Hey, so I just want to give my perspective as someone who's a cis woman and bisexual.
I think that most cis people don't feel jealous of people of the other gender, or wish they had physical features associated with another gender. That might mean you're trans, but it might not. It's okay to not be sure. It's okay to "try on" a label, in a safe space and identify a certain way, and then decide "no, that doesn't fit me". We're here to be this space.
There's a lot I could say here that I'm sure someone else has said better, but something I wanted to highlight is when you said "I don’t think I would have major issue just living outwardly as just a dude, except maybe future regret for not trying to be who I possibly want to be." Transness may seem to be shaped by gender dysphoria, and whilst I understand why feeling dysphoric is an important part of many trans people's experiences, I think it is too easy to slip into a trap of "oh, I guess I could live like this" and resign oneself to misery. However, there's nothing quite so beautiful as seeing a person experience gender euphoria, whether they're trans or not. I want you to lead the best life you can, and I hope you are able to be supported in finding out what that means for you.
You don't need to have any answers or labels that fit right now, or ever. Whatever your gender identity or sexuality though, you are welcome here.
I think the landed gentry point sits poorly with me because many of the most committed mods (I mean the ones who actively put work into their communities, I'm not referring to the powermods collecting subs like General Grievous collecting lightsabres) put hours of work into curating and building a community. Reddit is built on so much volunteer labour and for Huffman to use phrases like "landed gentry" is outrageous