It might be odd that, in my twenties, I still feel the urge to do a back-to-school wardrobe refresh, but alas, such is the case. I love having all my looks figured out and ready-to-go for September 1st, just as I did when I was 6 years old. Through the many seasons of back-to-school shopping, I have added some sophistication and subtracted some pretty terrible trends from my wardrobe and, this year, I feel as though my fall must-haves have reached perfection through a blend of 90s classics (see Carolyn Bessette-Kennedy for inspiration), oversized modernity, and a touch of humour.
THE 90S CLASSICS
A PERFECTLY OVERSIZED KNIT TURTLENECK
Try to have a cozy knit turtleneck in as many neutrals–tan, black, cream, grey–as possible and you will be set for the entire FW16 season simply because it is impossible to tire of them.
A THIN TURTLENECK
Yes, I recommend also having a very thin, layering turtleneck if you plan to stay on trend this fall. Try one in a bold colour under a more neutral statement piece to match the Hermès FW16 look.
CLASSIC DENIM JEANS
You can’t go classic 90s without a great pair of straight leg jeans. I recommend this pair from L.L. Bean because I am pretty sure they haven’t stopped making them since the 90s and for that they deserve the top spot.
A LAYERING TUNIC
Nothing says “oversized modernity” (sorry I’m quoting myself) like layering an oversized tunic over wide-leg trousers. This whole look is very Olsen twin and is perfect.
WIDE LEG CROP TROUSERS
These (very, very comfy) wide leg trousers will match with any oversized look. They even pair well with any of the items in the “90s classics” category above.
AN OVERSIZED WOOL COAT
This is a great item to find vintage, usually in the men’s section of the shop, as buying new might cost you a bit. Make sure you love it and that you can fit sweaters underneath (because your mother was right about that) before you invest.
To top of your oversized look, try these effortlessly elegant glove shoes–the latest interpretation of the ballet flat that nod to Audrey Hepburn in Funny Face. Martiniano makes the perfect pair.
A TOUCH OF HUMOUR
FUN SET OF SUNNIES
How fabulous are these white and blue shrunken cat eye specs? I know. You want them too.
My initial impulse was to add a classic black leather version of this boot, but then I saw these and they screamed “must-have” so here we are. Simply fantastic!
Honourable mentions (because you should probably already have these): camel coat, classic trench, cream thick-knit hat, black leather hand bag, red socks.