There isn't anything a black pump cannot fix. Sleek, pointed and showing just the right amount toe cleavage is what you should be coveting.
The "Nouveau" classic patent leather pump, Stuart Weitzman, $355, stuartweitzman.com.
No closet is complete without a trench coat, and this one –– an updated classic but not too trendy –– makes rainy days look even cooler.
Double breasted zip-up trench coat, London Fog, $178, nordstrom.com.
This everyday bucket bag works well with a sharp suit, or sneakers and jeans; swap your logo bag for a more sophisticated look.
Leather bucket bag, Mansur Gavriel, $495, mansurgavriel.com.
Plenty of the fresh basics you love to wear is worth more than fifty random T-shirts in your closet you never touch.
Soft jersey T-shirt, H&M, $10, hm.com.
A classic motorcyle jacket is a great grab-and-go piece. Sport it with a sweet dress or a jumpsuit on a night-out.
Colorblocked motorcycle jacket, All Saints, $252, allsaints.com.
We can all attest to owning a million pairs of sunglasses, but of all the hot new styles aviators outlive all trends.
Solid aviator sunglasses, Ray Ban, $185, rayban.com.
There isn't an occassion the little black dress doesn't work for, whether dressed-up with pumps or dressed-down in flats.
Matte satin stretch dress, T By Alexander Wang, $159, theoutnet.com.
Use this pouch as a make-up bag in a larger purse or simply pack it with your lipstick, cell phone and keys for dinner.
Snake embossed clutch, Gigi New York, $130, giginewyork.com.
This snuggly sweater will stand the test of time without pilling and will only get softer with age.
Cashmere sweater, Uniqlo, $60, uniqlo.com.
For an instantly polished look, this closet staple does the trick. Soften up your style by swapping your stiff cotton shirt for a silkier blouse.
Silk button-down shirt, Haider Ackerman, $333, matchesfashion.com.
A tailored pant is essential and a leather pair, without a doubt, feels more luxe.
Lamb leather pants, Capitol Couture By Trish Summerville, $179, netaporter.com.
Your moto boot should be the perfect combination of comfy and sleek to add a little something extra even on your casual days.
Croc-effect motorcycle boot, Casadei, $398, theoutnet.com.
Own several styles? Pair down to one that will work with just about every coat you own, long or short sleeves.
Lambskin gloves, Cynthia Rowley, $195, cynthiarowley.com.
Who doesn't want to look good in the rain? Be prepared with this well-heeled style.
"Medina" rain boots, Sorel, $200, sorel.com.
Sport this even if you're not in school, it makes everything appear more polished and pulled together.
Stretch wool twill blazer, J. Crew, $200, jcrew.com.
Ballet flats are pretty, but pointed flats are sexy.
"Paulina" flat, Christian Louboutin, $595, barneys.com.