Understanding Jane (1999)

Two men (Kevin McKidd, John Simm) in London decide to meet women by answering a dating ad. They meet two women (Amelia Curtis, Louisa Milwood) who use the ads to scam men out of cash, gifts, and food. One immediately sees through the women's ruse, but the other becomes infatuated with his date and continues to pursue her. She in turn tells her friend that she is just playing him for bigger plans. The film turns on whether she continues to be a user or if she has actually fallen for him.