Perverted Daddy System

[Hester horniness: 60 (+2)]

Hester's face freezes in panic before she manages to utter a word with a strangled voice.

"Sir…"

I continue talking softly.

"First, I will use my finger to put a lot of lube inside your asshole, then work with it to make you loosen up a bit. Afterward, I will stick an anal plug un your ass to widen your hole a bit more… then finally, I will spread your butt cheeks with my hands, and push my cock all the way in…"

[Hester horniness: 62 (+2)]

Hester gulps nervously, imagining her asshole getting impaled by my cock, but thanks to the system, I can also see that the idea arouses her.

"Besides, I would have fucked your ass either way later, pet. You can't become my pet without first getting ass-raped… what do you think?"

[Hester horniness: 64 (+2)]

I wait for her answer as Hester tries to decide what to do. I see the indecisiveness in her expression, but after a while, she relaxes and gives me the answer I was hoping for.

"Yes, sir… I agree… as you said, it would happen anyway, and I do want for Hope to forgive me…"

From the corner of my eye, I see Hope smiling impishly. It seems the little slut played both of us, she didn't mind forgiving Hester, she just wants to see her buttfucked. Ha! Time to turn the tables on her.

"Good, pet! And since I believe that all my girls should be on the same page, tomorrow you can watch as I take Hope's anal virginity!"

[Hester horniness: 66 (+2)]

Hester smiles at my words, can't say for sure whether is because I called her my girl or because she likes the idea of me buttfucking Hope, but Hope, on the other hand, has frozen on the spot, realizing only now that I am on to her trick.

"Daddy… Uhm…"

I stand up and hug her, my hands squeezing her buttocks.

"What? You knew that it was coming sometime soon, and since you want me so much to fuck Hester's ass, it is only proper that I do the same to you; after all, I must be impartial with you girls…"

I kiss her cheek and then whisper in her ear.

"Plus, this will teach you to never try again to pull one over daddy…"

I give a last squeeze to her ass then I disengage from the hug. I have an ass to fuck…

I gather the needed materials from the shelf, then return to the bed. I open a new tube of anal lube and squeeze a generous dollop on my index finger, then I take position between Hester's legs.

System, reset the pain level of Master of torment to 100%, I don't want her to faint on my cock.

[Master of torment reset to 100%]

I place my finger against my nervous pet's asshole and gently push it inside. Her sphincter is so tight that it is very difficult for my digit to penetrate her, but with a little bit of patience and multiple applications of lube, I finally invade her colon.

"Ouch!"

"Try to relax, pet… the more nervous you are, the tighter you will be. While I would be enjoying it more if that was the case, it would also hurt much more for you…"

"Y-yes, sir… I will try…"

My pet exhales slowly, causing her tension to slowly decrease. I remain still for a minute, my finger still halfway inside her shit-cutter until I can feel that she has relaxed enough for me to start moving. I start slowly at first, pulling my finger almost completely out, then pushing it once again inside, every time a bit deeper, until after a few minutes and amidst Hester's whimpers, I can freely finger fuck her ass with my index finger.

[Hester horniness: 68 (+2)]

Time to move on…

I remove my finger from her ass and once again apply lots of lube to it, only this time, I lube the middle finger as well. I reinsert the index finger, which slides easily inside her smooth-walled colon, then I slowly insert the middle one as well, causing my pet to yelp.

[Hester horniness: 68 (+2)]

As before, I stop with my digits halfway in and give her time to adapt, then start finger fucking her ass again, slowly and shallowly at first, but gradually deeper and faster, until she can take both fingers easily all the way to the base.

"All right, pet. You were good… now, it is time for the plug…"

I remove my fingers from her ass and grab a black silicone butt plug, which I then bring close to her face for her to see, only to enjoy her terrified expression. Hope, in the meanwhile, is sitting at the foot of the bed and is enjoying the show while slowly masturbating herself. Heh, I will fix her later…

"Sir! It's… it's too big!"

"No, it is not, pet… this is only half as wide as my cock! I could just fuck you directly if you prefer, but I can assure you that you will faint from the pain…"

Hester closes her eyes slowly and nods. She has seen my cock, she has taken its measure with her jaw, and she knows that I am telling the truth.

​ Hm… system, please activate Rough daddy, we can't have her cumming this time, or Hope might renege on the deal.

[Rough daddy activated. Arousal level frozen.]

There we go! Now…

I squeeze a lot of lube on the plug, making sure that it is completely coated, then place it against her little puckered asshole. As her sphincter is already a bit loose from my previous digital exercises, the tip goes in immediately, causing Hester to tense, thus freezing the plug's movement.

"Pet, relax your ass. If I just shove it in, it will hurt a lot…"

Whimpering, Hester does as I tell her and gradually relaxes her tight asshole. I resume the rubber invasion slowly until almost half the plug is in. Unfortunately, as the plug's girth gradually widens, I reach a point that I can't push it in anymore unless I use force…

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