The It Pants
In the last few years, a particular pair of pants has quietly taken over the chicest corners of Manhattan, Milan, and beyond — slipping through the noise of trend cycles, yet instantly recognisable to a certain kind of eye. The High Sport Kick Flare Pants have become a kind of uniform among the fashion-aware. Not in a loud, logo-forward way, but with the kind of discretion that speaks louder. Seen in boardrooms, airport lounges, and on early-morning dog walks in Tribeca, they’ve made their mark not by standing out, but by slipping in.
Launched by Alissa Zachary in 2020, High Sport is the result of a career spent inside the quiet luxury machine. A former merchandiser and longtime executive at The Row, Zachary honed her instincts under one of the most minimal — and most respected — fashion houses today. She also later consulted for Khaite, another brand known for its elevated restraint. With her own brand High Sport, Zachary wanted to create something precise, polished, and genuinely practical. The result is a pair of pants that answers a question many didn’t realise they had: what if the comfort of leggings met the elegance of tailored trousers?

The Kick Pant is cut from a custom-developed cotton–Lycra blend, made in Italy and engineered to hold its shape while still allowing for movement. There’s no zip, no buttons, no waistband digging in after lunch — just a pull-on style that looks like it came from a tailor’s workroom. A front pintuck seam lends structure, while the cropped flare gives it edge. It’s this combination of discreet form and function that’s made them a cult favourite among insiders. Everyone from editors and stylists to creative directors and off-duty models have been seen in them.
And while the price tag is steep (at $860 USD), it’s also part of the allure. In a world full of fast fashion and momentary must-haves, the Kick Flare Pant feels like a considered response. It doesn’t shout. It doesn’t try. It just appears — well-cut, well-made, worn with ease. And that’s exactly the point.
The Kick Flare Pants are available online for Thai readers both through its own website and through other luxury e-commerce sites, à la Net-a-Porter and Farfetch.
This article appears in Holiday 2025 issue of Chanintr Living Download full issue
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