FIT IS KEY

Classy and sophisticated clothing is typically tailored and form-fitting (not too tight, but you can show off your figure). Skirts should hit just above or below the knee, as should your classy dresses. Classic trousers are straight, slightly wide, faintly bootcut, or menswear-inspired and should be ½-inch off the floor in the back. Wide-leg pants and skinny pants in classic fabrics are also acceptable, as are ankle pants (shades of Audrey Hepburn!). Blazers, blouses, and sweaters should follow the curve of your waist.

Do not hesitate to take items to a local dressmaker or tailor to be altered to fit correctly. Love that shift dress at Nordstrom, but it’s too big in the bust? That’s a $15 fix. Are those gray wool pants in your closet too long for classic 3-inch pumps or do you want to wear them with flats? Another $10-15 fix. Remember, good quality clothes will last you for 10+ years, and it is a small price to pay for alterations. Beats having to replace cheap pants every three years.

Not everything you wear has to be perfectly tailored and form-fitting. You can mix in unstructured pieces for a more relaxed vibe. Pair a blue-striped t-shirt with chinos and a denim jacket or a flowy maxi skirt with a crisp white button-down shirt (roll up those sleeves for added panache!).