The following story was written to celebrate the 100th story posted to my blog.
I had to split it up into 5 parts to share on reddit.

I hope you all like it and return for many more stories.

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Samantha had looked in disbelief at the picture Sarah had sent her.

As Sarah’s best friend since pre-school, the two women had no secrets from each-other. Samantha wondered how Sarah’s husband John, would react if he knew his wife shared even the most intimate of details of their relationship with her best friend.

Samantha had known for a long time about Sarah’s fantasy of being spanked. She remembered fondly how jealous her friend had been when Samantha’s college boyfriend had put her across his knee. It had been Sarah’s fantasy to share, but Samantha had been the lucky one to experience it first.

If she were to be honest, Samantha had believed it would never happen for her friend. She had married too young, with her college boyfriend and had lost her chance for such experimentation. After three years of dating and two years married, who would think John was still up for trying something new?

Looking at the picture however, she had to admit she’d been wrong. It wasn’t the first time either. Samantha hadn’t believed that John was the kind of guy to settle down and get married, hadn’t believed he’d be able to hold down a job… Again and again, her best friend’s husband had turned out to be a better man than she’d given him credit.

And this time, it was her turn to be jealous. It had been quite a while since she’d been turned upside down across someone’s knee. Sure, she lived the single life, she could pick up any guy at a bar whenever she wanted to. But that was hardly comparable to having a strict husband keeping his naughty wife in line.

That night when she went to bed, Samantha imagined that she’d switched places with her best friend. She imagined being married, having a strict husband and being disciplined for being a naughty, disobedient wife.

The following day, Samantha forgot about her friend’s adventures for a while as she spent a normal, eventless day at the office.

It wasn’t until her boss, Eric, asked her to borrow her phone for a moment – he couldn’t find his own and wanted her to call him to help locate it – that she was suddenly remembered of the picture Sarah had sent her.

It was still opened – full screen – on the display when she unlocked her phone, with her boss looking over her shoulder.

Samantha quickly swiped away to hide the picture, but she knew by the shocked silence that he had seen it.

“That wasn’t you, was it?” Eric asked.

Samantha blushed. “No, just a friend.”

“A friend?” Her boss asked. “For a moment I thought you were looking at porn during work hours.”

Samantha bit her lip. She shouldn’t have told him it was her friend in the picture, she should’ve protected Sarah’s privacy. “No, I mean, … someone just sent me that picture.”

Her boss chuckled. “Friend or not, it’s not really suitable for work, is it? I don’t want you spending time on such things during work hours, okay?”

“Of course not. I wasn’t looking, I just had it open from before.” Samantha defended herself.

Eric was smiling and even though she couldn’t help but blush, Samantha knew he was more amused than bothered by the picture.

“So, can you call my phone for me?” Eric asked.

Samantha nodded and quickly pulled up her boss’ number. Eric walked around the office, listening for the sound and a few moments later called out from his personal office: “Found it!”

Later that day, when Samantha was done with her work, but while it was still too early to go home, she texted her friend. She hadn’t reacted with more than a ‘nice’ to Sarah’s text and now that the incident with her boss had reminded her of it, she was dying to know more.

She asked for all the details and Sarah eagerly provided them. How her husband had returned from a seminar with lust in his voice, how he had scolded her for being lazy and not doing any chores while he was gone, how he had pushed her against the door and smacked her bottom.

Samantha could imagine the scene vividly and grew deeply aroused as her friend described how her husband had pulled her across his knee, how he had bared her bottom for the rest of her punishment, how he had made her strip naked and work with her bottom exposed.

Sarah was just telling her about how she’d straddled her husband’s cock, ready to ride him like she’d never done before, when Samantha suddenly heard her boss call her name.

“Yes?” She replied, Eric stood right beside her desk.

“What were you doing that you were so distracted?” Her boss asked. “That was the third time I called your name.”

Samantha blushed, tucking her phone between her thighs. “Nothing.” She replied.

“Not looking at naughty pictures again, I hope?” Eric asked.

Samantha bit her lip. “No, just chatting.” She answered.

“I thought I told you, you shouldn’t be on your phone so much during work hours.” Her boss replied.

