Application for Your School
Dear HeadMaster Ed:
I am writing you to apply for entrance to you school. I realize that I will be coming into the second term of the school but I hope that will not be a problem.
I was, until recently, attending Miss Ivana Humpalots Instituon for (Wayward) Girls. Due to a series of cir cum stances beyond my control, for example being found in the linen closets with the gym teacher who was tied up at the time.. busy man that he is. I mean how that is my fault? I found I needed to attend a new school. Your name was referred to me via the bathroom wall at The Gilded Ostrich.
I have very high marks as I am willing to do whatever it takes to maintain them. Extra curricular activities are also something I excel at. Some of my favorite subjects are Oral, Arts and Crafts such as knot work, Medieval studies (famous dungeons ect), and Shop appreciation (we learned a lot about keeping small vibrating motors running). I will send on transcripts as soon as I have time to (change my marks) obtain them from the school.
One other thing which I hope we can work out is the matter of tuition. At my last institution I helped cover the cost of my tuition by tying down some of the richer girls and forcing them to hand over their lunch money. I also helped in the library. I liked the library but I found the uniform with its short skirt a little hampering to do some of my work. I was frequently asked to climb up the ladder to get down or reshelf the books. I also found, that for some reason some of the male faculty just couldn’t decide which books they wanted. I would frequently get sent back up and down the ladder while they waited at the bottom because they kept changing their mind.
I hope to hear from you soon and if you hear any reports of me eating chocolate and mixing martinis in my room, I wish to state now it is entirely unfounded.
Best Regards
Widget.
Why Men Are Better Than Vibrators
I've known Miss Gonzales for four weeks, and we've been fucking for the last three.
Ah, I do apologise, I think I've missed a bit of the backstory there, but I got your attention, didn't I? I'll go back a few steps. My name is Ted, Ted Stoat if you must, and I'm a youngish 35 year-old caretaker at a girls' college called Slothlands. Don't worry, it's not that kind of story; I don't go near the inmates, not even the Minxiest of them, even though they are all over eighteen and delectable. It's a teacher who is the key to this saucy tale.
Miss Gonzales joined the staff four weeks ago, a fresh-faced, brown-eyed, taut-bodied, 28 year old teacher of Current Affairs and General Studies, and it was lust at first sight. Right from the start, she showed that she was a kinky soul, and although I prefer to be the strong man, it was pleasant submitting to her occasionally over a margarita or two. Or, more accurately, under a margarita or five. That girl has a thing about tequila. The last time she was feisty was yesterday, when she'd shown me her two favourite vibrators in the staff room, and taunted me, bragging that "Men can't always keep up with women, can they? These plastic heroes wouldn't get soft, drunk, headaches, or cum in their pants."
As much as I enjoyed submitting to her, I found that dominating her was much more satisfying, and I felt it was about time I made it official, hopefully involving a significant romantic gesture. I got the impression that Miss Gonzales would appreciate a gesture. With that in mind, I'd 'borrowed' the vibrators from her bag when she wasn't looking, knowing they would be key to any gesturing that I'd be doing.
After cracking open a walnut with the larger one, and using the smaller one to stir my tea, I paused for thought. I really didn't know why she needed all those toys, surely any red-blooded man or... umm... whatever-coloured-blood woman would pounce on this woman if she clicked her fingers or hitched up her skirt. This made me think - how could I prove to her that she didn't need such a toy?
I bribed Ed, the headmaster, to tell me her home address. Initially, he said that under no circumstances could he tell me such confidential information, but when I said that I'd check to see if she had any latex underwear, he soon complied.
I turned up at her place at about six in the evening. Yes, it was a little early, but there was more chance of her being in her work clothes. It had been a hot, sticky day, and the thought of unpeeling her saturated see-through blouse was too tempting to resist.
"Oh," she said, when she answered. I handed her a bunch of flowers that Olive the florist had assured me would get into the boudoir of any young lady. Joy of joys, she was still dressed in her tight black skirt and damp white blouse that gave her a phenomenal hourglass shape. She was even wearing her strappy new fuck-me shoes, and her thick-rimmed glasses.
"Number one," I said. "A vibrator cannot give someone flowers."
