Chapter 177 - 14

Satisfied with her response, I grab her panties and rip them off as well, then while squeezing and biting her tits, I invade her cunt with my fingers and start to dig around.

"Daddy… hmmm… punish me… punish your bad little girl…"

I can hear the squelch of her juices in her pussy as my fingers **** her vagina, so I stop and stand back.

I pat her head and gesture to her mother's gaping asshole still full of my cum.

"Then get to it, love…"

"Yes, daddy!"

My slutty little minx lowers her head and starts slurping out my cum from Katie's ass, while I move to the head of the bed and sit with open legs in front of my slave's face.

"Be a good little slave and clean up my cock nicely, Katie. I want it sparkly clean when I fuck our baby girl.

"Yes, master!"

My horny slave raises her head and I move my waist forward, causing my cock to come nearer her slutty mouth… Happily, my slave and soon-to-be wife start licking my dick starting from the head down to my balls. Her tongue dance along the length of my shaft, gathering the remnants of my orgasm mixed with speckles of blood, and I can feel my cock becoming a steel pillar at her soft, wet touch.

"Hmm. Slurp… master… it HAS become bigger!"

I pat her head, gesturing for her to stop talking and keep licking, as I reply.

"Haha, your master has a magic dick! When his girls make him happy, it becomes longer and thicker! I am afraid that our poor little daughter is in for a wild ride today…"

Katie chuckles as she fondles my balls.

"Don't worry, master, I am sure that after she gets used to it, she will love it. now, let me make you all slippery! Aahm…"

She slowly swallows my cockhead and then pushes her head down, causing my hard member to slide inch by inch inside her mouth and subsequently her throat. The extra inch, though, is giving her some troubles, as she can't seem to push it all in. unfazed, she grabs my hands and puts them on her head, signaling me to take charge, to which request I happily oblige. I grab a double fistful of hair and raise her head until my cock is almost out of her wet cavity, then push it down with force, penetrating her throat and down her pharynx, before raising her head again and repeating the movement. Bit by bit, the extra inch disappears between her rosy lips and her chin touches her balls. At the nadir of the movement, she darts her tongue out and licks my ballsack, causing me to shiver. I pull her head up, causing my cock to escape with a 'pop' and her spittle to fly.

"As much as I enjoy this, I promised Hope that I will give her a good fuck today…"

"Yes, master, please fuck our daughter!" Damn, I love it when she says OUR daughter…

I reposition myself on the bed until I am behind the little slutty witch who is still happily slurping her mommy asshole. I spread her cheeks with my hands, adoringly enjoying the view of her two holes, the tiny puckering asshole, and the tight glistening slit that is already dripping juices on the bed. I move a bit forward and push my glans against her labia, then with one hand, I brush her lips up and down with my cockhead, ensuring that another coating of juice, other than Katie's saliva, is added to my dick. I caress her back lightly as I warn her.

"Here, we go, honey. It will probably hurt since daddy is bigger than before, but after you get used to it, you will love it!"

Hope mumbles a muffled response as her mouth is still forming a seal around her mother's asshole while her tongue is scraping her anal inner walls, but I take it as an affirmative and put force on my hips, penetrating her cunt a good three inches with the first thrust!

"MMM! Ouch! Daddy! Is too big!"

I slap her ass and grabbing her hair I push her head once again between my slave's asscheeks.

"No, honey, you are too tight! But don't worry, daddy will fix that…"

Saying so, I push again, causing my cock to travel inside her another two inches and Hope to scream in pain.

"OUCH! Daddy, it is too much!"

"Relax, honey, still two inches left…"

I move my hips backward, causing my cock to slide almost completely out, then I thrust forward again with strength, causing my engorged member to invade her insides for a good six inches. I can feel my cockhead pushing against her cervix, so I once again move back and thrust in repeatedly, until finally, among my daughter's screams and sobs, my glorious seven inches of flesh are contained by her own. I stand still for a minute while gently caressing my sobbing baby girl's back while she gets used to my new size, then I start moving in and out, slowly at first, but faster and faster, taking care that with every thrust my cockhead bumps against her cervix which has displaced to accommodate her daddy's babymaker. After a couple of minutes, I am happily fucking her brutally, slamming my dick inside her and making my balls slap against her labia, while she sobs and cries. Funny thing, though, she never stopped licking her mommy's ass…

At some point, Hope's legs give way and she sprawls on the bed, but this is not enough to cause me to stop, I just throw my body on top of hers and keep thrusting, with each push trying to fit my balls into her twat. Finally, my balls signal the general alarm and I push as deep as I can inside her, using the toes of my feet to grip into the mattress and adding force to the push.

In the end, I sleep straight through the night; I guess I was more tired than I thought… System, I hope that you got a skill or title that can raise my stamina, otherwise, there is no way that I can handle more girls. I am having my hands full and my balls empty with just two!

