One of Virginia Woolf ’s most remarkable works, Orlando, is written as a historical biography paying homage to the family of Woolf ’s friend, Vita Sackville-West. Narrating the adventures of a poet who goes from being a man to a woman, and mostly read as a feminist work today, Orlando explores the boundaries of gender and sexuality and takes the readers into the journey of love and acceptance through time. Satirizing Victorian literature as it exists, she successfully brings out the hypocrisy that is apparent in that era and beautifully crafts a tale of the bold and courageous life of her protagonist.