I think it's important to realize what we compare ourselves to. I know for me that as I go about my errands and so forth I'm noticing attractive women (young and older), and it's those that I compare myself with. But when we allow our gaze to open up to a wider lens we see that, as with men, there are all sorts of women out there, many of whom are larger than your 218 lbs or my 175. I'm confident that many of them are aware of their weight and shape relative to others, frustrated, and self-disparaging. But they have what God gave them (if you will) and those who carry themselves with pride and beauty, I admire and am drawn to.
I have a good cis woman friend who has a trans daughter. She glows from within with energy, love, and kindness. She's also very professional and accomplished. A terrific mom to her adopted children. I love seeing her, getting together for dinner, whatever. She's also heavy (I have no idea how much of course) and her Germanic face isn't what I'd be attracted to as a dating partner, which is good because she's happily married!
The point I'm trying to make is that your feelings are very understandable. As trans women we're not only envious of attractive women and hold ourselves up to their "standards," we are also hyper aware of our masculine foundations in face and body. I guess there are two issues:
1. We don't want to look like men in women's clothing, perhaps the butt of jokes and derision, but also standing out too much.
2. We want to see ourselves in the mirror and in our mind's eye as at least somewhat attractive and feminine.
Both of those are tough and for those of us who're older especially hard. The most important thing is to try to work on building what we see and are in our mind's eye. Sure, dress as nicely (and appropriately) as you can so that other women will also see that we're making the best of it. You'll find that other women will smile at you. There is a camaraderie between women of similar age. They appreciate the situation we're in and with their body language and smile it's like they're saying, "You go, girl!" Yes, there are some who scowl or raise their eyebrows. I've learned to smile at them as we walk past each other and, you know, most find it impossible to smile back.
But, how to build up our own pride and presence in the face of such fears and self-awareness? You may have heard of "fake it until you make it." I'm not recommending faking it, that's all too similar to what we've done trying to be men. What I am recommending is that we go about our lives with a smile on our face, head held high, sitting tall and with good posture, and generally carrying ourselves as polite and gracious women. Recognize when old habits such as slouching or walking folded over creep in and then adjust accordingly. I think what you'll find is that the positive feedback you'll receive will help it become easier to just go about, actually more confident and proud of yourself. It's self-fulfilling.
I don't know and I don't envy your situation. Perhaps it's doing things like having "Dee Weekends" where you drive to a larger city/area and stay in a hotel for a couple of nights. Get yourself out there and learn by doing and being Dee for most if not all of the time you're there. Maybe you hang out at a coffee shop and just read a book or magazines, write in your journal. Go shopping for whatever, presents for your kids, books, anything. Even clothes. I especially recommend looking for women's clothing consignment shops. In larger cities there are those that cater to larger women. We have an independent store near me called "Two Big Blondes," for example. (If you visit Seattle I'll take you there!) Also, take walks, perhaps long ones, either in the city or the countryside. Good exercise and it's calming to notice and love what nature shows you.
Perhaps through that you'll gradually find yourself more comfortable presenting and being Dee. And through that you'll slowly find more about what's important for you. If nothing else you'll have much more to talk to therapists about in October and later.
Best wishes,
Emma