Pockets first. Turn the pants inside out to iron all the pockets first. If they’re bunched up, you’ll never get a smooth final effect. Check the garment’s care tag so that you can be sure the temperature of the iron is not too hot or too cold.
Work from the top down. Turn the pants right side out and slide the waist over the narrow end of the ironing board, letting the board’s tip run as far down one leg as it can go. “Press the front area and top of the leg using the iron’s entire sole plate.” Put the point of the iron to work on the “tough areas” around the fly and pockets, using the steam function or a spray bottle to dampen as needed. Rotate the pants to repeat the process on the back side.
Legs last. Each leg should be finished separately. Lay it flat on the board, then iron “using long strokes from the ankle up.”
Source: Men’s Health