Chapter 4: I Want Someone to Catch Me… and Blackmail Me

Chapter 4: 4: I Want Someone to Catch Me... and Blackmail Me

Believe it or not, I, Ed Roth, graduated from the Department of Theater and Film.

No, seriously. I’m telling the truth.

COVID hit right as I was graduating, so I couldn’t even find background work, let alone a minor role. In the end, I gave up on the dream.

But once upon a time, I really had wanted to become an actor.

After that, I bounced between part-time jobs just to survive until I finally managed to land a contract position.

And now I was trapped at an exploitative company.

It absolutely was not because I couldn’t bring myself to leave Manager Selena breasts behind. Absolutely not.

Anyway.

As someone who had once trained to perform, I had one advantage I could confidently claim over most people.

My acting.

Well, that and my monstrous cock.

So when Selena said she wanted role-play, I honestly felt confident.

With my acting and my cock, I would drag out the perverted side she kept hidden.

"...It really looks like an office."

Selena spoke the moment we entered and inserted the key card.

"It does. They put a lot of effort into it."

The room was detailed enough to make me wonder whether they had transported an actual office inside.

No wonder a short stay cost ninety nine dollars.

The one flaw was the bed hidden beyond a partition on one side.

This was still a hotel, so I supposed that couldn’t be helped. A folding cot would have been more authentic.

Even so, it was more than adequate as a stage.

After studying the room for a while, Selena murmured to herself.

"And now, in here, with him..."

"Would you like to shower first?"

"...What?"

"Or should we shower together?"

"...I’ll go first."

She turned away quickly.

Apparently, showering together was still too embarrassing.

But by the time we left after having sex tonight, perhaps she would be the one offering to wash me.

"Before you go, let me ask one thing. You said you wanted role-play, right?"

"Yes."

"We’re in an office. What exact situation do you want to act out here?"

"..."

Selena fell silent.

Was she trying to think of something now?

Or had she already decided, but was too ashamed to say it?

Either way, the idea of hearing my manager—someone I had only ever seen at work—personally explain the filthy fantasy she had been hiding...

My cock was already twitching.

Selena touched her lips in thought, then answered in a controlled voice.

"...It’s difficult to say out loud all of a sudden."

"That’s fine. You can tell me comfortably. We met to enjoy ourselves, didn’t we?"

"...That’s true."

"If there’s something you want, say it. This is only a game for tonight."

"A game..."

Selena swallowed.

Had that given her courage?

Slowly, she described the setting she had imagined.

"First, I’m... a female employee working late in the office."

"Okay."

"I’m diligent and well-behaved, but secretly I’m a pervert who masturbates when no one is around."

"..."

That wasn’t what I had expected to hear.

"And while I’m masturbating alone in the office..."

"While you’re doing that?"

"Someone catches me... and blackmails me. I think I’d like that kind of scenario."

"...Interesting."

Was she serious?

This was genuinely what Selena wanted to act out?

It wasn’t the most shocking fetish in the world. Compared with other kinks, secretly masturbating was almost ordinary.

But being discovered and blackmailed...

Our charismatic manager had been going to work every day while fantasizing about getting caught touching herself in the office?

"Of course, I don’t actually do anything like that. I only thought it might make a good scenario once."

"Naturally."

Of course you don’t.

I would pretend to believe her.

"I chose it because, if we’re doing this at all, I thought something intense would be better. Please don’t misunderstand."

"I understand."

She tried to patch things over with a belated excuse, as if warning me not to get the wrong idea.

Too late. In my eyes, Manager Selena had already started transforming into an exhibitionist pervert.

"Then should we make the scenario more detailed?"

"More detailed?"

"What kind of man do you want the other character to be?"

"The man... The man could be..."

She seemed not to have thought that far and sank into consideration.

From my improv training, I knew this was when you guided someone with questions and helped them build the scene.

"If you’re caught masturbating alone in the office, it would probably be while you’re working late."

"Yes. That’s right. Overtime."

"Then someone who might enter the office at night could be another employee. Or perhaps a security guard, or a janitor... There are other possibilities too."

"Ah! Um."

Selena cut in before I finished.

"I’d like the one you just mentioned."

"Which one?"

"The... the one you said a moment ago. The..."

"...?"

"The security guard... an older man."

Wow.

Wow...!

Was this real?

Our blunt, diligent manager had just said, in her own words, that she wanted an older security guard to catch and blackmail her into sex.

"...Would that be difficult?"

"No. I can do it."

I might get to see a far more depraved side of her than I had ever imagined.

"Once you’ve showered, we’ll begin immediately."

Selena nodded faintly.

***

"Haa..."

Selena sat alone in the office.

More precisely, she sat in a chair inside a hotel room designed to resemble an office.

"..."

The waiting made her uncomfortable.

For a woman who had always gone straight home after work, the hotel itself felt unfamiliar.

She turned her head slightly toward the shower.

Water rushed behind the door.

The man known as MonsterCam Guy was washing inside.

Selena had showered first and changed back into her suit before waiting for him.

She still couldn’t believe she was in a hotel with a man she had never met before today.

’I can’t believe I’m doing this.’

Looking back over the life she had led, she could never have imagined herself waiting for a man in a hotel room.

It had started as curiosity.

