‘Your turn,’ she said, making a point of standing there and looking at me. I swallowed, and quickly undressed. As my own knickers hit the floor she made an appreciative noise. ‘Not bad, big sister. I think we make a pretty good team. She stepped forward and put her arms around me. We hugged, our tits grinding against each other as we did so. As we broke free, my nose filled with the smell of her perfume, she dropped a hand down between my legs and gave my pussy a feather light stroke. I swallowed again, my mouth dry with excitement.
Mr Conway was where we had left him, on his knees. He’d turned his head to the side and was watching us with wide eyes. ‘I think he likes what he sees,’ I said, picking up the cane again.
Chapter 8 – The Giant Strap-On Dildo
Back in position behind Mr Conway, but now as naked as he was, I once again placed the cane across his cheeks. The sight of me and my sister nude together had made his whole body shake with excitement, but as the instrument of his punishment gently touched him he froze. I smiled—this I recognised from caning Dean. The awful anticipation of the stroke that I was about to deliver.
I raised the cane high up and paused. His buttocks tensed. I waited, counting slowly to ten, imagining the fear growing inside him. Now! The cane hissed through the air as it retraced the path to his bottom. CRACK! He let out a bellow of agony and the upper half of his body raised up off the settee.
‘Get back down,’ ordered Jacinta, pushing his head back into the cushions.
‘Please,’ he sobbed. ‘Please.’
I lent down and whispered in his ear. ‘I’m sorry Mr Conway, but begging only makes me more excited.’
‘No.’ He shook his head. As I returned to my caning position, I reached down between his legs and stroked his penis a couple of times. His situation hadn’t prevented him from getting excited—he was as hard as a rock.
I decided to get his punishment over with as quickly as possible, partly for his sake, but mostly because I wanted to see the effect that multiple, hard strokes, delivered one after the other would have on him.
CRACK . . .CRACK . . . CRACK . . . CRACK—I gave him twenty four strokes, one after the other, each one as hard as I could. Each time the cane blurred through the air, bending almost double in its flight. His helpless body jerked in agony as he pulled desperately against the handcuffs and the rope. After the twenty fourth stroke I stood there, panting from exertion, my breasts heaving and my nipples aching with excitement at what I’d just done to him. Freed from the torment of the cane, his body subsided, his breath coming in ragged spurts. He knelt there, whimpering quietly.
I admired my handiwork. His bottom was a real mess. It was crisscrossed with savage red stripes where the cane had cut him. And in a couple of places, where the strokes crossed each other, there were tiny little red spots of blood starting to appear. ‘You don’t think I’ve permanently damaged him, do you?’ I asked Jacinta, who was peering with interest at his right cheek.
‘Nah, but I don’t think he’ll be sitting down any time soon.’
‘So, shall we let him go now?’ I asked.
‘No. I’ve got a much, much better idea,’ she said. ‘Much better.’
*****
‘No,’ he begged, shaking his head. Jacinta pulled the cane from my hand and it snapped across his already tortured flesh. ‘Don’t talk,’ she ordered. ‘Next time I’ll kick you in the balls.’ Dropping the cane on the floor, she left the room again and returned a second later carrying her backpack. She dropped it next to my bag and pulled out a long box. She placed it on Mr Conway’s desk and lifted the lift.
‘What is it?’ I asked, curiously. She reached in and pulled out . . . A dildo.
‘A dildo?’ I breathed.
‘It’s not just any dildo,’ she replied indignantly. And she was right, it wasn’t. For a start, there was the size of it. It was long and thick, very thick, and it had a huge bulbous head at the end of it. And at the other end it was attached to a leather harness, with buckles and straps and things. She held it out to me, her hand barely going around the shaft. ‘Put it on,’ she invited.
Feeling slightly reluctant and very excited, I took it from her. I could sense the masculine power emanating from its length, and I shivered as I wondered what it would be like to have it plastic, pink rigidity plunging into me. I stepped into the harness and tightened the straps. Once they were properly fastened it hung there, feeling like a part of me. It swayed up and down in time to the slightest movements of my body.
