Greenwich Village in the 1910s was known for its atmosphere of sexual as well as intellectual freedom. Barnes was unusual among Villagers in having been raised with a philosophy of free love, espoused both by her grandmother and her father. Her father's idiosyncratic vision had included a commitment to unlimited procreation, which she strongly rejected; criticism of childbearing would become a major theme in her work. She did, however, retain sexual freedom as a value. In the 1930s she told Antonia White that "she had no feeling of guilt whatever about sex, about going to bed with any man or woman she wanted"; correspondence indicates that by the time she was 21 her family was well aware of her bisexuality, and she had a number of affairs with both men and women during her Greenwich Village years.

Of these, the most important was probably her engagement to Ernst Hanfstaengl, a Harvard graduate who ran the American branch of his family's art publishing house. Hanfstaengl had once given a piano concert at the White House and was a friend of then Senator Franklin Delano Roosevelt, but he became increasingly angered by anti - German sentiment in the United States during World War I. In 1916 he told Barnes he wanted a German wife; the painful breakup became the basis of a deleted scene in Nightwood. He later returned to Germany and became a close associate of Adolf Hitler. Starting in 1916 or 1917, she lived with a socialist philosopher and critic named Courtenay Lemon, whom she referred to as her common law husband, but this too ended, for reasons that are unclear. She also had a passionate romantic relationship with Mary Pyne, a reporter for the New York Press and fellow member of the Provincetown Players. Pyne died of tuberculosis in 1919, attended by Barnes until the end.

In the 1920s, Paris was the center of modernism in art and literature; as Gertrude Stein remarked, "Paris was where the twentieth century was". Barnes first travelled there in 1921 on an assignment for McCall's Magazine. She interviewed her fellow expatriate writers and artists for U.S. periodicals and soon became a well known figure on the local scene; her black cloak and her acerbic wit are remembered in many memoirs of the time. Even before her first novel was published, her literary reputation was already high, largely on the strength of her story "A Night Among the Horses", which was published in The Little Review and reprinted in her 1923 collection A Book. She was part of the inner circle of the influential salon hostess Natalie Barney, who would become a lifelong friend and patron, as well as the central figure in Barnes's satiric chronicle of Paris lesbian life, Ladies Almanack. They probably also had a brief affair, but the most important relationship of Barnes's Paris years was with the artist Thelma Wood. Wood was a Kansas native who had come to Paris to become a sculptor, but at Barnes's suggestion took up silverpoint instead, producing drawings of animals and plants that one critic compared to Rousseau. By the winter of 1922 they had set up housekeeping together in a flat on the Boulevard Saint - Germain.

Barnes arrived in Paris with a letter of introduction to James Joyce, whom she interviewed for Vanity Fair and who became a friend. The headline of her Vanity Fair interview billed him as "the man who is, at present, one of the more significant figures in literature", but her personal reaction to Ulysses was less guarded: "I shall never write another line.... Who has the nerve to after that?" It may have been reading Joyce that led Barnes to turn away from the late 19th century Decadent and Aesthetic influences of The Book of Repulsive Women toward the modernist experimentation of her later work. They differed, however, on the proper subject of literature; Joyce thought writers should focus on commonplace subjects and make them extraordinary, while Barnes was always drawn to the unusual, even the grotesque. Then, too, her own life was an extraordinary subject. Her autobiographical first novel Ryder would not only present readers with the difficulty of deciphering its shifting literary styles — a technique inspired by Ulysses — but also with the challenge of piecing together the history of an unconventional polygamous household, far removed from most readers' expectations and experience.

Despite the difficulties of the text, Ryder's bawdiness drew attention, and it briefly became a New York Times bestseller. Its popularity caught the publisher unprepared; a first edition of 3,000 sold out quickly, and by the time more copies made it into bookstores, public interest in the book had died down. Still, the advance allowed Barnes to buy a new apartment on Rue Saint - Romain, where she lived with Thelma Wood starting in September 1927. The move made them neighbors of Mina Loy, a friend of Barnes's since Greenwich Village days, who appeared in Ladies Almanack as Patience Scalpel, the sole heterosexual character, who "could not understand Women and their Ways".

