Kaley's Riding Crop Fun

Note- Another imagined tale of a young (nineteen) Kaley Cuoco after she had just had her breast enhancement. She was so hot at that time.

xxx

December, 2018.

It had been a wonderful Christmas at home in L.A. with her new husband and Kaley Cuoco and Karl had retired after a long day. As she lay on her side in bed she looked across the room at the brand new riding crop that she had received as one of her presents. She smiled to herself as she recalled her first crop when she had started riding horses at age sixteen. Instantly smitten with horses, her love of riding had never waned and she now owned several horses of her own as well as private stables. Another memory came to her and she surprised herself at something she had forgotten for many years.

x

Los Angeles, 2005.

At the tender age of eighteen years Kaley had gotten breast implants and also began a year long search for a new talent agent. Her decision to get bigger boobs had greatly increased her self esteem and she was in high spirits. Seeking another television sitcom role after the end of 'Charmed' she had been recommended by a friend to seek out a Miss Havoc who had a good reputation for landing her clients regular television work. She needed someone fresh in the business to represent her and promote her interests, and Miss Havoc was apparently never off the phone as she badgered various studio's and producers. Driving in her 2003 Toyota Corolla she headed over to the Havoc Artists Agency on Sunset Blvd.

"This looks like it."

Kaley parked her car and strolled up to the twelve storey building and took the elevator to the eleventh floor. She saw the red and white sign on the door and knocked lightly. With her buttery blonde wavy hair parted in the centre Kaley looked simply stunning in her grey top that fit close to the body and had the extra long sleeves. A short length that ended at the upper hip area she chose a mini length, stretchy high waist black skirt. On her feet were her brand new nude heeled sandals with the straps that wound around her lower calves and Achilles tendon.

"Hello?"

She opened the door a crack and peeked around the apparently empty office. The reception area was small with a desk and sofa on the opposite side. A table separated the two and various outdated copies of People and Entertainment Weekly magazine were strewn around on it. Kaley sat on the sofa and crossed her shapely pins and looked at her watch. Ten o'clock. She was a half hour early in her eagerness to meet the thirty year old Havoc.

"Where is everybody?" She wondered as she sat in the odd silence.

Impatient and slightly bored Kaley went to the office of Miss Havoc and pushed the half open door.

"Miss Havoc? Are you in here?"

The modest sized room was sparsely furnished and had one big desk and a tall lamp by the very large window. Pictures of various actors adorned the wall and Kaley studied each one in turn. She admired the view from the window and looked down on Sunset and watched the traffic and looked at the billboards. It was at that moment that her eyes were drawn to a half open drawer in the desk.

"Oh, my!"

Something curious peeked out of the corner and she thought she recognised a riding crop similar to her own. Her eyes went to the open door and saw no one and so she pulled the top drawer out and reeled back in surprise. There, Kaley found all types of erotic toys, vibrators, anal plugs, fur lined handcuffs and a black riding crop. Amid these outrageous devices there were also several pairs of silk underwear and a pheasant feather. But it was the crop that caught her eye and she cautiously picked it up. It was an expensive, probably a hundred bucks, black fleck crop of woven nylon and was about sixteen inches in length. The handle had wrapped leather and sported a big braided cap with a dimpled button. The keeper was also leather and was two inches wide.

"Oh my gosh. Miss Havoc seems to have some fetish interests."

The amused Kaley picked up the cuffs and studied the soft faux fur lining in the leather restraints. Metal buckles wound around the two cuffs and a stainless steel length of chain joined them. Then she opened the palm of her right hand and brought the crop down hard. It made a satisfying crack and she admired the workmanship in the iconic whip designed to tap a horse whilst running. She thought for a moment, turning to the door to ensure nobody had showed up, and raised her stretchy skirt up to her upper thigh. With her left hand she traced a line up the outside of her bare leg with the thin tool until she got to just below the hem of her skirt and then gave a hard smack.

"Ooh! That kind of hurt." But in a nice way she thought.

She did it again and a warm tingle rushed through her. Now smiling and having fun Kaley raised her skirt higher so that it exposed both her meaty buttocks. She had on barely there panties that separated both buttocks into two gorgeous globes and ensured that plenty of flesh was on display. As she clutched the handle at the very top she brought the keeper down on her left cheek and then ran a circle around the red spot she made. Her delectable rump rippled as she did it again and a warm flush came over her loins. The tiny panties hardly covered her pussy but she was pretty certain that there was a dampness on her sweet spot. Another crack and Kaley shuddered as the crop echoed around the room like a pistol shot.

