The Tails of Two Sisters – A Legendary Spank-off

During the Great Woody Spank-off one of the legendary bouts is between the original über-minx Cat Cassidy and her sister the certifiably barking Cassie Cassy.

The bout occurs on Leather Saturday and the sisters are confronted with the prospect of having their bottoms blistered with a two-tailed leather tawse, a leather ping-pong paddle, and the awe-inspiring Reform School Strap.

Read on to see who will prevail in this epic contest of sisterly pride.

The Great Spank-off spans several books of the Woody Back to School Unit saga and this extract comes from the soon to be published Volume 9 – The Spank-off.

It’s Sunday so take a load-off, kick back, pour a glass of wine and enjoy … Bottoms Up! … RH.

Cathryn Cassidy was pondering the wisdom of having spent the afternoon getting laid by her boyfriend Mark. She was watching her sister Cassie splayed out across the Grand Master’s lap getting her bum warmed with the two-tailed tawse and it struck her that post coital bliss was not necessarily an appropriate precursor to a long night of serious bum burning.

The matching of the two Cassidy sisters had resulted in a week of friendly sibling rivalry. Since her victory over Ginger Beckett Cassie Cassy was back to her normal cheerful self.

“I proved that I can take a whopping and keep on bopping,” she proudly told Jojo and Nix.

Cathryn had indulged her younger sister but had playfully warned her that if she got too cocky she was perfectly within her rights to take Cassie up to the library and give her a damn good licking.

The Bounder had made Cathryn the marginal favorite to win but nobody doubted that Cassie would give her a run for her money.

Cassandra Cassidy could take six with the tawse standing on her head. She lay patiently across the Grand Master’s lap while he slapped the tawse down then pushed herself up with a grin on her face. Cathryn sighed and replaced her sister. Cat was having difficulty focusing on the job at hand, her mind kept wandering back to the delicious memory of Mark forcing her down over the kitchen table and penetrating her from behind. She was rudely awakened from her daydream by the crisp thwack of the tawse arriving to enliven her nerve endings. Cathryn gritted her teeth and resolved to concentrate. She was confident that she could outlast her sister but she was acutely aware that Cassie was no pushover. She focused on the floor of the wooden stage and braced herself.

Cassie slithered her chest across the big desk and stretched out. A few weeks earlier Cassie had made the acquaintance of the Reform School Strap and had been extremely impressed. She concentrated on keeping her breathing even and repeated the Woody mantra, ‘it’s only whops’, over and over in her head.

The Grand Master delivered the six strokes of the strap in quick succession. Impressively Cassie Cassy held fast and took lash after lash unflinchingly, showing no signs of discomfort when she arose.

Cassie straightened her clobber and turned and winked at her sister.

The first tawsing had served as an adequate reminder to Cathryn that in order to earn victory she would need to dismiss all thoughts of the earlier bend over touch your toes, rumpy pumpy up it goes, from her mind. She stretched her long legged body out across the desk and put her well-formed backside up prominently.

Like her sister Cathryn was familiar with the effects of the Reform School Strap and was confident that she could absorb the session with ease. However she couldn’t help noticing that Mr Humphries was laying it on pretty thick and two of the strokes caused her to involuntarily crook her leg at the knee and kick back in consternation.

When she stood up she had a mild scowl on her face. Without asking she reached up and unfastened the top button of her blouse and loosened her tie, then crossed the stage to where her blazer had been hung up, dug into the pocket, pulled out a cigarette and lit it.

Mr Humphries chuckled, “I’m not sure that’s allowed under competition conditions Cathryn,” he laughed.

Cat shrugged, “Oh who gives a fuck?” she drawled, “my arse hurts.” The audience clapped their hands and hooted with laughter.

Mr Humphries stared at Cathryn thoughtfully but said nothing, instead turning to Cassie and indicating for her to approach.

Cassandra Cassidy had a reputation for giggling after she had been beaten, but the one occasion when she hadn’t giggled was following her introduction to the Grand Master’s leather paddle. With a sense of foreboding she laid herself out across Mr Humphries’s lap.

The Grand Master lowered the younger Cassidy sister across his lap, positioning her so that her bottom was perched up nicely. He took his time rearranging her clothing, and then gently rubbed the paddle over her naked flesh in a slow circular motion.

Cassie had her arms spread out to shoulder width, the palms of her hands flat against the wooden stage, her head was tucked in between her arms and her long blond ponytail trailed down to the floor.

The paddle slapped down, leaving its trademark red hot spot on the crown of her right buttock. Cassie blinked but managed to remain still. She breathed a small sigh of relief. It was the first stroke that she always dreaded, once that was over with she was better able to prepare herself, knowing exactly what to expect.

The Grand Master proceeded to worry the same spot with quick, hard slaps, but despite the deep concentration of pain in her right cheek Cassie stayed perfectly still, staring fixedly down at the floor of the stage and focusing on absorbing the terrible sting.

The Cassidy sisters were as thick as thieves and Cathryn watched her sister being spanked with a sense of consanguine pride. Cat knew from experience that her sister was a tough cookie as during her term in the Elite, she had occasion to cane her sister on several occasions. Cathryn had earned herself a reputation for her proficiency with the ashplant; always delivering good tight lickings that had made some of the toughest gals hop. However, Cassie had always taken her whops without complaint and had merely grinned and thanked her sister when they were over.

As the two sisters swapped places Cathryn smiled indulgently at Cassie, “You think you’re something don’t ya kiddo?” she chuckled.

Cassie grinned, “Good luck sis.”

