Buying women's underwear becomes much easier once you know your measurements. Guessing your size often leads to underwear that digs into your waist, rides up, feels loose in the wrong places or simply doesn't give you the comfort you're looking for. A few minutes with a tape measure can save disappointment, money and repeated returns.
Many crossdressers also assume they need to buy much larger sizes simply because they were assigned male at birth. While body shape certainly affects fit, women's underwear is designed around body measurements, not gender. Knowing your waist and hip measurements gives you a far better starting point than choosing a size based purely on instinct.
After running ClubCrossDressing since 2009, we've seen countless members become frustrated because they bought beautiful lingerie that simply didn't fit properly. In most cases, the problem wasn't the underwear. It was starting with the wrong measurements.
This guide explains exactly how to measure yourself, how women's underwear sizing works, and how to choose styles that feel comfortable and flattering. If you're completely new to feminine clothing, you may also find our complete guide to crossdressing a helpful place to begin.
Why measuring yourself matters
Unlike men's underwear, women's sizing varies considerably between brands. A size 14 in one retailer may fit almost identically to a size 16 somewhere else. Some lingerie brands even use dress sizing, while others use Small, Medium and Large.
Because of this, experienced shoppers rarely rely on the label alone. Instead, they compare their body measurements with the manufacturer's size guide before placing an order.
This is especially important when shopping online, where you cannot try items on before buying them. A proper set of measurements gives you confidence that you're choosing the closest available size.
What you'll need
You don't need any specialist equipment.
- A flexible fabric measuring tape.
- A mirror if possible.
- Something to record your measurements.
- Light clothing or underwear while measuring.
Avoid measuring over bulky clothing, as this can easily add a centimetre or two and affect your results.
Which measurements do you need?
For almost every style of women's underwear, only two measurements are essential:
- Natural waist.
- Full hips.
Some shapewear manufacturers also ask for your high hip measurement, but for everyday briefs, bikinis, hipsters and thongs, waist and hips are normally enough.
If you're shopping for bras at the same time, don't confuse underwear sizing with bra sizing. Bras require completely different measurements. Our guide on how to choose your first bra explains that process in detail.
How to measure your natural waist
Your natural waist is usually the narrowest part of your torso. It sits above your hips and below your ribcage.
- Stand naturally without sucking your stomach in.
- Relax your breathing.
- Wrap the measuring tape around your waist.
- Keep the tape level all the way around.
- Pull it snug but not tight.
If you're unsure where your natural waist is, bend gently to one side. The point where your body naturally creases is usually your waistline.
Write the measurement down in both centimetres and inches if possible. Different retailers use different units.
How to measure your hips correctly
Your hip measurement is usually the most important number when buying women's underwear.
Wrap the tape around the fullest part of your hips and buttocks. This is often lower than many people expect. Check in a mirror that the tape remains level all the way around.
Don't pull the tape tight enough to compress your body. It should sit comfortably against your skin without squeezing.
Many beginners accidentally measure too high around their hips, which results in buying underwear that's too small.
Should you measure while tucked?
Usually, no.
If you're buying everyday underwear, measure your body in its natural state. This gives the most consistent sizing across different styles.
If you're specifically buying underwear designed to be worn while tucked, you may want to take an additional measurement after tucking so you can compare the difference. However, always use the retailer's own sizing guide if they provide advice for tucking garments.
Comfort should always come before achieving a particular appearance.
Understanding women's underwear size charts
Once you have your measurements, compare them with each retailer's size guide rather than assuming you'll always wear the same size.
For example, you may discover:
- Your waist suggests a Large.
- Your hips suggest an Extra Large.
In that situation, it's usually better to buy for your hip measurement, especially with briefs and bikini styles. Fabric can comfortably accommodate a slightly looser waist far more easily than underwear that's too tight around the hips.
Stretch fabrics can offer some flexibility, but relying on stretch alone often results in uncomfortable underwear.
How different styles affect sizing
Not every style fits in exactly the same way.
Briefs
Traditional briefs provide the greatest coverage and are usually the most forgiving if you're between sizes.
Bikini briefs
Bikinis generally sit lower on the waist, so checking both waist and hip measurements becomes more important.
Hipsters
Hipsters sit lower still and rely more heavily on hip measurements than waist measurements.
Thongs
Because they use less fabric, accurate hip sizing becomes particularly important. A thong that's too small can quickly become uncomfortable.
High-waisted briefs
These usually benefit from accurate waist measurements, particularly if you're looking for gentle shaping or a smoother silhouette.
If you're building your first feminine wardrobe, our guide to crossdresser wardrobe essentials can help you decide which styles are worth buying first.
Should you size up?
One of the most common questions we hear is whether crossdressers should automatically buy a larger size.
The answer is no.
Your body proportions may differ from the average woman, particularly around the waist and hips, but that's exactly why measurements matter more than labels. Many members are surprised to discover they actually wear smaller sizes than they expected, while others need larger sizes because of hip or waist measurements rather than simply because they're male.
Ignore assumptions and trust the tape measure instead.
Body shape matters just as much as measurements
Measurements tell you which size to begin with, but body shape influences which styles feel best.
For example, someone with broader shoulders and narrower hips may prefer fuller briefs that visually balance their proportions. Someone with a fuller lower body may find bikini briefs or hipsters particularly flattering.
If you're still developing your style, our guides on choosing flattering fabrics and fits and developing your personal style explore this in much more detail.


ClubCrossDressing ®



























