When it comes to bags and the necessities that go into your everyday carry, you have to decide what works for your lifestyle.
You've got a big-boy office job: Try a briefcase.
You're one of those guys that carry a messenger bag: Fine.
You're a snot-nosed liberal arts undergrad rat (like I was): Give a backpack a go.
You're not a fan of carrying any of those: Tote along, friends.
Carry what fits with your setting and lifestyle. Bags with top handles are particularly my game. I love a good Filson tote, as well as a Jack Spade dipped-canvas coal tote. Durable, beat up and broken in.
My preference comes from not wanting to carry something across my body. It cramps my style, usually dishevels my blazer, and I don't want scoliosis. Enter the tote.

Hold up, what is this guy doing with a Louis Vuitton? Hear me out. I got it for a killer deal and it's a freaking Louis?! Do you know how many middle-aged, Gold Coast housewives armed with LVs, hauling strollers and pumped with Botox have stopped me on the streets of Chicago complimenting this bag? Well, three this week and I don't know if that's a really good indicator of "cool" either, but who's keeping track....Not me. Nope.
Plus, tell us you'd turn down this
Louis Vuitton luggage from Darjheeling Limited if you had the chance. No? Neither would we.
I thought you guys were about thrift. It's in the title. Thrift can be relative. Sure, we generally mean it in the Salvation Army sense, but occasionally a thousand-dollar piece comes along for a couple hundo, and we call that a deal. I snagged this sucker off of eBay from the wonderful ladies over at
eDrop-Off. I was Googling leather handbags one day and stumbled across this one on their
eBay page. It was very clear in the description as it being "well-loved and worn" which I read as, "generally beat up and perfect."
With my interest peaked and time ending soon on the auction, I called the store and asked to speak with an associate. They promptly answered my questions, and I went for it.
Bidding ensued, and I had a price point where I was going to stop bidding (It goes without saying, but always have a figure in mind where you're going to stop. It's too easy to get sucked in to simply wanting to win. And boom: Immediate and brutal buyer's remorse.)

I also happened to thrift this oatmeal-flecked wool cardigan by Pendleton a few years ago when I was in undergrad. If you want to burn up, look for anything wool and itchy. You'll be nice and toasty.