"Wow, that is hot! Feels like, feels like..."

Kaley rucked her skirt up to her waist line and settled back against the desk with her legs out wide. She rubbed the keeper up the insides of both thighs, across her bikini line and then swirled it around her mound with eyes shut tight. The toes of her heels dug into the rug downwards as she rubbed on her slot through the fabric. The white panties worked well into the soft cleft of her Mons pubis as she wallowed in her self stimulation.

"Feels like..."

She had ridden horses quite frequently as of late, being between jobs, and had discovered the pleasure of grinding her pussy in the leather saddle. Also still single Kaley had masturbated a lot and had enjoyed her new boobs as she experimented with various sex fantasies. "Like fun?"

Kaley gasped and came out of her reverie as she was interrupted by a classy woman with flowing auburn hair. Dressed in a business like manner she had a three quarter length slim pencil fit dress in blue and white check, and a waist high top with one button fastened just below the bust. Her navy bra was evidently visible in the deep V of the low cut look.

"Oh, shit! I'm sorry! I'm so sorry!"

Kaley hastily wriggled her skirt back into position and closed her spread legs.

"It was...I saw the desk drawer open...I'm Kaley by the way. Are you Miss Havoc?"

Without a word the woman stared at Kaley as she walked around and around the desk. She casually picked up the handcuffs and toyed with them as she paced the room. Kaley ate humble pie as she demurred and hopped from one shoe to the other.

"I like to ride horses and...and I was just..."

"Curious? This is not a good start Miss Cuoco. Snooping through private property, perhaps you lack discipline? Did you go to school?"

Kaley was a child actress and was on film and television at a very tender age. "Well I acted as a kid a lot, so I guess I may have missed out on stuff. But I know right from wrong."

"Indeed. Maybe you need to be punished. Taught a lesson in fact."

We're not at school now, thought Kaley who wondered where all this was all leading. She found her eyes glued to Havoc's curvaceous form in the pencil thin dress, her long legs bare and her red glossy lips pouting.

"Discipline is an established practise I have adopted in my line of work. To be regulated, directed if you will, to my way of thinking I think we can accommodate you in the agency. It seems to be effective."

Kaley looked up at the portraits of the various artistes on the wall.

"Even with Naomi Watts?" She pointed at one particular picture.

Miss Havoc looked down her nose at the nervous blonde with a sardonic grin.

"Especially Miss Watts."

As she lectured she paced the room, her navy stiletto shoes clicking on the hardwood floor. "Now, I used to be a principal at a private girl school in Southern California, and I did NOT spare the rod. There are three types of discipline. One, preventive. Two, supportive, and three is corrective. Which do you think I should pick with you?"

"Look, Miss Havoc. I just came here to get help landing a new role. I wasn't expecting this at all. Maybe I should leave."

As she spoke Kaley remained rooted to the spot, a new feeling overwhelmed her. In her young life she had not had any sexual relations with females, and she was definitely not gay. Just curious. She wondered what the agent had planned and the hesitation was etched on her face. The door slammed shut then and she jumped at the intrusion to her thoughts. "It appears that you like the crop, perhaps I should use it, or maybe something bigger. I can show you ways of pleasure through pain you have never dreamed of."

Havoc passed her and rested the leather tongue of the crop on Kaley's upper right thigh. Kaley shivered as it wiggled on her bare flesh a moment before it was removed. They were so close that their body heat was felt by the pair of them. Kaley began to wilt under the stern and direct eye contact made by the older woman.

"You can?"

Havoc raised Kaley's chin and smiled with a knowing look.

"Oh, yes. And I know you want to try, am I right? You want, I want."

"Show...show me."

"Are you certain? We can continue or I can stop, it's your choice. Yes? Then hold up your wrists."

Kaley put her hands together and Havoc put the cuffs around her wrists and snapped them shut with an acute click. She tested the metal bracelets by tugging on the chain that joined them. They held tight. Part of Kaley felt slightly scared but she could not deny the excitement between her thighs.

"All part of the service."

