It's the best of times, it's the worst of times . . . to shop, that is. You see, the pieces we've been pining for all Summer are finally on sale, but when it comes to following through with a purchase, we can't help but feel a bit weary. Technically, there are only a couple of months left until Fall, and we can't rationalize buying pieces that might not get as much mileage as we'd hoped.
So that's why we're taking the smart approach and rounding up the deals that are most sensible. Below, we've found 13 transitional items we're superexcited to wear both now and later. And yes, everything's majorly discounted. So maybe we'll take back what we said before — when it comes to shopping, it's totally the best of times. Scroll down to see why.
The Event-Appropriate Romper
Wear it now: With strappy heels and bold jewelry.
Wear it later: With booties and tights.
Kate Moss For Topshop Satin Romper  ($75, originally $150)
The Crossbody Bag
Wear it now: Over your shoulder, so you can go hands-free for a lighter look.
Wear it later: Swing it through your arm and pack in all your cold-weather essentials.
Big Buddha Warren Satchel With Strap  ($72, originally $90)
Printed Slip-On Sneakers
Wear it now: With cutoffs and breezy Summer dresses.
Wear it later: With your skinnies and trousers.
Ash Flat Slip-On Sneakers  ($113, originally $150)
The Quirky Printed Miniskirt
Wear it now: With sandals or heels for a fun night out.
Wear it later: With tights, booties, and a cropped sweater.
Veronica Beard Flower-Print Skirt  ($270, originally $450)
Loose Printed Trousers
Wear it now: With strappy sandals and a tank.
Wear it later: Make them work-appropriate with midrise booties and a blazer.
Mother of Pearl Rhea Floral Print Silk Trousers  ($281, originally $563)
The Statement Necklace
Wear it now: With strapless dresses or a t-shirt and cutoffs.
Wear it later: With a neutral, long-sleeved dress or cozy v-neck sweaters.
Vanessa Mooney Atlas Statement Necklace  ($99, originally $165)
The Graphic Sweatshirt
Wear it now: On cool Summer nights.
Wear it later: When you need an extra layer under your Fall jackets.
MSGM Cotton Floral-Print Sweatshirt  ($197, originally $385)
The Long-Sleeved Denim Dress
Wear it now: With gladiator sandals for a casual look.
Wear it later: With suede booties and a cardigan.
Funktional Blue Hour Long-Sleeved Shirt Dress  ($42, originally $141)
The Asymmetrical Skirt
Wear it now: With a strappy tank and slides.
Wear it later: With closed-toe booties and a cropped sweater. Because this skirt's got a little extra fabric, it'll lend you a bit more coverage.
Helmut Lang Kinetic Asymmetrical Draped and Twisted Skirt  ($117, originally $195)
Breathable Closed-Toe Heels
Wear it now: With your Summer dresses.
Wear it later: With skinnies for a night out or cropped trousers.
Alexander Wang Mila Strappy Sandal Heel  ($325, originally $650)
The Cropped Sweater
Wear it now: With high-waisted cutoffs or a flouncy skirt.
Wear it later: Over a sleek dress to work .
Rebecca Minkoff Cropped Sweater  ($139, originally $198)
The Live-In Overalls
Wear it now: To a festival or outdoor concert with miniheels or wedges.
Wear it later: With a long-sleeved cropped sweater underneath and printed sneakers for an off-duty outfit.
Obey Alexia Overall  ($75, originally $107)
A Pair of White Jeans
Wear it now: With even more white and striking sandals.
Wear it later: With cozy sweaters and boots . . . because we're tired of the no-white-after-Labor-Day  rule.
R13 Low-Rise Skinny Jeans  ($130, originally $325)