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Musings of a Singaporean Transgender


This photo captures how my transition journey feels at times. There is a road forward that many middle-aged transwomen like me have taken, but it is shrouded in misty uncertainty. I don't know how long I need to travel on the road, nor do I know whether there will be obstacles or unexpected forks in the road. It feels like a long, lonely journey, but I know that the only way is forward. Left foot, right foot. Keep moving forward. 

I've been on HRT for 1.5 years now and if you've been following my other posts, mental health has been a struggle since February this year (10 month mark onwards). A lot of it stems from anxieties of the future, fear of acceptance by people closest to me and worries that I will not be able to hit the goals that I set for myself despite my best efforts. Seeing a rather guy looking person in the mirror and bodily changes such as hair removal and fat distribution happen at a glacial pace doesn't help either.

I'm in a midway transition phase right now, which is the hardest part of transition. A recent video from Dr Zhikhareva highlighted why the midway transition phase is so damn hard, even more so that the initial decision to begin transitioning. It was a video that resonated with me, but also served as a reminder that better days are to come. I just need to be patient about it and kinder to myself. 


Usually when we see photos of transgender individuals online, they're usually happily transitioned and living as their authentic self. A pre-transition photo is also usually shown as comparison to contrast how far they have come. The journey of these transwomen and transmen are something to be celebrated for sure, because it was definitely not an easy one. However, you will be hard pressed to find photos of the midway transition phase. Understandably so, because who wants to show the part of their journey where they feel ugly, incomplete and vulnerable?

It is this middle phase where there is significant uncertainty in what is to come in the days ahead. It is a period where misgendering often happens, because appearance wise we are somewhat in between the binaries. Family, friends and colleagues are also just coming to terms with news that you are transgender. Internally, there is also significant impatience in reaching the end goal of "passing" and living as our intended gender. The difficulties of the midway transition phase can be exacerbated by the lack of financial / social / emotional support. Imagine feeling like you need facial surgery in order to reduce certain masculine features and misgendering, but do not have the financial resources to do everything. 

Transitioning is usually likened to the important chrysalis phase, where the fuzzy caterpillar transforms into a beautiful butterfly. Time is needed for the body to change, for the wings to form and harden. It cannot be rushed, otherwise the metamorphosis is incomplete and what emerges is a butterfly that is unable to take flight. Many a cautionary tale has been shared where some transwomen rush through the physical aspects of transition (facial feminization, SRS, body sculpting, breast augmentation), but are still deeply unhappy because the integration and self-acceptance has not been done. However, the chrysalis is a vulnerable phase that sometimes feel like it is in the way of getting to the end state of becoming a butterfly. Also, nobody wants to be a freaking Metapod.

(Like seriously, how do I win battles in life if Harden is the only move I know)

Just to end off the post, I have been making multiple efforts to better my mental health. While I still complain to my friends regularly and go into my moody periods, I try to keep afloat and positive. I've been seeing a psychologist to help unpack some of the feelings that I've shoved aside for decades. I'm also learning to be kinder and less self-critical; a trait common in many Singaporeans. Recognising that I am doing my best during this tough period is already a step in the right direction. I'm also trying to change the way I think to help integrate into my current self the hidden parts of Isabelle (e.g. her vivaciousness, friendliness, curiousness), so that when I eventually emerge from this vulnerable phase, I'll be a lot more comfortable with my identity. 
I've been posting predominantly about my transition journey so far, which makes me feel like I've neglected the crossdressing community quite a bit for the past year. So I'd like to share a great resource I recently discovered that I think will be very useful for anyone with questions on gender identity, sexuality, being a crossdresser or being trans/enby.

Dr Natalia Zhikhareva, or Dr Z PhD as she is known on her Youtube channel, is a clinical psychologist specialising in transgender care. The gateway video I'd like to share is about crossdressing, sexuality, gender identity and gender dysphoria. Throughout my journey, I had been incredibly confused about who I was and how the 4 things tied in to each other. The video takes a while to get into the meat of the topic, but it is very illuminating to those who are still confused about who they are, especially crossdressers who have to navigate the boat load of shame associated with liking clothes of the opposite gender.


Dr Z has many, many gems in her youtube channel, that I have been devouring over the past year during my commute to work. She also made a 7 part series for partners of trans-identified individuals, which I had shared with my wife. In the videos, she provides a balanced position to partners that doesn't blindly take sides.

