Training training

You send Maddison back to class in the new uniform, leaking your cum, and sucking on the panties you used to clean yourself up after taking her virginity. She proved herself to be a good fuckhole, so you reward her by letting her be only girl in class to wear the new school uniform. She's such a good student that she's excited to show it off to her friends.

"Rose and Lilly to the office please, Rose and Lilly to the office" The Headmaster's voice booms over the announcement loud speaker, as he calls in the next two girls for personalized hole training. You got good results with Maddison extremely quick, so the two of you begin formulating a new curriculum based on what you did to her. The Headmaster picked a pair of identical twin redheads to do tests on, claiming that it would be good for each of you to train them slightly differently and decide the best method of training for the school based on which hole ends up the best. You suspect an alternate motive.

"Hi daddy!" Two cute redheads say in unison as they enter their father's office. The Headmaster neglected to mention that Rose and Lilly are his daughters, but it's pretty clear from your conversations so far that he's trying to get special training for his precious girls. He already seemed annoyed that Maddison Koontz was the valedictorian under the old system, and now she has a huge head start here at Hole Academy.

"Do you need any help?" Lilly asks sweetly, even looking at you with an innocent smile, as though she would get you a cup of coffee or show you around campus if you asked. You have different plans.

"I could use a blowjob!" You volunteer, raising your hand. You're just happy to be offered for once. Lilly furrows her brow for a second but quickly remembers she's in the blowjob universe, so she shrugs and kneels between your legs without any further hesitation. She reaches over the band of your sweatpants and fishes out your cock, then carefully laps at it like a popsicle with her hot pink tongue. Her efforts are amateurish, but the enthusiasm is undeniable.

"Do you have anything you'd like to ask me?" The Headmaster asks Rose ominously, giving her a chance to offer him a blowjob properly.

"N...No?" Rose answers back, unsure why she is in trouble in the first place.

You spend the next 20 minutes gently teaching Lilly the proper way to give a blowjob while Rose suffers the same treatment Maddie received for not offering the Headmaster a blowjob fast enough.

*SLAK* "GUH! I said I'm sorry, daddy! I'm sorry!" *SLAK*

"SORRY FOR WHAT?!"

*SLAK* "For being a worthless hole or whatever! Just stop, please! Ow!"

It takes considerably longer for Rose to earnestly apologize for being a worthless hole because her father could "tell when she's lying," so you have plenty of time to teach Lilly proper fellatio technique. She can deepthroat most of your length already, but you're pretty sure she'll get it all before too long.

*KRAK* "Guk guk guk... I'm sorry I'm worthless... Guk guk guk... I'm sorry I'm worthless...Guk guk guk..." *KRAK* Since Rose doesn't seem to be making any progress giving a convincing apology, the Headmaster seems to have begun deepthroat training as well. Especially since Lilly is already engulfing most of your shaft without much problem.

*Kaff kaff* "Am I a worthless hole too?" Lilly asks sadly, after again failing to deepthroat your entire length. She looks down and pouts, sticking her bottom lip out slightly. "...I'm sorry for being worthless... you can hit me with your penis too... if you want..."

You look down at the adorable teenager and search through your limited vocabulary for something kind or reassuring to say, but before you can find anything she looks up at you, raises an eyebrow playfully, and says: "Please?"

*Plap* "Oh! I'm sorry I'm a worthless hole, daddies! GUK GUK GUK Again! Harder!" *PLAP* "Hehe!"

*KRAK* "I'm sorry daddy... GLURRKKK UK HURRRK... I'm worth it whore... GURK Ukkkk..." *KRAK* "I'm worth it whore..."

The difference in training ability is obvious right away. Lilly is already begging for it while Rose still can't even say the line properly. Either she's actually a worthless hole, or Headmaster sucks at this. You offer a trade, just to be sure, and they all agree wholeheartedly.

"I've always wanted to give you a blowjob, daddy! I was just too afraid to ask!" Lilly exclaims, leaping into her father's arms for a hug and a twirl before dropping to her knees and engulfing his cock as far down her throat as she can manage.

"Hey... you need me to blow you or something?" Rose asks as she approaches you, cracking her neck and fixing her hair before kneeling in front of you and resuming Lilly's job for her. "Slurkkkk Daddy is being such a jerk today, what's his deal? Slurk nngghh nuhh If he wanted a blowjob, I would have given him one, nngahh or whatever. Slerk guk guk gah I don't know why it's so important Slurk to make me apologize for not being good enough. nnmmou guh I know he already thinks it, nguk ngya what's the problem? Gluk gluk slerk Like, I'm sorry I can't be as good nmmmuuo as your precious favorite Slerk guk ngah little bitch, Nguk guk but I do try, gluk gluk gluk ya know? gluk gluk gluk"

Suddenly the problem becomes clear. Daddy issues. This isn't exactly what you signed up for, but at least she's sucking you off during the therapy sessions. "Have you at least tried blowing your father first thing in the morning or at school during lunch? There's a reason we're calling you a worthless hole ya know."

