My mom wore the same lipstick for over 45 years, from the late 1960s until she died at the end of last summer - a corally orange, which was a good color on her - after i convinced her to stop wearing a terrible unflattering 1950s red. She had light olive skin and a soft cloud of black hair that turned totally white before she was 40. If she wanted to add some color to her cheeks, she just used her lipstick. Black cake eyeliner, no eyeshadow or mascara. And liquid foundation a bit lighter than her natural skin color.
She was an artist, a painter. But she couldn't understand why i wore different colors of lipstick, eyeshadow, blush, etc. and she generally complained about the colors, especially when they were colors she would NEVER wear, even though I was the one wearing them. We had completely different coloring - i have fair skin (15-20, neutral) and brown hair which, at nearly 64, has some scattered silver threads, but the only concentration of white hair is at the temples and only really shows when i wear my hair up.
I prefer dramatic makeup, especially vampy and unnatural lip colors - although I do know how to do a "natural" look when the situation calls for it.