The portrait of Oriole [Yingying] on frontispiece in story of the Western Wing (Xixiang ji) published in the Ming-Qing Dynasty often gives readers a floried visual impression. The study compared the Yingying in the posthumous portrait and the miniature portrait carefully and found out that the wtwo figures and related inscriptions were the most fashionable style at that period. The posthumous portrait can be seen frequently in the Ming Dynasty and the miniature portrait in the Qing Dynasty. The Yingying in the Ming Dynasty had a serious figure; her low-brow and frown look, i.e. she rested her chin on her hand looked very heavy-hearted. This bust was a tragic role. In particular the related inscription was absolutely sad. The Yingying in the Qing Dynasty had a charming figure; she raised her hand, held the fingers and turned her body that showed a sentimental role on the stage. This whole-length portrait was a beautiful traditional Chinese painting; the related inscription stressed the charm of dignity and elegance. The difference of the two portraits reveals the viewpoints of the two dynasties. They totally had diverse expectations to women. The study aims to explain part of the gender thinking and cultural feature in the Ming-Qing Dynasty.