Thank you so much! It's such a puzzle.

My natural hair color is light brown and looks ashy at the roots, but gets a bit of golden highlights in the sun.

I do know that I look good in colors like turquoise, indigo, fushia, bright lemon-sunny yellows, grassy and olive greens. Reds that are not orangey. But also some lighter tones like blue-gray and lavender.
Of all the neutrals, gray looks best on me, some cool dark browns too.
I'm pretty sure crisp white suits me better then cream tones.

Coral, orange, rusty, copper and peach look horrible with my skin. Black tends to wash me out but doesn't look too bad.

With the makeup, I'm having as much trouble figuring it out. Because both purples and reddish-browns make the green of my eyes pop.
Soft-rose blushes more towards blue then orange I think are the best because they match my natural blush.
Originally Posted by Lilycurly
So it sounds like you look good in a lot of shades but you look BEST in the blue/gray based cool shades. I'm guessing you look better in blues than olive green for example? (or are you thinking of a gray/olive?) The fact that coral, orange and peach don't work with your coloring helps a lot to pick a shade.
For how dark you should aim for in your hair color - do you look BEST in pastels or more saturated colors? Take your cue from that.
As for makeup even thought the reddish browns make the green in your hazel eyes pop - do those colors complement your skin?
And in jewelry - if silver and gold both look good does one look better?
Since you like auburn it seems like you should probably look for a shade with burgundy/wine tones as Ringlets suggested. And if you go for highlights they would be on the ash side not golden.
Judging skin tones is tricky. My coloring might appear pink to you but it really has a yellow undertone and I look best in an orange based auburn, corals, olive green, etc. Burgundy & gray look terrible on me. Ringlets' suggestion to hold colors up to your face is the secret to finding colors that complement your skin.
Good luck!
Medium Texture/Normal Porosity
Conditioners: Curl Junkie conditioners, Elucence moisture balancing, Darcy's pumpkin seed, Mop Top Daily
Gels: CJ Pattern Pusha, CJ Curl Queen, UFDCM, Mop Top Curly Custard, KCCC (wish it didn't take so long to dry!), CJ Aloe Fix Lite
Weekly PT (CJ Repair Me) & DT
Icequeen method
CG since Aug. 08, still a lot to learn