Due to its subject matter, Ladies Almanack was published in a small, privately printed edition under the pseudonym "A Lady of Fashion". Copies were sold on the streets of Paris by Barnes and her friends, and Barnes managed to smuggle a few into the United States to sell. A bookseller, Edward Titus, offered to carry Ladies Almanack in his store in exchange for being mentioned on the title page, but when he demanded a share of the royalties on the entire print run, Barnes was furious. She later gave the name Titus to the abusive father in The Antiphon.

Barnes dedicated Ryder and Ladies Almanack to Thelma Wood, but the year both books were published — 1928 — was also the year that she and Wood separated. Barnes had wanted their relationship to be monogamous, but had discovered that Wood wanted her "along with the rest of the world". Wood had a worsening dependency on alcohol, and she spent her nights drinking and seeking out casual sex partners; Barnes would search the cafés for her, often winding up equally drunk. Barnes broke up with Wood over her involvement with heiress Henriette McCrea Metcalf (1888 – 1981), who would be scathingly portrayed in Nightwood as Jenny Petherbridge.

Much of Nightwood was written during the summers of 1932 and 1933, while Barnes was staying at Hayford Hall, a country manor in Devonshire rented by the art patron Peggy Guggenheim. Fellow guests included Antonia White, John Ferrar Holms, and the novelist and poet Emily Coleman. Evenings at the manor — nicknamed "Hangover Hall" by its residents — often featured a party game called Truth that encouraged brutal frankness, creating a tense emotional atmosphere. Barnes was afraid to leave her work in progress unattended because the volatile Coleman, having told Barnes one of her secrets, had threatened to burn the manuscript if Barnes revealed it. But once she had read the book, Coleman became its champion. Her critiques of successive drafts led Barnes to make major structural changes, and when publisher after publisher rejected the manuscript, it was Coleman who pressed T.S. Eliot, then an editor at Faber and Faber, to read it.

Faber published the book in 1936. Though reviews treated it as a major work of art, the book did not sell well. Barnes received no advance from Faber and the first royalty statement was for only £43; the U.S. edition published by Harcourt, Brace the following year fared no better. Barnes had published little journalism in the 30s and was largely dependent on Peggy Guggenheim's financial support. She was constantly ill and drank more and more heavily — according to Guggenheim, she accounted for a bottle of whiskey a day. In February 1939 she checked into a hotel in London and attempted suicide. Guggenheim funded hospital visits and doctors, but finally lost patience and sent her back to New York. There she shared a single room with her mother, who coughed all night and who kept reading her passages from Mary Baker Eddy, having converted to Christian Science. In March 1940 her family sent her to a sanatorium in upstate New York to dry out. Furious, Barnes began to plan a biography of her family, writing to Emily Coleman that "there is no reason any longer why I should feel for them in any way but hate". This idea would eventually come to fruition in her play The Antiphon. After she returned to New York City, she quarrelled bitterly with her mother and was thrown out on the street.

Left with nowhere else to go, Barnes stayed at Thelma Wood's apartment while Wood was out of town, then spent two months on a working ranch in Arizona with Emily Coleman and Coleman's lover Jake Scarborough. She returned to New York and, in September, moved into the small apartment at 5 Patchin Place in Greenwich Village where she would spend the last 42 years of her life. Throughout the 40s she continued to drink and wrote virtually nothing. Guggenheim, despite misgivings, provided her with a small stipend, and Coleman, who could ill afford it, sent US$ 20 a month. In 1946 she worked for Henry Holt as a manuscript reader, but her reports were invariably caustic and she was soon fired.

In 1950, realizing that alcoholism had made it impossible for her to function as an artist, Barnes stopped drinking in order to begin work on her verse play The Antiphon. The play drew heavily on her own family history, and the writing was fuelled by anger; she said "I wrote The Antiphon with clenched teeth, and I noted that my handwriting was as savage as a dagger." When he read the play, her brother Thurn accused her of wanting "revenge for something long dead and to be forgotten", but Barnes, in the margin of his letter, described her motive instead as "justice", and next to the word dead she wrote "not dead".