[The system has no input in the creation of skills, user. That being said, it is highly probable that such a skill might be created in the future.]

Sigh, hopefully before I collapse from pussy overdose…

I open my eyes and look left and right, enjoying the view of my girls sleeping peacefully at my sides while smiling. I guess my cock gives them good dreams…

I extricate myself from their legs and arms and stand up, heading for the shower. Time to wash up and have some coffee, today will be an important day for Hester and I must be at the top of my form.

My little princess wakes up as I am showering and decides to join me, but I resist her advances much to her dismay.

"Now, now, baby girl, don't be greedy. When you come back from school, you can come up and play with me and Hester, but for now, just wash my back…"

"Really, daddy?"

My giddy little slut starts hopping up and down completely disregarding the fact that the floor is slippery and she is holding on to my dick, so I grab her ass and bring her near for a steamy kiss before she slips and breaks my joystick. We fool around lightly in the shower, ending with me fingering her to near oblivion before I finally manage to escape her horny clutches and go to the kitchen. As I enter, my lovely naked slave has just prepared my coffee and set it on the table. I move near her and hug her, giving her a good morning kiss which she reciprocates happily.

"Good morning, love. Thank you for making me coffee."

"It is my pleasure, master. After last night and given that Hope sneakily assaulted you in the bathroom, I figured you will need it!"

I slap her ass lightly while pecking her lips, then sit down to enjoy my coffee, dragging her in my lap.

"I have a lot of work with Hester today so I cannot play with you now, but that doesn't mean that I don't enjoy having you in my arms…"

Katie melts at my words and wraps her arms around my neck.

"Oh, master…"

While Hope finishes preparing for school, I alternate sipping my coffee and kissing my soon-to-be wife as we chat merrily. At some point, curiosity gets the best of my slave and she asks me,

"Master, what are you planning for that nasty girl?"

"Well, I am thinking of beginning the day with her locked in the pillory and giving her a hard, painful spanking. You know, just to set the mood… Afterward… hm… we'll see. Oh, in the afternoon, Hope will come up! I intend to have Hester eating her pussy!"

Katie giggles.

"Oh, master, I am sure Hope will enjoy taking her revenge…"

"That is only the start, love. I promise you, by the time that I am done with her, she will be kissing your cum filled asshole as if it was the holy grail…"

Katie's giggles turn to laughter and she hugs me even more tightly. Meanwhile, Hope comes out of her room ready for school and upon spotting me immediately scoots over for her goodbye kiss.

"Bye, daddy! Mwah!"

"Bye, kitten! Remember to come upstairs when you come back!"

"Yes, daddy! I can't wait! Hehe…"

With Hope going to school, I kiss my slave one last time before standing up and going to dress, then I head to my apartment. Instead of going to see the little bitch, I move to my den, where I review in fast-forward yesterday night's video. It seems that the horny little bitch has taken my words to heart, besides going to the toilet once, she never moved from her bed. Good! Now, let's go and say hello…

I unlock the door and enter my playroom, and to my amusement, Hester yelps and jumps off the bed, taking position beside it, with her arms behind your back, legs slightly spread, and eyes to the floor. Damn, I didn't expect her to remember it after yesterday's events. Color me impressed! I let my eyes linger on her young naked body and I feel my cock slowly stirring in my pants. Okay, besides impressed, color me horny…

I lock the door behind me and walk toward her until I stop in front of her.

"Good morning, pet!"

"G-good morning, sir…"

I pat her head gently.

"You can look at me, now."

"Yes, sir."

She slowly raises her gaze until she is looking at my smiling face.

"I must admit, I didn't expect you to remember my instructions. Impressive! I believe that you have the potential, with the proper training, to become a great pet!"

"T-thank you, sir…"

"But that is for later… for now, you still owe my paddle 160 spanks, so today, we will start with forty!"

Hester whimpers softly, but she has learned better than to disagree with me.

"Yes, sir…"

"Good, pet. Now, go make yourself comfortable in the pillory!"

"Yes, sir."

My Rough daddy title being active, her arousal is frozen, so I only see her obedience rising.

[Hester loyalty: 60 (+2)]

[Hester trust: 60 (+2)]

My future cocksleeve walks timidly to the pillory and raises with difficulty the upper bar before taking position, her neck and wrists against the padded cuts in the wood.

"Uhm, sir? Could you please help me close it?"

I walk to her chuckling until I stand in front of her head and lower the upper bar before locking it in place.

"Did you ever think that the day would come where you would be placing yourself in a pillory to get spanked, pet?"

"N-no, sir…"

"Okay, now, before we start, let me tell you that this time, you will not feel arousal at all, only pain…"

Hester raises her head as much as the pillory allows and looks at me in confusion.

