1 of 18 newport-news.com
Ruffle up a basic plaid blouse for casual Saturday afternoon. It’s comfy, but still super chic. Pair it with jeans and flats. We wouldn’t suggest boots—just a tad too country. Buy it for $44 at newport-news.com.
— Tiffany Miller
2 of 18 jamesperse.com
You don’t have to stop wearing dresses when the weather gets colder. This soft fleece dress, $125, at jamesperse.com, is more comfortable than jeans. Pair it with tights, boots and a motorcycle jacket for a tough-girl chic look.
3 of 18 neimanmarcus.com
You don’t have to wear a man’s watch to get this powerful look. We love this Michael Kors silver watch made just for ladies. Buy it for $225 at neimanmarcus.com.
4 of 18 kohls.com
Dress up your legs in lace. These fancy tights should be worn with basic black. Be fashion forward with this season’s tall stilettos or give your style some kick with a pair of motorcycle boots. Get them for $5 at kohls.com.
5 of 18 luckybrand.com
They don’t call this the Stash Bag for nothing. You can carry just about anything in this roomy shoulder bag. We love the exposed zipper and worn-in look. Buy it for $168 at luckybrand.com.
6 of 18 macys.com
Wear these of-the-moment boots pulled up high over the knee. They’re chic and incredibly comfortable. Scrunch them down for a second retro-style look. The Chinese Laundry boot is $109 at macys.com.
7 of 18 shopbop.com
Store your kitten heels until next year. This season’s pumps are sky high. Go for a simple black pair with a rounded toe like this Dolce Vita pair. Find them for $150 at shopbop.com.
8 of 18 freepeople.com
Soften up your fall look with a faux fur vest. This long white version sells for $188 at freepeople.com.
9 of 18 forever21.com
Pile on the prints right along with the layers. This season you’re free to mix it up. We love this zebra-print cardigan, $22.80, at forever21.com. You’ll stay warm, comfy, and you’re sure to be noticed.
10 of 18 forever21.com
If you’re going to buy anything this season, get a silk cami. The top can be dressed up or down. Pair it with a suit, under a cardigan or with a leather jacket. It’s not a pricy buy either. This navy racer back blouse is $19.80 at forever21.com.
11 of 18 delias.com
This classic peacoat gets a 2008 update with a cool purple color and wraparound belt. Find it for $69.50 at delias.com.
12 of 18 macys.com
The cross-body bag has just enough fringe to work the trend without overdoing it. Buy it in black or brown for $142 at macys.com.
13 of 18 jcrew.com
Change up your do with a simple gold headband. We love this metallic style. This is $14.50 at jcrew.com.
14 of 18
One of fall’s must-have accessories are these stylish oversize Prada sunglasses. Buy them for $245 at nordstrom.com.
15 of 18 dillards.com
Give the skinnies a rest and try on a pair of wide leg jeans. Pair it with a silk blouse, stilettos and vest for an ultra chic look. We love this French Connection pair, $148, at dillards.com.
16 of 18 bebe.com
This season’s It Jacket is all about leather, but keep it cropped above the waist. The motorcycle jacket should have a worn-in shrunken look like this black jacket, $249, at bebe.com.
17 of 18 tobi.com
Casual doesn’t have to mean jeans this fall. Try on a pair of J Brand corduroys for an equally comfortable look. This slim fit pair is $158 at tobi.com.
18 of 18 shopbop.com
Show off your tough-girl style with a metallic ring. It adds edge to today’s girlie dresses and high heels. Buy this Elizabeth and James ring for $175 at shopbop.com.
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