Help with my wardrobe? Where to shop?

I have no sense of fashion. I need help 🤦‍♀️. I alway just wear leggings or skinny jeans and cheap graphic t shirts and I hate it, but I don’t know where to go to get the type of stuff I want? I like all the outfits I see of girls wearing baggy cargo or athletic pants and crop tops. But I’m a bit overweight and am not comfortable with showing off my stomach, and don’t like tight shirts for the same reason. My goal is to have more of a soft masc/tomboy look. I have a decent amount money saved to go towards new clothes, but don’t want anything ridiculously expensive. Can someone help to point me in the right direction?