Frank (The Flogmaster)
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Views: 6947 Created: 2007.09.02 Updated: 2007.09.02

Dirty Job

Part 1

Trust me--I am not gay. Far from it. I just wear the dress for the job.

It's a great job. They call me Aunt Hillary, and I am very popular with all the girls. Many times they come to me for advice, especially regarding boys, and I do my best to guide them. I do fairly well, too, even when they've got "feminine" problems.

I first heard about the job from a girlfriend of mine whose cousin knew someone who'd graduated from the school and had heard they were looking for a new Disciplinarian. The odd job had stuck in her mind and she had mentioned it to Shelly, sort of as a joke, you know, and she passed it on to me. I laughed but inside I was drooling just at the thought of such a position. And to get paid for it nonetheless!

Further investigation discovered the job was for real and that the position would become available in just one week. I rushed to put together my new "look" and come up with a fake resume. (I was rather inspired by _Mrs. Doubtfire_, you see.)

It was a difficult job, I was told by the headmistress. With seventy-two girls at the Pittman Secondary School for Young Ladies I would be kept quite busy, and the hours were most irregular. I might be called to duty at any moment. When not specifically fulfilling my duties I would act as a secretary to Mrs. Lendham, the assistant headmistress. There were few people with the temperament to handle both jobs. Was I still interested?

What a silly question!

I've been on the job for almost a year now, and everyone seems very happy with my performance. No one even suspects I'm a man. I guess I'm fortunate to have such fair complexion and delicate features. Who knew it would pay off this way?

Tonight is Sunday evening, my favorite night of the week. During the week there are usually several opportunities to perform my duty, as the Pittman school is extremely strict and these modern girls are rather disobedient. But Sundays, Sundays are the dream come true.

Long ago, when Mrs. Pittman founded the school, God bless her soul, she established certain behavioral standards and disciplinary procedures. Upon her death the school was required to keep every procedure intact or lose the giant endowment she left in her will.

One of Mrs. Pittman's peculiarities (and there are many), was her obsession with strict discipline, particularly physical discipline. She was found of quoting about the rod, and she certainly never spared it.

She firmly believed that young girls needed frequent physical punishment to keep their minds and bodies pure. As part of this belief she established specific policies towards disciplining the girls, including the daunting post of Disciplinarian I now hold. You see, my primary duty is to paddle the girls that misbehave. Occasionally I am even required to cane the severe cases. (Fortunately these are extremely rare. I only had to cane one girl this year, and I didn't especially enjoy it. I broke the skin and the blood turned me off completely.)

But the delight of my job is the Sunday night ritual. At nine o'clock sharp I make the rounds of all the girls rooms, beginning with the younger girls and slowly making my way to the older ones. I am to give each girl a sound spanking before they go to sleep. This is every girl, regardless of whether she misbehaved or not.

The spankings are not especially severe: 10 strokes for the freshmen, 15 for the sophomores, 20 for the juniors, and 25 for the seniors. But they are sound enough to cause a bit of pain and remind the girls their place. (On Mondays the girls are usually quite well-behaved and I have little to do. Fridays and Saturdays are my busiest days.)

It is almost nine now. I've got the paddle ready. It's a massive oak board, oval in shape, approximately eight inches tall by fourteen inches wide. Though it is very thin--about a quarter inch--the wood is extremely hard and strong. It has a leather-covered handle that is almost shaped to my hand.

It's a beautiful instrument, balanced and unbreakable, and it has apparently been in use for over fifty years. If only that paddle could talk! How many gorgeous bottoms has it spanked?

There's the clock. It is time. I close the door behind me and walk down the hallway and into the girl's section. All is fairly quiet, but I can hear some scurrying and conversations, especially among the seniors.

My first stop is one of my favorites. Of all the freshmen girls one stands out to me as the prettiest. That's darling little Rebecca Macintire. She's a blonde-haired blue-eyed cutie with a dimpled smile and the body of sex goddess. She always acts shy and reserved but she certainly doesn't look like it.

Inside the room the girls all look up at me, apprehension and annoyance on their faces. I supposed they think I would forget or something. I smile and make some remark about the headmistress' new hairdo that makes them all giggle.

Jenny, the closest to me, is already climbing out of bed, abet reluctantly. She kneels beside the bed and lifts up her nightgown. The other girls and quickly assuming similar positions, laughter dying out.

