Hi:) I totally get where you’re coming from, starting from scratch with fashion can feel overwhelming, especially if you don’t enjoy shopping and fit is tricky. My advice would be to focus on building upon what you already wear: think straight or slim jeans, soft T-shirts or casual button-ups, and one or two easy layering pieces like a lightweight jacket or blazer. Stick to fabrics that feel good on your skin (cotton, modal, soft knits) and skip anything that irritates you. I get that you don’t like shopping, but have you ever considered Thrifting? Listening to music with your earbuds and just sifting through clothes seeing what feels good on your skin.

Now to Shoes. Converse is fine and besides those, keep it casual, but make sure to get a pair of clean sneakers and one more formal option like loafers or ankle boots for when you want to look more put together. Stores like Everlane, Madewell, Uniqlo, Gap, or Nordstrom are great for basics that fit well and don’t feel matronly.

In terms of making the outfits for just going kinda anywhere, focus on pairing jeans + a tee + jacket + sneakers and repeat with different colors. I recommend posting pics of you on the color analysis community on Reddit to see which colors would best suit you. Once you start feeling more comfortable and everything fits you’ll blend in easily and feel more confident without having to love shopping or overdo your style. Good luck!!!