Apparently written by a 5 year old, this is of surprisingly high quality 
From the same people who brought you BadgerBadgerBadger 
Here’s an animation that is just about as old as the internet itself; originating I believe circa 2001. For the non-enlightened, more information can be found here and here.
Not quite sure how old this one is, but it’s pretty old 
(Joseph Smith!)
Also available as a conveniently looping .swf file here
Some high quality mashups of music, memes, and lulz.
I don’t know the source of these files, or even if there may be more of them, but the 4 posted below were found here (there’s a bunch of quality stuff there, worth a look around if you’re bored). The .swf files themselves list a name MackanZoor, and are from 2007; the audio tracks listed below each video are also what’s reported in the .swf file. The videos don’t have a progress bar or anything, but each one is around 5 minutes long, and you can download them for yourself here. They may take a while to load, but you can click play and effectively stream them when they hit around 50-60%.
(NOTE: These are extremely NSFW)
Audio Track: DJ WyZz – The 7th Inning Stretch
Audio Track: Chef Boyardee – Barkley, Shut Up And Jam
Audio Track: Hideki Naganuma, Teruhiko Nakagawa – Right There, Ride On
Audio Track: IOSYS – (track 11)
A classic from weebls-stuff circa 2003. This was one of the first widespread internet memes even before the days of youtube; truly some oldschool internets
The original can be found here.
Since they auto-play (which kind of obnoxious unless you’re expecting it) and weren’t meant for direct embedding, some other classics from the same site:
Kenya (and also the spinoff Somalia), Magical Trevor, scampi (this one is good if you’ve never seen it), and annoying (be careful with this one) 
This is really old flash video which I believe popped up right around the time of 9/11 and all that Afghanistan/Iraq clusterfuckery. It’s been floating around for a while and is still one of the funniest flash videos I’ve ever seen. Enjoy 