Secret Pumpkin

Disclaimer: This story is my intellectual property, and should be treated as such, do not plagiarize, or post without permission. If it is not legal to view writings that are sexually explicit and may have themes of bondage, feminization and other ‘deviant’ sexual experiences: don't read this. Don't read it, if it is not legal to do so where you live. Going any further is of your own free will, and responsibility is solely on yourself. Any similarity to real people or events is highly cliche, horrifying and unintentional.

Rules for the Subs:

(Optional fun for the free pets, if you are owned by a master or mistress, get their permission before following the rules ahead.)

Rule #1. You belong to me. Do you? You do if you say the following, “I [your sissy name] am owned by Mistress Dyvia.

Rule #2 This is a Halloween story, costumes are required. I want to know what they are. The more feminine the better. If you can be a bimbo, be a bimbo.

Rule #3. Whatever is between your legs should be hard or wet. Bonus points if both hard and wet…

Rule #4. There are two versions of this story, the regular, and the XXX version. If you have the patience or drive to read both versions, let me know which one you prefer.

Enjoy.

Mistress Dyvia presents:

Secret Pumpkin

By: Mistress Dyvia

In retrospect, the secret pumpkin event was probably not the smartest idea. Who knows, people could have gotten into a lot of trouble. And it all started with a simple email that everyone in the office got.

I was admittedly, in a bit of a mood before the announcement. I had asked the boss for a raise, and got that typical response that raises were currently frozen as there just wasn't money in the budget… and then the email came:

'This year we are doing a secret pumpkin event. For those who don't know what this is, It's like a secret Santa. Everyone will be assigned a number, and on Friday after the team meeting, anyone who decides to participate will receive a costume to wear for the rest of the day, and for the Halloween party on Sunday. Everyone who participates will be expected to bring in a costume for someone else.' There were more details, but essentially if we wanted our Christmas bonuses in December, we had to be there… it was at a hall rented by the company and the drive was an hour away, open bar, and fully catered… no money in the budget, my ass. 

There were other rules and such, but essentially came down to if you got a costume, you had to wear it. Surprisingly, everyone in the office agreed. Even the boss, who usually had no interest in such things. Sometimes he was mean, and very distant from the rest of us.

This sort of made me angrier as well since we have money for a mandatory Halloween party on one of our days off, but apparently we had money to rent a hall and cater it. 

Then a random email got sent out to everybody but the boss. 'The boss has been assigned number 25 (the last person to pick). Nobody else should take the big orange box. Leave that for him.'

Somehow nobody told the boss about this email. And Friday came, we had our meeting and afterwards almost everyone sat in a big circle where there was a pile of boxes including a big orange box. And it really was big. One at a time a person's number was called, and then they would go up and pick up a box. The very first person to pick it up opened it and found a sword, an eye patch, and a pirate's hat. Most of the costumes are either accessories for a costume, or baggy enough that a one size fits all would actually apply to just about everybody. It was really impressive how well everyone did picking out costumes for someone they didn't know.

We all had our costumes picked, and there was only one left to go, the boss and the big orange package. He was in his office typing away, he didn't even participate in the main event, but they called number 25 and it had his name on it. So somebody knocked on his door and told him that it was his turn. He came out as if it was something that was a bit of a burden… despite the fact this whole event came from him… but he took it with stride and walked up and was very surprised to see that the biggest box was left behind for him. He opened it up and his face contorted in a strange way. "What is this?"

We all got up together and looked inside the box. Inside was an extremely elaborate costume, at least when compared to everybody else. He picked it up, it is a skin tone, bodysuit that was skin tight. But it had built in hip pads, breasts, and even a face. It was one of those hyper realistic bodysuits, one that was intended to make him look like a woman. Everyone looked back inside the box, and on top of that it was a red dress, a pair of heels, and a wig.

His face quickly turned red as he was realizing that someone had intended to make him look like a bimbo. He immediately announced that he couldn't wear that, and that was a bunch of BS. Whoever had picked out that costume was way out of line. And if this event was going to go through, they would have to pick a new costume for him. And they had until after lunch time to do so.

Surprisingly, everyone turned on him, almost everyone in the room had something to say about holding him to his own standards. That if it was somebody else he would have encouraged them to do so. He would have made it easy for anyone to back down. So well the rest of us were pretty much dressed in these half-assed costumes, ones that we probably would have had to add more to for the Halloween party, the boss in a huff just picked up the box and walked into his office. 

There was a collective chuckle. A little gossip happened, and we were all enjoying the atmosphere, and then of course the boss opened his door and yelled out, "we still have a job to do, get back to work!"

