Dianna Boileau
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Dianna Boileau ( – 2014) was a Canadian
transgender woman A trans woman or transgender woman is a woman who was assigned male at birth. Trans women have a female gender identity and may experience gender dysphoria (distress brought upon by the discrepancy between a person's gender identity and their ...
, and among the first Canadians to undergo
gender-affirming surgery Gender-affirming surgery (GAS) is a surgical procedure, or series of procedures, that alters a person's physical appearance and sexual characteristics to resemble those associated with their gender identity. The phrase is most often associated ...
. Boileau began living as a woman in her late teens. She first came to public attention after her involvement in a fatal 1962 car accident which resulted in sensational press coverage outing her as an ostensible
cross-dresser Cross-dressing is the act of wearing clothes traditionally or stereotypically associated with a different gender. From as early as pre-modern history, cross-dressing has been practiced in order to disguise, comfort, entertain, and express onesel ...
. She then anonymously returned to the public eye in 1970 when she underwent gender-affirming surgery. In 1972, she published a memoir, ''Behold, I Am a Woman'', and lived the remainder of her life in private.


Early life

Boileau was born in
Manitoba Manitoba is a Provinces and territories of Canada, province of Canada at the Centre of Canada, longitudinal centre of the country. It is Canada's Population of Canada by province and territory, fifth-most populous province, with a population ...
, in 1929 or 1930. According to her memoir, she was named Clifford by her adoptive parents. Boileau's family moved around Manitoba and Ontario for work during her childhood. During Boileau's teen years, the family resided in
Fort Frances Fort Frances is a town in, and the seat of, Rainy River District in Northwestern Ontario, Canada. The population as of the Canada 2021 Census, 2021 census was 7,466 Fort Frances is a popular fishing destination. It hosts the annual Fort Frances C ...
, a small town in western Ontario. During this time, a local doctor, Harold Challis, diagnosed Boileau as a
transsexual A transsexual person is someone who experiences a gender identity that is inconsistent with their assigned sex, and desires to permanently transition to the sex or gender with which they identify, usually seeking medical assistance (incl ...
, a diagnosis which she initially kept private. At the age of 17, Boileau travelled alone on a trip to Winnipeg where she began presenting as female in public, wearing women's clothing and a blonde wig. She was picked up by the police and her parents were called. They picked her up the next day. Recalling the incident in her 1972 memoir, Boileau wrote: "The sight of me in the complete attire of a woman made Mother weep and Father fume." Boileau's parents came to accept Boileau's identity, with the encouragement of Dr. Challis, and the family moved to
Thunder Bay Thunder Bay is a city in and the seat of Thunder Bay District, Ontario, Canada. It is the most populous municipality in Northwestern Ontario and the second most populous (after Greater Sudbury) municipality in Northern Ontario. Its population i ...
, where Boileau began living as a woman and took the name Dianna. Boileau later lived in
Calgary Calgary () is a major city in the Canadian province of Alberta. As of 2021, the city proper had a population of 1,306,784 and a metropolitan population of 1,481,806 making it the third-largest city and fifth-largest metropolitan area in C ...
and
Edmonton Edmonton is the capital city of the Provinces and territories of Canada, Canadian province of Alberta. It is situated on the North Saskatchewan River and is the centre of the Edmonton Metropolitan Region, which is surrounded by Central Alberta ...
, where she worked as a model and stenographer, then moved to
Toronto Toronto ( , locally pronounced or ) is the List of the largest municipalities in Canada by population, most populous city in Canada. It is the capital city of the Provinces and territories of Canada, Canadian province of Ontario. With a p ...
, working as a stenographer and legal secretary.


1962 car accident

In 1962, while living in Toronto, Boileau was driving on
Highway 401 King's Highway 401, commonly referred to as Highway 401 and also known by its official name as the Macdonald–Cartier Freeway or colloquially referred to as the four-oh-one, is a controlled-access 400-series highway in the Canadian prov ...
with a friend, Rosemary Sheehan, when she crashed into a guardrail. Sheehan died, and Boileau was charged with
dangerous driving In United Kingdom law, dangerous driving is a statutory offence related to aggressive driving. It is also a term of art used in the definition of the offence of causing death by dangerous driving. It replaces the former offence of reckless driv ...
and
criminal negligence In criminal law, criminal negligence is an offence that involves a breach of an objective standard of behaviour expected of a defendant. It may be contrasted with strictly liable offences, which do not consider states of mind in determining c ...
causing death. She was initially detained in a women's lock-up, then a men's, and finally the
Don Jail The Don Jail was a jail in Toronto, Ontario, Canada, located to the east of the Don River, on Gerrard Street East in the Riverdale neighbourhood. The original building was completed in 1864 and was reopened in 2013 to serve as the administrati ...
, a men's facility. She was put on trial in 1963, and ultimately acquitted. The incident resulted in sensational press coverage focused on Boileau's gender, with headlines such as "Wearing dress, man remanded in car death", "Woman driver, 32, found to be male", and "Dressed as Woman, Man Goes on Trial". The distress caused by the incident led Boileau to attempt suicide by taking pills.


