First Job Woes (For PirateLife)

[Bombay]

A first job is always a steppingstone in any young person’s life. It’s when they finally feel like they have some real responsibility, and step into the adult world. They no longer have to ask mommy or daddy for money to the mall, they can just go there! Sure, they still need to ask for a ride, but that’s besides the point.

Today was the momentous day for Rebecca Smith. The sixteen-year-old lived close to the small mart ever since she was a little girl. She remembered when she was younger, her mom sent her there to get some ingredients for cooking. Every so often, they’d even give her some free deli-meats to snack on for her journey back. Now, she has to hold up the legacy and make these people who were so kind to her proud! The brunette wore the store uniform which was khakis shorts with black tights, black non-slip shoes, and a deep sea-green polo.

Unfortunately, she isn’t having a very good first day. Whether it’s getting her skirt stuck in the freezer after stocking, putting drinks in the wrong place, or refilling the paper in the register the wrong way and getting ink everywhere, it seemed like if something could go wrong, it did go wrong! And this was just the icing on top of the cake. Carrying a box of hamburger buns, she didn’t see the wet floor sign in front of her. Now, a normal person would slip on the water on the ground. No, she had to trip over the sign itself and landed directly on the box. Flattening the buns inside, tears began welding over her freckled cheeks and behind her large, rounded glasses. She didn’t get hurt too bad, but she just feels like a failure.

[PirateLife]

Mark Wilson sighed as he shook his head. He was one of the owners of this family-owned grocery store, and they always needed more help. Rebecca Smith seemed like a nice girl, she perfectly encapsulated the values of the store and her family had been shopping there since little Becky had been in diapers, but her clumsiness was making even the tolerante Mr. Wilson consider if hiring the poor bumbling girl was truly a good idea. She seems to create more work than she does!

A few rookie mistakes are generally tolerated, but the Wilson family were well-known for sometimes spanking their employees when they messed up, Rebecca had probably seen a few employees getting spanked when she was younger. Furthermore, she had been warned. She was told that this floor would be wet, and she'd been shown 20 times how to refill the ink correctly. A few mistakes are allowed, but Mr. Wilson was beginning to think that this was all due to carelessness rather than simply innocent mistakes. Her tears did make him pity her a little, but apparently emotional pain on its own hadn't been enough thus far to make her pay better attention! He helped Rebecca up off the floor and said, "Rebecca, clean up this mess... Then come see me in my office."

Giving public spankings was not entirely off the menu for now, but seeing as how she was just a clumsy girl on her first day, he'd spank her privately this time.

[Bombay]

She had a feeling she'd be having a little chat with the man after her performance today. It's not like she meant to mess up, deep down she's trying her best, but as the mistakes piled up so did her focus. After each mess up, whether it be small or large, it stacked up one after another. The pressure of impressing her employers was just too much for the girl to handle.

After being held up, she didn't even bother looking at Mr. Wilson. She feels way too much shame. Quickly cleaning up and picking up the broken box, she hesitantly made her way to the boss' office. Her legs feel like jello, but deep down she knows she deserves this. Rapping on the door, she peaked her head inside "Y-You wanted to see me sir?"

[PirateLife]

Mr. Wilson leaned back in his chair and said, "Yes, Rebecca. Come stand next to me." He waited for Rebecca to get a bit closer as he leaned back in a nice but armless office chair. Rebecca seemed like such a sweet girl, she was normally a pleasure to have in the store as a customer, but the dynamic had changed now that she was an employee, and he was wondering if her mistakes were truly just "rookie" in nature or if they were due to carelessness. Either way, a few good smacks on the bottom can be a good reminder of the need to improve for a rookie, and it can cure carelessness as well! Rebecca's fate had already been sealed.

Mr. Wilson calmly reviewed over all the mistakes Rebecca had made that day and concluded with, "...and the thing is, we warned you about all these things. I know it's your first day, but you should have known, or at the very least asked for more help if you were overwhelmed. Now, you know that as your employer, I have reserved the right to spank you, and I think that now is the right time to exercise that right, wouldn't you agree?"

