Have you ever pressed send and had that feeling of horror and dread? You try to turn Outlook off quickly or perhaps you try to "retrieve" the email even though you know that will not work.
Imagine having just been at the new company for a few weeks. You are well paid and your bosses have very high ambitions for you. The last thing you need is a scandal. The last thign you need is to be blackmailed.
He is a colleague. Someone you manage or another Head of Department. The email contained embarrassing and humiliating jokes and comments about him and you have sent it to his email. This could get you fired.
Will he report you to the Board? Or will he make you grovel and become his sex slave in return for his silence?
Perhaps you called him a gutless small dicked fag? Well he wants to show you that he is certainly not a small dicked fag.....