| Year | Category | Title | Author | Publisher | Status |
| 1997 | Transgender | Body Alchemy | Loren Cameron | Cleis Press | Winner |
| | Gender Shock | Phyllis Burke | Anchor | Finalist |
| | Honey, Honey Miss Thang | Leon E. Pettiway | Temple University Press | Finalist |
| | Lieutenant Nun | Catalina de Erauso | Beacon Press | Finalist |
| | Transgender Warriors | Leslie Feinberg | Beacon Press | Finalist |
| 1998 | Transgender | The Last Time I Wore a Dress | Daphne Scholinski and Jane Meredith Adams | G.P. Putnam | Winner-Tie |
| | PoMoSexuals: Challenging Assumptions about Gender and Sexuality | Carol Queen and Lawrence Schimel (editors) | Cleis Press | Winner-Tie |
| | Read My Lips: Sexual Subversions and the End of Gender | Riki Anne Wilchins | Firebrand Books | Finalist |
| | Sex Changes | Pat Califia | Cleis Press | Finalist |
| | Mema’s House, Mexico City: On Transvestites, Queens, and Machos | Annick Prieur | Cleis Press | Finalist |
| 1999 | Transgender | The Empress Is a Man | Michael R. Gorman | Harrington Park Press | Winner |
| | Female Masculinity | Judith Halberstam | Duke University Press | Finalist |
| | Suits Me: The Double Life of Billy Tipton | Diane Wood Middlebrook | Houghton Mifflin | Finalist |
| | Trans Liberation | Leslie Feinberg | Beacon Press | Finalist |
| | Boy-Wives and Female Husbands | Will Roscoe and Stephen Murray (editors) | St. Martin’s Press | Finalist |
| 2000 | Transgender | Trumpet | Jackie Kay | Pantheon Books | Winner |
| | From Toads to Queens | Jacobo Schifter | Routledge | Finalist |
| | The Drag King Book | Del LaGrace Volcano and Judith Halberstam | Serpent’s Tail | Finalist |
| | Transmen and FTMs | Jason Cromwell | University of Illinois Press | Finalist |
| | Crossing | Deirdre McCloskey | University of Chicago Press | Finalist |
| 2001 | Transgender | The Danish Girl | David Ebershoff | Viking | Winner |
| | As Nature Made Him | John Colapinto | HarperCollins | Finalist |
| | Out of the Ordinary | Noelle Hawley and Ellen Samuels (editors) | St. Martin’s Press | Finalist |
| | Trans-Sister Radio | Chris Bohjalian | Harmony | Finalist |
| | Are You a Boy or a Girl? | Karleen Pendleton Jimenez | Green Dragon | Finalist |
| 2002 | Transgender/Bisexual | Omnigender: A Trans-religious Approach | Virginia Ramey Mollenkott | Pilgrim | Winner |
| | Crossing Over: Liberating the Transgendered Christian | Vanessa Sheridan | Pilgrim | Finalist |
| | Dragged!! To His Senses | Jonathan Branton | Yellow House | Finalist |
| | Synthetic Bi Products | Sparrow L. Patterson | Akashic Books | Finalist |
| | Best Bisexual Erotica, Volume 2 | Bill Brnt and Carol Queen (editors) | Circlet Press | Finalist |
| 2003 | Transgender | Dress Codes | Noelle Howey | Picador | Winner |
| | GenderQueer | Joan Nestle, Riki Wilchins and Claire Howell (editors) | Alyson Books | Finalist |
| | Middlesex | Jeffrey Eugenides | Farrar, Strauss & Giroux | Finalist |
| | Some of the Parts | T Cooper | Akashic Books | Finalist |
| | Brazen Femme | Chloe Brushwood Rose and Anna Camilleri (editors) | Arsenal Pulp Press | Finalist |
| 2004 | Transgender/Genderqueer | She’s Not There | Jennifer Finney Boylan | Broadway | Winner |
| | The Drag King Anthology | Donna Troka, Kathleen Lebesco, and Jean Noble (editors) | Harrington Park Press | Finalist |
