Black on deep, cool skin tones (Deep Winter)

The answer

Yes. Black sits inside the Deep Winter palette. The nearest thing in the palette is #000000, ΔE 3.0 away, which is one of the four neutrals the season is built on. Under 12 reads as the same colour family; past 25 the two are visibly different colours.

It does not collide with anything on the season's avoid list, so the only question is distance.

How black scores across all twelve seasons

Black is an opinionated colour: Deep Winter scores it 93 and Light Summer scores it 0. A gap that wide means the colour genuinely decides something, and getting it right is worth the effort.

Deep Winter is the top of that list. No season wears black better, which is worth knowing before you talk yourself out of it.

• Deep Winter: 93 (ΔE 3.0) <- this season.
• True Winter: 93 (ΔE 3.0).
• Bright Winter: 93 (ΔE 3.0).
• Light Summer: 0 (ΔE 44.4).

What to wear it with

The palette entries closest to black are the ones that will read as a deliberate pairing rather than a near-miss, because a near-miss of two similar colours is more noticeable than a clear contrast.

• #000000: very deep, a black (ΔE 3.0).
• #1C1C22: very deep, a black (ΔE 5.5).
• #101820: very deep, a black (ΔE 6.2).