Eventually Hill became associated with Charles Fischetti, a cousin and bodyguard of Al Capone. It was Fischetti who sent Hill to New York to keep tabs on Luciano family capo Joe Adonis, which she did by becoming his lover. Hill told people that she was a Southern-belle society girl who had gone through four rich husbands, all divorced or dead, and that she had received $1 million each from their estates, but authentic socialites saw through the ruse. Hill built up an entourage of hangers-on and Latin gigolos hanging out on Broadway and frequently picked up the check.