I'm going to go ahead and post on this, Sarah, even though I don't technically identify as an anabaptist.
I definitely understand what you mean when you said you wanted to live more plainly. When I was younger, I liked having a lot of "things", too. It actually felt weird to me if I didn't have a huge closet full of clothes, and things of that nature. As I got older, though, I realized quite quickly that things aren't what makes one happy. I'd started studying Quaker philosophy at the time, and the idea of living simply grew to have a huge appeal for me.
Unfortunately, I wasn't in much of a financial position to change my wardrobe completely...but I did start by cutting back. A lot. I think I donated three-quarters of all my clothes to Goodwill drop boxes. What I kept was generally things like decent pants, a couple skirts, and warm weather tops (since I'd intended at that point to move to FL).
Well, when I finally did move to FL, I got rid of even more stuff, because there simply wasn't room in the car for it. I could only take what I really needed, and as I got rid of all these things I was hanging onto, I suddenly found that I felt like I was having a few less things to worry about. It was spiritually lightening as much as physically.
Now I'm at a further examining stage in my life (I think I'm bound to go through these on almost a yearly basis!), and I've come to the realization that I need to become more submissive to my Head and God, and more feminine and modest all around. Because of it, I'm further reworking my wardrobe to reflect qualities that I want to portray: for example, getting rid of spagetti strap tank tops or finding something to put beneath them, wearing more long dresses and long skirts, and I've even started covering my hair! Instead of feeling kind of weird and out of place...it feels right.
I'm not saying, of course, to run out and buy headcoverings, or to dump your whole wardrobe. I sure do understand feeling like I'm starting to go in the right direction, though!
This was and is an absolutely HUGE thing for me. I don't worry about other people looking at me funny because I'm wearing a scarf/headcovering over my hair. It simply feels spiritually good and right to me, and that's a feeling that I clearly can't ignore.