Mark Twain, the pen name of Samuel Langhorne Clemens (1835-1910), has long been recognized as one of the United States' most influential authors, humorists, and social critics. Born in Florida, Missouri, Twain drew upon his rich experiences along the Mississippi River to create some of the most enduring works in American literature, including 'The Adventures of Tom Sawyer' and 'Adventures of Huckleberry Finn'. Twain's literary style is characterized by his use of colloquial speech, satire, and realism, all of which have earned him a prominent place in the American literary canon. While Twain is best known for his novels and travel writing, his lesser-known works also provide insight into his complex and multifaceted approach to writing. Among his diverse portfolio, an unconventional work titled 'On Masturbation: "Some Thoughts on the Science of Onanism"' touches upon a topic that was controversial for its time. This lesser-cited essay reflects Twain's willingness to address taboo subjects with humor and candor, characteristics that have endeared him to generations of readers. Despite the vast body of scholarly work examining his major novels and his influence on American literature and culture, 'On Masturbation' is seldom at the forefront of discussions about his literary contributions. Nonetheless, Twain's boldness in exploring such topics further accentuates the breadth of themes and issues undertaken in his writing career.