I'm Shopping for 2 Seasons at Once—35 Pieces I'll Wear From Summer to Fall

One of my favorite times of the year is always when we're getting ready to embark on a new chapter. Transitioning from summer to fall is my specialty because I love buying evergreen pieces and finding new ways to style my summer pieces. I live in New York City, so I'm sure you can imagine how much storage space I have. Before every summer begins, I send all of my winter things to my parents' basement for safekeeping. So when things start to cool down, I tend to get creative with my summer wardrobe until I have a chance to go home and collect my baggage. I fear the day that I'll need to shove all of my clothes into my own closet, but we'll worry about that problem when it arrives.
So now more than ever, it's important to start buying pieces I can wear for several months to come. Below, you'll find 35 items that I think will effortlessly help me transition from season to season.
Next Up: I Won't Stop Shopping for Summer—Look at the 33 New Things in My Cart

Sierra Mayhew is a fashion editor atBest Knockoff Luxury Clothing , bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joiningBest Knockoff Luxury Clothing , Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.
-
I Can't Stand It When People Follow These Fashion Rules to a T
It's time to break the rules.
-
10 Style Tips That Will Make You Look Rich This Summer
Number four is already trending right now.
-
Brand Layering: The Art of Knowing Which Labels to Pair With Each Other
The ultimate styling hack.
-
The Simple Styling Trick That Turns Pencil Skirts From Corporate to Chic in 5 Seconds or Less
It's completely free and ready to copy.
-
The Curvy Girl's Guide to Finding Pants That Fit Flawlessly
Waist gap, begone.
-
Jamie Mizrahi's World: The Celeb Stylist's Favorite Red Carpet Look, Most Worth-It Shoe, and Album She Listens to on Repeat
A modern-day style expert.
-
How Everyone Will Be Wearing Their Non Skinny Jeans This Spring
Here's your outfit inspiration.
-
Suddenly, Women With The Row Style Are Breaking This Fashion Rule
You should too.