Richard Rodriguez's works create troubling situations for many scholars. Though numerous critics see him as the penultimate Chicano writer, many others see his writing as only pandering to the elite. However, all politics and controversies aside, he is a writer whose ideas upon language and public confession have been revolutionary. Throughout the thesis, I argue that Rodriguez's ideas upon language and identity are applicable to the social media landscape that we reside in currently, especially the public confession. Also, I use deconstructionism, along with postmodern criticism, to illustrate the changing arc of Rodriguez's confession from his first autobiography to his final one. In his first memoir, Rodriguez remains in the closet upon his sexuality, and the reader only catches glimpses of the 'real' character inside his work. In the second memoir, the reader sees a better glimpse because of his coming out; yet, even in this regard, he does not do so wholly and still leaves his confession unfinished. By the third, he applies themes and problems seen in his first and second works to discuss our browning nature, and how we are all sinners and that we desire to confess our sins. In my assessment of Rodriguez, I argue throughout all my chapters upon a measure of irreconcilability between the private world of the Hispanic immigrant family and the public sphere that they are forced to inhabit because of his citizenship and education. This irreconcilability creates a drastic limiting of identity for the author that Rodriguez is forced to navigate which creates his desire for confession