1. Something Plaid

Incorporating something plaid always works for autumn (it automatically makes you think of back-to-school), but if a skirt isn't doing the trick and you're terrified to try a pant (who could blame you?, go with a blouse. A plaid blouse amps up any plain ol' work suit in seconds, and works great on the weekends with a dark denim jean and flats.

2. The Modern Leather Jacket

It's all about the leather jacket, but make sure the shape is modern. Look for details like a slight slouch, distressed leather, and hoodies to keep the jacket current. Colors abound, so choose a neutral that works back to the majority of your wardrobe. Mixing chocolate and black are a total go; just tell your friends they do it in Italy.

3. Statement Extras

Whether you opt for a bright bag or bright coat, be sure to show off this fall with a super hue like cherry red, mustard or orange. If you're really adventurous, look to neon to set off a neutral color palette of grays and black.

4. Booties

The footwear of choice this fall? Booties. Wear them with bare legs until the weather cools down, and then pull out the opaque tights. You can make a statement here too, or go with something universal like patent for a punch without too much drama.

5. The Mad Men Dress

It's the silhouette that makes men swoon and is a favorite of the curvy gal thanks to the sleeve length, nipped waist and flattering hemline. This shape is a staple all year long, but is especially appealing in the fall and winter when the ladylike trend is at its peak.

6. Dark Florals

At one point, florals were reserved spring and summer, but as with all things fashion, that rule is now out the window. Florals anchored with dark shades like plum, navy and olive look great for fall and winter. Balance the girlish charm with a chunky knits or a grandpa cardigan.

7. Menswear-Inspired Separates

Always a favorite for fall, menswear-inspired separates are ideal for feeling cozy as the temperature drops. Tweed and wool in muted colors are the easiest way to work the trend, and if you love taking risks try a waistcoat or two.