"I'm attracted to very feminine clothes," says Vergara, who is appearing this month in the new 3-D film The Smurfs. This floral silk dress is perfect for an end-of-summer party, and it segues easily into fall with a chunky cardigan and high-heeled galoshes or a trench and stacked-heel boots. "These are fun outfits because they're so unexpected," Vergara says.
Floral silk dress, CH Carolina Herrera, $1,215; 212-744-2076. Chunky cardigan, Nanette Lepore, $448; 305-861-8212. High-heeled galoshes, Hunter Boot, $195; ShopBop.com. Trench, Burberry Brit, $750; Burberry.com. Stacked-heel Boots, Tommy Hilfiger, $498; 212-223-1824. Earrings, Irene Neuwirth, $7,770; Ylang23.com. Heels, Christian Dior, $1,100; 800-929-3467. Bracelet, Gabriele Frantzen, $280; StyleBop.com.