I would suggest trying a slightly older version of WinUAE. 1.4.2 or even 1.3.2 and see if that works.

Once you have set the kickstart roms path, just go into the Quickstart section, select the model of Amiga you wish to emulate and then put an ADF in the DF0: Emulated Floppy Drive and it should then work when you click Start.

I would suggest first selecting an A500 with the default configuration that appears, and then pressing Start. If the emulator is working it will boot to the 1.3 hand holding a disk boot screen. If that doesn't work then I'm not sure why.

If you are at home later tonight after 11pm then I should be online then and can talk live to try and help if you need it.