Sonic the Hedgehog - Can't believe something so ancient has the character with headphones actually on correctly, couldn't believe I found the original creator and upload on Deviantart after a while and felt like preserving it on here just in case.

there's something about 2000s sonic fan art that just hits different, the stuff's just so honest and sincere in what it does
on that note this makes me regret not backing up the motherload of SonicRocksMySocks's old backlog since her DA got nuked iirc, still really bummed i only have a few pieces saved from discord copy-pasting as her work went back as far as 2004

Ipod? Sailor fuku?
This can't be any newer than 2008 considering that by that year Apple introduced the Iphone and were still pushing the Ipod pretty hard.
Not to mention the popularity of slice of life animes like Azumanga Daioh, K-on and Nichijou.