"What? If you keep cumming every twenty hits, you will accumulate more spankings than your ass can handle. I have no intention of spending the next two months spanking you nonstop!"

"Y-yes, sir."

I can feel in the tone of her voice that she doesn't believe me, but that will change soon…

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."

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"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."

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

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

"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…"

Hesitantly, Hester bends slightly forward and lowers her head to lick my balls with the tip of her tongue, remembering yesterday's lessons. Damn, it feels good! My body shivers as her pink tongue slides over my testicles. She keeps licking my nuts for a minute, then takes one inside her mouth and sucks it gently! Shit! I didn't teach her that! Ohhh….

I grab her hair and pull her head backward, causing her to look at me in fear and confusion.

"You really never sucked cock?"

"N-no, sir…"

"Then, where did you learn to do that?"

Hester blushes at my words and lowers her gaze, but she answers nonetheless.

"I… I have seen it in videos…"

"Bullshit! You have never watched porn in your life! Tell me the truth, NOW!"

Hester trembles in fear. She knows that if she lies to me, I will cause her imaginable pain.

"I… I have… I have seen it done…"

My mind races at her words. When Paul forced a mother to have sex with him, he had her start with a blowjob. When I was checking the videos, I skimmed the bj in my eagerness to see if he would fuck her as well, so I might have missed it. I look at a terrified Hester kneeling between my legs.

"You were spying on your father, weren't you?"

Hester freezes, unable to deny but too embarrassed to answer. I chuckle as her non-answer is an affirmative by itself.

"So, you knew that your daddy was forcing those poor women to have sex with him, and you enjoyed spying on him. Right?"

"Y-yes…"

"Did you masturbate while watching?"

"I…"

"Be honest, pet. Your punishment for spying on your daddy will not change no matter what answer you give me, but a lie will make me angry…"

"I… yes… I did masturbate…"

"What did you enjoy more, spying on your daddy or seeing two persons having sex?"

"I… I don't…"

I chuckle and let her hair go, then caress her cheek.

"Let me guess, you imagined that you were the woman getting fucked…"

Hester's cheeks become fiery red as she nods her head helplessly.

"And did you imagine your father doing the fucking?"

My little bitch shakes her head left and right vehemently.

"No! I… I don't like daddy that way!"

I look her in the eyes for a few seconds, but I can't see any lie in her gaze.

"All right, pet. I believe you. you were just horny at the situation. Later I will think of an apt punishment for you, but for now, let's return to your training. Go ahead, pet…"

Relieved to put this conversation to rest, Hester dives mouth-first on my cock, hoping to make me cum hard enough to forget about the punishment. Alas, she didn't count on the new expanded version of my dick, so now whatever skill her practice so far has given her is negated by my increased girth and length.

I smirk at her desperate struggle to stuff her mouth with my dick and pat her head.

"You seem to have troubles, pet. Need help?"

Hester glances at me and tries again with desperate determination to swallow me, but in the end, she sighs (through her nose), and nods at me. I place my hands on the sides of her head and slowly start pushing my erect shaft in and out of her mouth, with each repetition a bit deeper, until my cockhead is tickling her throat's entrance, then I stop.

Hester gives an inquiry grunt as she is unable to raise her head to look at me, so I answer what I believe to be her question.

"Don't worry, pet. Just wanted to make sure that you are ready. After all, my cock IS bigger than last time…"

Before the prissy princess has the chance to grunt a question again, I thrust my hips forward while I pull her head toward me fast and hard. My cock spears her throat and snakes its way down her gullet as tears flow freely from her eyes and chocking grunts escape her cock-sealed lips. I ignore all that and her arms trying to push me back and start forcefully face fucking her with all my strength.

"You know, pet… aargh… I really prefer you like this… oooh… silent and with your mouth full of my dick… uuhhh… now, time for breakfast!"

[Pervy act detected: blowjob + swallowing 400 PDP x (1.5 title bonus + 2 state of undress bonus) = 400 x (1.5 + 2) = 1400 PDP]

Ignoring her desperate silent pleas for air, I start unloading my improved volume of spunk down her throat. She is choking for good now, with my cum overflowing from around the vacuum seal her lips have around my rod and cum-boogies running down her nose. Finally, I finish unloading my cargo and step back, removing my dick from her respiratory tube and watching while smirking as she retches and spits my cum on the floor.

"You know that you will have to lick that up, don't you, pet?"

My little future cocksleeve is unable to reply to my teasing as she is still retching my spunk, so while I wait, I lie down on the bed on my side and support my head with my hand to watch her in comfort. After a while, Hester is done. Still, on her knees, she raises her head and looks at me.

"S-sorry, sir… it was too much…"

"Don't worry your pretty little head, pet. With practice, you will get used to it, and I will make sure that you get a lot of practice… Now, before we start again, be a doll and clean up the mess you made on the floor with your little tongue…"

Hester stares at me silently with disgust and horror written all over her face, so I harden my tone.

