Some fashion fans might see the Calvin Klein tags on Hailey Bieber' s Time100 Gala gown and assume she's paying homage to Carolyn Bessette-Kennedy . But make no mistake: While her custom dress nods to the era defined by the late publicist (and subject of this spring's breakout drama, Love Story ), it's much more aligned with Bieber's own approach to vintage styling.

The Rhode founder walked the April 23 red carpet in a maxi dress that fit her like a second, lacy skin. An overlay of metallic silver florals coated a skintone base, creating a painted-on effect.…