He began playing the guitar inspired by his sister's records of The Beatles, The Rolling Stones, and John Mayall's Bluesbreakers with Eric Clapton.
At the age of 14 he was already a part of the Dallas/Fort Worth music scene and playing regularly in the clubs along Jacksboro Highway.
Bell High School, Whittington played in a band called Short Change, which opened for Point Blank, a band that he would later join, replacing guitar player Kim Davis.
When, after fifteen years, Mayall disbanded the Bluesbreakers, Whittington continued to gig in Texas, but also joined forces with Roger Cotton and Pete Stroud, who had toured with Mayall as part of Peter Green's band.
In 2008, Whittington released his first solo album and he continues to tour regularly in the UK and throughout Europe, though Roger Cotton has left the band, which now works as a threesome featuring Darby Todd on drums.