With your experience and background, I would not take on a man 14 years older than I was in a romantic relationship if only because of the experiences differences. A man in his 30's is going to have had a lot more experience, might have other love interests or be married, have been married/divorced, etc. lots of headaches for you there, I think, and no way to "catch up". I'd work on finding a student closer to your age and background to learn/"practice" dating on and getting to know romatically?