Jenny's rump is sleek but rather large. She's a little too plump. I give her the ten smacks quickly and efficiently, admiring the color I obtain. She groans and wiggles her ass and hops back into bed, silently wiping away tears.

Samantha is next, a darling blonde with a sweet face and very polite demeanor. I have yet to have ever made her cry. She takes the blows silently, wincing and tensing her body, but no tears. She thanks me quietly and a little sadly, and climbs into bed.

Rebecca is next. My hidden cock is tall and hard by this time, and the sight of Rebecca's perfect bottom arouses me fiercely. Her cheeks are round and plump, flaring wide from her narrow waist. She kneels obediently, her legs slightly apart and I can just see the hint of blonde hair peeking between her legs.

I paddle her very hard and I wish I could savor the sight of her buttocks bouncing, the pink flesh reddening under my blows, savor the image of her head thrown back and her mouth open slightly in pain, savor her breasts thrusting forward and pushing away the flimsy nightgown and giving me a heavenly view of her cleavage. Rebecca's eyes are large and bright and shine with intelligence, and she smiles at me when I am finished.

"That _really_ hurt," she whispers. "Did you have to do it so hard?" To my delight she arches her neck and peers at her backside over her shoulder as rubs her bare bottom with her hand. "Just wait until you are a senior," is all I think. "Twenty-five delicious blows."

I spank Wanda next, a sweet, dark-haired beauty from down south. The pain doesn't seem to bother her as much as the embarrassment. She blushes deeply and quickly covers up her little rump the second I am finished.

In the next room I find Jessica, a flirty blonde who has more hair than I.Q. She is always terrified of being spanked and tonight is no exception. I have to give her a couple extra smacks to get her attention and convince her to cooperate and lift up her skirt.

Tanya glares at me when I approach her. "Why do we have to do this?" she whines. "We didn't do anything wrong." I don't even bother to answer but simply point my paddle at her and she reluctantly turns and shows me her ass. I spank her hard but quickly, and give her an extra one for whining. She resents that and glares at me, but fortunately for her bottom, she doesn't speak.

My next victim is Andy, a tall, thin girl already standing in place holding up her skirt. She rather boring, too quick to please. Her body is so thin I am certain the paddle must really sting her, but her face remains a polite mask.

Cara is next, a young dark-haired girl. She's pretty, but she scowls all the time, and my presence did nothing to improve her disposition tonight. She was slow at lifting her robe so I gave her an extra smack. She yelps angrily but quickly pulls up the nightgown revealing her petite bottom, still red from the spanking I gave her yesterday morning. Her Sunday ten are particularly painful, and I can hear her crying softly even as I close the door and whisper "Lights out, girls."

The hall is quieter now, everyone aware of my presence. The next room is dead silent. Andrea, the first girl, is already kneeling beside her bed. She's a snotty kid, rather obnoxious and always sucking up to anyone in power. Her prettiness is mostly makeup, but though her breasts are almost nonexistent her buttocks are glorious. I always enjoy spanking her and tonight is no exception, as I delight in her astonishment at how severely I punish her.

I suppose I am spanking the girls harder the usual. But I am really turned on tonight. And they deserve it anyway. Most of them are arrogant little nobles like Andrea.

Melody is next, terrified as usual. She drops her nightgown twice, she's so nervous, and I have to give her two extras. She always is so distraught I almost want to have mercy on her, but I know that the punishment will strengthen her.

Brad, the American, is next. She's large-boned and tall, a good basketball player and rather loud. She takes her blows well but complains, as usual. I give her an extra for her mouth and she just grunts.

Cindy is the last for this room. She's part Oriental, very tiny, the paddle seeming larger than her. She cries softly to herself as I spank her, the huge paddle catching the back of her thighs as much as her miniature bottom.

The next room has the twins, Sally and Ellie. They are quite mischievous, and scarcely a week goes by I don't see one of them in my office. Once, after a particularly crude practical joke they pulled, I got to spank them both together. Fifty blows a piece and I was delighted to watch how their identical bottoms turned red identically.

Amelia is next, fat as a cow and just about as immune to pain. Oh, she blubbers like a whale but I can tell she barely feels a thing.

Not like Sasha. She's jewish. Tall and dark-haired but extremely strong-willed. I've never made her cry either. She's very well-behaved, too. I've never had her in my office, to my disappointment. Well, she still has a few years.

