CHRISTINA'S SCHOOL FOR WAYWARD GIRLS

BY KENNA
kenna198401@aol.com

[ part 4 ]

Friday after dinner, dad takes me into his office. “I need to talk to you about tomorrow,” he says. It will be my first Saturday working at the school. I was beginning to wonder if I’d be sweeping the halls for six hours or what.

“All the Wayward Girls have Saturday classes every eighth week. The classes are one on one. We can’t handle all 500 of them on one day, so we spread it out so that we have around 60 girls every Saturday. You’ll have one girl assigned to you for training. I’ve asked Mr. Crawford to show you the ropes, so you and he will have two girls, your girl plus his girl. Follow his instructions completely.”

“Which two girls?” I ask.

“It doesn’t matter,” says dad. “You’re the most junior staff member, so you don’t get a choice. As you get seniority, you get to choose.”

“So I get stuck with the leftovers?”

“Billy!? They’re all Wayward Girls,” he says with pride. “There are no leftovers. Besides, choosing doesn’t mean choosing by name. Choosing just means picking a grade level. You may find that you like training first graders or seniors. For now you’ll get a range of ages and by the time you get senior enough to make choices, you’ll know your own preferences. Tomorrow I believe you and Mr. Crawford will have two seventh graders. That’s his preference and since you’ll be with him for the next four Saturdays, that’s probably what you’ll have for all those sessions.”

“What training do we give them?” I ask.

“We call it character building,” says dad. “It’s based on 100 years of tradition at Christina’s School for Wayward Girls. Some people may call it hazing and frown on it, but hazing is used by fraternities and sororities to induct new members. Our military academies use hazing on the first year students to teach them character and discipline. Nowadays people are against things like corporal punishment and hazing, but it’s produced fine young women for over a century.

“Mr. Crawford has been with the school twelve years. It’s hard recruiting for teachers at the school because of the extra activities we expect from the teachers and the current attitude toward corporal punishment and character building. We have to be very careful. You’ll find that Mr. Crawford is excellent at what he does. He teaches seventh grade and devotes his Saturdays to his seventh graders.”

Dad drives me to school on Saturday morning. He is usually doesn’t participate in Saturday school and apparently it is not Emily’s turn to go. I haven’t really been paying attention to her schedule, so I don’t know when her Saturday school is. From what I’ve seen of the girls’ school, I’m looking forward to character building classes, hazing a couple of 12-year-olds ought to be fun.

We’re a little early, so I get to meet Mr. Crawford. He’s in his late thirties. He tells me that he holds himself and all the teachers to the same standards of the students. I’m not sure what that means except that he’s fit, trim, and handsome, just like the girls are fit, trim, and beautiful. I suppose it also means he’s smart and successful, but I can’t tell that just by looking.

At 8:00 o’clock, two girls come into his classroom. I immediately recognize Sierra and from the look on her face, she recognizes me. She’s the little sister of one of my friends. I’ve known her forever. I knew she was a Wayward Girl, but wow, she doesn’t look so little anymore. The other girl walks up to Mr. Crawford and curtsies, “Good morning, Mr. Crawford,” she says. Then Sierra curtsies in front of me and says, “Good morning, Master Jackson.” Cool, she’s mine.

Mr. Crawford introduces Shanna and Sierra to me and I say, “Yeah, I know Sierra.”

He smiles. “I know she’s a local girl, so I hoped you might know her. I find the character building classes can be enhanced by personal acquaintance. One of the main points is enduring humiliation. The situation I have planned for today will be much more humiliating if she knows you.”

“She’s the little sister of one of my friends,” I add.

“Perfect,” says Mr. Crawford. He says to the girls, “You’ll find everything you need in the bags with your names on them.” He points at the two paper bags on his desk. “We’ll be back in 10 minutes.”

I follow him out. He explains, “First we’ll get them out of their school uniforms and into something more appropriate. We’ll do a little bit of work in the classroom and then go to the dungeon.”

“Dungeon?” I repeat in surprise. I’ve never heard of a dungeon at the school.

He laughs. “That’s what I call it. Officially it’s the detention room, but you’ll see.”

We have a couple minutes so I ask him why Ms. Kwan had me use a rubber and then kept it like it was a prize.

