Que Sera Sera (2007)

Tae Joo has charm and good looks and only dates rich women. He finds Eun Soo, a poor girl, sleeping in front of his door. He initially despises her, but finds himself falling for her. Tae Joo becomes entangled with the daughter of a rich shopping mall CEO when she buys Tae Joo's time to make her old boyfriend jealous. Tae Joo dumps Enu Soo for this money-making relationship. He comes to regret this choice but finds himself unable to extract himself and Eun Soo becomes entangled with a rich man herself.