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On the rare occasion that I need a specific picture, I look it up on Danbooru. I did tag all pictures at one point with Lightroom and later Daminion (you may have seen me post about it here before) but I only did that for /v/ reaction image posting purposes.
/v/ is shit now (I know, >implying /v/ was ever good) so I only take it easy on /c/ where there's no need to quickly find the perfect reaction picture to maximize the keks, making tagging unnecessary for the amount of effort it requires.
If you do decide to tag, make sure whatever program you use writes into EXIF when tagging JPG so that you don't have to start tagging all over again if you decide to switch programs.
