It could happen. I saw a documentary one time where this rich guy from New York was visiting LA and could not handle the stick on a Lotus Esprit. He pulled over and a streetwalker drove him to his hotel. She spent the night and he flew her in his business jet to the opera. And gave her a lot of money for clothes.
She got outed at a polo match and the rich guy and his lawyer got in a fight. But love won out, he found out where she lived and went and rescued her. Wait, she rescued him right back.
So, according to this documentary, it can happen.