If I have to stick to 5, it would be tweezers, face wipes, day cream, night cream, Batiste dry shampoo.
If it's what I actually need, and what stops me frightening the horses when I venture out, I'd add volumising shampoo, face serum or facial oil, eye cream, foundation, cream blusher, lip pencil, lippy, eye pencil, brow pencil, mascara, eye liner, perfume, hand cream, body butter, nail cream, nail varnish, nail varnish remover, volumising mousse, concealer, cuticle cream. The only thing I've given up in recent years is eye shadow, on the orders of my contact lens optician (I still use it on special occasions though).
Apart from the Batiste, I'm a tart when it comes to brands - anything decent that's on special offer will do.