I'm 5 months into my transition, only out to my sister (9yrs younger), and two coworkers just this past week, one of which finished her transition last year.. She's the one that gave me the courage to let the other cisfemale in on my life. I will be telling my supervisor soon (next week or so). My friend spent several hours with me last week, telling me about her journey, work and all. She was offered to take a leave, then come back after it's over, but declined saying being gone, then coming back totally transformed would be a bad thing, so she remained at work during her transition, changing a little each day (or thereabouts). I will likely do the same, transition slowly while still going to work.
At home, I have been in girls jeans for months, and the family, well, my youngest daughter, just noticed that I was wearing her old jeans that were on the Goodwill pile. I use Burts Bees shimmering lip balm but no other makeup, other than some small concealer to hide the dark circles under my eyes.
As for other clothes, I have .. like.. 8 girls jeans from Goodwill/Salvation Army (thrift stores) and several camis also from there. I am not out with the family yet.. but I think soon I will have to be, as my boobs are a B and cant hide them under t-shirts. I also wear girls Avia sneakers, (light blue piping). Have been for several months, so that's my slow transitioning.