‘Now what?’ I asked, aware that Conway had recovered enough to turn his head once again. He was staring at the huge dildo in horrified fascination.
‘Now you are going to fuck Mr Conway here up the arse,’ said Jacinta. He swallowed at the sound of her words. ‘But there’s more,’ she added. She returned to the bag and pulled out a large white tub.
‘Yoghurt?’ I asked. Conway looked confused too.
‘Sort of. You see, it’s a working cock.’ She took the plastic penis in her hand again and did something to the side of it. A small panel clicked open on the top, to reveal a hollow interior. ‘Hold it still for me.’
‘Ok.’ I grasped it in both hands, as if I was about to toss myself off. Jacinta ripped the top off the yoghurt pot and started pouring its contents into the hidden compartment.
As she worked she continued talking. ‘So you stick it up his arse, and when you’re ready to come, and it’s right up inside him, you press this button,’ she pointed with a finger at a point on the side of it, ‘and a litre of my special yoghurt mixture is shot right up him.’
‘All right,’ I breathed. Conway shook his head, but my dominatrix was back. He was a man and he was there for me to use. ‘But what do you mean, “special yoghurt mixture”?’
She held the empty pot up to my nose. I could smell something besides the natural yoghurt, but I couldn’t place it. ‘What is it?’ I asked.
‘Mostly chilli oil. It’ll really light up his rectum for him.’ I imagined Mr Conway’s arsehole on fire and I laughed. The dildo bounced in time to my excited little jumps.
‘And there’s one other thing,’ she continued. ‘Semen.’
‘Semen?’
‘Semen?’ Conway croaked.
‘Mmm. I collect it when I get the chance and keep it in case I feel like eating some at night,’ she said. I stared at her. I’d known that my little sister was sexually active to a degree that would horrify my parents, but I’d wondered about where she’d got the cane and the dildo. All of a sudden I didn’t wonder at all. I had some catching up to do!
Suddenly, what I wanted to do more than anything in the world was to fuck Mr Conway up the arse. ‘Come on, let’s get his legs spread.’ I undid the rope around his ankles and between us we pulled his carpet burned knees apart and secured them to the feet at either end of the settee. His tortured buttocks were beautifully parted, revealing a tightly shut anus.
I ran my hand up and down the dildo a couple of times, taking care not to press the button that would release the yoghurt. Then I knelt down behind Conway and shuffled forward until the head of the dildo was resting in the cleft between his cheeks.
‘Hold on.’ Jacinta climbed up onto the settee and slid down onto the cushion so she was facing our old teacher. She opened her legs wide and tilted her hips to present her pussy to him. She placed both hands on the back of his head and pushed it downwards. ‘Eat me,’ she ordered. ‘Mmm, that’s nice,’ she said as his mouth closed on her. She put her head back and sighed. ‘Go on then. Fuck him up the arse. Let’s spit roast him.’
I guided the dildo down his bottom crack until it was nuzzling up against his arsehole. It was still squeezed tight shut. I wiggled my hips gently, working it in until it was pushing right up against him.
‘Oh god yes,’ moaned Jacinta.
I flexed the muscles in my hips, thighs and stomach. Then I placed a hand on each of his hips to steady myself, took a deep breath and pushed as hard as I could.
The dildo went in s
lightly then stopped. I felt Conway straining to keep it out, his buttocks pulling against the ropes that were holding them apart as he tried desperately to clench them. ‘No you don’t,’ I laughed. I pushed as hard as I could with my hips and pulled him towards me.
Suddenly, his sphincter surrendered. The head plunged into him, followed by the first half of the shaft. Looking down, the tight ring of his anus was stretched so wide that I half expected to see it split as I watched. From his position with his head down in between my sister’s legs, Conway gasped in pain and humiliation. ‘Don’t stop,’ Jacinta ordered, and she wrapped her smooth, muscular thighs around the back of his head to hold him in place.
