I think Debra Messing's a True Autumn. Could be wrong, but just take a look at this glorious color harmony, here:
This is what the right colors should do to you: they pick up the healthy flush, the color of life that's in your skin already, and make the other colors (undereye circles, shadows, blemishes, etc.) recede.
Being a celeb, she's probably wearing a pound of makeup, but she almost looks like she just came in from a jog. Her, only better.
Apparently the red hair is not her natural color. I suspect seeing her like this but with the natural brown would be even better - - more complex and positively enchanting. But she pulls this color off, IMHO.