The School For Wayward Girls #2
A Second Chance
Hi reader.
I know that some of you enjoy listening to my stories. I felt Substack’s built-in audio wasn’t good enough, so I tried making one with an AI Voice service. If you try it, please give me some feedback.
This story continues from Chapter One. It’s not necessary to read it if you haven’t already, but doing so enhances the story.
He walked at a pace that forced me to stride out more hurriedly than was necessary. My mind swirled with lewd thoughts as I meditated on the immediate memories of having been thrashed and forced to give cunnilingus.
I skipped ahead of him, desperate for Gabriel’s approval and some hint of friendliness from the smoldering hot guy I wanted to deliver babies for, but he was stony and intractable.
“Am I staying at Granger Hall, Gabriel? Is that where we are going?”
“No. We have a special house reserved for girls like you.”
“What the fuck is that supposed to mean?”
I shrunk back when Gabriel stopped and rounded on me with blazing-hot eyes. Despite a dim light in the stables and complete darkness outside, his annoyance with me was very apparent. I was heavily aroused and still enjoying the flavor of Catherine Granger’s pussy, searing across my taste buds, wreaking havoc with my sexuality.
I’d had an orgasm at the leather triangle tip of Gabriel’s riding crop, but it wasn’t enough to satisfy my excessively horny disposition. I needed my cunt filled with cock, maybe my back passage too. I definitely wanted a glans crammed deep in my mouth, choking my throat and coating my tonsils with salty seed.
Gabriel wagged an accusatory finger.
“You don’t learn easily, Olivia. What were you told about having a potty mouth?”
“Some say it’s endearing.”
“Only up to a point. Some wilfulness is an excellent characteristic in a polite, beautiful young woman, but you go too far. Usually, after a thrashing across Rex, young girls are at least a little hesitant and somewhat afraid of further breaking Mrs. Granger’s rules.
“I know. Umm… did you just say I was beautiful, Gabriel?”
“Of course I did, but you know that well enough. You don’t strike me as the sort of girl who needs compliments about her beauty to know her value.”
“Perhaps not, but it’s nice to be told now and again.”
“It’s narcissistic, and that is something I intend to thrash out of you.”
“It’s fucking cute, not narcissistic. Jesus, you are such an oaf.”
His rebuke stung, drawing my immediate and furious response. Putting my foot in my mouth was my problem, and he knew it, sighing and shaking his head as though I had wearied his resolve and he wanted nothing further to do with me. My non-paranoid self knew that wasn’t the case, but I worried that I’d gotten off to such a terrible start that Gabriel didn’t like me.
He pulled out a wooden chair the grooms used to rest midway along the stable central aisle while working on a particular horse. When he sat down, I knew trouble would follow, and I felt afraid yet excited. I had pushed Master Gabriel too hard and felt sorry, teary-eyed while trembling from head to toe.
“Am I-?”
“Going across my knee?”
“Yes.”
“Yes, you are, and deservedly so.”
“I’m sorry, Gabriel. I really mean it.”
“You must catch the thoughtlessness before words leave your mouth, dear.”
He looked less angry, perhaps because I had apologized and was entirely vulnerable. My regret was evident in my body language. I was sorry and tried hard to focus on why and how Gabriel brought out a side of my character that wanted to be a good girl.
I choked up, and my bottom lip quivered. A feeling of unhappiness took me to a new low point in my life, and I stared upward, hoping that gravity, or a lack of it, might prevent my tears from pooling and rolling down my cheek.
“Please don’t cry, Olivia.”
“But I feel so emotional.”
“That’s what Mrs. Granger is trying to help you with. Her discipline program will help you control these moments of madness when they come.”
“I feel like I’m out of control, Gabriel. I know what not to say, but my words come out so quickly that they surprise me.”
“Sit on my lap for a moment.”
