I did something similar over the weekend. I created a personal calendar for each user. Then I created a usergroup for each member. Only they have access to their calendar. But they can ask me to grant access to any other member they wish. The only downside about the calendars is that I wish they had a daily calendar instead of just monthly and weekly. I don't know if that helps you at all or not but maybe try playing with the calendar features and see if it will work for you.
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