The Evolution of Gender

Gender is a complex and wonderful thing. Currently we are living in the golden age of gender. Folks now have a greater awareness and social acceptability for more types of gender expressions than has ever happened in the United States. The flexibility is there to explore and become who we are and it is my greatest hope that this trend continues into perpetuity. I am a benefactor of this recent trend. I guess it would also be fair to say that I have also helped establish a social climate in which freedom of gender expression is welcomed and encouraged. So has anyone else who has acted in an accepting and loving way towards queer folk (so thank you).*

There was a time when this wasn’t always the case. Twenty five years ago Matthew Shepard, a young gay college student, was lured into a deadly trap in Laramie, Wyoming. He was tortured and beaten, then left for dead tied to a fence. When he was found his face was solid red, covered in his own blood save for where his tears ran down his cheeks. He would later die from his injuries. Now I don’t know what Matthew’s gender was specifically, but his murder was a signal to queer folks everywhere about how safe we were.

This is the world I emerged into as an adult fresh out of high school. There were people in my home town who actively cheered on the murder of this young person. I remember having to actually push back against their sentiment. To these bigots, he was just “another faggot who got what he deserved.”

During this time, I had firmly accepted that I liked dressing in women’s clothes. It will come as no great mystery then why I chose to keep this part of me to myself. My partner at that time was seemingly hostile to me dressing this way as well. I had once shared this aspect of me with her to have it thrown back at me in a dismissive way a month or so later. It would be another 15 years before I told anyone else what I did behind closed doors.

In the meantime, I began compiling a secret collection of women’s clothes. I went so far as to have a post office box so that any items I ordered would not come to my home address and raise the suspicion of my partner. At the time, I didn’t put a label on the activity of dressing femme. I didn’t think much about what it meant for my gender. I was married and in a monogamous hetero relationship so my sexuality and gender just kind of seemed like moot points. I was pretty sure I was at least bisexual, but I wasn’t at liberty to explore anyhow.

However, moot points don’t stop the tide from rolling onto the beach. So I went on with my clandestine activity of dressing up anytime I had the house to myself. I would almost frantically change through my clothing collection trying on one outfit after another while flitting around the house. It was fun, sexy, and reassuring. That was enough for the moment.

And yet still, it wasn’t truly enough. I wanted to share this with my partner, which I felt I couldn’t, and more to the point I really wanted to dress this way in public. I chalked this up as a partial result of wanting to be able to share this with someone, anyone, and also because I was denying myself a form of expression. I was also young and full of hormones. I wanted to be out and about, looking as sexy as the women my age who were strutting their stuff around college campuses and malls (yeah, I’m that old). Why couldn’t guys dress femme without recrimination? It was a societal aspect that I would often lament.

There was another interesting phenomena that happened around this time. Trans people were beginning to become vocal and as a result visible. They were staking out their identities and this was rankling a lot of bigot’s noses. 

In a shitty rural town a few miles outside of my shitty rural town there was a person who had come out as trans and had transitioned to living as a woman. As you can imagine, virtually no one was willing to accept this person for who they were. I remember a male coworker who was a cousin to this woman would refuse to use her name or feminine pronouns when discussing her. By deadnaming her he was making a point, chiefly, that he was an asshole. It didn’t matter that she was family, all that mattered to him was to display intolerance and homophobia with vehemence. Anyone who has ever spoken to someone like this coworker of mine will readily recognize that for these people insecurity is the hallmark of their masculinity. It is a weakness parading as a strength.

I had never met or seen this young woman, something which remains true to this day, but I had an attraction to her nonetheless. Admittedly at the time, the very idea of her as a transwoman was fetishized a bit in my mind. However, there was something much greater at work. I felt a kinship with her. Somehow we were the same but I couldn’t put my finger on it exactly. I had some hunches though. 

First, I figured that she was more liberal than most of the folks with whom I was surrounded. Keep in mind that the world had yet to be introduced to Caitlyn Jenner so I didn’t know that people could be queer and still support a political ideology that would legislate them out of existence.

