Youtube
I am not a crossdresser but am aware that there are a lot of Youtube videos about makeup and making yourself passable.
I think a lot of it will come down to practice but it would probably help to have a mentor - someone who has experience and could show you the ropes.
Good luck with your journey and I do look forward to seeing your efforts.
PS: One tip - heavy makeup (especially blue eye-shadow) is probably a mistake a lot of newbie crossdressers make.
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