She hadn't shut the door in my face, so I stepped inside, closing it behind me. She still seemed unprepared, poor thing, so I wrapped my hand around her waist and sharply pulled her to me, making sure I didn't squish the flowers. When she was close enough, with her breasts digging into my ribcage, I cupped her chin, pointed her mouth upwards, and planted a delicate kiss upon her lips.
"Number two. You can kiss a vibrator if you want to, but it won't kiss back."
"Mmmm," she purred, closing her eyes seductively and perching herself on tip-toe for another kiss. I held the back of her head steady this time, running my fingers through her jet-black hair as I pressed my lips against hers. She had such a soft, delicate pair of lips, unbelievable when you consider the docker-blushing language that came from them.
She unpeeled herself from me and led me upstairs by the hand. I thought of a possible reason number three - no vibrator could appreciate the sideways movement of a woman's ass as she walks up the stairs - but chose not to voice it.
"That's the bathroom, there's the bedroom, and this... this is the play room," she said, and I could hear the chiming sunniness in her voice. Inside were several large crates – she’d only moved in a week or two ago and was still unpacking everything - and a king-size bed, with no quilt, no pillows, no headboard, just a bedstead with a firm mattress and a coversheet.
"I've not thought how best to adapt the bed yet. Care to try it out, soldier?"
I did, and I didn't. If I allowed myself to be restrained to the bed, I would have a whale of a time and end up with a sore but satisfied cock, but if I did that, I wouldn't be able to explain the other reasons, or do my gesture.
"No, Miss Gonzales. Why don't you lie down on the bed for me, huh? Face up."
She took a deep breath, slinked onto the mattress like a liquid, still fully clothed and shod, and stretched her arms to the head of the bed in anticipation.
Standing at the foot of the bed, I could see those shoes in a little more detail. "Are these things sturdy?" I asked, nudging her left foot with my knee. The solid jingle from the buckle answered my question, so I asked another. "Do you have any wrist cuffs, and a couple of small padlocks?"
She wriggled excitedly, and pointed to two of the smaller crates, barking at me to dig in and find something that will do. I did so, and was astonished at the array of disgusting things I found. Beads, balls, enema kits, clamps, everything you could think of and more. The gal could open her own little private sex shop, and still have enough to shackle a small village. I assumed and hoped desperately that she would use each and every item on the gals at Slothlands - there were impressive harnesses that would suit Cariad or Seababy perfectly, Julie and Jenny certainly deserved a pair of tight nipple clamps each, and firm leather collars with cuffs tightly attached that would keep Chattel's hands away from trouble. The sight of these cuffs appeared to be a sign that I was in the right area, and sure enough, I found a pair of steel wristbands. Perfect. I tossed them to Miss Gonzales, and looked for padlocks, finding a discreet little pair that would match the wristbands.
"Number three,” I purred, approaching her. “A vibe can't incapacitate you."
I can be rough when it suits me, and Miss Gonzales squeaked as I tugged her right wrist to her right ankle, and padlocked the cuff to the shoe. I repeated the exercise with the other side. She was forced to sit leaning forwards, but was otherwise fairly comfortable. I pulled the smaller vibe out of my pocket, and held it in front of her. She gasped aloud as I nudged her thin legs apart, stroking the vibe against one thigh, and my fingertips against the other thigh.
“Which do you prefer?” I asked, gently tickling the goosebumps, wanting to touch her so softly that she could feel the fingerprints.
“T-the fingertips,” she replied. She bowed her head and her glasses drooped down to the end of her nose. I pushed them back in place, and she smiled uncertainly at me. “That’s number four, isn’t it?” she added.
I beamed brightly, pulled her panties to one side, and carefully slid the vibrator inside her pussy.
"Number five. A vibe can't put itself inside you when you're all tied up like that."
She wiggled her bottom at the first wave of pleasure that the new vibrator brought.
"Truuuuue," she sighed, "but maybe the vibe is controlling you. Counter-number one: the vibe is so tempting for a flaccid half-man like you, ahhhh! It means you've more chance of making the poor gal cum."