He laughs again, amused at my naiveté. There is so much to learn. “First off, all the girls who have had their period are on the pill, so you can screw them all you want without worry. You don’t have to worry about using a condom, except for Ms. Kwan. She likes boys to use a condom so she can have the cum. She probably fed it to Betsy after you left.”

“Why not just have me cum in her mouth?” I ask.

“She didn’t want it delivered that way. She probably put it on her tits and made Betsy lick it off.” Mr. Crawford looks at the growing bulge in my crotch and says, “You better take it easy. We haven’t even started on the girls.”

I try to think of other things for the next couple of minutes and then we got back into the room. My eyes bug out at the sight of the two girls. They are across the room from us, but I can tell that they are practically naked. Sierra is wearing a tight top that fits to her like it was painted on. She’s wearing a pink stocking and a pale blue stocking that come all the way up to her crotch. There is nothing in between to cover her tummy or her pussy. Shanna is wearing a tight top and really, really short shorts.

As we get closer I can make out writing on Sierra’s top. It says, “Liquor in the front and poker in the rear.” I stare at it for a few seconds before I get the double entendre. I tear my eyes off her and look at Shanna. Now that I’m right next to her, I can make out the writing on her top. I have to do a double take because I can see right through the sheer material. Her nipples are right there. The writing says, “Lick These.” She blushes as I stare at her tits, but then Mr. Crawford spins her around. Her shorts are so short that her cheeks are falling out the bottom. Across her tight, round ass are the words, “Spank These.”

Then, Mr. Crawford gives me his impression of the girls. He’s talking to me, but looking right at Shanna. “I just love seventh graders,” he says. “Girls and women at the same time. Little Lolitas halfway to womanhood.” He puts his hands on Shanna’s tits, squeezing them through the thin material. I follow suit, taking Sierra’s small tits in my hands. “Little titties just starting to grow. Firm, suckable. A seventh grader isn’t quite sure about whether she even wants tits, but they’re on their way. They’re annoying, they bounce when she runs, and boys and men stare at them. Yet, it feels so good when a man touches them.”

His hand slides to Shanna’s pussy, so I do the same to Sierra. I’m touching her bare pussy, feeling the soft, rubbery lips. “They have a mature cunt that’s deep enough for a man’s cock and a clit that responds when you fuck them. Yet, not much pussy hair to hide it from view. That halfway between a girl and a woman look,” he muses.

We both turn our girls around, our hands going to their firm asses in unison. “And the fine, slender ass of a girl,” he says as he squeezes. I’m fondling Sierra’s bare ass as he’s squeezing the thin material barely hiding Shanna’s. “Slender hips and a firm round ass, just right for spanking. Not that full, big butt on a woman.”

Now he reaches around front, letting his hands wander all the way up to Shanna’s throat and then to her mouth. I get a little caught up on Sierra’s little titties before I catch up with him. He slides a finger in her mouth. “Even the little girls learn to suck cock, but by now she’s an experienced cocksucker. She can get the whole cock in, all the way down her throat. She enjoys the taste of a man’s cum.”

He caresses Shanna’s tits and I return to fondling Sierra. “By now they’ve been Wayward Girls for over six years. They know better than to disobey. They’ll do anything you tell them to do. A little girl’s body that responds to a man’s hands like a woman.”

I hear a moan from Shanna, a moan of pleasure. I keep one hand on Sierra’s tits and move the other between her legs, caressing her pussy and her clit. “Ohhhh,” she moans softly as I touch her there. She grinds her hips back against me.

He keeps caressing Shanna, but looks at me for the first time since he started this almost hypnotic dissertation. “Best of all, seventh graders come in all shapes and sizes. There are some that are flat-chested, smooth pussied, little girls and there are some that have nice tits, furry pussies. I love the variety of seventh grade.”

He steps away from Shanna and I reluctantly put a few feet between me and Sierra, without taking my eyes off her. The two girls turn to face us, expectantly. “Up on the chair,” says Mr. Crawford. Sierra steps up on a chair next to his desk. “Now up on the desk,” he adds. She steps up on his desk. “Take off your shirt,” he says.

Sierra slowly strips off the sexy looking shirt to reveal her small mounds. Her nipples are different from any girl I’ve ever seen before. They are puffy and swollen, bigger than a silver dollar in diameter. Sitting atop her small firm breasts, the nipples almost look like a second set of tits, stretching and extending her tits rather than just that hard nub that caps a girl’s tits. I want to touch them again, see what they feel like, but she’s out of reach at the moment.

