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Ms. Piper Gives a Sissy Shopping Assignment

Hugs and kisses from your mistress :)

Your Sissy Confidante

Are you out of the closet, sissy? Does everyone know what a limp-wrist fairy you really are?

I recently spoke with a true little sissy fag, Sissy Jami. She kept asking me questions about what kind of make up I wear. If you look at my pictures, you’ll notice I’m much more natural than made-up. Sissy Jami and I concluded she is more girly girl than I ever thought of being.

If you’re like Sissy Jami, your sissy makeup is always perfect, you keep your sexy legs shaved and smooth at all times, and you wouldn’t be caught dead without your sissy lingerie.

Which is why I think the perfect sissy assignment is a little shopping trip.

Now, I know that my sissies are at different stages, from totally in the closet to completely out and outrageous. No matter where you are in your journey, this assignment will surely be fun!

First of all, you need to decide what to wear.

According to your personal needs, you may choose one of the options below:

  • Complete sissy ensemble: head to toe, sissy from your panties and bra to a pencil skirt, blouse, wig, and sissy purse. Work it girlfriend!
  • Edgy but safe: wear some shorts and your pink (men’s) polo. Not a big deal; men wear pink all the time these days, right? BUT, you will show off your smooth shaved legs shiny with lotion and at least a little lip gloss on your lips. Full makeup if you dare. Sissy Jami wears foundation, eyeliner, eye shadow, mascara, and lipstick. She actually told me she thought she was being subtle. I don’t think she’s fooling anyone, do you?
  • Secret pantied sissy: sometimes these gurls are my CEO pantyboys. Too much to lose by being out there, but with a real need to be your girly self. My prescription for you is a pretty pink thong under your business casual. Your ass will feel sexy and exposed; you’ll be absolutely convinced everyone will know your naughty secret! In addition to a thong, you are to wear stockings or pantyhose under your pants and no socks with your shoes.

Second, you need to compile your shopping list.

Pay close attention to this rule: you are to carry all of these products in your hands; no cart or basket is allowed. If you drop a few items, so much the better. Also, you are to purchase only these items during this trip. No hiding your sissy stuff behind a big jug of motor oil!

Here’s what you will be purchasing:

  • Mascara (Sissy Jami recommends Maybelline Falsies)
  • Summer’s Eve Cleansing Wash, Summer’s Eve Cleansing Cloths (for keeping fresh on the go), and Summer’s Eve Deodorant Spray (“Hail to the V!”)
  • Vagisil Anti-Itch Cream
  • The last item has specific instructions, so write the following rules on your list:
  1. After you have selected the other items on your list, approach the sales person and ask him or her to help you find Always Thong Pantiliners. Ask him or her to show you where they are on the shelf.
  2. If they do not have the thong pantiliners, ask the salesperson the following in this exact wording: “What kind of pantiliners do you recommend instead if someone is wearing a thong?”
  3. If he or she does not know what to suggest, then ask for a regular Always Pantiliner. Purchase what he or she points to on the shelf.

Once you have all of your items, follow the sales clerk to the register and make your purchase.

Enjoy your sissy humiliation, naughty girl!

All finished? Report back here and leave a comment detailing your (MISS)adventures!


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9 comments to Ms. Piper Gives a Sissy Shopping Assignment

  • Sissy Jami

    Only sissy fairies behave like I do.
    No wonder I am regarded as a flaming homo-
    I look like a flaming homo with more makeup on
    than real women like Piper wear.
    I bet the women at work talk about me.

    • Well, I need to see a pic of you all made up! Are you a member of our free social network You should head over there, register, and post pics of your lovely made up face! 🙂

  • Sissy Jami

    Ms Piper, I so appreciate your repeatedly referring to me as a girl, and “she.” It validates my femininity.
    But with all respect, I feel the need to disagree with your comment, i.e.:

    “Sissy Jami wears foundation, eyeliner, eye shadow, mascara, and lipstick. She actually told me she thought she was being subtle. I don’t think she’s fooling anyone, do you?”

    I have practiced wearing my makeup since I borrowed Mom’s and my sister’s cosmetics at age 13, so I’ve had almost 20 years to get the “un-made-up” makeup technique down pat. None of the women at work have ever said anything to me about why do I wear makeup so they probably haven’t noticed.
    My morning routine is moisterizer, a tinted moisterizer, concealer if needed, light powder, a tiny hint of blush, then I do my eyes in earth tone shades of eyeliner & eyeshadow and usually only 1 coat of mascara after I curl my lashes. Finally, my favorite shade of the day of Burt’s Bees lip shimmer, I have the entire collection of 14 diferent shades. I love how it tingles my lips…that might be the mint or eucalyptis.

    Anyway, I think this look is subtle, don’t you?

    Oh,yes, I did mention on the phone with you that I had bought Maybelline Falsies mascara. That was when that mother & daughter made humiliating comments to me. Since then I discovered a brand to die for, Dior. It’s amazing the effect it gives my lashes. Now Mom wants a Dior mascara, too.
    Maybe a belated Mother’s Day present for her, but it’s pricy, like $28.50. I hope it lasts a long time.

    • Sweetie. We have gone over this already. These women *absolutely* know you wear make-up. The “not made up” look works for WOMEN. Nobody believes they don’t have it on, but it doesn’t look like a mask. It’s a bit of a misnomer.

      When a man–even a prissy sissy man like you–wears make-up, it is overwhelmingly obvious.

      What do the rest of you think? Am I right, or am I right?

  • Hmmm….what do the rest of you readers think? Can a sissy-man wear make-up so subtle that nobody will know he wears it? I personally say that everyone knows she is wearing it, simply because she looks too perfect. I still say she’s not fooling anyone.

  • There is one foundation product that not only makes your skin like silk, but is undetectable in any light – mineral make up. It’s easy as pie to brush on and makes your whole face look picture perfect.

    That being said – my answer is yes – you can’t fool a Bio Woman in the light of day.

  • Thank you Mistress Vivian! This sissy has nagged me to death with her assertion that nobody can tell she’s wearing make-up.

    Although, she did complete an assignment for me where she asked some anonymous women if they could tell she was wearing make-up….guess what they said? YES!!!

    Now she truly is a humiliated sissy!

    Thanks for the tip about mineral make-up, Ms. Viv. I use it myself for a very light, yet complete, coverage. 🙂

  • Sissy Jami

    Yes Ms Piper and Ms Vivian, when it did sink in that my minimal makeup to prepare for going to work has probably been evident to all the woman who look at my face carefully, it sort of liberated me. Now I can step up my look. Instead of a light coat of black-brown mascara now I curl my lashes and apply 2 coats of ultra-black Rimmel.
    And now I gloss my lips rather than settle for Burt’s Bees lip shimmer in Peony.
    I enjoy looking like a girl!

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