The effect of her defiant speech was reduced by the moan of pleasure she gave halfway through. In response to the "half-man" comment, I reached in and turned the vibe's speed up a notch or two. It was so hard to grip, I may have put it on maximum by accident.
"Have you got a spreader bar?" I asked. "I'd quite like to see you in your full glory. Glistening cuntlips, bare thighs, buttcheeks nicely on display."
"You evil fucking bastard!" she snarled, before adding quietly, "There's one in the bottom crate."
Indeed there was. It was a vicious looking thing, too, black metal, studded, non-extendable or shrinkable, and two furry cuffs that had molded themselves to the shape of her ankles over the years. It was only about two feet long, though.
"Is this the biggest one you have?" I asked, looping the first cuff around her ankle, just above the buckle and her hand.
"I could say the same thing about you, sailor," she winked back, as I moved the second leg further apart with a sharp tug, to get the second cuff on.
This woman was almost begging me to angrily slap her, but I wouldn't. I could certainly get angry with Miss Gonzales, the woman was infuriating for twenty hours a day, but I would never hit her when I was angry. I wish the converse was true. I still have the bruise from when she slugged me after I spilt bleach on her cat.
"Miss Gonzales, you came up with a counter-reason before. I can think of another one. It's easier to walk with a vibrator inside you, than with a man inside you. Hell, I'd wager that you could step forward in that spreader bar."
"F-fffuck. Y-you..."
"That's the spirit," I said chirpily, and lifted her from the bed, landing her safely on her shoes, which were really starting to grow on me. I made sure the vibe was inside her, but it was a struggle to see properly, with the skirt getting in the way as she wriggled. "Too many clothes, I think," I declared, and unhooked her skirt from around her waist, folding it and placing it on the edge of the bed. "And those panties just look untidy," I added, sliding my hands into them, and then ripping them apart. Miss Gonzales purred at the sound of the tearing and the feeling of the breaking elastic being snapped around her thighs. Now that she was naked below the waist, I could see that the vibrator was sticking out an inch or so, so I duly shoved it back into her with the heel of my hand. It entered with a silent squish, and a cute squeal, before she went back to the gurgling obscenities.
"I wouldn't have noticed that the vibe wasn't in, if you hadn't been naked down there. That settles it: no more underwear for you without permission, understand?"
She didn't answer; she just squatted, rocking back and forth, careful not to lose her balance. The concentration in her face, the scrunching of her nose, the gentle panting, I took it all in. Then I remembered the question. I tugged her hair back until she was looking straight up at me.
"I-I can s-see up your n-nose," she burbled. That got a twist of her head and warning tug on her hair. "Ow-woo! No more underwear, I got it. Lemme go!"
I let go, took a step back and then crouched next to her. A single tear seeped down her cheek. She had been degraded by me before, but she had never been so submissive or vulnerable.
"Let me ask you again, and see what you say this time. You don't wear underwear unless you clear it with me first. Do you agree?"
"Y-yes," she nodded, hair flopping over her face as her head lolled forwards. There was a moment's silence, broken only by the incessant buzz-buzz of the vibrator.
I walked out of the bedroom, and took four paces down the corridor. I shouted to Miss Gonzales to make sure she could hear me, and then I told her to hobble to me. The angry shout that came from the room explained that there was no fucking way she could walk with her wrists tied to her ankles like that, but there was an excited lilt in her voice, and I could already hear a heavy tinkle and a thud as she moved one foot forwards.
“Number five,” I called, just to see what she said. “A vibrator couldn’t tell you that you’re not allowed to cum until I tell you to.”
“W-what?”
I stood patiently in the hallway as she clunked towards me, a hopeful grin on her face. The vibrator was halfway out of her. It was a phenomenal scene – she was still fully clothed above the waist, but below, I could see the dampness in her pussy from four yards away. I explained why I didn’t want her to cum. I said that it would be good for her if she learned some respect for me, if she gave up control of her life for me. She widened her eyes. My gesture was working, so I added the twist.
“Each time that vibrator drops out of your pussy, you’ll go a week without cumming after today.”