Samantha licked her lips. That wasn’t true, he had told her not to look at naughty pictures during work hours. Besides, all her work was done for the day. Though of course, if she told him that, he could always find more for her to do.

“Can I see?” Eric asked, holding out his hand.

Samantha hesitated. There was no reason for her to turn over her phone to her boss, he certainly had no right to invade her privacy as such. But, after reading about Sarah and her husband, and with her boss sounding so stern, she was in such a submissive mood, that she handed over her phone without further thought.

“Hmm, well there’s no pictures, but what I’m reading here is certainly not appropriate for the office.” Eric said as he swiped through her messages.

Samantha blushed deeply, Was he reading all that? She panicked for a moment, but luckily Sarah and her boss had never met, he had no idea who he was reading about.

“Well, Samantha. Do you agree that this is inappropriate for the office?” Her boss asked.

Samantha bit her lip. “I guess, so.”

“You guess?” Eric replied. “If you’re not sure, if you think it might be appropriate after all, I might know a young lady who could benefit from the sort of discipline this girl has seemingly received from her husband.”

Samantha blushed and looked up at her boss. Was he really suggesting…

Eric handed her phone back to her. “I’ll let you think about that.” He said. “If by the end of the day you still believe this sort of thing is appropriate for work, you can come by my office and we’ll deal with your work-attitude and sexting during office-hours in an appropriate manner.”

‘By the end of the day’ was just an hour away and as her co-workers left the building one by one, Samantha remained at her desk, still in disbelief that her boss had apparently threatened to spank her.

Well, it wasn’t a threat really, more like a suggestion, an offer really. He’d left it totally up to her. All she had to do was pick up her stuff, go home and never talk about it again, or at least send an apology letter to her boss, saying she wouldn’t occupy herself with such things during work-hours again. That, or go to his office and receive the kind of punishment she’d been fantasizing about all day.

Samantha had fantasized about being spanked by her boss before. Not by Eric specifically, but a more generic secretary with a strict boss fantasy. She’d tried casting Eric in that role of stern boss, he was handsome enough and their relationship was quite amicable. But she usually stopped herself from thinking about him like that, some things were best left as a fantasy and work and private were best kept separate.

But now, there was an opportunity for it to be more than fantasy, to be real. Her last co-worker had left already and it was time for her to make up her mind. She’d been so jealous of Sarah, it had been so long since she’d experienced what it was like to give up control, to be treated like a naughty girl…

She got up from her desk and made her way to her boss’ office.

Eric looked up as Samantha entered his office. There was a slight look of surprise on his face, as if he hadn’t expected her to actually come.

“Hello, sir.” Samantha greeted him nervously.

“Samantha.” Her boss reacted with a smile. “Did you have time to think about what we discussed earlier?”

Samantha nodded. “Yes, sir.”

“And what is your conclusion?” He asked.

“I think…” Samantha licked her lips. “I think it can be appropriate for such things to occur at the office, under the right circumstances.”

Her boss grinned broadly. “And could those circumstances be, as an example, when an employee spends her time on her phone, watching or reading inappropriate content during work-hours?” He asked.

Samantha bit her lower lip. “Yes, I think that could definitely warrant the kind of consequences as what you might’ve read about on my phone.”

“Then I think that you, just like your friend, deserve a sore, red bottom, Samantha.” Her boss said.

Samantha blushed, but didn’t protest.

Her boss stood up from behind his desk and walked to the front. “I’m going to ask you to come over here and bend over my desk, young lady.” He placed his hand on the flat wooden surface to indicate where he wanted her.

Samantha rubbed her hands on her hips and then approached her boss. He stood right beside her as she slowly lowered herself across his desk.

Eric placed his hand on her lower back and then his other on her bottom. Samantha closed her eyes, feeling her heart race to be touched so intimately by her boss.

Then he spanked her backside.

Samantha moaned softly. Eric smacked her bottom again and again. It didn’t hurt, the fabric of her skirt was thick and cushioned the blows, but the fact that she was being spanked, at work, by her boss, made her squirm and blush.

