THE IT: Jimi’s jeans

Jimi Bellbottom Jeans, by TEXTILE Elizabeth and James ($255, at Holt Renfrew)

Remember when “boho” and “the Olsen twins” were referenced together as fervently as “Romeo” and “Juliet”? For TEXTILE Elizabeth and James, the latest collection from Mary-Kate and Ashley, the twins went back to their sartorial roots. We love the line’s sweatshirts and flannel shirts, but if anything can make flares come back, it’s the amazing Jimi Bellbottoms.

—Manjit Gill

THE IT: The Gap’s loafers

Suede fringed drivers ($59.50, gap.com)

Flats often need a little something extra to elevate them above being straight-up practical choices. With these loafers, sensibility is just a bonus. The suede is sweet, the fringe detailing is right on-trend, and the Elysian blue shade will have you walking pretty into fall.

—Manjit Gill

THE IT: Joe’s gloss

Joe Fresh Style Fresh Glass collection ($6 each, or 2 for $10, joe.ca)

As the weather cools, so too will your attitude toward gloss—fall almost always calls for matte mouths. Make the most of summer with this sweet new line of lip glosses from Joe Fresh Style. The 12 shades in the collection are as pretty as ice cream cones, and the price point just makes them more delicious…

—Manjit Gill

THE IT: Stella’s knickers

Stella McCartney Knickers of the Week assorted pack ($195, net-a-porter.com)

Wouldn’t it be fun to be this chic and organized? With Stella McCartney’s set of silk-blend briefs, every day of the week is taken care of—and noted in sweet-as-all-get-out floral embroidery. Bonus: The all-important Bits and Bobs drawer. Buy them for yourself or a stylish friend.

—Manjit Gill