A system and method for sharing items. A sharer may choose to share individual items, such as documents, contacts, and e-mails. To begin the sharing process, a user selects the items that are to be shared. The user then selects the sharees who the items are to be shared with, and the permissions that are to be assigned to the sharees. When items are to be shared, they are left in place on the sharer's machine, while the system ensures that the permissions are set, and any security issues are handled so that the sharees are able to access the items. In addition, the details of the sharing transactions may be tracked and recorded for later review. The sharer may also have the system send a link to the sharee for directly accessing the shared items from the sharer's machine. The sharee may also be able to query the sharer's machine to see what the sharer has shared out with the sharee.