Fit is the whole question with Dark Trousers. Get it right and almost anything else works. A flat front reads sharper; pleats give you room to sit. Get the rise right and the length is a ten minute alteration. 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: La Garçonne's Bum Massaua Drill Pant - Atlantic at $365, and Elie Tahari's Mia Wide Pant at $279. The first is the considered buy; the second is the one to start with. Get the rise right and the length is a ten minute alteration. A flat front reads sharper; pleats give you room to sit. 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, La Garçonne's Diana Sarca Cotton Pant - Ferro ($360) 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, $55 to $375, all in stock when this was written. We would not buy all of them, and neither should you. Liverpool Los Angeles's PETITE WIDE LEG CROP TROUSER at $55 is the low-risk way in, and Anine Bing's Paola Trouser - Navy Pinstripe at $375 only makes sense if this is a category you already use constantly. On dark trousers 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: one considered purchase beats three hedged ones.