Big bad wolf & The hare

The whip was made of leather and was quite sturdy. It felt hefty in my hands as I lightly tapped it on my left palm.

Even that small motion made a small, yet foreboding sound.

Reagan was trying to regain her bearings, pretending that nothing could scare her.

I had no idea how tough she actually was. Yes, she had been in army, she was apparently an assassin... She could take more than a normal person.

For all I knew the bitch actually whipped herself daily to develop a tough skin.

...Nah, that couldn't be. That skin still looked... milky smooth. Yeah, she had muscles all over, but she was no bodybuilder. She just looked like somebody who kept herself fit, but way more than average.

I didn't know how accustomed she was to... actual pain.

We would find out, though.

We'd both have to cross that threshold together.

She flinched as I extended my hand towards her face.

She calmed down as she realized that it was there only to remove the gag.

The wet ballgag just dropped on the floor the moment I loosened it, followed by a huge line of drool as Reagan took her first, huge gasps of air in quite some time.

I gave her just a few seconds to relax before forcefully taking her chin onto my palm, and making her blue eyes have to stare into mine.

"Let's get a few things clear. You tried to kill me. So, yeah, obviously I'm not letting you go free. Duh. And you must be aware that your whole existence is quite the problem for me, right? The easiest solution for me would be to... you know, don't you?"

No answer from the tough bodyguard. Just a mean scowl.

Lana and Anna-Marie did look a bit... uncomfortable.

It was understandable. They really didn't need to hear this stuff. All I needed them to be were my submissive sextoys, not a part of some... mafia-like body-dumping scheme.

"You're a pragmatist. Why would I keep you here? Tell me. In your own words."

...Still, no answer.

Didn't really expect one, but that could have been an easy point or two.

"That's right. I meant all those words I told you. I will train you to be my sex-****. My cumrag. My personal trio of warm holes. My crawling, sucking, dispensable fucktoy. That is the only freedom you will ever have."

I lifted the whip within her eyelevel again.

"It's up to you how easy things go. To be quite honest... I might never even have to hurt you. Sure, I'm a sadist and I would take pleasure in that... But I still don't HAVE to do it. And I won't come up with pointless reasons to punish you. I'll only punish you if you don't obey my commands. It's really that simple."

It really was.

This didn't need to be the kind of psychological **** training as it's widely understood to be. You know, pain and pleasure, stick and carrot. Making the subject really, really dependent on your validation etc. Give her a little pain, a little love, and she'll be yours.

That shit could take years to do, though.

I had a way to bypass that. The app.

The only thing I ever needed to do was make her obey the humiliating commands... once. And then her submission would grow and grow and grow. No pain necessary.

As long as she obeyed, we would move forward.

And it was true. If she just obeyed me... You know, treated me like I was a complete idiot, that actually bought it that she was submitting to me by doing only a small number of tasks every once in a while...

I could fool her into thinking that she was fooling me.

She'd easily get more freedom just by obeying me. Then escape when I was sufficiently distracted. She'd never have to mean the humiliating things she did.

Or that's what she would think.

But at that point... she'd have already slipped into +100 and completely in my control.

"So... Let's get to my first command. All you need to say is 'I worship Jack's cock. It is the center of my Universe. I'm just a dumb cumrag, and I'm nothing if I'm not sucking it like the braindead sextoy that I was meant to be.'"

...

...Silence.

Not really surprised by that.

"So... you either say that, or your ass will receive 100 lashes from this whip."

Anna-Marie gasped.

Was she worried about Reagan... or Reagan's ass?

Then again, 100 was a lot.

But if somebody's body could take it... it would be hers.

Her pretty face just kept up with that silent staring.

Not even a flinch at my words. She was steeling herself for the inevitability.

So... she wanted the dumber choice, I guess.

Well, the smarter choice to be correct, but she didn't know I had this app. So in a way... she chose not to try and play me? Or was she actually just too arrogant to say those words?

It didn't really matter. I would win either way. You see-

"Master," Lana suddenly spoke up, eviscerating my train of thoughts. She had at some point sidled her naked body next to me. "I... I can do the... the whipping, if... if you need help..."

Jesus Christ.

That was fast.

She was jumping at the chance to... Whip this still-unknown-to-her woman?

Did I unleash all her sadistic tendencies by giving her that position yesterday?

Then again... Seeing Lana whip Reagan would be... and I could just relax and...

No. Not this time.

"No, Lana. I need to do the whipping this time."

She nodded... sadly.

"But hey. I appreciate the attitude. I'll mark two plus-points for you on the office board."

"Thank you, master!" she said with surprising enthusiasm.

