Reddit mentions of Dickies Original 874 Work Pant

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The Flint and Tinder Ten-Year Hoodie. This was a recent purchase for me. It's as durable as they say, and I mean, come on, you're gonna want a hoodie. It gets chilly sometimes.

True Fabrications True-Tap Wine Key. I'm a bartener, and this is the best cork and cap opener out there, hands down.

My favorite hat ever. I owned one of these for ten years. It can fold up around the brim and stow in your pocket or bag very easily. Keeps the sun off your face, keeps your head warm(ish), and can be pulled down over your eyes for a nap. Only reason I don't own one of these now is it was stolen.

Xiaomi Piston earbuds. Excellent earbuds for the price. There are absolutely better ones out there, but if you're travelling you should plan on losing them at some point. Good enough to be worth having, cheap enough that you won't cry when they get lost.

The indispensible Bic Lighter. It's a Bic lighter. There's just not a better lighter. Don't say Zippo; they're garbage. There are fancier lighters out there, but there are not better lighters than a Bic.

The Fenix E25 Flashlight. Uses AAs, very bright, big enough to be comfortable to use while small enough to travel with. Fits nicely into universal bicycle handlebar clamps.

Classic Swiss Army Knife. On Swiss Army knives, you'll find the scissors to be worthless but the knife, file, and screwdrivers can be indispensible.

On that note, the Gerber Multitool. Leatherman notwithstanding, the Gerber multitool is fantastic. Potayto, potahto.

Ahh, the Fisher Space Pen. I much prefer the "bullet" model. This thing is great. Tiny when it's closed up, but when you put the cap on the back it's a full-sized pen that writes phenomenally. It's hard to break, and the cartridges have ordering information printed right on 'em for when you run it dry. If you're not into calligraphy and just need something to write with, this is a great pen.

Rotring 600 mechanical pencil You're gonna need a pencil to go with that pen. Try this one.

The best "living out of a bag" bag I've ever had. This thing will hold all your shit plus some of your buddy's. Rainproof (trust me on this), huge, comfortable, indestructible. This was my everyday carry bag for a decade before it was stolen out of my car, along with several of my other long-lasting things. I collect BIFL shit. I've switched apartments a hundred times, lived in a car, lived in friends' garages, and basically spent the years from age 16-24 lugging around this backpack from place to place with most of my belongings in it. It's an incredible bag.

Shoes are a different story. You'll want something comfy but durable--check out r/goodyearwelt. Those guys know their shoes.

Pants are good too! Levi 501s are notoriously decent, and I'm partial to Dickies 874 work pants. The Dickies work pants are a little bit lighter and more breathable, but the pockets and belt loops are a little restrictive. Very durable, though, and comfy!