Boarding School Encounter 05: Henrietta Buggered by the Headmistress

Boarding School Encounter 05: Henrietta Buggered by the Headmistress

Boarding School Encounter
Chapter Five: Henrietta Buggered by the Headmistress
By mypenname3000
Copyright 2016

“What were you and Peony doing in the bath?” Tabitha asked as she dropped her nightgown from last night into the laundry basket in our shared room. Mine followed.

We stood naked in our small room, my feet dancing on the cold floorboards and my teeth chattering. It was so warm in the bath and so cold in here. It turned out that the girls of our dorm had our own Roman style bath, a large pool of piped up spring water. While our school lacked electricity, it had plumbing. The water was so relaxing, especially with nervous, petite, and virginal Peony pressed against me.

“Kissing,” I answered, my cheeks going red as I remembered how wonderful Peony felt, our wet bodies pressed together as she leaned against the edge of the bath, our hips humping, our clitorides rubbing together.

One of my pussy tentacles fucking Peony's cunny.

That was delicious, Merita, the lesbian alien who had merged with my body, whispered in my mind. It was because of her that I had the four tentacles that sprouted out of my sex. They were long and flexible, and as sensitive as my nipples. It was such a delight to ream them in and out of a girl's cunny or to sodomized her bowels. I had plucked my roommate and lover Tabitha's maidenhead then Peony's in the bath only minutes ago.

“It looked like you were doing more than kissing her,” Tabitha said, a wicked twinkle in her eye. “She was gasping so hard. She had quite the release, a powerful cure for her hysterics.”

“I may have used a tentacle on her,” I said.

Tabitha's eyes widened. “Henrietta, you can't do that.”

I blinked. It was the first time since I met Tabitha yesterday that she had called me by my first name. Usually, she called me Etta. I stared at her as I pulled out a clean camisole from my chest of drawers, eager to dress.

“If someone finds out about your tentacles and freaks out...” Tabitha bit her lip. “They might kick you out of the school or something. I mean...” Tabitha's eyes flicked down to my blonde curls adorning my naked groin. “I understand. And I guess Peony must too, but...what about the other girls? And the teachers?”

“I know.” I sighed, pulling the camisole over my head and letting it fall across my small breasts and down to my hips. I pulled it down so it covered my mid thigh. “But it was so sexy. Everyone was making love around us. And Geneva tongued your sphincter while rubbing your cunny, and your boobs were shaking, and Peony was so delicious and timid and afraid and vulnerable and enticing. I couldn't resist. I lost control.”

My stomach fell. “What am I going to do tomorrow? And the next day? We'll have the communal bath every morning. And every morning I'll be surrounded by sex. Wonderful, delicious, forbidden passion. Sapphic love. It's sinful and I love it. And you know what happens when my cunny gets excited.”

“Your pussy tentacles come out to play,” Tabitha sighed.

Which is why we need to find the core of my ship, Merita said. As soon as possible. Before another human encounters it.

How will that help my tentacle problem? You have to possess me until the nanites cure me. When I found Merita's crashed spaceship last night, an egg-shaped object in a crater which I mistook for a falling star, I tripped and broke my neck. I would have died if she didn't save me. But the nanites—which I didn't understand what those were, but apparently they were little automatons inside my body repairing my wound, like little wind-up toys or something—were rejected by my body. Merita had to possess me to let them work. How long will that take?

It's going slower than I hoped. It'll be days. Week or more.

“People are going to find out,” I groaned, sinking onto my bed while I watched Tabitha pull on her stockings up her smooth, pale thighs, her red hair swishing about her shoulders and her breasts jiggling beneath her camisole. Her nipples were hard, the fabric thin enough to make them dark shadows that I wanted to suckle on.

My pussy itched. The tentacles squirmed inside of me as I grew wet.

This was no good. Everything was turning me on. I grew hysterical so easily, and I wanted to be cured. Right now. I had orgasmed in the bath as I pumped my tentacle in and out of Peony's virgin cunt, and I wanted more.

Needed more. It was so hot.

Sex is wonderful, Merita agreed. On my home planet, I would make love to five or more females all day, just exploring each others holes with our tentacles, loving each other, and cumming over and over. It was a wonderful way to pass the day.

Images of the alien, sapphic orgy shot through my mind. Merita in the center, her hairless, purple body writhing, the four tentacles, which sprouted from her hips and not her pussy, undulating as she caressed her lovers. Their skins were all various hues of lilac and purple. Some had larger breasts, other smaller, their nipples hard. They licked and sucked and fingered and tentacled each other, gasping and moaning. I could feel them.

My tentacles burst from my pussy, shooting out from beneath my camisole, waving purple against my skin. “Merita,” I groaned. “Don't remember that stuff. I'm trying to control my tentacles, not let them out.”

Sorry, sorry.

