Advice on Wearing Skirts for Beginners

Skirts are, perhaps, one of the most desired items among cross-dressers.

Through the ages, many cultures have regarded skirts as a symbol of femininity.

But they are designed to fit the feminine body, accommodating its curves and proportions.

Due to that, some cross-dressers find it difficult to wear and look good in skirts.

That’s because they lack a particular set of skills.

You must adapt the measurements and behave in a certain way if you want to cross-dress with skirts.

Some outfit combinations can do good as well, so keep that in mind.

My goal here is to show you what to do step by step.

Reading this article may serve you as enlightenment, so that’s what I recommend you to do.

1. Take proper measurements

You can’t expect a skirt to fit your size if you base your measurements on your old male pants.

Each outfit has a proper way to be measured, and size charts vary.

But in a general view, feminine clothing, such as skirts, are incompatible with male numbers.

In most cases, you might find yourself in one of two scenarios.

In the first one, you won’t be able to get the skirt past your tights. On the other, it will fall off as soon as you move.

That’s because of the difference between male and female hips and waist.

Masculine pants often take nothing more than the hips as a parameter.

But skirts have multiple numbers to consider for size.

Besides those two (Hips and Waist), you must also measure the length based on the style of skirt you want to wear.

As a rule of thumb, measure the length as the distance from your waist to your knees.

I also advise you to consider any shapewear you might be using, such as hip pads and corsets.

These will affect the final measurements and the way your skirt will fit.

2. Tuck if possible

Another problem with skirts is that they tend to expose our manhood, if you know what I mean.

You don’t have to bother with it if you’re cross-dressing at home.

But for those who want to pass as a woman, extra attention is required.

And even if you don’t care about passability, make sure you tuck whenever you go outside in a skirt for the sake of decency.

You might be able to use a simple tucking technique if your skirt is long enough.

Medical tape or gaff panties might work to keep your volume under there concealed.

But if you happen to choose something shorter, such as a mini skirt, it’s better to use some extra coverage.

I recommend silicone vagina pants and some additional padding on the area.

This should create a seamless effect on the spot for any skirt you choose.

As a finishing touch, wear normal panties above the rest, as it improves the feminization effect.

3. Watch the way you sit

Despite being feminine and beautiful, skirts bring yet another issue for cross-dressers and women alike.

Exposure. You’ll have to be extra careful while sitting down so you don’t expose yourself.

I mean, I don’t think you want a bunch of strangers staring at your underwear while you sit.

The good thing is that women already have developed a bunch of techniques to avoid this issue, so cross-dressers don’t have to do it again.

The most common trick is to press your legs against each other, keeping them as close as possible. It is effective but a little uncomfortable.

To help you with that, you might want to cross your legs or even tuck one of your ankles behind the other.

Another tip is to hold your skirt in place while you sit down so it doesn’t slip off.

This way, you can sit down comfortably without the issue of exposure.

4. Combine it with other clothes

A skirt alone is already quite feminine, but it does bring quite a few disadvantages.

You can, however, compensate for that with other clothes.

The lack of coverage, either in terms of protection or exposure, can be fixed with hosiery.

It will keep you warm and conceal your private areas. You can also use other combinations to improve your looks more fashionably.

Nowadays, knee-high socks are a popular choice to match different skirts.

Garter belts are also trendy and might help you to keep the skirt in place.

In other words, the versatility of our belove skirts makes up for the disadvantages.

The feminization potential is huge, and it peaks when you combine skirts with different accessories and outfits.

5. Make sure it fits your style

Skirts come in a wide variety of sizes, shapes, and colors. As such, we can find them useful for many different styles.

Goth girls will often prefer medium black skirts made of leather, while hipsters may choose checkered wool skirts.

You can even use minimalist skirts more professionally or formally, for business meetings, for example.

This is another example of how versatile they can be. Please pick up a style you like and buy a skirt that matches it.

It allows you to feminize virtually any outfit. This choice can also be made based on your figure, which can vary depending on your shapewear.

Pencil skirts are more form-fitted and better suited for people with curves.

Slender figures will benefit from A-line skirts, and high-waisted skirts are better for apple figures.

It’s hard not to think of skirts when shopping for cross-dressing items.

Still, you should follow these tips to use them to full effect.

They will ensure you’ll feel comfortable while wearing skirts and allow you to enjoy all of their feminization properties.

Beginner cross-dressers can use this advice well, as they are often excited to try out a skirt for the first time.

Lastly, if you have any doubts or stories to share related to this article, leave a comment!

Quiz:

When purchasing a skirt, what is the most important thing to remember?

A. Taking the proper measurements


B. Choosing the right style


C. Make sure you’ll be comfortable

Get Results

Written by Elise