She looked up, and I could sense she was thinking desperately of non-erotic things. Unfortunately, I knew that she had as filthy an imagination as I, and anything can make me hard, from an empty DVD case to a bowl of Coco Pops. Poor thing. It would be fun training her. I unzipped my trousers, and took out my cock, which had been struggling to get free since Miss Gonzales entered the corridor.
“Look at me,” I urged. “Look at your prize.”
She did so, and licked her lips, bouncing heavily from one step to the next like a penguin, but when I stroked my cock and let it twitch at the sight of her, that was when the vibrator slipped out and clunked on the floor. She yelped at it, and cursed aloud, calling herself a stupid little slut.
“Oh dear,” I sighed, picking her up and putting her back two paces, carefully avoiding her mouth as she tried to lick me and bite my manhood. I collected the vibrator and told her to lick it clean, before placing it back into her pussy. It slid in even easier this time, and her muscles almost pushed it out straight away. “That’s a week.”
She was close already, but whimpered defiantly, not giving into temptation. She was still a proud woman, and I knew it would burn her up inside to beg me to cum. I continued to stroke myself. “My goodness, Miss Gonzales, I can’t wait until you get here. I’m going to ram this right down your throat, I’m going to tug every bit of you that I can tug, and slap all the bits I can’t. You’re going to be so goddamn tender after tonight, and that’s going to be when your cum restriction week will start. Oops! You dropped the vibrator again. That’s two weeks now, you poor little cumbitch.”
She was crying now, wholly frustrated and angry with herself. She gulped, held her posture as straight as she could, and penguinned her way to me. A foot from me, she dared to imagine herself as she would be, and opened her mouth. I reached out a hand and held her head steady, guiding her onto me. As soon as she took me in her mouth, she began to sob heavily, and I think they were tears of pride and relief.
“Drop the vibrator. We won’t need it anymore today, will we, Miss Gonzales?”
Two seconds after the instruction, she clenched her muscles and squired the vibrator out of herself, smiling and shaking her head, still heartily sucking me. I grinned, and I was tempted to let her continue, but it was time for the final gesture. I grabbed her hair, and eased her off me. She tried to lean forwards, hungry and desperate for more, but when I lowered her onto her back, she realised that I had something more exciting for her. Her ankles and wrists were in the air, I slithered under the bar, face down upon her.
“I’m going to fuck you now, Miss Gonzales.”
“Says who?”
“Two and a half weeks’ cum restriction. Want to go for more?”
“Counter-reason – a frigging vibrator wouldn’t put me on cum restriction,” she pouted. “YahOWooo!”
I chose that moment to slide myself into her. Without meaning to, she tugged her arms so the bar jammed gently in the small of my back, which made it hard to get a rhythm going. Fortunately, neither of us needed much space. I squeezed her breasts through her blouse as she wiggled under me, and my hips made wet slaps against her ass, and helped me pound into her stretched young pussy.
“P-pplease!” she urged. “I n-need to cum!”
I told her that I wanted her to beg for it. This order made her hips jerk angrily, and I almost lost control.
“I b-beg you, Ted, I have to cum n-now, I c-can’t h-hold it!”
My mouth was at her right ear. “When you say “pots”, you can cum. Understand?”
“W-hat?” she gurgled, head lolling backwards.
“Pots,” I explained. “It stands for ‘Property of Ted Stoat’. Because that’s what I want you to be.”
Her head snapped forwards, and she stared deeply into my eyes. “I am y-yours. I’m pots.”
“Then you may cum,” I said, ejaculating into her pussy, falling forwards and hugging her, elated that I was able to hold on long enough. A second later, her orgasm hit her, and she bucked twice, before beginning to shiver. The bar kept me in place, as though I was on a fairground ride,
“Don’t ever let go,” she said. Her glasses had fallen forwards to the end of her nose again.
“I won’t,” I replied, and nudged her glasses back in place with my chin, before kissing her on the lips.
“And sir?” she grinned, “You’re definitely better than that little vibrator.” She bit her lip, smiled cheekily, and continued, “But I’m not sure if you’re as good as the big vibrator. I’m gonna need more proof...”
The end.
Interlude in the Dorm Room
July 25
Dearest Diary:
I have met the nicest girl here named suchaminx.