| | Trans-gendered | Justin Tanis | Pilgrim | Finalist |
| | Transgender Journeys | Virginia Ramey Mollenkott and Vanessa Sheridan | Pilgrim | Finalist |
| 2005 | Transgender/Genderqueer | The Gender Frontier | Mariette Pathy Allen | Kehrer Verlag | Winner |
| | From the Inside Out: Radical Gender Transformation, FTM and Beyond | Morty Diamond (editor) | Manic D | Finalist |
| | Luna | Julie Anne Peters | Little, Brown BYR (Books for Young Readers) | Finalist |
| | My Husband Betty: Love, Sex and Life with a Crossdresser | Helen Boyd | Thunder’s Mouth | Finalist |
| | Becoming a Visible Man | Jamison Green | Vanderbilt University | Finalist |
| 2006 | Transgender/Genderqueer | Choir Boy | Charlie Anders | Soft Skull Press | Winner |
| | Deliver Me from Nowhere | Tennessee Jones | Soft Skull Press | Finalist |
| | In a Queer Time and Place | Judith Halberstam | New York University Press | Finalist |
| | Just Add Hormones | Matt Kailey | Beacon Press | Finalist |
| | The Riddle of Gender | Deborah Rudacille | Pantheon Books | Finalist |
| 2007 | Transgender | The Transgender Studies Reader | Susan Stryker & Stephen Whittle (editors) | Routledge | Winner |
| | Supervillainz | Alicia E. Goranson | Suspect Thoughts | Finalist |
| | The Testosterone Files | Max Wolf Valerio | Seal Press | Finalist |
| | Transgender Rights | Paisley Currah, Richard M. Juang, and Shannon Price Minter (editors) | University of Minnesota Press | Finalist |
| | Drag King Dreams | Leslie Feinberg | Carroll & Graf | Finalist |
| 2008 | Transgender | Transparent | Cris Beam | Harcourt | Winner |
| | Nobody Passes | Mattilda, aka Matt Bernstein Sycamore | Seal Press | Finalist |
| | The Marrow’s Telling | Eli Clare | Homofactus Press | Finalist |
| | What Becomes You | Aaron Raz Link & Hilda Raz | University of Nebraska Press | Finalist |
| | Male Bodies, Women’s Souls | LeeRay M. Costa, PhD | Haworth | Finalist |
| 2009 | Transgender | Intersex (For Lack of a Better Word) | Thea Hillman | Manic D Press | Winner |
| | Boy with Flowers | Ely Shipley | Barrow Street Press | Finalist |
| | Transgender History | Susan Stryker | Seal Press | Finalist |
| | Two Truths and a Lie | Scott Schofield | Homofactus Press | Finalist |
| | 10,000 Dresses | Marcus Ewert & Rex Ray | Seven Stories Press | Finalist |
| 2010 | Transgender | Lynnee Breedlove’s One Freak Show | Lynn Breedlove | Manic D Press | Winner |
| | The Nearest Exit May Be Behind You | S. Bear Bergman | Arsenal Pulp Press | Finalist |
| | Transmigration | Joy Ladin | Sheep Meadow Press | Finalist |
| | Troglodyte Rose | Adam Lowe | Cadaverine Publications | Finalist |
| | Bharat Jiva | Kari Edwards | Litmus Press | Finalist |
| 2011 | Transgender Fiction | Holding Still for as Long as Possible | Zoe Whittall | House of Anansi Press | Winner |
| | Jumpstart the World | Catherine Ryan Hyde | Random House Children’s Books | Finalist |
| | Glamazonia: The Uncanny Super Tranny | Justin Hall with Diego Gomez, Fred Noland & Jon Macy | Northwest Press | Finalist |
| Transgender Nonfiction | Balancing on the Mechitza: Transgender in Jewish Community | Noach Dzmura (editor) | North Atlantic Books | Winner |
