Table of Contents
Part 1: Doubt
1. Boy to Man
2. Marriage
3. Internet, 1995
4. Professor Dressed
5. Clubs
6. In the Ladies' Room
7. Boldness
8. Epiphany
9. Losing Family
10. Academic Drag
11. A Day You Feel Pretty
12. Premarin
13. Sweet October
Part 2: Struggle
14. Outed
15. "Welcome"
16. The Cuckoo's Nest
17.Hearing?
18. Then Why Are You Doing This?
19. Chicago
20. Changing
21. Sister's Last
22. Professional Girl Economist
23. Farewell Speech
24. Dutch Welcome
25. The Worst Days in February
26. Passing
27. Yes, Ma'am
Part 3: Across
28. Vriendinnetjes
29. Women's World
30. To Make Up for God's Neglect
31. Merry May
32. Starting
33. Finishing
34. A Post-Menopausal Woman on Hormone Therapy
35. Facelift
36. This Is How We Live
37. Dutch Winter, 1996
38. Going Home
39. Costs
40. Iowa Drag
41. Professora Traveling
42. Second Voice
43. Makeup
44. Getting There
45. Differences
46. Christ's Mass 1997
Read a Sample Chapter
Crossing
A Memoir
By Deirdre N. McCloskey
University of Chicago Press
Copyright © 2003
University of Chicago
All right reserved.
ISBN: 0-226-55668-9
Chapter One
Before Deirdre there was JaneThe big event of that half week was on the way home from the East Coast to
Iowa City. Donald had arranged to stop in a Chicago suburb for Saturday
night, going to a motel to meet his crossdressing friend Lucy. Then they
planned to navigate the parking lot of the motel next door to attend their
very first crossdressing meeting.
The meeting was for the Chicago chapter of Tri Ess, the national
crossdressing sorority, which Donald had joined through his Chicago BBS
girlfriends. He had been excited for weeks and planned it like a military
campaign, lugging from Iowa City to Philadelphia to Baltimore to Chicago a
big suitcase filled with his outfit for the evening and his Philadelphia
loot. He chose his Marilyn Monroe wig and a black crepe dress inherited
from his wife.
Lucy arrived already dressed, and Donald complimented him, as women do:
"You look great!"
"I found a cosmetician in my suburb who does makeovers on crossdressers."
Lucy looked like a suburban housewife, not a drag-show star. Later Donald
bought some dresses at the woman's store and had a makeoverhimself. The
cosmetician's youngest son was a drag queen and competed in beauty
contests.
Lucy got anxious and wanted to go, and Donald/Jane agreed as he struggled
into the dress, a little small: "I'll come over when I'm ready. Zip me up,
will you?" Better to go by myself, he thought. The probability of being
read rises with the square of the number of crossdressers in a group. (One
is "read" like a book, detected in the wrong gender.) The man on the
street reads the least convincing one of a group and then notes that all
these women seem large.
Stepping out into the hallway of his motel half an hour later he was
frightened, imagining detection and the punishment of scorn. On the stairs
going down, avoiding the elevator with its long looks, he walked by a
couple coming up, but they didn't appear to read him. Clicking in heels
around the back of his own motel, he walked into the open toward the other
one. It was Donald's first time out-of-doors as a woman, apart from a very
few nighttime walks in empty streets in Princeton and Chicago. It felt
natural. He hitched up his skirt and leaped over a little stream between
the two motels, scuttling through the other parking lot in full drag in
the glare of the late afternoon sun. Still outside, as he approached the
entrance to the meeting room he encountered a woman: Oh, oh; she'll read
me. Wait: no. It was another crossdresser on his way to the meeting. Easy
to read when you're looking for it.