“Let’s get this out of the way.” Her boss said as he pulled up her skirt to reveal the red lace panties she wore underneath.

Samantha blushed but did not protest. She wanted to feel her punishment, wanted it to hurt, even if it meant being this exposed. Though to be honest, the fact that her boss could now see her so on display just turned her on even more.

The next swats did hurt and Samantha moaned deeply as the sting spread through her bottom. Again and again, Eric’s hand connected with her backside.

“I think we should pull this down as well.” Her boss suddenly said.

“Wait!” Samantha squealed, reaching back to stop him from lowering her panties and baring her bottom.

“What am I waiting for?” Her boss asked. “The girl in that picture on your phone was wearing a lot less than you are right now. You should feel lucky that I’m letting you keep on the rest.”

Samantha blushed deeply, remembering Sarah’s picture. She imagined herself completely naked like her, bent over her boss’ desk. She let go of her panties and placed her hands in front of her on the desk. “Sorry, sir. I shouldn’t have intervened.”

Eric didn’t reply, but grabbed her panties and pulled them down swiftly, until they dropped to her ankles.

Samantha licked her lips, she was fully exposed, bottom completely bared and she knew by how excited she was, that her boss could see between her legs that she was wet and horny.

Eric placed his hand on her bottom, fondling her bare backside for a moment. “You’re a very naughty young lady, Samantha.” He said. “How often do you spend time on your phone when you should be working?”

Samantha moaned deeply. Part of her wanted the spanking to continue, yet another part wanted his hand to explore her even further, to feel his fingers deep inside of her. “Not that often, sir.” She replied.

“Not often, but today was not the first time?” Her boss asked.

Samantha blushed. “No, sir.”

“I wonder how often you’ve been such a naughty employee, without me knowing. I’ll have to keep a closer eye on you from now on and make sure it doesn’t happen again.” He said.

Samantha bit her lips. “Are you going to punish me more if it happens again?” She asked.

“Ye, of course.” Eric replied. “I think your bottom will get quite accustomed to being red and sore whilst you are working for me.”

Samantha moaned deeply.

“But let’s not get ahead of ourselves.” Her boss said. “Your punishment for today isn’t over yet.” And he raised his hand.

Samantha squealed as her boss spanked her bare bottom. Her buttocks bounced under the impact. Her backside was red and hot, yet despite the pain she was burning with desire.

Samantha squirmed and moaned, leaning heavily on the desk as Eric pinned her down with one hand on her lower back, chastising her backside with the other. The smacks echoed in the small office and the – luckily empty – shared offices beyond.

“I can’t believe you were sexting during work, Samantha.” Her boss scolded her. “Sending such naughty messages to your friend.”

Samantha moaned deeply. “I’m sorry, sir.” She said as his hand kept raining down on her backside.

Finally, her boss stopped, his hand once again fondling her now sore and sensitive bottom.

Samantha moaned deeply. She was wet and hot. Leaning on her boss’ desk, she’d spread her legs while he had been punishing her, fully revealing her arousal, presenting him with her pussy.

“Have you learned your lesson, young lady?” Her boss asked.

Samantha bit her lip. She didn’t want him to stop yet. She wanted him to feel how hot she was, fuck her with his fingers as punishment for being so horny at work. “Not yet, sir.” She said.

Eric wasn’t going to fuck her however. He picked up a long wooden ruler from his desk and placed it against her bottom.

Samantha squirmed softly. No, this wasn’t what she wanted.

Her boss raised the ruler and smacked her backside.

Samantha squealed.

Again and again the ruler landed across her bottom, leaving behind a broad red outline. Samantha squirmed and kicked her legs, but her boss’ firm grip on her lower back kept her down against his desk.

“I’m sorry, I’ve learned my lesson, I’ve learned my lesson.” Samantha promised.

Once, twice, three times more the ruler connected with her sore, trembling backside. Then Eric finally stopped. He placed the ruler on his desk and gently caressed her burning bottom.

“I’m glad to hear you’ve learned your lesson, Samantha.” He said, his hand fondling her bottom, his fingers tracing her inner thighs, but an inch away from her swollen, wet pussy.

Samantha moaned deeply.

