How to Crossdress As a Man (for Women)

Last Updated: June 4, 2022 References Approved

This is for all you females who want to come across as a man. Whether it's because you feel within your soul that you were not supposed to be a woman, or you just want to experiment or have some fun. Start following these steps from number one below.

Steps

1
Think about your characteristics as a woman. Play to the personality traits you already have; humor, music and literature tastes, even your clothing style. You will make a more convincing man by shifting your current persona, rather than taking on a completely new identity.
- If you want to wear clothes made for men, you can talk to your parents about it.^{[1]
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- The right way to have this conversation will depend on the closeness you have with your parents and whether they have a good sense of your identity and preferences.^{[2]
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- If they are not close to you or know your preferences, you may need to have more foundational conversations about who you are and what you like to be.^{[3]
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2
Choose male clothing that will suit your body type. You can try low hanging jeans, male shirts and hoodies. Before buying all these new clothes though be sure that they fit correctly and don't stick to your curves.
- Keep your undergarments in mind when choosing your male outfit(s). Perhaps you can purchase some male boxers - they make your bum look flatter and less prominent.
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3
Hide your chest. There are several options for this:^{[4]
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- Option 1 - Wear baggy upper half clothing, or layer your upper body in tight to loose clothing. The number of layers of either tight or loose tops depends on your preference and how well your bust is hidden.
- Wear a sports bra or swimming suit top that doesn't emphasize the breasts. The sports bra or swimming top should be fairly tight but comfortable, enough to hide your breasts under clothing
- Wear compression shirts (you can get compression pants too.) These are just tight fitting t-shirts that support your breasts as well as compressing them, but do not bind with bandages, as they can be very harmful.
- Binding.^{[5]
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  Research source} You can do this by wearing one sports bra facing forwards, and one facing backwards, or buying a binder from places like gc2b. Move around after binding to check for comfort; if you are not comfortable, loosen the binding. No matter what breast size you are, however, binding may not be for you as it is rumored to cause long term damage to the back. WARNING: You have to be incredibly careful with binding, if done with elastic bandages it can cause tumors in the breasts and extreme lung problems that could result in death. Only bind if you know what you're doing, and are using safe materials.
4
Mimic male behaviour. Watch other men—your brothers, cousins, friends, and note the details of their behaviour. This ranges from how they speak, where they put their hands, to how they show excitement.
- For example, work on sloppier posture. Men don't commonly sit with their knees together or their hands in their lap. Practice walking with a bit of a slouch, not too much though or you won't fool any one! Also try sitting with your legs widespread and your arms out. Don't be afraid to be a little boisterous or clumsy - not all men are ballet dancers.
5
Make your hair more masculine. You can use make up in a costume style to emphasize male features.^{[6]
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6
If you have short hair already, don't worry about keeping it too tidy, however don't neglect it and let it become greasy and off putting. If your hair is long and you want to follow this through you might want to either consider getting a shorter hair cut, or tie your hair in a low ponytail at the base of your neck. A wig with short hair can also be used.
7
Use make up to appear more masculine. You can use make up in a costume style to emphasize male features.
- If you wish to create the illusion of facial hair, you can apply eyelash glue to your cheek, chin, or upper lips and then press small pieces of crepe wool, or a similar material, to the glued area.
8
Make your eyebrows appear bushier with mascara.

Community Q&A

Question

What about cross-dressing without my parents knowing?

Community Answer

You could make a habit of carrying a bag with you - blame it on how small girl pockets are. Put the cross-clothes in your bag when no one's looking. Then, when you get to wherever you're going, just run to the nearest bathroom or hiding spot and change clothes.
Question

How do I crossdress without my parents thinking I'm gay?

Community Answer

If they find out, tell them that boy clothes are more comfortable and you feel less restrained wearing them. If they ask you if you're gay, just tell them you're not.
Question

What if you have long hair and don't want to cut it or you can't wear a wig?

Community Answer

Pull your hair up in a low bun, but don't make it any higher than the bony nub on the back of your skull and keep it a little messy. "Man buns" are in style, after all, and makeup can help disguise any feminine features that will be exposed by the pulled back hair. You can also wear caps and other men's hats and tuck your hair up into those.

Warnings

Be careful when binding as mentioned in the tips. Make sure to use a binder made out of comfortable material and not to wear it for a long period of time.

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Don't bind with elastic bandages: They are designed to get tighter (like a boa constrictor). They may be harmful, such as cut off breathing.

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When perfecting a masculine voice, take time and do not strain your vocals.^{[7]
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