Well you may have to step out of your comfort zone and get used to things you think you won’t like. Problem is, if you’re wearing men’s clothes and its all baggy top and bottom then it’s going to look “messy” like you mentioned before. But not everything has to be so tight it’s uncomfortable!

There are a lot of looser dress/skirt options (I don’t know where you are located but I’m somewhere cold so you may not be able to start there) If you’re not a fan of that, even just wearing a pair of leggings with an oversized top would pull it together slightly. I basically live in leggings! You just need to find some comfortable pairs. You could also try just a normal (not tight not loose) T-shirt over a pair of joggers. They’re tighter than sweatpants but not as tight as leggings! It’s not fancy by any means but it may look more out together than an outfit of Ill fitting clothes. Just remember you can have clothes that aren’t oversized/too big without it being “tight”. Don’t go overboard in the other direction because you’re afraid/don’t like tight clothes!