Well, before you find a makeup artist, why don't you find some lessons and tutorials on Youtube? Korin is a male makeup artist on Youtube who quite often demonstrates on himself and other male transvestites. Perhaps, maybe you can even practice some techniques that are in the video tutorials here.
There may be special needs or concerns you might have as far as wearing cosmetics that are unique to men. I think you may have the best luck in posing specific questions on techniques. Once you get your feet wet with face applications, you'll have an easier time figuring out exactly what to ask to get the results you want.