THE BUY: Best of back to school

Story by Caitlin Agnew. Jacket ($49.50, at Dynamite), inspired by a certain Clueless character.

After a summer of sandals, sundresses, and socializing, September is the perfect time to reset and get serious.

This week on The Buy, we’re going all the way back to school. Whether you’re starting your year at university, college, high school (or you just like to look smart), fall’s best fashion is collegiate chic with a grungy twist. (Think cardigans paired with combat boots.)

We checked in with our favourite students of all time, from Blair Waldorf to A.C. Slater, to bring you their best back-to-school styles, with all items available in Toronto.

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THE BUY: Our favourite necklaces

Story by Caitlin Agnew. Gold Plated Pen Nib Necklace ($65, at the Drake General Stores).

“It is only the modern that ever becomes old-fashioned.” —Oscar Wilde

It’s no secret that designers use history as inspiration for the latest trends, with shapes and styles cycling endlessly though collections. You can never really move forward without looking back. This week on The Buy we take a look back at old-fashioned necklaces, using literature as our guide. With whimsical detailing like coins, compasses, and mirrors, what better way to add some olde world charm to your outfit than with a classic necklace?

Here are some of our favourites, inspired by everything from pirates to adultery to a suicidal young man in love, all available in Toronto.

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THE BITE: An amuse-bouche of fashion news

Adam Levine’s obsession—Ann Demeulemeester’s menswear line—leads to some questionable ambitions. Story by Anne Pringle.

Rock out
Adam Levine, the front man for Maroon 5, Adam Levine, will reportedly debut his own fashion line. The line, named 222 for Levine’s lucky number, is inspired by the musician’s love for high-fashion—including his brief “obsession” with Balenciaga, Ann Demeulemeester, and Margiela. You can expect leather jackets, jeans and ripped tees—so while he may be inspired by fashion greats, it still sounds like the stylings of a rock artist to us… (Style File)

Costume couture
Simon Doonan, the creative director of Barneys New York, has collaborated with Target—not for the next expected run-of-the-mill high/low line—but for a collection of Halloween costumes. Doonan, whose birthday falls on All Hallows Eve, said that the project really clicked with him; he’s a believer that “the holiday is huge and it’s growing.” The Costume Couture collection will feature outfits such as the “Diva Witch” and the “Glamour Ghost”. Trick or treat anyone? (WWD)

Urban success
Urban Outfitters Inc. has been thriving lately—not only do they own Anthropologie, Free People and Urban Outfitters, they’ve also launched new Leifsdottir footwear, have plans to open several dozen new stores, and will soon be opening a first-ever accessories-only Anthropologie. Their chief executive officer Glen Shek claims they are also thinking about opening a wedding store in the future. Ready thyselves, hipster brides! (WWD)

Lingerie stars
The judging panel for Triumph International’s design competition this fall is particularly impressive: It includes Matthew Williamson and the renowned photographer Rankin. Ranking knows of what he judges: He has collaborated with supermodel Helena Christensen to model a shortlist of his own lingerie designs. (Vogue UK)