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A guide to help the average man... look less average

Thoughts from a simpler woman: Grow up!

Mark Kwak

It's time for another edition of “Thoughts From a Simpler Woman,” where I bring to you a woman’s perspective on menswear. In case you missed the first couple posts in the series, here they are: 1 and 2. Today's post is all about growing up and upgrading your high school, college, or for some of you, post college wardrobe. My friend and colleague Allison will be taking the reigns on this one, and she's one of the most fashion-conscious people I know. Now that I think of it, she was one of the first people I consulted before starting Simpler Man. It would be wise to listen up!

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Grow Up!

Not everyone out there is as stylish as Mr. Simpler Man.  But even if you aren’t a GQ subscriber, putting a bit of effort into your personal style can make a difference.  Don’t believe me?  According to a joint study by Harvard Medical School and Massachusetts General Hospital, first impressions are established in just 250 milliseconds (a quarter of a second).  For those of you looking to nail that interview, charm on a first date, or just come across as a put-together dude, I hope these tips can help.

My first piece of advice: grow up!  If you’ve been wearing the same thing since high school, chances are you need to upgrade.  Not sure where to start?  Here are some of the top offenders I’ve seen as a Simpler Woman:

1. Instead of The Embellished Hoodie … Try a Hooded Jacket

From this:

To this:

I know, I know - they’re comfy.  They’re practical.  And I’m pretty sure everyone I know, including myself, has had one at some point in their life.  But trust me, it’s time to let this one go.  The good news is, you don’t have to go to extremes.  I don’t expect you to go straight from hoodies to a suit.  Instead, try a hooded jacket.  This one from Banana Republic is a good example of taking the major features you love in a hoodie, but done in a tweed-like texture in a neutral color.  Ahh, much better.

2. Instead of Sneakers … Try Desert Boots

From this:

To this:   

Let me be clear: I’m not saying that you can’t ever wear sneakers and be stylish (that being said, there could definitely be a whole separate post about fashionable vs. non-fashionable sneakers).  Sure, there is definitely a time and a place for them in a simpler man’s repertoire.  But they shouldn’t be the first thing you reach for, and certainly not your daily footwear of choice.

If you’re particular about your shoes, and won’t sacrifice comfort for style, take a baby step and try desert boots.  Clarks’ version pictured here is a classic for a reason - they’re extremely versatile, and never really go out of style.  For a plethora of great looks featuring desert boots, check out men’s style blog Street Etiquette (my second favorite, of course):

3. Instead of Velcro … Try a Leather Wallet

From this:

To this:

Okay, okay - this one is a bit of a joke.  Or is it?  Just to be safe, I’ll make myself clear: invest in a nice wallet.  Velcro, chains, and duct tape probably won't get you very far with the ladies. Enough said.

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simplerwoman allisonAllison is a food, tech, and style loving San Franciscan.

You can catch her in the city making Tartine bread, consulting people on their startups, or helping guys dress better. 

Photo Credits: Coach.com, Streetetiquette.com, Banana Republic, American Eagle, Zappos