It's rare that clinicians who truly understand the struggles and journey of individuals who struggle with gender issue provide free content that is very useful. So do have a watch if you want to find out more about matters of gender. If you do like her videos, you can also support her channel by subscribing.

I wrote about how my mental state hasn't been the best 9 months into transition (around February this year), and keeping it healthy was a constant struggle. 

Well it seems that things haven't really improved. My mental health has been in the pits. Here's one of many similar journal entries that captures the rut my mind has been stuck in almost everyday.


For most, the transition journey isn't an easy one. It's like travelleing through a pitch black tunnel that you know is around 2 - 3 years long, but feels like forever while in it. You have no idea how much longer before you get to see the light and there is significant uncertainty on whether you'll even reach the desired end state. 

Seeing others successfully present female in under a year on HRT also cuts my soul repeatedly with little tiny blades. I rage at why my own journey is so slow, even though the logical mind knows that my starting point is different; I began transitioning at a later age, my hair transplant was done around the 6 month mark so growing my hair out takes a long time, facial hair removal took longer than others who were less hairy, and removal of deep icepick acne scars takes multiple cycles.  

To make things worse, dissonance from needing to present the opposite of my desired gender puts a constant mental strain. It has been 14 months since I started HRT and I still present as male flawlessly. I feel nowhere near being able to present as Isabelle. In the office I work mostly with guys in their 20s to 30s, while at home I still play the roles of son (to my parents) and a father. It is no wonder that I feel so damn far away from my goals. 

I am most vulnerable and susceptible to my intrusive thoughts when I'm tired. When the dark clouds come, I can feel myself becoming this insufferable ball of grump; my brows furrow often, the tempers roil just under the surface and I'm one random trigger away from lashing out. On other days I feel so physically and mentally drained from work, Daddy duties and the brainworms that I just lie down on the bed for up to an hour, hiding from it all. I've had to constantly remind myself to be patient with others, be present with those real in life (i.e. my kid and wife), and be kinder to myself instead of brutally piling on more self-guilt.  

(Me at the end of the work day)

I have been able to identify some of the common triggers that causes my brain to slide into that doomspiral of bad, unhealthy thoughts:
  • Seeing my reflection in the mirror
  • Hearing pretty transwomen fret about their near non-existent masculine features
  • Seeing other transwomen successfully living as their female selves (never mind the fact that they started years before me and went through a similar journey as I am now)
Unfortunately, I cannot avoid looking at my own reflection in the mirror on a daily basis, so this is one trigger that I have to live with and just trust the process. But reducing other sources of triggers did help me to feel less shit about myself and manage my emotions. I left a Discord server of local transwomen (though they were my friends), because their occasional bouts of fretting over "masculine" features was a massive trigger. I also stay away from Reddit r/transtimelines and other online transgender spaces, where people post their before and after photographs. 

The solution is quite clear, albeit an extremely annoying one; Patience. I need to wait another year for HRT to take its effects, for electrolysis to remove my facial hair thoroughly so I no longer see the beard shadow and for my hair to grow out to a length where I can cut it in a more feminine style. Once I can see more of Isabelle in the mirror, it might just help soothe the dysphoria further. If I am still unhappy with my appearance, I could then consider facial feminisation surgery (FFS) to reduce the prominence of masculine features.

To help me manage my mental state and address my anxieties, I've also been seeing a psychologist, which has been surprisingly helpful in reframing how I viewed things, as well as pointing out a number of my blind spots.
  1. My anxieties had roots in childhood and adolescence, where my self-worth has been tied to external validation, compliance with conventional measures of success and what a "Good" Boy/Man/Male Singapore Citizen should be. The thought of stepping out of this box by being transgender is triggering a ton of fears and anxieties, because of my internalised shame. 
  2. Just because I can rationalise my fears and anxieties doesn't mean that the emotions are not there. It is important to acknowledge these uncomfortable emotions, understand why I feel them, and work on being more self-compassionate instead of self-critical.
  3. I needed to work on separating my self-worth and from my perceived ability to pass. I am worth it and there is nothing wrong in trying to express who I am. While I fervently desire to pass, it is about wanting to feel safe (read: accepted) in society and about being in control. However, this is dependent on others. Continuing to tie the chasing of this arbitrary target to my self-worth will be detrimental to my mental health.
These actions have helped me to manage my emotional state a little bit and tide over the darker moments. Hopefully with small wins as I continue my journey, I'll eventually get to a healthier place mentally and regain confidence for Isabelle to reappear in public.

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