You fucked up - big time.

Your job is pretty simple. You work for the IT department of a pharmaceuticals company named Arcadia. It’s a combination of data entry and database management; the kind of job that is as boring to talk about as it is to do. Nevertheless, it pays well.

You’re seated in the waiting room of a woman whose name you’ve only heard in passing. You know that your boss reports to her and that’s about it. She’s called you here by name which brings us to the aforementioned fuck-up.

You were manually backing up the database for one of the companies Arcadia serves. For some reason, the automatic backup had failed to initiate. You were investigating the problem when the entire database disappeared. It was there one second and gone the next. You’ve gone over it a thousand times since taking the elevator up here and since you’ve been waiting for the mystery woman. You did nothing wrong. And yet…

The door opens. You see a petite woman with pale skin, blue hair that almost touches her shoulders, and a body that could be described as bottom-heavy. She’s adorned in a turtleneck and pencil skirt.

“Enter,” she commands.

You hear the sound of her heels clicking against the hardwood floors of her office as you head in after her. Her office is nothing unusual. Floor-to-ceiling windows covered the wall opposite the entrance. There’s a big desk, a couch in the corner, and various knick knacks and plants adorning the shelves on the remaining two walls. The woman is seated behind her desk.

“The good news,” she begins, “Is that we’ve been able to recover sixty-four percent of the data loss. You can thank your co-workers for that. The bad news is that you no longer have a job.”

She’s slouched in her chair. Her eyes are locked into yours. They’re a paler blue than her hair.

“I do, however, have an opportunity for you. You know that “closes a door, opens a window” bullshit? Yeah, it’s like that. My secretary was recently promoted and now I have a seat out in that room that’s vacant.”

She motions to the door and the waiting room that you were sitting in. You did notice a desk, complete with a computer, that was strangely empty.

“You can leave here unemployed, in a city with a high cost of living and very few jobs, or you can sign this contract and find yourself slightly worse than you were when you woke up this morning.”

The woman takes a stack of papers, at least several dozen’s worth, and slides them over to your side of the desk. The papers contain your contract, written in small type, sitting next to a name plate you’ve only just recognised.

Abigail Blackwell.

Apologies for the long introduction. I got carried away.

If you’ve played the game Secretary then this premise should be familiar to you. You’ll play a man who finds himself becoming more and more feminised by his boss with little choice but to accept what’s happening to him or be destitute. How you react to these changes will be up to you.

How the feminisation happens is up to what you’re into. We can include hypnosis, chastity, medication, or various other means.

This will be a long-term roleplay. I would like to avoid writing every day of our character's lives and instead use a lot of time skips to allow the feminisation to progress at a relatively realistic rate. To be clear, I'm referring to the in-universe story here and not how many replies I can write.

You can check out my profile for what I’m into and what I like. Otherwise, I’d love to discuss this roleplay with anyone who’s interested and literate.