The single was number one for two weeks on the US '' Billboard '' Hot 100 . A live performance from her September 2 , 1987 concert in Saratoga Springs , New York was used as the official video and played on MTV , VH1 , and BET . The recorded performance was also televised along with her performance of " I Wan na Dance with Somebody " at the 1987 MTV Video Music Awards on September 11 . It was widely speculated that the song is about Houston 's relationship with then NFL star Randall Cunningham
1987 MTV Video Music Awards
1987 MTV Video Music Awards
Didn't We Almost Have It All