Every e-mail you write could wind up in court. If you just have to write an incriminating e-mail, you can at least avoid a few obvious red flags:

    * stupid
    * huge mistake
    * big mistake
    * dumb
    * can’t believe
    * cannot believe
    * serious trouble
    * big trouble
    * unsalvageable
    * shocked
    * speechless
    * too late
    * uncomfortable
    * not comfortable
    * I don’t think we should
    * very sensitive
    * highly sensitive
    * very confidential
    * highly confidential
    * do not share this
    * don’t share this
    * between you and me
    * just between us

Read more at:

http://www.npr.org/blogs/money/2010/06/14/127829646/23-things-not-to-say-in-an-email