Hi Keri,
Good for you, we all have to start somewhere, nothing better than from the foundation up, that supports everything. You are young, when you can afford to purchase a fashion you don't necessarily have to buy online. I have bought all my female clothes in male mode in shops & department stores. Sales staff usually don't raise an eyebrow, for them it is a sale & commission. They don't have to know, it could be for any female in your family or SO. Rarely has it come up in conversation, & if it does I just say it is a gift for the aforementioned. Advantages to be in a store is to see, touch and feel the fashion and fabric, pattern, color and hold up to you for size (I do that). Size, you could ask if there is a change room to try on for fit.
Baby steps, on your journey. Good luck.
Hugs
Jamie