1969 Wrap Dress, $69.95, Gap
(Minus The) Leather Quilted Jacket, $88.50, Express
Opaque Full Tights, $14.90, Express
Anna Lace Up Peep Toe Bootie, $255, DKNY
Come fall, the wrap dress is a sharp backdrop for leather, faux or real. A dose of a muted fall color prevents the look from being bland.