Sharp and Sophisticated
If you’re going somewhere more formal, like the theater or a nice restaurant, your first date attire can be business casual. Consider tucking in your shirt and adding a tie or cuff links. Remember though — your accessories can have character. Don’t shy away from cufflinks that reflect your personality, like those in the shape of airplanes or skulls. And a tie that purposefully mismatches your button-down (like plaid shirt, striped tie) can help communicate a playful maturity.
ALSO: How to Pick Out a Blazer