“So, that’s the financial pitch,” the CEO said to a small group of potential customers gathered for her presentation of their latest product. She hated these conventions but recognized their value in reaching new prospects and put her all into her short reveal. “Now, I’d like to show you a short video that makes the point on a more emotional level. Enjoy!” she said as she nodded to her admin to start the video.
‘Have you ever wondered why …’
Recognizing the wrong beginning, she shot a steely look at her relatively new admin, who’d been tasked with loading her laptop with the right files. Tammy looked back with gritted teeth, wondering how her boss would react to the mistake, fearing she’d be unemployed once they returned home in a few days.
“Thank you all for coming!” Samantha said as the attendees filed out of the room.
One person hung back, wanting a one-on-one discussion with her that lasted about ten minutes. Tammy saw Samantha reach for her phone while talking with the client, tapping in a new calendar entry the two had agreed on. Tammy hoped an appointment resulting from the botched presentation might save her neck.
This was more than a job to her now. It was just a job when she interviewed for it, but the combination of her prospective new employer’s quiet confidence, gentle but firm voice, and arousing appearance made it so much more even during that first interview. She screamed aloud when she got the call that the job was hers. But would it still be a few days from now?
“Tammy, what the hell happened!? That wasn’t the video I selected for this!”
“I don’t know, Sam! I thought I had the right one, but I have them all on a thumb drive right here,” she said, holding up the tiny device that stored so much. “I’ll have the right one in place before the next one.”
“See that you do! I want you to run it through for me when I get back from lunch to be sure!” her boss demanded before walking out of the small room.
Tammy went to work immediately, attaching the thumb drive and finding the correct file. She placed it in the right folder and started the PowerPoint to test it. Clicking through the slides to get to the video, she was relieved to find the problem solved. Now, she just had to wait to see how the mistake might affect her future.
She was about to close the laptop and wait for Samantha’s return when a folder called ‘Fun Stuff’ caught her eye. Curious as a kitten, she perused the folder, finding MP4 files with names like ‘FF Naughty Girl’ and ‘FF Paddle.’ She didn’t know what ‘FF’ meant but could guess the rest. It brought to mind the round leather paddle she’d recently found in one of Sam’s drawers. Just seeing it had affected her in an unexpected way, and she wondered about its use.
Unable to resist the temptation, she opened the ‘naughty girl’ file, remembering to disconnect the room’s projector first. She turned the volume down on the raucous heavy metal music that accompanied some amateurish credits. Once the actors appeared, the plot was quite simple. A tall woman scolded a smaller, petite woman over some unnamed mistake, and seconds later had the ‘naughty girl’ over her knee with her skirt pulled up. The spanking started over her panties, but jumped quickly to her bottom being bared, and the spanking resumed. Another jump to a final flurry of strikes to the poor woman’s very red bottom before being released from her punishment and zooming in on hands rubbing the obviously tender cheeks.
The thought of the paddle in Sam’s drawer combined with this video exaggerated and focused that same unexpected feeling between her legs. Sam obviously enjoyed this video enough to save a copy, but which position did she identify with? ‘It has to be the tall woman, the spanker,’ she thought when she considered Sam’s personality and the presence of the paddle.
“Is it ready?” Sam shouted from the back of the room.
Tammy just managed to close the video and the folder it was stored in before Sam was at her side.
“Yes, Boss!” she said with a shaky voice.
“What’s the matter? Why do you sound so nervous?”
Tammy tried to hide the guilty look on her face, but had an answer that would fit the question quite nicely.
“I’m just worried what you’re gonna do about my mistake!”
“We’ll discuss that later. Show me the PowerPoint! Why isn’t the projector on?” she questioned.
“I disconnected it while looking for the right file so no one would see,” she explained.
“Good idea. Is it connected now? Good. Start it up!”
They ran through the slides much as Tammy had, though at a slightly slower pace with Sam confirming nothing else had changed. Once through, Sam gave Tammy a reassuring pat on the back and a comforting smile.
