Grey on cool, soft skin tones (True Summer)

The answer

Yes. Grey sits inside the True Summer palette. The nearest thing in the palette is #9AA5B1, ΔE 7.3 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 grey scores across all twelve seasons

Grey is an opinionated colour: Light Summer scores it 88 and True Spring scores it 32. A gap that wide means the colour genuinely decides something, and getting it right is worth the effort.

True Summer sits 4 of twelve at 82, 6 points behind Light Summer. That gap is the honest size of the compromise, not a verdict on the colour.

• Light Summer: 88 (ΔE 4.7).
• Soft Summer: 87 (ΔE 5.3).
• True Winter: 86 (ΔE 5.8).
• True Summer: 82 (ΔE 7.3) <- this season.
• True Spring: 32 (ΔE 19.9).

What to wear it with

The palette entries closest to grey 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.

• #9AA5B1: light, a grey (ΔE 7.3).
• #8FA8B8: light, a sky blue (ΔE 8.9).
• #7E9BB8: mid-tone, a sky blue (ΔE 11.2).