Thank you so much for sharing the history and your personal situation.I also am coming to believe that Kennys are the brehons and bards (anciently also known as the "aes dana' in pre-Christian Ireland.The phrase means "people of poetry" and included the poets, historians, jurists, physicians and skilled crafts.Except for the aes dana..."No one below the rank of noble could travel, except with special permission outsied the borders of his tuath...").It seems that communication (written or verbal) is the common theme of most Kenny descendents over time...
I have just began to look at the O' Madden (and previous)connections.Pre-english confiscations, etc. it must basically be assumed that our side of the family was connected to the O'Maddens, Larkins and to some extent O'Kellys in southeast Galway and on the Roscommon side of the Shannon (as to the Kennys probably predominately near Tiernascragh and the Longfort castle area).
While all of what you report concerning the Kenny family from Somerset, England is true (and does confuse the issue), it also appears true that the O'Kenny clan(s) go into ancient dynatasities and territories. In fact, as to the Ui' Maine, reportedly they were founded by the brother of Fiancha Straivertine, King of Ireland, AD 285.The Irish Annals tell us that the Ui Maine kingdom gained its name and power when its 4th century leader, Maine Mor conquered a territory of southeastern Connaught from the Firbolgs and settled ther in 357 AD (having come from Northern territories)."According to O'Rahilly, the Ui' Maine were pre-Milesian Celts who were later given a fictious Milesian pedigree showing them descended from Maine Mor, son of Eochu," etc...In any case there is much to suggest that the O'Cionnaoith (O' Kenny) were a very early sept.In fact, in other territories there were also early O'Kenny families, but I'm not sure of the connection.
According to various quotes: "...Moycarn - MacGilla Finnagain (O' Finnegan, along with O'Kenny, was a chief of the Clan Laithemhain, also called Muintir Cionaith (Kenny), a district in the barony;" "...The MacKennys (Keaney)were chiefs in an area known as the Muinter Mountains or Muintir Kenny, an oleder name for the barony of Dromohair.Originally known as the Mac Consnamha, the Clan Kenny..." "...According to O'Dugan, the following were chiefs of Magh Ith: O' Mulbraisil, O' Quinn, and O'Kenny.Mag Ith was partly the barony of Raphoe in Donegal and partly the barony of Tirkeran..." (Northern Ui' Neill) "...The sept of O'mulvenna were hereditary ollavs to O'Cahan. *Misc - O'Quinn, O' Kenny...are listed as chiefs..."