I hadn’t quite noticed until now that she’s removed the shirt, but she’s wearing pink suspenders. They’d been hidden under the shirt, framing her bare midriff, and attaching to the top of her stockings. They come over her shoulders and part around her tits, clipping to those pastel colored stockings right at her hips. It looks sexy; she’s naked but not naked.

Already she’s swaying, using the desk as a stage to dance for us. I work hard to take my eyes off her as Shanna steps up onto the desk and starts to dance. She leaves her top and bottom on, but they have about the same effect as Sierra’s suspenders and stockings. Shanna is completely exposed underneath that sheer material, yet clothed at the same time. Even the crotch of her shorts is sheer, giving me a perfect view of her bare pussy. I look again at Shanna’s nipples, assured that they are normal, hard little buttons atop her firm young tits.

Mr. Crawford gets Shanna to lie down on the desk. I can tell that other girls have been in this position before because his desk has permanently placed straps on the front. Her legs dangle over the front of the desk and he straps one ankle to a corner and then the other, leaving her legs spread wide. Her wide spread thighs make the view of her pussy even more spectacular. Then he walks around the desk and uses straps on the other side to pull her arms down and in place. Her head is perched on the edge of the desk, her tits thrust up at the ceiling, and her hips are on the other edge of the desk.

“What’s her tits say, Sierra?” asks Mr. Crawford.

“Lick these,” she says.

“Do it.”

Sierra stops dancing and kneels over Shanna. Her legs straddle Shanna’s hips, thrusting her own bare ass and pussy up into the air and she puts her face to Shanna’s chest. She licks at the thin material, getting it wet with her spit. As she teases Shanna’s nipples, they poke up like pencil erasers. Now Sierra bites on them, pulling the nipple and the sheer material up and then letting go.

“Give her your pussy,” says Mr. Crawford. He leads me around the desk to face Sierra as the 12-year-old squats down over Shanna’s face. She lowers her bare cunt right down to Shanna’s face and Shanna’s tongue comes out to lick at the juicy slit.

Sierra is perched precariously right on the edge of the desk, so I put my hands where they’ve been longing to be for quite some time now. I fondle her tits under the pretense of providing her support, keeping her from toppling off the edge of the desk. Her puffy nipples are supple, more firm to the touch than they look.

Then, Mr. Crawford leads me away from the two girls. “She doesn’t have a hair trigger,” he says, “so we have a couple minutes.” He makes sure he has my full attention, which is quite a feat given the action that’s going on over on his desk. He speaks low, so they can’t hear, yet firmly so I know he’s serious. “This is about character building for you, too, Master Jackson. If you want to train these girls, then you have to have stamina, patience, and control. They’re putting on quite a show and part of the point is to embarrass themselves, but at the same time, you have to have your mind on something else or you’re going to blow your wad in your pants.

“Now, your goal is to hold off until 11 o’clock. That’s over two hours away. I’m not going to let you cum until 11 o’clock. Got it? Think of something else, like maybe her brother pounding in your face because of what you’re doing to his little sister. But get some control. At the same time you have to be involved, making her just as embarrassed as she can be. It’s a tough balancing act, but if you want to be involved in their training, then you need to do it right.”

He looks back over at them. “She’s going to blow pretty soon. When she does, I want you to follow this script.” He explains to me what I’m supposed to say, what he expects her to say back, and then what I’m supposed to say and do. “Can you handle that?”

“Yes, Mr. Crawford,” I say, getting a little more perspective on what character building is all about.

So, I go back over in front of Sierra. She’s panting heavily now and pumping her hips a little bit. She can’t move too much or else Shanna can’t reach her. Her head is tossing back and forth like she’s going wild. “Yeah, yeah, oh, yeah,” she moans as she nears her climax. I reach up and squeeze her tits, enjoying the feel of the little cones. As she starts to cum, I say, “You’re such a slut, Sierra.”

She looks me right in the eye, “Oh, yeah, that’s sooo… Squeeze my titties Master Jackson, milk my titties.” Now that and the passion she’s displaying were not in the script, but as soon as she comes down, she says, “Wayward Girls don’t care about names and labels. It’s what we accomplish that counts.” That’s back on script.

