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What to Wear: Tailored Blazer for a First Date

A first date calls for a look that's put-together but not overdone — comfort reads as confidence. Here's how to make a tailored blazer work for it — plus a way to actually see it on yourself before you commit.

Getting the silhouette right

For this occasion, look for shoulders that sit at the natural shoulder line, not padded past it. A structured wool or wool-blend holds a crisp line through a long day.

  • Leave the bottom button undone, always
  • Sleeves should end at the wrist bone, showing a half-inch of shirt cuff

Color and finishing touches

  • One neutral base color so it pairs with everything else in the closet
  • A contrast lining or pocket square as the only pattern in the outfit

What the occasion actually needs

A first date is put-together but not overdone — comfort reads as confidence.

  • Wear something you've already tested sitting down in for an hour
  • Pick shoes you can actually walk in if the date moves locations
See it on you

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