Tabitha stopped pulling up her second stocking and stared at the writhing tentacles. She squirmed, lust burning in her green eyes. I could almost hear her thoughts. Wow, I love those tentacles, and they're dripping in Etta's juices. It would be so hot to lick them right now. We don't need to go to classes. We can be truant and enjoy ourselves.

I concentrated and my tentacles retracted back inside of me. Tabitha let out a sigh. “We couldn't have been truant,” I said absently, “we have to get to class.”

Tabitha blinked and cocked her head, staring at me.

“What?” I frowned.

“Nothing, nothing. I'm guess I'm that transparent. I just love your tentacles so much. They're just wonderful. Especially when they're touching me.” Tabitha fell back on her bed, squeezing her thighs together. “Oh, my hysterics are back. I'm all fluttery and jittery. And now we have to get to class.”

“Sorry,” I said.

I'm sorry, too. I didn't mean to arouse you, Henrietta, or sweet Tabitha.

“Merita's sorry, too.”

Tabitha shook her head and then sat up. “It must be wild to have an alien living in your mind.”

“She does show me naughty things sometimes,” I admitted and grabbed my stockings. I pulled them on quickly. “We better hurry. We're dawdling. We don't want to get a demerit.”

And when are we going out to look for the core?

Lunch, I sighed. I can skip it. But not breakfast. I am starving. My stomach proved me honest by growling. Okay. It'll be just a few hours. Then we'll find it. I have the scanner in my skirt. I had taken it from her ship before we left it last night.

After pulling on my stockings, I slipped on the two layers of petticoats. Our school uniform lacked bloomers of any sort, which I found strange. I felt so naked beneath my petticoats. But now I understood what sort of school this was. I had a feeling that all sort of debauched, lesbian behavior occurred during school hours under the guise of curing “female hysterics.” I had always been taught that women did not feel the low, debased lusts like men, that we were purer creatures.

It was such a lie. We had them, too, we just called it something else and pretended it was a medical problem. But I didn't mind. The idea of a man touching me was far less appealing than a woman. I liked women.

I feared I was turning lesbian. No. I was a lesbian. And there was nothing wrong with that. No matter what the preacher or the government said.

That's right, Merita agreed. You're puritanical religion and mores are so primitive. Sexuality is never wrong. It should always be explored.

I nodded my head and grabbed my ankle-length, gray skirt, pulling it on over my petticoats. The two layers gave me more hips than I had in real life. I pulled on my white blouse next, buttoning it up to my neck like a proper woman and tucking it into my skirt. Then I combed my hair while Tabitha tamed her wild, fiery mane. I pulled my blonde curls into pigtails—my preferred style—tying them with pink ribbons. Tabitha didn't tie back her hair but let it fall in natural waves around her freckled face. We laced up our heeled shoes and were ready for class.

The other girls of our floor bustled out of their rooms, wearing identical uniforms, their hair styled in different manner. Some were braided, like Prefect Geneva's platinum-blonde plait, others loose, like Peony's black hair. The shy girl glanced at me, her hands clutched before her, then she darted down the hallway.

“Well, she looks like a startled doe,” Tabitha muttered, giving me a worried look.

I swallowed and nodded my head. What if she talked? That wouldn't be good. I bit my lip as Tabitha and I held hands. We walked with the other girls, a general buzz from talking filling the corridor. Our dormitory lay on the fifth and highest floor. As we descended the stairs, girls from the fourth and third floors joined us, all with big smiles and rosy cheeks.

I bet they had their own Roman style baths.

I took a deep breath, scared to face my first day of classes at the Kensington Boarding School. The stone walls of the mansion reverberated with talking as we swept down the stairs to the first floor. We followed the tide of girls through the halls towards the dining room for breakfast. A few of the school's maids scurried past us in their black-and-white uniforms.

I wondered if they wore bloomers beneath their skirts?

My pussy itched and my tentacles squirmed. My nipples hardened in my blouse as a youthful maid, two years my senior, walked past, her cheeks apple red and her blouse straining to contain her large breasts.

“Wow, she is ample,” Tabitha whispered to me. “I bet they are nice to pillow on.”

Uh-huh, purred Merita. She conjured flashes of the maid, naked and lying on a bed, her large tits forming soft mounds that beckoned.

Merita, stop that, I groaned as the heat increased between my thighs.

Sorry, sorry. I'm not used to controlling my desires.

Well, it's not weird on your planet to have tentacles, but it is on mine.

I took long, slow breaths, clenching Tabitha's hand. My friend gave me a support smile, her lips so lush and sweet and I knew just how kissable they were and how wonderful her hands were and how amazing it was to...

Nope. Stop that.

