This little number is great for date night but even better for the office holiday soiree. Pair it with a red cashmere cardigan and narrow leopard-print belt, cinched at the waist. And don't forget a bit of bling! Keep it work-appropriate with a small, sparkly clutch. Trade your usual soft, pink lip gloss for a deep blue-red stain and you'll be sure to make the right impression on your colleagues. Juliet Dress in Silk Chiffon, $200 at J.Crew
This comfy yet chic sweater dress is just the thing for a night of lively conversation. Its fold-over collar screams for a brooch, and its loose fit leaves plenty of room for indulging in festive treats! Wear it with opaque pink tights and crystal-encrusted hoop earrings for a glamorous yet girly touch. Split Collar Sweater Dress, $55 at Smart Set
Make your kids proud at the holiday concert with this A+ shift dress from Le Château. It earns full marks for a generous neckline that allows for a statement necklace, long sleeves (perfect for a chilly auditorium!) and ladylike length. Match it with a tall leather boot and handbag big enough to carry a gift but not so big it looks like you just came from the gym. Ponte Belted Shift Dress, $170 at Le Château
Hosting your neighbourhood open house this year? Take the racy out of lacy and layer a demure black turtleneck and tights under this jolly jumper before welcoming your guests. If it's an evening party, wear it sleeveless with an updo, shimmery makeup and hot heels. Sleveless Lace Dress, $60 at Reitmans
Glide through your last-minute shopping in this skate-inspired frock. The raglan sleeve makes digging through sale bins a breeze, while walking through the snowy streets in this circle skirt feels free and easy. A leopard-print wrap and groovy little booties are the perfect complements. Jersey 3/4 Sleeve Skater Dress, $40 at Topshop
Party on! This is New Year's Eve wear at its best. Dress it up or down, depending on your evening's plans. For a night of dancing, pull out all the stops and accessorize with a long, shimmery necklace and crystal clutch; if romance is in the cards, opt for fishnet stockings and chandelier earrings. Any way you wear it, you're sure to shine. Knot V-Neck Dress, $179 at Talbots
Model, actress, artist and stylist extraordinaire, Moe Kelso (pictured far left) is our fashion "it" girl. As one half of the S&C makeover power couple, she joins Kristjan Hayden in transforming women's looks (and lives!) regularly on the show.