"I don't like repeating myself, pet! How about adding another even hundred spankings to your punishment?"

Her eyes grow like saucers and she starts shaking her head left and right.

"N-no, sir! Please…"

"Then LICK. THE. FLOOR!"

Whimpering, Hester goes on all floor and slowly starts licking my cum from the floor. When she is done, she sits trembling on her calves with her eyes close.

"Good! Never cross me, pet, or I will make you clean the toilet with your tongue next time…"

"Y-yes, sir… sorry, sir…"

"Now, come here! I have another load for you to suck out!"

Hester slowly stands up and walks to the bed, while I lie on my back and place my arms behind my head.

"This time, you will have to do everything yourself, pet. Start sucking!"

And she did…

[Pervy act detected: blowjob + swallowing 400 PDP x (1.5 title bonus + 2 state of undress bonus) = 400 x (1.5 + 2) = 1400 PDP]

A disappointingly shallow blowjob later, I have to send the little bitch to wash her face, since she is cum-covered from hair to neck in my creamy colors. She comes back and stands beside the bed with her head lowered, well aware that I am angry at her inability to swallow me whole. I slowly rise from the bed and walk in front of her, tilting her head upward with a finger under her chin until our eyes met.

"You know that I am angry with you, pet, don't you?"

"Y-yes, sir…"

"I think that you can do a much better job if you apply yourself, but you are holding back, waiting for daddy to come and save you… Am I right?"

"I…"

Her gaze lowers and she remains silent. In fact, I am just bullshitting her. Without prior experience it is impossible for her to force my whole cock down her throat, but, since she is a sheltered little bitch, she doesn't know that. I am going to use this against her to break her!

"I think it is time that you face the truth, pet…"

I move to the shelf where I keep my 'toys' and retrieve a closed type ball gag, a strip of black leather with a nice red ball in the middle, and a pair of handcuffs then walk back to a panicky Hester.

"Don't worry, pet. Those are just so you don't interrupt while I speak with your daddy…"

I brusquely turn her around and cuff her hands behind her back, then spin her around once more and place the ball gag in her mouth before she has time to protest. I quickly secure it behind her neck and then step back smiling to observe my handywork.

"There! Black and red are definitely your colors, pet! Now shush, I have to call your daddy…"

Under her nervous gaze, I retrieve my phone from my pants and call Paul on speaker.

"Yes?"

I have never called him before, so my number shows as unknown on his phone.

"Good day, Mr. Roberts, Ben here…"

"Oh! Hello, sir! How are you?"

"Peachy, Mr. Roberts, just peachy!"

"I am glad to hear that, sir! How can I help you?"

"I just wanted to make sure that your daughter will not be missed at school…"

Paul's laugh is heard from the other side of the line. While talking, my gaze is fixed on Hester's face and I can see the disbelief in her expression.

"You don't have to worry, sir. I told the school that Hester will be visiting our family upstate for an extended period of time, so nobody will miss her!"

"Good, thank you for allaying my concerns. As promised, as soon as I have a little time, I will bring you half a million in cash to do with as you see fit."

"Thank you, sir! You are very generous!"

Paul's cheerful tone proves to be destructive to Hester as she drops on the floor sobbing.

"Well, then, I will leave you now, I have to train little Hester…"

"Yes, sir! Thank you for taking her off my hands!"

I end the call and look at the little bitch sobbing on the floor. What we spoke about on the phone and what she understood are two completely different things. While I was talking about the donation to the school, Hester interpreted our words as if I was buying her. Coupled with her father's reassurance that nobody will miss her and him thanking me for taking her off his hands… well, I can safely assume that her defenses are crumbling. Now, one last push…

I put my phone back in my pants before going back to Hester and forcing her to stand up. I remove the handcuffs and the ball gag and she just stands there, tears streaming freely from her eyes.

I raise her chin and make her look at me.

"You get it now, don't you pet? Your father never understood you, instead, he grew tired of your antics… in the end, money was more important than you…"

My almost broken little pet is now sobbing, her shoulders trembling.

"But I do… I do understand you, pet. I know what you need and want. And I will keep you with me forever, pet… Stop thinking, I will think for you, you just have to obey. I will teach you, and make you the best pet ever…"

[Hester loyalty: 64 (+4)]

[Hester trust: 64 (+4)]

Hester is still sobbing, but now she raises her hand and place it on my wrist holding her chin up.

System, turn off Rough daddy, please.

[Skill Rough daddy deactivated]

I take gently Hester by the hand and walk toward the bed.

"Come, pet. Just this once, I will make you feel better…"

[Hester loyalty: 66 (+2)]

[Hester trust: 66 (+2)]