Your biggest style stumpers—solved!

Style Stumper: I've had so many images of me walking to brunch in this brown-and-white-striped skirt but I can never find a top or shoe that works without feeling too matchy. —Briana H.Style Solution: Bold stripes are super on-trend this season, says Calla, citing Marc Jacobs' spring collection. Pair this skirt with a denim button down shirt and wedges for a casual look, or try a graphic tee and ankle booties for an edgier vibe.

Style Stumper: I feel like this floral skirt needs to be paired with something more interesting and less preppy than a white button-down shirt. —Courtney D.Style Rx: I'm a big fan of mixing patterns with florals, says Calla. Try adding in a print—like a stripe in a classic neutral—to add more interest and depth to the outfit. Add a chunky statement necklace for more eye-catching appeal.

Style Stumper: I want to wear these shorts, but feel like they are too teenager-y. —Natasha B.Style Rx The more polish you can add to this look, the better, says Calla. She suggests pairing these gilded bottoms with a crisp button-down shirt, neutral silk henley, or a simple tee and a blazer paired with ladylike peep-toe pumps.

Style Stumper: I loved this ruffled top in the store, but can’t figure out how to wear it without feeling too girlie. —Kelly M. Style Rx: I would totally edge this out and rock it with a cute leather miniskirt, says Calla. For spring, try keeping the top open as a jacket over a gray tee and black skinny jeans—a boyfriend jean also makes a great juxtaposition with a pair of killer stilettos!

Style Stumper: My mother gave me this dress from her closet years ago. Once a year—OK, once every other year—when I'm feeling very bold, it'll make its appearance. —Megan M.Style Rx Layering a chunky knit over this look with the bottom peeking out sort of like a skirt can transform this dress and make it more wearable on an everyday basis,” says Calla.

Style Stumper: I liked that this pink-and-orange print was different from my other solid-colored scarfs, but months later I've still never worn it. —Jennifer P.Style Rx: An abstract print looks great when mixed with other prints (say, stripes or florals) in a similar color family, says Calla. Let it peek out from underneath a khaki trench coat to give you a burst of color around your face, then let the colors in the scarf guide your other accessories.

Style Stumper: This shirt doesn't feel work appropriate without a sweater, but the boxy shape doesn't look flattering under a cardigan. —Laura B.Style Rx: Try a high-waist skirt—maybe a pencil or A-line—and swap out the cardigan for something more structured, like a tailored jacket, says Calla.

Style Stumper: This suede skirt has been sitting in my closet for five years. I'd love to know what items work with this piece and how to transition it into spring. —Laura C. Style Rx: Red looks sophisticated paired with gray or camel accents, says Calla. Or try color-blocking, using tops that have similar saturation of color and brightness. Pair it with a pump or thick strappy sandals for warmer weather.