Classroom writing shouldn’t be dreadful. Rather, this workshop introduces writing tasks that challenge, inspire and compel students. During the fall 2020 and 2021 semesters, the presenter utilized a 6-week writing project, transcending the standard opinion essay, with 300 university students. Through ‘Argument/Counterargument Analysis’ writing tasks, students develop essential persuasive writing skills while exploring the strategic art of concealment - an unconventional but fruitful learning opportunity. This workshop details the step-by-step processes students completed, including sentence development, small group writing roleplays and ultimately producing opposing paragraphs, where the final product is so convincing and tonally objective, the student’s true convictions about the writing prompt remain obscured. These procedures naturally cultivate critical thinking, and even empathy, as students evaluate and communicate a range of viewpoints on a given issue. After viewing student writing samples, and then exploring writing roleplay prompts in breakout groups, a wrap-up discussion will conclude the workshop.