I turned back to Reagan.

"Last chance. Whipping or the words?"

She just stared at me.

I expected her to swear at me or spit at me... But she just stared.

Probably her version of trying to play tough.

No worries. I'll enjoy breaking that attitude.

I slowly walked to her backside.

Like I said... This was a win-win for me.

Either she does what I tell her to do, and I get the points... Or I get to hurt her.

And hurting her... Would progress things another way.

I reminded myself of her latest trait.

LOVE / LOVE HURTS

The subject's love towards the user will increase the more the user makes them feel physical pain.

That's right.

Doing this... Would increase her love for me.

How much, the app didn't specify.

But one hundred painful slashes at her butt...

I'm going to assume it's going to be a huge chunk.

So far, love hasn't really factored in any of my plans... I've relied on forceful domination... So I had no guarantees about how this would go.

But I had a feeling it would still be fun.

I took a good look at the toned ass in front of me, teasingly adjusted so that it looked as delectable and round as possible... Really fine work from Lana and Anna-Marie.

I unleashed the whip, letting the other end hit the floor.

Reagan still didn't flinch.

...Oh boy.

One hundred slashes.

This was going to tire me out too. And that fun with the Reynolds sisters already took a chunk out of me.

I would definitely get sweaty in this tiny, badly ventilated dungeon.

I pulled off my shirt.

I knew my body was still quite out of shape... but that didn't stop Lana and Anna-Marie stealing a few lustful glances of me.

Sigh.

Yeah, Jack. You had two insanely hot, naked, lusty redheads ready to be used like the sex objects they were, and you'd rather just ignore-

Wait...

Maybe I had a way... to enjoy all the pleasures this room offered... at the same time?

I pulled down my pants as well, now standing naked in the dungeon.

Whip in one hand and little Jack in the other.

This time Lana and Anna definitely couldn't take their eyes off me. And one specific part especially.

"Both of you. Pleasure me with your mouths while I whip her."

I didn't need to tell them twice.

It was funny how horny they were despite getting that elusive, forbidden orgasm last night. I mean that's what I assumed, anyways.

Then again... There were many factors. Both had traits that kept them hot and wet in this current situation, those wouldn't magically just end no matter how many times they came.

Well, perhaps my almost-complete control over them was a lubricating factor as well.

Lana took the head of my dick into her pouty, sexy mouth and I was immediately transferred to the pleasure zone by her talented tongue and suction abilities. She always did her best to remind me why I kept her around.

I expected Anna's tongue to join Lana's, double-teaming on my dick... But it didn't. It had other plans.

I felt a sweet, tickling sensation in my anus... and yeah, sure enough, there was the other redhead's tongue.

She was slurping up my crack. Voluntarily.

Why in the world- oh right. She had a new trait as well, didn't she? Something about worshipping asses?

Well, I wasn't going to complain. She was still following the letters of my latest order... and this was a nice surprise.

GLUK! SPLOOP! GLUK!

liish... sliish... shwlurp.... shwlurp...

Ah yeah... The sounds redheads licking and sucking me. Worshipping my dick and ass.

My sycophantic slaves doing everything they can to please their master.

Lana looking up at me lovingly.

Her body... Oh yeah, I almost forgot. That's why she looked extra sexy today.

That ass had really filled out and those tits... definitely at least a cup size bigger already.

The moment I started thinking about fucking those funbags... she could tell what I was thinking without even needing to say it.

She squeezed my dick between her new, big tits and was rubbing them up and down my shaft, all the while caressing my tip with her tongue. Her big, soft, D- or E-sized voluptuous tits, that felt soft as heaven...

Fuck.

Was this a mistake?

There's no way I could focus on the whipping, maybe I should order them to-

No, fuck it.

I can do this.

Let me enjoy everything.

I'll let these two slurpers focus on their jobs... while I focus on mine.

I drew back my hand, targeted the ass in front of me, and-

CRACK!

Bullseye.

The sound was violent enough to make the two people refamiliarizing themselves with my taste, stop for a second... but thankfully only for a second.

Reagan didn't even scream.

She was taking this tough-girl routine seriously now.

She did grunt though. And clench her teeth together.

Would she really be able to do that 99 more times?

The first whip was already leaving a clear, red mark on her backside.

Sitting down would hurt with that alone.

Thankfully she wouldn't have to do that for a long time to come.

"That's one!", I shouted with energy. I would need that.

CRACK!

"AAAAARGHH AAAAAA!!!!" Reagan screamed in pain.

Even hearing that scream hurt me.

Her ass was looking like...

Well, it wasn't that pretty anymore.

Unless you like asses ripened like beautiful red melons.