When Jane came into the meeting room it was filled with crossdressers, and
his first impression was, These women are huge! They were a third bulkier
than a roomful of genetic women. It seemed to him that the average
crossdresser was above average in height. Can't be. (It can, though. If
there is a deficiency of testosterone in adolescence the bones do not
close off early in their growth. That's why boys who mature early tend to
be short and why the castrati playing women's roles with women's voices in
early opera were unusually tall for men. Not that there's any evidence of
testosterone deficiency in crossdressers, mind you. Just guys.) Still, the
clubs ordinarily do not have really big men in them, which makes one
wonder how the bigger crossdressers and gender crossers are able to
express themselves. Perhaps in football.
Most everyone was cordial, though some of the prettier ones seemed snooty.
Jane later met one of the snooty ones in Atlanta at a conference
discussion on gender-crossing life for professionals and found him shy and
uncertain about his future. They all had name tags, and Jane spotted and
hugged Suzy, one of the BBS friends he had not met in the flesh. Suzy was
"Susan Roberts," which is to say that in the convention of choosing
feminine names among crossdressers he was "Bob" as a man. He was tall,
thin, blond, breaking up with an intolerant wife whom he still loved, and
struggling with his identity.
"I went to therapy for two years with my wife," Suzy said.
"Two years. Did it help?"
"In a way. We're getting divorced. The therapist finally said to me,
'Look: your wife is unable to adjust. Some women can handle it, others
can't. She has her own reasons.'"
When the official meeting broke up Jane was standing next to a vivacious
crossdresser named Robin, a little taller than he was, with a
Chicago-accented voice. He was brassy, intelligent, extroverted,
complaining knowingly about the administration of Tri Ess. (Jane learned
later that it was his first meeting too.) He proposed that he, Jane, Suzy,
Jane's friend Lucy, and another crossdresser go out on the town. Lucy
demurred, and the remaining four musketettes set out for a lesbian bar.
The tougher straight bars are good places to get killed. Gay bars also
have the undercurrent of lethal violence that is the male condition. The
lesbians are more civilized and don't mind having crossdressers around,
regarding them as harmless. The first place was quiet, though enlivened by
the crossdressers (ten of them, others from the Tri Ess meeting, crowded
along a set of bar tables like a typing pool out for an after-work drink)
and then by an ineffectual fistfight between two lesbians in a love
triangle. Jane danced the way the kids do, by himself, different from the
lovely paired regularity of square dancing. A butch dyke paired with Jane
for a while on the dance floor, and Jane gave himself over to ecstasy.
"Just dance!" the dyke said, "Don't come on to me." When he had to go to
the bathroom Jane had the others take a picture of Suzy and him outside
the "first ladies' room." Pictures are big among crossdressers. How many
crossdressers does it take to go the ladies' room? One hundred: one to go
and ninety-nine to take pictures.
They went to a much hotter lesbian bar called Temptations on Grand Avenue
in the Chicago suburbs. It was in a strip mall next to a tire store, and
when the stars came out it glittered. Robin had been to the place before,
as everyone else had too. They regarded Jane as bold to go with the girls
barhopping on her first night out. What made Jane run? Square dancer,
middle-aged college professor, father of two, thirty years married, pillar
of the community shook to the beat of the drum with a hundred others of
assorted genders and sexual preferences. The cool dance the kids were
performing turned out to be steps that Donald had learned the year before
at a square dance in Iowa City. The company was diverting, and each set
was long.
Robin introduced Jane to a lesbian sitting at a little table crowded with
others. She looked like a suburban woman. Kids. Van. She was in her
forties, dressed butch but not too. Acceptable in the mall. Though women
can get away with more.
"I was married and have grown children," she told Jane. "I only figured
this out a few years ago."
"How have they adjusted? I mean your family?" Jane was always interviewing
people, gathering data like some sort of anthropologist, an anthropologist
who could go native.
