H&M Fitted Dress
Serious attention to detail—a textured weave, tonal piping, and a concealed back zipper—makes this classic sheath look so much more expensive than it is. Bonus: It’s made from slightly stretchy fabric, so it fits just so.
To buy: $35, hm.com.
Topshop Crepe Wrap Dress
Talk about multitasking—with its to-the-knee hemline and flounced short sleeves, this wrap dress is demure enough for any office, but flirty and feminine enough for a post-work date. Available in two colors.
To buy: $80, nordstrom.com.
LOFT Mosaic Side Shirred Dress
This sleek sheath is fitted in all the right places (and skims over all the others), thanks to subtle asymmetric shirring at the waist.
To buy: $69.50, loft.com.
Target Crepe Short Sleeve Shift Dress
This light, swingy dress may not be a traditional, workday silhouette (or hue), but the half-length sleeves and modest neckline keep things office-appropriate.
To buy: $50, target.com.
Modcloth Broadcast Coordinator Dress
Tailored at the waist, with an on-trend knee-length hem, this shirtdress looks just as good with heels and an oversized portfolio-style clutch as it does for casual Friday with flat sandals and a crossbody bag.
To buy: $80, modcloth.com.
J. Crew Factory Wool Dress With Pockets
In lightweight wool and a seasonless shade, this slight A-line frock works year-round. Added élan courtesy of a detailed neckline and a banded waistline.
To buy: $76.50, factory.jcrew.com.