Perverted Daddy System

Chapter 68: Your asshole never lies

I watch as Hester walks slowly to the bathroom and then I grab my pants and leave the room, locking it behind me. I will prepare a sandwich for her and a glass of juice, then I will come back and enter the bathroom to check if she has obeyed my instructions. There is no way that I would let a chance of fingering her go…

I head to the kitchen and fix a quick sandwich for her as well as pour her a glass of orange juice. I debate whether to spike her drink with aphrodisiac, but in the end, I decide against it. if she is free on the bed, this will only cause her to masturbate, which is not what I intend for her. I think I will use the aphrodisiac drops when she is locked inside the pillory. Making her cum multiple times with my touch and my orders will do wonders for her obedience level…

I go back to the playpen and after unlocking the door and locking again behind me, I leave the plate with the sandwich and the glass of juice on the small bedstand, then head to the bathroom, from where sounds of water still running can be heard. By design, the door does not lock, so I open it and enter quietly and take a seat on the edge of the bathtub and cross my arms while I enjoy the view of Hester form behind the steam-covered glass of the shower's cabin. After two minutes, Hester has finished showering and exits the cabin looking for a towel. As she sees me sitting on the edge of the bathtub she freaks out.

"EEEK!"

I snort at her reaction and stand up next to her towering over her short frame causing her to freeze, then walk past her and retrieve a fresh towel from beneath the sink and pass it to her before resuming my seating position.

"Dry up, pet."

Hester takes the towel and starts moving toward the door, but I stop her before she can take a second step.

"Where do you think you are going? I am waiting for you to dry yourself!"

The little bitch trembles at my tone and meekly turns around and comes back with her head lowered.

"Yes, sir." Good, she is starting to answer by reflex!

[Hester loyalty: 42 (+2)]

[Hester trust: 42 (+2)]

II watch impassively while she towels her young nubile body while fighting in my head against the urge of pushing her to the floor and impale her with my mighty meaty spear. When she is finally done, she remains standing with the towel in her hand and shily looks at me.

"Uhm… I am done, sir…"

I hook a finger in her direction motioning for her to come near, which she does fearfully.

"Did you wash both holes properly?"

"Y-yes, sir…"

"Let's check!"

I put a hand on her ass and drag her closer, then look at her scared expression.

"Open your legs, pet. I am going to inspect your holes."

Hester trembles, but memories of the earlier spanking session are still fresh in her mind, so she slowly does as told, moving her right foot so it is about 15 inches away from its twin.

Still holding on her ass with one hand I place the other flat on her belly and slowly caress downward causing her to shiver.

[Hester horniness: 35 (+5)]

My hands move lower and lower until it is caressing her pubic mound, then lower once more until my fingers are atop the slit dividing her labia's lips. I press my middle finger slightly against it and move my hand slowly, causing my finger to wedge slightly in between her lips, then I start moving it slowly back and forth.

An erotic moan escapes Hester's lips and I feel my finger getting soaked by her freshly released juices.

[Hester horniness: 40 (+5)]

[Hester horniness: 45 (+5)]

I bend my finger in a hook and slowly push it inside her tight little cunt. Hester yelps at the intrusion, but immediately after moans again.

[Hester horniness: 50 (+5)]

I keep pushing slowly and inexorably until, about one and a half inches inside her, my finger encounters an elastic membrane.

Hester yelps as a painful sting comes from her pussy.

"Ouch! Sir…"

I back off my finger lightly and smile at her.

"Don't worry, pet, I am not going to break your hymen with my finger. That privilege belongs to my cock…"

Hester shudders at the surety of my voice but remains still. Oh, what a good little whore will she become!

I start thrusting my finger in and out slowly while being careful not to reach her hymen and Hester's breath becomes ragged.

[Hester horniness: 55 (+5)]

[Hester horniness: 60 (+5)]

[Hester horniness: 65 (+5)]

I remove my finger now coated in her juices and smell it, before putting it in front of her mouth.

"Suck it, pet, and tell me if it tastes good…"

Hester hesitantly opens her mouth and envelops my finger with her lips, wrapping it with her tongue as she sucks on it lightly. Uh, seems like she remembers the blowjob instructions I gave her earlier.

I remove my finger from her mouth and ask her.

"Well, pet?"

Unsure of what I am expecting to hear, Hester replies.

"It… it tastes g-good, sir…"

"Good, now turn around and hug your ankles so I can check the other one!"

At this point, the little bitch has lost any will to fight she might have possessed, so she just turns around and bends over hugging her ankles.

"I… I am ready, sir…"

I spread her ass cheeks with one hand and place my already saliva and juice-coated finger against her asshole, causing Hester to shudder, then I push it in as deep and as rough as I can!

"AAH! It hurts, sir!"

[Hester horniness: 70 (+5)]

With my finger deep in her ass, I slap her buttocks with the other hand.

"Maybe, but I never said that it wouldn't. Now hush, for all your complaining, I can see that you are getting hornier by the moment. Perhaps you would prefer if I took my finger out and stuck my cock deep inside your asshole, pet?"

[Hester horniness: 75 (+5)]

"N-no, sir… please… t-the finger is fine…"

I pat her ass lightly.

"Good pet…"

I start thrusting my finger in and out of her incredibly tight asshole with difficulty, and at the same time, I start speaking.

[Hester horniness: 80 (+5)]

"You don't like it, do you, pet?"

"N-no, sir…"

[Hester horniness: 85 (+5)]

"I see. But I think that you are lying, pet. So here is what we are going to do. If I make you cum in less than a minute, it means that you lied to me and I will punish you. On the other hand, if I fail to make you climax, I will let you go. What do you think?"

"R-really, sir?"

"I have no reason to lie to you. So, are you willing to bet?"

"Y-yes, sir…"

"Good, then let's start! If you lose, I will jam my cock down your throat once again!"

[Hester horniness: 90 (+5)]

[Hester horniness: 95 (+5)]

Hester tries her best to resist, alas her body betrays her and comes, spraying my chest with her squirting juices.

[Pervy act detected: anal fingering 200 PDP x (1.5 title bonus + 2 state of undress bonus + 2 first time bonus) = 200 x (1.5 + 2 + 2) = 1100 PDP]

[Hester base horniness reset)]

[Hester base horniness: 35 (+5)]

I remove my finger from her asshole and slap her buttcheek lightly. Hester crumbles on the floor panting.

"Looks like you lost, pet. I don't like it when you lie to me…"