I had gone out of my room for a bit to explore and find a quite place to smoke a ciggy and have a chocolate martini. When I returned there was a cute little girl in the dorm giggling and pointing at my bed.
“Hello” I said glancing at the bed and wondering what was so funny “I’m Widget, but all my friends call me Widge.
“Hello yourself” she said. “suchaminx and very nice to meet you.” Followed by more giggling.
I took a closer look at my bed and there was a note stuck to the headboard by one of the hooks on it. Honestly I have never seen so many hooks on furniture in all my life. I even saw some on the chairs. I took the letter down and opened it.
Suchaminx giggled again “I see that our pervy caretaker Ted has left you a note.”
I glanced up at her as I read it and nodded. I handed her the note. “Can he do this?? I mean what insolence is he talking about ? I haven’t even met him yet.” I growled indignantly, while at the same time hiding a little shiver at the thought of being naked and holding that tray.
“He is just the caretaker.” She replied “but he seems to have some disciplinary control over Miss Gonzales.”
“Right” I nodded. Miss Gonzales must have been the teacher I saw over his knee when I got there. “Well this calls for a drink while I think about what to do.”
“That heartless bastard!!” I hollered as I opened up my bag from under my bed. All my vodka.. gone…”that wanker stole all my booze!!!
“My dear Uncle Ernest made that batch in the bathtub the day before I left. We can’t use that bath tub any more because my Aunt Lorelean passed away in it right after we made that batch of brew.”
“One minute she was standing there, the next she took a sip and yelled ”I’m Blind” and fell forward into the tub dead. That. Was. The . last of a very good day for vodka.” I sat down on the edge of the bed sniffling.
This calls for action. “Do you know where Mr. Stoat’s room is?” I asked suchaminx.
“Sure” she said “all though he is most likely to be taking extra exams with Miss Gonzales this time of day.”
“Show me please?’ I asked
So off we went, down several dank hallways to a small room in the back. This is when I discovered his diary. I mean if a book is left in a cubby hole behind a headboard and pad locked shut, I don’t think the owner has any expectation of privacy what so ever.
“That man read my diary” I was indignant. Flipping through the other entries to show suchaminx. “It figures he is related to that pig holding woman” I grumbled. “Just look at what else he gets up too and I still can not believe he took my booze.”
“I think that Ted needs to be taught a lesson” I said looking at suchaminx “ do you think that any of the other girls would be in on this? Meeting in the Dorm room coat closet at 8:00. Bring anyone that might want to help”
“Sounds fun” she said “Count me in and I will see who else can help”
I carefully put the diary back and while I was in there grabbed a bottle of Brandy to take back for tonight’s meeting and then together we headed back to the dorm. I just hope he doesn’t notice it missing until tomorrow.
Did She Bake A Cherry Pie Teddy Boy Teddy Boy?
July 27
Dear Diary:
On second thought maybe it was not such a wise idea to hide the keys to Ted’s cuffs in a pie. I was afraid he might not see the humor in me so kindly delivering him to Miss Gonzales doorway the way I did, so I baked his keys into a cherry pie as a way to make it up to him.
I make awesome pie too. I left it in front of the doorway of the dorm room with a note that said “Eat Me Ted”. I know he must have found it because I heard the most god awful yelling and clanking in the hallway while I was skipping class, I mean off to class followed by an even louder yell of “EAT ME!! she is going to pay!!”
It is so gratifying to know that people like down home baking. Sigh. I am a little concerned about the rumors that have Ted accepting a teaching position here. I don’t believe he is qualified. hmmm
The Secretarial Lesson, Part I - A meaner type of student
Ted’s diary...
I’d had it planned for an age, a carefully laid-out operation, and then she turned up and threw my plans into disarray. My first lesson, a voluntary extra-curricular lesson open to all students, to learn the art of being a secretary. It was arranged with a particular favourite of mine in mind, young Julie Truly, who had left the school after finding a job at a top law firm. The poor gal came to me on her hands and knees, begging for extra tuition – it turned out that there was more to secretarial work than standing at the water cooler, talking about the previous night’s episode of ‘Lost’.