| | Gender Outlaws: The Next Generation | Kate Bornstein & S. Bear Bergman (editors) | Seal Press | Finalist |
| | Just One of the Guys?: Transgender Men and the Persistence of Gender Inequality | Kristen Schilt | University of Chicago Press | Finalist |
| | The Color of Sunlight | Michelle Alexander and Michelle Diane Rose | Self-published | Finalist |
| | Assume Nothing | Rebecca Swan | Soft Skull Press | Finalist |
| 2012 | Transgender Fiction | Take Me There: Trans and Genderqueer Erotica | Tristan Taormino (editor) | Cleis Press | Winner |
| | Static | L.A. Witt | Amber Allure/Amber Quill Press | Finalist |
| | The Book of Broken Hymns | Rafe Posey | Flying Rabbit | Finalist |
| | The Butterfly and the Flame | Dana De Young | iUniverse | Finalist |
| | I am J | Cris Beam | Little, Brown BYR (Books for Young Readers) | Finalist |
| Transgender Nonfiction | Tango: My Childhood, Backwards and in High Heels | Justin Vivian Bond | The Feminist Press at CUNY | Winner |
| | Letters For My Brothers: Transitional Wisdom in Retrospect | Megan M. Rohrer and Zander Keig (editors) | Wilgefortis Press | Finalist |
| | Normal Life: Administrative Violence, Critical Trans Politics and the Limits of Law | Dean Spade | South End Press | Finalist |
| | Re-Dressing America’s Frontier Past | Peter Boag | University of California Press | Finalist |
| | Captive Genders: Trans Embodiment and the Prison Industrial Complex | Eric A. Stanley and Nat Smith (editors) | AK Press | Finalist |
| 2013 | Transgender Fiction | The Collection: Short Fiction From The Transgender Vanguard | Tom Léger and Riley MacLeod (editors) | Topside Press | Winner |
| | Dialectic of the Flesh | Roz Kaveney | A Midsummer Night’s Press | Finalist |
| | First Spring Grass Fire | Rae Spoon | Arsenal Pulp Press | Finalist |
| | Offspring | Michael Quadland | Red Hen Press | Finalist |
| | Being Emily | Rachel Gold | Bella Books | Finalist |
| Transgender Nonfiction | Transfeminist Perspectives in and beyond Transgender and Gender Studies | Anne Enke (editor) | Temple University Press | Winner |
| | Teeny Weenies and Other Short Subjects | Matt Kailey | Outskirts Press | Finalist |
| | Transposes | Dylan Edwards | Northwest Press | Finalist |
| | Seasonal Velocities | Ryka Aoki | Trans-Genre Press | Finalist |
| 2014 | Transgender Fiction | Wanting in Arabic | Trish Salah | TSAR Publications | Winner |
| | Tiresias | Devon Llywelyn Jones | Devon Llywelyn Jones | Finalist |
| | Nevada, a novel | Imogen Binnie | Topside Press | Finalist |
| Transgender Nonfiction | The End of San Francisco | Mattilda Bernstein Sycamore | City Lights Publishers | Winner |
| | Testo Junkie | Beatriz Preciado | The Feminist Press | Finalist |
| | Blood, Marriage, Wine & Glitter | S. Bear Bergman | Arsenal Pulp Press | Finalist |
| 2015 | Transgender Fiction | A Safe Girl To Love | Casey Plett | Topside Press | Winner |
| | Everything Must Go | La JohnJoseph | ITNA PRESS | Finalist |
| | For Today I Am a Boy | Kim Fu | Houghton Mifflin Harcourt | Finalist |
| | Moving Forward Sideways like a Crab | Shani Mootoo | Doubleday Canada | Finalist |
| | Revolutionary: A Novel | Alex Myers | Simon & Schuster | Finalist |
| Transgender Nonfiction | Man Alive: A True Story of Violence, Forgiveness and Becoming a Man | Thomas Page McBee | City Lights/Sister Spit | Winner |
