Q&A for How to Wear a Bra as a Male Crossdresser

Some men just like the look and feel of a good bra. There's no real explanation; people just like what they like.

If you need and want the support, then you should wear a bra. Also, you should wear one if you enjoy doing so.

There are a few options. You could buy a bra via the internet; however, it should be noted that with regards to size, the standard size of clothing varies between different clothing outlets and can even vary within the store itself and even for the same bra design. (An example of this is if you buy two dresses from an online store that both say 32, but are actually different fits). You can also buy a bra in person, though this does carry the risk of you being outed. However, lingerie assistants are known for their discreetness. The positives for doing so are that you will be able to see the bras before you buy them. If you are going to do this and don't want people to know, either choose a reputable and discreet place or travel to another area.

Taking estradiol (brand name Estrofem) in the proper dosages (usually 4mg per day) will develop breasts and feminine nipples. It takes time--usually you will notice your nipples enlarging and the aerola darkening and expanding. Growing to an AA cup and then stopping hormones may result in some unpleasant effects. Many men who start developing breasts this way think they will stop with only a modest growth. However, what they don't understand is that once nipples enlarge they become very sensitive, like a woman's. The feelings are very pleasant and many men change their minds and keep taking estrogen. Talk to your doctor first.

Simply purchase a bra with longer straps or consult a specialist at a lingerie or department store.

Lingerie shops and department stores selling lingerie can measure you and inform you fully of what bra size you are. You might also find it helpful to read Measure Your Bra Size .

There isn't a specific male bra; you must use a regular bra. You can buy a regular bra at most stores that sell clothing.

Some guys like the feel, how it looks, or just as an accessory to feel more feminine.

Yes, but they tend to be expensive and are more of a fetish item and not for day-to-day wear. You can find bras that are basically breastforms by doing a simple online search. The best option is to buy a real bra and use inserts.

There are a lot of different ways to achieve good looking cleavage. Find what works for you. If you want to go all out, try makeup to enhance it.

I recommend a Triumph Doreen bra. They are an old design that bring back the days of conical or pointy breasts.

These are usually only for fetish use, it's best to purchase a nice sexy panty and bra set in your size. I find padded or slightly padded bras give me an uplift and a very nice look.

Undershirts one size larger than normally worn will help hide any bulge created by your bra.

Maybe a B or a B and a half. This depends on weight, and in genetic cases mostly this can be affected by your height. Look hard for a bra that's your style and fit. You can try to measure yourself or get it done by a professional tailor.

In most stores, a DD or DDD is the highest you can get. However, plus-size stores like Torrid and Lane Bryant carry larger ones - up to an F or G cup. There is typically a larger selection of large sizes if you order online.

To prevent your bra from collapsing, you will have to stuff it with inserts, tissues, or a very padded bra.

I would just wear a sport bra. Although you can't stuff them, you still get the feel of wearing a bra.

The showing off part could be counted as uncommon but there are a lot of guys who love to wear bras and that is okay.

While you could, if you are going for a real look, then breast forms would look better in a normal bra.

Pick up a few different band sizes of bra that you think may possibly fit. If you’re in a store, try them all on and find the one that best fits you, if you’re online try them on at home and return the ones that don’t fit (just be sure not to remove any tags / hygiene stickers and be sure to check the website you’re buying from to make sure they allow the return of undwear). Once you find a band size that fits you can try a few different cup sizes on in that band depending if you’re using inserts or not.

No. There's a difference between crossdressing or crossplaying and actually identifying as or being involuntarily viewed as a gender you're not. Some trans people are more comfortable with crossplaying or other forms of gender expression than others, just like how some cisgender people are more comfortable crossplaying or expressing their gender in nontraditional ways. And just like how crossplaying doesn't make cis people transgender, crossplaying (or any other form of crossdressing) doesn't make you any less transgender.

A sports bra or a strapless bra might work for you. A tube bra could also be a good choice.

It's not the end of the world. Some people don't want their bra to be visible at all. But if it is visible, it's not a big deal.