Cotton wouldn't hang or drape that well (unless it was a blend). You are going to have to look into wool pants or buy a moleskin type of matterial and don't hem them....that's how you can get the effect at the bottom. It's not so much the material but the tailoring (or lack thereof). You defintely would need a wider leg, but not necessarily flared (you won't see the flare too much since so much material bunches at the bottom). This look can easily be found at most designers nowadays as the wider legged trouser has been in for quite some time....The pants featured are single pleated, not flat-front. Single pleated is the choice of many younger, in shape men...they don't make you look wide in the waist like regular pleated pants but offer a more streamlined look than flat fronts....The key with single pleat is that the pleat isn't set into the pant at the waistline, but starts mid-thigh.