Ahead of us was Nurse Paige's infirmary on Tabitha's side of the hallway. The door opened and the nurse stepped out, a big smile on her lips, her cheeks rosy. Though she was only in her twenties, she had a motherly air about her, accented by her curvy body. Her smile swept over the girls walking by, many greeting her with polite, “Good morning, Nurse Paige.”

“Morning, girls,” the blonde nurse would reply.

And then she snagged Peony out of the crowd. The black-haired girl gasped as Nurse Paige, with dexterity that had to come with practice, hiked up both Peony's skirt and two layers of petticoats, plunging her hand between the girl's thighs and rubbing at her cunny.

“Yes, yes, you need to have your hysterics cured, my dear,” Nurse Paige beamed, and then she frowned. “Although, what happened to your maidenhead, child?”

Peony's cheeks went red as she squirmed on the Nurse's pumping fingers. Giggles erupted from the surrounding girl. I groaned as waves of heat washed through me. Yesterday, I had my first orgasm at the hands of Nurse Paige during my physical. She licked my cunny and clitoris until I had my paroxysms of bliss.

She was a lesbian who enjoyed molesting the students under the guise of a medical treatment.

As Tabitha and I passed, the nurse's arm hooked out and seized Tabitha, pulling my friend close. “And you have the fiery blood of the Celts in you. I know that means you need to have your hysterics cured.”

Our fingers parted. I turned to my friend, trying to snatch her hand, but the tide of girls carried me away.

“No, no, I'm fine,” Tabitha protested as Nurse Paige deftly lifted her skirt and petticoats with one hand and plunged between my lover's thighs. “Oh, oh, Nurse Paige.”

“Hmm, another girl that's lost her maidenhead.” The Nurse tutted her tongue.

“Sorry, Etta,” Tabitha moaned. “I-I'll catch up.”

I swallowed and nodded, forced along with the other girls to breakfast while my lover was fingered by the nurse. Her moans and Peony's echoed over the buzz of conversation. My poor cunny was on fire. Tentacles squirmed in my depths, eager to burst out and play. It wasn't fair.

I was so horny. Why did Nurse Paige choose Tabitha? I could have had so much fun with them. Nurse Paige could have plunged her fingers into my cunny, and her thumb could have rubbed my clitoris. I would gasp and moan and have my orgasm. Then I wouldn't be so wet and horny and squirmy. And—

Tentacles flowed out of my pussy. They wrapped about my thighs, smearing pussy juices onto my flesh and stockings. I groaned, my tentacles so sensitive. I closed my eyes for a moment, fighting to get them to retract and grateful for my skirt and layers of petticoats so no one could see them.

My brow furrowed and the tentacles, reluctantly, slithered back inside of me. I gasped as they moved against the walls of my pussy, the friction delicious. And then my cunny relaxed, no longer stretched wide open by them.

I sighed. If Nurse Paige had fingered me, they would have sprouted.

I know, it is terrible, Henrietta. I wish you could have all the fun you want. I'm sorry.

It's not your fault. I would be dead without you. I took a deep breath. Besides, I am developing feelings for you. I'll be ever so sad when you leave.

Me, too. You and Tabitha are so sweet.

As we reached the dining hall, I imagined I could hear Tabitha moaning her pleasure. Yes, yes, yes, Nurse Paige. Cure my hysterics. Your fingers are so deep into my cunny. Oh, yes. Oh, wow.

Her words sounded so clear in my imagination. I sighed, biting my lip. I had to stop dwelling on sex. It was breakfast. I looked around for a place to sit, all the tables ladled with platters of sausage and bacon and toast and jams.

“You can sit with us,” Jeane called. She was the tallest girl on my floor. She patted an empty seat at the table beside her. There was a second seat open that Tabitha could take.

“Thanks,” I said, taking a seat. I squirmed to get comfortable, my clitoris aching between my thighs.

“Lucky Peony and Tabitha getting fingered by Nurse Paige,” sighed Darcy who sat across from me, a pink bow surmounting the top of her brown hair, holding it back off her shoulders. She was an older girl than me, nineteen. “Last year, she only fingered me twice on the way to breakfast.”

“But she was always fingering Marguerite,” Maria said, another older girl. She had such beautiful dimples as she smiled, which set off her sandy-blonde curls.

“Who?” I asked.

“Oh, she graduated last year. I hear she married a banker and hired a delicious maid who knows how to use her tongue.” Maria giggled. “I know all my maids will have to be so skilled when I set up my house.”

“It is a shame we have to marry men,” I sighed.

They all giggled. “But if we didn't, then who would make the money?” asked Phoebe, a new girl like me. She sat beside Maria. “I have several suitors back home. All three are wealthy, even if they are such boors. Not like this place. It is so...stimulating.”

Your people are so primitive. Women should be free to earn their own money and marry each other if they want.

