I'm mid 20's and male-to-female transgender for about 6 years now. In good shape, average height, average sizes. Obviously fat has migrated over that time to give me a more feminine shape. I migrated entirely to Women's clothing like jeans and t-shirts a few years ago, I have dresses, skirts, etc, but most of it is really bland casual clothing for lounging around or going to work (no dress code at all), however I have way more options, all kinds of colors, all kinds of textures, all kinds of cuts, all kinds of patterns, everything feels absolutely amazing. I am so comfy in jeans now that I can sleep in them with no issues. I don't really pass well, but nobody has ever said anything to me negatively wearing a flowery women's cut long sleeve shirt and tight women's jeans that make my butt look wonderful. If anything, I feel much more stylish and totally physically comfortable now. Even bras aren't bad and I don't understand why they're always hurting women so much :D

Regarding pockets, I just carry a backpack with my laptop now. Phone in back pocket, tiny wallet for cards that fits in my front pocket. I will never buy women's jeans with really tiny pockets, but I feel like most retailers have figured out an acceptable size. Who even likes heavy jeans carrying around so much?

Mens clothes may have changed by now, but I remember them being stiff, feeling bad unless you paid a lot of money (not a problem for women's clothing!), having limited neutral colors with no patterns except thin stripes.

I'm so happy we're coming to a point where we can get rid of gender standards for what fabric people are allowed to wear on their bodies enforced by society.