
Allan Stein is a 1999 novel by Matthew Stadler. Its epigraph is a quotation from writer Gertrude Stein: "What is the use of being a boy if you grow up to become a man, what is the use?"

Angels in America: A Gay Fantasia on National Themes is a two-part play by American playwright Tony Kushner. The work won numerous awards, including the Pulitzer Prize for Drama, the Tony Award for Best Play, and the Drama Desk Award for Outstanding Play. Part one of the play premiered in 1991 and its Broadway opening was in 1993.

Asha’s Mums is a children’s book written in 1990 by Michele Paulse and Rosamund Elwin and illustrated by Dawn Lee focusing on the topic of same-sex parents. Due to the subject matter, the book has been extremely controversial with a mixed critical reception, leading to a legal case in British Columbia over an attempt to ban the book.

Between the Lines is a lesbian, gay, bisexual and transgender (LGBT) newspaper in the Michigan area. It is headquartered in Livonia, Metro Detroit.

Bi Any Other Name: Bisexual People Speak Out, published by Riverdale Avenue Books, is an anthology edited by Loraine Hutchins and Lani Ka'ahumanu, and is one of the seminal books in the history of the modern bisexual rights movement. It holds a place that is in many ways comparable to that held by Betty Friedan's The Feminine Mystique in the feminist movement.

Body Alchemy: Transsexual Portraits is a 1996 book collecting photographs and writing of Loren Cameron. It documents the process of transition and everyday lives of the author and other trans men.

"Brokeback Mountain" is a short story by American author Annie Proulx. It was originally published in The New Yorker on October 13, 1997, for which it won the National Magazine Award for Fiction in 1998. Proulx won a third place O. Henry Award for the story in 1998. A slightly expanded version of the story was published in Proulx's 1999 collection of short stories, Close Range: Wyoming Stories. The collection was a finalist for the 2000 Pulitzer Prize for Fiction.

Chirality is a 4-volume yuri manga series written and illustrated by author Satoshi Urushihara. The manga was originally serialized in Comic NORA in 1995, and later published in three bound volumes, which was re-released into two bound volumes in 2003. In 1997 Chirality was licensed for released in North America by Central Park Media. It was originally published as 18 issues between March 1997 and August 1998, as well as being released into four bound volumes from 1997 to 2000. The art was also flipped so that it would read left to right which was not an uncommon practice for manga released in Western Hemisphere at the time.
Conduct Unbecoming: Lesbians and Gays in the U.S. Military from Vietnam to the Persian Gulf War is a 1993 book by American journalist Randy Shilts, in which the author traces the participation of gay and lesbian personnel from the Revolutionary War to the late 20th century.

A Couple of Guys was a comic strip about the lives of a gay male couple, their friends and family in New York City. The strip was first published in September 1996 and was written and drawn by Dave Brousseau. The strip ended in February 2018 because of high production costs and Brousseu's wishes.

Daddy's Roommate is a children's book written by Michael Willhoite and published by Alyson Books in 1990. One of the first children's books to address the subject of homosexuality, the story follows a young boy whose divorced father now lives with his life partner. The book's depiction of a gay household has led to its inclusion in many educational programs, and Willhoite's work was awarded a Lambda Literary Award in 1991.

Disco Bloodbath: A Fabulous but True Tale of Murder in Clubland is a 1999 memoir written by James St. James about his life as a Manhattan celebutante and club kid. The book specifically chronicles his friend Michael Alig's rise to fame, and Alig and his roommate's subsequent murder of fellow club kid and drug dealer Andre "Angel" Melendez. St. James was Alig's mentor, rival, and collaborator in the Manhattan party scene, and was familiar with many of its key figures. The memoir was later retitled Party Monster, after the 2003 motion picture of that name starring Macaulay Culkin, Seth Green, Chloë Sevigny, and Marilyn Manson.

Dykes to Watch Out For was a comic strip by Alison Bechdel. The strip, which ran from 1983 to 2008, was one of the earliest ongoing representations of lesbians in popular culture and has been called "as important to new generations of lesbians as landmark novels like Rita Mae Brown's Rubyfruit Jungle (1973) and Lisa Alther's Kinflicks (1976) were to an earlier one".

fab was a Canadian magazine which targeted the gay community, publishing biweekly issues in Toronto, Ontario from 1994 to 2013. It published alternate weeks to the city's other biweekly gay publication, Xtra!. The publication's official spelling uses a lower-case F: fab.

