What to Wear: Casual Proposal

If you're thinking about proposing anytime soon, one question you may have is, "What do I wear when I propose?"  To answer that questions, it really depends on the setting of the proposal.  Not every proposal requires a suit and tie.  If the proposal is taking place during the day or in a casual setting (where a suit will definitely give it away) it's better to wear something that fits your personality rather than trying to be overly-dressed for the occasion.  We recommend a dark wash jean paired with a higher-end t shirt (such as J. Crew or Banana Republic).  We love matching Box Socks with personality, so the Love at First Site sock (pictured above) would be perfect for any of you tech-savvy men out there!  Last but not least, it's important to remember that comfort is key, however an iron goes a long way to help you look your best on the big day!