After The Antiphon Barnes returned to writing poetry, which she worked and reworked, producing as many as 500 drafts. She wrote eight hours a day despite a growing list of health problems, including arthritis so severe that she had difficulty even sitting at her typewriter or turning on her desk lamp. Many of these poems were never finalized and only a few were published in her lifetime.

During her Patchin Place years, Barnes became a notorious recluse, intensely suspicious of anyone she did not know well. E.E. Cummings, who lived across the street, would check on her periodically by shouting out his window "Are you still alive, Djuna?" Bertha Harris put roses in her mailbox, but never succeeded in meeting her; Carson McCullers camped on her doorstep, but Barnes only called down "Whoever is ringing this bell, please go the hell away." She was angry that Anaïs Nin had named a character Djuna, and when the feminist bookstore Djuna Books opened in Greenwich Village, Barnes called to demand that the name be changed. Barnes had a lifelong affection for poet Marianne Moore since she and Moore were young in the 1920's. Barnes was bitter at the end, but underneath her sometimes formidable facade she was warm and always amusing, with an almost Shakespearean vocabulary (despite having not had much formal education).

Although Barnes had other female lovers, in her later years she was known to claim "I am not a lesbian, I just loved Thelma."

Barnes was elected to the National Institute of Arts and Letters in 1961. She was the last surviving member of the first generation of English language modernists when she died in New York in 1982.

Barnes's chapbook The Book of Repulsive Women (1915) collects eight "rhythms" and five drawings. The poems show the strong influence of late 19th century Decadence, and the style of the illustrations resembles Aubrey Beardsley's. The setting is New York City, and the subjects are all women: a cabaret singer, a woman seen through an open window from the elevated train, and, in the last poem, the corpses of two suicides in the morgue. The book describes women's bodies and sexuality in terms that have indeed struck many readers as repulsive, but, as with much of Barnes's work, the author's stance is ambiguous. Some critics read the poems as exposing and satirizing cultural attitudes toward women.

Barnes herself came to regard The Book of Repulsive Women as an embarrassment; she called the title "idiotic", left it out of her curriculum vitae, and even burned copies. But since the copyright had never been registered, she was unable to prevent it from being republished, and it became one of her most reprinted works.

Barnes's novel Ryder (1928) draws heavily on her childhood experiences in Cornwall - on - Hudson. It covers fifty years of history of the Ryder family: Sophia Grieve Ryder, like Zadel a former salon hostess fallen into poverty; her idle son Wendell; his wife Amelia; his resident mistress Kate - Careless; and their children. Barnes herself appears as Wendell and Amelia's daughter Julie. The story has a large cast and is told from a variety of points of view; some characters appear as the protagonist of a single chapter only to disappear from the text entirely. Fragments of the Ryder family chronicle are interspersed with children's stories, songs, letters, poems, parables, and dreams. The book changes style from chapter to chapter, parodying writers from Chaucer to Dante Gabriel Rossetti.

Both Ryder and Ladies Almanack abandon the Beardsleyesque style of her drawings for The Book of Repulsive Women in favor of a visual vocabulary borrowed from French folk art. Several illustrations are closely based on the engravings and woodcuts collected by Pierre Louis Duchartre and René Saulnier in the 1926 book L'Imagerie Populaire — images that had been copied with variations since medieval times. The bawdiness of Ryder's illustrations led the U.S. Postal Service to refuse to ship it, and several had to be left out of the first edition, including an image in which Sophia is seen urinating into a chamberpot and one in which Amelia and Kate - Careless sit by the fire knitting cod pieces. Parts of the text were also expurgated. In an acerbic introduction, Barnes explained that the missing words and passages had been replaced with asterisks so that readers could see the "havoc" wreaked by censorship. A 1990 Dalkey Archive edition restored the missing drawings, but the original text was lost with the destruction of the manuscript in World War II.

Ladies Almanack (1928) is a roman à clef about a predominantly lesbian social circle centering on Natalie Clifford Barney's salon in Paris. It is written in an archaic, Rabelaisian style, with Barnes's own illustrations in the style of Elizabethan woodcuts.