“Was there anything else we needed to discuss?” Her boss asked.

Samantha bit her lips, his fingers were so close, she was so close, he’d barely touched her but she was close to cumming. “I feel so bad, for being so naughty and horny at work.” She said. “I would totally deserve it, if you taught me what happens to girls that are too horny to work.” She arched her back, raising her bottom, trying to feel his fingers between her lips.

“I already did.” Eric replied. He pulled his hand away from her pussy, caressing her sore, red bottom instead. “Naughty girls get spanked.” He paused for a moment and then let his hand trail down between her thighs. “Good girls however, might earn the kind of reward you are hoping for right now.” He pushed his hand between her legs, stroking her wet, swollen lips for a mere second before pulling back.

Samantha moaned deeply and disappointingly at the short, fleeting touch. She wanted to be a good girl, but before she could say anything, Eric stepped back from his desk and told her to stand up.

Blushing deeply, Samantha pulled her panties back on.

“See you tomorrow, Samantha.” Eric said.

Samantha licked her lips and nodded.

“And remember, I will be keeping an eye on you. If I see you on your phone again, I won’t hesitate to call you right back here for another lesson across my desk.” Her boss warned.

Samantha bit her lip, she was already imagining being called into the boss’ office regularly while working for him. Though perhaps she’d rather be well-behaved and be called in for the kind of reward he’d alluded to before.

“You can go now.” Eric finally said, realizing Samantha was still too befuddled to speak.

Samantha quickly turned around and left her boss’ office.

Before reaching her desk however, to pick up her stuff, she noticed someone on the other side of the room, someone from the nightly cleaning crew was wiping down desks.

Samantha blushed deeply, but the cleaning lady didn’t seem to have noticed her, she didn’t turn around. She seemed to have earbuds in, listening to music, and Samantha could only hope that she hadn’t heard what had been happening in the other room.

She quickly picked up her stuff and left, though one thought was now stuck in her mind: When her boss had said he’d call her right back to his office, did that mean he didn’t intend to wait until after hours when the office was empty?

***

As the door to the office closed, Sofia pulled her earbuds from her ears. No music had been playing.

A few moments ago, the young woman she’d heard squealing and moaning had left in a hurry, hoping not to be seen; and just now her boss, with a wide grin on his face, had followed her.

Sofia placed the cloth with which she’d been cleaning the same desk for the last fifteen minutes or so back on her trolly. Her heart was still racing, but after a few deep breaths she was finally able to calm down.

She’d heard the sounds coming from the small office as soon as she’d entered: moans, squeals and the sound of a bottom being firmly spanked. Instead of turning around and leaving however, she couldn’t help but stay and listen.

The door to the office had frosted glass and there were no windows, so she couldn’t see what was happening, but she could hear it perfectly. She’d turned her back, put in her earbuds and pretended to work.

The longer she stayed however, the more nervous she got. Who was in there? What would they do if they came out and found her listening? Surely she wouldn’t receive the same treatment as the poor woman she could hear howling and squirming. But then again, the kind of man who would discipline his employees like this, who knew what he would do to an eaves-dropping cleaning-lady?

At first Sofia didn’t believe that could be the case. They probably weren’t a boss and his employee in there, just a couple with a rather kinky office romance. The longer she listened however, and the more she heard of the short conversations in between squeals and smacks, the more convinced she became that it was exactly what it sounded like: a young woman being disciplined by her boss.

And the more convinced she became of the nature of their relationship, the more sure she felt that she was going to be next. If she got caught right outside the room.

Sofia couldn’t leave however. She couldn’t stop listening and even imagining it was her, receiving such punishment. She was nervous, but also greatly excited.

When the sounds stopped, she held her breath and yet it took a long time before the door between the offices opened. From the corner of her eyes she could see the young lady leaving. Finally, when the door behind her closed, she could take another breath. It wasn’t long before the door opened again and the woman’s boss followed and Sofia nervously held her breath again.

This was it, she thought. He would see her and question her presence. Soon he’d do the same to her as he’d done to his employee.

That didn’t happen however. The man left quietly, pretending she wasn’t there. Did he believe she hadn’t heard due to her earbuds? Or was he secretly satisfied that their escapades had been overheard?

