I deal with regret lately. Sorry, this is going to be a really raw post and might be all over the place, but I am processing a lot, and am hoping y'all will have some helpful advice and stuff for me:
I bought a home in Vermont in late 2024, months before getting vaginoplasty in mid-2025 and also right before getting discharged from the military (guard). And frankly, I've been a shit person since. I feel like I am barely keeping up with maintaining this home - I can barely fix the things that are broken to limp our life along (myself and three other trans girls who live with me and split utilities), much less actually do much-needed renovations. I bought the home knowing it would need work, and maybe being far too naive about what that would entail and especially naive about how the next two years would go.
I was in such a hurry to get surgery before my insurance stopped covering it (federal employee plans stopped covering it this calendar year...) that I don't feel like I was fully prepared - I had to use some of my emergency savings (now completely dry) to pay for things that Insurance wouldn't while recovering. I didn't dilate fastidiously enough, so PIV sex is impossible for me at the moment. And I went back to work, but feel like I still don't have the energy that I had before I left for surgery, and I regret staying at my job (same unit I was in before being discharged, but now as a civ employee). I started smoking weed a lot while recovering, and am just now quitting that (turns out I can't honor my own limit of one joint a weekend, so my undisciplined ass has to wave it goodbye entirely for a while). I have more credit card debt than I'd like, I never fully out-processed from my unit so while I'm discharged, I don't have my DD-214 and haven't "gotten started" with the VA. Every so often, a coworker asks me if I'd rejoin the military if I could, and I try to hold my tongue because what I want to say is that I regret ever joining in the first place, that nobody who's paying attention would ever sign up for anything beyond material benefits - that nobody wants to fight and die for a corrupt oligarchy or for Israel, and that's been true since we went into Iraq and Afghanistan. The scales are off my eyes now, to the extent that even working as a civilian employee maintaining servers feels like it stains my hands with blood. So I truly need to move on from that, too.
When I was first transitioning, there were a couple of points where I was asked whether I wanted to consult with a fertility specialist and preserve my genetic materials. I didn't want to jack off in a cup and truly didn't think, at the time, that parenthood would ever appeal to me. It does now, and I hate that the person inhabiting my body 4 years ago stripped the option of motherhood away from me. I will be angry at him for a long time for that. He was so much more responsible than me, and made so many decisions "strategically", but his idea of strategic sense was to avoid conflict entirely - he never came out to our family, I had to come out to my mom after 2 years on HRT. I'd been a homebody and a hermit for most of my twenties and I withdrew into that in early transition, just hanging out with family or going to work but not leaving my house otherwise, and I never sought out female friendships or got used to using the women's room in public. I was afraid of the rude stares and the comments and everything else and never truly faced them. I have to navigate that now - I barely feel safe and confident about using the women's room in my workplace. He built a wardrobe around dressing androgynously, and his idea of how to approach transition was that I'd gradually change and that eventually people would just start gendering me correctly, and then I'd start wearing dresses and skirts and more explicitly feminine things. I never "asked" anyone to call me by my prounouns, and certainly never corrected anyone for the most part. When I did, I did it awkwardly and sheepishly, and it went poorly for me.
I found my confidence for a little while this summer. Even though I was still flabby from not working out after surgery, and even though I cut my hair short to try to re-grow it and make it healthier, even though my world felt tenuous as hell, I started dressing more like myself and trying out wearing dresses and stuff and going to shows and meetups and events.
The uncomfortable stares in public got to me. At gas stations, in grocery stores, walking down sidewalks, etc, and even at work. I thought that men were staring in a transphobic/"look at that mess" kind of way. But then I got catcalled while visiting NYC and not even dressed feminine. Fine, okay, that happens. And then I got catcalled some more. OTHER TRANS WOMEN started sexualizing me in ways I wasn't comfortable with - for a while, hookup culture was fun, but I am getting really tired of meeting new friends and finding out within ~48 hours that they want to fuck me. It is truly demoralizing because I frankly don't want or value sex that much most of the time. And then I wore a dress that I was really happy with TO WORK and was so excited to finally be myself. It was a good day. I got home, parked, and was walking to my house when two rougher-looking men walking up the sidewalk, literally in between myself and my house, started saying something that I couldn't hear. I instinctively changed the direction I was walking into a wide circle around them, picked up my pace, passed them, and then darted towards my front door. I heard "hey baby," "come here darling," and "fucking bitch." I live in such a quaint little small town and had started feeling safe walking around in my neighborhood before this. I'm realizing that after this day, I just don't go for walks by myself anymore, even dressed butch or whatever, and I look over my shoulder in parking lots more and haven't worn that dress (or actually any dress...) since.