Barney appears as Dame Evangeline Musset, "who was in her Heart one Grand Red Cross for the Pursuance, the Relief and the Distraction, of such Girls as in their Hinder Parts, and their Fore Parts, and in whatsoever Parts did suffer them most, lament Cruelly". "[A] Pioneer and a Menace" in her youth, Dame Musset has reached "a witty and learned Fifty"; she rescues women in distress, dispenses wisdom, and upon her death is elevated to sainthood. Also appearing pseudonymously are Elisabeth de Gramont, Romaine Brooks, Dolly Wilde, Radclyffe Hall and her partner Una Troubridge, Janet Flanner and Solita Solano, and Mina Loy.

The obscure language, inside jokes, and ambiguity of Ladies Almanack have kept critics arguing about whether it is an affectionate satire or a bitter attack, but Barnes herself loved the book and reread it throughout her life.

Barnes's reputation as a writer was made when Nightwood was published in England in 1936 in an expensive edition by Faber and Faber, and in America in 1937 by Harcourt, Brace and Company, with an added introduction by T.S. Eliot.

The novel, set in Paris in the 1920s, revolves around the lives of five characters, two of whom are based on Barnes and Wood, and it reflects the circumstances surrounding the ending of their relationship. In his introduction, Eliot praises Barnes' style, which while having "prose rhythm that is prose style, and the musical pattern which is not that of verse, is so good a novel that only sensibilities trained on poetry can wholly appreciate it."

Due to concerns about censorship, Eliot edited Nightwood to soften some language relating to sexuality and religion. An edition restoring these changes, edited by Cheryl J. Plumb, was published by Dalkey Archive Press in 1995.

Dylan Thomas described Nightwood as "one of the three great prose books ever written by a woman," while William Burroughs called it "one of the great books of the twentieth century." It was number 12 on a list of the top 100 gay books compiled by The Publishing Triangle in 1999.

Barnes's verse play The Antiphon (1958) is set in England in 1939. Jeremy Hobbs, in disguise as Jack Blow, has brought his family together at their ruined ancestral home, Burley Hall. His motive is never explicitly stated, but he seems to want to provoke a confrontation among the members of his family and force them to confront the truth about their past. His sister Miranda is a stage actress, now "out of patron and of money"; her materialistic brothers, Elisha and Dudley, see her as a threat to their financial well being. Elisha and Dudley accuse their mother Augusta of complicity with their abusive father Titus Hobbs. They take advantage of Jeremy's absence to don animal masks and assault both women, making cruel and sexually suggestive remarks; Augusta treats this attack as a game. Jeremy returns with a doll house, a miniature version of the house in America where the children grew up. As she examines it, he charges her with making herself "a madam by submission", since she failed to prevent Titus from orchestrating Miranda's rape by "a travelling Cockney thrice [her] age". The last act finds Miranda and Augusta alone together. Augusta, at once disapproving and envious of her daughter's more liberated life, exchanges clothes with her daughter and wants to pretend she is young again, but Miranda refuses to enter into this play. When Augusta hears Elisha and Dudley driving away, she blames Miranda for their abandonment and beats her to death with a curfew bell, falling dead at her side from the exertion.

The play premiered in 1962 in Stockholm, in a Swedish translation by Karl Ragnar Gierow and U.N. Secretary - General Dag Hammarskjöld.

Barnes's last book, Creatures in an Alphabet (1982), is a collection of short rhyming poems. The format suggests a children's book, but it contains enough allusiveness and advanced vocabulary to make it an unlikely read for a child: the entry for T quotes Blake's "The Tyger", a seal is compared to Jacques - Louis David's portrait of Madame Récamier, and a braying donkey is described as "practicing solfeggio". Creatures continues the themes of nature and culture found in Barnes's earlier work, and their arrangement as a bestiary reflects her longstanding interest in systems for organizing knowledge, such as encyclopedias and almanacs.

Barnes has been cited as an influence by writers as diverse as Truman Capote, William Goyen, Karen Blixen, John Hawkes, Bertha Harris, and Anaïs Nin. Writer Bertha Harris described her work as "practically the only available expression of lesbian culture we have in the modern western world" since Sappho.