The Infinite Conversation: A Therapist’s Case for Reading as a Tool for Raising Emotionally Fluent Boys
posted: Feb. 25, 2026.
My work as a therapist is, at its heart, a conversation, but never a tidy one. Words exchanged in session spill into the car ride home and hover at the edge of sleep. Franz Kafka’s image remains sharp: a book should “be an axe for the frozen sea within us.” Sometimes reading soothes; sometimes it cracks something open. Many of the boys I sit with carry a rich inner world that is unnamed, unmapped, and, at times, creatively defended. Neuroscience suggests that stories help organize that inner landscape, giving structure to emotion and thought. Ryan Holiday suggests that books can be a superpower for boys, one for them to enter an ancient conversation with the sharpest minds who have ever lived. And as Mortimer Adler argued, to read well is to join that enduring dialogue.
When I was in 7th grade, I found escape in books that might have been considered obscure for a boy growing up in a hard-knock Jersey city that had outlived its industry. Beowulf was the nickname I went by on our basketball team. It was after the book, not because I was a warrior on the court by any means. And eventually, reading helped me get a full scholarship to a private high school. Books were a hard-won solace for me as I was always a slow reader. In college, I had neuropsychological testing and was diagnosed with dyslexia. It was also in college that I immersed myself in the great works of philosophy, particularly the phenomenology of ethics. Perhaps reading challenging texts felt natural to me because all reading is difficult to me, always laborious, a work of love.
Mirror Neurons and Empathy — Fiction is a Stealth Theory of Mind Lab
Mirror neurons are the neural mechanism by which your brain doesn’t just observe someone else’s pain or joy—it quietly rehearses it, giving empathy both a heartbeat and an address in the brain. In fiction, when we read about a character’s actions and experiences, the brain simulates them — the motor cortex, somatosensory cortex, and emotional processing areas all show activation. But the theory of mind layer goes deeper than simple mirroring.
Theory of mind is what develops when your son moves from “everyone sees what I see” to “other people have their own thoughts and feelings, and I can learn to read them.” Psychologist Raymond Mar’s research found that people who read more fiction score higher on theory of mind measures, and crucially, the relationship appears to be more than correlation— fiction seems to train the capacity. The reason likely lies in what fiction uniquely demands: you must simultaneously track your own perspective and the inner lives of multiple characters, update your beliefs about characters as new information emerges, and tolerate ambiguity. This is mentalizing in a highly practiced, iterative form.
For boys specifically, this is therapeutically significant. Many boys haven’t had enough practice reading social and emotional cues, and many boys with ADHD are too overwhelmed or hyperkinetic for the slow work of learning to understand others. It takes lingering and stillness to develop these skills. Fiction is a low-stakes, non-threatening way to build that capacity. A boy who would never discuss feelings in conversation might spend hours inside the head of a morally complex character, doing the exact cognitive-emotional work that therapy tries to support. In this sense, fiction can be a “stealth theory of mind laboratory.”
The Vocabulary-Emotion Connection — “You Have to Name It to Tame It”
Daniel Siegel famously wrote that phrase in a book—The Whole-Brain Child—that I remember reading when I first moved to the Bay Area well over ten years ago. When your son, or any of us, “name” emotions, the prefrontal cortex gets activated and “tames” what might be an intense emotional response on the part of the amygdala’s threat detection. This is the work of therapy — supported by the affect labeling research of Lieberman and colleagues at UCLA—putting feelings into words leads to neural integration. Lisa Feldman Barrett’s work on emotional granularity deepens this understanding — the richer your emotional vocabulary, the more precisely your brain can predict, construct, and regulate emotional experience. Monosyllabic boys tend to experience emotion as an undifferentiated flood. As they develop higher granularity, they can distinguish between feeling disappointed, humiliated, and melancholic, and that distinction itself is regulatory.
