In 1968 she resigned from her job as a secretary in the Dutch consulate in Manhattan to become a call girl, making $1,000 a night. A year later, she opened her own brothel, the Vertical Whorehouse, and soon became New York City's leading madam. In 1971, she was arrested for prostitution by New York Police and forced to leave the United States.
Author
In 1971, Hollander published a memoir, The Happy Hooker: My Own Story.Robin Moore, who took Hollander's dictation of the book's contents, came up with the title, while Yvonne Dunleavy either transcribed the book or ghostwrote it. Hollander later wrote a number of other books and produced plays in Amsterdam. Her book, Child No More, is the story of losing her mother. For 35 years, she wrote an advice column for Penthouse magazine, entitled Call Me Madam.
Other ventures
In the early 1970s, she recorded a primarily spoken-word album titled Xaviera! for the Canadian GRT Records label, on which she discussed her philosophy regarding sex and prostitution, sang a cover version of the Beatles' song "Michelle", and recorded several simulated sexual encounters, including an example of phone sex, a threesome and a celebrity encounter with guest "vocal" by Ronnie Hawkins. Xaviera's Game, an erotic board game, was released in 1974 by Reiss Games, Inc. In 1975, she starred in the semi-autobiographical film My Pleasure is My Business. Beginning in 2005, she operated Xaviera's Happy House, a bed and breakfast within her Amsterdam home.
Personal life
For several years in the 1970s, Hollander lived in Toronto, where she married Frank Applebaum, a Canadian antique dealer, and was a regular fixture in the downtown scene. She mentions a lover named John Drummond, with whom she partnered for many years, co-authoring two books, including Let's Get Moving about their life together: "I went there with, what for years had been the love of my life, John Drummond, a wild Scottish intellectual who, at times, liked his whisky, beer and wines too much. We had great sex, often up to 3 times a day—all that and he was about 17 years older than me". During a 2018 interview, she revealed a darker side in the relationship with a man she called "the love of my life!": "The love of my life 25 years ago, John Drummond, a brilliant and boisterous Scotsman with a 'Thatcheresque' accent had, especially under the influence of a few Scotches, beers, or wine, become quite destructive towards me. He is the only one who managed to deprive me of my self-esteem or identity, temporarily. He used to say that a British man’s way of saying 'I love you' is to put his woman down." Drummond is listed as one of her husbands. Hollander claimed to have "turned gay" around 1997, establishing a long-term relationship with a Dutch poet called Dia. In January 2007, she married a Dutch man, Philip de Haan, in Amsterdam.
Films and other works
Hollander has been depicted in film five times:
The Life and Times of Xaviera Hollander, an X-rated film released in 1974, portrayed by Samantha McLaren
The Best Part of a Man, released in 1975, portrayed by Artistae Stiftung
My Pleasure Is My Business, released in 1975 and directed by Al Waxman, as Gabrielle
Xaviera Hollander, the Happy Hooker: Portrait of a Sexual Revolutionary, a documentary released in 2008 and directed, jointly produced, photographed and edited by Robert Dunlap, and she made additional writing contributions to the script
In 1989 she made an on British television discussion programme After Dark, alongside Mary Stott, Malcolm Bennett and Hans Eysenck among others. A musical about her life was written and composed by Richard Hansom and Warren Wills. Also, Robert Dunlap released a documentary called Xaviera Hollander: Portrait of a Sexual Revolutionary.
Non-fiction
Moore took Hollander's dictation, and Dunleavy transcribed the results.