What: Chambray button-up shirt
Where: J.Crew (Pacific Centre and various other locations)
Price Tag: $102.50 (with 30 percent off on Black Friday)
Why: J.Crew is the absolute best at finding a balance between dressy and casual—its looks are always teetering on that “I care but not that much” line, all the while looking classic and fabulous. This chambray shirt encompasses all of that; the light fabric and blue hue are super relaxed, and the gorgeous gold-and-brown sequined side panels add the right amount of glamour. Look incredibly chic wearing it with sweats, kitten heels, and a statement necklace for a girls’ date or messily tucked into skinny jeans with New Balance trainers and piled-on rings for a day out shopping. Leave the top few buttons undone, the sleeves rolled up, and your hair in a messy topknot for good measure. It comes in a white version, too.