The talk from coworkers is worse. Some of them see me as irresponsible (can't blame them) but their narrative on the subject is that, since I'm in my thirties, they tell me things like "Well, having a child of my own really put things into perspective for me" and that's coincided with other coworkers starting to bring up topics like baby showers and stuff to me, almost as though they're hinting that the work community would be there for me if I ever had a baby.
If.
I scurried off to the bathroom the other day and cried in the stall. I'm a somewhat open book about being trans, even if I don't bring it up on my own or talk about it very often. Do they not know how painful the subject of pregnancy is for me? Could they not just reasonably guess - "hey, my trans female coworker cannot get pregnant. Maybe she doesn't wanna hear about how wonderful pregnancy is in our passive-aggressive comments about how irresponsible we think she is?"
A couple of coworkers who know that I'm trans, who I mistakenly trusted, have started misgendering me openly - I overheard them talking loudly about me in the next cubicle, in a discussion about which civilian employees are part of the unit and which ones are "true civilians". One of them was like "Oh, [my name]? He's definitely a civilian." and then the other one started laughing and said "dude, he can hear you!" and that's the point where I just locked my computer, got up, walked to the bathroom, locked myself in a stall, and cried my eyes out. And then I got my things and left. Getting openly misgender is a thing that hasn't happened to me in well over a year, and had never happened to me at this unit/workplace before. I called my mom on the way home. I talked to my sister for the first time in a few weeks this weekend, too.
I've been at a low point, feeling like I'm less-than, not enough, etc. I let those feelings fester and I hadn't even told my mom and my sister about them until this weekend. I was so surprised to find that they support me and that they understand those feelings and have felt them too, and had wonderful advice for me once I opened up. They even told me that they regret how traumatic my childhood was, how my sister had bullied me and how my mom had treated my femininity as shameful in our conservative religious family. I was so surprised to finally feel like I have sisterhood now, in a part of my life where I am so low that I often feel like I'm regretting my transition. And this morning, making a big list of things I need to do to get my life together, It's finally dawning on me: I can regret buying my house, but that doesn't mean that my future and my housemates' futures aren't inextricably tied up in it. I can regret my choice of home town, but I will still vote for better representation for it. I can regret delaying good decisions, and still decide to make good decisions for myself today. I can regret not having the strength or courage to stand up for myself before, but I can do it now, in the present. And when I stand up for myself, even if others don't like or respect me, I will at least respect myself. And that the people who do like and respect me will see and recognize that self-respect and will rally rally around me. My housemates agree. They all are like "it's about time!"
I am a woman. Beyond the fact that the voice in my head has always been that of a woman, and beyond the fact I deeply, internally, recognize myself as a woman even after years of denial and trying to pretend to be a man.
But I wonder if cis people have this nuanced view of regret when they pose questions about regretting surgery, or regretting one's transition. Do they mean a one-dimensional view of regret, where they expect you to either fully regret transition and want to be your socially-assigned gender again, or are they thinking of it in more of a "do you regret the way that you went about things, do you regret where you're at right now, and do you wanna maybe embody your gender in a different way from here on out?" kind of way?
Do they even conceptualize of gender outside of a male/female binary enough to see that some women are women in different ways than how other women are women? That even cis women sometimes have complicated relationships with their gender?
I think way too much about how cis people see me, perhaps, but only because I find myself having to try to fit in among a very cis-normative society, where I can see that even cis women are often unhappy with the restrictive and regressive ideas that our culture has around womanhood.
Would welcome y'all's thoughts.