These boots are comfortable, but they are NOT waterproof.  I purchased these for a trip to Scandinavia because I anticipated a lot of rain, and while they were okay for walking around all day in the city, the second I stepped in a puddle -- and not a deep one at that -- my entire foot was wet, so the seams must leak. The boots are a bit clunky looking and take up a lot of room in a suitcase, but they look fine with jeans and pants.  I don't think I'd wear them as a bootie with skirts, though.  I usually wear size 9 or 9.5.  I ordered a 9 and they fit nicely with medium-weight socks.