I've heard from more than a few job seekers who were in a panic after inadvertently emailing their resume to their boss, instead of a prospective employer - ouch! The AutoFill tool that automatically enters email addresses in Outlook and other email applications can be dangerous and using your work email address for job searching is never a good idea.
One solution is to set up a separate email account for job seeking. That way you won't send your applications to the wrong person by mistake and you'll have all your job search correspondence in one place. If you use Gmail or Yahoo mail or another web-based email account, you'll be able to check it from anywhere.
If you have already made the mistake of clicking the Send button, it's time for damage control. You'll need to act quickly. Here's how to handle it when your boss catches you job searching. In the future, you'll need to job search a little more carefully - some stealth job hunting may be in order.