That would be suicidal for a product. You'll find all your standard custom fields (i.e. the types that ship with JIRA) will always come across. They might change the way they work, and if any of them is to be deprecated, you can be sure it'll be a huge announcement before removal, but no, you'll not lose any fields.
Just about all the non-shipped-with-JIRA custom fields will be the same - you still might lose the content, but there are only three scenarios for that - when the vendor never intends a compatible upgrade, when the vendor hasn't got a compatible upgrade, or there are bugs in it. Even then, the data will be transferred which will mean it'll come back when the add-on is upgraded (and hopefully if there's a bug too)
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