The other part of my attraction was that I knew there was a tie between her being trans and me dressing femme. It took me a while to sort through it, but I realized that there was a shared experience between us. She was able to ditch certain gender norms (admittedly in favor of others) and live how she wanted and I was trying to do the same. She had conquered the gender expectations against which I was still struggling.

Meanwhile time prodded along, as it always does, and I left the relationship I had previously mentioned. Soon after, I moved across the country and into a much more progressive area. It was here I immediately realized that I had an opportunity to live openly as a queer person. I embraced it head on and soon after I had my sexuality tacked down as pansexual. I also started mentioning to people that I crossdressed.

The term crossdresser for me was a peculiar fit. This term had previously seemed like a fetish label for folks and not an identity term. As such, I was reluctant to adopt it. As I went on dressing in women’s clothes I realized that this activity went deeper than just a fetish. The term crossdresser felt good, as it was the most accurate one I had to describe myself, but it still fell a little short of full representation. I knew I was missing something but I didn’t know what.

I started doing the mental work concerning whether dressing femme meant that I was really trans. At that time in my life, all I knew about being trans was that those folks wanted to live as the opposite gender into which they were born. 

It is true that there is a part of me that would love being a woman. I revel in the idea of slipping into women’s clothes and filling them out in a way that is more conducive to their design. I would love to have small A or B cup breasts. The idea of having sex as a woman is appealing as well. Not to mention that when I wore a skirt or dress outside as a woman, no one would give it a second thought. I would be turning heads for all the right reasons. As an aside, I fully realize that being a woman comes with its own set of hassles, mainly in the form of men who have toxic behaviors.

The idea of transitioning to a woman is tantalizing, but it would also mean giving up a body I have come to love. I still wanted to enjoy my body and to occasionally revel in my flat chested appearance. I love how my penis creates a bulge beneath women’s clothes and I could never give up that sexy bump. I knew pretty quickly that transitioning wasn’t something that I was interested in mainly because the effects were permanent. If I could pop body parts on and off like a glorious gender bending potato-head doll then that would be amazing. This would be the life experience which would bring me the greatest level of happiness. Short of that impossibility, staying male bodied and adorning myself in femme attire is next in line for my quotient of greatest happiness.

I kept the label of crossdresser for 8 years. I continued dressing in private and I was able to find some partners I could dress for here and there. Still, my urge to dress femme in public had never left. In fact, I felt it all the more. I was denying something intrinsic to who I am. 

This led me to start exploring gender terms and concepts. Originally, before I began reading about identity terms I thought bigender might describe me best. What ended up resonating with me most though was the term genderfluid. Simply, this was because my gender identity and expression do not seem fixed. At times I feel less or more masculine, less or more feminine, sometimes like a man, and oftentimes like a woman.

Later on I read an article and realized that being genderfluid places me in the transgender camp. I had two feelings simultaneously. The first was, “am I trans enough to adopt the label?” I quickly realized this was nonsense. The bigger feeling washed over me in a wave of warmth and acceptance. I felt as if I was home. Every emotion and experience of my life came rushing in to fill the space behind the door I had just opened. It all made so much sense now. My feeling of connection to every trans person I had ever met or read about hinged on more similarity than I had realized. We direct kin in our big beautiful queer family.

This self realization, coupled with my desire to dress femme, pushed me to take it out into the streets. I started mixing women’s clothes with men’s and strutting around town. I just bought my first pair of women’s boots to wear in public and little by little I am actualizing what I had merely dreamt about for two decades.

I feel like in many ways that I have finally arrived. That I am where I am meant to be and have finally figured out the nuances of what makes my sexuality and gender work. However, life is good at surprising us and while I don;t know where it will take me, if I stay true to my path I know it will be to a place of happiness.

The other day I was driving to meet a friend and I had a pair of women’s jeans and a women’s cardigan on and I remember seeing my body as I drove down the street and I looked feminine. I felt my heart swell.

