How to dress like a man:

Once you've bound, you need the right shirt. In the cooler months, a plain white crew neck undershirt over your binder and beneath your shirt will help hide your chest, and that triangle of white showing beneath an open collar looks very masculine. For other shirts, knit fabrics often tend to cling too much, while woven ones (such as cotton and cotton blend button-down shirts) "bag" out better and hence help you look flatter. If you send your shirts to the cleaners, a good way to keep them from clinging is to ask for extra starch. Always try silk shirts on first - depending on the cut of the silk, it can either work well for you or cling too much.

As for patterns, busy prints and checks and plaids are good because they distract the eye from the topography beneath them. A vest (waistcoat to you Brits) over your shirt can also help hide your chest.

If you live in a cosmopolitan area where there are a lot of butch lesbians then it's going to be much more difficult for you to pass. One way to help distinguish yourself from them is to dress preppy and conservative - leave the leather motorcycle jacket at home for a while.

Start with an ironed button-down shirt (loose, to help hide your chest), worn with ironed khakis, dress slacks, or neat-looking blue or black jeans. I've also heard that Dickies brand, 100% cotton casual wear shirts work well, especially in hot weather. In the summer, you can avoid the androgyny of T-shirts and cut-offs by pairing short-sleeved button-down shirts with khaki shorts.

Ties are of course a great way to pass, though there are many situations where you'll look too out-of-place in one. Also, when buying shirts to wear with ties, keep in mind that your neck size will increase once you're on hormones.

Make sure your trousers fit low and aren't tight - this helps to hide both your hips and your waist. A dark brown or black leather belt is also a nice, masculine touch.