The short answer on Stussy Pinstripe Pants: pick one anchor piece, keep the palette to two colours, and let the shoes decide how formal the whole thing reads. One piece should lead and the rest should stay quiet; two competing pieces read as an accident. Proportion does more than colour: volume on top wants something narrow below, and the reverse. A flat front reads sharper; pleats give you room to sit. The groups below run from the decision that matters most to the ones you make afterwards.

What decides this is rise, break and fabric weight. Everything else is preference. Two from the first group show the range: Few Moda's Yara Pant at $198, and Norma Kamali's BIAS PANT at $150. The first is the considered buy; the second is the one to start with. A flat front reads sharper; pleats give you room to sit. Get the rise right and the length is a ten minute alteration. A higher price mostly buys materials and finishing, and occasionally it buys nothing at all.

A trouser that breaks once looks intentional. Twice looks long. From the second group, 7 For All Mankind's Comfort Twill Pleated Trouser In Silver Mink ($114) is the one that earns its place, because it works in more than one context without being restyled. The third group is smaller and deliberately narrower, trousers, for the decisions you make after the main one. None of this needs the whole group. One piece from each is usually enough.

There are 20 trousers here from 12 brands, $29 to $372, all in stock when this was written. We would not buy all of them, and neither should you. Jag's IVY LINEN PANT at $29 is the low-risk way in, and Otte's Connor Elastic Poplin Pant at $372 only makes sense if this is a category you already use constantly. On stussy pinstripe pants specifically: the difference between the top and the bottom of this list is real but smaller than the price gap suggests. Nothing here is included because it is famous, and price is not used as a proxy for quality anywhere on this page. If you take one thing away: pay for the thing that touches your body and economise on the thing that sits on top of it.