Sissy SecretarySissy Secretary Stephanie

This is a day in the life of Stephanie Irene Nylon. She is the “new girl” at the office and is causing quite a stir! See just what Stephanie has to say about her first day on the job as my new sissy secretary.

Ok, girls, gather round. I want you to meet our new girl. Or, should I say, new GURL, because…if you look very closely, as her makeup is so awesome, SHE….is a SISSY!

She tells me HER name is Stephanie. So I guess HIS name must be Stephen!

I bet you never would have guessed if I hadn’t told you, eh, girls? And don’t you just LOVE her outfit, girls? Do a twirl for the girls, sissy. Do a full 360 degree twirl first, and then, ever so slowly, one turn at a time, so the other girls can get a good luck at you. Lovely isn’t she, girls?

Stop giggling, Cassidy!

She tells me she’s always dreamed of being a fashion model, girls.

Whats that, Lorraine?

Yessssss, great idea, why not?

The center of the office floor could be her catwalk. Its certainly long enough. Okay, sissy, we’ll be your judges. Here’s your chance to show off those moves you’ve been practicing in front of your bedroom mirror.

 

Catwalk Strut

Just imagine we work for a top model agency and whether or not we hire you will depend on how good you look doing your “catwalk strut.” So, off you go, down to the end of the room, do a quick swivel on those high heels and walk all the way back again. That’s right, shoulders back. Ooh, I love the sound of those nylon-encased model-girl knees brushing against each other.

Who’s been watching Fashion TV, then? And don’t you walk well in high heels!!! (Just how long have you been practicing, then, sissy?) You certainly have got the moves down pat.

Oooh, girls! Doesn’t this sissy look superior and haughty, with her turned-up nose. You go, girl!

But you better not try that haughty attitude with me, my girl, when I need a lot of typing done. Sissy, I must say, if it was down to me, I’d certainly have you in a fashion show. And they do say the top fashion models are getting taller these days.

 

How Tall Are You, Stephanie?

6’3″? In your heels? In your stocking-clad feet????? WOW!

Well, you’d certainly go down a storm on the catwalk, because I certainly wouldn’t be able to tell you apart from the regular supermodels. (They all look like  sissy boys, anyhow!)

Anyway, hopefully some time in the future you’ll get to ‘live the dream’, sissy. And speaking of dreams, hey girls, listen to this. Stephanie tells me that ever since she left school and started working in an office, she dreamed of being a secretary!

Can you imagine that? I know I’m a wonderful boss to work under, but typing, filing, and not to mention checking your make-up every now and then and talking to your work colleagues in between assignments isn’t exactly my ideal job. I don’t know about you girls!

I know when I worked as a secretary I thought I’d die of boredom. I couldn’t wait to get out of there and find myself a more exciting job–even peeling potatoes in a restaurant kitchen. So, what is it that appeals to you about a secretary’s job, anyhow, sissy?

 

Why Sissies Dream of Being Secretaries

Obviously, like any self-respecting sissy you want to dress and make-up to look as pretty as possible, and busily strut about in your high heels. And, of course, you so love being dominated by strong women. The girl talk? Well, yes, I suppose. Any sissy I’ve ever known has always loved to talk about her outfits, and the outfits she’d love to own. and what makeup goes best with which outfit.  But I thought you sissies are always boasting that you have better taste in woman’s clothes than us real girls have, so why would you want to talk to us unless to sound superior? We know no sissy wants to sound superior to real girls. That’s certainly easy to see looking at your sloppy work colleagues in comparison to how immaculate you look, but then you wanted to make a good impression.

Well, yes, now I come to think of it, secretaries do spend an inordinate amount of time touching up their makeup, even when they know it doesn’t need any more touching up!
And checking your nails. Yes, I must admit I’ve even been guilty of that, on occasion.

