A sentence of imprisonment exists in all modern systems of criminal law sanctions. Having in mind that this sentence is realized only in a process of its execution, the execution presents its crucial phase. Relatively high standards applied in the regime for execution of a penalty of deprivation of liberty (especially in women's prisons) are established by legal regulations this day as a result of general civilizing achievements to respect human rights and to protect these who are sentenced. Nevertheless, we are still facing the issue whether it is possible to prepare a person deprived of liberty for the life in liberty. That is to say, isolation, segregation, locking up in special institutions with detailed rules of conduct, which are essentially different from life demands in a social community, create an artificial and unnatural life environment. After a certain period of time, breach of social communication and in general having no contact with the life out of prison walls leads to internal lack of liberty and more severe psychical, emotional, intellectual and more often health problems. In everyday routine and monotony of the convict existence deprived of having choices, making decisions and being challenged and responsible, writing becomes one of the most truthful modes to preserve and protect personality. It secures connections with the outside world and it is a way of nourishing the sensibility of woman's nature in a rigid prison rules encirclement. Making a decision to express herself by a written word, woman is leaving her passive role of being an object and becomes at least partially an active party of her own resocialization while beginning to communicate with herself and the world that surrounds her. In such a manner, woman maintains and even develops her creative potentials. A possibility to express her deepest feelings, fears, desires, hopes, considerations, critics... provides for her the energy to survive in conditions of isolation. These possibilities, as a part of the organized program for resocialization, exist only in some women's prisons. This article analyses available texts written by women prisoners in female incarcerations in Germany, Slovenia, Macedonia and Yugoslavia.