Another "Well, there were three of us in this marriage, so it was a bit crowded..." ?
Bill Gates dated venture capitalist Ann Winblad, 70, in the 80s but broke up in 1987, the same year he met future wife Melinda.
"Bill, 65, and venture capitalist Ann Winblad, 70, dated in the 80s but broke up in 1987, the same year he met future wife Melinda. Ann was reportedly more ready for marriage than Bill as he worked day and night to build his billion-dollar Microsoft empire.
However, the pair maintained a friendship and in a 1997 piece in TIME Magazine, Bill said, 'When I was off on my own thinking about marrying Melinda, I called Ann and asked for her approval.'











