structural:expansion, linguistic:paraphrasing
Wives

In 1901, in an arranged marriage at age 14, Chiang was married to Mao Fumei, an illiterate villager five years his senior. While married to Mao, Chiang adopted two concubines (concubinage was still a common practice for well-to-do, non-Christian males in China): he took Yao Yecheng (姚冶誠, 1887–1966) as concubine in late 1912 and married Chen Jieru (1906–1971) in December 1921. While he was still living in Shanghai, Chiang and Yao adopted a son, Wei-kuo. Chen adopted a daughter in 1924, named Yaoguang, who later adopted her mother's surname. Chen's autobiography refuted the idea that she was a concubine. Chen claiming that, by the time she married Chiang, he had already divorced Yao, and that Chen was therefore his wife. Chiang and Mao had a son, Ching-kuo.

According to the memoirs of Chen Jieru, Chiang's second wife, she contracted gonorrhea from Chiang soon after their marriage. He told her that he acquired this disease after separating from his first wife and living with his concubine Yao Yecheng, as well as with many other women he consorted with. His doctor explained to her that Chiang had sex with her before completing his treatment for the disease. As a result, both Chiang and Chen Jieru believed that they had become sterile; however, a purported miscarriage by Soong Mei-ling in August 1928 would, if it actually occurred, cast serious doubt on whether this was true.