Throughout history, art has played an important role in society. He started with paintings and then moved on to photography and finally films. The artistic interpretation depended on who the artist was and what he wanted to present to the public. When it came to portraiture, whether it was paintings or photography, the idea of ​​mimesis was very important. As important as it may have been, the portraits were mostly products of the media and fashion of that time period. Anything that was popular at the time was used as background columns or curtains. The face was the main focus of the painting and there was little attention to the body. Later, during photography, the body focused on something more. Even though photography was used much later after the use of paintings, it allowed the artist an even more artistic interpretation due to the ability to play a different role and not have to be himself. The artists we will focus on are Frida Kahlo and Cindy Sherman. They lived in different periods and for this reason their artistic intentions varied. They also had similarities in that they thought outside of conventional roles. These women were both self-portrait artists, and although they were considered, their interpretations did not always make their portraits self-portraits. Traditionally the artist was an outsider, but when it came to self-portraiture he became the subject and the audience became the outsider. The similarities and differences in the art of Frida Kahlo and Cindy Sherman were related to the strength and also the vulnerability they had due to their roles as women. They wanted the audience to see an underlying story behind the portraits and not just a picture of a pretty face. Both Frida Kah... middle of the paper..., but also the lives of other women in films For example. It wasn't Cindy and therefore wasn't real life. It was a sense of reality without being real and therefore made it imaginary. Cindy used her American identity to show her values ​​in the cinematic part of society and Frida used her Mexican identity to influence her works. Cindy Sherman and Frida Kahlo were pioneers regarding artistic creativity and the relationship with femininity. Without these two self-portraits, art would not be what it is today. They had definite differences regarding style, but ultimately regarding purpose they both wanted to use the stylistic conventions of their time and they also wanted to change those conventions. Whether it is the background or the character portrayed, they have their own defined style and this makes these two women artists memorable.