Starting from the central concept of despair as evident in the title of Barış Bıçakçı’s 2004 novel Our Grand Despair, the following reflections intend to set sight on the ways melancholical disposition is represented and how this representation, in turn, determines the discrepancies in narrative voice and t emporal planes of writing and remembrances. To that end, this article urges respectively upon the multifaceted definitions of Platonic love so as to bring about the issue of social codes against which masculinities are defined, the Freudian and Benjaminian schemes of melancholy in order to better define the ambiguity of present rooted in fugitive past, and lastly the role of writing and limits of representation with relation to these schemes.