The Style-Centric Grown-up “Back to School” (Work) Style Shopping List for Men

Shown above: Maverick & Co. Briefcase – $299, Kent Wang Sunglasses – $55, Orient Bambino V2 Small Seconds – $280, Made in the USA Victory Sportswear Sneakers – $250

Summer vacation is over. But when it comes to getting geared up for fall, why let the kids have all the fun? Below you’ll find some of the most common back-to-school items translated into potential pick-ups for someone who has an eye for style. A warning: Just like the parent or guardian who forked out their hard earned dough for your glue-sticks and colored pencils, be prepared for sticker shock. Significant sales haven’t quite hit these new arrivals just yet. No wonder those receipts gave heartburn to the person in your house who signed all those field trip permission slips.

 

Backpack —> Briefcase

Backpacks might be convenient, but they”ll never be as professional looking as a briefcase. Look for something that’s well made from leather, canvas, or ballistic nylon, and doesn’t shout in terms of style. You also want something that comes with top grab handles AND a shoulder strap for longer treks.

 

Textbooks —> Style Books

In case you’re at the point where you’d like to fill out your bookshelf with something other than “intro to bio-chem.” There are lots of options out there. From coffee table style books to timeless classics like Alan Flusser’s Dressing the Man. Then there’s our own Start Here page. It’s not a book. Or even an e-book. It’s just a part of this site. It’s basically our playbook. And it’s free. We won’t even make you sign up for our email list. I know. It’s any wonder we’re still in business after all these years.

 

New “Nice” Clothes —> New Nice Clothes!

Remember when your folks or Grandma would drag you to JC Penney to buy you itchy, ill fitting, ugly clothes for school that somehow got labeled as “nice”? I’m convinced that’s where many men developed the (wrong) idea that dressing “nice” is irritating and uncomfortable. In fact it’s the opposite. Dressing well should feel as good as it looks. So if you have the means and the time, take revenge on those awful, pre-6th-grade trips to shop for uncomfortable, ill-fitting “nice” clothes (that felt anything but nice), and maybe splurge on something that looks great, feels good, and most importantly, fits.

 

Notebooks —> Nice Notebooks/Notepads/Journals

Dirt cheap or spendy. Tiny or enormous. Whatever your preference, now’s not a bad time to see if you need a new stack of stuff to scribble on. And if you’re rolling your eyes at using good old pen and paper in the digital age… don’t knock it till you’ve tried it. Using a notebook and pen or pencil is a lot like wearing a wristwatch. The benefits over your smartphone are numerous. Physically writing (typing just doesn’t seem to work as well) is the key that unlocks neuroplasticity, which is your brain’s capacity to alter well worn pathways (habits) into new, more beneficial ones.

 

Pens/Pencils —> A nice pen

To go along with the notebooks, as you’ll need something to write with. No, you don’t have to get insane and go for something in the hundreds or thousands (pens can get stupid expensive) of dollars. Just something that feels good in the hand, and is a real pleasure to write with. I like to physically write stuff down. So, I’ve tried a bunch of pens. I keep, KEEP coming back to the Lamy Safari. Been using (the same one) for years. Takes a refill every so often, but so far, the body and nib have been indestructible. Cheap plastic, but writes like a darn dream. I don’t know how. But it does.

 

New Gym Clothes —> New Sportswear/Athleisure

Remember all that heavy cotton crap you had to write your name on with a sharpie back in middle/high school? Thankfully, the tech-wear  and athleisure revolution has brought us lightweight, breathable, flexible fabrics. Protip for workout gear: This stuff is often overpriced at MSRP. Check discount stores like TJ Maxx, Nordstrom Rack, and Ross. Often they have racks and racks of this stuff. If it fits, feels, and moves great, who cares about the color if you’re clangin’ and bangin’ through a workout. And don’t forget when washing your workout clothes to throw a little white vinegar in with your standard detergent. It’ll help ward off the funk-breeding bacteria that can build up on performance-wear.

 

Art Supplies —> Art for your home or office

Whether it’s an original by a friend or a local artist, or a picture you took that you’ve always wanted to have printed on canvas, or a classic off Art.com or somewhere like that, treating yourself to something new on the wall is rarely a bad idea. Get stuff that means something to you. Or get something that means totally nothing but looks nice.

 

New Shoes —> New Shoes

Dress shoes or sneakers. Or both? Usually a stop at the shoe store/shoe section in the department store was a requirement during back to school shopping. Both for “nice” shoes, and gym shoes. So yes. Here we are.

 

Boots/Galoshes —> Heritage Work Boots, Dress Boots, Chukkas, etc.

Used to hate being forced to put on boots for the winter walk to school. Hated it. They were ugly, clunky, uncomfortable things. My how times have changed. Now many of us can’t wait for boot season. (And with desert boots/chukkas, isn’t it boot season year-round now?) So many types of boots worth owning… so little time to wear them.

 

Alarm Clock —> A New Watch (alarm equipped or very much not)

Pretty sure many of us have anxiety dreams about our old alarm clock not going off and we miss the first day or school or a big test. And while almost everyone uses their phone for an alarm as well as to tell the time these days, there are still many reasons to wear a watch. Not least of which is helping you get to where you need to be on time once you get out the door. Fumbling with a phone when you’re on the move can be cumbersome. And who wants to be one of the millions billions glued to their tiny screen as they walk (inattentively) down the street?

 

Loose Leaf —> Stationery

A little different than notebooks, as loose-leaf was usually something you’d write on and then eventually hand over to someone else. Same goes for stationery.

 

Lunchbox —> Tech Case, Tote, Pouch, Dopp Kit, Catchall, etc.

A smaller (or medium sized) thing to put even smaller things in (lunch/snacks or not) which otherwise wouldn’t have fit in, or needed to be contained within the bigger thing that you put bigger things in. Got all that?

Good luck to all of the parents out there with kids who have to do REAL back to school shopping, as well as all the Teachers who are digging into their own pockets to buy supplies for their classrooms. Which is ridiculous that has to happen, ever. And it happens often. If you want to help out, check out Donors Choose and the projects teachers put up on that platform for funding.

Joe

Recent Posts

Style Scenario: Feels Like Fall – Smart Casual

Part 2/3 of welcoming in the prime season for dressing well.

5 hours ago

Style Scenario: Feels Like Fall – Dressed Up

Turning up the style as the temperatures start to fall.

11 hours ago

Banana Republic 40% off Semi-annual Friends and Family Event

Happens only 2x a year. New arrivals, old favorites. Suits, chinos, jeans, t-shirts, sweaters, the…

2 days ago

$200 off select Brooks Brothers Blazers, Barbour on Sale, & More – The Thurs. Sales Handful

$211 suits, $54 suede sneakers, and the Bulova Hack Automatic line goes back on sale.

4 days ago

J. Crew: 30% off select full price Early Fall event

New sweaters, boots, jackets, and more. J. Crew's first big sale of the fall.

4 days ago