Red lipstick can be a nightmare for any woman over 30. Our lips start to get those tiny feather lines that lipstick just loooooves to run into. Bad look!! I miss red lipstick, but then I miss my LIPS too. One of the joys of being 51: your lips begin to disintegrate.
The most important things with makeup on we old farts is to steer clear of frosted eyeshadow and lipstick/lipgloss. Matte finishes don't accent our crinkles like frosted do. I'm not a foundation wearer, so I may have this backwards, but older women need water based foundations over oil based foundations. The water based doesn't pool into the fine lines like the oil based products. I prefer to use a powder foundation that takes care of uneven skin, gives me a base for my shadow/blush but doesn't gunk up my skin.
Finally, go easy on the blush. Nothing looks worse than women my age with too much blush or too dark a color blush.
Hope that helps.