I was working in an office during summer break from college. It was sort of an internship, but I actually got paid. It was a lot of fun and felt like some good job experience. I was basically a secretary but I got to manage a few people too and they were talking about a real job after I graduated. So I wasn’t worried when my boss called me into his office, until I saw the dour look on his face.

“Please close the door. This is a little sensitive. No, don’t sit.”

I stood awkwardly in front of my older boss as he looked me up and down in my black skinny jeans, black silk dress shirt, plugs and bleached hair. My boss was a bit of a silver fox. His attention made me shiver.

“You know how we monitor the internet traffic of our employees.”

“Wha-…N-no, sir.” I stumbled over my words, blushing.

“It’s in the handbook you agreed to be bound by when you started. You really should read it. There’s lots of…liberties we can take.” 

“Oh?”

“Yes…well, more to the point, IT sent word you’d been spending more and more time going to non-work sites. No worries, they don’t see the specifics. It all gets flagged by the system and obfuscated, but I was sent the list to review. Standard practice. I expected Facebook, Twitter, porn. Unimportant stuff we don’t care about. But it seems you’ve been spending hours each day browsing transgender sites. MTF, specifically. Instructional, supportive, some…lewd.”

“I’m so terribly sorry, sir! It won’t happen again! I was still getting my work done, I swear! It was for a friend!”

“Hush, hush. No, no, quiet your hysterics. I’m not firing you. You’ve made me realize that our health insurance doesn’t cover gender transition, or whatever you call it. I’m in talks with HR to get that fixed. Would you like that?”

“Ummm, yes sir, but I’m a temp employee. I don’t get benefits. And I’ll be back in school soon.”

“Yes, about that. Well, what’s more important, being a girl or being a college graduate?”

He had me there. I was quivering. From anticipation, fear, confusion, eroticism. “A g-girl, sir?”

“Good! Glad to hear. No one cares if an airhead secretary finished college. So how about you drop out and come be my assistant full time? Then you can start taking hormones immediately. Don’t even bother to officially drop, actually. Failing out of college will get you so much more in the proper mindset for your new life.” I just nodded, dumbstruck. Some part of my mind screamed at the degradation and sexism, but my libido had teamed up with my gender euphoria and was firmly in control. 

“You know I like you, right?” my boss continued. “How much I’ve come to depend on you? It would be cruel to leave me now. I know we were grooming you for ‘better’ things but I think you’ll agree that the real best thing for a dumb bimbo like you isn’t to be a manager but rather my secretary” 

I nodded, mouth slightly agape, drooling. 

“I’m so glad you understand! I normally like cute young girls as my secretaries. When I got you I was initially disappointed. And then worried at how much I…enjoyed having you serve me. It didn’t help what a pretty thing you were. I felt very confused since I don’t like guys. Plus, the other upper managers teased me, y’know? ‘Roy, how’s that assistant treating you? Is it true men are better at giving head?’“

“I’m, uh, sorry, sir. I should have, um, told you sooner?”

“Yes, you should have. Trust your boss. I can’t help if I don’t know the truth. Well, the important thing is I know you’re a girl now and I can rest easy. I don’t have to feel weird about wanting to plow you. Uh, sorry. Didn’t mean to sexually harass you.”

“Oh, um, no offense taken. It’s…a little flattering.”

“Just like a girl! You know how many girl secretaries I’ve had that eagerly jumped on my cock?”

“No?”

“Me neither! A dozen? Most of them, in any case. By the end. Girls like powerful, older men. They like being put in their place.  Do you?”

God, how did he have me so spot-on? I was just about to cream my panties. 

“…yes, sir.”

“See, you’re such a good girl! Who could argue with that? Idiots.”

Tears were forming in my eyes. “*sniff* thank you, sir.”

“What should I call you? Do you have a new name picked out?”

I nodded and spoke meekly, “K-Kendra, sir.”

“Kendra! Lovely name. I’ll get HR on that. Now, Kendra, you’ll get more hours and the chance for overtime, but you’ll make less per hour, of course.”

“Wh-what? But why?”

“Silly girl. Women make less than men. You want to be a woman, right?”

I nodded, dazed.

“Good! Plus it will offset the cost of adding trans coverage to our health plan. Just think of all the supposed men we could be paying 22% less! Sure, there will be migration in the opposite direction, too, but I think our misogynist culture will keep most of them away. And draw your lot like a moth to the flames”

Fuck! He had my number. I was squirming.

“Well I can see I have you intrigued. Show me that big clitty of yours. Yes…now! Mmm, not bad. Though I suspect no one ever mistook it for a real cock. Not just that it’s a bit small for a cock, but everything about you. It just doesn’t add up that you could be anything but a girl.”

Tears were falling down my face as I stood before my boss with my erect clit out. “yes, sir.”

“Mmmm, now strip for me. You want it, right? Good. Now take off all your clothes. Let me see your slutty girl body. Wow, what a perfect canvas for a new girl to start from. I can’t wait to watch it develop. Okay, now I’m going to suck that clit. You’re not to fuck anyone with your clit, anymore, you understand?”

I nodded.

“Good girl. Now only use this pussy back here. If you decide to shrink that clitty and get another pussy, then you can get fucked there, too. But be a good girl. No topping.”

I whimpered as he sucked me. Eventually I was wracked with an orgasm and he let my juices fall all over my stomach and chest.

“Just rub that in. Yes, use your hands. It’ll dry eventually and then you can get dressed. You’ll smell of sex all day, like a proper slut.”

Then he started fucking my ass (um, pussy?). He rubbed some of my own lubrication in there. I moaned with abandon in his office, wondering who could hear.

“Now about those stock boys you manage. I know you like supervising people, but it just isn’t seemly for a good girl like you to be ordering men around. Even if they are just teenage layabouts. It would damage their morale. But, I’m not a cruel man. And I’ve overhead that they like you; in fact, they want to get you in a dress and bend you over as I am. Clever boys. So I’ll let you still work with them. It’s just that the only commands you can give them will be mine. Any input you have for them will be more of a…suggestion. As men, young and immature though they may be, you are to respect their greater aptitude for logic and critical thinking. If they countermand or question you, thank them for their input. If they try anything…well, understand it’s good for morale. Got it?”

“Y-yes, sir! Fuck! How are you so good at this?”

“Thanks, Kendra. I have decades of experience bringing impressionable young girls to heel. Now, we’ll send out an office-wide email Monday congratulating you on your new position, letting people know about your name and pronouns, and letting everyone know that if they need anything at all that you are here to help anyone in any way you can. Sound good?”

“Fuck! Ahhh. Yes, sir!”

“You might want to apologize to the stock boys for ever putting yourself over them. I’ll set up a meeting, okay?”

“Yes! Mmmmmm.”

“Mind if I cum in you?”

“Please! P-please, sir! Give me your cum!”

“Good girl.”