Working at the Startup

Lillo looked at himself in the bathroom's mirror and examined his naked body, after having showered.

Yes, he was slightly overweight, but he was still decently fit and cut a well-built, proportionate figure.

Then he looked at his crotch. His cock, half-erect, dangling between his legs, betrayed that it had been hard, until a few moments ago.

But the real focus of his attention was his new... look. He was completely shaved between his thighs. The part of the belly that ended at the base of his penis was shaved. His scrotum was shaved. He had shaved even the inner parts of the thighs.

He was hairless for the first time in ... decades.

And his cock had become hard while he manipulated it during the shaving; was it a mechanical reaction, or had he enjoyed following the orders he had been given?

Because shaving hadn't been Lillo's idea, but the punishment he had received from Miss L at work for failing to accept her decisions.

He didn't know how that dynamic had developed.

After stopping work for a large corporation, he thought he could enjoy his free time, but then he realized that, without a job, he felt bored and restless.

He didn't want to return to the intense climate of a big company, but he wanted to see if he could contribute to the growth of a smaller reality.

Through a placement company, he booked an interview with Miss L, the Asian CEO of a small design company.

At first, he was uncomfortable going through the interview process with such a young woman. After all, he was a seasoned executive and she was clearly inexperienced, launching a startup without previous business experience.

She was pretty too, and he wondered if he could take her seriously.

But all those things were inspiring too: the job was challenging, but not too much, and the idea of working with Miss L was ... well, exciting.

Quite soon the Chinese girl made clear he wasn't working "with" her, but "for" her.

The small company space was divided into three, Miss L's private office, the CFO's office, and an open space he shared with two other employees. That made clear his rank.

The dress code was quite relaxed for the girls, but, for him, Miss L made clear he had to wear a tie and suit every day.

He made a point to remark if his tie wasn't properly knotted, or if his shirt wasn't properly tugged into his trousers.

She didn't mind making her comments in front of the other employees, all young girls, by the way.

Their smirks made him uncomfortable, but at the same time motivated him to look immaculate.

She wanted him freshly shaven every day, and once she had slapped him, lightly, when he had arrived with a day beard.

"You are the image of the company, Lillo! You are the one presenting my company to the world!"

It wasn't much, a caress, just harder, but his cheek had burned for the rest of the day.

The following day Miss L had summoned him in her office.

"I want to apologize for yesterday, I was harsh. This is for you."

He unwrapped the package. Inside there was a beautiful straight-edge razor.

He thanked her.

"From tomorrow, I want you to use it."

He left the room with the feeling that the razor was no gift at all, but a new requirement from his boss.

And sure enough, it had been the sharp and dangerous blade of that razor that had removed the hair on his private parts.

Had she planned all this from the beginning?

The other girls called each other and him by first name: Miss L said that this would make his presence less threatening.

At the same time, he should be respectful, and call them using "Miss".

For her, from the first day, she made clear he should call her "Boss", to make clear their respective rank and avoid misunderstanding.

It was true that she was her boss, but she was so... young; something inside him rebelled at this request, that he found it humiliating.

Even the secretary, a light-brained girl more interested in dating than work, called him casually "Lillo!", and he should answer:" Yes, Miss Jane", notwithstanding the age gap and her evident carefree attitude.

Then there was the familiarity with whom Miss L touched him. Sometimes it was even flirtatious, how she touched her arm or caressed his hand. How she put her hand on her shoulder when she came to check on him working at the desk.

Sometimes her hand cupped his ass while they were talking.

It was provocative and innocent at the same time.

Should he complain? He chose to remain silent and avoid confrontation.

There was a special warmth in her touch, in her smiles. This made him flattered and excited.

Sometimes though, she didn't mind expressing her impatience by transforming that caressing into a light spanking, that burned on his ass, like the slap the day before. They were single, sharp hits, that arrived suddenly, so fast that after he wasn't even sure he had received them. Only the pain and the humiliation remained.

