again on the website. She was happy she managed to keep her clothing at full opacity today, maintaining 100%. People could get photos of her in a revealing dress but no forced nudity like yesterday.

Her ass shifted again uncomfortably in her seat. Her nether regions felt overstuffed and overstimulated. She knew riding the big dildo was a bad idea even while she was doing it, but there was no helping it. Once she started, she got more and more lost in it. At the end, it left her desperate for an orgasm that she had to deny herself. Her pussy was left gushing and over-sensitive. The perverted part of her soul reveled in pushing her limits, knowing well the searing hot need she would not be able to escape while working and serving customers. Customers were mostly other students from her school. Regulars and classmates who knew her.

The butt plug in her ass was nearly fully expanded, indicating how close to orgasm she still was. Her vagina was filled with the now charged exerciser, which was expanded to ensure it wouldn't fall out easily. The objects were pushing against each other and rubbing the walls between them every time she moved. She had the exerciser set to minimum resistance, with no reason to make things any more difficult for herself. Even though the same dark urge which made her ride the dildo the whole afternoon was doing its damnest to convince her to change the settings to any of the combinations her ex used in the past to torment her with.

Her swollen clitoris felt hard like a diamond when the constricting ring started vibrating around it, with the large object in her pussy coming alive at the same time. Everything was still synced to the 3:1 pattern to keep her clothing from going transparent and it would have to stay that way until she got back home at night.

Jess squeezed the exerciser instinctively, making the feeling even more intense.

One of the guys on the bus brought her back to reality when he leaned in to take a close-up of her face and her swaying chest. It was obvious Jess wasn't good at keeping the tremors a secret. She went rigid in an attempt not to move at all while the assault continued.

After hours of the same, her body was expecting her to be bouncing on a dildo, and it felt unnatural to be still. With the minute finally over, she had three minutes again to calm down a little. She quickly fixed her dress, noticing one of her hard nipples had nearly slipped out.

The bus stopped just a street away from her faculty. PizzaOwl was a cheap place for students, and it aimed to take full advantage of being so close to the Faculty of Informatics. Since the school was nearly 100 % men, nearly all the staff of PizzaOwl were young, attractive girls.

Jess liked that her boss was ok to pay her in cash. Her parents had visibility into her accounts, and even though they gave her a substantial allowance, she couldn't use that pay for her sex toy shopping addiction. That's where her secret income from her secret job came in handy.

She also didn't mind the hungry eyes when she put on the uniform. It turned her on knowing they fantasized about her, and after the evening shift she always went home and thought of them until she fell asleep, exhausted from cumming her brains out. Sometimes even some teachers would show up, and she would then dream of them punishing her for the improper attire and lewd behaviour.

Today was the first day Jess felt vulnerable and apprehensive given the recent events. Hopefully no one from her new fanbase would give her any problems. It was clear that at least a few would show up, hoping to take more embarrassing pictures and videos, but they would leave disappointed and preferably not even bother coming next time.

Her finger was ready on the button, and as soon as she stepped through the door, she pressed hard, only for her phone to chime with dissatisfaction. Her dress remained the same.

"Local franchise manager approval required. Pending." showed on her screen. Jess will need to find Albert, her boss, who is likely in his office in the back.

The other waitress, who was already serving pizza, frowned at her contemptuously. It was Angel, and the two of them didn't get along much. Their boss knew that but kept assigning them the same shifts anyway.

Angel was a tall blond, nearly a head taller than Jess. She was from the Faculty of Sports, with a toned, athletic body and large breasts. Unlike her own, Jess suspected that the melons were fake.

Jess didn't actually know why Angel picked on her so much. With her athletic build, it was easy for Angel to physically push her around, which she did whenever she could.

Jess always tried to be nice to her and leave as much space between them as possible. Nevertheless, the blonde would always be mean and even managed to slap her across the face a couple of times in the past, leaving a red imprint of her fingers on her face. Jess started crying the first time, which only resulted in her laughter. She resisted tears the next time, which only made Angel slap her again to get what she wanted, humiliated crying Jess.

Jess went in a wide arc around her to get to the back and find her boss. Angel's cold blue eyes followed her, judging the outfit that she came in. She herself was in the company uniform with a short skirt and white top stretched around her large chest.

She knocked on the door and found Albert at his desk looking at his computer. Jess froze when she noticed his screen; it was the Naughty Jess website.

Albert was usually a very reserved, easy-to-talk-to guy in his early forties. The look he gave her today was different. Calculating. He saw her looking at his screen and slowly scrolled down to one of her photos from yesterday, with her breasts exposed under the transparent top.

He waited for a moment to see if she would say anything, and when she just stood there rigidly, he switched to an employee app which had highlighted her uniform request.

