I move behind her and place my hand on her naked back, trailing it down slowly until I reach her buttocks, which I squeeze lightly.

"I must say, pet, for a prissy little bitch, your butt is not bad. How about it? Do you want to feel my cock inside? If you do, I will drop today's forty hits…"

Hester is in near panic. She has seen the size of my cock and the idea of that monster ramming inside her asshole terrifies her. I wonder how much more scared would she be if she knew that now is even thicker and longer… hehehe.

"N-no, sir. Please… I… I prefer being spanked…"

I keep squeezing her asscheeks happily as I reply.

"You do realize that one way or another I am going to fill all your holes, right? Maybe today, maybe tomorrow, but I will fuck you deep and hard and I will enjoy hearing you sob and cry under my cock…"

The little bitch body is now trembling.

"Sob… please sir… sob…"

"Oh, don't worry, it will not be now. Since I asked you, I have to respect your answer. Of course, next time I might not ask and just do it…"

Hester has no answer for my words, so she just keeps sobbing softly.

I give a light tentative slap to her ass and she yelps.

"Well, I have a lot in store for you today, so let's get started!"

System, is Master of torment available only during penetration? The description says intercourse…

[No, user. Intercourse, in this situation, applies to all kinds of foreplay as well, as long as they are sexual in nature, which spanking most certainly is.]

Good, go ahead and ramp up the pain to 200% and keep Rough daddy active, please.

[Yes, user.]

Thank you, system.

I grab the paddle and take position, then instruct my future whore.

"Now, pet, do you remember the magic words?"

"P-please, sir, punish me for being a disobedient little slut."

<SLAP!>

"AAARGH! IT HURTS!!!!"

Hester screams as the pain caused by the paddle is doubled by my title. I wait for her to gather her wits as she sobs and cries, then after a minute, I speak.

"Now, pet, you forgot to count, so we will start again."

"P-please, sir… it… it hurts so much… sob"

"Of course it does! Didn't I tell you that you will feel only pain? This is how pain without arousal feels! Now, start again, pet."

Hester whimpers, but she fears me more than she fears the pain.

"P-please, sir, punish me for being a disobedient little slut."

<SLAP!>

"OUUUCHH!! T-thank you, sir, for teaching me …sob …manners… one…"

"P-please, sir, punish me for being a disobedient little slut."

<SLAP!>

"AAAH!! T-thank you, sir, for teaching me …manners… two…"

By the time that we reach thirty-eight, Hester has fainted, so I decide to gift her the last two. I drop the paddle and open the pillory, then grab the little bitch and carry her to her bed where I place her face down. Her buttcheeks are completely red and almost double in size, but I know that the damage is minimal, as my title does not increase damage, it only modifies the pain felt. I sit on the side of her bed and caress her hair gently as I wait for her to recover. I wipe her tears with my finger and sigh. I admit I do enjoy playing rough with her, but seeing her vulnerable like this sends pangs to my heart. I lower my head and kiss her hair softly. Hester somehow feels my act as she murmurs "daddy…"

Oh, sweety, daddy is here, you just haven't realized it yet…

Slowly, Hester opens her eyes, then, realizing where she is she jumps up.

"Easy, pet. You can rest for another five minutes."

"Y-yes, sir…"

She lowers her head on the pillow again and I muss her hair.

"Now, pet, your spanking is done for today, but we still have a lot in our program!"

Hester looks at me while trembling.

"Next, we will train your mouth. Your master has kept a lot of his yummy cum for you, pet!"

Upon hearing my words, Hester calms down a bit, as she knows that her next 'training' will not be painful.

"Y-yes, sir…"

"After you swallow a couple of loads, we will move to teach you how to do a thigh job. I would love to teach you how to do titjobs, but with your B-cups it's impossible…"

Hester listens silently but looks at me quizzically when I mention a thigh job. I pat her head and explain.

"A thigh job is when you lie on your back and I rub my cock between your closed legs, just above your little pussy. It feels very good for men, and the same goes for the woman. Of course, if you don't give it your one hundred percent, I might get angry and decide to slip my dick a bit lower and impale your tight little cunt…"

Hester freezes in horror at my words.

"N-no, sir! I… I… I will be good!"

"We'll see… now, where was I? Ah, yes, the thigh job. After that, we will take a short break and shower, as your belly will be covered in my spunk. I guess I will allow you to suck my cock while I wash your hair, am I not kind?"

"Y-yes, sir, you are very kind…"

I once again pat her head happily.

"Afterward, I will bring you a snack and let you rest a bit. And in the afternoon… well, that is a surprise… Now, ready to go?"

"Y-yes, sir."

"Good, then get up from the bed and get on your knees in front of me. Eyes down, legs open, and hands behind your back!"

"Yes, sir…"

As instructed, Hester stands up from the bed and kneels in front of me, spreading her legs and bringing her hands behind her, then lowers her gaze. I stand up leisurely and slowly undress, then sit again at the edge of the bed in front of her.

"Now, pet. Look at me and ask for permission…"

The little bitch raises her head until her eyes meet mine and asks shily.

"Please, sir, allow me to suck your c-cock…"

I pat her head and smile at her.

"Good job, pet! You are improving. Go ahead, then. Show me what you can do…"

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