Skip it for that outfit when the chunky heel remains the dominant shape after those adjustments. This is most likely when a very fine, floaty hem meets a high-contrast bare-leg gap and no other light color. Skipping is not a verdict on the shoe or your type. It simply protects the outfit's quieter hierarchy and leaves room for a lower-profile shoe.
The decision should come from the whole silhouette, not a rule that Soft Classic can never wear a chunky heel. The shoe earns its place when its firmness is balanced by smooth shapes, moderate detail, and a repeated color story.
Build a calm outfit around the white Mary Jane
Start with one steady base. Straight jeans, a gently shaped midi skirt, or a smooth trouser keeps the lower line legible. Then add one softly refined element, such as a rounded neckline, small-scale earring, or neat waist definition. The shoe already contributes a strap, a rounded front, bright contrast, and a block heel, so it does not need several extra statements nearby.
For a dress outfit, use the same principle as these Soft Classic midi dress tips: keep the silhouette smooth before adding polish. A hem that falls cleanly gives the eye a stable shape, while a white neckline detail, bag, or understated earring can repeat the shoe without turning the outfit into a theme.