The young girl whom he had to call "Boss" made clear which were their respective positions.

When he thought clearly, at the end of the day, it was evident that he had the lowest rank in the office, below all the other employees, even below the secretary.

That was the price of being a middle-aged man in an environment of young women, who had taken up the challenge to show the world they can do as well if not better than men's.

Then there was yesterday.

He had worked for weeks, with the occasional help of Lara, the other sales manager, on an important customer.

He had found it through personal connections, and he felt proud that through it the company could have a real breakthrough.

Now, when they were going to close the deal, Miss L told him that Lara was going to be in charge.

He felt he had to complain: it was his contact, it was his business! He knew how to deal with them, not a graduate just out of college!

"Lillo, you are being very childish!"

"I am not! Miss Lara is not the right person, Boss!"

"Are you challenging my judgment, Lillo?"

"No, Boss, but..."

"There is no but. I think you are just a big baby, aren't you?"

"No, I...."

"You are... are you challenging me again?"

"No!"

"So, are you a big baby?"

Lillo remained silent, unable to speak. This was too much! He wasn't a big baby!

Miss L wouldn't accept his silence though.

"Are you a big baby, Lillo?", she repeated, looking at him sternly, waiting for his answer.

A moment of silence passed, and then he answered, his eyes low.

"I ... am a big baby... Boss... I am sorry I questioned your judgment... Miss Lara will do a great job."

"I see you start to understand Lillo... you are behaving like a big baby."

"I have ... I had! Sorry, Boss!"

"It's for me to decide if you learned your lesson and you are truly a grown-up man and not a baby..."

"Yes Boss! I am still a big baby!" Miss L was relentless in humiliating him, he just wished she stopped... he had learned his lesson!

"While I decide if you have grown into an adult, I want you to remember that, until I don't say so, you are still a baby..."

"Yes Boss, I will keep it in my mind!"

"Keep it in your mind is not enough... I want to remember it when you look at your body."

"What do you mean Boss?", asked Lillo, alarmed.

"What's the difference between the body of a man and that of a child?"

"The body of a man is more developed... it's hairy..."

"Exactly. Because you are a child, you don't deserve to have body hair. Specially, you don't deserve to have pubic hair.

Your sex has to be hairless, bald like that of a little child. When you undress or shower, even when you pee, you will look at it and realize you are still a child."

Lillo looked at Miss L, shocked by her instructions.

"Think about it. You can do it, or you can quit the company. I don't need someone who doesn't accept criticisms and challenge my decisions. Bye now, I need to talk to Lara."

"See you later, Boss", he answered and left the room, rewinding those shocking words in his head.

Surely she was joking... shaving his sex... he had seen shaved men at the gym, and he wondered why they did it, they looked so... emasculated.

He wasn't going to shave! Miss L was just joking! Tomorrow she would forget about it!

Sure enough, the day passed without Miss L reminding him of her strange request. It had been just some kind of emotional outburst.

At the end of the day, though, before leaving the office she had passed near his desk and had looked at him with purpose.

She hadn't forgotten!

Or was it only his imagination?

The evening and the night passed with these tantalizing doubts.

Why should he humiliate himself in that way? He could leave the company! He didn't need the job! The pay was so little!

Who was Miss L anyway?

Then the morning arrived, he went to the shower, he took the razor, and with painstaking care, he shaved his crotch, his sex, his balls, and his inner thighs. The straight-edge razor moved precise and dangerous, any mishandling could result in a cut. Actually, a droplet or two of blood spilled from the torn skin of his scrotum and at the basis of the penis shaft.

Now in the mirror, there was a reflection of a big baby.

It was up to Miss L to decide if this big baby had become a man and deserved the dignity of his pubic hair.

There was something in her that he couldn't escape. He couldn't disappoint her. He had to please her, even if it meant to take whatever humiliation she wanted to inflict on him.

Chapter 2

Like any other day, Lillo took the subway and then walked the short distance between the subway station and the office.

