Pakirisamy was born on 11 December 1894 at Cairnhill Road in Singapore to prominent merchant Koona Vayloo Pillai and Alamaylo Ammal.
His parents arranged for a tutor to teach him Tamil while he learned English at the Anglo-Chinese School.
Pakirisamy recovered after a day while his uncle, aunt and eldest sister died of the illness.
In April of the following year, he began working as a clerk at Allen & Gledhill, a local law firm.
[2] Pakirisamy and his brother Narayanasamy Pillai inherited their father's estate following his death in 1931.
However, he resigned from his position on both associations in protest of the government's handling of recent strikes by Indian labourers.
[9] Pakirisamy was nominated the Progressive Party candidate for the Seletar Constituency in the 1951 Singaporean general election.
[15][16] Pakirisamy's mother arranged for him to marry the daughter of prominent Civil Court interpreter R. Suppiah on 8 June 1911.