“And I hear that you won the state science fair, Sierra,” I say, adding a compliment to the name I just called her. Mr. Crawford wants me to say it with pride and awe. That’s exactly what I feel. I mean, my science project didn’t even get an award at the school level. Sierra won state. As I say it, I caress her cheek. Her eyes shine from the compliment and she leans into my caress.

“Yes,” adds Mr. Crawford, “I expect great things from Sierra.” But he moves me aside and his voice gets harsher. “Now what was that crap about squeeze my titties, Master Jackson? Milk them? Did you get lost in passion?”

“Sorry, Mr. Crawford.”

“Shit, Sierra,” says the teacher. “Too late for sorry. Never give a man an edge. What does Master Jackson think about you now? Are you his girlfriend? Are you his wife? No! You can’t afford to let down your guard with any man except your most trusted lover. Master Jackson is not that and neither am I. And you’re too young to put that level of trust in any man or boy.”

“Yes, Mr. Crawford.”

“I think Master Jackson can grab your titties any time and make you weak in the knees. That’s what that outburst tells me. Do you understand what I’m saying?”

“Yes, Mr. Crawford.”

“Good, now it’s Shanna’s turn. I want to play no cum with her. You have 30 minutes.”

Sierra kneels back down over Shanna and starts licking her tits through her top again. She seems to think that Mr. Crawford’s instructions were perfectly clear, but I have no idea what’s going on. “No cum?” I ask him.

“It’s a game we play with the girls sometimes,” says Mr. Crawford. “Sierra’s job is to spend the next 30 minutes getting Shanna as close to orgasm as possible without letting her cum.

So, I get to watch two 12-year-olds go at it. Shanna is, of course, still restrained. As she gets worked up, she pulls frantically at the straps, but she can’t do anything else. Sierra licks at her tits, licks at her visible, yet covered pussy lips, and occasionally nibbles on her neck and frenches with her. Sierra spends time on Shanna’s pussy, getting her all hot and panting, nearly to an orgasm, and then she moves to her tits, neck, and mouth to let Shanna cool down. The scene is repeated several times. Each time Sierra spends less time on Shanna’s cunt and more time on the rest of her body.

Mr. Crawford gives Sierra a twenty minute warning and then a ten minute warning. From the look on Shanna’s face, I think she thinks more time is passing than Mr. Crawford is letting on, but he’s not cheating. At the five minute remaining mark, it looks like Shanna is about to lose it, but Sierra moves to her tits. This time, she slides Shanna’s top up, exposing the hard buttons to the cool air for the first time. She takes a nipple in her mouth and pulls it up and inch and then two inches. Shanna’s body arches up off the desk and she lets out a low growl.

“Sierra’s pretty good at this,” notes Mr. Crawford, loud enough for Sierra to hear. “I think she really loves pussy.”

Man is Mike gonna pound my face, I’m thinking. I’m gonna be bloody. Maybe he’ll break my nose. Then I look back at Sierra. Her hot little ass is sticking up in the air as she bends over Shanna, sucking on her nipples and my hard on comes back. Bloody nose. Broken nose. This is hard work.

“Two minutes,” calls out Mr. Crawford. Sierra responds by kissing Shanna one more time. Then she kisses her way down Shanna’s body. As she gets to her waist, Sierra pulls down Shanna’s tight shorts. With Shanna’s legs spread, she can’t get them very far, but it’s far enough to get access to Shanna’s now uncovered pussy. Sierra sticks her tongue in Shanna’s cunt, but I can tell she’s avoiding the other girl’s clit.

“One minute.” Sierra licks up and down Shanna’s slit and Shanna sounds like she’s gone mad. Sierra is less a perfect vision now that she’s squatting between Shanna’s wide spread thighs, but the sight of her tongue lapping at Shanna’s downy pussy is erotic. I start thinking about Mike and maybe his dad, too. They’d both be pounding me if they ever found out.

As Mr. Crawford starts a ten second countdown, Sierra attacks Shanna’s clit. Shanna arches up off the desk, trying to push her pussy right into Sierra’s face. It’s about two seconds after zero when Shanna’s body starts to buck in orgasm. “Oh fuck yes, yes, yes, yes,” she moans as she cums on Sierra’s tongue.

As Shanna’s moans die down, Mr. Crawford asks me, “How many orgasms did she have?”

“One,” I say. That was pretty obvious.