It was like he was hiding a secret; he was different, a grown-up man who, because her female boss had said so, had accepted to shave his sex, because, according to her, he was a big baby who didn't deserve to have body hair.

Only grown-up men deserve body hair, and it was up to Miss L to decide if Lillo was a grown-up man or not.

For a strange reason, which he couldn't explain, he had accepted this logic, and now he was moving around, below his clothes, hairless.

Nobody knew, but at the same time, he felt anybody could approach him and challenge him.

"You are a big baby, isn't it?", could say the serious-looking housewife in front of him, and he couldn't lie: he could only answer yes.

But of course, this wasn't going to happen.

He reached the office and sat at his desk.

Miss L opened the door and called him in.

He didn't know why, but he felt that the other female employees knew his secret: when he was called they raised their heads as if they were expecting something.

In the office, his secret was no secret at all.

He entered Miss L's office.

She was sitting at her desk. She was wearing a sleeveless black dress, which left her legs uncovered, up to the beginning of the thighs.

For a moment, Lillo's eyes lingered on the shapely, bare legs, and then he raised her eyes, afraid that she would find his distraction inappropriate, but she smiled at him, with indulgence.

"So, Lillo, have you decided?"

Lillo blushed and immediately replied.

"I have Boss... I am a big baby, and I have to keep that in mind. If I became a grown-up, it would be for you to decide Boss."

"All right... how can you keep in mind that you are a big baby then?"

"I shaved my crotch. Now I am hairless like a child. Whenever I look at my sex, I understand that I am a big baby."

"Let's see. Drop your pants."

Lillo looked at Miss L.

Of course, it was just natural that she wanted to check that he wasn't lying.

But that meant that he would be inspected by her, in his intimate parts.

He tried to find a reason for that not to happen, but couldn't find any.

He should lower his trousers, expose his shaved cock, and let her look at it until she was fully satisfied and verified that he had followed her instructions.

That would be very far from what he was ready to settle for.

At the same time, he had gone already far enough ... he knew that this was going to happen.

He unbuckled his pants, and lowered his trunks, just around his knees. Then he dropped his hands on the side, to give Miss L an unobstructed view.

She looked at his shaved cock, dangling helplessly between his legs, and smiled, pleased.

"Very good, Lillo. I wasn't sure you were ready... and eager to obey, but I can see now that you are truly committed to the company. Cute cock, by the way."

"Th... thank you Boss!", stammered Lillo, pleased but also ashamed by her observation.

"I think it's time to step up your training here."

Saying so, she took the phone handset and called the CFO.

"Rita, I am here with Lillo. Please come with his new contract."

Miss L put down the phone handset and looked at him, smiling again.

"Can I pull my trousers up, Boss?"

"Not yet, Lillo. We have still a matter to settle."

He didn't reply. What was the matter to be settled? Why couldn't he dress and go back to work? Was Miss Rita too going to see him like this? Should she also not only know but also see that he was just a big baby with a hairless cock?

So many questions, but no answers were provided.

He just stood there, waiting for the CFO to join in.

Chapter 3

Miss Rita walked in, looked at him through her thick, black-rimmed spectacles, not surprised to see him partly naked, but vaguely disgusted, and handed a folder to Miss L.

She was a tall woman, with a slightly broad face and short hair, who didn't think it necessary to work on her feminine charm.

She wasn't bad looking, just she didn't get why she should work to improve her appearance.

She stood next to Miss L, looking at Lillo in a way that remarked his position of weakness, exposed in his most intimate parts, groomed on demand, and conversely their position of strength: fully dressed and unwilling to compromise.

Miss L had a sudden reaction, as if she was having a sudden thought.

"I realized just now that we need also Lara and Jane here. I think it's important that they listen to the commitments that we will require from Lillo from now on, so we won't need to explain them later."

"You are right, L, I'll call them.", said Rita, and then used her mobile to text the other two members of the staff.

