As I anxiously make my way to the windy city for a Cubs game and Bachelor party this weekend, there are a few things I have to keep in mind. It’s gonna be blustery, but not freezing, there’s gonna be lots of drunken people spilling, and I will most likely be one of those drunken people spilling as well. In any case, I have to bring items I’m gonna be comfortable in, that suit the nature of my visit to the fullest. Lo and behold, this ensemble should do the trick.
Margaret Howell Walker’s Jacket
Greatest sale item ever? I got this bad boy for $245, marked down from $800. This thing has all the amenities you could ask for and is perfect for 3 out of the 4 seasons. Can’t beat that with a baseball bat.
Samurai s710XX Original Japanese Selvedge Denim
I’ve had this 19oz. denim for 3 years now and I probably have a good 35-75 years left in them. No joke. I can’t tell you all the foods and liquids that have been spilled onto these and since been expunged completely, no doubt they’ll make it through a sure-to-be hellish weekend like this one.
Raybans Folding Wayfarers
These were actually a groovy Christmas gift from my in-laws (yea, I know, who’da thunk it?). Serious hater-blockers. Not much out there more original than a pair of tortoise shell Raybans, now easier to transport safely.
Ebbets Field Flannels 1936 Black Yankees Cap
Black excellence. Opulence. Decadence. In honor of NYFW, I’ve brought out my new favorite cap from Ebbets Field Flannels. Not worried about Wrigley hecklers this weekend, though. I don’t think they will have to worry about the Black Yankees coming in and stealing their thunder as the worst baseball in the National League.
Four Words; Whiskey. Back. Pocket. Gang (you crazy for this one, Neil!)
Draught Dry Goods Phone Carry
A few weeks later (at a bachelor party, coincidentally), I jumped in a pool with my phone inside this carry. The iPhone didn’t make it, but the carry came out looking like a million bucks when it dried. I’m not sure what that says about the iPhone, but I damn sure know what it says about the construction of the Phone Carry.
Tanner Goods Cardholder
The big homie Mikey and the Tanner Goods crew seriously killed this cardholder. What type of mastermind do you have to be to create this? The oxblood Horween Chromexcel leather is one thing, but the actual design is another. Hats off to them.
Engineered Garments Chambray Work Shirt
I’ve taken this chambray through the mountains of Nepal, the rainforests of Brazil, and the streets of New York. OK, only the streets of New York is true, but this shirt gets an incredible amount of wear. Definition of "bang for your buck".
J. Crew Breton Striped T-Shirt
Perfect undershirt for any weather, I don’t care what the general notion is on Breton stripes.
New Balance 574 Custom “Semi-Thuggin’”
You’ve seen ‘em and hopefully you love the idea of them as much as I do. I’ll be stomping around the streets of Chi in these with pride this weekend.