Performing matches between Access 2003 tables?

I am designing a database for a group which will match mentors and mentees. There are two tables - Mentors and Mentees – which call MentoringCategories, the list of mentoring subjects.

My major problem is this: How can I make the database generate matches between mentors and mentees? For example, Abby needs coaching on expense reports. Freda has 15 years of experience and is willing to help anyone with expense reports. I want to enter Abby as a new mentee and search the Mentors table for anyone who could coach her. How can I perform that search? I also want to save any matches for future reference.

My minor issue is this: I want to set up the mentors table so each mentor could select multiple categories for which they would provide coaching. How can I do this and store each mentor's multiple choices (if any)?