I agree, Merita. I would end up marrying a rich boor, too, probably one of my father's business associates. Then I would have a nice home, raise his children, and hoped I lived close enough to Tabitha so we could have “tea” everyday.

We joked about the value of a maid who knew how to use her tongue and a cook who knew how to use a carrot, which I thought was wicked. Tabitha appeared after ten or so minutes, her face flushed, and a huge grin on her face. She plopped down in the empty chair and gave me a quick kiss on the cheek before piling her plate with sausage and kippers.

“Boy, Nurse Paige really knows how to ready a girl for the day.”

Darcy gave an enthusiastic nod.

After breakfast, it was time for class. I would have Math with Miss Maurine Short, Natural Science with Madalyn Virgo, English with Miss Delilah Averill, then lunch—Please find the core, Henrietta—followed by Latin with Miss Erma Northrop, and last Philosophy with Miss Marilynn Gully. Tabitha shared my schedule, which I found to be a relief, but other girls had different ones and the older girls had a few different courses.

“Do you have any idea where these rooms are?” I asked Tabitha as we left the dining hall, the maids coming in to clear up the mess from breakfast.

“Vaguely,” Tabitha said. “I did arrive the day before you, and I took the time to explore. All the classrooms are on the first and second floors. And I recall that Miss Maurine's classroom is on the first floor and...well, there she is.”

Tabitha pointed to the woman with her black hair twisted into ringlets heading down the hall. We hurried after. We couldn't get lost if we followed our teacher to class. Which made us the first too arrive. We took seats up front, our back straights. Text books lay on each of the tables, the covers battered and worn by years of eager students.

I swallowed. Arithmetic had never been my strongest suite. But the Kensington Boarding School believed in educating young women as strenuously as young men. Many of its graduates would apply for school at Oxford or Cambridge while others used the prestige and refinement to help land a better marriage match.

And then hirer a maid who knew how to use her tongue.

As much as I hated math, there was one nice thing about it—the subject was so boring sex was driven from my thoughts. Merita was no help, despite how advanced her people were. Her people used base eight math. I had trouble understanding just what that meant, but Merita had no understanding of our base ten math. I didn't even know our math was base ten.

When the class ended, I had a headache.

Tabitha's green eyes were equally glazed. I took her hand and the pair of us navigated the school to the natural science classroom. It took us a few false starts to find Miss Madalyn's classroom. It turned out to be on the first floor, not the second, and we were almost late.

“There you are, girls,” beamed Miss Madalyn, a woman in a black dress, her brown hair in a bun, and a friendly smile on her lips. “You must be Tabitha,” she said, giving my friend a warm, inviting hug. “So that makes you Henrietta.”

“It does, Miss Madalyn,” I said before she swept me up into her embrace.

She had a wonderful smell about her, an exciting perfume. I was so aware of her body pressed against mine, her hands on the small of my back as she rubbed her cheek on mine. A wonderful tingle passed through me.

I wondered just how friendly she was as a teacher.

“Now, let's get started on learning,” she said, breaking the kiss. “We'll begin with geology. I believe that will give you a great foundation when we move into inorganic chemistry in a few weeks. Now, on the table on the back I have many samples of stones...”

She lectured us on the three types of rocks—igneous, metamorphic, and sedimentary—showing us examples of each. We handled them and stared at the grains with magnifying lens. She had rocks from all over England and beyond, her voice so excited as she talked about it.

Teaching was clearly her passion.

“Okay,” she said as we stood to leave, “I want you all to write an essay tonight on what your favorite type of rock is and why.”

“Yes, Miss Madalyn,” we all said as we marched out.

Tabitha yawned and stretched. “Boy, only two classes down and I'm already so tired. I just want to go up to our room and—”

She clamped her jaw shut as a maid bustled up to us in her black dress, white apron tied across the front, and a small, white cap resting on her brown curls. She had doe eyes and a polite smile on her face as she stopped before me.

“Miss Henrietta, I'm to escort you to the Headmistress's office.”

Tabitha groaned. My stomach clenched. “M-me?”

“Yes, Miss.” The maid gave me a comforting smile, her eyes apologetic. “I am sorry, Miss, but I have my instructions. This way.”

“But I have English next.”

“Miss Delilah will be informed on the reason you are missing her class. You will not be in trouble.” Her tone implied, Not in any more trouble. Poor thing, summoned to the headmistress's office on her first day, and such an innocent lamb. What could she have done?

“Nothing,” I muttered, and then my stomach twisted more. Peony. What if Peony told Nurse Paige about my tentacles?

I threw a look over my shoulder at Tabitha. She watched me with apprehension as I followed the maid down the hall. My heart beat faster and faster with each step. I chewed on my lower lip as the maid led me from the bustle of the students leaving our class and down to the first floor. Our steps echoed through the halls. The maid walked with a stiff back and a brisk stride.

I wanted to dawdle.