"Poorly." It was not unusual news. In the gay and lesbian community, Jane
read later, they spoke of 80 percent: 80 percent of your family and
friends eventually adjust, perhaps after years of rejection, and go on
loving you after a fashion. That leaves 20 percent. As they talked about
rejection and acceptance Jane warmed to her, and he found himself flirting
as the femme. They danced for a while to the throbbing music, then she
bought Jane a beer. In his three later visits to Temptations Jane looked
for her, a regular it was said, but never saw her. Jane/Donald was still
unclear about his preferences. Gender crossing is a matter of identity,
not affectual preferences. A third of post-op transsexuals go on loving
women, he would remind himself out of his new learning. Not that I'm a
transsexual.
He went to Temptations only those three more times. Chicago is 240 miles
from Iowa City. (Deirdre would explain to Dutch people where Iowa City
was: "Near Chicago." Oh, how far? they would ask, supposing she meant 50
kilometers. "It's 500 kilometers due west, as far as Amsterdam is west of
Berlin. Not too far.") Donald never did go to similar places closer to
home. Fear, security, the closet.
Robin said later that he was struck that first time by Donald's reaction
as Jane to the unbuttoned scene. Jane came up to Robin and gushed, "Lord,
I just love this!" The gushing seemed to Robin significant, signaling more
than a guy in a dress. Robin was coming to terms with his own gender
crossing and went full time the next month, just before Donald's dam
broke. Robin had the operation in Montreal a couple of months after
Deirdre had it in Australia. Deirdre called Robin afterwards and they
talked about how they just loved this.
He got back to the motel room at 3:00 a.m. and had a 10:00 a.m. flight
home. That afternoon in Iowa he was teaching business economics in his
macho, I'm in charge style. As men brag about their little exploits, he
dropped hints to the kids about his wild night at a bar in Chicago. He
left out the detail that he had danced through it in a cocktail dress.
He went to the first meeting of his local club, Iowa Artistry, thrilled
and frightened. The meeting was held in a big motel out by the interstate.
He was pleased to drive across town dressed-This is how it feels to be a
woman-but nervous about coming into the motel as Jane. In fact respectable
motels are cordial to crossdressers, because they are good customers.
Aside from makeup on the towels, they are no trouble. They don't drink
much, and they don't do sex or violence.
Iowa Artistry was forthrightly Iowan. The meeting was like a Kiwanis Club
in drag, with reports from the treasurer and mild quarrels about
governance. Jane had long, earnest talks about living with crossdressing.
His attention was held by a thirty-something gender crosser named Anna who
worked as a technician in a corporation south of Iowa City. She had been
full time for a year and had finished electrolysis on her beard down in
Dallas, which he quizzed her about. She was intelligent and sympathetic,
once married, kids. Donald was deliberating, unaware. But of course I am a
heterosexual crossdresser. Just wondering.
Donald's wife dreaded people's finding out and was appalled that after the
meeting a group of fifteen or so went on to a local bowling alley. Nothing
happened, no one found out. One attempt at rolling the ball left
Donald/Jane's false thumbnail halfway down the alley, and he had to walk
out to retrieve it, amused and embarrassed. He watched closely another
crosser, very effeminate. She was there with her male lover, the two
making an ordinary husband and wife. Three years later she had her
operation and they were legally married. She worked as a telephone
operator. The daily practice and her determination had made her voice
good. The heterosexual crossdressers, by contrast, were breezily male in
their voice and behavior. Jane didn't think much about where he fit in.
There was only one other group in the bowling alley, at the opposite end.
Eventually one of them came over to see what was going on, and a
crossdresser replied with a smile that they were a "mixed league" of
bowlers-a man and a woman in the same body. When crossdressers meet
straight people in a group it works fine. Crossdressers call it "gender
education."
(Continues...)
Excerpted from Crossing
by Deirdre N. McCloskey
Copyright © 2003 by University of Chicago.
Excerpted by permission.
All rights reserved. No part of this excerpt may be reproduced or reprinted without permission in writing from the publisher.
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A renowned economist and historian, a husband and father, Donald McCloskey (now Deirdre) had crossdressed for years without wanting more. But at age fifty-two a sense that he was denying his real identity grew to the point where he knew he had to become a woman. Crossing is the poignant story of this realization and its consequences.