| | Redefining Realness: My Path to Womanhood, Identity, Love and So Much More | Janet Mock | Atria Books | Finalist |
| | Trans Bodies, Trans Selves: A Resource for the Transgender Community | Laura Erickson-Schroth | Oxford University Press | Finalist |
| 2016 | Transgender Fiction | Tiny Pieces of Skull, or a Lesson in Manners | Roz Kaveney | Team Angelica Publishing | Winner |
| | Lost Boi | Sassafras Lowrey | Arsenal Pulp Press | Finalist |
| | Defiant | Michael Scott Monje, Jr. | Autonomous Press | Finalist |
| Transgender Nonfiction | Born on the Edge of Race and Gender: A Voice for Cultural Competency | Willy Wilkinson | Hapa Papa Press | Winner |
| | Hiding in Plain Sight | Zane Thimmesch-Gill | Riverdale Avenue Books | Finalist |
| | Becoming Nicole: The Transformation of an American Family | Amy Ellis Nutt | Random House | Finalist |
| Transgender Poetry | succubus in my pocket | kari edwards | EOAGH Books | Winner |
| | Why Dust Shall Never Settle Upon This Soul | Ryka Aoki | Biyuti Publishing | Finalist |
| | Impersonation | Joy Ladin | The Sheep Meadow Press | Finalist |
| 2017 | Transgender Fiction | Small Beauty | jia qing wilson-yang | Metonymy Press | Winner |
| | If I Was Your Girl | Meredith Russo | Flatiron Books | Finalist |
| | Fierce Femmes and Notorious Liars: A Dangerous Trans Girl’s Confabulous Memoir | Kai Cheng Thom | Metonymy Press | Finalist |
| Transgender Nonfiction | Life Beyond My Body: A Transgender Journey to Manhood in China | Lei Ming | Transgress Press | Winner |
| | Outside the XY: Black and Brown Queer Masculinity | Morgan Mann Willis | Riverdale Avenue Books | Finalist |
| | Outspoken: A Decade of Transgender Activism and Trans Feminism | Julia Serano | Switch Hitter Press | Finalist |
| | Trunky (Transgender Junky): A Memoir | Samuel Peterson | Transgress Press | Finalist |
| | You Only Live Twice: Sex, Death and Transition | Chase Joynt and Mike Hoolbloom | Coach House Books | Finalist |
| Transgender Poetry | Reacquainted with Life | Kokumo | Topside Press | Winner |
| | Safe Space | Jos Charles | Ahsahta Press | Finalist |
| | Sympathetic Little Monster | Cameron Awkward-Rich | Ricochet Editions | Finalist |
| | The Romance of Siam: A Pocket Guide | Jai Arun Ravine | Timeless, Infinite Light | Finalist |
| | even this page is white | Vivek Shraya | Arsenal Pulp Press | Finalist |
| 2018 | Transgender Fiction | Transcendent 2: The Year’s Best Transgender Speculative Fiction | Bogi Takács (editor) | Lethe Press | Winner |
| | Nerve Endings: The New Trans Erotic | Tobi Hill-Meyer (editor) | Instar Books | Finalist |
| | Resilience: Surviving in the Face of Everything | Amy Heart, Sugi Pyrrophyta, and Larissa Glasser (editors) | Heartspark Press | Finalist |
| | The Black Emerald | Jeanne Thornton | Instar Books | Finalist |
| | Long Black Veil | Jennifer Finney Boylan | Crown | Finalist |
| Transgender Nonfiction | Black on Both Sides: A Racial History of Trans Identity | C. Riley Snorton | University of Minnesota Press | Winner |
| | Jane Crow: The Life of Pauli Murray | Rosalind Rosenberg | Oxford University Press | Finalist |
| | Lou Sullivan: Daring to Be a Man Among Men | Brice Smith | Transgress Press | Finalist |