What do I do, Merita?

Pretend you don't have any tentacles, she suggested. Humans don't. If Peony did tell, you just have to keep them under control. If the Headmistress doesn't see them, then she won't believe Peony. It's the only chance.

I took a deep breath. I hope you're right.

Her logic made sense, but the cold pit of fear which had settled into my belly did not care. I clutched my hands before me. My fingers worked together, stroking, playing, trying to distract me from my impending discipline.

The maid led me to a door. “Here we are, Miss.” She gave me a comforting smile again that spoke, Poor lamb. I hope the Headmistress isn't too hard on her. Then she knocked smartly on the dark-stained door. “Headmistress, I've brought the girl.”

“Good, good, you may go about your duties, Sallie,” a stern voice said. “Miss Henrietta, enter.”

I swallowed.

Sallie gave my shoulder a squeeze before she bustled off. I grasped the bronze door handle, twisted, and pushed my way into the office. The walls were covered in dark, wood paneling, hiding the stone wall, and there were several bookshelves. A vase of flowers set on a plinth on one side of the room. Opposite, hanging on the wall, were several types of canes and paddles. I swallowed, wondering which would be used on me. Sitting behind a large, neat desk was Headmistress Edna Neville. A severe bun of black hair pulled taut the skin of her forehead, making her seem even sterner. She wore a red dress, buttoned to the neck and held closed by an ivory broach. She stood, her back straight, and stared at me with dark eyes.

I swallowed, hands clasped before me, my knees knocking.

“Nurse Paige told me something interesting today,” the Headmistress said, her voice melodious and commanding all at the same time. She walked around her desk, a sway to her hips, her heeled boots thudding on the wooden floor. “And it made me quite curious to uncover the truth.”

Peony did tell. Ooh, and after I made her cum so hard. This is how she thanks me?

“What is that, Headmistress?” I asked, trying to keep the fear from my voice.

Her smile grew on her lips, a dangerous smile. “Strip.”

I swallowed. “Strip, Headmistress?”

“Yes,” she purred. “Do not tell me you are stupid, girl. It is a common word in English. Do I have to define it?” I heard the threat in her tone. If you make me define it, girl, I will bend you over my desk and redden your ass.

“No, Headmistress, I know what it means, I was just...shocked. This doesn't seem appropriate.”

“I determine what is and is not appropriate at my school, Miss Henrietta. So you will strip off every article of clothing and show me that pretty, nubile body of yours. Nurse Paige has painted quite the descriptive tale of the charms of your youthful flesh.”

“She did?” My cheeks warmed. She knows about my pussy tentacles. She wants to see them.

Her eyebrows raised. “You are not stripping. If I make it to my wall and you haven't begun undressing, I will take down one of those instruments and apply it with much vigor on your backside.”

I squeaked, “Yes, Headmistress,” and my hands went to my blouse. I just had to keep in control of my passions. As long as they didn't go out of control, as long as my tentacles didn't sprout, nothing would go wrong. I would be perfectly fine.

I just had to stay in control. I could stay in control.

My fingers worked the buttons of my blouse as she walked to the wall covered in her instruments of discipline. My fingers blurred as they worked down my front. I had my blouse undone and untucked from my skirt by the time she reached the wall. I quickly folded it and set it on her desk.

She touched a paddle and turned as I unfastened the buttons cinching my skirt tight about my waist.

“Pity,” she sighed then watched me strip. Her eyes were lusty, a smile curling up the corners of her lips.

A tingle of excitement rippled through my body. My nipples hardened against my camisole as I folded my skirt and set it atop my blouse resting on her desk. I took off my petticoats next, slipping them out from beneath my camisole and adding them to the pile of clothing. I leaned against her desk and pulled off my shoes. Then my stockings.

Her smile grew and seemed to communicate without words: What lush legs. Nurse Paige was right about her. She is a gorgeous thing. Now let's see all the charms. Take off the camisole, girl.

Her voice sounded so real in my head. My imagination so creative today. Her smoldering eyes made my body flush hotter, my cunny growing wet. This was dangerous. I drew off my camisole over my body, revealing my blonde curls and my small breasts.

The Headmistress purred in delight.

“Yes, yes, yes, Nurse Paige was right. You are a lovely thing.” She walked to me as I stood before her desk, the air cold, my skin pebbling, and my nipples aching so hard. I rubbed my hands up and down my arms, feeling the goose pimples as I shivered.

But the cold didn't rob me of my ardor. Not with her eyes burning as they looked at me. She reached out and cupped my small breast. Her thumb swiped over my nipple. I couldn't help the moan that escaped my lips.

My tentacles squirmed in my pussy.

Her hand trailed down my stomach. “Now Nurse Paige treated two of your classmates this morning for hysterics: Tabitha Smythe and Peony Featherton.”

