I once started a conversation at a bar by telling a man I hated his dress shoes. He ended up liking me and oddly switching shoes with me so I could demonstrate just how Fred Flinstone they actually were. I'm pretty sure he still wears those shoes (even though he promised me he would buy new ones using my guidelines) but aside from that, it started a weird habit of me judging people by their footwear.. and it works really well.
Sitting in class today, I was admiring the footwear choices of the kid who sits next to me in Finance. His sneakers made me want to vom. Like, I understand people are on a budget, but is it really necessary to choose the most obnoxious shoes to wear every day until finally he decides to buy a new pair? I honestly could have found a nice pair of converse that would have looked better at his shoe's age for half the price of the annoying skate shoes gracing his.... ew, feet.
I can only imagine what his toes look like.... and his ankles..... and I didn't even dare look at his wrists.
Anyways, his shoes sucked, and it got me thinking about what I would wear if I were a guy.
So I did some research...
First off, being a young professional, it is important to have a fabulous pair of dress shoes to wear to important functions (I'll talk about how to dress for this occasion in a later post.) Typically, black would go with the most outfits, but the color doesn't matter if the shoe straight sucks. My rule? The toe must be significantly narrower than the base of the foot, but never pointier than an inch wide at the toe. A pair of men's dress shoes should be looked at like an investment... Buy Italian leather, look sharp and be rewarded in the long run, I don't care how old you are.
These melt my heart like a stick of butter

Ok, so if you pay $500 for a pair of shoes, you're probably not going to want to wear them to Main Street. Although I'm sure they would repel beer and cheap shots relatively well, unless you're hitting the financial district for happy hour after work I would slip my tootsies into a cheaper (but obvi just as amazing) pair.
I have never seen a guy rock a pair of boots like Hal and Kyle Billingsley and years of observing their grunge fabulousness have made me really keen on the look. Today, while Christmas shopping at Bloomies, I just might have found my "if I were a hot guy" pair... Of course to be worn with straight leg jeans messily tucked in and the laces loosely laced. I haven't thought about it at all...

I also realize that, although I would probably have all the Tens at my table, these boots probably aren't realistic for the average guy.. You know, because I'm above average. Anyways, for all the Frat parties and beer pong laden events (God help me, I never went through the cheap beer stage), I'd for sure rep some sick sneakers. Not to keep throwing out real life examples of Shoe gods in my life, but never have I ever seen a guy wear a pair of Nikes like Max Rose. Yeah, yeah, I know these are old school (Max, you've got to move on from the era of me giving you excellent gifts and get some new ones) but still, I say Nike trumps all other sneaker brands..

Loved these..

New Favs. Nike Delta Force
Finally, I'm not going to lie, there's something about a guy in Uggs that screams confidence. Granted, it's easy to tell if the Ugg wearer is a complete slob, but I would obviously be the more sophisticated, "my feet are legitimately cold and Uggs are more presentable to wear out than house slippers," kind of guy. Can you say rugged chic? Scruffy five O'Clock shadow, a Vince cashmere V-Neck sweater, comfy heather grey sweats, Chestnut Uggs.. Need I say more?

The unfortunate thing about these delicious shoes is the fact that I'm a woman... and having a closet full of sky high heels in every color gives me much more satisfaction than knowing I could style you males better than your mommy.. Sorry I'm not sorry.
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