Shopping at the dead end of Summer can be tricky. Is it worth it to splurge on that sleeveless top, or is it too close to Fall? Luckily, we've done the dirty work for you and considered all of the season's most prominent trends. The transitional pieces here are lightweight enough to wear now, but they'll also last you through the end of November, providing your looks with a hefty dose of style. Scroll through to find your finalized shopping list — don't worry, we checked it twice — and start collecting these items as soon as you can. Trust us, you won't feel bad about a little splurge once you slip into these staples.
Additional Reporting by Sarah Wasilak
Wear the Topshop Open Back Midi Dress ($95) now with slide sandals and later with close-toed mules.
Wear the Loft Cotton Linen Moto Jacket ($98) now open with a short Summer dress and later coordinated with your military parka, denim, and boots.
Wear the Loft Slit Pencil Skirt ($60) now with a slim-cut tank and sneakers and later with '80s-style booties and a ribbed slouchy sweater.
Wear the Lost Ink Wrap Dress ($58) now with crisscross sandals and later with a pair of booties and a tee underneath.
Wear this Alice + Olivia Selena Dress ($375) now with white sneaker and later with a pair of sock boots.
Wear the Reformation Saylor Pant ($178) now with a playful sleeveless top and later with pumps and a blazer for board meetings.
Wear the Everlane Cotton Collarless Belted Shirtdress ($75) now with espadrilles and a basket tote. Wear it later with tights and statement earrings.
Wear the Topshop Zip Through Denim Skirt ($60) now with a graphic tee and sneakers and later with a button-down blouse and thigh-high boots.
Wear Wrangler Denim Jacket ($129) now with cropped pants and sandals and later under a trench with long jeans.
Wear the Reformation Lucky Dress ($198) now with white platform sneakers and later with a pair of tights and Mary Janes.
Wear the Kenzo Midi Flare Skirt ($370) now with a delicate tie-sleeve top and later with tall suede boots and an oversize sweatshirt.
Wear the Reformation Nobel Pant ($158) now with a tube top and later with a long duster and mules.
Wear the Zimmermann Bayou Flare Dress ($745) now with a pair of flats for a night out and later with slouchy statement boots á la Kendall Jenner.
Wear the Gal Meets Glam Collection Vanessa Dress ($138) now with gladiator sandals and a bishop-sleeved top and later with a tucked-in ribbed top and a long coat on top.
Wear the Topshop Horn Button Crop Wide Leg Trousers ($60) now with a statement halter top and sandals and later with a turtleneck, belt, and long duster coat.
Wear the Alice + Olivia Brandy Floral Puff Crop Sweater ($395) with your cutoffs and backless loafers and later with trousers in an autumnal tone.
Wear the Topshop Zebra Print Pleated Midi Wrap Skirt ($75) now with a t-shirt and sandals and later with a long-sleeved boho blouse and suede boots.
Wear the Sejour Fluid Culottes ($89) now with a tucked-in tee and later with a long-sleeved shirt and layered sleeveless blazer.
Wear the Ganni Evangelista Cardigan ($280) now over a neutral bikini on the beach and later with a long-sleeved shirt underneath and a skirt or high-waisted trousers.
Wear the Reformation Lowie Skirt ($28) with a pair of sneakers and a graphic tee and later with thigh-high boots and a chunky knit.
Wear the A.L.C. Michaela Silk Wrap Dress ($525) now with open-toed sandals and artsy earrings and later over long jeans with platform shoes.
Wear the BP. Ruffled Floral Print Jumpsuit ($65) now with black strappy sandals for a backyard party and later with mules and a clutch.