Subsequently, for a period of time he was subservient to Nagayoshi MIYOSHI who held a grasp on the hegemony over the Kinai region (provinces surrounding Kyoto and Nara) however, confrontation again erupted in 1553 and Takamasa having lost, decamped to Kii Province.
その後、しばらくは畿内で覇権を掌握した三好長慶に従属したが、天文22年（1553年）から再び対立し、敗れた高政は紀伊国に後退した。