Ha Ha! Follow the stardard WDW rule. 1) Pack your bags. 2) unpack at least 1/2 the clothes/toiletries/gadgets you originally packed 3) fill in empty space with cash
Seriously, don't overthink your day to day clothing needs. After 20-30 (even oppressive heat of summer) trips , here's what I can tell you:
-now is not the time to be a fashion plate. Rely on comfortable, functional shoes and clothing. EMPHASIS ON SHOES!! Leave the high heels home, there are many cute, comfortable styles that are completely acceptable for a nice dinner out ( possible exception, Victoria & Alberts). Make sure your shoes can serve more than one purpose (ex- a darling pair of flip flops looks chic by the pool and very, very acceptable with a sundress at dinner)
-pack neutral colored clothing that matches everything
-in an emergency, you can wash clothing in a hotel sink (wash with Disney shampoo which is way too harsh for my hair), and dry on a towel bar
-If the weather is not TOO stifling, you can get more than one use out of jeans/jean shorts/ dark colored shorts/ khaki bottoms
-roll your clothes in the suitcase. They will not wrinkle and look sloppy if done correctly. fill in all available space (in shoes, etc.) with socks, underwear.
-For me personally, a load or 2 of laundry in a resort laundry mat is not the end of the world. It's worth it not to have the hassle of several suitcases.
-Emphasis should not be on clothing. Rather, stuff like sunscreen, meds, and true necessities.
Good luck!
