Several years ago I had eyeliner tattooed on my upper and lower lids and had both lipliner and lip color lightly tatooed on my lips. It was the best decision I ever made. My lips are just a shade darker than their normal color, as I didn't want anything too drastic. I do wish I had had the eyeliner tatooed on a little thicker, but was afraid of it looking too fake at the time. Instead it's a thin line of blackish olive green that matches my green eyes. It looks more black unless you look at it really close though. She did a really good job. It's always straight and of course permanent, so can never smear and saves me time getting ready.
As far as makeup at WDW, unless I'm going out for a nicer dinner, all I do is apply moisturizer with sunscreen and a lip balm with sunscreen. My lashes are naturally thick and dark, but I do occasionally wear mascara down there, or else will just curl them and then apply a clear mascara. Even though I'm usually loyal to American brands, when it comes to mascara, I think the Asian mascaras are 100% better than any of the American brands and believe me, I've tried most of them.
My favorite mascaras are the Kiss Me Heroine Make Volume or Curl mascaras and Majolica Majorica Lash Expander. I usually order them off ebay from an Asian seller. It may take a while to get here, but is worth the wait. The only drawback (besides the time it takes to get them here) is that I have to use cleansing oil, followed by regular makeup remover to get them off. They don't budge once they are dry.
I sat through my son's outdoor wedding on a hot Memorial day weekend a few years ago and even with the tears, heat, and humidity my mascara didn't smear.
As far as eyeshadows and foundation, their durability depends on what you put under and over them, as much as the eyeshadows and foundations themselves. I seldom wear either at WDW, as just about anything is going to melt off by the end of the day down there, but in everyday life I always apply a foundation primer, then the foundation and blush, then a top coat to seal everything. Same thing with eyeshadow. I use Urban Decay lid primer (the original in the purple tube--don't like the others) then apply the eyeshadow. I also like to use a lash primer before I apply mascara. As far as makeup, I have used mineral makeup for years and would never go back to the heavier feeling liquid foundations. Like most people I started off using Bare Escentuals, but quickly found alot of smaller owned companies that were cheaper, had better products, and didn't use that itchy bismuth stuff that Bare Escentuals does, plus they don't have that powdery chalky look. Lumiere, Monave, Silk Naturals, Dream World, LaurEss, Meow, and J Lynne make much more superior products, to name just a few. Just make sure you have the right brushes as the proper brushes make all the difference in makeup application. I turned my D-I-L onto mineral makeup a year or so ago. At first she said she didn't think she liked it that much because it gave her a powdery finish she didn't like. She couldn't figure out why hers looked so much different from mine. Come to find out, she was using her old brushes along with some cheap new drugstore brand brushes, plus was using the wrong technique (not the swirl, tap, buff). I'm always looking for a better brush, so have ALOT of makeup brushes.lol I gave her some of my old ones (a foundation brush, a kabuki, a blush brush, a fiberoptic blush brush, an eyeshadow buffer, a tapered eyeshadow brush, a tiny eyeliner brush, a smudger, a big fluff brush, and maybe one or two more), plus alot of mineral makeup samples I had ordered from various small dealers. She called me the next morning to say she couldn't believe the difference the right brushes and better product made. She called me again that night to tell me for the first time ever, her makeup lasted all day and still looked good that night. She also turned her mom onto mineral makeup and now both are addicted.lol
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It does freaky things in the humidity
but Make Up Forever Aqua Creams never fail me if you are interested in a bit of lid color. 
so I take Lancôme concealer in the tube, Effacernes Waterproof. 