Forbidden Passages: Writings Banned in Canada is a compilation book about censorship edited by Patrick Califia with an introduction by Janine Fuller. It was published in 1995 by Cleis Press. Most of the works in the book involve topics relating to LGBT and specifically gay and lesbian homosexuality issues.

Fugues is a gay magazine, which publishes monthly in Montreal, Quebec, Canada, since April 1984. The magazine is primarily in French, although some English content is published as well. It focuses on news related to LGBT communities, gay culture, nightlife, health, fitness, fashion, travel, festivals, arts and entertainment. Over 180 pages of news, trends, culture, nightlife, community activities, special folders and opinion articles.

Gay City News now stylized as gcn is a free weekly newspaper based in New York City focusing on local and national issues relating to the lesbian, gay, bisexual and transgender (LGBT) community. It was founded in 1994 as Lesbian Gay New York, later LGNY, and was sold to Community Media LLC, owner of The Villager, in 2002, which renamed the publication. It is the largest LGBT newspaper in the United States, with a circulation of 47,000.

Gay Science: The Ethics of Sexual Orientation Research is a 1997 book by the philosopher Timothy F. Murphy about scientific research on sexual orientation.

Gender Trouble: Feminism and the Subversion of Identity is a book by the philosopher Judith Butler, in which the author argues that gender is a kind of improvised performance. The work is influential in feminism, women's studies, and lesbian and gay studies, and has also enjoyed widespread popularity outside of traditional academic circles. Butler's ideas about gender came to be seen as foundational to queer theory and the advancing of dissident sexual practices during the 1990s.

Gravitation is a yaoi manga series written and illustrated by Maki Murakami. The story follows the attempts of Shuichi Shindo and his band, Bad Luck, to become Japan's next musical sensation, and his struggles to capture Eiri Yuki's heart.

Hen is a Japanese seinen manga series written and illustrated by Hiroya Oku, serialized in Weekly Young Jump. There are two separate series of Hen, but they share the same setting, and characters from the first series appear in the second.

Holding the Man is a 1995 memoir by Australian writer, actor, and activist Timothy Conigrave.

The Homo Handbook: Getting in Touch with Your Inner Homo: A Survival Guide for Lesbians and Gay Men was published in 1996 by Simon & Schuster's Fireside Books imprint. Written by comedian Judy Carter, the self-help book for the LGBTQ community won the Lambda Literary Award for Best Humor Book at the 9th Lambda Literary Awards. The book is a comedic guidebook that addresses issues such as coming out, dating, and dealing with discrimination.

Hothead Paisan: Homicidal Lesbian Terrorist is an alternative comic written and drawn by Diane DiMassa published 1991–1998. It features the title character generally wreaking violent vengeance on male oppressors. Recurring characters include Hothead's cat Chicken, her wise mystical friend Roz, a talking lamp, and her lover Daphne.

Jane's World was a comic strip by cartoonist Paige Braddock that ran from March 1998 to October 2018. Featuring lesbian and bisexual women characters, the strip stars Jane Wyatt, a young lesbian living in a trailer in Northern California with her straight male roommate, Ethan, and follows her life with her circle of friends, romances, and exes. Shortly after celebrating its 20th anniversary, publication ended with Jane marrying Dorothy.

The Kid: What Happened After My Boyfriend and I Decided to Go Get Pregnant is a non-fiction book by Dan Savage. It was first published by Dutton in 1999. The book recounts the author's experiences during the process of adopting a child with his partner, Terry. Savage details for the reader his emotional states at various times during the adoption period and how it affected his life.

Mom, I Need to be a Girl is a work of non-fiction by "Just Evelyn", the mother of a transgender former teenager. It recounts how her daughter Danielle Lindenmuth began transitioning from male to female at 15, and completed sex reassignment surgery at 18, with the support of the author and her sons. Evelyn wrote the book and published it in 1998 because she could not find similar resources available to the families of transgender people, especially teenagers. The book has been recommended by various transgender support resources, and is available in print and for free online.

Odd Girls and Twilight Lovers: A History of Lesbian Life in Twentieth-Century America is a non-fiction book by Lillian Faderman chronicling lesbian life in the 20th century. In 1992, it won the Stonewall Book Award for non-fiction and was selected as the "Editor's Choice" at the Lambda Literary Awards. In September 2011, Ms. magazine ranked the book 99th on its list of the top 100 feminist non-fiction books.

