Always and Forever

Crop Shop

By Lilah Nicolaidis

A cropped black pant in wool, cotton or denim is a piece that you can wear for almost any occasion: work, weekends or date night.

SHOP NOW: J. Crew pants, $168

Stand Tall

A tall leather boot in black or brown looks great with jeans and dresses, and the height helps elongate your leg in the absence of a heel.

SHOP NOW: Miz Mooz boot, $200

The Right Stripes

Short sleeve or long sleeve, a classic striped T-shirt ups the style ante of any outfit.

SHOP NOW: Old Navy top, $15

In Print

Try a dress with a simple print for daytime. This versatile style would be easy to mix and match with all sorts of accessories for lots of outfit options.

SHOP NOW: French Connection, $128

Quick Pick

A signature piece of jewelry around your face, whether it’s earrings or a necklace, should be simple and refined for everyday wear. These bird earrings would add a touch of whimsy to any outfit.

SHOP NOW: Elizabeth Cole earrings, $70

How to Flirt

A lacy lingerie set will make you feel completely feminine no matter what you’re wearing over it.

SHOP NOW: Eberjay set, $84

See It All

Classic aviator frames look good on most face shapes, and a sophisticated pair of well-made glasses is always worth the splurge.

SHOP NOW: Oliver Peoples sunglasses, $350

On Top

A black blazer is one of the most important elements of a grown-up wardrobe. This is another piece that must be tailored to your shape in order to achieve the most flattering look.

SHOP NOW: Topshop jacket, $135

Tote-Ally

Carry all your belongings in a stylish leather tote bag. Try a rich neutral like coffee, camel or navy, which will complement almost everything.

SHOP NOW: Dooney & Bourke tote, $295

Tried and True

The white button down shirt is an absolute must for every wardrobe. Don’t expect every style to fit you perfectly off the rack. Take your pick to the tailor and have him customize it to your shape.

SHOP NOW: Aubin & Wills shirt, $105

Lay Low

A flat shoe is an essential for every season and much less expensive than a heel or a boot. Try a more festive look for the holidays with an embellished style.

SHOP NOW: Aldo shoe, $40

Penciled In

A pencil skirt is slimming on all body types and a very versatile style that works for work or weekends. Ask your salesperson to help you decide on the right hem length, but remember that just-below-the-knee is the most universally flattering.

SHOP NOW: Ann Taylor skirt, $98

Get the Boot

Dark denim in a classic bootleg cut is a universally flattering silhouette as it evens out the shape of your legs. Add a pair of heels to elongate those gams even more.

SHOP NOW: J Brand jeans, $167