‘Hurry Sis,’ I’m going to come soon,’ she said, her breath coming in short bursts as his tongue brought her to the point of orgasm.
‘All right.’ I pushed hard, thrusting the rest of the dildo into him. As the remainder of the thick, hard shaft slid inside, his body shuddered as if he’d been harpooned. Fully inserted, I bumped up against his bottom. I could feel the roughness of his cane damaged cheeks against my skin. Working my hips I withdrew part way and then plunged back inside him again. Another shudder. It was sliding more smoothly now, its length lubricated by his body. As I pushed up against him, the roughness inside the harness ground against my swollen cunt. I started pumping in and out of him. Over the sound of Jacinta’s moans I could hear his muffled cries as I fucked him.
‘Yes, I’m coming,’ screamed Jacinta. She wrapped one foot over the other behind his head and her thigh muscles contracted as she pulled him down onto her cunt. His cries stopped abruptly.
‘God yes,’ I shouted as I plunged repeatedly in and out of him. ‘Me too.’ It was time. I thrust with my hips as hard as I could, until the dildo was as far up him as it would go. Then , as I started to climax, I reached down and pressed the button on the side of the sex aid.
The result was instant. The dildo shuddered and I felt it spasm and hum, as a powerful motor inside pushed the yoghurt, chilli oil and semen along its length to deliver it deep into its victim. As I pushed up against Conway, I could feel it pumping into him. His top half still held in place by my orgasming little sister, his rear end jumped and bucked at the inundation. I held on tight, riding him as I, too surrendered to the little death of total pleasure.
*****
Slowly the orgasm diminished and I returned to the music room. After one last push I withdrew the dildo. The shaft slid out, followed by the big head, which popped out of him. His anus contracted back to something like its original size, shape and tightness, although I guessed it would never be quite the same again. I half sat, and half fell back onto the floor, exhausted and, for the moment, satisfied. A second later, Jacinta dropped down next to me. Mr Conway, held in position by the restraints, knelt there. As I watched, a dribble of yoghurt escaped from his anus and ran down onto his balls.
‘Better let him go or he’ll be crapping yoghurt all over the floor,’ Jacinta said. I fetched the key from my bag and undid the handcuffs, then I released his legs. He got to his feet and, whimpering pathetically, he staggered towards the door, clutching his buttocks as he went. As I sat down contentedly next to my sister I wondered idly whether he was holding his bottom because of the beating I’d given him, or whether he was doing it to hold in the huge enema he’d just been given. A bit of both, I decided. Down the hallway I heard the bathroom door slam shut.
‘That was fun,’ Jacinta said. She opened her legs and looked down. ‘I thought so—I’ve got a bit of yoghurt on my pussy.’ She opened them wider, leaning back and putting her hands on the floor behind her to balance. ‘Lick it off for me, Sis.’
If someone had told me this morning that later that day I would be licking my own sister’s pussy, I would have been horrified. But now . . . ‘OK.’ I knelt down between her legs. Up close, her vagina was a work of art. It was so smooth that I was sure she must have shaved that morning, and her lips were small and perfectly formed, like the petals of a rose just coming into bloom. My mouth closed on her and I smelt and then tasted the musky scent of her womanhood. As my tongue ran up towards her clitoris it occurred to me that the yoghurt might have been an excuse, but I didn’t mind.
‘Mmm, that is nice,’ she murmured. I sat back up and we looked at each other.
‘Tell you what,’ I said casually, looking around for my panties. ‘When Mum and Dad are asleep tonight, why don’t you come to my room and let me eat you properly.’
‘All right. It’s a date,’ she said, slipping her feet into her thong and lifting her bottom up off the floor to slide it on.
