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If you're looking for sex, you won't find much here. Billy Tipton had several "wives" (in quotation marks because he wasn't legally married to most -- if any -- of them) but managed to avoid sexual intercourse much of the time. The women he did have sex with swear they slept with a man, but if they revealed details to Middlebrook, they're not included in the book.
Tipton lived in an age where one's personal affairs were not the topic of casual conversation. Those who suspected or knew his secret kept quiet; many of the interview subjects throughout the book are heard to say, "You just didn't talk about those things. You didn't go prying into people's personal business." The book's focus on gender roles -- especially within the context of the times and Billy's chosen profession -- is appropriate, engaging, and allows Billy Tipton to maintain the dignity he deserves.
The book does have a bit more filler about other people and about the music industry and jazz than I personally was interested in, but it also tells a great deal about Billy Tipton and her life.
I appreciated the photographs that were included in the book.
I think most, if not all, of the questions regarding Tipton were answered by Ms. Middlebrook.
In some ways Billy's life is sad. Sad that our culture and society was such that only men were allowed in most of the major professions. Equally sad that the homosexual community was practically non-existant at that time in the way of really being a community capable of giving support to young women like Billy Tipton.
I'm not a big fan of biographies, so it takes a lot for me to pick one up. I found Middlebrook's story of Billy so compelling that it was hard for me to put this biography down until I finished it.
Middlebrook has been criticized for using too much conjecture, but she is always scrupulous about letting the reader know when she is doing just that. Her exhaustive research about the life of musicians -- and lesbians -- in the first half of this century allow this conjecture, I believe, because Billy left very little of herself behind when she died a decade ago. A few photos, a few letters, and a number of people who knew her as either or both Billy and Dorothy survive; Middelbrook builds an intriguing narrative from these remnants and scraps of Billy's life. Nonbiog reader that I am, I am now looking forward to reading Middlebrook's _Anna_Sexton_, too.
A postscript: I thought Middlebrook was very adroit in using 3rd person pronouns -- he, she -- in such a way as to keep the reader clear throughout the book on just which side of Billy's psyche and persona was being described at any given moment in time.
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What is clear is that Sexton made life difficult for those closest to her, such as her husband and her children. Wildly unstable, she demanded more than anyone could give, and gave back little in return. On the other hand, she was one of the major poets of her time, and talented writers can get away with being miserable people. A weakness of this book is that it not very strong on Sexton's poetry, which is the only reason people are interested in her. Still, it is well researched, and is likely to remain useful to those interested in Sexton for years to come.
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