| | Surpassing Certainty | Janet Mock | Atria Books | Finalist |
| | What About the Rest of Your Life | Sung Yim | Perfect Day Publishing | Finalist |
| Transgender Poetry | recombinant | Ching-In Chen | Kelsey Street Press | Winner |
| | Mucus in My Pineal Gland | Juliana Huxtable | Wonder / Capricious | Finalist |
| | Of Mongrelitude | Julian Talamantez Brolaski | Wave Books | Finalist |
| | What Runs Over | Kayleb Rae Candrilli | YesYes Books | Finalist |
| | a place called No Homeland | Kai Cheng Thom | Arsenal Pulp Press | Finalist |
| 2019 | Transgender Fiction | Little Fish | Casey Plett | Arsenal Pulp Press | Winner |
| | Freshwater | Akwaeke Emezi | Grove Atlantic / Grove Press | Finalist |
| | Invasions | Calvin Gimpelevich | Instar Books | Finalist |
| | Sketchtasy | Mattilda Bernstein Sycamore | Arsenal Pulp Press | Finalist |
| | Confessions of the Fox: A Novel | Jordy Rosenberg | One World / Random House | Finalist |
| Transgender Nonfiction | Histories of the Transgender Child | Julian Gill-Peterson | University of Minnesota Press | Winner |
| | I’m Afraid of Men | Vivek Shraya | Penguin Canada | Finalist |
| | Mobile Subjects: Transnational Imaginaries of Gender Reassignment | Aren Z. Aizura | Duke University Press | Finalist |
| | The Soul of the Stranger: Reading God and Torah from a Transgender Perspective | Joy Ladin | Brandeis University Press | Finalist |
| | Amateur: A True Story About What Makes a Man | Thomas Page McBee | Scribner | Finalist |
| Transgender Poetry | lo terciario / the tertiary | Raquel Salas Rivera | Timeless, Infinite Light | Winner |
| | Holy Wild | Gwen Benaway | Book*hug Press | Finalist |
| | If the Color Is Fugitive | Sara Mithra | Nomadic Press | Finalist |
| | Some Animal | Ely Shipley | Nightboat Books | Finalist |
| | Heal Your Love | Luna Merbruja | Biyuti Publishing | Finalist |
| 2020 | Transgender Fiction | Little Blue Encyclopedia (for Vivian) | Hazel Jane Plante | Metonymy Press | Winner |
| | Poet, Prophet, Fox: The Tale of Sinnach the Seer | M.Z. McDonnell | Self-published | Finalist |
| | The Beatrix Gates | Rachel Pollack | PM Press | Finalist |
| | The Trans Space Octopus Congregation | Bogi Takács | Lethe Press | Finalist |
| | Honey Walls | Bones McKay | McKay & Gray Publications | Finalist |
| Transgender Nonfiction | We Both Laughed in Pleasure: The Selected Diaries of Lou Sullivan | Ellis Martin and Zach Ozma | Nightboat Books | Winner |
| | Theorizing Transgender Identity for Clinical Practice: A New Model for Understanding Gender | S.J. Langer | Jessica Kingsley Publishers | Finalist |
| | Time Is the Thing a Body Moves Through | T Fleischmann | Coffee House Press | Finalist |
| | Real Queer America: LGBT Stories from Red States | Samantha Allen | Little, Brown & Company | Finalist |
| Transgender Poetry | HULL | Xandria Phillips | Nightboat Books | Winner |
| | EXTRATRANSMISSION | Andrea Abi-Karam | Kelsey Street Press | Finalist |
| | Our Weather Our Sea | Samuel Ace | Black Radish Books | Finalist |
| | The Year of Blue Water | Yanyi | Yale University Press | Finalist |
| | Dispatch | Cameron Awkward-Rich | Persea Books | Finalist |
| 2021 | Transgender Fiction | The Thirty Names of Night | Zeyn Joukhadar | Atria Books | Winner |