"Good evening, Jess. Thank you for coming in. Your smart fabric request popped up on my screen, so I guess that is why you are here," he said like nothing was happening. Jess managed to nod in response and blush in embarrassment.

"Ok, let's look at it, hm," Albert browsed the options for a moment. We don't have a smart fabric uniform configured yet for our place, so I first need to do some setup. He turned to make sure she followed along on the screen.

Jess saw him choose a white top, a sheer cotton selection. He looked at her, hoping for an immediate change, but was disappointed. Apparently, he needed to make the full configuration for something to happen.

Next, his cursor moved to the fit, where he selected extra tight, followed by belly: exposed.

With the upper part of the uniform finished, he picked skirt and opened a submenu to click "micro" and "pleated".

His mouse nearly confirmed save when he noticed the option for thigh highs and selected that before finally approving.

Jess gasped, feeling her toys starting their vibrations just as her dress quickly transformed in front of her boss.

The top was so tight, with the white fabric sheer enough for her hard dark nipples to be easily noticeable. It was restricting even for breathing.

The Naughty Vibes app allowed no underwear, so she was given no bra or panties.

The micro skirt was shorter than any she ever dared to wear in the past. It wasn't tight; instead, it was pleated and open. Very breezy.

Albert looked into her pleading eyes. They were begging equally for the outfit to change and for the secret vibrations to stop.

"Turn around for me," he commanded.

Jess turned. The movement made the skirt rise the way it was designed to do, exposing her ass, and when she turned back, showing him her wet folds.

Her hands quickly pushed it down to hide her shame.

"Come closer," Albert said firmly.

Jess did as she was told. It was natural for her to follow commands. She had always been taught to be agreeable and pleasing and to avoid any conflict. Albert didn't mind that she was silent as long as she did what she was told.

She stopped in front of him, and he lifted her skirt with a grin: "Good girl."

Her pussy and even her thighs were wet, and up close she smelled of sex.

His fingers moved slowly, finding no resistance when lubricating themselves in her slit, to later gently rub her juices into her clit and then explore the golden ring jewel that was wrapped around it.

Jess didn't know what she should do, so she just stayed still and gave no reaction until the persistent gentle rubbing finally forced a moan from her lips.

Albert grinned and tried to force his fingers into her pussy, only to find the space already taken by her exerciser and, with a quick check, also discovering her anal opening equally occupied.

Jess finally pushed herself away from him and took a few steps back while pulling her skirt down.

"Come back," he reacted sternly.

In response, Jess turned, aiming for the door. That's when a new notification appeared across her smart glasses.

New Punishment!
Your boss is your boss and following directions is required during working hours. Lack of employment income poses risk to your education. You have to stay a good girl.
You are required to apologise, promise that you will follow all directions, and request a punishment. Both smart toys will increasingly vibrate, until a punishment is declared. You are to present yourself standing with your feet apart, shoulders pushed back and hands behind.
Please enjoy feeling motivated.

Anthony was looking at the girl with amusement. She always seemed so timid and shy even though she was a total bombshell. Orders always went up when she and Angel were working together.

He saw Jess stop, her hand outstretched for the door handle, then pull away. She turned and stepped back towards him with her eyes cast down in shame.

She was so hot and obviously as perverted as the website suggested.

"I apologise for not doing as told. I am very sorry, and it won't happen again," she said in a barely audible voice. Her timid demeanor was in conflict with her behaviour, but Albert grinned even more when she continued. This shy, kinky act worked for him.

"Please can you punish me?"

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It was his turn to be silent. He watched her standing at attention with her chest pushed out and her hands behind her back. Her body seemed to shiver involuntarily, and there was even a fresh rivulet of her nectar streaming down her thigh. He lifted her skirt to scoop up the fresh juice when he noticed the jewel wrapped around her puffy clitoris vibrating.

Her eyes watched him trail the wet track up to her pussy.

"Will you please choose my punishment?" She asked again, more loudly.

He ignored her and pushed his finger inside to find the object hidden within, equally vibrating. The little slut was getting herself off right in front of him.

His own cock began pulsing, trapped in his pants. He wondered if he should punish her by commanding her to suck him off or maybe get him to spurt with those soft pillows on her chest. What would she do if he just bent her over the desk and didn't let go until his seed filled her. Then her punishment might be simply spending her shift with his spunk leaking from her horny cunt.

The diggets still buried inside felt the toy increase its intensity, making her moan in response.

Jess felt herself get close; the vibrations were relentless. The combination of her sensitive button being stimulated and all her holes stretching so much was crazy. On top of that, the probing fingers were embarrassing her even more.

The vibrations increased their intensity again. She wanted to ask for her punishment a third time but instead just started moaning in defeat. A huge orgasm was about to rip through her body right in front of her boss, and she would be punished for it by the app.

How is Jess punished by the boss?

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