Button-Down Skirt

Whether it's a midi or a mini, a buttoned skirt is what everyone is obsessed with right now. If your closet is absent of one, get on it—stat!
To buy: Farrow, $68
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Lead photo credit: @weworewhat
Lace-Up Blouse

We don't need to tell you that lace-up anything is all the craze right now (see: lace-up footwear). Wear this trend into fall rendered in a flowy versatile blouse that'll easily take you from work to drinks.
To buy: Forever 21, $23
Mirrored Sunglasses

Who said reflective lenses are reserved only for summer? Opt for one in a darker shade for a little bit of shine and flair to lighten up the load of layers you'll be piling on come October.
To buy: Woodzee, $100
Longline Vest

Blazers and utility jackets are nice, but a sleek, minimalist duster elevates your ensemble in a snap.
To buy: Boohoo, $80
Wide-Leg Ankle Trousers

Somewhere in between culottes and pants, these ankle-grazers are the perfect median and hit right where you want them to—leaving some room to show off some killer heels.
To buy: Babaton, $145
Structured Crossbody

Unlike the boho, slouchy bags of summer, this sleek, boxy counterpart will be more appropriate for chillier days ahead. Try it in fall hues such as snakeskin, mustard yellow and forest green.
To buy: Auxiliary, $275
Suede Jacket

With the resurgence of the seventies, suede is practically a necessity. If the classic camel color is not your cup of tea, opt for a punchy hue in an updated moto design to stay true to the decade in a modern way.
To buy: Mango, $130
Printed Midi Dress

Can't let go of breezy floral frocks? Don't worry, you can still don them beyond balmy days by choosing one of a moodier color and long sleeves. Style them with leather ankle boots, felt hat and a skinny scarf for that '70s look.
To buy: Zara, $70
Printed Tunic

Be the next street-style star and try longer proportions this season by pairing a high-neck tunic with long pants or midi skirt.
To buy: ASOS , $58
Multi-Strap Heels

Comfortable, chic and easy to match with anything, these stacked heels with differently sized straps will be your go-to all season long.
To buy: Topshop, $80