Stay Dry in Style: The Gentleman’s Umbrella

May 27th, 2012

It’s been raining for a week straight here in NYC, so we had to touch on rainwear.

Today’s tip: stop wasting money on shitty $10 plastic umbrellas that look cheesy, break after one use and end up forgotten at a restaurant or in the back of a cab.

Buying a quality stick umbrella will enhance your look, keep you dry, save you money in the long run and is much less likely to be left behind since it’s part of your outfit.

The right version can serve as a stylish accent to any rainy day outfit. Here’s an example.

A quality umbrella should keep up with your sharpest suits and add to your look, not remove from it.

Since rainwear is generally colorless and boring (black, grey, navy, etc) I went with this classic rep stripe fabric to shake things up and add some life to drab times. The shaft and handle are carved from solid wood, which feels sturdy in the hand and ads a certain masculinity to the piece.

Yes, size matters – especially on crowded city streets. Too small – like those dainty plastic things with the short handle – and the umbrella can look feminine and not give you enough coverage. Too large – like those oversized dual-level golf numbers – will make it difficult to maneuver around other umbrella carrying pedestrians.

Unless you have a long walk ahead of you and they’re going to get soaked, your leather shoes should be fine with a quick shine in the morning using some surface-protecting polish. Just remember to rotate them daily and allow them to properly dry between wears.

Investing in a small shoe shine kit that you can use at home is another one of those things that can save you money in the long run. Nothing crazy, just a brush, rag and neutral polish. Polishing shoes is not rocket science, and the kit costs less than 3 or 4 shines.


Charcoal Essential Suit

  • Lavender stripe shirt ·
  • Red stripe umbrella with wooden handle by Pasotti Ombrelli of Italy ·
  • Navy cotton mac raincoat by APC ·
  • Purple pin dot tie by Hickey Freeman ·
  • Watch by Montblanc Timewalker ·
  • Brown leather wingtips by Scarpe di Bianco ·
  • Brown alligator watch band by Montblanc
  • · Grey suit

Thanks, as always, for reading.

Yours in style,

Dan Trepanier


Photography by Alex Crawford.