I squirmed, her fingers drawing lines of excitement across my stomach and then to my groin. “I heard her name the discovery in the corridor this morning, Headmistress.”

Her fingers toyed with the curls of my pussy. “When Nurse Paige gave the girls a physical two days ago, both had intact hymens. Normally, Nurse Paige enjoys breaking a young girl's maidenhead in her office, to make sure it is done as painlessly as possible.” And pleasurably, I imagined the Headmistress adding. She has such a letch for a virgin's cherry. “So she was greatly disappointed to discover both girls had their cherries well-plucked before she got her greedy hands on them.”

“I-I'm sorry she was disappointed,” I said, the Headmistress's fingers moving lower, sliding towards my hot, wet flesh.

She caressed my pussy lips. I groaned, biting my lip and fighting my tentacles. They wanted to come out. To wrap about the Headmistress, to fuck her cunny and bugger her sphincter. Then to caress her large breasts straining her dress and make her squeal.

Fight it, Merita whispered. Think about disgusting men. Your world's males are all hairy and filthy and lechers. Don't think about her finger rubbing at your cunny lips.

Trying not to, I moaned back.

“Mmm, just delicious,” purred the headmistress. Her fingers rubbed at my flesh. I trembled, whimpering. Her other hand shot around me, grasping my naked ass, squeezing hard. She pressed against me. She was taller than me, her eyes looking down, burning with such lust.

And then her fingers pressed into my pussy. Two of them reaching in deep, nearing the tentacles squirming and aching to burst out of my cunny. I shivered, groaning, fighting the wicked sensations bursting through me. Her fingers pumped in and out. They felt wonderful.

Her thumb swiped about my clitoris. I gasped and shuddered. My eyes rolled back in my head. I grit my teeth, my fingers grasping her dark-red dress at the hips, gathering the material as I struggled not to give into the pleasure and let out my tentacles.

“You also have lost your maidenhead since this yesterday,” the Headmistress purred. She leaned in and licked my ear. “Tabitha and Peony said you took theirs. But they weren't specific on how. Did you bring a dildo with you to school?”

I froze for a single moment. She doesn't know about the tentacles, Merita.

Good. But don't relax, keep fighting, Merita said as my tentacles squirmed more.

I gasped, my pussy clenching down on the Headmistress's fingers as they probed so deep into my juicy pussy, almost touching the tentacles. I fought again, groaning, squirming. I shivered as her tongue licked my ear again, her fingers digging into my ass.

“Y-yes, I brought a dildo...with me. My-my friend gave it to me. S-said I would need it at boarding school.”

“Even though you were a virgin?”

“Uh-huh. And then...after I learned...from Nurse Paige...Tabitha and I...played with it...and then with Peony...and...and...” I was so close to cumming. My tentacles were so eager to explode out of me. Her thumb rubbing on my clitoris was too much. My body shook and convulsed. “I...I...”

“Am a dirty slut,” hissed the Headmistress. “Yes, yes, a dirty slut who brought a dildo to my school and used it on my virgins. That's Nurse Paige's prerogative. You won't use it on any more girls' hymens. You will let our school nurse perform her medical procedures, and use her dildo on the girls. Right?”

“Y-yes, Headmistress,” I moaned, trembling.

She ripped her fingers out of my cunt, leaving me gasping and trembling. I swayed as she stepped back and smiled at her glistening fingers. Pussy juices trickled down my thighs. My nipples were so hard. I had to cum. I needed to cum. Even if it meant my tentacles would be exposed.

“Please, Headmistress. I...”

She smiled, bringing her fingers to her lips and licking off my sweet musk. “Please give you release?”

“Yes. I...I...I need it. I'm so hysterical right now.”

“I can tell.” She turned around. “Unbutton me.”

I flew to her, working the buttons down the back of her dress. The dress was stiff, possessing a built in whalebone corset, which pulled on the buttons, making it difficult to undo. But I persevered. The dress slipped off her shoulders, revealing her camisole. She wiggled out of her skirt, then I ripped down her petticoats as she pulled off her camisole. She turned, her breasts large, her nipples fat and hard. A thick, black bush covered her pussy, matted by her excitement. She wore only heeled boots that when up to her knees and stockings held up by garters cinched tight about her upper thighs.

“I have just the think for you,” she purred, “but only if you get it nice and wet.”

She walked to her desk, opened a drawer, and pulled out a large, phallic-shaped object made out of polished ebony. She licked the wooden shaft—A dildo, gasped Merita—as she sat on her desk, spreading her legs wide.

“Use it on me. Get it soaked with my pussy juices. Then I'll use it on you.”

“Yes, Headmistress,” I moaned. Could my tentacles sprouted if my cunny was plugged with the thick dildo?

Maybe, Merita answered.

