This year’s Back to School season probably means a return to, well, actual school. After a forever of dressing decidedly off-site, making a stylish return to boarding bedrooms, lecture halls, or homecoming parades might take some revision. Here's a lesson from Highsnobiety.

Never mind the homework or understanding shifting social structures — one of the toughest steps to feeling properly prepared for a new season of school, whatever form it might take, is dressing the part.

The majority of regulation uniforms, from boarding school blazers to insignia sweaters, quash any chance of personal style before you've even had a moment to mentally lay out your outfit.

But there are always ways to outsmart the institution, and we've picked out three fits for three very different back to school settings that'll let your individuality shine without you feeling out of place.

Highsnobiety's guide on going back to school in style is below.

Homecoming

Varsity Leather Jacket

Varsity Leather Jacket

$9638

Louis Vuitton

Buy at stockx
Men's Pleated Mesh Skirt

Men's Pleated Mesh Skirt

$1440

Highsnobiety x Thom Browne

Buy at Highsnobiety
LA Lounge Pants

LA Lounge Pants

$215

John Elliott

Buy at ssense

Homecoming queens live and die at the altar of athleisure, a category that has become increasingly confused with homestaying gear in recent times — see the wealth of luxe sweatpants out there. Varsity jackets by the likes of Louis Vuitton spell out support for your chosen house, while our exclusive Thom Browne skirt lets your cheerlead personal style.

Boarding School

Cable Knit V-Neck Sweater

Cable Knit V-Neck Sweater

$470

Acne Studios

Buy at ssense
Silk Striped Tie

Silk Striped Tie

$200

Dries Van Noten

Buy at ssense
Prince of Wales Checked Wool Blazer

Prince of Wales Checked Wool Blazer

$2750

Celine

Buy at Mr Porter

Boarding school is where the prep-style tree is watered, fed, and nurtured before fixing its roots in the adult's wardrobe. Blazers and ties are regulation. The cricket sweat, coming courtesy of Acne Studios, is a recess must. If you’re treading the corridors after midnight, you better have one hell of a fine pajama suit.

Pre-School

Stuffed Animal Fur Hat

Stuffed Animal Fur Hat

$880

Doublet

Buy at ssense
Cotton Shirt

Cotton Shirt

$620

Maison Margiela

Buy at ssense
Animal Loafers

Animal Loafers

$355

Suicoke x Doublet

Buy at ssense
Mad Cookies Box Bag

Mad Cookies Box Bag

$3100

Gucci

Buy at Matchesfashion

Fashion is still obsessed with dressing adults like giant babies. There’s no single form to this shrunken style, either — Doublet is doing all-out kindergarten clobber, while the house of Margiela prefers a more ‘my first baptism’ approach. After its Prada runway romp, the adult all-in-one is spreading like wildfire, and so are baby-appropriate accessories — see Gucci's $3K-plus luncher for reference.

Want to keep browsing? Head to the Highsnobiety Shop for more products that we love. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

What To Read Next