Ford probably originally met her through her work as Miss Toronto Tourism and introduced her to others by her actual given name, so whatever the nature of their relationship it wasn't facilitated through escort pages. Most of Ford's staffers seem to be in their early 20's, peers to this girl, likely to be perplexed/ grossed to see her around an unattractive, sweaty man who to them seems so much much older, and assume, due to their own biases, that she can't be around him through her own choice. But Ford is a celebrity, a lightning rod for both fans and haters, and has money and influence to toss around. Some people want to be around that, hangers-on.
I'm a rubbernecker as much as anyone around this story, and wouldn't be able to turn away from a juicy tales involving a pretty young woman, but speculation here has slagged a few of the secondary characters as prostitutes, criminals, pimps, drug users or dealers with often no evidence.