Sandra Bullocks Dating History: Jesse James, Bryan Randall and More.

Who did Sandra Bullock date in the 90s?

actor Tate Donovan The actor couple dated for around 4 years in the early 90s. Who: Oscar-winning actress and producer Sandra Bullock, 56, and Emmy-winning actor Tate Donovan, 57. How They Met: The couples relationship bloomed on the set of Love Potion No. 9, which began filming in 1990.