Shortening every to err appears to have been popularized with the St. Louis rap scene in the mid 2000's.
St. Louis rap group Da Hol' 9 released a song in 2003(re-released in 2009) titled "Urbody in the Club Up"
The first major charting single containing the pronunciation is J-Kwon'sthe 2004 hit "Tipsy" by J-Kwon (also from St. Louis), where everybody is pronounced errbody.
In 2005, Nelly - perhaps the most famous St. Louis-born rapper - released a track titled "Errtime".
Prior to these songs (particularly "Tipsy"), references to the spelling are very scarce on Google - blog posts and YouTube comments show up, but with no regularity or connection. After "Tipsy", the spelling seems to have expanded quite a bit.