Some may find labels limiting and I completely understand what they mean. For me though, I have used them to derive an identity that was previously out of reach. I am pansexual, I am genderfluid, I am transgendered, and I feel awesome.

* I don’t want to assert that the world is a completely better place. The recent mass shootings, protests against drag queens, and the abysmally low rate at which those who are cisgendered even consider dating a transgendered person are all evidence that we have many prejudices and hatreds that need to be relinquished into the dustbin of history.

Article soundtrack: Ten Foot Pole- can we stop trying to win, White Lung- hysteric, No Trigger- the honshu underground, Mobina Galore- whiskey water, The Used- people are vomit, Bunkface- toxicated, Mixtapes- c.c.s., Adventures- i can’t say

State of the Relationship Address: Call me Jena!

As my partner slid her hands beneath my dress, pushing it up around my waist, I asked “Will you call me Jena?” This is something I had wanted for a long time but for whatever reason the femme side of my gender was rarely on display during my sexual encounters with her. She complied, but I could sense a little unease in her voice as she said my name. So I took over referring to myself in femme ways and relaxing into a roll I so desperately wanted to fill. Doing this for the first time and accepting that part of me was exciting and liberating. Everything inside me had been leading in this direction.

After this experience, I asked my partner how she felt using my femme name (admittedly, something I should have done beforehand). For a little background, my partner is a cis-woman and as straight as they come. By my telling of it, she has never found any part of a woman attractive in any significant way. She is attracted to male-bodied me and yet has been supportive of me wearing whatever female clothing I desire in private or in public.

Still, she said using a femme name for me was not something with which she was comfortable. It did not create any attraction for her. Quite the contrary, I got the impression that it created a kind of repellant visceral response (the opposite of attraction basically).

I want to be clear that I do not fault her for it in any way. While I think there are aspects of attraction that we can control and help shape, there is also a part of desire that cannot be forced. Accepting this duality has been central to my own journey of exploring sexual attraction and even gender identity. I accept and support her boundaries.

Additionally, for about two years we have had an agreement that I could be with other queer folks sexually. For this arrangement I would be non monogamous and she would be monogamous. This was actually her idea initially and one which she mentioned a couple of times before I actually accepted it as a viable possibility. We did this because I wanted to continue exploring my queerdom and retain my visibility as a queer person.  

During that time of being able to “date” (or whatever you want to call it) other folks I had talked to many folks but none who could muster up any interest that went much past the tip of their genitalia. I also found it hard to believe that my partner was one hundred percent okay with this arrangement. Accordingly, I didn’t want to proceed full steam ahead and do irreparable damage to our relationship. As a result, I had only been with one other person who was a dear friend of mine on one occasion.

So when I initially heard that she couldn’t accept calling me Jena I was worried but knew that perhaps I could still explore this aspect of me with others. I felt like I still had a lifeline and an outlet in which to revel in who I was becoming. A week or two later this too came to an end.

My partner told me that while our relationship arrangement made logical sense to her that she couldn’t accept it on an emotional level. Now that she had discovered and spoke her truth, I was happy to focus instead on monogamy. The clarity of monogamy has always felt reassuring and I find simplicity and beauty in the practice.

All of this creates a number of quandaries for me. Is my femme side in any form a problem for her that will eventually surface? For now, I am aware of the possibility, but am accepting that I have heard the truth as best as she currently knows it and am proceeding accordingly. 

The larger issue for me is that now that I am monogamous can I express my femininity in such a way that is still fulfilling for me while not being off putting to my partner? Is it possible to walk this line and leave everyone happy or will tending to her boundaries squelch my identity? Furthermore, is it even reasonable to walk a line at all where gender identity is concerned? Isn’t it more preferable to be who I want and need to be and let the chips fall where they may?

I don’t pretend to have the definitive answers, or any answers, but I do want to talk about what I have discovered while wrestling with these questions.

