You can try the WS Repeat Appointment add-in for Outlook - it does precisely what you are asking for. They have a free fully functional trial available.

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Milly Staples [MVP - Outlook]
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After furious head scratching, SansHobo asked:
| I would like to schedule a reoccurring meeting but it is not at a
| regular interval. For example, I like to schedule a meeting on 1/10,
| 2/9, 3/19, 4/15, etc.... How do I do this without doing it
| individually?