The man looked around, scared. Lara and Jane too? The whole office was really going to know about what he had accepted to go through so far... and what the future commitments be.

The other two women walked in without him being ready to elaborate his thoughts.

Lara looked at him as if a defeated rival: her look meant: do you understand now why I can access freely at your customer account? You are just a little more than my assistant!

Jane instead seemed fascinated by his exposed cock.

"He is shaved! Hairless like a child!"

"Exactly", commented Miss L, smiling.

"Not a bad cock! I wonder how it looks when it gets hard! Is it easy to get it hard, Lillo?" asked Jane, with curiosity.

"I...", mumbled Lillo, looking for words, trying to win his embarrassment.

"You don't need to answer!" stopped him short Miss L, and the four women laughed at his clumsiness.

Half naked and humiliated, Lillo could only lower his eyes, hoping that his ordeal would end soon.

Suddenly Miss L became serious and addressed him.

"Don't you think that men think with their dick, Lillo?"

"Yes Boss!", he wasn't sure of what the young woman meant, but surely he knew he wasn't expected to object.

"Put it differently, it means that you, like any other man, do most of your thinking with your dick and not with your brain..."

He didn't reply, waiting for more to come.

"For example, you decided to join my company because you hoped to fuck me..."

The man blushed but didn't know what to say, ashamed.

"Or am I not up to your standards, Lillo?" teased him, Miss L.

"No! You are beautiful Boss!"

"So you admit you wanted to fuck me..."

"I..." once more Lillo remained without words, under the curious eyes of the four women.

"You don't need to add anything else. Of course, your dick thought it wanted to fuck me. Because you think with your dick, I think it is your dick that needs to be motivated.

For this reason, I asked Rita to add some extra clauses to your contract. We will make sure that your dick and hence you, think straight.

Rita, can you read the contract?"

"Yes, L!"

The CFO started to read the beginning of the document in front of her, which started stating the engaging parties, Lillo Beddini (hereafter the male employee, or simply m. e.) and the company owned by Miss L, Oerdos Design, the new role that Lillo was going to assume of Sales Representative, effectively demoting him so that he was going to report, effective immediately, to Miss Lara. His salary was going to be cut by two-thirds, and the new amount would barely cover his lunch and transportation.

Then a series of extra clauses followed.

"In the best interest of Oerdos Design, and considering the nature of the m. e., who thinks with his dick, the parties agree that the welfare of said dick should be put under the control of Miss L, as CEO of Oerdos Design.

For this purpose the following provisions are made:

1. SEXUAL ACTIVITY.

- The m. e. is not allowed to copulate or masturbate without explicit permission of Miss L;

⁃ If such permission is received, the m. e. will follow strictly the instructions given for the stimulation of the penis;

⁃ If there is no specific mention, it is understood that the stimulation shouldn't lead to ejaculation;

⁃ As further clarification, in any situation, ejaculation is possible only after having received explicit permission, and should be achieved in the forms requested by Miss L;

⁃ Miss L can order at any time the m. e. to masturbate in the forms she seems appropriate, including in the presence of one or more Female Employees, customers of Oerdos Design, friends, or simple acquaintances of Miss L;

⁃ Miss L can order at any time the m. e. to copulate with a woman, being her an employee, a customer of Oerdos Design, a friend, or a simple acquaintance of Miss L, in the forms she deems appropriate.

⁃ The m. e. is allowed to ask for clarifications on the required forms;

⁃ In case the m. e. stimulates his penis or achieves ejaculation, failing to follow the explicit or implicit expectations of Miss L, he will be punished according to Miss L's sole judgment;

⁃ If a Female Employee wishes to use the m. e. for sexual activities, such as copulation, pegging, or cunnilingus, she will ask permission from Miss L, who will grant for a certain period of time the sexual servitude of the m. e.;

⁃ During this time the m. e. will follow strictly the orders of his temporary owner, without questioning, as if such orders come from Miss L;

⁃ It is not allowed for the m. e. to receive a fellatio ;

⁃ Should a temporary owner or any other female perform a fellatio on the m. e., he will be assumed to have failed to convey the prohibition and will be punished accordingly ;

⁃ Use and stimulation of the anus will be encouraged to remind the m. e. that gratification of the penis is not the purpose of his sex life, but pleasure and entertainment of Miss L, employees, customers of Oerdos Design, friends, or simple acquaintances of Miss L

⁃ Prostate orgasm is not punished unless it contravenes specific instructions by Miss L;

BEHAVIOR.