[Bombay]

Rebecca wasted no time, and walked next to her employer. She knew better than to keep them waiting, and she’s already in enough hot water. “I’m…I’m sorry sir…” she finally said after the scolding. “I just really didn’t understand it, and I felt bad asking you again, because you already told me so many times. I just…” sighing, she shook her head “I have a problem asking for help. I just don’t like to inconvenience others, and I kinda feel like a failure when I do it. Also, I just didn’t want to waste your time. I mean, you’re my boss, you have better stuff to do than to deal with some kid” she admitted. Blushing gently, it felt like her stomach sank when he brought up spanking. Sure, she knew it was going to happen, but it still feels that much more real in the moment. “Y-Yes sir…I understand…” she said meekly.

[PirateLife]

Mr. Wilson had given out full bare bottom thrashings in the middle of the store to employees who had been especially difficult before, but he could tell Rebecca had some genuine repentance and this was still her first day and first spanking, so for now it would just be in his office. He decided that today he'd start by spanking her on her undies, and then probably pull those down and spank her bare bottom eventually. He said, "I'm glad you understand, Rebecca. I know constnatly asking is hard, but a sore bottom is good for the memory! Now, please pull down your shorts and get over my lap."

[Bombay]

And there it was, Mr. Wilson is going to give Rebecca her first spanking at this store. She knew it was bound to happen sooner or later, but she didn’t expect this soon! Knowing how these went from seeing the other employees with sore rumps growing up, the girl simply nodded her head. Placing her glasses on the table so they wouldn’t get broken, she slipped down her shorts and panties in one go. Had she known he only wanted her shorts down, she would have been delighted to keep her panties on, but she just figured shorts meant both. Having them around her ankles was uncomfortable and embarrassing to say the least. Climbing over the taller man’s lap, goosebumps began riding over her pale and freckled cheeks."I'm sorry sir..."

[PirateLife]

Mr. Wilson was surprised to see her pull down her panties, but he didn't stop her from taking them down, either. They probably wouldn't have provided her with much protection anyways, and it was really just about giving her a bit of frontal modesty while she still had the presence of mind to be embarrassed about it. He had seen a great many nude female pelvises in his time owning this store, so it was just as well that she got that out of the way early on.

He lightly pushed on her bottom to get her adjusted into the ideal spanking position over his lap, with her butt cheeks being the highest point on her body. He said, "Well, I like you as a person Rebecca, but I don't think you're quite sorry enough yet, or we wouldn't be in this position! I'm going to have to spank your bottom now." He certainly didn't hate the job of spanking his pretty female employees, in fact, he secretly enjoyed it. But even moreso he enjoyed having good employees. And so, he raised a hand and smacked it down hard on her upturned behind!

[Bombay]

“Ohhhhhhhhhh…I didn’t mean it like that” she tried to plead. She just meant she was sorry for making him spank her, and she was sorry about messing up so much. It seemed like there was no good way of getting out of this. Squeaking as her bottom was upturned by his knee, she held onto his leg for support. Finally, the first smack rained down on the girl’s bottom causing her to grunt out in pain. A nice pink hand print formed over the pale skin. “Owwie! That hurt sir!” she whined, but she knew this was the first of many.

[PirateLife]

"Of course it hurts," Mr. Wilson says as he lets another spank fall on her other cheek. "It's supposed to hurt! Haven't you ever been spanked before? I thought I remembered your mom dragging you off to the bathroom and giving you a good spanking in there once or twice when you misbehaved in the past around here? Or maybe I'm thinking of one of our other customers? I don't know, but either way, you're about to experience a good spanking!" Mr. Wilson begins to spank back and forth between Becky's cheeks. He gives a good spank about once every second and a half, making sure that each one is firm and felt, but giving very little time to recover from the previous spank.

Mr. Wilson must admit that he definitely prefers to hire female employees over male ones. Not only is the view much more agreeable when it comes time to discipline, but sometimes male employees would take a good spanking as a challenge! They wanted to outlast their coworkers. Female employees rarely ever took it as a challenge! It generally created better, more obedient employees.