Jim - Since Kathy found Zaa (Isaiah) Kimberlin at the MO Archives, I wonder if J. Kimberlin was Julian N. Kimberlin, b. Dec 1848, maybe his brothers let him come along for Price's Raid. There was another Kimberlin family in Cass Co., I think, don't know if they were related but will check the Censuses and online trees to see their names.
Using the same resoning as you did I thought that the J. Kimberlin might be Henry J. the oldest brother, especially since he was the only nco. He is listed as Henry J. in the 1850 Census and I don't know his middle name or even if he was living in 1861.
The photograph I have shows 4 elderly men - probably taken in Texas or Oklahoma in the early 1900's, maybe at a Confederate reunion. They are all wearing white ribbons attached to their coat labels. Three of the men are wearing light colored double breasted coats which could have been Confed. uniform coats. One man is Richard Samuel Kimberlin, Jr.