A. "I couldn't imagine a date could be interested in knowing about me more than this website"
I already know that
Just say "I don't know, make something up"
when your a system admin, and your server if tipped could destroy many websites.
DruPal
Ancestry.com
Nobody can judge you on your age difference.
Just imagine the crazy headlines. They'd probably say something like... "Rob Lowe Robs Lowes"
It does not help to imagine people in their underwear.