I'm not going to spend a lot of time digging into the past to completely understand how I got to the point of locking away my inner child / inner femme for the better part of 20 years. Certainly not my valuable (both in money and in energy) therapy time, which will be more forward looking. But the subject certainly warrants a bit of naval gazing and a transition post-mortem of sorts, as I emerge from nearly two decades of living a life that essentially turned its back on what seems, today, to be the root of my passion, vitality, and joie de vivre.
Just how did I get here? I have a few ideas . . .
The State of the Art I: Back in the late 80's, when I first encountered what came to be called the transgender community online (via Compu$erve, this was pre-AOL) one would tag oneself in the CB Chat area or the HSX-200 (Human Sexuality) forums. Initially it was pretty simple. Mary<TV> was a Transvestite. Mary<TS> was a Transsexual. Mary<GG> was a Genetic or Genuine Girl. The queer cisgender women policed gender through VV (Voice Verification, a phone call) so as to keep the icky transwomen out of women-only space. For a transwoman to pass a VV inspection was passing indeed....
Later, came Mary<CD>, Cross-Dresser which was a bit less fetishistically loaded equivalent to TV. Later still, some pioneers adopted Mary<TG>, no doubt sowing the seeds that came to be the Transgender Identity and Transgender Community. At the time, TG was an intermediate stage, a bit like gender queer or nonbinary today, roughly defined as someone who was more or less full time or living their gender queerly but was not on an established medical transition path. It took years for it to become more of an umbrella term.
And though not stated, please remember that this sample was highly filtered by ability to access online services (having the tech and the funds to do so) as well as the technical savvy - this was long before AOL was spamming the planet with disks, so those of us online were in many ways the tech elite. Suffice it to say things skewed white, assigned male, nerdy / geeky, and economically well off. I paid $4.95 an hour to access online services, back in the day.
And there was definitely a bit of a pecking order, with TS sitting atop the pyramid, TG slightly lower, CD/TV next, fetish dressers below that. Drag was not even on the radar at that point.
As AOL, Prodigy, and other services came along, they brought their unique spin to things, but the root of online trans community was Compu$erve (and before that, BBS), I think.
The State of the Art II: In the mid 90s, I took my first steps into the real world, first at a book reading / signing by Kate Bornstein. September 29, 1994, if I recall correctly. I was terrified to be among the tribe, terrified to be in the big city of Hartford, unambiguously male in jeans, loafers, and a wool sport coat.
Soon thereafter, I ended up at one of the two trans support groups in town - CT Outreach Society or COS. I am sure I was a gender blurry sight - with polyester pants, flats, a woman's top, but no wig or makeup. The leader of the group made it clear that the cross-dressers wore heels, the transsexuals wore flats (as I sheepishly gazed down at my shoes). Again, no transgender option - choose column A or column B. I eventually figured out full femme, buying a wig at a friendly shop, learning to do makeup. There are a few photos from that era, I suspect, although probably and thankfully not digitized.
At that time COS and the XX Club (the transsexual support group) kind of ignored each other. Not out of any personal enmity, but because the transsexuals looked down their noses at the cross-dressers. The transition curious cross-dressers wandered over to XX Club surreptitiously, and rumors would fly if an individual were spotted there.
I eventually ended up as executive director of COS for several years - stepping down only when it became clear that I was headed toward transition. I also probably did more to tear down the wall between the groups, welcoming the transsexuals to COS and promoting XX Club to those looking to transition. And personally, I started my long slide toward androgyny and gender neutrality - starting to use my own hair in girl mode, feminizing my eyebrows, starting facial electrolysis "just in case", and choosing to wear things that cisgender (also a word that did not exist back then) women wore rather than the more clearly gendered outfits of the cross-dresser tribe. I also began to move through the Hartford area queer community in both genders, and when that got complicated, I dropped male name / femme name conventions, and began to go by Jude, my middle name from birth, a name that worked across and between genders.
This gender blur had a number of side effects. First, the wives of CDs started to see me as an ally / resource, someone who would shoot straight with them about their husbands. On more than one occasion, I'd inadvertently out some "on the D/L" cross-dresser by running into their spouse in the grocery store (I was pretty easily identified regardless of gender presentation) and innocently say "we miss Becky, how is she doing?" Becky was doing very well, going out to bars and dating men, and using the non-sexual support group as cover. Probably the start of my taking up the role of "The Good Transwoman", currying favor with women, feminists, lesbians as I turned my back on the less savory aspects of trans community.
Throughout this time, being femme was equated with cross-dressers and fetishists. Transitioners were a lot more low key, if not downright butch. So the less of a femme one was, the more seriously one was taken when it came to transition.
At the same time, access to transition related medical services was through the Gender Identity Clinic of New England (GICNE) - a board that included an Episcopal priest, psychiatrist, psychologist, and endocrinologist. I went before the board twice - once to access hormones, once to access surgery. In both cases, I tiptoed along a line of being femme enough, but not too femme. I damn well could not be seen to be enjoying my time as a woman. "Transition or Die" was the tacit mantra, and you had to convince the board that you were at that point before they green lit your transition.
