Add and build. If you are already wearing forms and bras, then add some feminine tops and blouses that are not too obvious, and start wearing skinny jeans or leggings. Lots of guys wear skinny jeans these days, so just wear them and don't worry.
If you want to fully make the jump, then you have to work on your head. This breaks down to 1) hair or wig; 2) glasses; 3)lipstick; 4) beard cover (if you are not undergoing facial hair removal yet).
Even if you have perfect vision, then consider some "cosmetic" glasses, particularly with oversize lenses, as they will hide brow bones, make your face look smaller, and minimize a large beaky nose (my worst feature, boy am I looking forward to rhinoplasty someday).
Contouring and eye makeup are wonderful, but not everyone has an hour to spend in the makeup chair every time they go out, and glasses can eliminate the need for most of that.
If you don't want to do all the other stuff, then consider some very subtle lip gloss, concealer, eyeliner. Just a little touch here and there.