What Happens When Dress Shoes & Sneakers Meet?

Evolution in the shoe kingdom has produced a handsome hybrid offspring, the canvas oxford.  You’ll be seeing this relaxed take on the classic popping up at retailers everywhere this season.  A light neutral pair like these by Generic Surplus plays nicely with trouser (we’re not saying snake) shorts, light color denim, and khakis.  Easily categorized as casual chic they’re a nice option for the summer days and nights when you want to look more dapper than sporty.

You’d like to wear the sneakers, they’re comfortable, but visually on par with orthopedics.  And this summer you made a commitment to yourself (oh okay, I may be making it for you now)- no more dressing like a Floridian retiree.

For your warm weather enjoyment here are eight Emmi-Approved casual summer shoe options from two quality shoemakers.  Most of these are every bit as comfy as a sneaker yet without any of the unsavory side effects such as, loss of desirability, increased frumpiness, and sustained eyesores.

Cole Haan Boat Shoe - Perfect for shorts even when your yacht is in the shop.

Cole Haan Penny Loafer - Don't let the name keep you from trying this updated classic.

Johnston & Murphy Venetian - Similar to a loafer but with a cleaner vamp, that's the top of the shoe. Don't worry, knowing that now doesn't make you any less manly.

Cole Haan Slip-On - A multi-color shoe pairs exceptionally well with neutrals like khaki or white.

Cole Haan Driving Moc - Feels like a slipper on but their specially designed gripper sole makes them much better for lounging then extended walking.

Johnston & Murphy Canvas Lace-Up - These have a lot of cushion and make for exceptionally comfortable summer strolling.

Johnston & Murphy Sandal - Mandals can be tricky, it's key is to stay away from anything clunky.

Johnston & Murphy Flip-Flop - The added design detail on these makes them appropriate for casual and dressier summer looks.

So how about you? Which shoes do you find comfortable and stylish for summer wear?

Trend #1: No Rules.

It used to be the case that specific clothing items were “in” or “out” of fashion with everything supposed to be worn a particular way, and being in style meant following those rules.  Some men prefer easy-to-follow rules, sensing that fashion freedom will create too much room for error (incidentally, that’s where an image consultant comes in handy).  But now fashion, especially casual menswear, has gone the way of the individual - just like a BK Whopper, you can have it your way.  Now, this doesn’t mean you’ll suddenly look good in anything and everything (very few men actually look good in pleated pants), and there are still dated items, like the super square toe dress shoe of the 90’s. However, the old rules of not wearing black with brown, no white after Labor Day, matchy-matchy belt and shoes combinations, etc. are gone baby gone.  This embracing of individuality means that when you make choices about clothes, pay the most attention to how you feel wearing them and whether or not they flatter your physique and are appropriate for your lifestyle, and least about what is ”in”.

Trend #2: No Excuses.

“But they’re comfortable!”  The 3 words men most frequently utter while I’m clearing their closet of Dad jeans and over-sized freebie T-shirts (and they wonder why the spark in their marriage or dating life is gone).  Back in the day, it used to be that comfort and style were elements rarely combined in the same garment. Let’s use men’s shoes as an example. Think of the countless men opting for bulky athletic sneakers to wear with their jeans because they think it’s the only casual comfortable shoe available to them.  But designers have known for some time now that people want both form and function; just because we’re not at the office doesn’t mean we have to devolve into frumpy, undesirable blobs.  Now, no matter what the activity – professional, social, or sporty – there is an easily attainable, attractive option to the purely functional and fugly predecessor.  Even L.L. Bean, king of plaid flannel cabin wear, is launching a stylish, casual clothing line: reinforcing that other than laziness, there is no excuse to look like a schleb.

A:  I was recently hunting for a summer ’mandal’ alternative for just such a request and selected this pair of Sperry top-siders available at DWS online or in store for $65.  They’re the perfect level of casual to wear with shorts and designed to let air circulate while exposing no toe!  It’s no wonder they’ve since become my client’s favorite warm weather kicks.

So what does casual chic mean? The look is distinctly relaxed yet intentional rather than just something you threw on,  in essence,  suave. Like James Bond on his day off. Here are a few examples of summer casual chic.

This outfit is from Banana Republic. The driving moc paired with the shorts adds elegance to a summer a look. Fantastic use of layering. Extra points if you can rock the Fedora.

Linen military inspired shirt from Macy's paired with well fitted dark jeans. A nice watch is the perfect accessory.

The combination that brought the casual chic trend front and center, jeans and a blazer. In this outfit, the rope belt continues the comfortable feel of linen shirt and softly structured cotton blazer.