Tips for Men Buying Women’s Clothes, and Women Buying Men’s Clothes

Some men want to buy, and wear, women’s clothes.  Some women want to buy, and wear, men’s clothes. I sell some used clothes online, so, here are some basic shopping tips from the seller’s perspective.

  • Please, buy these clothes we’re selling.
  • Measure yourself before buying the clothes. Also, buy clothes which have been measured, and listed properly.
  • You don’t need to explain yourself to the sellers.

That’s it. I think, for the most part, we don’t care who you are, as long as you pay on time.

Here’s what we generally do not like.

  • A query if it’s OK to buy across the gender lines. Yes. It’s OK. Just pay for it.
  • A lengthy explanation about anything.
  • Asking used clothing sellers if it’s available in another size. 99% of the time, it’s not. In my case, it’s 100% of the time.


I intended to write this as a general guide to sizing cross-gender, but it’s totally relevant to people buying clothes cis-gender.

You’ll need to look online, but the typical measurements are as follows:

Men’s pants: waist, inseam, length, and front rise.  The inseam is the length from the crotch to the hem of the leg.  The front rise is the length from the crotch to the top of the waistband, in the front.

Women’s pants have the same measurements as men, plus these: rear rise, and leg opening.  The rear rise is from the crotch to the waistband, on the butt side.  The leg opening is the circumference of the leg opening.

Generally, women’s pants have the crotch more to the front, so there’s a difference between the front rise and rear rise, while men’s pants have the same front and rear rise.

Men’s casual shirts generally have two measurements: pit-to-pit and length.  Pit to pit is the distance between the armpits, and is the same as a women’s bust measurement. The length is from the neck to the hem in front.

Dress shirts are more complex, because they fit tighter. The neck measurement is included for dress shirts and is usually 15″. The sleeve length is measured from the neck to the wrist. They may also have a waist measurement. Men’s shirts have two types of hems – straight across, or the wavy shape – and that affects the length measurement, because that curve adds around 3 inches to the length.  Men’s shirts also have a “fit”, describing how tightly the shirt fits, or if the chest is bigger than the waist. Most shirts are regular, but there are fits for slim, regular, full, and athletic. Women seeking men’s clothes may want to have a looser shirt altered, or seek out young men’s clothes for smaller sizes.

Women’s shirts or tops are a little more complex, due to the bust, and the fact that all women’s shirts are more fitted.  So they have a bust, chest, waist, and hip measurement, as well as sleeve opening and length. Ebay listings generally list only the bust and length; the bust corresponds to pit-to-pit (doubled), and length. However, note that the waist is smaller than the bust, so size up.

Women’s sizing is explained on other sites, and it’s complex, so it’s safer to use vendors who measure the garment and post the measurements in the description.

I’ve always tried to use the size on the tag, plus actual measurements, because different companies have different measurements for their sizes.

For everyone buying online: the safest strategy is to buy from vendors who post actual measurements.  Find clothes that fit you well, and take measurements.  Then, search for those measurements on the website.


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