Jessica Moriarty

27, marketing specialist and stylist

What are you wearing? Banana Republic blouse, J. Crew lace top, maxiskirt from Parc Boutique, Chloé booties, purse from Anthropologie.

Describe your style: Classic, chic and comfortable.

Five things that are always in your handbag: Chapstick, black comb, hair binder, bobby pins and at least three different shades of lipstick.

Favorite pair of shoes: J. Crew metallic ballerina flats in blush.

Megan Kennedy

33, interior designer and style blogger at styleisart.com

What are you wearing? H&M blazer and bag, T-shirt from Express, MM Couture maxiskirt from Parc Boutique, Betsey Johnson booties.

Describe your style: Eclectic and trendy with a side of classic.

Five things that are always in your handbag: Tide Stain Stick, lip gloss, sugar-free gum, moleskin notebook and pen, Blue Door Pub punch card.

Favorite pair of shoes: These blue suede Betsey Johnson platform booties.

Katie Engelby

31, interior designer

What are you wearing? Mossimo jacket from Target, Coveted Clothing dress from Parc Boutique, LuLu Townsend clutch, MIA boots, J. Crew necklace, Michael Kors watch.

Describe your style: Modern-trendy.

Five things that are always in your handbag: Clear lip gloss, bobby pins, sunscreen, small notepad and dental floss.

Favorite pair of shoes: My Frye boots, in banana.

Emily Erusha-Hillque

34, senior buyer at Target Corp.

What are you wearing? COS cardigan, Collective brand top from Covered boutique, BCBG pants, Christian Louboutin pumps from Neiman Marcus, Gucci bag from Nordstrom.

Describe your style: Edgy contemporary.

Five things that are always in your handbag: iPhone, bright lipstick, Marc Jacobs wallet, Young Living essential oils, colored Sharpie pens.

Favorite pair of shoes: My over-the-knee Lanvin boots.