I took the wooden dildo. It was polished to such a smooth surface so there was no possibility of splinters. I knelt before the headmistress. The strong scent of her tart pussy filled my nose. I leaned in, licking hungrily at her pussy, her curly pubic hairs tickling my face as my tongue slid through her folds. She groaned, leaning back, shuddering as I caressed her clitoris.

She moaned, humping against my face, her hands squeezing her tits as my tongue danced around her clitoris. I brought the dildo to the folds of her pussy, pressing against them. Her pussy lips were thick, protruding from her vulva. She wasn't tight like Tabitha and me. I moved down, nuzzling and sucking on her pussy lips as I forced the dildo into her.

“Yes,” the Headmistress moaned, her legs quivering as I worked the dildo deep into her cunny. “Oh, you sweet dear, yes. Fuck my cunt. Stretch it out. Yes, yes yes, then I'm going to fuck you. Oh, yes, what a sweet dear.”

My tongue licked and sucked at her labia and clitoris as I pumped the dildo in and out of her cunny. I gripped the end, pushing in and out, her juices lubing the way. They clung to the ebony shaft. It was thick, bigger than one of my tentacles, and it was so exciting to work it in and out of her pussy. She groaned, the desk creaking as she squirmed.

My nipples and clitoris ached so badly. The tentacles writhed in my pussy, teasing me. Juices trickled down my thighs. I concentrated on licking her pussy, not thinking about my own pleasure as the Headmistress pinched her huge, fat nipples.

“Yes, yes, yes, you little slut. Oh, you are so eager. Mmm, one day and we've turned you into a pussy-hungry lesbian. Oh, yes. Yes. This is why I took the job as Headmistress. To keep the traditions of the school alive. To guide young women like you into the pleasures society denies us. Oh, yes. Keep tonguing me as you fuck that huge dildo into me. Oh, you're going to love it when I fuck you with it.”

I moaned in excitement. “Yes, yes, I need my release, too.”

“Give me mine, and then I will ream you to your orgasm, Miss Henrietta.”

She fell back on her desk, humping against me. Her fingers dug deep into her fleshy mounds. Her pink nipples waved atop her peaks. I wanted to crawl up her and suck on one as I fucked the dildo in and out of her depths.

Why not?

I stood up, still slamming the dildo in and out of her, and leaned over. I sucked on a hard nipple with my sticky lips. She gasped and bucked as I engulfed the fat nub. It was twice the size of Tabitha's nipple. I loved it in my mouth. I sucked so hard.

“You wonderful slut,” she moaned, thrashing. “Oh, yes. Oh, Lord, that's good. Oh, yes, yes, yes!”

She bucked and heaved as she orgasmed. She screamed wordless pleasure, too much rapture flowing through her to speak. My imagination conjured words for her: Oh, yes, what a delicious slut. Oh, Lord, she's good. I love it. Oh, she's going to be a wild one. Oh, yes. So good. Miss Henrietta is amazing.

I smiled as I squirmed. My pussy tentacles ached to burst out. I lifted my lips from her nipple as she spasmed a final time. Then she grinned at me, her face flushed. She leaned up, seized my hips, and kissed me hard.

My tentacles peeked out of my pussy as I shuddered in her embrace. Her tongue licked at my lips, tasting her tart juices staining me. Her breasts brushed my tits, our nipples caressing. I groaned, straining to keep my tentacles in line.

She broke the kiss, grinning. She pushed me back and hopped off her desk, tits jiggling. “Now it's time for me to fuck you. Bend that pretty ass over my desk so I can sodomize you.”

“S-sodomize?” I gasped as . “You're not fucking my cunny?”

“With a bottom that cute, I can't resist.” She smacked my rear before she pushed me to her desk. “Bend over and so I can bugger you.”

My asshole clenched. I had enjoyed buggering myself with a tentacle last night. I leaned over, my thighs tight. My tentacle still peeked out. I groaned, forcing it back inside before she noticed anything. She was too busy attaching a leather harness about her waist she had pulled from her desk, the dildo thrusting from it.

I remembered what Prefect Geneva had said about the Headmistress strapping her dildo to her like a real cock and buggering her students. This shouldn't be a surprise.

But it was. A wonderful surprise.

The dildo dripped with her pussy cream as she moved to me. I watched her, squirming against her desk. She grasped my butt-cheeks and parted them. She spat right on my sphincter. I gasped at the contact of her fluids.

“Oh, yes, you have such a cute rear. I can't resist. I love sodomizing girls with my big dildo.”

She placed the tip at my asshole and then she thrust.

I gasped as my sphincter gave way to her dildo, lubed by her pussy cream. She slid deeper and deeper into my asshole. The burning pleasure shot to my pussy. The intense friction sent waves of heat rippling to my cunny.

And my tentacles.

I lost control.