The rest of the day went well, with the presentation shown three more times to engaged audiences, and several follow-up appointments were made. They packed their briefcases and the small suitcase with their brochures and SWAG and headed out the door.
“Would you like to get dinner now or wait a bit,” Samantha asked.
“I’m famished. I didn’t get any lunch!”
“Yes, well, that was your own doing, wasn’t it? How about that Tapas restaurant a few doors down from the hotel?”
They agreed to meet in the hotel lobby after freshening up in their rooms, and both did a double-take when they saw how the other was dressed.
To Tammy, Samantha assumed the look of the tall woman from the video with a tight gray and black dress that accentuated her delicious body without looking overtly sexual. Spaghetti straps displayed her bare shoulders while a cleverly placed hole below the neckline revealed a hint of cleavage you wouldn’t otherwise see. Form-fitting over her hips, the dress was short enough and begged attention for her shapely thighs.
Tammy dressed to entice and, hopefully, provoke. Her dainty but beautifully shaped body was two small garments short of naked. A tight crop top emphasized her braless and more-than-a-mouthful tits while letting her flat tummy and the swell of slight hips show. An ultra-short black pleated skirt would make no mystery of the color of her panties or whether she was even wearing any with the slightest bend.
“Tammy, you look good enough to eat!” Sam said, meaning it quite literally.
She made no secret of her gender identity as a lesbian, but neither did she flaunt it nor make overt advances on even those women most attractive to her. She’d be lying, though, if she said Tammy’s appearance had no bearing on her getting the job. Her qualifications were good, but others were better. She didn’t fool herself by thinking Tammy’s tight, sexy little body hadn’t won the day for her.
“You look rather lovely yourself, Sam,” Tammy said, trying not to sound quite as conspicuous as Sam had, though she had the video and paddle in mind when she chose the schoolgirlish skirt.
She’d had a couple of encounters with girls in college, her delicious little body attracting more than her share, but none had gone beyond a couple of impromptu pairings purely for sexual gratification.
She wondered whether tonight might be different. She credited Sam with professional restraint and yet wondered why she’d never made even the slightest advance. She’d caught her a couple of times enjoying an intentional display when she bent over the file cabinet in Sam’s office, and an occasional touch to a bare shoulder or upper arm ignited a tiny flame in her core, but it went no further.
While she had no experience with spanking, once in a while, the thought intrigued her, but the idea would quickly pass as just another unrealized delight. It didn’t pass so easily today. All day, since she’d seen that video and connected it to the curious paddle, she’d more than wondered what it would be like, picturing herself lying in Sam’s lap with a naked bottom waiting for the first smack.
She felt like she had the perfect way to introduce it into their conversation as no consequences had been identified for the mistake she made, and while, at the time, she worried about losing her job, Sam’s forgiving demeanor and the way she drank in Tammy’s enticing appearance left her more confident about keeping her job. Now she just had to see if she could make their working together a lot more fun than it had been.
They walked the short distance to the restaurant, talking only of the conference and the opportunities it had provided. Sam often shared details about strategies, tactics, and results with Tammy, hoping to make her a more involved employee, and no mention was made of her mistake, as even that presentation had yielded a promising contact.
They’d each had a couple of glasses of wine along with the various small portions of Spanish delicacies and were thinking of ordering dessert when Tammy changed the subject.
“I’m really sorry about the video, Sam! I was sure I’d put the right one on that slide,” she explained.
“It’s an honest mistake that didn’t seem to have any real consequences insofar as our audience was concerned.”
“So, I’m not gonna get fired? … or demoted or something?”
“Do you think we’d be having this delightful dinner in each other’s company if I were going to fire you?”
“I guess not. I just thought …” Tammy started but changed the subject again, or so Sam thought. “Sam, do you travel with what you keep in the bottom left drawer of your credenza?” she asked to Sam’s stunned face.
“What do you know about what I keep in that drawer?” she asked after a pause.
“I know it’s leather. And round. And it’s got a long handle,” she said, looking up from downcast eyes, hoping to see the same fire in Sam’s eyes that she felt in her panties.