Realizing My Femme Side

In my past, I had kept my femininity shutoff from the outside world. I was closeted on purpose. Growing up I was surrounded by people who didn’t understand virtually any queer issues nor did they make an attempt. They mainly ridiculed and disparaged those who were different. Twenty some odd years ago, I shared a few pics with the person who was my first spouse. They were of me wearing her undergarments. Later when she was upset about something, she said, “I leave for a week and the first thing you do is dress up in my underwear.” I didn’t know exactly what this meant as it didn’t pertain to the argument at the time but I got the picture. I was expected to knock it the fuck off. 

I had reached out to someone I thought I could trust and I received a scolding that was the death knell to me living openly with her. I didn’t want to experience that again and in small minded (I mean small town) America it was sure to happen each time I tried to publicly become who I needed to be.

So I kept it all under wraps. I dressed in femme ways only when I was alone and my partner was gone. I never mentioned it to her again. Later with other partners I was able to bring this side of me to life but mainly did so only in the bedroom; the most private of spaces.

This year though I have started wearing women’s clothes (pants and shorts) out in public. It is still less than I would like to wear, but it is a process and I am in the middle of it. Still, dressing with femme clothes in public is removing the secrecy around my gender. It is helping to give me some visibility as a queer person.

Likewise, when I was chatting with folks on dating apps I was leaving it up to people to call me by my masculine name or my femme name. Those who chose my femme name lightened my step. It felt foreign to be called Jena but it also resonated with me and made me happy. Having this quality in my life makes me feel more rounded and gives me visibility as a queer person. It’s as if my figurative masculine edges are being sanded down a bit. I like that.

What I’ve Learned . . . Kinda

This revelation is another step in understanding where I have been and in some ways where I am at now. My desire to be femme during intimacy was because I had kept this side of me in relative secrecy. I’m curious to see if having the femme me on display in public will erase the need to be referred to this way occasionally by my partner. If this is the case then I’m not walking any figurative line at all. Problem solved.

Conversely, if I still have the urge to be more femme than my partner can handle then it will be unfair to myself to continue walking someone else’s path. It seems as if this is the more likely outcome. While dressing femme in private led me to also dress in public, the occurrence of the latter has not diminished the occurrence of the former. So it seemingly follows that using my femme name in public is still going to be something I desire during intimate moments as well, though that experiment has yet to be conducted.

It must be admitted though that in a monogamous relationship that one half of the experiment is missing. I can’t use my femme name during intimacy to see how much I need to express that part of me. I just have to wait and see if I think I want it used. If I do, the relationship will end and I’ll have to hope that I was correct and that I didn’t make the wrong choice. It has become a much larger burden under monogamy than it was previously.

I used to feel as if I had a clean slate to explore and write down who I wanted to be. Now the surface of my slate is hemmed in with words to direct my path. I can write down who I am so long as I do not obscure parts of the slate which already contain the writing of others.

Keep in mind, I’m not asking to go back to nonmonogamy. That didn’t work and anyway, I don’t need it. It’s just that now I don’t know how to proceed. However, proceed I must because there is no other option before me.

I have had a difficult time writing this because I do not truly know where I stand. Each line I put down on the page feels shaky and dangerous. How much of what I write here is being constrained by the boundaries of my partner and by my fears? Truthfully, I do not know. Only time will reveal that answer. I have tried to be as kind and yet truthful as possible. I know that being gender fluid is firmly a part of me. I’m unpacking it piece by piece and while it feels good to do so, I’m scared of the consequences that my thoughts on this page could have in my current relationship. Seeing it all typed out here is less than reassuring.

If the romantic aspect of our relationship does not survive then it is no one’s fault. In fact, it will be for the best of all possible reasons. That my gender identity does not line up with her sexual attraction is certainly no one’s fault. It is just one of those unfortunate things which can occur as people grow.

For now, my partner says she is comfortable with me dressing in femme clothes and is good with incorporating these clothes into our intimacy. This gives me hope and currently I could use a little more of that.