Start with a triangle and add a curve to the heel and a slight arch. A guy’s boot has a heel, too, just not a high one.
Draw the general shape of a boot by loosely following the contours of the foot. Draw a line just below the bottom edge of the boot to create the sole of the boot. Add a curve above the ankle for the top of the boot. Make the curve rise a little bit at the front of the leg; this will be the top of the boot’s tongue.
Add a cuff at the sides and back of the boot by drawing a line parallel to the top of the boot from the back to where the tongue begins. Connect the lines with a curved line to give the cuff some shape.
Draw a line parallel to the top of the foot, extending it from the top of the tongue to about two-thirds of the way down the shoe. Add in laces that cross from one side of the tongue to the other. Use a zigzagged line on the sole to add the tread.
Finish the boot by adding a line from the front to the back of the boot at the midpoint of the foot, showing where the materials change. Add shading to indicate differences in color.