Microsoft Outlook has some filtering techniques that can be particularly useful to parents trying to restrict who sends their children email. You can use a free email account from your Internet service provider, as the company probably provides its users with several. We use Verizon for Internet access, so I added a free sub-account for my daughter, giving her a personal email account.
Remember: Never use your child’s real name in her email address, and strongly caution her about never revealing personally identifiable information online.
After you’ve set up the email account in Outlook, you can set up some “rules” to let you monitor your child’s account, and also help prevent spam. First, you want to set up a rule to prevent any email that doesn’t come from a list of pre-approved senders from reaching your child. In Outlook Express, select Tools > Message Rules > Mail. When the Message Rules window appears, click the New… button, as shown below.

When the next dialog box appears, place a checkbox in the first option under “1. Select Conditions for the rule.” You want Outlook to start looking at emails to determine whether the From line contains certain email addresses. Now that you’ve made that selection, move down to #2 to specify what should happen to an email that isn’t from anyone on your pre-approved list. Scroll down in the list to locate the option labeled “Do not Download it from the server.” This will cause Outlook to leave any message from unknown senders out on the email servers (and not in your child’s inbox).
Finally, click the link labeled “contains people: in the third text box to identify who is allowed to send your child email. At this point, you can simply type in the email addresses of your child’s friends and family, or you can import them from the address book (if you’ve already set that up). After you’ve identified your approved sender list, don’t click OK yet. We need to make one more customization in this window first. Click the Options button to reveal the follow selections:

By default, Outlook thinks you want to only apply this rule if the message contains the addresses you just selected. But we want to change that. Select the second option titled “Message does not contain the people below” before clicking the OK button to exist the Rule Condition Options.
At this point, you have told Outlook to preview all email messages before downloading them to your child’s computer. Outlook looks at the From line to determine whether the sender is on your pre-approved list. If it is not, Outlook will leave the message on the server.

So what happens to the messages left on the server? That’s up to you, as the parent. I am also checking my daughter’s account, through an email reader on my computer. But I don’t have this message rule on my email program, so I see every single one of my daughter’s incoming email. If a message comes in that she does need to see (such as from a new friend who is not yet on her pre-approved list), I then go into that message rule on Outlook to update the list.
Note: When replying to email, most people leave the previously sent message under the reply. This is true for kids as well, and gives parents a chance to see the whole chain of email correspondence for each message.
What about messages your child is sending (as opposed to receiving)? By default, Outlook saves copies of the sent email in the Sent Items folder. You could simply log on to your child’s computer and review the sent messages periodically, but what if she deletes them? You can set up another Mail Rule to send you copies of that email, so you’ll see every email, even if it’s deleted.
None of this is fool-proof, because a computer-savvy child can edit his own approved senders list once he figures out what you’ve done, or simply delete your rules. However, in my opinion, a child who does that doesn’t deserve to have an email account at all. (Sorry kids!)