Surgical transition

At some point following 1962, Boileau began taking feminizing hormones and investigating
gender-affirming surgery Gender-affirming surgery (GAS) is a surgical procedure, or series of procedures, that alters a person's physical appearance and sexual characteristics to resemble those associated with their gender identity. The phrase is most often associated ...
. In 1969, she and a friend underwent orchiectomies (removal of the testicles) in New York. In 1970, Boileau underwent surgery at
Toronto General Hospital The Toronto General Hospital (TGH) is a major teaching hospital in Toronto, Ontario, Canada and the flagship campus of University Health Network (UHN). It is located in the Discovery District of Downtown Toronto along University Avenue (Toronto), ...
to have her remaining male genitals removed and female genitals constructed. It was the first time such a surgery had been covered by the
Ontario Health Insurance Plan The Ontario Health Insurance Plan ( French: ''Assurance-Santé de l'Ontario''), commonly known by the acronym OHIP (pronounced ), is the government- run health insurance plan for the Canadian province of Ontario. OHIP is funded by a payroll ded ...
. As a precondition, she was required to receive the endorsement of psychiatrists at the newly established gender clinic in the
Clarke Institute of Psychiatry The Centre for Addiction and Mental Health (College Street site) is a psychiatric hospital in Toronto, Ontario. It is located at 250 College Street, just east of Spadina Avenue. Much of its work focuses on forensic psychology, sex addiction, drug ...
; she stayed for two weeks at the institute in the spring of 1970, undergoing medical tests and interviews.


Media coverage and memoir

Boileau's surgery was the first widely publicized gender-affirming surgery in Canada, being noted in the press, though she was not identified by name. A story in the ''
Globe and Mail ''The Globe and Mail'' is a Canadian newspaper printed in five cities in western and central Canada. With a weekly readership of more than 6 million in 2024, it is Canada's most widely read newspaper on weekdays and Saturdays, although it fall ...
'' on April 23, 1970, used the headline "Identity concealed: Sex change surgery is first for Canada." This claim has been repeated widely in the media, and by Boileau herself in her memoir, though historians have identified other cases which may have slightly predated Boileau and the ''
Toronto Star The ''Toronto Star'' is a Canadian English-language broadsheet daily newspaper. It is owned by Toronto Star Newspapers Limited, a subsidiary of Torstar Corporation and part of Torstar's Daily News Brands (Torstar), Daily News Brands division. ...
'' reported in 1967 on a surgery in Toronto. While recovering from surgery, Boileau was approached by journalist Felicity Cochrane, who hoped to cover her story for the women's magazine ''
Chatelaine Chatelaine may refer to: *Chatelaine (chain), a set of short chains on a belt worn by women and men for carrying keys, thimble and/or sewing kit, etc. * Chatelaine (horse), a racehorse * ''Chatelaine'' (magazine), an English-language Canadian wom ...
''. In the course of the interview process, the two agreed to collaborate on a book-length account of Boileau's story, for which they would split the profits. As the phenomenon of "transsexualism" was considered shocking at the time, they had difficulty finding a Canadian publisher for the book, eventually settling on the New York publisher
Pyramid Books Jove Books, formerly known as Pyramid Books, is an American paperback and eBook publishing imprint, founded as an independent paperback house in 1949 by Almat Magazine Publishers (also known as Almat Publishing Corporation) (Alfred R. Plaine an ...
. The book, entitled ''Behold, I Am a Woman'' was published in March 1972. It was credited as being "by Dianna as told to Felicity Cochrane", and featured a photo of Boileau on the cover. The dedication reads: "To my parents and to Dr. Betty Steiner and the doctors and nursing staff of Toronto General Hospital". In September 1970, Boileau and Cochrane embarked on a publicity tour to promote the upcoming book. In May 1972, Boileau was interviewed for a
CBC Television CBC Television (also known as CBC TV, or simply CBC) is a Television in Canada, Canadian English-language terrestrial television, broadcast television network owned by the Canadian Broadcasting Corporation, the national public broadcasting, p ...
program on women's issues, though the program never made it to air. She was interviewed in a 1973 episode of the Canadian news magazine program '' W5'' on the topic of trans women.


Later life

Shortly after the publication of her memoir, Boileau retreated from the public eye and made no further public appearances. In the 1980s, she married, taking her husband's surname. She died in 2014.


Legacy

Boileau was the subject of a 12-episode
podcast A podcast is a Radio program, program made available in digital format for download over the Internet. Typically, a podcast is an Episode, episodic series of digital audio Computer file, files that users can download to a personal device or str ...
series, ''Behold Dianna'', produced in 2021 by Borderland Pride, an LGBT pride organization in
Rainy River, Ontario Rainy River is a town in north-western Ontario, Canada, southeast of Lake of the Woods. Rainy River is situated on the eponymous Rainy River (Minnesota–Ontario), Rainy River, which forms part of the Ontario–Minnesota segment of the Canada– ...
, a town where Dianna lived during part of her childhood. In 2023, she was honored with a provincial plaque at La Verendrye Hospital in
Ontario, Canada Ontario is the southernmost Provinces and territories of Canada, province of Canada. Located in Central Canada, Ontario is the Population of Canada by province and territory, country's most populous province. As of the 2021 Canadian census, it ...
.


Notes


References

{{DEFAULTSORT:Boileau, Dianna 2014 deaths writers from Manitoba Canadian transgender writers Transgender women writers Transgender memoirists Canadian women memoirists 1930s births Year of birth uncertain 21st-century Canadian LGBTQ people 20th-century Canadian LGBTQ people 21st-century Canadian women writers 20th-century Canadian women writers 21st-century Canadian memoirists 20th-century Canadian memoirists Canadian transgender women