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.