I've had my black Risk It boots for a few weeks now and they're my first Naughty Monkey item; I'm still glad I snatched them up! They're all-day comfortable, not the type of boot your feet can't wait to get out of at the end of the day. They're casual enough to wear with skinny jeans, or dress them up with a textured skirt - either way, they keep their sass. The sales rep told me the buckled 'skirt' at the bottom is removable but I haven't tried that look yet. Being suede I waterproofed them before I ever wore them outside and the only complaint I have so far is that the little 'skirt' strap that goes around the back of the heel has chaffed the heel's finish a bit, but not so bad I think anyone else would notice.