I slid onto his lap, wriggling around to get comfortable because my earlier thrashing had warmed both cheeks. I also felt Gabriel’s solid cock press hard against my pussy, so I wanted more of that.
When I had the best possible hard lump poking my swollen labia, I settled down and stifled a whimper that might reveal I was enjoying my future baby daddy’s cock.
The riding master looked kind, so I took a chance and slowly wrapped my arms around his neck, nuzzling my cheek onto a shoulder with my lips pouting an inch from his beautiful neck.
I was certain Gabriel felt my hot breath on his cheek, neck, and ear, and I hoped that might help coax his solid cock free of its restraining fabric. I wanted to cry, have Gabriel comfort and then fuck a baby into me, but there was a thrashing coming, and I was taking birth control.
“This was orientation day, Olivia. The process with Rex, me, and Mrs. Granger was a short, sharp shock to align you with the School’s hierarchy.”
“Do you mean Granger Hall is a school now?”
“No, not Granger Hall. I mean the School for Wayward Girls.”
“Oh wow. Where is that?”
“It’s on the Granger Estate, but isolated and about a mile from here beside a lake. It’s a big house that sleeps twelve girls and has three staff members, including a chef, house mom, and maid. You’ll dine at Granger Hall when invited. Otherwise, you’ll be instructed at the school.”
“Who will instruct me?”
“I shall be your tutor, but when others are required to teach you various lessons, I shall introduce you to them.”
“Good.”
“Good, why?”
“I’m glad you will be my tutor.”
“Are you sure about that, Olivia?”
“You make me feel safe.”
“Safe from whom?”
“Safe from myself.”
He cradled me in his arms for about five minutes while my trembling pussy lips seeped sticky hormones into an already damp gusset until it was thoroughly drenched. I felt mildly uncomfortable, but in a very satisfyingly sleazy way, and could smell my arousal. I was sure Gabriel caught a whiff of my tawdry state, too, because his nostrils flared, and he inhaled more sharply for no apparent reason.
His cock remained steadfastly solid, pushing hard against the thin panty sleeve that covered my soaking-wet lips.
I stood up, faced Gabriel, and pulled hard on my bottom lip, grinning and frowning. I knew a spanking was coming, but knowing the Granger Hall equine master liked me enough to get an erection made that okay.
“Are you ready for corrective action, Olivia?”
“Yes, I am, Master.”
“Good girl. Lie across my knee, and I will do the rest.”
“What about my panties, Master?”
“Leave them on. We don’t have much time before dinner, and I don’t wish to hurt you.”
A tiny orgasm tickled from somewhere deep inside me as I leaned across his knee. My body trembled vigorously as wild hormones ran rampant, warming my pussy and leaking more sticky cream into my gusset. Overpowering body chemistry begged my conscious mind to plead with Gabriel for his semen to be decanted deep inside me.
There was a moment when control over my body passed to him, and it seemed to collide with Gabriel’s cock pressing hard against my washing board stomach. My toes lifted off the ground, and my fingers wouldn’t reach the other side, so I was entirely at the mercy of my Master’s punishment fulcrum.
He gently peeled back my lightweight cotton skirt and tucked the hem into its elastic waistband. I heard him sigh deeply, and I hoped that it was approval of my beauty.
My ass cheeks still felt warm from my thrashing even though a delicious chilly breeze licked them. The stables were silent aside from the horses’ breathing. The light was so dim that I felt like I was in a pleasure grotto with the aroma of testosterone everywhere, including a faint scent of precum I imagined coated Gabriel’s cock like a veneer of his love for me.
Stroke - Smack!
“Oh fuck! Oh, sorry, Master, I didn’t mean it.”
The palm of his hand seared a stinging heat into my ass cheeks, and I felt immediately subdued. My wilful spirit subsided quickly, replaced by a penitent virgin who prayed every hour, on the hour, at the convent altar for her man to come and take her in every way.
Stroke - Smack!
“Oww!”
