When guitar brand have very unlikely players in their ads.

[Rufus]

Incongruous endorsements certainly are nothing new...

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Reminds me of the quote by one of the Big Band leaders (I think), who she sang for prior to her innocent actress roles opposite Rock Hudson.
“ I knew her BEFORE she was a virgin.”

 

[Flat6Driver]

Found elsewhere sort of fits.

 

[Resojazznblues]

Not a guitarist, but... trumpet player and showman Louis Armstrong advertising for "Swiss Krissly" stool softener from the 1940's and 1950's.

"Swiss Krissly, Leave it all behind ya'!!