1. Diana Ross is already a drag queen, so don't go there, girlfriend.
2. Try for something a little more challenging. Be a drag queen dressed up as a boy; a male drag king; a female drag queen (other than Diana Ross); heck, be a DYKE drag queen!!
3. Keep a brick in your purse; powder those long opera gloves with little bits of sharp glass; wear contact poison lipstick; store pepper spray in your perfume or cologne dispenser; file those stiletto heels to a razor's edge; feel free to bitch-slap, even unto death, anyone who says, as you approach: 'Hyuk-hyuk! What's THAT!?'; hide grenades and bullets in that dramatic Tammy Wynette/Aretha Franklin upswept 'do or those Elvis muttonchop sideburns, and a (small) gun in your tuck (or a (big) gun in your pack, as applicable); and don't be afraid to speak like a female steelworker organizer rather than Marilyn Monroe.
4. Remember the 'fuck' in genderfuck, and apply it to the sex mercilessly until it is screaming and panting (for mercy).
5. Let us be honest here, boys/girls/whomever - if you are the average man, it is likely no-one will read you as a 'real girl', and this behooves you to question who gets to decide what a 'real girl' is, anyway - if women societally perceived as 'authentic' have to deal with this crap day in and day out, the least you can do is acknowledge it and play with it until it wants to go home and have a long hot bath (razor blades highly recommended).
6. It is also likely that most women are not going to pass as men, though it might arguably be a bit easier to be a 5'6" man than a 6'5" woman; additionally, you would have to go to great lengths to even be perceived as in drag, since 'boy clothes' are considered the 'norm'. If you DO pass, you could at least try to be a queer man, perhaps even a big, woofy Daddy Bear *slurp*. Be super-swishy, or manly in a 'hey, trucker dude - bend over and grab those work boots!' way.
7. If your transvetitism extends to transgenderism, try and emulate the lovely and talented Kate Bornstein and avoid gender, challenging as THAT is.
8. Go to the homes of the rich. Demand makeup. If they will not give it to you, take it - it is your right.
9. Remember that a fashion sense should be interior, not exterior. Dress how YOU want to, rather than how the collaborators in anorexia and weight-lifting (aka style mags) wish. As Mr. Timmie's colleague in crankiness, Miss Ivy, points out, you can get kicky dresses in thrift shops too, and a perusal of the local discount palaces convinces him that folks of any gender can be a Bear with ease!
10. Be fabulous - as in 'creating a fable' - a story that explains the world - that provides a lesson (who better to deliver an inspiring lecture than someone who is perceived as being on stage to give the world a show?) - and goes down in the chronicles of human endeavour to be remembered and/or loved by all.