To tie this to the theory of mind concept from earlier, your son cannot accurately infer others' mental and emotional states if he lacks the vocabulary to represent them internally. A boy who only has access to “fine,” “mad,” and “whatever” is working with a profoundly impoverished mentalizing toolkit—not because he lacks empathy, but because he lacks the conceptual infrastructure to represent emotional nuance in himself or others. Reading builds that vocabulary in a neutral context, which is far more effective than rote learning. When a boy reads that a character feels “a gnawing sense of injustice” or “a hollow kind of loneliness,” his brain is filing new emotional concepts that become available for future mentalizing.
Words spoken in session or read once in a book continue to work on us.
I debated whether to share this list of books I’ve read in 2025. I’ve seen friends and colleagues do something similar. This isn’t exhaustive, and some are re-reads. I share it not as a credential but as a practice. These are the books that informed my thinking, challenged my assumptions, and kept me in conversation with ideas larger than my own. They are grouped by category. The first grouping is the most clinically relevant, and those titles were often a mix of reading and audiobook (while hiking). Audiobooks are a legitimate form of engagement, and I’d recommend them to any boy who resists sitting with a physical book.
Clinical & Contemporary
ADHD Is Awesome - Penn & Kim Holderness
The Power of Strangers - Joe Keohane
Four Thousand Weeks - Oliver Burkman
Meditations for Mortals - Oliver Burkman
Mastery - Robert Greene
The Explorer’s Gene - Alexander Hutchinson
Endure - Alexander Hutchinson
Death By Comfort - Paul Taylor
The Hardiness Effect - Paul Taylor
Raising Mentally Strong Children - Charles Fay & Daniel Amen
Deep Work - Cal Newport
No Bad Parts - Richard C. Schwartz
The Anxious Generation - Jonathan Haidt
Furiously Happy - Jenny Lawson
Extreme Ownership - Jocko Willink & Leif Babin
Can’t Hurt Me - David Goggins
Never Finished - David Goggins
Ceremony - Brianna Wiest
The Mountain Is You - Brianna Wiest
The Molecule of More - Daniel Z. Liebermann, MD & Michael E. Long
Time Anxiety - Chris Guillebeau
This Is Water - David Foster Wallace
Sapiens - Yuval Noah Harari
Peak Performance - Brad Stulberg & Steve Magness
Training for the New Alpinism - Steve House & Scott Johnston
Man’s Search for Meaning - Viktor Frankl
Philosophy & Ethics
The Daily Stoic - Ryan Holiday
Wisdom Takes Work - Ryan Holiday
Discipline Is Destiny - Ryan Holiday
Courage Is Calling - Ryan Holiday
Meditations - Marcus Aurelius
Dialogues - Seneca
Moralia (various essays)- Plutarch
On the Shortness of Life - Seneca
The Enchiridion - Epictetus
On Truth - George Orwell
The Power of the Powerless - Vaclav Havel
The Myth of Sisyphus - Albert Camus
Various Essays from Minima Moralia - Theodore Adorno
On Escape - Emmanuel Levinas
Trust - Alfonso Lingis
Byung-Chul Han
The Burnout Society - Byung-Chul Han
Saving Beauty - Byung-Chul Han
The Palliative Society: Pain Today - Byung-Chul Han
In the Swarm: Digital Prospects - Byung-Chul Han
The Spirit of Hope - Byung-Chul Han
Psychopolitics - Byung-Chul Han
The Agony of Eros - Byung-Chul Han
The Transparency Society - Byung-Chul Han
The Scent of Time: A Philosophical Essay on the Art of Lingering - Byung-Chul Han
Vita Contemplativa: In Praise of Inactivity - Byung-Chul Han
Literature
The Idiot - Fyodor Dosteyevsky
Notes From Underground - Fyodor Dosteyevsky
The Adolescent - Fyodor Dosteyevsky
White Nights - Fyodor Dosteyevsky
A Funny Man’s Dream - Fyodor Dosteyevsky
The Trial - Franz Kafka
Various Short Stories and Letters - Franz Kafka
Bartleby the Scrivener - Herman Melville
The Death of Ivan Illych - Leo Tolstoy
Family Happiness - Leo Tolstoy
The Stranger - Albert Camus
The President - Georges Simenon
Travels with Charley - John Steinbeck
Men Without Women - Ernest Hemingway
The Sun Also Rises - Ernest Hemingway