Such a simple day-to-night outfit on Lauren Conrad: tailored jacket, skinny jeans, and colorful pointy heels. // Photo by Justin Coit

Exclusive: Lauren Conrad's Cool-Girl Guide to Holiday Dressing

Exclusive: Lauren Conrad's Cool-Girl Guide to Holiday Dressing via - tailored jacket, skinny jeans, silk blouse and metallic pumps

Who made Kendall Jenner's gray coat, aviator sunglasses, black thigh high boots, and handbag? • Street CHIC • ❤️ Babz™ ✿ιиѕριяαтισи❀ #abbigliarmento

Kendall Jenner looked sleek in the rain with a floor-length ZIMMERMANN coat, a grey turtleneck, Big Star jeans and black leather thigh high boots.

Olivia Palermo

Who Won Fashion Today?

Olivia Palermo strolled N. in a chic ensemble that included a chunky sweater, leather leggings, convertible Givenchy tote and embroidered ankle-strap heels. I love leather leggings

Sarah Jessica Parker

Sarah Jessica Parker Photos Photos - Actress Sarah Jessica Parker attends the 2010 New York City Ballet Spring Gala at the David H. Koch Theater, Lincoln Center on April 2010 in New York City. - 2010 New York City Ballet Spring Gala

spot on. Jessica Alba street style

I like Jessica's idea of cuffing the sleeves of a sleeveless plaid button up worn with belted high-waisted pants and ray bans + top knot

Olivia Palermo

Olivia Palermo Photos Photos: Olivia Palermo Poses in NYC

Pin for Later: 54 Times Olivia Palermo Made Us Hate Our Outfits Sexy thigh-high boots paired with an oversize poncho somehow work on the effortlessly stylish Olivia.

Elle Macpherson

Elle Macpherson grins as she pulls off double denim while making a chic exit from London

Dare: Elle Macpherson looks great wearing double denim as she made her way through Heathrow Airport on Thursday