We all laughed, and got back to work and carried on what we were supposed to be doing.

Shortly after lunch, the boss' door made a sound of unlocking before it opened and everyone gasped. Out came a woman with blonde hair, well done makeup, very large tits, wearing a tight red dress with stockings and heels. And a little choker around her neck saying 'Bambi.'

Somebody spent a lot of money on that costume, and she looked just like a woman, her face completely indistinguishable from a real woman's.

Everyone had come to a complete stop and just looked at her. She spoke, "what? None of you have ever seen a woman in the office before?" But her voice was so high, it was a woman's voice, not a guy with a falsetto.

Someone called her out on it, "Oh my gosh, your voice, how are you that good it sounded like a woman?"

"There's some device in the throat. It modulates my real voice and it makes me sound like this. Oddly high-tech." 

Suddenly her eyes narrowed, and those well made up, mascara coated eyelashes turned and looked at me, and she started to walk over to me. "Was this your idea? You're IT, you know technology."

That caught me off guard, I was surprised by the insinuation, "sorry sir…" a wide grin pulled over my face, "I mean 'miss,' I don't know anything about that. I didn't even know you could buy something like that."

She let out a sigh, "very well, I suppose it was a secret pumpkin, even if you did do it you probably wouldn't tell me." Truthfully, he wasn’t wrong.

The conversation faded pretty quickly, and Bambi started walking away. It was at that point that I realized I needed to go to the bathroom. I grabbed my purse and walked towards that direction realizing that Bambi was walking ahead of me. She was just about to enter the men's room, when a ninja in costume pointed out that she should be using the ladies room. 

My eyes went wide. I had no idea how she was going to react to that. I didn't think the ninja was going to fight the point, but he teased her. And she just put her head down and walked into the ladies room, I don't think anyone was ready for that. Not even her.

I walked into the ladies room a minute later, and noticed the red high heels of Bambi underneath one of the stalls. She was facing the toilet, and I heard some muttering. She didn't know what to do. Finally she turned around, and I saw a pair of red acey panties dropped around her ankles, even though I wasn't sure why she let them go all the way down to her ankles, she didn't really need to go past her knees. But I did notice for the first time that her heels had little padlocks. And as far as I can tell by the motion of her ankles she sat down, and was doing her business. I guessed it really was hyper realistic. 

I sat down in the stall next to her, and did my business. She seemed to be struggling. We both left our stalls at the same time. She washed her hands, and holy shit she had long nails on those hands.

I decided it was my turn to do a little bit of teasing. "I'm really impressed at how well you walk in those heels, you walk better in those skyscrapers than I would. How did you pull that off?"

She met my gaze in the mirror, "there is some computer chip in the forehead, as far as the instructions go, it makes it so that I know how to do the things I'm supposed to. Walking is actually pretty easy, and yes I'm just as surprised as you."

"What else does it let you do?" I asked.

She looked at me, "the makeup on this costume is real makeup, not painted on." but in a tone that suggested she was annoyed at how good she was. 

My mouth just about dropped, and she grabbed her purse and walked away. I was shocked. 

The day carried on, and it was so odd, when she was in her office, she was focused like 'he' always was, but the moment she stepped outside the office, the bimbo persona took a hold. 

It was about fifteen minutes before it was time to punch out when she came to the door, and asked if anyone had seen the keys for the high heels… nothing.

About five minutes after that, an email came from his desk to everyone… 'whoever did the prank, very funny, but I need the keys to the high heels, or I can't get the costume off. So, as to keep the secret pumpkin anonymous, I'm asking everyone to bring an empty manila envelope to my office before you leave, and whoever provided this costume, please leave the key in yours, thank you.'

I left my envelope and so did everyone else. A few of us were chatting in the parking lot before going home, and suddenly there was Bambi walking out in a huff. Apparently no one left him keys for the high heels… it made me wonder if he would be stuck like that for the weekend, or if he would use tools at home to get them off… 

It would be two days before we found out the answer. Bambi-Boss showed up at noon to our Halloween party. She had a new dress, but the same heels. The new dress was a bit sluttier than the one she had Friday. 

Bambi was also much friendlier to everyone. At one point she was seen leaving the party with the head of HR, Mr. Thompkins. That made some gossip, were they having sex? And the like, but everyone knew that Bambi was into women, so not likely… Did I check the CCTV? Well it wasn't our facility, so you'd have to be really good to hack into that system… ha ha, well maybe I know… I can't say for sure where he was actually getting reamed for an inappropriate costume or not. 

