You can add user photos to your WebDir installation in two ways:
1. You can use a url saved in an attribute of each user. This requires you to modify each user.
2. Or you can define a folder and a rule. For example, you can configure WebDir to look for a photo in the Pictures folder where the image has the same name as an attribute (like SamAccountName or mailnickname). This is easier than option 1.
Both procedures are covered in the Help.
http://online.imanami.com/products/04/help/admin/webhelp/Howtos/How_to_add_user_pictures.htm