Welcome to Smogon! Take a moment to read the Introduction to Smogon for a run-down on everything Smogon, and make sure you take some time to read the global rules.
this is really 2000s humor though I remember it used to be "cute" stuff like Rick Rolling and cheezburger cats and anime gifs and demotivational posters and XD and stuff before everything became irony
demotivational: the stopgap between gen 1 (unorganized, text added in paint) and gen2 (rage comic) memes. Then we had gen2.5 as rage became widespread as fuck, and gen3/3.5 as real impact memes moved in. I'd call gen 4 everything from 2013-2015. We are currently in gen 5, the era of webm, twitter memes, and vine. John cena would not be possible in gen4, it's amazing how far we have come. At last, in 2013 "LOL" humor became widely recognized as cringey.