The most amusing was the UK Parliament petitions site, since you would have thought they were a bit more careful with the email addresses given to them.
But the strangest is the persistent use of specific email addresses that I've never used anywhere - about half a dozen common forenames, and one forename-plus-three-numbers. I've no idea where they originally came from - perhaps someone padding out their email lists for sale with semi-randomly generated ones? - but that set of addresses has been used and reused for over a decade. At least it makes it easy for me to train spam filters, since even novel emails are easy for the filters to spot when multiple copies arrive together.