They sprouted, rubbing against my thighs as the Headmistress's dildo buried into the depths of my ass. She had buggered me with every inch of the toy. I gasped, squirming, my bowels clenching down on her dildo as my tentacles rubbed against my thighs. Every brushing stroke sent shivers through me.

“Oh, yes, you love it, slut,” groaned the Headmistress.

She drew back. My bowels clung to her dildo. The friction was intense. I groaned, my eyes rolling back into my head. It was so thick. It stretched me out. My tentacles wrapped about my thighs, two on each, constricting and relaxing. I wanted to send them out and touch her.

But I held back.

She slammed back into me. Her thrust hard. Her groin smacked into my butt-cheeks. I gasped, watching her over my shoulder. Her breasts jiggled with the impact of our flesh. Her hands grasped my hip. She moaned, drawing back her hips and then fucking into me again.

Over and over. I grunted each time. The friction ignited bliss with every bump. My bowels clung to her dick as she sodomized me over and over. My fingers gripped the edge of the desk as my tentacles rubbed up and down my thighs, shooting rapture to my pussy and mixing with the bliss of her dildo reaming my asshole.

“Yes, yes, yes, Headmistress,” I gasped, my pigtails tossing back and forth. “Bugger me. I love it. Oh, this is so hot.”

“It is,” she moaned. “Oh, yes, it is. Take my dildo. Oh, you little slut. Scream out how much you love it when I sodomize you.”

“I love it so much. Harder! Faster! I need my release. Please, please, give it to me.”

The desk rocked. She buggered me so hard. My eyes rolled back into my head. The pleasure built in my core. My nipples rubbed on the cold surface of her desk. My hips undulated as her strokes grew harder and faster.

The pleasure burst in her mind. I felt it. Her thoughts screamed out how much she loved buggering me. The dildo's base pressed on her clitoris. I was so caught up in the thrill of being fucked, it hardly registered that I was sensing her pleasure.

Her thoughts.

Like I had all day. I wasn't imagining what people were saying, but hearing their thoughts.

“Yes, yes, yes, you little slut,” she hissed in my mind. So much fun to bugger a pretty, little thing. Look at those asscheeks writhe. And she's tight. Oh, the pressure on my clitoris is intense. I'm going to cum so hard from sodomizing her.

“Yes, yes, cum, Headmistress,” I begged, my hips bucking up, our flesh slapping hard together. My tentacles clenched about my legs, gripping them, savoring the feel of them. The pleasure rippled up them to my pussy. “Cum with me. I...I...”

“Cum you filthy whore!”

Her words triggered my paroxysms. My tentacles pulsed around my legs as pussy juices squirted out of my spasming cunny. My pussy clenched and relaxed on the tentacles, savoring their girth while my bowels writhed about her thrusting dildo.

The intense pleasure flooded through my body. It crashed through my mind. So much. My eyes rolled back into my head. I groaned and gasped. I shuddered, undulating my hips, drinking in more and more of the bliss. I moaned out with every new wave of rapture flooding through me.

Such a good ass to sodomize. Oh, yes, I'm going to cum so hard. She's such a slut. Oh, yes. Look at her sphincter taking my dildo. It's stretched so wide. So obscenely wide.

I felt her orgasm as she slammed into me. I screamed with her as a second burst of delight shot through me. My tentacles clenched so hard on my legs it hurt. I moaned, fighting the urge to let them go wild as the pleasure boiled through me. The Headmistress buried her dildo into my depths, her fingernails biting into my hips as her fingers clenched.

“Oh, you wonderful slut,” she panted, her orgasm cresting in her. “Oh, you were amazing. Mmm, yes. Just what I needed.”

“Me, too,” I sighed as my tentacles retracted back inside of me.

She pulled out of me, my asshole gaping open, feeling so empty. Then she froze. I sensed disbelief from her. She had glimpsed my tentacles retracting into my cunny. She blinked. No, no, I couldn't have seen that. Impossible.

I sighed in relief. She dismissed it as a trick of motion.

“Miss Henrietta, you may dress and go.” She paused. “And remember, leave the deflowering to our medical staff.”

“Yes...Headmistress...” I panted.

And now it is lunch time, Merita said. Time to find the core before any humans stumble on it.


Miss Marilynn Gully and Daisy the Maid finished consuming the core's canister, leaving only the flashing light behind. The two rose. It had taken hours to consume it, the nanites patiently dissolving more and more of the metal to provide the resources so they could connect to more entities and find the computer.


Both women, joined by the metal tentacle buried in both their cunts, walked as one, side by side, across the grassy moor. Their thoughts were full of excitement. New tentacles grew in both their pussies, eager to connect to other women.

And there were many of them at the school.


“Yes,” Daisy and Marilynn said in unison. “So many girls to connect to.”

They shuddered, eager for the rapture to come.

To be continued...

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