The horsebit hobo is an iconic Gucci style, it has been around for a longggggg time. It comes in a smaller size, the large size is quite large. The smaller size is much more manageable.
I love them! Very expensive for a leather one, though, but they do also come in canvas.
I would imagine that like most shoulder bags, esp hobos, they get much more comfortable as time goes on and the leather starts breaking in to fit your shoulder.
I'd love one someday!