Attacking the Rain in Style

December 17th, 2010

Nothing beats down a spirit like a rainy day. But not for me. Some of my favorite clothing is built for the rain.

An easy way to “stand out from the crowd” on the streets: check the daily weather forecast in the morning, be prepared and have a good piece of rainwear. On a wet day, average Joe Dresser is usually uncomfortable, cold, and looking miserable in a soaked, heavy fleece jacket or wool peacoat.

A big part of being “stylish” is dressing appropriate for the situation, and the weather.

Here, three looks to help you stay dry in style.

1. Casual


Yellow has been a go-to color for rainwear for as long as I can remember. I think it may be due to a subconscious yearning for sunshine. Regardless of its origin, it just works.

The problem is, I think alot of men prematurely out-grow wearing the classic yellow parka. On the street there seem to be alot of children wearing them, but rarely an adult – which makes it so refreshing to see a man in a bright, rubberized slicker.

It’s a great, “safe” way to wear a bold color in an off-summer casual outfit. Not to mention that a rubberized cotton is completely impermeable.

  • Yellow rain slicker from Army/Navy surplus store ·
  • Watch by Montblanc Timewalker Automatic ·
  • Navy wool cardigan sweater by Uniqlo ·
  • Lowtop rain boots by LL Bean ·
  • Indigo denim jeans by JBrand ·
  • Brown leather belt by JCrew ·
  • Blue micro-check washed shirt by Steven Alan

2. Business Casual


If you’re only going to add one thing to your wardrobe this year, make it a tailored trench coat – in a neutral color like khaki or navy blue.

It goes with just about everything and because they are usually cut a little bigger (to fit over a suit), they are a perfect last layer to throw over anything from a blazer to a down vest to a denim jacket. (Post on trench layering coming soon!).

Not only will you look more appropriate (and slightly bad-ass) and be more comfortable when it rains, a good trench will also dramatically increase the life of your outerwear that is not meant to get wet.

For those keeping track, this trench was featured a while back, here.



Hey DT,

Daily reader from way back here. You have so much footwear, what would you say is your favorite pair? Just curious. Keep up the blog, your readers are loving it!


Hey there. Glad you are enjoying the site.

It would be difficult to choose one pair as a favorite, but these corset-inspired two-tone brogue lace-up boots by Alexander McQueen (r.i.p.) are definitely near the top. Thanks for reading.

  • Travel umbrella by Davek ·
  • Navy trench by Brooks Brothers Black Fleece ·
  • Olive and Black leather captoe “corset” boots by Alexander McQueen ·
  • Black unlined leather gloves by Saks Fifth Avenue
  • · Grey donegal trousers (part of suit)

Monochrome Donegal Trouser

3. Business


The advantage of a single breasted rain coat (like this navy mac)? It’s easier to throw on and keep open – meaning you don’t have to cover up your outfit.

The simplicity and straight-forwardness of this outfit is complimented nicely by a piece of outerwear with similar characteristics.


Yes, I wear leather shoes (with rubber soles) in the rain. I have a fairly large shoe collection, so the way I see it, getting them wet once in a while won’t kill them. Besides, I like my leather uppers with a little beat-in texture and character to them.

If you are really adverse to wearing your “nice” shoes in the rain, you can invest in some rubber covers or “swims”. I wear these once in a while (over my favorite shoes) but usually end up forgetting/losing them. With swims, go black over black shoes, brown over brown shoes, and every once in a while try a bright yellow or red for an unexpected pop.

Another strategy used by some of my friends in the corporate world is wearing rain-appropriate footwear (Bean or Hunter boots, for example) during their commute to the office and carrying “work” shoes in their bags/briefcases. In my opinion, this is a pain in the ass (an even bigger pain in the ass than inserting and removing swims). I also don’t like to carry a bag in the rain if I don’t have to. Keep in mind, however, that I am a stylist, so there is rarely a situation when I must wear a suit in the rain.

If you’re like me and don’t care to cover them or carry them, invest in some cordovan shoes with rubber soles (they are significantly more durable than other hides) and just get them shined for $3 if you get caught in the heavy stuff.

  • Travel umbrella by Davek ·
  • Silver 2″ tie bar by Tiffany & Co ·
  • Marled socks by Lands End ·
  • Mac trench by APC ·
  • Navy Gingham Shirt ·
  • Grey wool tie by Thom Browne ·
  • Burgundy tassel loafers by Johnston & Murphy
  • · Charcoal trousers (part of suit)

Essential Charcoal Trousers

Thanks, as always, for reading. If you have any questions about our online custom menswear, feel free to contact us anytime. We look forward to serving as your personal tailor and stylist. 

Yours in style,

Dan Trepanier