You're a trendsetter and can totally get away with edgy styles that are hot off the runways. Bubble dresses have been huge of late, and though the baby doll is hardly a new style, it's back and looking cuter than ever with fun fabrics and high hemlines. Don't forget, you can always use leggings as a layering piece if the weather (or your desire for extra coverage) calls for it. Check out this bubble hem dress from Forever21, or this baby doll from Delia's, where you can get some reasonably priced ideas.
You're a classic kind of dresser, preferring to stick with clean lines, well-tailored clothing, and long-lasting staples rather than flit from one trend to the other. For you, dresses are already a big part of your wardrobe, but you can never have too many. We love a preppy shirtdress, like this simple cotton from J.Crew, or you could look for a '50s style (think Marilyn Monroe) that cinches at your waist and shows off a femme figure. We like this white eyelet wrap dress, from Macy's.