Wijeysingha was born in Negeri Sembilan, Malaya in 1934 to immigrants from Ceylon.
He attended the University of Malaya after taking a government bursary which required him to teach for five years after his graduation.
His students included Goh Chok Tong, Zainul Abidin and Abdullah Tarmugi.
After retirement, Wijeysingha also published a book on the history of the school, "The Eagle breeds a Gryphon".
[1] He was the father of Adele Wijeyasingha, Carmen Fernando and activist and former politician Vincent Wijeysingha.