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How Not To Dress Old
Chic Sheath
A classic sheath is always right for work. Let the wisdom of your shopping years guide you: Pick a quality fabric, like this stretch crepe, which makes simple shapes look rich.
Anne Klein New York Pebble crepe dress, $178; anneklein.com
Trench Mark
Guilty of wearing the same coat, fall through spring? Consider a fresh option in a light shade, and wear it as soon as you start spring cleaning.
Ralph Lauren Blue Label Knollwood woven cotton jacket, $498; ralphlauren.com
Perfect Pants
With slacks, find the right cut for your shape, then make it just right with a little tailoring.
Kenneth Cole New York Urban luxe tab pants, $79; kennethcole.com
One-Stop Dress(ing)
The print livens up your upper half, the cap sleeves are great for coverage, and the black bottom is slimming.
White House|Black Market The Adriana dress, $158; whitehouseblackmarket.com
Pencil-It-In Skirt
Sure, classics are classic—but that doesn’t mean they’re impervious to the wear and tear of time. Make sure your basics look fresh and modern, replacing when necessary.
Lane Bryant Belt-trimmed skirt, $49.50; lanebryant.com
Silver Sheath
A sheath in a neutral color will last and last.
Banana Republic Classic sleeveless sheath dress, $150; bananarepublic.com
Soft Cardigan
If you’ve had the same sweater hanging on the back of your desk chair for years, replace it! There’s a variety of cardigan options, including ruffles and wraps.
The Limited Ruffle wrap lapel jacket, $148; thelimited.com
Plaid Happy Top
An interesting neckline frames the face, while sheer fabrics keep troubled upper arms covered, not smothered.
Calvin Klein 3/4 sleeve printed ruffle wrap top, $69; calvinklein.com
Colorful Topper
Keep the collared button-downs for 9 to 5. In their place, try a cheerful button-up in a vibrant brush-stroke pattern.
Jones New York Blurred floral button front blouse, $89; jny.com
Denim To-Do
The quickest way to age yourself? Slipping on out-of-fashion denim. This wide-leg pair is a current winner.
Not Your Daughter’s Jeans Tummy tuck wide-leg trouser jeans, $108; nordstrom.com
Comeback Cashmere
Casual weekends need not be schlumpy. Incorporate cashmere for seriously luxurious time off.
Ann Taylor Cashmere long cardigan, $148; anntaylor.com
Power Cardigan
Flash and flair not appropriate for the office? Get your fill on the weekend.
Nanette Lepore Temple beaded cardigan, $298; nanettelepore.com
Trench-tastic
Serious metallic sheen is proof that even the eternally classic trench can be updated.
Chico’s Silver twinkle reese trench coat, $149.50; chicos.com
Truth In Tunics
Think globetrotting’s just for the young? Take a weekend away, metaphorically, via your wardrobe. Tunic shapes and exotic embroidery can transport even the most ordinary Sunday.
Tibi Ice queen paisley tunic, $262.40; bloomingdales.com
Face Framer
Being buckled up and tucked in is so work week. Relax for a day with a loose fitting, romantic top.
Diane von Furstenberg New China peasant top, $285; saksfifthave.com
The Newest Flat
Ballet slipper flats feel too dainty? Show them who’s really boss in a menswear-inspired oxford.
Boutique 9 Ronnie Oxford in black/white, $130; ninewest.com
The Right Bag
Matchy-matchy went out with the ‘80s. For your bag, pick a crayon-colored shade that you’d never dream of wearing in the office.
Coach Madison leather spectator Audrey bag in lilac, $398; coach.com
Feel the Heel
Show a little skin in this paneled, color-block platform shoe. Reading between the lines suddenly got much simpler.
Calvin Klein Remini leather platform in multi color, $128; lordandtaylor.com
Bright Bag
You’ve had some good memories with that bag—and it shows. Find a new classic that will stick around for the next 20 years.
Radley Grosvenor flap-over medium leather shoulder bag in red, $295; lordandtaylor.com
Statement Earrings
The real measure of success? Making others jump through hoops.
Ippolita Hammered Jet Set Earrings in plated rose gold, $295; ippolita.com
Sneaker Envy
News flash: Sneakers don’t have to mean squeaky clean tennis whites. Play around with colors and accents so sweet, you’ll be marked as the favorite to win.
Talbots Canvas Sneakers in night, $49; talbots.com
The Necklace to Know
Liven up seriously sober work wear with a necklace that’s bold enough to make a statement.
Mykonos Bib Necklace with agate stones, $98; bananarepublic.com
A Chic Tote (Finally!)
Briefcases might have gone out with the ‘90s, but let’s face it: We’ve got stuff to tote! Try a long bag that’ll fit documents and laptop.
Dooney & Bourke Cabriolet Editor’s Travel Tote, $195; dooneyandbourke.com
Belt Story
Transition your work wear with this fashion tool: A vintage-inspired belt can turn demure sheaths and serious button-downs into flirty weekend wear.
Gap Vintage Grommet Belt in mocha cream, $29.50; gap.com
Clutch to Covet
Break out of a purse-coma with a fresh shape and shade that’ll shock you back to the style present. Club kids, watch out!
Diane von Furstenberg Hayworth Clutch in white, $425; shopbop.com
Industrial Chic
Today’s woman isn’t afraid of a little luxury. Pile it on with as many chains and bangles as possible.
David Yurman Multi-Row Box Chain Bracelet, $1,650; davidyurman.com
Super-Pumped
The basic black pump is anything but in this twisted version. If you’ve been feeling a bit tied up, clear your schedule.
Tory Burch Liv Pump in black, $325; toryburch.com
Wrap It Up
The fashion world has spoken: Belts are meant to be on display. Pick up on the trend with a wide obi style in eye-catching metallic and add something new to your weekend uniform.
Michael Kors Obi Belt in gold, $495; michaelkors.com
Jewelry Junkie
If you’re starved for jewelry at the office, be sure to get your fix over the weekend. Big stones and cocktail-sized pieces are what we’re loving right now.
Amanda Rudley Big Flower Ring in pink amethyst, $130; charmandchain.com
Lush Earrings
Whether it’s for the professional world or your home life, pick a mix that’s part serious business, part graceful reserve.
Stephen Dweck Blue Durmorterite & Bronze Earrings, $345; saks.com
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