On Our Backs was the first women-run erotica magazine and the first magazine to feature lesbian erotica for a lesbian audience in the United States. It ran from 1984 to 2006.

One Hundred Years of Homosexuality: and other essays on Greek love is a 1990 book about homosexuality in ancient Greece by the classicist David M. Halperin, in which the author supports the social constructionist school of thought associated with the French philosopher Michel Foucault. The work has been praised by several scholars, but criticized by others, some of whom have attributed to Halperin the view that the coining of the word "homosexuality" in the nineteenth century brought homosexuality into existence. The book was often reviewed alongside John J. Winkler's The Constraints of Desire (1990).

Paradise Kiss , abbreviated to "ParaKiss", is a manga series written and illustrated by Ai Yazawa. It appeared as a serial in the Japanese fashion magazine Zipper. Shodensha collected the chapters into five volumes. The series has also been adapted into a 12 episode anime series, produced by Aniplex and Studio Madhouse, and which was aired in Japan on Fuji TV's Noitamina programming block and on the anime television network, Animax, who have broadcast the series across its respective networks worldwide, including Japan, Southeast Asia, South Asia and East Asia.

Pietà (ピエタ) is a Japanese josei yuri manga by Nanae Haruno. It was originally serialized in the manga magazine Young You, published by Shueisha. The chapters were collected into two tankōbon volumes, the first released on April 19, 2000 and the second on May 19, 2000. The second volume also contains a sequel short story, "A Week at the Beach," showing the main characters at a later time.

Prayers for Bobby: A Mother's Coming to Terms with the Suicide of Her Gay Son is a book by Leroy F. Aarons that outlines a mother's experience in coming to terms with the suicide of her gay son. On January 24, 2009, the TV film Prayers for Bobby, an adaptation of the book starring Sigourney Weaver and Ryan Kelley in the title role as Bobby, was shown on the Lifetime cable network.

Promethea is a comic book series created by Alan Moore, J. H. Williams III and Mick Gray, published by America's Best Comics/WildStorm.

Queer Science: The Use and Abuse of Research into Homosexuality is a 1996 book by the neuroscientist Simon LeVay, in which the author discusses theories about sexual orientation and the social and political implications of scientific research on the topic. He critically evaluates the views of authors such as the physician Magnus Hirschfeld and Sigmund Freud, the founder of psychoanalysis.
Queers in History is an encyclopedia written by Keith Stern of historically prominent people who were lesbian, gay, bisexual, or transgender (LGBT).

Revolutionary Girl Utena is a series created by Be-Papas, an artist collective founded by Kunihiko Ikuhara. The primary entries in the series include a 1996 manga written by Chiho Saito, a 1997 anime television series directed by Ikuhara, and Adolescence of Utena, a 1999 feature film.

Same-Sex Unions in Pre-Modern Europe is a historical study written by American historian John Boswell and first published by Villard Books in 1994. Then a professor at Yale University, Boswell was a specialist on homosexuality in Christian Europe, having previously authored three books on the subject. It proved to be his final publication, released in the same year as his death.

Savage Love: Straight Answers from America's Most Popular Sex Columnist is a non-fiction book by sex columnist Dan Savage. It was first published in 1998 by Plume.

Sexual Ecology: AIDS and the Destiny of Gay Men is a 1997 book by the gay activist Gabriel Rotello, in which the author discusses why HIV has continued to infect large numbers of gay men despite the widespread use of condoms and why many experts believe that new HIV infections will disproportionately strike gay men into the future. To investigate this, he examines the origins and history of the AIDS epidemic, and draws upon epidemiology, sociology, gay history, ecology and many other disciplines. His conclusion is that gay men need to add a strategy of partner reduction to the strategy of condoms in order to bring new infections down.

Skin: Talking About Sex, Class And Literature is a collection of essays written by award-winning author Dorothy Allison. Published in 1994, the book contains original essays as well as updated versions of essays that appeared in anthologies and magazines like New York Native, The Village Voice, and Forum. As the title suggests, Allison gives the reader her take on her difficult childhood, race- and class-based schisms within the lesbian community, feminism, pornography, sadomasochism, and the transcending effect that literature can have on children.

