 Jennings wrote another book, "Through the Shadows With O. Henry", which was published in 1921 by NY Burt.It details his friendship with the short story writer, then known only as William Sydney Porter, from a few years before they were sent to the Ohio State Penitentiary (on charges arising from separate incidents), until sometime after their release from prison within a few years of each other, and a subsequent meeting in New York.Retiring from law and politics, Jennings moved to California and worked in the motion picture industry making Westerns, appearing in many as an actor and also as a technical adviser.