I would just do what's natural to you. Over planning is likely going to result in you altering things just to please your partner, and while that's admirable, I tend to think it's causing you to be someone you aren't in the hopes of painting a picture you hope the other likes.
If you're looking to plan and create a sort of game plan, I'd recommend seeking some broad recommendations from your partner and then fine tuning them with things you genuinely want to do. Then the result will be a true indication of whether the two of you are likely to get on well and enjoy similar things, for better or worse.
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Desperation is no excuse for lowering one's standards.
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