Buy Now, Wear Later: 5 Classic Pieces

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There are certain pieces that will never go out of style—you can wear them forever and build your wardrobe around them. They can be worn from summer to spring and mixed and matched with the season's trends. Even if you spend up to 50 percent more on these items than you would on trendy or seasonal clothing, you'll bring better value to your wardrobe with an investment that may last a lifetime.

1. A Silk Button-Front Top
Dress it up or dress it down, a classic silk shirt can be worn to lunch, to brunch, to the office, or out at night. Stick with classic shades such as jewel tones or easy-to-match neutrals.
Equipment 'Signature' Silk Shirt, $208

2. A Little Black Dress
This dress should fit like a glove and become your go-to frock. Decide on your favorite style, whether it's cinched at the waist, A-line, or midlength. If the fit isn't quite right but you're set on the style, visit your tailor.
Tahari by Arthur S Levine Belted V-Neck Ruffle Dress, $128

3. A Great Coat
Three coats will always be in style: a black leather jacket, a neutral peacoat, and a camel-color trench. Decide which style is more "you" and which style is the most appropriate for your climate.
Burberry Classic Cotton Trench Coat, $995

4. Classic Black Purse
This purse should be big enough to hold your essentials but small enough to take to a cocktail party. Think of it as your any-occasion bag, the one you'll pass on to your daughter someday.
Rachel Zoe Nico Messenger Bag, $525

5. A Great Pair of Jeans
Everyone needs one pair of jeans in her wardrobe that flatters and matches with everything. Whether you prefer boot-cut, skinny, or flared, picking a darker shade makes it easier to dress up your denim.
Current/Elliot The Skinny Jeans, $198