Literary creativity is the ability of an individual which reflects the uniqueness of thought and expression as well as creative writing by using the power of imagination. Digital readiness of an individual refers to the readiness of that person to acquire the key digital skills such as skills in communication, handling information, transaction of ideas, problem solving etc. Digital skills are considered as one of the urgent needs of the era. In the present study the investigator studied the relationship between Literary Creativity and Digital Readiness among High School Students. Normative survey method was adopted for the study. The investigator conducted the study on high school students as both these variables are crucial at high school level. Literary creativity test and digital readiness scale are used as tools of the study. Analyse the data statistical measures like Karl Pearson's coefficient of correlation and t test were used. The major result of the investigation was that there is a significant positive correlation between literary creativity and digital Readiness among High School Students. The study concluded as uniqueness of thought and expression are correlated to the curiosity and readiness to develop novel digital skills.