⁃ In any situation, the m. e. will treat any female, being her an employee, a customer of Oerdos Design, a friend, a simple acquaintance of Miss L, or a stranger with utmost respect and humility;

⁃ should any female complain directly or indirectly to Miss L about the m. e.'s attitude he will be punished with appropriate severity;

BODILY FUNCTIONS

⁃ The m. e. will have to ask permission of the present Female employees to urinate during working hours and in general when in the presence of the Female Employees.

⁃ In case of denial he will have to wait ten minutes before asking for a new permission.

⁃ During working hours the m. e. is not allowed to urinate without having received prior permission from a Female Employee, independently from a Female Employee being in attendance of the m. e.;

⁃ Accordingly, if necessary, he will reach a Female Employee by phone to ask for permission;

⁃ The Female Employee reserves the right to observe the urinating process;

⁃ In such case, the m. e. will be punished if he fails to urinate within a minute from the permission and permission will be withdrawn;

⁃ The m. e. will have to ask permission to defecate to the present Female Employees during working hours and in general when in the presence of the Female Employees.

⁃ In case of denial he will have to wait thirty minutes before asking for a new permission.

⁃ During working hours the m. e. is not allowed to defecate without having received prior permission by a Female Employee.

⁃ If necessary, he will reach a Female Employee by phone to ask for permission in case no Female Employee is in attendance at the m. e.;

⁃ The duration of defecating permission is five minutes, during which the m. e. will have to evacuate;

⁃ The m. e. will inform the Female Employee who gave him permission of success or failure in defecating;

⁃ In case of success, he is allowed to flush the toilet only after permission from said Female Employee, who reserves the right to check the product of defecation;

⁃ Failure to evacuate will result in punishment and an enema being performed;

⁃ Lying in reporting the result of defecation will result in a week of enemas being executed on the m. e. In a modality that should be understood and felt as a punishment;

⁃ If a Female Employee wishes to perform an enema on the m. e. she will ask permission to Miss L.

⁃ Upon permission, the Female Employee will perform the enema with the tools, liquids, and methods she wishes, as long as they don't provide lasting harm to the m. e.

CLOTHING

⁃ Unless differently requested by Miss L, the m. e. will wear a suit and tie every day at the office;

⁃ Permission to wear any piece of clothing at this office can be withdrawn by Miss L at any moment;

⁃ Said piece of clothing will be removed immediately on the spot upon Miss L's instruction;

PERSONAL HYGIENE

⁃ Unless differently requested by Miss L, the m. e. will shave daily his face, moms pubis l, penis, and scrotum;

⁃ At any moment Miss L or any Female Employee can ask to drop the m. e.'s trunks and trousers to check the m. e.'s mons pubis, penis, and scrotum;

⁃ In case the shaving is deemed unsatisfactory the m. e. will be punished with appropriate severity;

⁃ Unless differently requested by Miss L, the m. e. will stay naked all the time at home;

⁃ WORKING HOURS

⁃ Under this contract the m. e.'s working hours from the moment he leaves his house to the moment he returns to his house;

⁃ The m. e.'s so-called free time will be at the disposal of Miss L;

⁃ Accordingly the m. e. will inform Miss L constantly of his whereabouts and activities;

⁃ Miss L can summon the m. e. at any time in any place;

⁃ Miss L can instruct about what the m. e. should wear in public and generally outdoors;

⁃ At any Miss L can ask the m. e. to provide photographic proof that he is following her instructions.

