Like many Very Online Millennials, I came to Daniel Mallory Ortberg* through his humor writing, which is weird and erudite and loopy and allusive and unlike anyone else’s. The same adjectives apply to his new memoir Something That May Shock and Discredit You, in which he turns to a much more personal and raw subject: his coming out as a trans man. But techniques that work so well in short pieces can be frustrating in a full-length book; and in our voyeuristic tell-all culture, it’s a bit disconcerting to read a memoir that approaches its central topic in oblique and metaphorical ways.
Ortberg clearly recognizes that his unique voice is his strength. He begins the book with a (hilarious) list of “Chapter Titles from the On-the-Nose, Po-Faced Transmasculine Memoir I Am Trying Not To Write,” and then steers away from them at every turn. The trouble is that it often feels like Ortberg is so busy trying not to fall into trans-memoir clichés that he doesn’t know what story he actually wants to tell. Something That May Shock and Discredit You skips around in time, spinning out on inscrutable tangents and then circling back to a few major themes. Notable recurring motifs include 1) the dread and terror of acknowledging your desires and becoming who you were truly meant to be, 2) Biblical quotes, and the way that Ortberg’s evangelical upbringing continues to shape him, 3) the ways in which masculinity can be wholesome and inspiring instead of toxic and destructive.
Interspersed with the more personal essays are short “interludes” that riff on literature and pop culture in Ortberg’s trademark style. But it can be unclear how they fit into the book as a whole. Are they “merely” funny pieces for the fans who love Ortberg’s sense of humor—or do all of them somehow relate to his transition? Why is there an 8-page-long Mean Girls riff where the characters are only identified by their initials? What are we supposed to get from the interlude that mashes up Rilke and Looney Toons? Rather than feeling like the interludes were lighthearted palate-cleansers, I often felt they were the most frustrating parts of the book.
Even though I am a cis woman with an uncomplicated relationship to my own gender, I found one aspect of this memoir shockingly relatable. Better than anything I’ve ever read before, Ortberg captures what it’s like to be in your early 30s, with a life that is objectively pretty good, and yet feel like everything is wrong, and fantasize about making huge changes, while fearing that it’s already too late to make such changes. Because if you were meant to be something else, wouldn’t it have happened already? Of course I don’t mean to imply that my early 30s career transition was as sweeping and stressful as Ortberg’s early 30s gender transition; still, it meant that I understood some of his broader anxieties. I can relate to coming up with neurotic, self-torturing excuses about why it would be impossible for you to make a change (“I could not trust my own happiness, such that if transition were to produce a new kind of peace or serenity within me, it would merely be further evidence of my capacity for self-deception, just another setup before an increasingly long fall”) and the relief that comes when you finally take action. “Doubt and uncertainty seemed to leave me the day I exchanged imagination for experience,” Ortberg writes. “Having tested one uncertain theory, I flinch less at the prospect of others.”
I received an ARC of this book from Goodreads in exchange for an honest review.
*I will refer to the author as “Ortberg” in this review because it is the name this book is published under, but in the months preceding its release, he has gotten married, become estranged from his parents, and taken his wife’s last name, becoming Daniel M. Lavery. Following his estrangement, he quickly revised the book, so I also acknowledge that the contents of my ARC differ somewhat from the version that became available for purchase in February 2020.