A Supposedly Fun Thing I’ll Never Do Again: Essays and Arguments is a 1997 collection of nonfiction writing by David Foster Wallace. In the title essay, originally published in Harper's as "Shipping Out", Wallace describes the excesses of his one-week trip in the Caribbean aboard the cruise ship, which he rechristens the Nadir. He is displeased with the professional hospitality industry and the "fun" he should be having and explains how the indulgences of the cruise cause uncomfortable introspection, leading to overwhelming internal despair. Wallace uses footnotes extensively throughout the piece for various asides. Another essay in the same volume takes up the vulgarities and excesses of the Illinois State Fair. This collection also includes Wallace's influential essay "E Unibus Pluram" on television's impact on contemporary literature and the use of irony in American culture.
Essays
Essays collected in the book:
"Derivative Sport in Tornado Alley" : An autobiographical essay about Wallace's youth in the Midwest, his involvement in competitive tennis, and his interest in mathematics.
"E Unibus Pluram: Television and U.S. Fiction"
"Getting Away from Already Being Pretty Much Away from It All" : Wallace's experiences and opinions on the 1993 Illinois State Fair, ranging from a report on competitive baton twirling to speculation on how the Illinois State Fair is representative of Midwestern culture and its subsets.
"Greatly Exaggerated" : A review of Morte d'Author: An Autopsy by H. L. Hix, including Wallace's personal opinions on the role of the author in literary critical theory.
"David Lynch Keeps His Head" : Wallace's experiences and opinions from visiting the set for Lost Highway and his thoughts about Lynch's oeuvre.
"Tennis Player Michael Joyce's Professional Artistry as a Paradigm of Certain Stuff about Choice, Freedom, Discipline, Joy, Grotesquerie, and Human Completeness" : Wallace's reporting of the qualifying rounds for the 1995 Canadian Open and the Open itself, with the author's thoughts on the nature of tennis and professional athletics.
"A Supposedly Fun Thing I'll Never Do Again" : Wallace's experiences and opinions on a seven-night luxury Caribbean cruise.
In his 2011 book That Is All, John Hodgman titles a chapter about taking a cruise "A Totally Fun Thing I Would Do Again as Soon as Possible". The name of the 2012 Simpsons episode "A Totally Fun Thing That Bart Will Never Do Again" also references the title essay. Tina Fey's 2011 memoirBossypants includes a chapter on her own cruise experience, entitled "My Honeymoon: Or, A Supposedly Fun Thing That I’ll Never Do Again Either", in which she jokingly suggests that those who've heard of Wallace's book should consider themselves members of the "cultural elite", who hate their country and flag.