I think the point is really that no matter what our shapes, we all **should** be able to wear what makes us feel good without worrying much about others' opinions of how we look. That might mean tight biking shorts, baggy shorts, sarongs, whatever. "Feel good" as in physically, mentally, spiritually, emotionally, or in any combination.
I used to always wear lipstick and/or some kind of light face powder, felt naked and pale without it. But nowadays, makeup usually does not fit very well into my typical day anymore. Too busy having fun and living! Just jump into my riding garb in the morning, grab that sunscreen tube and slather up, go ride my bike, sweat, shower off, sweat some more, and get working while gulping cold water at my desk. I feel great not bothering with that anymore, and to tell the truth, I somehow feel more attractive anyway now because of my sunbleached hair, my "naked face" and the new glow of health I feel exuding from within.
Sure, sometimes I still put some powder and lipstick on, but now I feel just as good without it too.