I’ve just added support for uploading multiple files to the My Documents and My Shared Documents web parts. It’s a pretty simple implementation – if you click on Upload Multiple Documents
then you get given the option to upload up to 5 documents at a time.
Nice and simple.
If you are looking to upload more documents than that, then really you probably ought to be using SharePoint itself as the document repository. I always look on these web parts as a step on the way to fully using SharePoint, not as a long-term solution.
However, if you really need to upload many files, just zip them up, upload and unpack them when you are next in school/work.