“What do you suppose I use it for?” she asked, putting the ball back in Tammy’s court while her arousal built quickly.
“I thought that maybe … you’d use it on a confused assistant who’d made a serious mistake.”
“How very astute of you! That’s exactly what I use it for. And yes, I do travel with it. Would you like to … see it?”
“Yes, Miss! I … I think I would!” she replied, adopting the submissive honorific.
“I think we should wait to have dessert later. Perhaps in my room?”
“That’s a good idea, Miss! I’m not very … hungry for sweets right now, but I’m sure I will be later!”
Samantha called for the check, and they sat in silence while waiting for the whole process to be completed.
They walked quickly back to the hotel among crowds of conventioners out for their reward for having endured the day of endless promotions. As usual, Tammy attracted plenty of stares, but she imagined them knowing she was going to get her bottom spanked, arousing her further still.
The elevator arrived, and Sam smiled when the doors closed on them as the only passengers.
“You’ve been a very naughty girl, Tammy! You know that, don’t you?” Sam said, looking forward, not at Tammy.
“Yes, Miss,” she replied demurely, but inside, she was jumping out of her skin with anticipation and nerves. She’d always wondered what it might be like to be with her lesbian boss, but getting a spanking, her first spanking, hadn’t ever figured into those flights of fancy, hence the mixed feelings. The idea of lying submissively over her knee with a bare, vulnerable bottom was surprisingly intoxicating, but she did worry about the pain.
“What do you think I do with naughty girls?”
“You’re going to spank me, aren’t you?” she said, putting it into words exciting in itself.
“Yes!” The elevator doors opened, and Sam took hold of her wrist, dragging her down the corridor like an errant child. “You’re going right over my knee for a good spanking!” she said with emphasis on the word ‘good.’
She let go of her wrist as she opened the door to her room, and they entered separately, Tammy delaying slightly, wondering if she’d gone too far. She entered the room to see Sam zipping open a compartment in her suitcase, removing the paddle, and placing it on the corner of the bed. Tammy hadn’t really expected her to have the paddle. It was just a way of steering the conversation in that direction.
As a switch, Sam brought the paddle on trips in the hope she’d find a naughty one to feel its sexy sting, but failing that, she used it on herself from time to time. Having been a while since she crossed paths with such a person, the paddle had seen almost exclusive use on her own bottom by her own hand.
“Come here!” she said to the still-uncertain girl.
“I’m sorry, Miss!” she said as she stood before Sam, seated on the bed, holding both of her hands. “Please don’t spank me too hard? I’ve never been spanked before!”
“Well, I guess you should have thought of that before you made a mess of my presentation!” she exaggerated.
Sam was glad that Tammy had revealed her inexperience. She would take it easier on her as a spanking virgin, but she loved that she would be the one to introduce her to it. Sam wasn’t into actual punishment or domination. She just loved the playful aspects of it from both sides of the lap and wouldn’t have seriously punished Tammy unless she expressly asked for it.
“Lift your skirt,” she said, sounding more like a request. “Now, you’re going to get over my knee, and I’m going to spank that cute little butt of yours!” she said with a smile and a bitten lip, both easing Tammy’s nerves.
She bent across Sam’s right knee with her head resting on the bed beside her as she felt her boss’s fingers tugging at her tiny pink panties, smoothing them out over her quivering cheeks. Fingers caressed her bottom, eliciting soft moans and sighs as her fingers became more insistent, squeezing her cheeks or running a finger down the cleft between them.
“Are you ready, my naughty little girl?” she asked as she patted each cheek a few times.
“Yes. I’m ready to get spanked, Miss!” she said with a slight yelp on the first playful, yet startling, spank.
Sam loved the role-play as much as the act itself, so just having the woman she’d lusted after since she hired her across her knee, accepting and seemingly enjoying her spanking, fed her arousal mightily. She could feel the dampness growing between her legs, threatening to soak her panties and soak into the bedspread.
