How to Dress Your Sissy Maid: Part 2

As your relationship with your sissy maid progresses, so should her outfits. Her outfits should go from basic with lingerie and thigh highs to items that give her more of the look and feel of a real woman like real clothes and waist trainers. With How to Dress Your Sissy Maid: Part 1 we started with more of the basic attire; the following list is for the more advanced sissy maids who want to take their outfits to the next level.

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The Basics

Top / Body Suit

While many sissy maids start by wearing french maid Halloween costumes as we suggest in How to Dress Your Sissy Maid: Part 1, most sissies will evolve to wearing custom maid outfits or will build a wardrobe of various tops, skirts, and dresses that they will cycle through each time they dress up. We personally like the latter option as it gives more dynamic options for every opportunity. This is one of our favorite tops to wear. Body suits are a must to help tuck the cage and hide the bulge.

Skirt

This is a great, cheap option for a skirt to match your your top. The skater style skirts are cute and fluff up nicely when paired with a petticoat. Ultimately, they will mostly be hidden by an apron, so comfort, style and length are the most important qualities and this skirt fits the bill.

Ruffle and Bow Socks

A perfect addition to give that extra girlish look to your sissy. Put these over matching thigh highs or simply wear them alone once you have your sissy shaving her legs. They are an adorable addition to any sissy wardrobe.

Maid Head Band

Simple yet a must for any sissy maid. The maid head band will complete any sissy maid outfit.

The Advanced

Breast Forms / Breast Plate

In our first post we included breast forms as well. When your sissy is ready to graduate from those ones, we suggest a breast plate. Made out of silicone, these are like a vest that you put on like a t-shirt and wear. Pick out the right color for you and they look much more real and wont have any seem along the breasts which will allow for much more cleavage displaying outfits.

Waist Trainer

When you’re ready to help give your sissy more feminine curves, waist trainers or more structured corsets are a must. We like more simple style ones like this to begin with because they have three notches to tighten as you get used to it and it goes well under any outfit.

Waist Trainer + Butt Lifter

If you want a little more out of your waist trainer, go with one that also lifts the butt like this trainer. Not only will it help you achieve your feminine waist line, but it will give you that extra perky looking booty.

Extras

Gag

Is your sissy slacking or struggling to focus? Help keep her working with this dildo gag. The dildo is about 4-inches long and either will have her working harder than ever to get it out or will be so entranced by sucking on it that she will fall into a hard working rhythm. It is also great practice for when you’re ready to have her suck the real thing.

Petticoat

Once you have started building a collection of your own skirts and blouses for your sissy to wear, a petticoat is a must to their wardrobe.


As your sissy’s wardrobe increases, make sure she makes plenty of room in her closet for all of her new clothes. Her sissy clothes should take precedence over her “man” clothes and should all be hung and put away neatly. A good sissy maid is always presentable with clean and wrinkle-free clothes and should be punished otherwise.

Do you have other favorite attire or accessories for your sissy maid that we’re missing? Share with us your must haves!

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