Outlook can't do that without custom coding. I have a detailed example in my latest book (Section 20.7) of how to do it with either VBA code or a custom form.

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Sue Mosher, Outlook MVP
Author of Microsoft Outlook 2007 Programming:
Jumpstart for Power Users and Administrators
http://www.outlookcode.com/article.aspx?id=54
>I am wanting (if possible) to add new fields to my contact list (which I know
> I can) BUT I also want to them to be able to be added to the caleder with
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> calander in a more simplistic way instead of manually doing it. thanks for
> any input