The spanking continued, gradually ramping up in intensity and getting an infrequent ‘Ow!’ from Tammy, but mostly a pleasurable reaction as her hips rose to encourage Sam to escalate. Tammy enjoyed the scene as much as the lightly stinging spanks that hurt a little more as they progressed. She liked her role as a ‘naughty little girl’ and loved hearing Sam call her that. She loved being over her knee and feeling her hand striking her panty-covered cheeks, and just when she wished her bottom was bare …
“Get up, Tammy,” she instructed as their smiles revealed mutual enjoyment. “It’s not a real spanking if it’s not on your bare bottom, so pull your panties down!” Tammy reached for the waist of her underwear, but her skirt fell to cover again. “Take the skirt off,” Sam told her, wanting to see the panties coming down and the unveiling of the pussy she’d longed to see and taste.
Tammy smiled as she opened the button and zipper of her skirt and let it fall to her feet. Seeing Sam’s eyes looking directly at her crotch, she looked down to see a dark, wet stain in her pink panties. Smiling eyes met before Tammy pulled them down to her knees and let them fall atop the skirt. She kicked them both aside and smiled at Sam’s approving eyes.
Ten years her junior, Sam looked with love and lust at the younger’s youthful body. The narrow waist and slight swelling of hips between which a petite pussy devoid of hair called to her. She wanted to reach out, grab her body, and lick her all over. When her eyes came to her perfectly proportioned tits still within the confines of her tight crop top, Tammy could see the want in her eyes and quickly removed the top leaving her naked before her boss.
“Come here,” Sam said, holding out her hands. Tammy stepped forward to Sam’s hands running all over her body, touching everything except her pussy. “We can stop the spanking if you want? I want so much to play with your sexy, little body, but I’ll continue if you prefer.”
“I want that too, Miss, but I really want to feel your hand and that paddle on my bare hiney too! Please spank me?” she pled, and seconds later, she was back across her knees getting her first bare-bottom spanking.
All the sensations of before, amplified by her nakedness, made her glad for her decision to continue. Her body rocked to the rhythm of Sam’s spanking hand, her obvious pleasure bringing quicker and harder spanks as well as Sam’s free hand exploring her body.
Sam started with the perfect tits that jiggled beneath her, holding, caressing, and gently squeezing those firm mounds of pliant flesh. Her hand glided down her back to take one cheek in hand while the other received a dozen or more smacks in quick succession.
“Oh God, Sam! I love it! Harder, please?”
“Perhaps you’d like to feel the paddle now?” Sam offered, taking hold of it and showing it to Tammy.
Tammy smiled with her lower lip between her teeth as she felt each side of the paddle, one ornately tooled leather, the other with a smoothness born of repeated use. She looked from Sam to the paddle and back, her face showing her desire.
“Yes. Paddle me! Paddle my hiney, Sam!”
“How many?” she asked after delivering a half dozen to give her a small taste.
“Twenty! No, twenty-five! On each cheek!” she said enthusiastically.
“Okay! Fifty swats, you naughty little minx!” Sam said as Tammy giggled.
Still nowhere near as hard as she could, but enough to produce a provocative sound and delicious sting, Sam paddled Tammy’s bare, bouncing cheeks. After twenty, she slid her hand beneath to find the younger’s slippery wet slit, her fingertip gliding over the silky smooth inner folds; Tammy gasping at the touch.
Five swats on one cheek, and her finger found its way inside. Five on the other cheek and a second finger joined the first. Five more as they pumped her pussy.
“Oh fuck! Harder! Spank harder! Please?” Tammy cried as a climax was within sight.
Sam lifted the petite girl off her lap with her hand cupping her pussy and her fingers inside, swatting away at her cherry-red bottom until she came with a flood of her juice in her hand. She’d never seen someone so enjoy any spanking, let alone her first. One hand caressed her sore cheeks while the other soothed everything else, from her long brown hair to her lower back, as she remained in her lap with eyes closed until her body had quieted.
She looked at the small girl’s body still lying in her lap and congratulated herself on a stellar choice for her assistant. She’d hoped the cute young woman would prove to be an able and interesting colleague, with her perfect body providing inspiration when she was without a suitable lover, but Tammy held the promise of so much more.