When she didn’t hear anyone else for a while, Sofia dared it to look inside the office. It was silly to think anyone else might still be inside, yet she had to be sure.

The room looked rather mundane. Just another office, and not a place were something so out of the ordinary had just happened. There was a modest desk, a single chair and a few file cabinets.

Sofia walked over to the desk and wondered if the young lady had been bent over it for her punishment, or if her boss had pulled her across his knee on the chair.

She favored the idea of the young woman bending over her boss’ desk, it seemed more fitting for this particular scenario. She placed her hands on the desk and thought this was where she would be, if that man had known she’d been eaves-dropping.

Everything on this desk was neatly organized, all had its place. Everything, except a single wooden ruler which lay randomly in the middle of the desk. Sofia picked it up and blushed. Was this what the poor young woman had been spanked with? She quickly placed it back where she found it, lest someone would discover it had been moved.

Suddenly she was afraid that he might return and find her snooping around. She had an excuse of course, it was her job to be in here, cleaning his office. And yet, she again imagined him pushing her across his desk and punishing her.

She knew of course that he wouldn’t, she wasn’t scared of his return, she was secretly hoping for it. It was hard to admit to herself, but she was greatly turned on by what she had heard.

Unable to ignore the urges she felt, Sofia bent over the desk, laying down on the smooth wooden surface. This was what it must’ve felt like, she told herself. She arched her back, pushing up her bottom as if she was about to be spanked.

Horny, she licked her lips, reaching back to stroke her bottom, one hand stroking herself between her thighs. For a moment she wished she was wearing a dress like the young lady she’d seen earlier, rather than the slacks she wore for cleaning, or perhaps a more traditional maid outfit fit for a cleaning lady.

Sofia pulled down her trousers, imagining what it must feel like to have your bottom bared in your boss’ office. If that man did return now, he would surely spank her backside.

With that thought in mind, Sofia smacked her bottom, wanting to feel what it would be like. A soft sting spread through her backside.

Nothing to squeal about, she thought. So she smacked her behind a few more times, as firmly as she could. The sting felt nice and warm, her whole bottom was tingling.

Sofia blushed, she should be working, but she couldn’t stop now, she wanted to know what it really felt like. She spanked herself some more, as hard as she could.

The sting built up, hot and sharp. She had to bite her lips to stop herself from moaning. How much would be needed to make you squeal and groan like she’d heard through the walls? She wondered.

She had to keep going, to really feel it. She deserved it, for listening in on them, for indulging herself rather than doing her job. She spanked herself as hard as she could, moaning softly at the pain. She could stop anytime she wanted, but she forced herself to continue.

As her bottom grew hot and pink, her arm grew tired. There had to be a better way to do this, she thought. And she remembered the ruler. She stood up for a moment, blushing as she rubbed her stinging bottom with one hand, holding the ruler in the other.

She shook her head, it didn’t feel right to use this. Using someone else’s property on her backside was one step too far. She placed the ruler back on the desk and looked through the cleaning supplies on her trolly.

She had a scrubbing brush, it was a bit like a hairbrush, but with a bigger surface and a longer handle. She blushed as she swung it through the air, thinking: this would be perfect.

Sofia bent back over the desk and aimed the brush at her backside. She raised it and smacked her bottom as hard as she could.

She squealed and jumped up.

Fuck, that hurt!

With a throbbing bottom, she placed the brush back on the trolly. She wasn’t going to do that again! Although… That’s probably what that young lady had been thinking too, about whatever it was that had landed her in this situation. Sofia blushed, that girl’s boss had her squealing and moaning and she’d had no chance to just make it stop. If she really wanted to know what it felt like…

Sofia picked up the brush again. I’ll do ten strokes, she thought. I have to do ten, I can’t back down early.

She bent over the desk again, aiming the brush at her other buttocks, the one she hadn’t hit before. She grimaced as she raised the brush and then spanked her backside.

She groaned. That hurt so much! She raised the brush again, just nine more.

