Sissy Training

The Bully

Tamsin took every opportunity to manipulate her fellow students to make life better for herself

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Tamsin was such a bully but that didn’t prevent Richard’s hopeless fantasies from occupying so many of his idle moments. He would lie naked on his bed stroking his little dick as he imagined Tamsin grinding her crotch into his nose and mouth. Oh how he wanted to taste and smell her pussy.

Tamsin had been Head Girl all the way through senior school and into the Upper Sixth. She had become a precocious young lady and her last year at St Geraldine’s found her taking advantage of her position at the pinnacle of the student body. Tamsin took every opportunity to manipulate her fellow students to make life better for herself. She wasn’t above a little bribery or corruption, occasionally using physical intimidation as she exercised her right to discipline any students who refused to respond to her wishes.

Early in the final term, Tamsin had noticed the way that Richard stared at her. Tamsin made the most of her long dark hair, tying it in pony tails and her legs were always on show below the school skirt that, each morning, after leaving home, she hitched up a little to better display her over the knee white socks and creamy thighs. Richard couldn’t help himself and Tamsin suspected he was making himself quite sticky every time he saw her in her school uniform.

Tamsin needed to bully. She wanted to feel some power over little worms like Richard. Tamsin had a plan.

“Oh Richard, you pilchard! I need some help with my Maths homework this evening and I think you are just the little swot to help me out, aren’t you?” She laughed mockingly.

Richard couldn’t believe his luck. He didn’t mind being humiliated by her as long as she was willing to cast an eye his way and give him some attention.

“Of course Tamsin. I can help,” he cheeped.

“Good little toad!” She laughed. “Be at mine at 6.30 sharp!” She ordered as she flounced away..

Tamsin welcomed him at her door, still in her uniform and beckoned him in with a hooked finger. “We are alone so need to worry Richard, let’s go upstairs.”

Gulping, in disbelief at his good fortune, he followed her up to her bedroom.

Tamsin’s white bedroom smelt; sweetly of honeysuckle, forget me knots, violets and apples. On her bed were pink soft toys and dolls above a clean white cotton bedspread. On a white table, her exercise books were spread out amidst a sea of pencils.

“Richard, I hate algebra. I suspect you are just the little nerd who can help me. I bet, YOU, will be able to do my homework, so well that you get high marks for me won’t you?”

Richard nodded, meekly and compliantly. He sat at Tamsin’s desk, picked up a pencil and began to work on the formulas, scratching quick responses against the paper. Tamsin sniggered to herself as her little submissive friend made light work of HER work.

“So I suppose you think you deserve some kind of reward. Well, how about I give you a little hand job?” She laughed.

Rolling her cardigan sleeve over her wrist and palm, Tamsin knelt by his feet and reached for his fly, her eager fingers probing inside to find his worm. There it was. She began to tug the thing free of his pants.

Richard didn’t dare take his eyes away from her delegated homework. There were more questions to finish and somehow, he felt he wouldn’t get away until they were done. He bit his lip as he felt his cock begin to harden. Now, he really didn’t want to go but, oh, this was so embarrassing, so demeaning. She had taken so many liberties and now she was taking his cock.

Tamsin giggled and cooed as she mocked him. “Oh is my little pilchard getting hard? Oh, I bet you’ve played with your little friend so many times, haven’t you Dickie?”

“Yes Missss…”

“Hmmm, I know, and you’ve thought about me haven’t you Richard?”

“Yesssssss,” Richard blushed.

“Well, you can jolly well show me what a mess you make when you touch yourself and think of me. Don’t think I’m cleaning you up when you squirt it all out into… let me see… into this little glass.”

Grabbing the glass from her desk, Tamsin placed it between his legs while her busy fingers continued scratching and tugging at his sausage.

Now he was leaking. Richard was trying hard to concentrate, he took off his glasses, rubbed his eyes. The lines in front of him were blurring as his confusion and pleasure mingled with embarrassment.

“Did I say you could stop?” Her hand gripped, squeezing hard around the meaty head of his swollen penis.

Before he could answer, her hand squeezed harder and, oh no, he felt his own sticky pre-cum against her skin.

“Dickie’s going to cum, Dickies going to cum,” she sang as she began to pump harder and harder inside of his trousers.

Richard dropped his pencil as he began to shake and groan. His breathing became deeper. He dared to look down at her and now, oh my god, he knew he was about to cum, in her hand!

Tugging his cock free from his fly, Tamsin took the throbbing head of his glans and aimed it into the glass she had rescued from his thighs. Against the cold glass, she popped his pecker inside just as he exploded.

Laughing. She stood up. She pushed the glass to his quivering lips and tipped it back till his mouth opened. Fighting the urge not to swallow, instead Richard began to wretch but Tamsin was determined to give him his just desserts. The thick white gloop slid into his dirty mouth.

Tamsin pulled the glass a way and looked dismissively into his watering eyes. “Drink, there, drink,” She smirked.

More from Susie…

Another tale by J. Sharland Day

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Susie Mace
Tantalizing Tales

Stories to make you squirt, squirm, squeal and shudder. Sshhh! Don’t tell everyone ;-)