When Julie Truly is on her hands and knees, you cannot resist her. Either that or you look for her contact lens. Ted Stoat's first teaching job would be a lesson for secretaries. Don't look at me like that, diary, you know that Miss Gonzales always said I was good with my fingers.
I turned up to the classroom an hour before the lesson was due to begin, with all the equipment ready. It needed careful testing, these were delicate instruments. I expected the room to be empty so I could set up the electrical apparatus in peace – and I had never known a girl to remain in class a second longer than they had to. But this time, there was an unfamiliar young lady in the room.
She was sitting on top of my desk, wearing something that in no way resembled a school uniform. Her big blue eyes glanced in my direction for a moment, widened, then casually returned to the knife that she was holding. It was a sharp, six inch blade that she was spinning in her hand like a baton, tossing it up and snatching it out of the air, grasping it tightly as she caught it.
“You like knives?” I asked her.
“Sure,” she said. She had a youthful voice that hid a giggle.
“I suppose a fork’s out of the question.”
Those eyes flashed at me again. She smiled: a relief considering her obvious experience with cutlery. I took the chance to look at the rest of her. Her pixie nose flared each time she looked at the knife, her pouting mouth was moist and kissable, her cheekbones were high and sharp. Her skin looked as though she rarely saw the sun, but it added to her prettiness, as did the jet-black hair that straggled down in front of her.
And then there’s the body. I like a good uniform as much as the next man, but when I write down what this gal was wearing, you’ll see that there’s more to arousing clothing than tight uniforms and leather corsets. She wore:
a - tight bootleg t-shirt that showed Princess Leia pleasuring herself with a light sabre, torn off two inches above the navel
- one of those oversized belt things that would look adorable wrapped tightly around her neck
- a short, tight PVC skirt that had a split up the side
- slutty white fishnets
- down to the knee-highs that matched her skirt
Now, I bet you’re picturing her. And I hope that image is getting you as aroused as it was getting me, standing in front of her.
“And you are?” I asked.
“Mina.”
“Meaner than whom?”
“No, no,” she smiled. “I’m Mina.”
“Meaner than whom?”
She was about to repeat her name again, when she realised I was joking, so she poked the knife in my direction. I didn’t make the same joke a third time, so I asked her what the fricking hell she was doing in my classroom.
“Secretarial thing, yeah? I’m here to study. My application form was, um, lost in a dog’s ass.”
“Fine, fine, but you can’t wear... that... to my class,” I said, in as non-threatening a way as I could. “It’ll have to go.”
She did something that almost made me hurl her over a desk and consensually molest her. She hopped off the desk, delicately walked towards me with a confident heel-toe step, her eyes never leaving mine, and then she stopped with her breasts an inch from my stomach. She raised her chin, and in a sweet, angelic voice said “Make me, sir.”
My knees quivered. “Lose the knife first.”
She hurled it into the opposite wall, where it struck a picture of a sheep right between the eyes. I wasn’t aware of what the sheep had done to her; I did not care to ask. She was smiling sweetly with her arms pointed vertically upwards, so I lifted her shirt up over her head, sighing at the young but legal flesh that was revealed. I half-expected to see scars across her body, but there were none.
I stuck out my tongue, and let it drift down her body and I dropped to my knees. I unbuckled the skirt and belt, and put them to one side. She had a thin wisp of hair between her legs, and I could see a small, painful-looking piercing in her clit.
“Yes, it hurt,” she said, before I asked. “It was the best thing I ever did.”
I looked at her boots, then shuddered, remembering the young woman I had left at home. That woman liked her footwear too, I reflected, scrambling to my feet. “I, ah, I think you should take off your own boots, Mina.”
“Yes, sir,” she smiled, bending forwards whilst keeping her legs straight. Ah, the flexibility of the youth. Her eyes had looked at my crotch as she bent over, while mine had mentally ravaged her ass.
“Th-there’s some clothes in that desk over there,” I pointed without using my hands. “A proper secretarial outfit...”
“... for a proper secretary,” she grinned. “Thanks, sir.”
I watched her pad barefoot and naked to her desk, and wondered ‘If this happens before the lesson even begins, what’s going to happen when I actually start teaching? Who else is going to even turn up?’
Ted.