Today in Madonna History: October 27, 1991 October 27, 2014 By Jay in 1991, October Tags: Award, Awards, Best Female Solo Singer, Most Fanciable Female, Smash Hits, Smash Hits Awards, Vanilla Ice 1 Comment On October 27 1991, Madonna won Best Female Solo Singer and Most Fanciable Female at the 4th annual Smash Hits Awards in London, England. Vanilla Ice was with Madonna (at her home) when she accepted the award via satellite. Share this: Share on Facebook (Opens in new window) Facebook Share on X (Opens in new window) X Share on Reddit (Opens in new window) Reddit Share on Pinterest (Opens in new window) Pinterest Share on WhatsApp (Opens in new window) WhatsApp Share on Tumblr (Opens in new window) Tumblr Email a link to a friend (Opens in new window) Email Like Loading...