Hobo Bag
$98 at guess.com
For an everyday haul-it-all, try a slouchy shoulder satchel in black or brown suede, like this Legends Hobo by Guess.
Romantic Blouse
$78 at kennethcole.com
A sexy, silky chiffon top will heat up fall nights. Buy one that’s lacy, tied up or ruffled, like Kenneth Cole’s fabulously frilly Flame and Tail.
Pencil Skirt
$98 at bananarepublic.com
Choose a sharp, slim cut in black to replace your tiered summer skirts. Try this stretch-wool version from Banana Republic.
High-Heel Pump
$190 at charlesdavid.com
This season’s shoe is all about details–laces, cutouts, bows or flowers, like the Doris pump from Charles David.
Faded Classic-Cut Jeans
$172 at armanijeans.com
Save your hippie bells for the trend’s next go-round. This season, try a worn-in, straight-leg jean with a light rinse, like Armani’s J48.