⁃ PUNISHMENTS

⁃ Forms of punishments include but are not limited to:

⁃ Caning or whipping. Every Friday the Female Employees will report the failures of the m. e., and punishment tools, and the number of strokes will be determined. The punishment will be executed immediately, in the presence of the female employees, and performed by one of them.

⁃ Chastity caging. Discretionary of Miss L, the m. e. will be required to wear a chastity cage with the purpose of reminding the m. e. that Miss L exercise at any time control on his penis and tame its exuberance. The size and shape of the chastity cage can change over time, discretionary of Miss L.

⁃ It is not necessary for Miss L to define in advance the caging period. The period can hence be indefinite.

⁃ Anus sealing. Discretionary of Miss L, the m. e. will have to wear an anal plug with the purpose to remind the m. e. of humility and making him constantly aware that the anus is his main sexual organ;

⁃ Size and material of the anal plug is discretionary of Miss L.

⁃ It is not necessary for Miss L to define in advance the sealing period. The period can hence be indefinite.

⁃ The sealing period will have thirty-minute intervals every three hours during which the plug will not be worn unless different provisions are made by Miss L.

⁃ Punishments can be enforced also as a form of preventive education or simple entertainment for Miss L, employees, customers of Oerdos Design, friends, or simple acquaintances of Miss L.

The duration of this contract is indefinite.

Oerdos Design can dismiss the m. e. at its discretion at any time.

The m. e. can resign by presenting a written resignation letter, with a six-month notice and a compensation fee to the Company of three million euros. During the six-month notice period, the provisions of this agreement will stay in place."

The agreement ended with the date and the space for signatures.

After the reading ended, silence fell.

The words that she had just listened to floated in Lillo's head... the orgasm control and denial... the caging... the caning... the anal plugging... his bodily functions and clothing were going to be continually controlled.. everything seemed well thought and planned as if the exercise of this strict control had been his hiring's true purpose and not the need of his skills and experience.

He wondered how Miss L had seen in him the weakness that could allow her to realize her plans.

The contract foresaw a future for him of submission and humiliation, indefinite, which meant forever, because he couldn't imagine paying the fine that it was set, which was just a joke, mocking a contract format, actually meaning: we will own you forever...

He looked around at the four women, so different one from the other: Miss Rita, bespectacled, simply dressed, Miss Lara, oozing the confidence of a career woman, Miss Jane, pretty and coquettish, used to get what she wanted from men, and finally Miss L, beautiful and smart, her dark eyes powerful ad magnetic.

All of them looked at him, and their eyes seemed to build a trap around him, a net from which he couldn't escape.

Still half naked, his cock swinging, the trousers and trunks folded around his ankles forced him to move in embarrassing, awkward half steps.

When he was near the desk, Miss L offered him a pen.

The contract was two pages long. He signed the first page with his initials and the second at the bottom with his full name.

Then it was Miss L's turn to sign.

Miss Rita took the signed papers and put them back in the folder, while the other women clapped happily.

Then Miss L looked at him again.

"Very well, Lillo. Please bear in mind that we could have amendments to the contract from time to time or new provisions. But you don't need to worry about that now. As you have signed, you know that the contract is immediately valid from the moment we have signed it, hence from now. You were disrespectful to Miss Lara before. I think you deserve to get your first caning."

"Yes, Boss!" he answered, even if he felt it was unjust to be punished for something that had happened before the signing.

"It's very convenient that your trunks and trousers are already down. You just need to bend on the desk and get ready for your ass to be hit. You may want to open your legs to improve your stability. Count every single blow."

Lillo looked sheepishly at Miss L and knew he had no alternative but to obey the order.

He immediately leaned, so that his belly pressed against the desk, his buttocks high and exposed.

Jane was fast in expressing her appreciation: "Such a large white ass! May I cane him first, please!"

Waiting for the first blow to land, he couldn't help thinking that this t was going to be the first of many times to come, today, this week, the coming months, for years.