I’d like to point out that being a former ‘party girl’ isn’t necessarily a bad thing.
Meaning you wouldn’t want to be at the family reunion with her in tow and unknowingly run into the family member she was involved with.
You both need to be in a place where you’re comfortable with one another.
Where should we draw the line in terms of where a lover's past should inform how we go forward with our future?
Would I need to, say, disclose if I had once been in a swinger's club? Sure, it would be nice for your family to be supportive of the person you may choose to spend the rest of your life with, but it certainly isn’t necessary.
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And yes, you should definitely mention if you once belonged to a swinger’s club. Plus, that’s not something that you would want her to find out from someone else.