So anyway, Stephanie, you’re here, you’re getting to live the dream, but you’d better not spend too much time daydreaming or you’ll find I won’t be such a pleasant boss to work for. You’re here to work and be the best sissy secretary you can be!

What’s that, Amanda?

 

Sissies LOVE Humiliation

Well, yes, but I think even more so they love being dominated by and pleasing strong women, just like the traditional secretary who has a strong male boss. I’m looking forward to Stephanie being similarly devoted to me, and lavishing me with care and attention, and enduring my occasional (very occasional) bad moods. A sissy secretary doesn’t spend the rest of the day in a sulk because of it. And I’m not speaking of anybody in particular, Lorraine.

Now, Stephanie, now that we’ve got all the introductions out of the way, let me lay down some of your ground rules. I love your outfit and I’m sure you’ve got marvelous taste in clothes that you want to show off to us but there’ll be plenty of time for that on girls night out, and office functions.

 

How the Sissy Secretary Should Dress

When it comes to dressing for work the key thing is dress to impress my clients, so because you’ve got such fabulous long and slim model-girl legs, I’ll require you to wear sheer black pantyhose with every outfit, or, occasionally lacy or other patterned black hose, but only after first receiving my approval.

Your skirts must be either restrictively tight, or short; the lowest hemline allowed is mid-calf, but in such cases only hobble skirts are allowed so that every motion of your legs involve brushing one nylon-encased leg against the other.

I’ve seen clients drool at that sound.  In your case you are permitted to wear skirts to 8” above the knee, but, in such cases you must wear sheer to waist pantyhose: there’s nothing my clients abhor than seeing the thick black section of a girl’s pantyhose when she crosses or uncrosses her legs. Your heels must always be 4”; again, unless you receive prior approval by me for otherwise; in which case I must see your proposed complete outfit. I suppose I don’t need to tell you about the importance of perfectly manicured nails, which includes evenness of application of polish.

I do like your makeup look, and I’ll leave it up to you as you see fit but just a couple of tips: my clients seem to love dramatic lipstick shades; is that a plum shade you’re wearing today, by the way? I love it! Your first duty as my personal assistant, Stephanie, is to buy some for me, And the nail polish, too, of course!

Lashings of thick black mascara; girly eye makeup, the kind of pinks that I’m sure you favor, and just enough blush to make it appear that you’re very coy and girlish. I note with approval that you’re carrying two spare pairs of pantyhose in your handbag, Stephanie, so obviously you appreciate the importance of not being seen to be wearing pantyhose with a run in them, no matter how brief, but let me just say that you better not let a client see a run in your pantyhose, before I do.

Or there will be hell to pay, my dear!

More Rules for the Sissy Secretary

You must at all times be very respectful to my clients, and answer in a courteous and attentive manner. You are not permitted to date any of my clients, – or any of their staff, or family. Or communicate with them, in any way, outside office hours (except with my express permission, of course).

Now, Stephanie, you’ll sit at this desk, so my clients can get a sneak look at those gams of yours, as soon as they come in the door, without you embarrassing them by noticing them. Amanda will sit at this desk because some clients love her big heavy thighs, and fat bottom.

So there’ll be an ongoing competition between the two of you to see who excites the most clients.  Sandra keeps score, and you might just be surprised at how well Amanda has scored in the past, so you can take that smug look off your face, my girl. It’s not above a sissy secretary to also be a sissy slut!

OK? I think that’s everything. If there’s anything I’ve forgotten I’ll let you know soon enough, Stephanie.

In the meantime, ladies, get to your stations. Check your pantyhose. Touch up your makeup. And……… lets get to work!!!

 

Thank you, Supermodel Stephanie Irene Nylon!  I was my pleasure to post and record this for you!

 

For an erotic phone sex session, dial 800-601-6975.
Must be 18+
Calls are $ per minute, with a 10 minute minimum
Discreetly billed to your credit card
Rate Your Call

Check out our new social network, Enchantrix Empire.