If you never have put for oil into a set of forks, yes you have to check both forks. I would suggest treading lightly. If you have time and a place to block the bike as well as a manual you can do it.
Are you adding oil because the seals are leaking or do you have excessive stiction in the fork? If the seals are leaking, you will have to pull the forks and add new seal and put in exactly the right amount oil.
Do you have air seat or is it a closed fork?
For you en500 you should have a volume of oil in your service manual.
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