This week's book giveaway is in the OCPJP forum. We're giving away four copies of OCA/OCP Java SE 7 Programmer I & II Study Guide and have Kathy Sierra & Bert Bates on-line! See this thread for details.
PDFs are binary data, so you'd use a BLOB field. Having to do with I/O and DB operations, you wouldn't do this in a JSP, but in a servlet. A package like Apache Commons FileUpload makes the file upload part quite easy.