Stroke - Smack!
“Oww!”
Stroke - Smack!
Stroke - Smack!
“Wow… oww. Argh! Holy… f, f,fu… moly.”
“Good girl.”
“I’m trying hard, Master.”
“I know you are, sweetheart.”
Fuck! He just called me sweetheart.
With that tiny encouragement, I pointed my ass higher, clenching both ass cheeks tightly, determined to take the most resounding thrashing Gabriel could administer. I gritted my teeth, releasing my body and mind to the tumult of hormone-induced emotions that wrestled for control over my soul.
Stroke - Smack! - “No”
Stroke - Smack! - “More”
Stroke - Smack! - “Potty.”
Stroke - Smack! - “Mouth.”
Stroke - Smack! - “Olivia.”
“Understood, Master.”
I jerked slightly in disbelief at what I had said but also because of the calm tone of my voice. My ass cheeks felt numbed by the cumulative effect of a thrashing and now a spanking. I felt composed, happy, submissive, and with a stinging, warm ass that wanted more of Gabriel’s hand.
My pussy leaked more cream, a sign she needed a damn good plowing.
When Gabriel’s gentle fingers slipped underneath my panty thigh seam into a cream-filled gusset, my heart soared because this was the attention I craved most. I carefully slid my legs wider apart, hiding the sleazy act with a casual wriggle of my body as though I was adjusting for better comfort.
My engorged nipples pressed against Gabriel’s tensed quadricep muscle, and I ground them hard, twitching my upper body slightly to get added friction, desperate to expend my sexual energy. When my Master’s fingers parted my swollen, trembling pussy lips, I sighed delightfully to indicate my pleasure and consent, praying for a two-finger and one-thumb wedge to open my fuck hole wide.
I powered through pelvic floor exercises like others devour a TV series boxset, so I knew if I could get any part of Gabriel inside my pussy, he might stay forever. He plowed a finger up and down my slit, gradually opening me up while coating his digit with my cream.
When he retrieved his finger from my squelching, tight pussy hole, a sniff, heavenly sigh, delightfully sleazy sucking sound, then a lip popping sent me to heaven. I roiled across his knees in ecstasy, praying for a compliment.
“You taste amazing, Olivia.”
“Thank you, Master.”
I giggled and clenched every muscle excitedly. He dipped his fingers back into my gusset, this time stretching the seam of my panties aside with his free hand. I did what I could to provide the best possible access to my throbbing slit, enjoying a two-fingered plowing of my creamy furrow.
Gabriel devoured my pussy juice like it was his amuse-bouche at a Michelin Star restaurant. When he sucked my nectar off his loaded fingers, I rose to a frisson of excitement, teased deliciously by a man I desperately wanted to fuck. He dipped both fingers inside my fuck hole, and I gripped them hard, crushing my pelvic muscles onto his digits as I clung to a passionate precipice of sleazy lust.
“Wow!”
“What’s wrong, Master?”
“I don’t mind you calling me Gabriel so long as you have respect.”
“I will, but please tell me what’s wrong.”
I prefer calling you Master, to be honest.
I squeezed my pussy soft tissue walls hard, massaging his fingers like they were a cock that needed to be milked until it held no more semen. Gabriel added a thumb, giving me the fuck wedge I needed to enjoy a proper finger-banging. I crushed harder on his flesh, enjoying a rise to orgasm that might keep me going until my master chose to fuck me.
“You are milking my fingers, Olivia. I have never felt a more intense or tight pussy in my life.”
“I can do the same with your cock, Master.”
“You aren’t ready yet, and besides, Chastity needs to brief you on our rules before dinner.”
When he slid his wedge out of my cunt, I squeezed so hard he had to yank his fingers and thumb free. I felt more sexually frustrated than at any moment in my life because I was less than thirty seconds from paradise when he dumped me, sexually speaking.
