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.

    • Grey 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

    Thanks, as always, for reading.

    Yours in style,

    Dan Trepanier


    Photography by Alex Crawford.

    • anonymous

      Does anyone know where I can find a suede umbrella? Thank you

      • Matt

        thats a Pasotti umbrella!

    • Anonymous


    • Bessie

      Love this umbrella. U have an amazing style!!

    • Dave

      Dare I ask how much the umbrella was?
      A good brolly is rather useful here in Scotland!

    • gian

      Love that Umbrella!!!!

    • TTG

      Great post, and i like the look with the braces a lot; very chill and yet classy. Funny, cos i’m also planning to do a post on umbrellas on my blog in the future. Thanks for the added inspiration.

    • Sidd

      I don’t understand how vintage braces are “keeping it simple.” IMO, if you have belt loops, use them.

      • SB

        Thanks for reading and sharing your opinion Sidd.

        • Mr. Magoo

          Beltless look creates a fine illusion for your torso providing a slim silhouette for the whole outfit while belt adds a little bulk in to it.

          The vintage braces is another way of “paying attention to the details” & it is much understandable for those who have style of their own.

    • AggieK

      We had snow on Friday.

      Love the saddle shoes. I wore them in high school with argyle socks that my mother had knit for my father.

    • Pranav fabs

      nice post dan cool stills

    • Bosun

      Just what I needed being here in the rainy U.K

    • ChrisReetz

      Great umbrella. My sunglasses have been replaced with an umbrella since relocating to the pacific NW and I can attest to the importance of having an umbrella that doesn’t breakdown after a month of use. I opted for something completely lacking in style – black, collapse-able – but it was a function choice, it fits in my satchel. I’m going with some color when it comes time to replace it.

    • Desmond K

      Great timely post. I once heard someone say that theres no such thing as “bad weather”. U only think of it as bad if ur not prepared for it.

    • TO

      Nice post as always Dan. Love the old school touches in #3.

      When you go bespoke shirting, is there a specific collar width measurement or certain range you tend to always come back to? Or perhaps do you have a certain formula you’ve worked out depending on accompanying tie/suit lapel options?

    • Adyna

      In Romania is still raining like hell and us much us I like for the first time, I hate it. Maybe it.s just my mood. The colors of the umbrella fits very well with all the outfits (the business casual rocks). I always had a thing for white umbrellas. Good quote from your basketball coach, true.