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Drake always loved to draw and create clothing designs as a child and knew being a fashion designer was going to be her future

This red strapless dress features a sleek column silhouette, accentuated by oversized, sculptural roses encircling the hips for a dramatic and artistic touch

Best Everyday Dress Pick: ASTR Hazel Ticking Stripe Midi Style: Cotton midi Wear It: Errands, lunch, weekend Why I Love It: Goes with every sandal you own Best Romantic Dress Pick: All in Favor Broderie Anglaise Midi Style: Eyelet fit-and-flare Wear It: Dates, photos, garden parties Why I Love It: Flattering and feminine Best Maxi Pick: Mango Sandy Ruched Maxi Style: Asymmetric-hem maxi Wear It: Beach evenings, dinners Why I Love It: Breezy but still elevated Best Trend Pick Pick: WAYF Katherine Bubble Hem Midi Style: Bubble-hem cotton midi Wear It: Day to evening Why I Love It: On-trend without trying too hard Once you have your dress, finish the look with the rest of the outfit

"I'm running around in heels and I honestly write songs that I don't give myself time to breathe." Before her peep-toe boots' sad demise, one of the outfits Underwood wore with them was a black mini dress that had a warrior princess vibe it was covered in silver studs and featured a fringe cape