In 2008 or so The Hot Club of San Franscisco[0] (gypsy jazz/hot jazz a la Django Reinhardt) played a live accompaniment to some work by the silent film actor/comedian Charley Bowers[1]. It was definitely one of the better performances I've ever seen/heard. What a perfect juxtaposition, not even taking into account the obvious caliber of the musicianship.

Ever since I've been on the lookout for similar "soundtrack" concerts, improvised or composed. A live rendition of "The Good, the Bad, and the Ugly" orchestrated by a Denver jazz guitarist is another favorite.

[0]HCoSF Sample Song: https://www.youtube.com/watch?v=8ZlPBYVOXXg

[1]http://brightlightsfilm.com/forgotten-charleys-i-charley-bow...