“I counted seven,” says Mr. Crawford. Shanna starts to open her mouth, but Mr. Crawford says, “Don’t lie to me.”

“Are you counting the last one?” asks Shanna, “or only the ones I wasn’t supposed to let on?”

“There were eight?” asks Mr. Crawford in surprise.

“Yes, Mr. Crawford,” says Shanna.

“Eight,” confirms Sierra nodding. “And you lied, Mr. Crawford.”

“Yes, I did,” says Mr. Crawford. “I didn’t want to give away the real game to Master Jackson.” He turns to me. “The real game of no cum is for Shanna to cum without letting me and you know she’s cumming. Sierra’s pretty good at giving, but Shanna is really good at playing no cum. She even got one by me today.”

“Any girl can fake an orgasm,” says Shanna, “but only a Wayward Girl can fake not having one.”

“And don’t look so smug about it,” says Mr. Crawford. “A Wayward Girl has humility.” The two 12-year-olds finish the last two words of the sentence with him.

Damn, I’ve been up and down so many times this morning I think I’ve got a pogo stick in my pants. But this new knowledge helps me get down again as I realize they’ve played a joke on me. I feel a bit out of place in this world of Wayward Girls. There’s a lot to learn.

“A Wayward Girl needs to keep track of her obligations, too, doesn’t she, Sierra.”

Sierra nods.

“And a Wayward teacher needs to keep track of his girl and her obligations,” he says to me. When I give him a blank look, he adds, “I realize you’re new to this and I’ll let you get by with missing this one, but you must have noticed that I had to talk sharply to Sierra right before the no cum game.”

“Yes, Mr. Crawford,” I say.

“That’s a clear sign that Sierra has been bad and deserves punishment.”

“Oh,” I say. “She wasn’t supposed to tell me to squeeze her titties? I thought getting yelled at was enough. So the punishment is more?”

“What’s the punishment, Sierra?” he asks her.

“Basically whatever you want to do to me,” says Sierra. “Losing control like that is… well it’s kind of like in the eye of the beholder. How much did it… umm, arouse you to hear me begging for my… umm, titties to be squeezed?” She blushes as she finishes.

“Yes, well, that’s a pretty accurate statement,” says Mr. Crawford. “But seeing as it’s Master Jackson’s first day at this and I’m supervising him and he’s been pretty aroused all morning and he doesn’t know what punishments are available, I’ll make the choice. Nipple clamps it is. Then, since I detected embarrassment in your answer, there will be three swats as well.”

“Mr. Crawford!?” protests Sierra.

“Yes, Sierra?”

“What was that about body language and sub… sub…sublimited messages that you were talking about in class?”

“Subliminal messages,” corrects Mr. Crawford. “You were trying to appear coy and vulnerable to minimize your punishment?”

“Yes, Mr. Crawford.”

“I suppose you deserve some credit for that,” he says. “But a warning. Coy and vulnerable do not belong on character building day. Two swats.”

“Yes, Mr. Crawford.”

He holds up a chain with clips on the ends. “I’ll demonstrate the first one. You can do the second one,” he says to me. He takes Sierra’s puffy nipple between thumb and forefinger and pinches it to hardness. He plays with it for several seconds until there is clearly a hard nub at the peak of the puff. Then he clamps a clip on it. Though she grimaces with her teeth gritted, Sierra makes no sound.

I copy what I just saw him do. Fondling her nipple is fun and soon I have produced a hard nub on her tit. I clamp it as Mr. Crawford showed me. Then I take the paddle and make Sierra bend over the desk. I smack her soundly. “Harder,” says Mr. Crawford. I wind up and smack her harder.

“Holy crap,” says Mr. Crawford. “If I’d known you were going to pat her butt, I’d have assigned ten or twelve swats.”

“More?” I say.

“No, no more,” he says. “I said two and she got two, but she got off easy.” He turns to the girls and says, “Let’s go to the detention room, now.”

“Yes, Mr. Crawford,” they say in unison.

Mr. Crawford stops in his tracks and shakes his head. “My apologies, Master Jackson,” he says to me. Then to Shanna he says, “Let’s go to the detention room, Shanna.”

“Yes, Mr. Crawford,” she says.

“Let’s go to the detention room, Sierra,” I say, taking the hint.

“Yes, Master Jackson,” says Sierra.