It really depends on your age, and where you are going to wear the clothes. There are plenty of low-key women’s clothes. T-shirts, sweatpants, shorts, sneakers, jackets. If you get something in a dark color it is unlikely that anyone will be able to tell that you are wearing a piece of women’s clothing. The trick is figuring out your size. Every brand is different, but I generally go one size up (Small to medium, for example) for upper body items and one size down (Small to extra Small, for example) for lower body items. Two sizes up for shoes (10 to 12, for example)