There are only two girls in the last freshman dorm, Helen and Darlene. Both are extremely talkative girls, always in trouble for talking out of turn. It was no surprise they weren't quiet when I entered.

Helen is Swedish. She's blond and very attractive, physically very mature. She loves to giggle. Once she started giggling in my office and even the spanking couldn't make her stop. She was crying and giggling at the same time!

Darlene's American. She's rather plain, though. She still needs to grow into her body. Once she does, however, she'll be heartbreaker on her assets alone. Watching her squirm under my blows always is a delight.

I leave the freshmen section and move upstairs to the sophomores. My first sophomore is Lisa. She's a rebel, opinionated and a troublemaker. I see her quite often. Tonight she's on my list to receive an extra ten for a disturbance at breakfast. (I get Sunday off--no spankings until nine o'clock.)

She smirks at me. "Got some extras for me, Aunt Hill?" That's her favorite name for me, and it always gets a laugh and annoys me.

"Get in position," I said. "Or I'll double it."

She obeys, not instantly, but quickly enough so I can find no fault. Her buttocks are thin and firm but very smooth. She tenses her body for the blows. I count them out quietly, pausing after the fifteen before going on to the extra ten. She's breathing heavy when I'm finished, her face a mask of non-feeling, her jaw tight. "Not bad, Aunt Hill," she whispers. "I almost regret spilling Martha's milk."

I ignore her and move on to Tiffany, the blond princess, arrogant beyond belief. And I paddle her quite often too, but she never seems to learn. I think her brain's too small. But she'll make it on her body: nice face with a killer smile coupled with huge breasts and a shapely rump. I enjoy watching her breasts bounce as I paddle her.

Nancy is next. She's a brain, quiet and usually reading. She's not bad looking. A little plain and she rarely tries to look decent, but her body's very nice. Tonight she pretends to read a book while I spank her, but my paddle is especially hard and she can't concentrate. By ten she's forgotten her resolve and by fifteen she's struggling not to move her hands to cover her buttocks.

Allie is next, a real cutie. Sweet and gentle and utterly devoted to her boyfriend Jack from back home. She writes him everyday and everyone is sick of hearing about him. Many wonder if he really exists. She always bounces well under my paddle, crying and writhing to escape. Tonight she is particularly sexy, her buttocks round and luscious, her pale skin reddening beautifully.

I go to the next room glancing at my watch. I'm running a few minutes behind. Martha is first. It was her milk Lisa spilled, apparently. She's large and blunt and takes my blows without a sound or acknowledgement. Boring.

But Kathy is next, one of my favorites. She's an American, bold and sassy, and quite unafraid of anything. She'll take any dare. I spanked her twice during the past three days, which is above her normal, but not too unusual.

Though she's naughty, Kathy has a wonderful smile and infectious laugh. She never seems to mind the spankings, regarding them as minor annoyances along the path of life. She grins at me now and cheekily moons me, arching her back and thrusting her buttocks toward me. Her buttocks are round and firm and delectable. Normally they are smooth and white but tonight they are red and welted from my previous administrations, one in particular being quite severe. She takes her fifteen with her usual cheer, but by the end I can tell she is having difficulty bearing the pain.

Sally is next, a quiet, reserved kid from Nebraska. She blubbers and cries the whole time, sobbing like I'm trying to kill her. She so nervous she drops her skirt three times during the punishment meaning I have to give her extras. Her buttocks are surprisingly nice and firm but from the way she acts you'd never know it. She's far too shy and reserved.

Stephanie, a girl from England, is the last for this room. I like her. She cute, has a delicious accent, a remarkable wit, and a terrific ass. Best of all she doesn't mind spankings the way most of the wimpy American girls do.

She winks at me saucily and lifts her skirt. "We've got to stop meeting like this, Ma'am." I laugh and paddle her rump hard not even easing up partway through the way I do with some of the girls. She was gasping when I finished. "That right smarts, Ma'am," she says rubbing her bottom with her hand.

"That it should," I whispered. "Just wait 'til next year. Now lights out, all." I left quietly, poor Sally still crying into her pillow. Once again I suspect she is faking.

In the next room I started with another Sally, this one a young black girl from Chicago. She is very pretty and her skin's very dark, but tonight even her skin shows marks from the paddle when I'm done.

