ical and OUtlook calendars

We are a Mac/iphone household. We all (me, my husband and two kids) use ical as a family calendar. We each have our own private calendars and also have a shared family calendar. However, at work, my partner and I both use Outlook calendars. Is there a way (without manually entering each event) to have my personal calendar show up in the microsoft calendars as blocked. For example, if I have to take my son to the doctor's office, I want to see in our family ical that he has an appointment and have that hour of time blocked as "busy" in the organization calendar. Is this possible? I am forgetting to enter information into both and itt is getting confiusing. But, I hate outlook and want to keep ical as the family calendar.