I agree about the importance of well-fitted clothing.
Day to day, I wear a sun shirt with medium to dark breeches (sometimes riding tights). The shirt is usually a non-neutral color, often in color-block or a print or contrast piping (some kind of something going on) - red, blue, turquoise, etc., so that there is color near my face, and it’s worn untucked. I’m small, and don’t need to visually cut myself in two by wearing a tucked-in shirt plus a belt.
I always use physical (mineral) sunscreen on my face, usually tinted if I’m out and about, and like Elta MD 41 and the Colorscience Sunforgettable Total Protection Face Shield Flex SPF 50. I find that L-Oreal Double Extend mascara (around $10) stays in place great in the heat and humidity and doesn’t smear (it forms tubes around lashes), yet comes off easily with warm water when necessary. Back when there was never a need for masks, I would also wear a pair of small post-type (non-dangling) earrings that coordinated with my shirt top.
I’ve got long, fine wavy hair (right now close to waist-length). For daily rides, I pull it back, twist the length until it twists back on itself to form a “rose,” and use a scrunchy to hold it in place. I own a bunch of scrunchies, and choose one that coordinates with my shirt. This is secure, and comfortable on the back of my neck under a helmet.
When at something that lasts all day or even longer, I do the two-braid thing (that’s “horse camping hair” to me, lol). Keeping my hair covered by a scrunchy or in braids helps it stay clean and non-sweaty. My hair doesn’t take kindly to daily shampooing and requires forever to dry, so it being relatively dust-free is important. When I do take my hair down, it won’t be that damp, and I can use side tuck combs as it dries and the waviness is accentuated.
Post-ride, after removing my helmet, I put on a wide-brimmed sun hat when outside, and sunglasses because of my light-sensitive eyes. I’m normally in paddock boots and half-chaps; may not look as sharp as my tall boots, but way more comfortable in most situations.