| | The Seep | Chana Porter | Soho Press | Finalist |
| | The Subtweet | Vivek Shraya | ECW Press | Finalist |
| | Trans-Galactic Bike Ride: Feminist Bicycle Science Fiction Stories of Transgender and Nonbinary Adventures | Lydia Rogue | Microcosm Publishing | Finalist |
| | Finna | Nina Cipri | Tordotcom Publishing | Finalist |
| Transgender Nonfiction | The Black Trans Prayer Book | J Mase III & Dane Figueroa Edidi | The Black Trans Prayer Book | Winner |
| | Nepantla Squared: Transgender Mestiz@ Histories in Times of Global Shift | L Heidenreich | University of Nebraska Press | Finalist |
| | The Freezer Door | Mattilda Bernstein Sycamore | Semiotext(e) | Finalist |
| | Trans Care | Hil Malatino | University of Minnesota Press | Finalist |
| | Fairest: A Memoir | Meredith Talusan | Viking | Finalist |
| Transgender Poetry | I Love You and I’m Not Dead | Sade LaNay | Argos Books | Winner |
| | More Than Organs | Kay Ulanday Barrett | Sibling Rivalry Press | Finalist |
| | The Nancy Reagan Collection | Maxe Crandall | Futurepoem Books | Finalist |
| | Theories of Performance | Jay Besemer | The Lettered Streets Press | Finalist |
| | Greyhound | Aeon Ginsberg | Noemi Press | Finalist |
| 2022 | Transgender Fiction | Summer Fun | Jeanne Thornton | Soho Press | Winner |
| | Detransition, Baby | Torrey Peters | One World | Finalist |
| | Margaret and the Mystery of the Missing Body | Megan Milks | The Feminist Press | Finalist |
| | She Who Became the Sun | Shelley Parker-Chan | Tor Books | Finalist |
| | A Natural History of Transition | Callum Angus | Metonymy Press | Finalist |
| Transgender Nonfiction | Belly of the Beast: The Politics of Anti-Fatness as Anti-Blackness | Da’Shaun Harrison | North Atlantic Books | Winner |
| | Brown Trans Figurations: Rethinking Race, Gender, and Seuxality in Chicanx/Latinx Studies | Francisco Galarte | University of Texas Press | Finalist |
| | Care Of: Letters, Connections, and Cures | Ivan Coyote | McClelland & Stewart | Finalist |
| | Trans and Genderqueer Subjects in Medieval Hagiography | Edited by Alicia Spencer-Hall and Blake Gutt | Amsterdam University Press | Finalist |
| | Trans Sex: Clinical Approaches to Trans Sexualities and Erotic Embodiments | Lucie Fielding | Routledge | Finalist |
| Transgender Poetry | Crossbones on My Life | Mason J | Nomadic Press | Winner |
| | Salamat sa Intersectionality | Dani Putney | Okay Donkey Press | Finalist |
| | Transverse | Lindsay Choi | Futurepoem Books | Finalist |
| | Villainy | Andrea Abi-Karam | Nightboat Books | Finalist |
| | x/ex/exis | Raquel Salas Rivera | University of Arizona Press | Finalist |
| 2023 | Transgender Fiction | The Call-Out | Cat Fitzpatrick | Seven Stories Press | Winner |
| | Didn’t Nobody Give a Shit What Happened to Carlotta | James Hannaham | Little, Brown & Company | Finalist |
| | Manywhere | Morgan Thomas | Farrar, Straus & Giroux/MCD | Finalist |
| | Wrath Goddess Sing | Maya Deane | William Morrow | Finalist |
| | All the Hometowns You Can’t Stay Away From | Izzy Wasserstein | Neon Hemlock | Finalist |
| Transgender Nonfiction | The Third Person | Emma Grove | Drawn & Quarterly | Winner |
| | Faltas: Letters to Everyone in My Hometown Who Isn’t My Rapist | Cecilia Gentili | LittlePuss Press | Finalist |
