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See the full What to Wear guide for a First Date

How to Style a Sunglasses for a First Date

For a first date, sunglasses work best as a daylight accessory — think afternoon drinks or a walk before dinner, not worn indoors. Pair them with a Midi Dress or Shirt Dress to keep the look polished but approachable, or use them to finish off Chino Shorts and White Sneakers if the date skews casual and outdoors. They add a layer of ease without reading as overly styled or try-hard.

Pairings that work for a first date

  • Sunglasses + White Sneakers

    Sunglasses works with White Sneakers the way a good accessory should — quietly, without needing to match exactly.

  • Sunglasses + Midi Dress

    Sunglasses works with Midi Dress the way a good accessory should — quietly, without needing to match exactly.

  • Sunglasses + Cashmere Sweater

    Sunglasses works with Cashmere Sweater the way a good accessory should — quietly, without needing to match exactly.

  • Sunglasses + Flannel Shirt

    Sunglasses works with Flannel Shirt the way a good accessory should — quietly, without needing to match exactly.

  • Sunglasses + Chino Shorts

    Sunglasses is the kind of accessory that elevates Chino Shorts without competing with it.

Get your sunglasses styled from your own wardrobe

Clad9 is building the app that matches pairings like these against clothes you actually own, for whatever's next on your calendar.