Tammy squirmed, signaling her desire to get up, and Sam helped her stand, pulling her into a loving hug once both were on their feet. Pulling back a little, she brushed the hair stuck to Tammy’s face with sweat.
“So precious!” she declared to a smiling Tammy.
“We’re not done, are we?” Tammy asked.
“No. You know it’s customary to give thanks to someone who’s given you such a good spanking,” she said again with emphasis on ‘good.’
“Mmm, I’d love to!” Tammy replied, licking her lips.
“Take my dress off,” she instructed her assistant as she turned around.
Tammy pulled open the tiny hook and drew the zipper down slowly and slower still when she reached Sam’s sexy bottom. Sam turned around but let Tammy pull the straps down over her arms, sliding the dress down slowly as her hands glided over her hips and down the legs, unveiling another sexy body as she went.
Tammy looked up at Sam from her crouching position as the older stepped out of the dress pooled at her feet. On her knees, she slid her hands up the backs of Sam’s shapely legs to grasp her fuller, but every bit as sexy, cheeks in both hands. As though pulling herself closer, her mouth reached the very wet gusset of the purple satin panties, kissing and licking Sam’s pussy, clearly outlined by the tight underwear.
“Take them off,” she said to her perfect-in-every-way admin and gasped at the touch of her tongue that tasted her the second her naked pussy appeared. The panties fell to her feet, and once again, the tiny hands on her ass pulled her into Tammy’s waiting mouth.
“I need to sit down, Tammy!” Sam said as she stepped back toward the bed, sat down, and pulled Tammy toward her spread legs.
Lacking any recent experience with women, Tammy relied on what she liked when a guy licked her or even when her fingers were her lover. With fingers and tongue, she licked, sucked, and probed her boss’s pussy as Sam’s hands guided her this way and that. Sam loved her youthful enthusiasm, and while she’d need some guidance, it had been long enough since she’d had a lover between her legs that she felt herself climbing to a heady orgasm. Pulling Tammy’s face into her crotch, she ground her pussy against the eager face.
Seeing her boss on the verge of cumming, she shoved three fingers into her weeping slit, finger-fucking while her tongue concentrated on her clit.
“Oh God! Do it! Do it, Tammy!” she cried and then fell silent with her mouth open as Tammy pushed her over the edge, rewarded with a face full of her boss’s musky nectar while she continued licking and probing, stretching the orgasm out as long as she could.
Tammy stood and sat on the bed beside Sam’s prone body as the quivering slowly ebbed and breathing normalized. Sam smiled at her and, reaching with her hand, pulled Tammy’s face to hers for a tender, loving kiss. Eventually, she sat up and kissed her assistant again, this time long and lustfully.
“I’m so glad I hired you!” she said with a big smile, “You’re going to be a perfect assistant!”
“‘Going to be,’ Miss?” Tammy asked with a smile.
“As long as you don’t screw up any more of my presentations!” she laughed.
“I imagine I’ll get a few more spankings, but I’ll learn!” Tammy laughed as well.
“You liked the spanking, didn’t you?”
“Oh, God, yes! Naked over your knee and your hand smacking my bare hiney like a little girl was so hot!”
“Well, we can’t have you making mistakes intentionally to provoke another spanking, but we could implement a weekly maintenance spanking if you like,” she started to Tammy’s questioning look. “Every week, on Friday evening perhaps, if you’ve been a good girl, you’ll come into my office for a nice, long spanking on your bare bottom. Would you like that?”
“Oh yes, Miss! Very much!” she replied eagerly.
“Good. We’ll both enjoy it! You have the cutest little bottom I’ve ever had the pleasure of having over my knee!”
“Maybe you’d like to spank me again right now? I’ve been such a naughty girl!” she said, biting her lip.
“Get over my knee, you naughty, sexy little minx!”
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Looks like Tammy's in for an interesting training experience! I hope you like my new story and offer 'Likes,' 'Favorites,' and comments, and ... THANKS FOR READING!!
