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White Jeans
They're becoming year-round staples, but you'll get the most mileage out of them between April and August. Might as well invest in another pair while there are still steep discounts.
Gingham Fabrics
Let gingham pieces be your go-to for those "it's finally warm enough to stroll through parks and have drinks outside" March and April evenings. Adorably occasion-appropriate, like wearing velvet in December.
Neon Pieces
They're currently less expensive than black, white, grey and neutral items, but that will change. Buy this first.
Jean Jackets
The ultimate transition jacket. You'll wear it day-to-night and all season long.
Loafers and Sandals
Everyone wants boots right now, so you'll get a great deal. Even on extra-adorable pairs like these C. Wonder ones. (That piping. So good.)
Lacy Dresses
Full disclosure: I have this dress in both white and navy, and I wear each one weirdly often in the nice weather months. While it's so versatile that I was willing to pay full price, you should capitalize on this sale instead.
Bathing Suits
January is the best time to buy them. Stock up.
Bright Blazers
They'll be ideal for those sunny 60-degree days when you just can't bear the thought of wearing something dark and gloomy.
Floral Dresses
Collect a dozen of them. They're so cheap right now!
Shorts
Make out like a bandit and stock up on the cutest, classic options from Madewell and J.Crew.