I think many factors come into play; if a boy is relatively androgynous looking already, and is not 100% sure of his identity, he can probably get away with crossdressing and passing without disturbing his hormones. I know tons of transgenders who are such beautiful girls, yet some of them haven't spent a day on hormones. It really comes down to how relative your face and body feels to who you are. If you feel that your body is rapidly getting more masculine in a direction that you know you'll never like, then hormones would be a savior. If your growth patterns are comfortable to you at the moment, then experimenting around with clothing, make-up, personality changes, and behaviors may be a better alternative to know if the pressures of doing these things are right for who you are. Seek the easy stuff first if you feel it's possible for your case.
Second, there seems to be three gender conditions relatively. Transsexualism is where someone seems to be dedicated to 100% being a girl, and doing everything it takes - hormones, surgery, and so forth. Transsgender seems to blur the definition a bit, and seems to sometimes apply more to people who take a slightly more experimental or less evasive approach, but are serious in their identity all the same. And then there's men who do have a fetish for being a girl in roleplay roles, where they instantly "have nothing to do with it" in their social life and choose to keep it in the bedroom. There's also drag queens, who tend to lead dual lifestyles of a man and woman, and usually the woman side of things is very exaggerated and almost comedic, very experimental, though duo-role identities can be just as serious and down to earth as anyone else.
And, to be downright honest, there are some downright female acting gays out there. I know hundreds of gays who literally wear make-up, carry purses, wear pink, and behave in every single manner like a girl or extremely gay gay, but just enjoy an androgynous male body if they're lucky enough to have it. Some people just are a mish-mash of what body parts they enjoy having or hate having, and in many cases, there's an eager sexual audience out there waiting to date them no matter what identity or mash of traits they enjoy having. That is, unless the person is just sort of butt ugly no matter what role they take on, in which case, the person sort of tends to become asexual or rebellious of sex out of being self-conscious or lonely for so long. I should know, I've been heading in an asexual direction for years out of a constant self-hate of my extremely masculine image that medically falls way outside the normal appearance for my age, height, gender preference, and personality.
At the end of the day, there are a billion classifications and identities, but the reality is that the information and solutions surrounding these identities should never lead you into a certain lifestyle; it's most healthy to have an innate desire to change the sex or a certain feature before you really "learn" if it's possible. You don't want to go full-time into any lifestyle just because it sounds interesting or "may be you, who knows." You really have to follow your own personality and your own preferences and your own heart, and the classifications that come about will just come about when you have yourself figured out. When the time is right, you'll know your place in the world, wether negative or positive, and as always, remember to always go slow and seek alternatives before jumping into big choices.