But regardless, Thompkins came back to the office first, did his normal rounds of greeting everyone, he did not stay long...

A little while later the president-slash-CEO and the VP showed up. Made a B-line for Bambi, took her to a backroom, and they were gone for another half hour. As you can imagine, the rumor mill went wild again, rumors that of course Bambi had sex with those two as well. I mean if anyone with half a brain looked at it, they would have assumed that Bambi was getting her head ripped off for wearing such an inappropriate costume to such a public function. But no, everyone just had to say that there was something sexual between the three of them. 

Yes, of course I know what happened, I had access to the CCTV feed once I hacked their Network through their Wi-Fi. No, I'm not going to tell you. 

 When she finally came out, she carried herself as much of a professional as she could given the bimbo personality mod that was clearly installed in the costume. She giggled at everything, every time she walked by a mirror she was of course just touching something up. Everyone actually enjoyed hanging around the boss for once.

We all went out to the parking lot together as the party ended. There was an envelope under Bambi's windshield wiper. We all stopped to watch, and when she opened it there was a set of keys. I think we all knew it once with the keys that belonged to her high heels. Once those wre unlocked the user could take off the rest of the costume. 

The next day I scheduled a meeting with the boss. It was a little after break, but definitely before lunch. I knocked on his door, and I entered when he invited me in. I took a seat, holding a little folder in my hands. 

He asked what he could do for me, and I told him that I wanted a raise, and so did everybody else in the department. Of course we had this conversation that we had the week before, so I got the same excuse that there just wasn't any money in the budget. He even seemed aggravated that I brought it up again so soon.

I handed him the first piece of paper, it was actually a copy of his contract, it's not that there wasn't enough money in the department, but his bonus and salary was determined by how much money he was able to save his department. By not giving bonuses and not increasing wages he was lining his own pockets. 

He asked how I got that. I reminded him that I was the IT person as he so pointed out in front of everyone the previous Friday. After all, he was the one who pointed that out and even made an accusation that I was behind the costume. I was not. But I knew how to find just about anything that was on the networks, and everyone else is going to see how he made his money as well. So granted he was kind enough to give us all bonuses for showing up at the Halloween party, but it wasn't going to be a minimal bonus. And in January we were all going to get 20% increases to our annual salary. 

As you might imagine he was furious. He went off on a rant about how his private information was his and not supposed to be available to the average employee. How it was a violation of my contract… how I could be fired for it.

I simply put up a hand, I slid him another sheet of paper from my envelope. The one that showed the hyper-realistic bodysuit that showed up for his secret pumpkin. And how it was paid for with his own company credit card. How the email that warned everyone not to pick The Orange box came from his office computer. A timestamp of a security video showing he was the only person in the office when that email was sent. 

He stared at the document and the picture in silence. And then I started to talk, I told him I hated the idea of outing a person. But he was being a total asshole for his own self gain. That the money that could have been used to give us all raises and bonuses was spent on a Halloween party and the majority of it on his Halloween costume. One that should have been humiliating to anyone, but he wanted to wear himself. And given the extravagant cost of said costume, I'm pretty sure that HR wasn't going to just fire me if they had anything to say about me looking up his file…  But he would be in trouble for embezzlement or fraud for what he used those funds for…  Basically I triple-dog dared him to go to HR.

And then I offered the Olive Branch. I said I could make sure that there was a reason he needed to wear that costume going forward from time to time.

I could tell he was still seething as I got up with a smile and left his office. There never was a complaint to HR. At Christmas time everyone received a bonus that was 50% more than they expected. And in January, everyone received raises that were fantastic. Including myself.

Happy Halloween! (The End)

You know me, I want to hear from you. Tell me your thoughts, musings, and more…

What did this story mean to you, were you entertained? Do you wish you could do that to your boss? Do you wish you had one of those costumes?So did you read both versions of the story? If you did, did the sex add to the story or take away from it? And finally, one of my patrons at Patreon suggested a conspiracy.  Maybe it wasn’t actually the boss who did this?  Could it have been the Roanokes?  Thompkins? Or both?  Or maybe even the narrator who told the story trying to make herself so innocent?  Or…  Is the story just as it was presented? Maybe you have a better conspiracy theory?

Reach out, I love hearing from you!

Email: Mistress_dyvia@yahoo.com

Twitter: @Dyvia16

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Kisses &  <3

Copyright 2023, All rights reserved

There are two versions of this story, if you read both, let me know which one you like better.

And if you wish to support my writing

(or just want to see my stuff before the public), click the link and see if it offers you something worthwhile to you!

Patreon: https://www.patreon.com/user?u=23024772