Button-Down Skirt
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