Your best friend is going to be a hypoallergenic moisturizer with sunscreen. They come in tinted and nontinted. You can start using them every day even if you are still presenting male part time. If you have dry sensitive skin like I do, moisturizer is going to be your one must-have make up item. If you chose to use a foundation, apply it after you apply the moisturizer. Doing it that way will prevent your skin from absorbing all of the moisture in the foundation and enhancing pores and wrinkles. You have very fair skin like I do. Your tint is going to be ivory or close to it. If you use a foundation, you will want to use a translucent finishing powder lightly to prevent smearing and transfer.
For highlights if you want you can use a mineral bronzing powder (very lightly) to give yourself a very slight tanned look as the summer approaches. If your face naturally tends towards pink or blushing like mine does, you will want a light blush that you can apply to your upper cheeks and maybe across the bridge of your nose (blush will look most natural when applied in the same areas that you particularly blush in). I've had luck with creme, liquid, and powder blush.
You will want bright indoor lighting without shadows when applying. Have fun, and practice practice practice. If you get some makeup-remover wipes (save the harsher eye makeup remover for mascara only) you can apply your makeup and take it right off again if you want, and even try three or four looks in one practice session.
