According to Oke-Ila Orangun tradition, the remains of Ajagunla kept alive and breathing was defied and kept in the custody of Elemoogun of Oke-Ila Orangun .The myth and reality of the demise of Fagbamila Ajagunla can not be easily subjected to scientific investigation due to aura of mystery wrapped with traditions. Orangun Amotagesi, 1201-1290,the eldest son of Ajagunla succeeded his father on the throne. He moved the settlement to Ila-Yara (a fortified town). On the demise of Amotagesi, Orangun Ogboye 1290-1314 AD reigned. He later was succeeded by Orangun Oboyun mo Yara (Orangun who buried coral beads at Yara) 1314-1353 AD. Of historical significance is Orangun Ogboye in the establishment of Oke-Ila Orangun. Orangun Ogboye had four sons; namely, in order of seniority: Apakiimo, Arutu Oluokun, Adegbiji Lado and Olakale. Apaakiimo, the eldest son and Arutu Oluokun were from the same mother, while Adegbiji and Olakale were born of another woman.

There arose a succession dispute after the demise of Orangun Oboyun, as a result of his inability to have male child to succeed him on the throne. The vacuum created by the death of Orangun Oboyun without a male child, trigged a succession dispute, with the children of the Orangun Oboyun’s immediate predecessor (i.e. Ogboye) contending for the throne. Prince Apakiimo and Prince Arutu Oluokun (two Princess of the same mother) became the principal contenders for the Orangun throne. The elders at Ila-Yara town and King makers preferred the eldest brother; Apakiimo to be the next Orangun.

However, the youth who were in the majority became vehement in their choice of Oluokun as the Orangun. The dispute took a serious dimension, leading to the evacuation of Ila-Yara. Oluokun with his two half brothers and the youth in solidarity moved out of Ila-Yara and settled at Ila Magbon with Arutu Oluokun becoming the Orangun; while Apakiimo ,the Kingmakers and the elderly at Ila-Yara installed Apakiimo as the Orangun. History recounts it that, some descendants of Arutu returned to their Uncle, Apakiimo in sympathy sometimes later in their sojourn.

Adebayo Prince of Ila-Orangun; writing in 1996, termed this episode as the birth of a twin Orangun dynasty. Before the present Oke-Ila Orangun site was occupied, there were several locations where the people settled. The first settlement was Igbohun; followed by Oke-Agunbelewo; then Ila-Okiri; followed by Omi-Osun and finally, the present serene environment with auspicious weather called Oke-Ila Orangun.