A Special Agent: Gay and Inside the FBI is Frank Buttino's 1993 memoir, co-authored with his brother Lou. Buttino writes about his career as a special agent in the Federal Bureau of Investigation (FBI), and his dismissal once his homosexuality was made public. Buttino writes that the FBI had a policy of blackmailing gay men into resigning, but the Department of Justice said he was fired because he had lied to investigators and he was therefore susceptible to blackmail by members of the public. Buttino's class-action lawsuit was settled by the FBI in 1994, and it led to an end to homophobic discrimination for employees of the United States federal government.

The Straight Mind and Other Essays is a (1992) collection of essays by Monique Wittig.

Times Square Red, Times Square Blue is a non-fiction book written by science fiction author Samuel R. Delany and published in 1999 by the New York University Press. The book is a compilation of two separate essays: Times Square Blue and ...Three, Two, One, Contact: Times Square Red. The 20th Anniversary Edition, published in 2019, contains an introduction by Robert Reid-Pharr.

Tokyo Babylon , also known as Tokyo Babylon: A Save Tokyo City Story, is a Japanese shōjo manga series created by Clamp, with story by Nanase Ohkawa and art by Mokona. The series follows Subaru Sumeragi, the head of the Sumeragi clan, and his sister Hokuto as they work to protect Tokyo from a myriad of supernatural perils. The series is based on a dōjinshi Clamp wrote but decided to add dark social themes in the serialization as a result of the chapters' length. It was serialized by Shinshokan in South and Wings magazines from 1990 to 1993 and collected in seven tankōbon volumes. The English-language version of the manga was first distributed by Tokyopop and is now in possession of Dark Horse Comics.

The Trouble with Normal: Sex, Politics, and the Ethics of Queer Life is a book by Michael Warner, in which the author discusses the role of same-sex marriage as a goal for gay rights activists. First published in 1999 by The Free Press, an imprint of Simon & Schuster, it was re-published in 2000 in paperback by Harvard University Press. Warner argues that the right to marry is an inadequate and ultimately undesirable goal for gay rights activism. As well as addressing marriage, he considers other areas in which public discourse stigmatizes certain sexual behaviors, including through sensationalist coverage of sex scandals, public zoning initiatives that marginalize the sex industry, and the attempted use of shame to manage sexually transmitted disease. The book has been described as a classic of the debates on normalcy as a goal for the gay rights movement, and as an important contribution to queer theory.

The Vagina Monologues is an episodic play written by Eve Ensler which developed and premiered at HERE Arts Center, Off-Off-Broadway in New York and was followed by an Off-Broadway run in 1996 at Westside Theatre. The play explores consensual and nonconsensual sexual experiences, body image, genital mutilation, direct and indirect encounters with reproduction, vaginal care, menstrual periods, sex work, and several other topics through the eyes of women with various ages, races, sexualities, and other differences.

Virtual Equality: The Mainstreaming of Gay and Lesbian Liberation is a 1995 book about gay rights by lawyer and civil rights activist Urvashi Vaid, in which the author argues that LGBT movements in the United States have been only partially successful in achieving their goals, and that gay and lesbian Americans continue to suffer from discrimination and other problems. Vaid maintains that the American gay rights movement must reconsider its tactics and move from advocacy of civil equality to aiming at social change.

Virtually Normal: An Argument About Homosexuality is a book about the politics of homosexuality by the political commentator Andrew Sullivan, in which the author criticizes four different perspectives on gay rights in American society, which he calls the "Prohibitionist", "Liberationist", "Conservative", and "Liberal" views, seeking to expose internal inconsistencies within each of them. He also criticizes the philosopher Michel Foucault and gay rights activists he considers influenced by Foucault, and argues in favor of same-sex marriage and an end to the don't ask, don't tell policy, which banned service by openly gay people in the US military. However, he makes a case against legislation aimed at preventing private discrimination against gay people.

The Whole Lesbian Sex Book: A Passionate Guide for All of Us is a 1999 book about lesbian sexual practices by the sex educator Felice Newman.

Young Heroes in Love was an American comic book series published by DC Comics; it ran for 18 issues from 1997 to 1998. An uncommon combination of the superhero and romance genres, it introduced two LGBT male characters into the DC Universe – Frostbite and Off-Ramp – who were depicted becoming a couple, which was considered groundbreaking for the time. Unusually for a comic set in an established publisher-owned universe, Dan Raspler and Dev Madan retained copyright to the stories and art.