Androgyny: I was adamantly not on a transition path (so I said). Instead, taking advantage of my natural hair, my innate femininity, my increasingly hairless face, I began living between genders. I was staking out ground in the mid to late 90s that today is claimed by nonbinary, gender fluid, etc. I was for the most part alone in that world.
It was a time of mischief and mayhem. I knew where all the non-gendered bathrooms were along the paths I traveled frequently, and when forced to gender myself to pee, it was often a game time decision - which restroom seemed less busy, less likely to create a problem. I started to learn and reinforce the art of invisibility.
When I traveled for work (as M) I would often have to declare gender (by voice) to the service staff, lest they ask "Something for you, miss?" - picking up gender from the back of my head or my vibe or something. Before the 9-11 attacks, I'd check in for my flight as a male, and then between the ticket counter and the gate, slip into a bathroom, change my top, primp my hair, and complete the trip as a woman. At a trans conference I once overheard someone asking if Jude was MTF (transfeminine) or FTM (transmasculine). I was in gender fluid heaven.
As I snuck up on 40, my stylist (an older drag queen who I adored and who abetted my gender fluidity through creative hair styling) innocently commented that I was starting to thin on top. The whole puckish androgyne thing kind of falls apart with male pattern baldness. I got on track for hormones and testosterone blockers. That pretty much lit the fuse on transition, somewhere down the road.
Shedding My Skin: As I moved towards transition, I pulled back from my many contacts in the trans community. My CD friends were often weekend warriors, looking for any excuse to go out (drinks, dining) at often higher end restaurants where they were less likely to get clocked / hassled. I was much lower on the socio-economic ladder, and tired of either spending so much for lunch, or having to be treated. I was also self employed, and at times it felt like I was the default "hey, I feel like getting some girl time in, let's call Jude and do lunch" wing-woman. I had deadlines and needed to keep the money coming in.
I also found that my leadership role at COS was an issue - as a transitioner, I was not the best public face of an organization that often was the gateway for CDs and spouses, needing desperately to believe that hubby was not transitioning. And after two failed successors (the organization simply looked past them to me for advice, opinion, thoughts) I realized I needed to step back completely to give someone a chance to succeed.
Similarly, the XX Club, which at one time was vibrant and healthy, fell on hard times - a schism related to relationships, the creeping influence of the internet making in person support groups passe. By the time I sought support, the XX Club was 4-5 people clinging onto the life raft of a sinking ship.
So I kind of ended up adrift, with many friends and contacts but sans a real community or any sort of formal support.
The 9-11 Attacks: I was in Chicago for a trade show (as a M) the week of the 9-11 attacks, and got stuck there. I ended up hanging out at a local queer bar en femme that week, watching the news. I finally ended up driving my rental car back to CT. Years later after I transitioned, a peer recalled being asked on several occasions that week why that woman (me) was wearing a men's suit. Clearly my gender blur was starting to cross lines, to be a distraction.
When the business travel and corporate production gigs that I was freelancing at shut down after the attacks, I began to live more or less full time as a woman. And when clients started looking to hire me a year later, I began turning down work because I was too damn feminine and was unwilling to butch up. The end of my androgynous period was in sight, and I announced my transition effective January 1, 2003.
I won't go too much into the transition, but suffice it to say I fell in with a relatively new surgeon (Dr. Marci Bowers), became her web-mistress for a time, and was one of her first patients as she took over Dr. Biber's practice in Trinidad, CO. As someone who never envisioned being able to afford such surgery, the opportunity (Dr. Bowers was using Dr. Biber's pricing initially, and I was able to trade some web design work for services) - it felt like the universe was sending me a gift. My one year RLT (Real Life Test), required at that time by the Standards of Care, in reality lasted slightly less than 365 days. Nobody cared; I was too far down the road for any of the gatekeepers to see me as anything but F.
Lesbian and Coupled: During my androgyny phase and transition years, I was coupled with a woman I can only describe as an "angry lesbian". We split in the 2008-2009 timeframe, but we're still close friends. He's become a slightly less angry transmasculine person. However coming off transition, I was hanging with the lesbians - and I guess sought to fit in - eschewing feminine clothes, makeup, etc. I could get away with it (by dint of my many years moving through androgyny and gender fluidity). There was also a sense of perverse pride involved - I did not need to resort to clothing, to makeup, to accessories to signify myself as a woman - I simply was one.
Over time I came to realize that the lesbian community was a somewhat fraught place for transwomen, and gave up trying to find a home there. I retained the vibe though, finding that being read as a queer, lesbianish woman was easier than trying to be a conventionally gendered woman. So I ended up living as a somewhat soft butch.
It has turned out to be an ideal place to hide - as I have been evolving and femming it up recently, I've had several friends (familiar with the trans, who I was sure knew my story) confess they did not realize I was trans (probably looking for makeup and heels and wigs and dresses), and just assumed I was a queer woman.