Miss Havoc made Kaley face the desk and held her in place with her left hand. As she bent across the desk her cuffed hands came together as if in prayer and Havoc used her right to pull the skimpy underwear down to her ankles. In this pose Kaley revealed a half moon of bare white thigh and the business woman patted her behind with a certain affection as she studied the luscious curves of her bare bum. The skin was white and delicate and was a joyous sight and twin dimples were visible above the rounded cheeks.

"Look at these little panties, what a little slut you are. Stay perfectly still my dear."

Kaley felt the hand replaced with the head of the crop which was swept down the exposed crack between cheeks, past the perineum and down to the upturned base of her moist slit. She flattened the upper half of her body on the surface of the desk as her pussy was touched from behind.

"You appear to be somewhat aroused. That is a good sign."

Kaley bit her lip and tucked in her elbows as she wiggled her posterior on the probing crop and then let out a shriek when she received the initial crack on her left cheek.

"WOW!"

There came four more staccato strokes delivered in rapid succession, two each on either globe. The crop swished through the air as it relayed its message and Kaley's beautifully shaped bottom displayed a rosy glow which widened and deepened. Despite the stinging Kaley made no attempt to move from her undignified position and kept her enticing backside raised upward.

"How was that? I know it hurts, but it's a nice hurt, all warm and tingly, and it was exciting yes?"

Kaley gulped. Too exciting! Havoc soothed her burning rump and Kaley admitted her smarting flesh had a sort of glow. Then she felt a warm palm strike her in a swift, flat arc and bounce back off her delectable derriere.

"OWW!"

Kaley remained in position apart from throwing a few wriggles of her smarting rump which caused her panties to toss around her ankles. Miss Havoc scrutinised the five fingered imprint that spread across both buttocks and raised the crop once more. She angled Kaley's plump and burning bottom so that it was higher than her head and directly in line for a prime whacking.

'Thwack! Thwack! Thwack!'

"Oh, fuck!"

Kaley pressed her knees together and arched her back as the crop struck. So fast were the strokes that they seemed to overlap with earlier ones. She bore the brunt of the cracking smacks that rang out loudly and moved her hips in rhythm with the lesson. A flood of wetness betrayed her and Havoc ceased her ministrations and put her hand on the sublime curve of Kaley's cheeks and then moved between her legs.

"So very wet, my dear Miss Cuoco."

Havoc dipped one finger inside the moist labia and pushed in once. Then she brought the same digit to her lips and tasted the sweet nectar.

"Remember what I said? Pleasure through pain. Discipline and correction. You're coming along splendidly."

She tapped Kaley on the shoulder and she stood up straight, her ass still reeling from the corporal punishment.

"Sometimes the seductress becomes the slave and the submissive the seductress as roles reverse."

As she spoke Miss Havoc discarded her top to reveal the navy bra that was evidently for attention seeking rather than practical purposes. She unbuttoned her dress and pushed it down so that Kaley could see her matching lacy blue panties. Just in underwear and stiletto heels the tall woman cut a striking figure.

"The results are the same, it's all part of the same fantasy, the same discipline. It's all about the control."

Miss Havoc leaned back on the desk and kicked out her incredibly long legs. Her bottom settled against the edge and then she crooked a finger for Kaley to approach. She complied and went to her knees where her head was level with the woman's thin panty line.

"Lick my pussy." She ordered.

Kaley lifted her cuffed hands and pushed the gusset aside and looked on a totally shaven quim, the outer lips puffy and the inner pink visible. Without hesitation the young blonde darted out with her tongue and swiped at the offered folds. Havoc responded with a high pitch sigh as she quivered on her out planted heels. Kaley heard the woman moan as her tongue slowly started to slip in and out of the wet pussy in her face and Miss Havoc's hips wiggled from side to side.

"Better, now give me some more tongue."

Kaley inhaled her sex as she planted kisses on her inner thighs. Her nose bumped gently against the protruding clitoris as the inquisitive blonde actress flattened her tongue and brought it up from the bottom of the tantalising slit to just below the stiffening clit. The juices that soaked the woman's quim wet Kaley's tongue in a rewarding way and she eagerly lapped up all that was on offer. Miss Havoc humped against the twenty year olds face as she was eaten and swept great handfuls of lustrous hair from Kaley's brow. Her gorgeous green eyes under narrow brows looked so innocent as she ate pussy. "Yes, yes, like that."