| | Feral City: On Finding Liberation in Lockdown New York | Jeremiah Moss | W.W. Norton & Company | Finalist |
| | The Terrible We: Thinking with Trans Maladjustment | Cameron Awkward-Rich | Duke University Press | Finalist |
| | Before We Were Trans: A New History of Gender | Kit Heyam | Basic Books | Finalist |
| Transgender Poetry | MissSettl | Kamden Ishmael Hilliard | Nightboat Books | Winner |
| | A Queen in Bucks County | Kay Gabriel | Nightboat Books | Finalist |
| | All the Flowers Kneeling | Paul Tran | Penguin Books | Finalist |
| | Emanations | Prathna Lor | Wolsak and Wynn Publishers Ltd. | Finalist |
| | A Dead Name That Learned How to Live | Golden | Game Over Books | Finalist |
| 2024 | Transgender Fiction | Wild Geese | Soula Emmanuel | Feminist Press | Winner |
| | Bellies | Nicola Dinan | Hanover Square Press | Finalist |
| | Girlfriends | Emily Zhou | LittlePuss Press | Finalist |
| | The Rage Letters | Valérie Bah; translator Kama La Mackerel | Metonymy Press | Finalist |
| | Trash | Sylvia Aguilar Zéleny | Deep Vellum | Finalist |
| Transgender Nonfiction | Miss Major Speaks: Conversations with a Black Trans Revolutionary | Miss Major and Toshio Meronek | Verso Books | Winner |
| | Love and Money, Sex and Death | McKenzie Wark | Verso Books | Finalist |
| | On Community | Casey Plett | Biblioasis | Finalist |
| | Tar Hollow Trans: Essays | Stacy Jane Grover | University Press of Kentucky | Finalist |
| | Transland: Consent, Kink, and Pleasure | Mx. Sly | Arsenal Pulp Press | Finalist |
| Transgender Poetry | Hood Vacations | Michal ‘MJ’ Jones | Black Lawrence Press | Winner |
| | Portraits as Animal: Poems | Victoriano Cárdenas | Bloomsday Literary | Finalist |
| | Short Film Starring my Beloved’s Red Bronco | K. Iver | Milkweed Editions | Finalist |
| | Taking to Water | Jennifer Conlon | Autumn House Press | Finalist |
| | Transitory | Subhaga Crystal Bacon | BOA Editions | Finalist |
| 2025 | Transgender Fiction | Firebugs | Nino Bulling | Drawn & Quarterly | Winner |
| | All Things Seen and Unseen: A Novel | RJ McDaniel | ECW Press | Finalist |
| | Love the World or Get Killed Trying | Alvina Chamberland | Noemi Press | Finalist |
| | Love/Aggression | June Martin | tRaum Books | Finalist |
| | Yellow Barks Spider | Harman Burns | Radiant Press | Finalist |
| Transgender Nonfiction | Pretty | KB Brookins | Alfred A. Knopf | Winner |
| | American Teenager: How Trans Kids Are Surviving Hate and Finding Joy in a Turbulent Era | Nico Lang | Harry N. Abrams | Finalist |
| | How to Fuck Like a Girl | Vera Blossom | DOPAMINE Books | Finalist |
| | Make It Count | CeCé Telfer | Grand Central Publishing | Finalist |
| | Trans Femme Futures: Abolitionist Ethics for Transfeminist Worlds | Nat Raha and Mijke van der Drift | Pluto Press | Finalist |
| Transgender Poetry | Girl Work | Zefyr Lisowski | Noemi Press | Winner |
| | Arasahas: Poems from the Tropics | Jaya Jacobo, translated by Christian Jill Benitez | PAWA Press | Finalist |
| | Consider the Rooster | Oliver Baez Bendorf | Nightboat Books | Finalist |
| | I Don’t Want to Be Understood | Joshua Jennifer Espinoza | Alice James Books | Finalist |
| | TRANZ | Spencer Williams | Four Way Books | Finalist |
