Watch the Outlaw Country Solo online guitar lesson by Jason Loughlin from Essentials: Country Soloing Styles
Waylon Jennings is king of the outlaw country sound. Halftime drum grooves, funky guitar, and the sound of the MXR Phase 90 goodness. Soloing over this style leans more on the sliding major pentatonic, blues scales, and funky syncopation.
I'll be targeting b7s, b3rds and roots more than usual. Use the corresponding sliding pentatonic for each chord. So, if you're playing over an F chord use a F major pentatonic. When you switch to a C chord, you would use a C major pentatonic. One of Waylon's common licks is to pull-off from the 4th to the 3rd of a chord. This concept can also be heard used in Southern rock.