Well, my life is rarely my own. The events of the summer have been much the same. Though I've pretty much made a decision. Outside of when it's necessary for work and such, guys clothes are out. I'm pretty tiny, not as small as the smallest GG, but shorter and thinner than most. Guys clothing just does not fit me at all. It's uncomfortable and doesn't look good. Plus, dealing with gender dysphoria, it's a convenient excuse. I don't tuck or enhance or wear makeup, I'm just me for now. But I look really good in tighter clothing that actually fits my bodytype. And the fact that I'm androgynous as hell and don't bother with correcting people doesn't play into it at all

So far I've got two pairs of womens' black jeans, one was tight as of 3 months ago and just comfortably snug now and the other is damn near impossible to keep my keys, wallet, phone, and compact comb/mirror in, each getting its own pocket. And a pair of nice, sexy slacks that either give me a great ass worn on the waist (obnoxious since they're a 5 and i'm more a 2) or just fit comfortably on my hips.
For shirts, I've got two xs stretch T's, one white and v necked (gift from girlfriend because she thinks it's masculine on me) and one regular necked and black. I bought three button up shirts that I found on sale, they're 3/4th sleeve but fold to short sleeve nicely. One's bright red for when I want attention, one's black because black is black (black and red are definitely colors of mine), and the other's a maroon compromise between the two.
For the first time in my life, I own two belts at once. A black and red mens' belt that fits great on the hip, and a reversible black or brown belt I got for wearing at the waist, such as when I have to work. Guys pants sag awfully on me. (I have no idea when I'll actually use the brown though. What goes with a brown belt, blue jeans? It'll probably be covered by a shirt anyway.)
And when I get paid, I'm going to see if this subtle pair of boots I've had my eye on for a couple of months fits/is actually as subtle as they appear to be.
I'd really like to get more of those shirts, but they're $16 a piece on a limited sale and a whole wardrobe of solid colored button ups gets boring. Plus, that's not much in between, plain t shirt or plain business casual shirt. Likewise, showing off curves with tiny tiny t-shirts gets plenty of attention that isn't always really a good idea. I plan to stick with androgynous styles and colors. Pants aren't a problem, stick to
occasional slacks with reasonable belt loops, and tight black jeans can't be argued with. But I could use some recommendations for tops if anyone has any because I'm kind of drawing a blank outside of making weekly clearance shopping trips to try to find things not covered in frills or poofy sleeves.
To be honest though it seems like these are about the only styles that are really androgynous enough to work, outside of slight variations (actual short sleeve shirts to begin with, or less tight fitting stretch Ts. And noting the stitch of the chest and sleeves.) Recommendations/advice are quite welcome, particularly if they're brand lines that tend to fit the style I need. I can't spend too much because I'm about to go into debt for the first time for laser beard removal (as an aside, that seems to be the only way for me to get any kind of credit

.)
I recognize the fact that crossdressing is generally done with an expressed intent to pass, but I'm making a (not so given my appearance) radical shift now so that it may be a little bit easier to explain things to friends/partners I make down the way. As they say, it's easier for people to recognize that you've always been some way than to accept a change. Plus I've never gotten noticed by anyone before and some women love the tight clothing >

It's also adorable how confused the looks some little kids give me are. Though like I said, I'm not trying to make some sort of splash by being a 6 foot biker in a leather skirt and pink lace top. I'm just looking for tasteful clothes that actually look good and fit me appropriately.
Edit: Oh, how can I forget underwear. It's actually the one article that I'm relatively happy wearing male still. Life makes a style of mens' string bikini that's really comfortable, sexy, and has room for the obnoxious little passengers. I need to buy some thongs for particularly tight pants though.
The string bikini cut is far enough away from boxers or briefs that it satisfies me, they look good, and if some awful event should come to pass, I am still wearing mens' underwear despite the outside clothes and that probably counts for something.