TOP ROW: These three are holding in the uptown. They’re probably uncomfortable identifying themselves as rucksacks, but given the drawstring and flapped nature of the closing, they do fit the qualifications.

[Rebecca Minkoff, Dusen Dusen, Badgley Mischka]

MIDDLE ROW: These three canvas sacks should head straight to the mountains or the beach. They’re cute, but only when you’re in full adventure mode.

[Frills & Company, Ecote, Madewell]

BOTTOM ROW: These three fuse the two categories and head downtown. They’ve got a taste of native America in the practical sense.

[ASOS, Obey, Dannijo]

Now the question, which one is coming with me to Bonnaroo?

Now, you may be thinking: “WTF, you just said t-shirt, shorts, sandals!”  But come on, guy, you don’t want to look like schlubby just because you don’t have to head into the office.  But how to wear nice things without getting drenched in sweat?  We’ll cover two looks.

#1: Look Ma, No Buttons!

You CAN wear a t-shirt on your day off, just make sure it’s the right one.  A safe choice is always the polo.  It serves the same purpose as a regular tee but with that little added dash of class without having to spring for a full on buttondown.  On top of that, it’s not really a specialty item: almost every company has a wide selection of patterns and designs.  Furthermore, you don’t have to worry about the thickness of the material as very few, if any, labels are going to be making winter-ready s/s polos.  That would be madness.

Fellow blog Street Etiquette recently did a little write-up on the polo specifically, so for a more in-depth discussion definitely check that out.  Below is an Original Penguin polo marked tremendously down that will help you dress tremendously up.

Now what to wear to cover up the ol’ bulge?  Do not be afraid to wear short shorts, friends.  There is really only one reason men should be wary of showing off a little thigh and that is if the thigh in question is ungodly white.  However, how can this situation be remedied if white thigh’s not given a chance to become tan thigh?  Toss on a pair of these Ralph Lauren golf shorts, cuff those bad boys, and you’re 2/3 there.

I say 2/3 there because now it’s onto the shoes.  Please, for the love of God, do not wear sandals.  Unless you get pedicures on the reg, unless your feet are hairless, your toenails impeccably clean, cut, and unchipped, nobody wants to see your feet.  Let’s not forget that if you’ve got to walk, it’s a recipe for blisters and black soles at the end of the day.  Opt for something comfortable and low-cut instead.  TOMS should do the trick.The navy hue shouldn’t make the outfit too overwhelmingly blue while navy and khaki go together like Ivy and League.  Kudos on look #1!

#2 Muscle Beach

Tank tops can be done in a variety of ways: country-ass, oversharing, Mac from It’s Always Sunny in Philadelphia, or just right.  Like polos, they come in all sorts of styles, patterns, and designs.  Go with something cut traditionally (i.e. not slouching so a nip-slip is all but inevitable), and go with a summery pattern–something nautical, patriotic, or environmental.This tank from Obey is a perfect example.  Just sailor-y enough, not too French.  Also, it’s not so low-cut that it would look much more appealing on your sister, and the straps (for lack of a better word) aren’t so wide that it looks like you should be sporting a mullet and guzzling some Old Milwaukee.  Wonderful.

For the sake of brevity (and to save those dolla dolla bills), you can even stick with the same shorts above, and the TOMS work well here too, complimenting the pink nicely.

So there you have it!  Two ways to buck the familiarity of shorts, tee, sandals that’s as ubiquitous as GTL these days.  A list of the items, prices, and links below.

1. Original Penguin Contrast Pocket and Collar Tee $45.48

2. Ralph Lauren Barrow Tissue Chino Short $55.00

3. TOMS Navy Canvas Classics $44.00

4. Obey Bowline Tank $32.00

Shepard Fairey (the man behind Obey), teamed up with Levi’s to do a small capsule collection. I love the jacket above, and unlike a bunch of the ridiculous capsule collections out there, this isn’t way overpriced. The jackets are around $150, tees $30 and the jeans are at $125. Affordable and definitely high quality!

You can buy the entire collection at the Levi’s website -> CLICK HERE

Link

In addition to t-shirts (adorned with the OBEY face peeking out of the Levi’s® batwing logo), the line also features two different denim jackets with custom, Fairey-designed artwork lining; one with a black, french terry hood sewn into the collar of the jacket, and the other over-dyed in black. There is also a buffalo plaid flannel woven shirt. Prices range from $34.50 to $148.00 making the collection more accessible to a wider audience.

LINK LOVE

The Obey and Catbreath collaboration give us tons of hand dyed pieces and great over sized slouchy tees.

More here.

Obey is the L.A.-based line designed by Shepherd Fairey, the internationally renowned graphic artist who created the famous Obama “Hope” poster.

Get it while it’s hot kiddies! The new Obey Spring collection is now available in their webstore, and if you know what’s good for you you’ll get over there and pick that shit up ASAP! The collection looks great too! The Chanel inspired bag is a great way to introduce the collection, as the rest of the pieces fall into this amazing indie feel with just the right amount of “get the fuck off of me you sweaty hipster” high class. The men’s collection features some great shorts and comfy shirts for those cooler Spring months. Did I mention how my love for girls in rompers is still in full effect. With that being said, I think love at first site could be a possibility for a any girl in one of these amazing Obey rompers. Did I mention the amazing collaboration they did with Martha Cooper? So click over to the Obey webstore and get out that credit card because this is a collection worth getting into credit trouble for (or not because the prices are insanely good).

Gallery: Obey Spring Collection

Obey’s holiday collection is available on their online store. If you’re looking for some cozy sweaters or zip ups for the winter holidays, this is definitely a site to check out! 

Shop Obey here!