And maybe I was starting to appreciate it. After all, it was the result of my hard work cultivating it.

"That's... 98," I said.

Even my voice was starting to sound exhausted.

It was nothing compared to Reagan's voice.

She had started screaming around hit number 34, and her throat was turning dry.

Thank God I only said one hundred lashes. I don't think either of us could take much more than this.

CRACK!

"KYAAAAAAAAA!!!! OWOOWWWW AAAAAUGHH! STOP STOP STOP OR I'LL- I'LL-!!!" she screamed again.

Interesting, though. That almost sounded like she was ready to threaten me, but couldn't go through with the words.

Earlier she could. She said some really nasty things... but then they just stopped. I wonder if a big change was taking place in her head?

Her ass was shaking all over the place, **** to escape the hell it was subjected to.

How long had this continued? It wasn't like I was taking time.

Let's see... Each hit took around 10 seconds? Then that would make...

15 minutes or something?

Lord. 15 minutes of this. Felt like a lifetime.

I had already unloaded in Lana's mouth twice. She couldn't swallow that much, though. Most of it came out all over her exhausted body. Her breasts had globs ejaculate still dripping from them, and her hair was filled with white splotches all over.

Still... both of my girls bravely kept up with their duties. No matter how much their jaws had to be hurting at this point.

They licked up everything. Even my sweat, which was accumulating with each stroke of the whip.

I'm sure my ass-sweat tasted extra bitter... I didn't even want to know if Anna-Marie preferred it that way.

My asshole had to be ultra clean at this point. I thought about ordering her to move on to my scrotum to help out Lana... but I didn't. The sadistic part of me loved the idea of her face planted into my ass as long as I wanted it.

It did feel oddly nice and honestly worked extremely well in tandem with Lana pleasuring my front.

"That's... 99," I said, ready to get this ordeal over with.

And...

CRACK!

"AAAAAAAAAAAUGHHH!!!!!!"

The final, yet secretly hopeful scream of a woman being tortured.

"And that's... One hundred... AAAH!"

I dropped the whip and held onto Lana's head with both hands, forcing my whole length down her throat as I let rope after rope fill her stomach.

She wouldn't even have to swallow. I was deep enough to make it an express delivery down there.

Sure she looked like she was suffocating... but that just meant it was working.

When I completed the final load, I pushed both tonguebathers off me, and walked in front of Reagan.

The first time I'd see her expression after starting this.

Under normal circumstances, I'm sure she would still have that nasty scowl and enough anger to bite my fingers off.

But this Reagan... oh yeah. There was a big difference.

She looked at me helpless, scared moist in her eyes... and avoided eye contact like shy little schoolgirl.

I'm sure her heart was pounding like crazy too.

These unexplainable feelings... for the person who had just tortured like nobody ever had.

It had to be so confusing that her little mind was breaking apart.

She tried to muster up anger... but melted like under the heat of my gaze and she looked away.

She wanted to scream at me, damn me to hell... but couldn't. The odd feeling was holding her back.

Oh yeah. She was ripe for the picking.

I just needed to play my part.

I took a hold of her chin again, and turned her eyes to me. This time she didn't fight back, and was waiting for my words with rapturous suspense.

"Let's face it. You're not so tough, Reagan. You're just a helpless little hare that got caught by the big bad wolf. And wolf... will get his way."

She swallowed, and looked deep into my eyes.

I could see her cheeks redden and feel the heat in her face grow exponentially.

"And now... I'm ordering you to say those words I told you earlier. You'll do that for me... right?"

I gently patted her hair.

I tried looking as "sweet and loving" as I could. I really didn't want to... But if it would help me unravel this huge problem called Reagan, I would.

And...

By all my calculations...

This should work.

This was the most **** version of carrot and stick there was.

A choice between **** pain... and sweet fantasy-like love that was probably filling her head each second I held her.

...

Yet...

She still remained silent.

I could see her mouth feeling up the words...

But they weren't the words I was waiting for.

"f-f-fuck you."

...

Sure, it was the most powerless and scared "fuck you" she had ever said to me...

But it wasn't enough.

This wasn't getting me points.

And, holy fuck, what now? I couldn't whip her ass anymore! She might lose it!

And, and if this pain wasn't enough... what would be?

Shit!

Why was she fighting back this hard?

She'd only have to say that phrase, it's not like she had any actual idea that it would grow her submission towards me.

Why-

-knock knock-

And...

All of a sudden...

There was a small knock on the basement door.

Lana and Anna-Marie gasped.

Reagan looked confused.

...But I knew who it was.

I almost forgot about her. Maybe there was another way to do this.