So, I live in Florida and the great thing is I'm used to the weather (not like it doesnt get hot to me ;P) and I don't have to buy anything I won't generally use again.
makeup / skincare / tanning?
Fake tan, tinted moisturizer, Tarte tint products, my skin is used to florida
How do you choose clothing to wear / shoes?
I really like VS yoga pants, the ones w/o the foldover band, b/c those fall down (at least on me), I like any of the classic pants, I usually just wear them in black and they are very lightweight and meant as semi-workout clothes. Blue jeans (I don't wear shorts, dresses) If I wear crops, they are definitely Vs yoga crops, but I have never worn them, the pants are so lightweight, and breathable, I don't have to. A few different good bras, tanks, short sleeve shirts. (summer of course) For winter, those earpockets work really well instead of earmuffs. It can get chilly by NYE.
What are your *essentials* when packing for WDW?
everything...lol and anything I can stuff in my suit case that there is even a slight chance I might need or want,
How do you manage your hair? ( that florida humidity and heat is so unforgiving! Speaking of...)
My hair does really well in this weather, maybe it's used to it? I used BIG SEXY HAIR root mousse for volume, it's designed for humidity and John Frieda hair spray and hair serum. I also use coconut oil and apple cider vinager in my hair (weird but it works, using separately of course).
What are your tips for dealing with the heat?
water and more water and more water and a fan that doesn't spray water -.-but keeps you cool & DRY, hair up, switch b/w sneakers and snadals (if you have room in your bag) blotting papers for face, ice packs frozen (the soft kind) and when I'm at home I just avoid "outside" between 12pm and 4pm

How do you deal when "that time of the month" suprises you on your vacation!? I don't have to...it's called the pill. I could go into how to you can adjust your cycle so your not "in that time of the month" when on vacation, but I think if your interested, ask your doctor. I am a health care professional, but not a doctor.
How do you deal with the men folk / children / even other women!
I "deal" with them based on their behavior. Most people are really tolerant, you get a few nutcases, but we can all be a little nutty. Be extra understanding of kids, everyone's, not just your own. They are kids after all. And I think the bigger tolerance issue is being around people from all over the country and the world, their can some culture clashes.
How do you plan for your trip?
neurotically

I am currently putting a trip binder together, I'll show it when I'm finished.
How do you save money on your vacation?
I save up as much I can in advance and things I know I need to buy I try to buy a little at a time, and look for deals (although I totally forgot to use discount today and was kind of upset I forgot...ok I still am

)
what are your strategies for the parks / what rides / shows / parades?
everyone's strategy has to be different to fit the family and vacation
your strategies for the bus lines and transportation?
show up 20-30 min early, plan on it taking you 45min to an hour to reach your destination
what resorts do you choose and why?
I choose ASM b/c it was cheapest last time I went, and this time I will be staying with family at SSR 2bdrm Villa, b/c it was cheaper than 2moderate rooms at POR for the 5 of us, 4 adults, 1 child. DVC rental points system. My mother-in-law got a great deal. Whatever works