Stretched out across the Grand Master’s lap with her bumbags around her ankles, Cathryn Cassidy was keenly aware that she needed a darn sight more than luck if she was to win the bout. She knew from experience that the paddle was capable of making a gal’s eyes water. Cat did her best to stay still but Mr Humphries’s jolly jape of landing all six on the same spot proved too much and she was soon scissoring her legs frantically and writhing in his lap in the vain hope that he may miss. Mr Humphries had her nose to the floor and had no intention of missing; he leathered her arse with expert efficiency.

Cassie Cassy bid a half dozen with the tawse and took another trip across Mr Humphries knee. Her confidence was building; she was far into the zone and felt that she could go on all night. After the sixth stroke she hopped up, beaming cheerfully.

Cat Cassidy blew smoke through her nostrils and stubbed out her cigarette. She took her time, slowly approaching the Grand Master and offering him her wrist and a wry smile. Once she had been lowered into position she stretched out and settled in.

“I’ll stay over and take six more,” Cathryn said through clenched teeth.

The Grand Master looked over at Cassie who nodded her agreement. The Grand Master raised the twin tailed tawse in the air and slashed it downwards.

Cat gritted her teeth. She had managed to take the last six with relatively little movement but as the tawse rebounded from her naked bum to start the new set her legs scissored in agitation.

Mr Humphries spaced the strokes out evenly giving Cat plenty of opportunity to cash in her chips whenever she wanted to. Cat’s long dark hair swished from side to side but she remained steadfastly in position giving no indication she was ready to concede. When the Grand Master helped her to her feet she looked surprisingly fresh and unperturbed.

Cassie Cassy had no intention of throwing the towel in and immediately replaced her sister in the time-honored position. After enduring six hearty cracks it was Cassie’s turn to bid again.

“Oh you little shit,” groaned Cathryn when Cassandra bid six with the paddle. “You really do think you’re something don’t you kiddo!”

The Grand Master worked the left buttock of Cassie’s upturned bum, whap, whap, whapping the sweet spot until she finally began to squirm a little. Cassie determinedly tried to stay still but by the time the sixth slap exploded off her scorched flesh the agitated way her toes were tapping on the wood floor exposed the increasing discomfort she was experiencing. Nonetheless when she pushed herself up she put a brave face on it and winked at her sister.

Cathryn Cassidy was not enthusiastic about offering up her bottom to have her left buttock blistered with the leather paddle so she took her own sweet time in draping her elegant form across Mr Humphries knee. Her heart was pounding and her hands were clammy as she spread herself out. She winced inwardly as she felt the familiar motion of her skirt being slowly turned back, followed by the meticulous lowering of her navy blue bumbags. She gritted her teeth when she felt the cool of the leather slowly circling her flesh. Then WHAP! The paddle landed with full force and the blood rushed to her head as she jerked forward in Mr Humphries’s lap. The second slap tipped her further over so even her long legs no longer reached the ground. Mr Humphries had her round the waist and cracked the paddle down hard. Cathryn was kicking her legs and pummeling the stage with her fists. The pain was so intense that she felt as though lighted candles were burning her flesh. Despite her animated reactions to the fiery impact of the paddle Cathryn had no intention of quitting, she dug into her reserves, gritted her teeth and carried on wriggling and squirming.

Cathryn Cassidy had no intention of bidding the paddle again, she considered the tawse but then decided she had done enough nose to the floor for the moment and proposed six with the Reform School Strap.

Cathryn actually felt quite comfortable bent across the large desk. Her long slender frame was perfectly designed for the position and she found it preferable to being physically held down across Mr Humphries’s lap like a Little Brat. Over the years Cathryn had bent over a lot of desks; ranging from the slope topped desks of the lecture room’s to the large oak desk in the Deputy Grand Dame’s study. At least bending over a good desk she felt supported, her only objection was Mr Humphries’s insistence that her arms limply dangle over the far side instead of letting her fold them on top of the desk and rest her head on them.

Cathryn wriggled her hips and prepared for the onslaught. Mr Humphries raised the strap in the air and brought it down with a volatile thud. The strap landed firmly astride the swollen hot spot that the paddle had raised on each of her cheeks. She gasped with dismay, the pain was simply unendurable, but before she could protest a second swipe tantalized the exact same spots.

Vainly Cathryn crooked her leg in an effort to ward off the strap but it crashed home a third time. That was enough for Cat; the Old Gal leapt to her feet and nimbly removed her backside from the firing line.

“That’s it,” she gasped, “keep that thing away from me, I’m out!”

Cassandra Cassidy felt like the eyes of the whole world were focused on her. She had never doubted that she could outlast her sister and now victory was just four harsh swipes of the strap away. She bent over and braced herself.

The first thwack sent shudders through her whole body but she stayed down. The second made her giddy but she stayed down. Mr Humphries thrashed the strap down again, making Cassie feel nauseous, but she stayed down. The audience watched with baited breath as the ultimate strike snaked through the air, landing against Cassie’s unprotected nates with extreme prejudice and she leapt to her feet. She hissed and she hopped and she flapped her arms but she never rubbed. Her sister rushed to her and hugged her.

“Tell you what kiddo,” she said admiringly, “you really are something!”

If you have enjoyed the complimentary edition of Volume 1- Whops and Clobber available in the side-bar and want to learn more about the mega-minxes from the Woody Back to School Unit then cut along sharpish to the Woodettes Storefront and BUY THE OTHER BOOKS! … downloading for just $4.99 per full length book is the cheapest and most expedient way to get access to hundreds of pages of Woody fun … You won’t be disappointed … Bottoms Up! Thanks for stopping by … RH

Don’t Forget – Free Chapters of the Woody Back to School Unit spanking saga are available at the Woodettes Publications Page.