Gabriel helped me to my feet, and I knew his broad, kind smile was a result of my sexual frustration. I needed his cock to suck until he gagged my throat before fucking me deep in any position he chose. He knew his emotional, sexual, and primal power over me was absolute and could have taken me right there, but he didn’t, for reasons I couldn’t understand.
“Let’s get you settled in at the school.”
“Thank you, Gabriel.”
“What for?”
“Comforting me.”
My belongings had gone ahead courtesy of the driver who collected me at the entrance to Granger Hall. When we reached it, Gabriel opened the passenger door of his blue Ford F150 truck and helped me inside. I felt like a lady, respected and cared for, even though I had undergone an hour-long debasement of my body and soul, the like of which I had never enjoyed more.
When I sat and wriggled, enjoying the burning sensation in my ass cheeks, Gabriel smiled affably and knowingly.
“You’ll do well here, Olivia.”
“Thank you, Gabriel. I feel better already.”
Even in darkness, the estate looked beautiful. It comprised rolling grazing land and extensive forests, with lots of hacking trails carved through them for a girl riding the saddle of a stallion. On approach, the School for Wayward Girls looked stunning, lit in darkness and bathed in moonlight.
“It’s a mini Granger Hall.”
“This is Mrs. Granger’s domain. None of the family come out here, except once, her youngest daughter Claire spent some time being taught a lesson.”
“Why is that?”
“Catherine Granger takes seriously the responsibility of chastising and correcting young girls. No interference of her school program is permitted.”
“What about Kate Granger?”
“She stays well away from the school. Kate is busy running a national car rental company. You won’t see her at all.”
When we stopped outside the school, a prim-looking, thirty-something, smartly dressed woman strolled out to meet me. I slipped out of Gabriel’s truck and was surprised when he drove away.
The woman advanced until I could taste her gorgeous aroma, a mixture of perfume and pheromones, possibly with a hint of pussy.
“I’m Chastity.”
“Hello, I’m Olivia.”
“Yes, I know. I gather you are here for de-slutting.”
She smiled when shaking my hand, and Chastity seemed pleasant for a woman who had just insulted me. I was rightly considered a slut because it was day one of the program, and I was only an hour out of orientation.
I felt like some restitution for my slutty label had already been paid back across the back of a horse, then under a queening stool, and finally over my latest crush’s knees.
Chastity leaned closer and kissed both of my cheeks, whispering.
“Let’s always call it what it is, shall we?”
“You mean that I am a slut?”
“I sense a little bit of a slut in you, but Catherine will tune that down to unruly or naughty by the time you leave.”
“I look forward to it.”
“Shall we go inside, slutty Olivia?”
“Yes, please.”
She giggled as though the whole scene were a joke. Night had fallen, and I checked my watch. I had ninety minutes to prepare for and attend Catherine Granger’s dinner, and I had no clue what was expected of me.
“Where will the dinner be held, Chastity?”
“At Granger Hall.”
“Who is attending?”
“A couple of Afghanistan veterans. You may be required to fellate one or both.”
“Fucking what, now?”
I stopped dead in the hallway, caught between memorizing the beauty of its oak-paneled, wooden plank flooring and deciphering what Chastity had just said. I stared at her, slack-jawed, reeling from the prospect of being used for sex and required to give a blowjob to one of Catherine Granger’s house guests.
“Sorry, Chastity, perhaps I misheard because of an echo here. Could you please repeat what you just said?”
“I said… you may be required to fellate one or both of the war veterans tonight. Catherine invites these local men when they return from deployment. She likes to thank them for their service.”
“By me sucking their cocks?”
“Can you think of a more appropriate way to reward a man who has been overseas on active duty for a year?”
“Surely they already did it with a wife, girlfriend or hooker?”
“They come to dinner straight off the aircraft. The men and women stay overnight, and yes, both of these guys will have hookers tonight in their room, but you are not that sort of lady anymore, Olivia.”
