I wasn't sure how this bag would work...and why...but I found out right away.  The way the pockets are designed, contents are so well-distributed that I feel like I'm barely carrying a bag.  Make sure to take full advantage of the pockets...otherwise, you might as well use a different bag.  Cross-body is the most comfortable, but I've worn it like a shoulder bag and it's still wonderful.  The leather is incredibly soft (no break-in period) and the red color looks great with my purple coat and anything else.  It will stand up, just like in the picture; it will also stay put when placed on its side without falling over.  It's very well-made, right down to the zipper pulls (covered in red leather).  There is nothing I would change in this bag.  I purchased the extra small and it fits the contents of my Coach hobo bag (c 1980) without compromise.