Kaley stepped up a step and bobbed on her haunches as she licked up and down in broad strokes, sliding perfectly over the unhooded clit as she reached the pinnacle of the pouting pussy.

"I gotta stand up."

Kaley was feeling her legs ache and also rubbed her bod to soothe the blows from the crop.

"Very well."

Miss Havoc came behind Kaley and pressed her body at her back. Her hands came up and caressed Kaley's big boobs through her soft long sleeved top and then dragged it downwards hard and helped the blonde step out of it.

"Let me see those tits."

Kaley proudly thrust out her chest and showed off her new 32C tits. She was in great shape with a slim figure, flat abs, lean legs and sexy buns. The sensation of another female fondling her tits was a new one and Kaley felt her stomach tighten and her nipples stiffen.

"Fake, but they are quite magnificent."

The talent agent felt up their weight in both hands and Kaley closed her eyes to focus on the soft touch. A spiral pattern was painted with a fingertip on her left areola pulling away before contact with the nipple. The same was repeated on the right as Havoc came around to her front and hugged her tight so that both pairs of tits bumped together.

"Yes, these will be a huge asset when I pitch your talents to the producers."

Miss Havoc unclasped her own bra and let it fall to the floor. The generous swell of her natural breasts were unveiled and Kaley observed the hard nipples. Then she hooked her thumbs in the waistband of her panties and pulled them down over her rump as she bent at the waist and thrust out her backside.

"I so love being naked in female company."

Kaley again had her new boobs massaged and kneaded and had the hard nipples tweaked between finger and thumb. They stumbled backwards until Miss Havoc pinned the naked Kaley to the edge of the desk and her sore rump was set on the cool wood. Her hips thus raised her fair pubed pussy was displayed perfectly at the juncture of her upper thighs. The agent produced a padded blindfold and slipped it over Kaley's face.

"I don't want you to be able to see what I'm going to do next. It will heighten the senses. Just enjoy the show."

Kaley pursed her lips as a hand widened her thighs and she placed her hands, palms down on the top of the desk behind her. Seconds passed but it seemed simply ages before finally contact was made. Havoc brought the keeper down right on the sweet spot of her pussy with a backhand blow. Kaley screamed and a tiny squirt of fluids spat out of her stirred cunt.

"FUCK!"

"Mmm, that good? Hmm? Feel nice?"

Miss Havoc gave several small pats directly on her muff while she squirmed on her butt. Unable to see a thing Kaley's imagination ran wild and she turned her head from left to right as she awaited the next move.

"Mm hmm! Stick that cute little pussy out for me, there's a dear."

Kaley leaned back and raised her hips up as she felt the crop trace out a line from her navel to her pussy opening then she shrieked from the pistol crack smack directly on her clit.

"OH!"

Havoc made three more slaps on the exact same spot and Kaley came with a silent scream.

"Isn't that exciting. Let me lick you all up."

Havoc leaned in and reached between Kaley's open legs and pushed up inside her slit with her middle finger. Kaley felt her knees buckle slightly as she was quickly frigged by the long digit. Her breathing became urgent as she bumped back into the desk edge. The finger was replaced by a tongue which ran around her puffy labia and then into her slit on up to her clit. Kaley shivered in response as her tiny rosebud was flicked to stiffness. She sighed with delight as a hot mouth smothered her left nipple and sucked it to stiffness. Then her right nipple received the same treatment and she licked her lips in gratitude.

"Holy shit!"

The tongue left her muff and suddenly Kaley reeled from two hefty taps on her hard nipples with the nylon braided cap. Swish, swish, swish. Each nipple changed to rosy peaks as Kaley was given quick raps over and over. Her pussy wept juices and an intriguing trickle ran down her ass crack. Each stroke increased in intensity and Kaley gave high pitched squeals in reply.

"You're so wet, my dear."

"Uh, huh!" Mumbled Kaley turning her head as she was left momentarily.

She heard a noise to her left and then a finger brushed her pussy.

"Yes, no need for lubrication today."

Kaley felt a stiff object at her entrance and realised it must be a silicone dildo. She bit her lip and held onto the edge of the desk until her knuckles went white She sighed at the initial contact and inhaled deeply as it began to intrude inside her cunt. Then she felt a push and incredibly the entire sex toy was inside her all the way. It remained inserted and neither moved a muscle as Miss Havoc played a waiting game.