Erica is next, another princess. She'd been sent to this school because she'd been kicked out of her last several. When she first arrived she called her wealthy father every week and told him we were beating her and she had to come home. But he was fed up with her games and refused. She really resented me and was one of the few girls I wasn't on good terms with in off hours.

I didn't have a great deal of patience, tonight, so when Erica started making a scene I just bent her roughly across the bed and gave her round bottom a good five swats. "Are you ready to cooperate and raise your skirt now?" I asked. With angry tears in her eyes she nodded and obeyed and I gave her fifteen sound smacks.

Kelly was next, a real beauty and good friends with Erica. Kelly didn't like being spanked but she tolerated it. She always seemed a little embarrassed at all the fuss Erica made over it. She was nervous but cooperated, and her fifteen went without incident, except for the fact that my cock was so hard I thought everyone could see it through my dress.

Last but not least was Darla, a petite little girl from Boston that was terrified of me. She had already assumed the position and lifted her skirt when I first came into the room and had waited quietly all this time. She yelped and cried during the quick spanking, but obediently stayed in position. Her cute little bottom was a rosy pink when I finished and I gave her a hug as I left and she hugged me back very tightly.

The next room was the last on this hall. Normally there were four girls in it, but Eleanor was at home with her mother, who was seriously ill. Deanne was first, a tall, rather awkward girl. She could have been pretty but her body seemed to confuse her, and she always dressed rather untidily. She took her spanking well, though, her large bottom absorbing the paddle almost without effort.

Dana was next, a short plump girl with a very round bottom that smacked deliciously. She had failed to turn in a term paper due that afternoon (she'd already been granted one extension), so I was obliged to deliver an extra dozen smacks to her offered bottom.

Well, that was it for the first floor. I shut the door carefully behind me and listen to make sure the floor is quiet. I must be particularly randy tonight, because I actually wish one of the darlings would make a fuss to I could go back for more, but the girls are silent.

Upstairs, however, the juniors and seniors are anything but quiet. The first room contains a troublesome quartet if there ever was one. Twice this semester I had the whole group in my office for a gang paddling, and I can tell by their expressions that the girls are rather wired tonight.

"Enough, girls," I say quietly, but the leader, a pretty brunette named Amy is on her bed dancing to the radio music. The music isn't loud, but I am annoyed. I shut it off angrily, and give Amy's bottom two gratuitous smacks before she can bent over and get into position for her twenty.

Sara is waiting when I'm done with Amy, but I can see she is frightened. She dislikes spankings something terrible, but she always hangs out with Amy and Jennifer and therefore gets her fanny spanked a lot. She cries out at the first stroke and is in serious tears before I reach double digits.

Jennifer is standing watching, a rather smirky grin on her face. I don't really need to look at my list, but I make a big show of it, acting almost surprised to find her name. "Jennifer, why it says here you've got a twenty-stroke paddling coming! You. Imagine that. Such a surprise. What did you do this time?"

The dark-haired girl shrugged, pursing her lips as though she was some kind of a sexy runway model. She always reminded me of someone who was smoking, though of course this was just her mannerisms. I'd never seen her with a cigarette. "Oh, nothing much. I don't think Mrs. Nadek liked my essay on 'How to Shoplift and Get Away With It,' though. She said I was being cheeky."

"I think I'd have to agree," I said carefully, unable to hide a big smile. "Turn around." The girl sighed and nodded. She turned and flipped up her gown and bared a rather scrumptious ass I'd had the blessing of punishing many times before. I paddled her quickly and mercilessly, spanking her all over her backside, especially the lower portion on the edge of her thighs. After twenty sharp spanks I paused for a breath and then gave her four sets of five.

She was sobbing when I finished, the muscles of her buttocks contracting without her control. "Ouch!" she said, lifting herself upright. "I've got to remember that Mrs. Nadek has no sense of humor at all," she mumbled and to my delight, reached behind and rubbed her fiery bottom.

Darlene is the last for this room. She's a rebel type, but not your normal kind. She's cute enough, in a scruffy sort of way, but I think her rebellion is genuine. She takes these kinds of things seriously, and while she cooperates, she lets you know on no uncertain terms that she doesn't agree with the status quo.

"Fuckin' A that hurts!" she shouts out when I finish, and so she's back over for another ten for foul language.