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For proof that fine jewelry need not take itself too seriously—look no further. Alison Chemla launched with emoji-inspired designs, and has continued her playful streak ever since. Made with sapphires, rubies, topaz, emerald, diamonds, and 14K yellow gold, her latest offering includes cheeky, not-so-hidden messages and single earrings with dangling charms alongside more streamlined pieces in which glistening stones are enhanced with colored enamel.

The buy: the four-tier ruby drops.