She had heard the video was famous online and watched it once, only to recoil in shock.

Yet the moment she saw his cock, curiosity had begun to grow.

On impulse, she had sent a DM.

She never imagined he would actually answer.

I can’t believe he really replied.

One thing led to another, and now she had come all the way here.

It wasn’t because she was desperate for a man.

She merely wanted to release a little of the stress that had accumulated in her ordinary life.

All her life, people had called her diligent and exceptional.

She had worked to meet their expectations and maintain the image they held of her.

At the company, she had done nothing but work so she would continue receiving good evaluations.

Then that man’s photograph crashed into that life like a shock wave.

Selena turned on her phone.

When she opened TwiXter, the verification photograph from MonsterCam Guy—the account she had followed—appeared immediately.

The cock was grotesquely large, so overwhelming that even a photograph conveyed its weight.

"Mm..."

She swallowed.

’I touched that with my own hand earlier...’

Even through his pants, it had been the first time she had ever touched a man’s cock in public.

The sensation of that enormous object, larger than anything she had ever seen, still remained in her palm.

Her heart raced as she remembered.

"..."

Slowly, she lifted the hem of her suit skirt.

Her fingers moved carefully over her intimate place through the pantyhose.

Wet...

"Mm..."

She had just showered, yet she was already soaked again.

It was the same strange feeling she had experienced the first time she saw the photograph.

Selena began rubbing her panties through the fabric.

’I said such filthy things to a man I’d never met.’

It had not been enough to admit that she wanted to masturbate where she might be seen. She had even said she wanted a security guard to force himself on her through blackmail.

If anyone heard about the disgusting fantasies she had confessed to a stranger, they would call her a pervert, and she would have no defense.

Perhaps she had only been able to reveal them because he was a stranger.

’If anyone I knew found out I was doing this...’

If someone at the company—or a family member or friend—learned what she was like...

That could never be allowed.

But breaking an agreement she had made was equally unacceptable to Selena.

’Only once...’

Now that she had come this far, she would do it once.

Only tonight, and then she would never meet this man again.

They were strangers.

After one night, they could part and never see each other again.

Unless she contacted him first, there would be no reason for them to meet. If he contacted her, she could simply block him.

It was an easy, convenient relationship.

Then perhaps, just a little...

Perhaps she could be slightly more honest about what she wanted.

"I’m ready."

"Mm—?!"

She snapped her legs together and sat upright.

When she looked up, the man had already emerged from the shower.

At some point, he had dressed again.

Selena glanced toward his eyes.

’Did he see me touching myself?’

"It’s fine. You can continue what you were doing. It will help us get started faster."

So he had seen.

She had been so lost in masturbation that she hadn’t even noticed someone approaching.

Shame washed over her.

"I’ll be behind that partition."

The man pointed toward the corner of the room.

It was an ordinary office partition installed to complete the imitation workplace.

"Touch yourself comfortably, just as you were. I’ll appear without warning."

"...All right."

She should have said no.

Instead, she agreed.

There was no turning back now.

"..."

The man disappeared from sight.

With nothing around her but desks and partitions, it truly felt as though she had been left alone at the office.

"...Haa."

It resembled the office whenever she stayed late.

Sometimes, while working there alone, she had wondered what it would be like to masturbate.

A small thrill that would let her step outside her ordinary life.

’Never.’

But even that had been unacceptable to Selena.

Masturbating at work was something one could imagine, not something anyone actually did.

At the very least, Selena had enough reason to distinguish fantasy from reality.

She also possessed the judgment to consider the risk.

So she had suppressed her desires all her life.

But right now...

’Right now, this was role-play.’

Slowly, carefully, she rubbed her pussy through the pantyhose.

"Hnngh...!"

Her arousal had soaked through the fabric and begun dampening the chair.

At the same time, she placed a hand on her chest.

"Mm... ah..."

She searched for her nipple through the suit and flicked it carefully.

"Ah!"

It was sensitive.

Her breasts were so large that something brushed against them in daily life all the time.

She always pretended it meant nothing.

They were conspicuous enough already. If people also learned how sensitive they were, they might form the wrong impression.

But now, she could let herself feel everything...

"Hnnn... Mm, mmh..."

Her fingers moved faster over her nipple as her moans became impossible to suppress.

The hand beneath her skirt worked just as quickly.

Ah...

I always wanted to do this in the office at least once.

Freely, without worrying about my image.

Touching my nipples and pussy as much as I wanted, until I—

"Is someone in here?"

"...Hiiek?!"

A phone flashlight suddenly shone over her body.

It caught her exactly as she was, one hand working at her nipple and the other between her legs.

"Well, well... What have we got here?"

The man holding the phone grinned at her.

He sounded nothing like the stranger she had met earlier.

Now he spoke like a security guard in his fifties.

"So there’s a filthy young lady hiding in the office after hours?"

"Haa..."

Click.

He even photographed her while she was still masturbating.

Ah...

What do I do?

"I took a picture, miss. A nice picture of you doing all sorts of things by yourself."

"Hh... haa..."

"A smart young lady like you knows exactly what that means, doesn’t she?"

"Haa... Haa..."

It had begun.

Hidden from the flashlight, the corner of Selena’s mouth lifted slightly.

"...Yes, sir."