The decade of the nineties has seen an explosive growth in the use of e-mail as a means of communication for both business and personal purposes. The security of information shared through e-mail, as well as privacy issues related to this communication, have been popular topics of discussion. From “The Playboy Forum” to mainstream business publications, the debate continues as to whether this communication is adequately safeguarded. This paper will discuss some of the issues related to privacy of e-mail.