I was normal weighted in my teens and twenties and then started gaining. All the way through, at every weight I have always preferred big loose clothing to form-fitting or tailored stuff. I do sometimes like a pair of leggings under a big shirt. And if I was smaller, I could see a pair of big baggy wide-legged pants with a for fitting tank.
I wish I could put links in for the kind of stuff I like, but I don't have enough posts. But if you look in google images for "mori girl" or "lagenlook," you'll see what I'm talking about.
It's funny because it's all stuff that you'd think a bigger person could get away with, but I can't wait to be thin and wear it. I do have some awesome baggy jeans that I roll up to above my ankle that I'm enjoying now.