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Spanked by his Headmistress

"Have you been a good boy lately?"

I'm standing in my office, preparing for your favourite fantasy. You don't like to admit it but I know how much you love to have me dress up in my school ma'am outfit and chastise you while you're wearing a silly boy's school uniform, complete with short trousers. I just hope you've shaved your bollocks this time, because there's nothing that gives the game away quite as well as a pair of dangling, hairy balls.

You're here now and I look in your eyes, instinctively knowing that you're lying. You may well shake your head, young lad, denying knowledge of your crime, but the subtleties of your subconscious body language says so much more. You can't meet my gaze and will you for God's sake stop fiddling with the hem of your jacket!

"I haven't been bad, Miss," you utter through trembling lips. "I've honestly tried to be good this week."

Oh dear! How can I not laugh at you? A pathetic wimp of a lad standing there in your short trousers, skinny little bird legs poking out from below them, badly cropped hair, huge ears and bum fluff that looks like the mould growing on a piece of shit. You really are a sight to behold.

I sit on the corner of my desk and watch you. I know you're trying hard not to look, but you just can't help taking a peek at my legs, can you? Especially not now that my skirt's risen up, exposing the top of my stockings.

You'd never stand a chance with a real woman though. All boys like you will ever do is wank. I bet you get lots of cramp in your right hand, don't you? That would certainly explain your horrendous hand-writing. I can always tell the wankers by their hand-writing, you see.

I lean back a little and make myself comfortable. I'm enjoying watching you. Your lips are trembling more now - you're so afraid of what might happen next, aren't you? After all, you've been at my mercy before, and I'm sure you've heard plenty of stories from the other boys.

Eventually I slide off the desk and open a cupboard. Inside I have a collection of canes - some stiffer than other, some long, some short, some with handles and some without.

"You choose," I tell you. "Which one do you want to feel today?"

You move closer, visibly shaking. The last thing you want is to feel the sting of the cane across your buttocks, but you know there's no way out. If only you knew which one was likely to hurt the least.

You reach out and touch a short, stiff cane that's one of my favourites.

"Good choice," I tell you and smile affectionately. "If only you'd enjoy feeling this as much as I'm going to enjoy using it."

I tell you to drop your shorts and underpants and lean across my desk. You hesitate. Last time I caned you it was through your clothing; you weren't expecting to have to show yourself off to me.

"Just do as you're told, boy," I order. "I don't want, nor will I stand any nonsense from you."

You slowly unbutton your shorts and let them drop to the floor where they lay in a bundle around your sensible black shoes and grey socks. Looking ashamed, you push your underpants down, revealing a surprisingly large, semi-erect cock.

Tut, tut, tut! Fancy that! I do believe you're getting turned on. Well, this is certainly going to add a new dimension to your punishment, one that I'm definitely going to enjoy.

You move to toward the desk and lean over it as you've been told. I look at your creamy white bottom, but can't help thinking about the cock that's bobbing about in front of you.

"Turn around," I tell you. You hesitate for a moment. I know you're embarrassed and so you should be.

Your cock's hard now. It's standing to attention above two tight, neatly shaven balls.

"Why I believe you have a hard-on," I say, smirking at you. "You're not by any chance getting excited by this, are you?"

You shake your head but there's no hiding the truth. Of course you're excited. Why else would your dick be bobbing around like a cork float on a quiet lake? It has spasms running through it as you think about what it would feel like to have your cock - your silly little boy's cock - serviced by a woman like me.

I pull a chair out from behind my desk and sit down on it, ordering you to lay across my lap as I pull up my skirt, once again exposing my stocking tops.

You're shaking as you lower yourself across my knees, your arse in the air and feet on the ground, arms dangling in front of you. Oh yes, I like the look of that round arse of yours - very spankable indeed!

"Please don't hurt me," you whimper, although you can't give me a reason why I shouldn't. I'm the mistress of this school and the pupils do as I tell them. That's not a matter that's open for discussion.

I bring my hand down hard, leaving a bright red mark where my palm met your soft skin.

I love the sound of buttocks being spanked, but you started at the sound. Or maybe it was the pain? Are you crying? You tell me you're not, but I'm not satisfied with that. I want you to feel pain - I want you to know who's in control. And what's more, I can feel that little hard on of yours growing and pushing into my thigh - and I want to humiliate you.

I spank you again. Harder this time. Your arse cheeks are scarlet now and will soon start to bruise. Tomorrow you won't be able to sit down. Poor little you!

"Stand up and play with your willy," I tell you.

You didn't expect that did you? At first you don't move until I push you away from my lap and you fall to the floor, hurting your shoulder as you fall. Poor thing, you just don't seem to be able to do anything right, do you?

You pull yourself up and, without daring to look me in the eye, you start to stroke your cock. It's rock hard now - rock hard and throbbing, with a bulging head.

I'm not impressed. I want to see you wank properly. I want to see you toss your dick off until the spunk flies out and lands in gobs around your feet, soiling your shorts. I tell you to wank harder as I pull my skirt up further, not only showing the tops of my stockings but letting you get a glance under my skirt at my naked pussy.

I can tell you're enjoying the show so I smile to encourage you. Your hand moves quicker, pulling your cock hard, desperate to make it cum.

Then, when you're not expecting it, I pick up the cane and bring it down across your backside. I love the sound as it swishes through the air and the jerk of your body as it tears into the skin of your buttocks. But still you wank, harder and harder until you can't take any more.

"Please don't hit me again, Mistress," you beg, tears rolling down your cheeks. You promise me you'll do anything if I put the cane away.

But there's nothing you can give me. My pleasure comes from watching you squirm under the pain I inflict on you. Now wank, you little fucker! Wank!

Within seconds you squirt. Hot gobs of spunk land on the floor and your shoes.

"Clear it up," I tell you as I leave the room, hoping that you'll be naughty again next week.

Contributed by: Sabrina 29/02/2008

If you enjoyed this story you can hear Sabrina tell it herself by calling 09099 729 668 (£1 per minute, see terms below).

Or if you prefer spanking phone sex, call 0908 110 2352 (£1 per minute, see terms below).

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