I had a former neighbor that recently came out as trans. She would originally dress in the most butch clothes and boots. When she finally started wearing women's clothes, she seemed to be stuck in the 80's...(leg warmers, padded shoulders on her jackets.) Her roommate and I called a halt to it and took her shopping for a more modern look. I also took her to a friend that taught her how to do makeup (I haven't worn make up in 25 years.) Before I moved, I saw her standing out waiting for a ride. I drove up, rolled my window down and said "Now you look fantastic!" She blushed.
So my advise is..being a woman can be complicated when it comes to clothes and makeup. Lean on friends to help you if you are not sure where to turn for good cheap fashion or how to accomplish a certain look. Girls stick together and try to help each other as much as possible. We got you!