“What fucking sort of a lady am I then?”
“The sort who dresses up as a princess and sucks heroes cocks when asked to by her governess.”
“And that doesn’t make me a slut?”
“No. The distinction is obvious. You are presently a slut because you squandered your pussy, mouth, and back passage on a sordid gangbang with dirty scoundrels who used you. Catherine Granger will teach you how to become a royal standard companion and enjoy those sexual freedoms you yearn for.”
“It sounds like hypocrisy, Chastity.”
“It’s paradoxical.”
“Please explain that to me.”
“Did you feel like a slut when the grooms at your father’s house fucked you, Olivia?”
“Yes.”
“Why?”
“I felt they had used me, and I was humiliated. It was fun while they took turns spit-roasting me, but in the end, as I walked away dripping their semen down my legs, all I could remember afterward was how much they laughed at me.”
“Okay, and now, having given Mrs. Granger cunnilingus, do you feel any shame?”
“No.”
“What do you feel?”
“Happy and satisfied, although I’ll confess I could go all night riding Gabriel’s cock right now.”
“Why do you feel happy this time?”
“I thought Mrs. Granger appreciated my good work and care and that Gabriel saw I tried hard, which made me feel proud.”
“Mrs. Granger told me you gave her the best head she’d enjoyed in years. You did well because that lady gets a great deal of tongue.”
“Did she really say that? Does Mrs. Granger like me then?”
“Of course she does, and that’s the difference. Catherine and Gabriel care for you, while the groomsmen don’t have any respect for anyone, let alone a girl willing to be gang fucked at the drop of a hat. You gave yourself to those debauchers far too easily, but perhaps next time, you will make sure to be appreciated, lusted for, well remembered, and maybe even loved.”
I considered her perspective, which was a very tawdry interpretation of sexual congress, although how that played on my emotions was interesting. Chastity described the difference between giving myself as a pussy of stature and substance or being a free and easy slut entirely without value.
I warmed near a massive radiator and looked around, admiring an old, wide wooden staircase that wound through a three-floor atrium. A nest of orange velour Italian sofas was arranged in a square around a white marble table in the center.
Flower vases stood on four-foot-high marble columns, each filled with different-colored roses. I saw red, white, black and a lemon so vibrant it reminded me of summer, even though it was February.
I jerked back into the real world when Chastity touched my shoulder gently.
“He won’t make love to you, Olivia.”
“Do you mean Gabriel?”
“Of course, I mean Gabriel.”
“Oh… why not? Is he married?”
“Not married, but Gabriel has high standards and won’t just fuck any girl.”
“But he could do it if he wanted to. I mean, nothing is preventing him from sleeping with the girls?”
“Only his sense of decency. He won’t do it. I’ve worked here for ten years with Gabriel, and he never has fucked a single girl, not even me.”
“Do you sleep with the girls?”
“No, sweetheart. I never sleep with the girls, although each of them services me when requested, then leaves my bed. Undoubtedly, during your training, you’ll find your lips and tongue buried in my oversized pussy lips.”
“Oversized?”
Hang on, was that my only takeaway?
“Yes, dear, I have very oversized labia and clitoris. Now, let’s settle you into your room and get ready for a driver to collect you for dinner.”
“What will I wear?”
“Mrs. Granger has selected suitable clothing for you.”
Next Chapter:
KATE This is simply amazing 👏 🤩 to say the least. You probably had this made when I asked bu thank 😊 you anyway I mean it I hung on every word . I sure hope for more. You really are truly AMAZING.
Kate, you asked for thoughts about the AI inspired reader ... well gotta say, it was delightful! SO much better than the apps reader -- she actually pronounced all of the words just as they were written (as opposed to spelling F U C K (and probably pussy or cunt) and all the other descriptive words that make the read so enjoyable... ) And such a sexy voice! the app reader sounds like a voice-mail message :)~
IMO you should add this feature to all stories.