Again and again, Sofia spanked her own backside with the brush, she squirmed and moaned, but she did not give up. She squealed when the pain became too much, but squealing seemed to help, so when the next few swats made her bottom bounce, she squealed at the top of her lungs.

Her bottom was burning, it was throbbing in pain and she still had a few more swats to go. The seventh landed squarely on her backside, but the eight glanced off harmlessly.

Eight, Sofia counted under her breath, yet she blushed when she did. This one shouldn’t count, she knew.

Twice more she smacked her bottom with the brush and while they landed firmly across her backside, the strength had gone out of her arm. She whimpered at the pain, but it wasn’t enough to make her squeal.

Sofia stood up, ready to put the brush back on her trolly, ready to finish this experiment. Yet she felt guilty, those last three swats, they’d been dissatisfactory. She should do them again.

With a blush she bent back over the desk. She knew she was really just doing this because she didn’t want to stop yet. She raised the brush again. Three firm, well-aimed smacks that did succeed in making her squeal.

It felt good, good to have taken the full punishment she’d chosen for herself and not chickening out with three, disappointing smacks at the end.

Sofia groaned. Why had she thought that? Why had the words ‘chosen for herself’ popped into her head? The poor girl from earlier surely hadn’t chosen the severity of her punishment herself. Was it really a punishment if you got to make up your own rules?

But she didn’t want to spank herself any more, did she? She should get back to work, but she could probably take another ten swats.

Sofia looked at the brush in her hand. Ten she could do. What about fifteen? No, fifteen was too much. Which means it was exactly what she should give herself, more than she wanted. Wasn’t that what punishment was about?

She licked her lips as she bent back over the desk. Stroking her bottom with the brush, she wondered whether the young lady from earlier had her panties dropped and her bottom bared for her punishment.

Sofia knew she was just playing for time by thinking about these things. She hadn’t lowered her own panties, the thongs she wore did nothing to protect her backside. Yet the idea off the young woman being fully exposed by her boss aroused her greatly. She lowered her own, baring her bottom for this last part of her self-imposed punishment.

Sofia moaned and squealed as she spanked her bottom with the brush. She took her time, aiming each swat at her backside, making sure there were no duds or near-misses like last time.

Her bottom turned fiery red and burned hotly. By the seventh or eight swat, her legs were trembling. At ten she was stomping the ground with her feet. She should stop, why was she doing this?

She kept going, spanking her sore, sensitive backside as hard as she could. She didn’t want to, and that made her want to continue even more.

Finally, she reached fifteen. Her bottom was a blazing bonfire, and yet she felt amazing. She’d made it, she hadn’t given up. She was in pain and yet she felt great. She felt horny.

Sofia blushed, thinking about the man and his employee, had they felt this way too? What had happened in the short period of time after the sounds of the young woman’s punishment had ceased, but before she had left the office?

She reached between her legs, discovering that she was still wet and swollen with excitement, despite the stinging pain in her backside.

Sofia moaned as she played with her pussy, her fingers deftly stroking her clit, eagerly building on her excitement. Her legs now trembled from pleasure rather than pain and she groaned loudly as she climaxed, bent over a desk with her sore, red bottom arched up high.

With a satisfied smile, Sofia stood up and placed the brush back on her trolly. She’d never look at that item the same again, she thought.

She blushed when she then realized she still had a lot of work to do. A lot of cleaning needed to be done and if the work was unsatisfactory, it wasn’t a spanking she could expect, but a lot less interesting reprimand.

Sofia squirmed as she pulled up her slacks, they were uncomfortably tight around her sore bottom and she eventually pulled them down again, cleaning the entire office with her bare red bottom on display.

It turned her on greatly, working like that. After eaves-dropping on the people of this office, it would only be fair for them to see her reddened backside exposed. If only they’d been there to see.

When she was finally done with her work, Sofia pulled up her trousers – the pain had luckily diminished somewhat – and left through the same door as the young woman and her boss before.

All this time working in the office, she’d never noticed the security cameras, not in the main office, nor in the small one where she’d spanked herself.

Should the strict man who had disciplined his employee while she was listening regularly check those tapes, she’d have a lot of explaining to do.

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Continued in part 3 ...