"mmnngghaah Even if I did that Nguah gua he would just wish it was Lilly doing it instead. Nguk guk guk see?"

As if on cue, Lilly deepthroats her father's cock to the hilt for the first time. They both cheer and hug while Rose audibly rolls her eyes and continues rhythmically slurping on the head of your penis.

"I'm sure your father thinks that you're both equally worthless holes," you retort.

"Nguk That's just something all fathers say to their daughters. Guk nngah To make them feel better Nuk gnuk It's not something they really mean Serrkk gik Ngya guk guk"

"But you are a worthless hole, you know that right?" You reassure her. "I mean, how are you not?"

"Nugk I can cook... nguk guk gyah and I can clean.... slerrrrk"

"Psh, this isn't the cooking and cleaning universe, this is the blowjob universe," you scoff. "You've never even given a blowjob before today. I would say that makes you a pretty worthless hole."

Rose continues slowly lapping at the end of your dick with a furrowed brow as she considers what you've said, but she can't find fault with it. She eventually sits up to say, "Huh... You're right. I guess I am a worthless hole..." She stares you in the eyes with a look of regretful sadness. "I'm sorry... I'll try harder, okay?"

She immediately goes down on you again, but this time your entire length easily disappears into her velvet throat to the hilt like a seasoned professional. She looks up at you and attempts to smile with excitement as best she can with her lips stretched around the base of your shaft.

The Headmaster sees his little girl's accomplishment, beaming with pride. He can't believe you got her to realize she's a worthless hole without having to cockslap her a single time, and what's more you taught her to deepthroat without even forcing it down. He sends Lilly over to kiss and make up with her sister.

The make up quickly becomes a make out, with their identical pink tongues sliding over one another in an overly showy way, being deliberately provocative for your entertainment. You watch their touching reunion for a few moments before interjecting with the head of your penis. The tornado of twisting tongues feels tremendous on your turgid tallywacker, so you decide to add a thick glaze coating for them to share. Rose, being the more competitive sibling, fiercely tries to lap up more of your cum than her sister, so you drain most of your load in Lilly's mouth to **** Rose to fish it out.

The Headmaster follows suit, arcing his load over his kissing daughters and letting it fall down on them to fight over. He makes sure to plaster Rose with a few more ropes across the face than Lilly, since she's more likely to get jealous that her sister got a bigger facial from their father.

You watch the two girls clean each other up and snowball the two loads for several minutes with rapt attention. Lilly lets Rose swallow the bulk of it, but they don't stop there. As the two girl's breathing slowly gets heavier and heavier, it becomes clear this is turning into something else. Before you know it, the pair of redheads are going down on each other; interlocked in a full 69 on the floor of their father's office.

You watch them for only a minute or two before deciding this is as good of a time as any to take the virginity of one of them, but you can't tell which is which since they started rolling around on the floor. Not that it matters. You take the one on top so the one on the bottom can keep your balls tucked in her mouth. You abruptly rip through Lilly's hymen, dragging your sack across Rose's face as you hilt yourself deep inside her warm wet pussy.

"Oh GOD! THANK you!" Lilly exclaims, looking up from her sister's clit. "Thank you for using my worthless holes!"

Headmaster plunges himself into Rose, expecting to break her hymen as well, but is surprised to not find one. He doesn't know how to feel about finding out one of his daughters isn't a virgin when he himself was about to take it. Maybe she broke it doing something else, he reassures himself, putting it out of his head as begins thrusting into her in earnest.

After a few minutes of enjoying yourself in Lilly's pussy, you take advantage of the easy access to Rose's throat, letting her clean and lube your pole while you begin to stretch out Lilly's unused asshole enough to accommodate your girth. Before you know it, you're plunging into all three holes in front of you for only a single pump or two, trying to decide which is your favorite. You eventually settle on using Lilly's asshole while Rose keeps your testicles tucked in her mouth. This feels exceptionally nice since Headmaster is using her pussy while Lilly laps at her clit, so Rose is moaning in ecstasy into your balls.

Not in any rush to finish any time soon, you and the Headmaster begin making plans for how to run the school as the two of you use his daughters' holes. You begin planning a new school curriculum by drawing it in marker on Lilly's back as you continue to fuck her asshole, but quickly run into a major problem.

"ALL the instructors here are women?!" You say in shock.

"Aside from me, the gym teacher, and some janitors there are no men on this campus." Headmaster explains.

"A worthless hole can't teach another worthless hole how to not be worthless," you say. "No wonder things are so bad around here."

"They don't trust men to be alone around all these impressionable young girls, for some reason," the Headmaster says, pulling out of Rose and letting Lilly suck on his cock for a bit. "I'm not sure why."

This is a real problem. All your plans involved a male teacher (yourself) disciplining/teaching/ruining a class of girls. You can't teach an entire school of holes by yourself.

You begin trying to figure out a solution.