Five minutes later, we left. As we passed the bathroom door there was a moan that rapidly built into a cry of agony. ‘I think that chilli oil is really starting to light up Mr Conway’s arse,’ said Jacinta.
‘How long will it last?’ I asked, curiously.
‘Dunno. A day? Who cares.’
We laughed. In less than an hour I had left my flute teacher with a bottom that might well be permanently scarred, and I’d sentenced him to a day of torture from an arse filled with burning oil. I was satisfied.
*****
When we turned into our road we stopped. ‘What are you going to do now?’ I asked.
‘Read some more of Anne of Green Gables,’ she said. ‘You?’
‘I’m going to take the school cane and go next door. And I’m going to take the skin of Dean’s bottom with it,’ I replied.
‘Ok, I’ll listen for the cries. Enjoy.’ As I followed the footpath around to Dean’s backdoor, I felt the excitement starting to build up inside me. I was a dominatrix, and he was there for me to use.
Life was good.
The End
More From Emma St Giles
If you enjoyed this story from the pen of Emma St Giles, then why not try one of the Virgin Librarian stories, tales of books, libraries and kinky sex . . .
The Virgin Librarian's First Time
Claire Thurston is an attractive, intelligent woman in her late twenties, with a job as a librarian which she really enjoys. But she has an embarrassing and frustrating secret—she is still a virgin—“I undid the top button of my blouse, to see what it felt like. Then I undid the next button. It still wasn’t too late to do them up again. I raised my hands to refasten them, and then . . .”
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The library is closed, the shelves of books are shrouded in darkness. Claire is lying naked and handcuffed on the workroom table. She can hear someone moving in the room, but she doesn’t know who they are because she locked herself into a leather hood before they arrived. The movement stops and she can sense someone standing next to her. Something cold and hard touches the inside of her thigh. ‘Please,’ she whispers . . .
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The Virgin Librarian's Sex Show
The heavy beat of the music pounds through her naked body as she dances in front of her boss. All that’s protecting her from the shame and humiliation of recognition is a layer of face paint and a black wig. And she has never been so turned on in her life . . .
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The virgin Librarian's Suppository Surprise
". . . I stared at her through tear stained eyes, but I didn’t say anything and I didn’t move. I had just become aware of a strange feeling deep inside me, a sort of melting, burning sensation. She nodded, a look of understanding on her face. ‘Yes, they’re starting to work, aren’t they' . . ."
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The Virgin Librarian's First Time Spanking Experiment
"My panties dropped to the floor in a splash of white cotton, and I walked, wooden legged, over to the dining chair that she’d placed in the middle of room. As I bent over the chair-back the wood wa
s cold on my naked belly, but my whole body was burning with excitement at the prospect of what was about to happen. I sensed her moving to stand behind and to the side of me, and a second later I felt the brief touch of the cold leather strap being placed across my bottom . . ."
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The Virgin Librarian's Sex Wager
"I shivered in the cool air of the changing room. In the space of about fifteen seconds, I had gone from fully clothed to totally naked. Now I got out the mask, dropped my car keys into the bag, and dumped it on the bench. I straightened a couple of the feathers that had got bent, I slid it down over my head, adjusted it and then crossed over to the mirror on the wall and stood in front of it. A masked, naked woman stared back at me . . ."
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The Virgin Librarian’s First Time Erotic Collection
Volume 1
Buy all of the first five of the Virgin Librarian’s adventures in one volume and save money! You’ll first meet her as she is about to lose her virginity to a total stranger in her own library. Then you’ll be with her as she is seduced and pleasured by a shadowy, secret lesbian dominatrix. Next, you’ll be on stage with her when she performs a naked sex show at a rugby club, in front of her own boss. After this, you’ll be with her when the surprise she’s planned for her boyfriend goes terribly wrong at the hands of two young, but very experienced, female college students. Then, finally, you’ll watch as she receives a spanking, and discovers the pleasures of the cane.
The Flute Teacher and the White Cotton Panties Page 4
