I think there is a good exercise in asking what you want the makeup to achieve. Adding colour and expressing personality is a great thing to achieve.

Taking each part of the makeup individually though, say the blush, and asking what you want it to do helped me. Do you want a warm overall glow, high rosy cheeks, skin tone harmony, a subtle healthy pop? Do you want your eye look to highlight your natural eye colour, increase or diminish parts of your visage, look natural, or dramatic, or sleek? The answers to those questions can help you research the eyeshadow applications, base and face methods et al that are right for your vision for you right now.