Lisa, you LOOK great, but if it doesn't feel right, then it's no
- full stop. I am going through a very similar thing right now - having gotten frustrated with my wardrobe and deciding to try to "change up" my style, I am currently in the most minimal outfit imaginable and I'm SO. VERY. HAPPY.
I'm sort of thinking out loud here, but maybe we need to differentiate some things: our personal style, which is the things that we like to wear everyday and feel good in and can virtually 'forget' we're wearing them, and our hobby/creative/artistic expression/experimental style, where we try new things and put together completely different outfits from the norm, and share and deconstruct them with our fashion crew, but not necessarily endeavour to wear them much irl. (of course, this could be done is change rooms rather than buying everything - or on Pinterest!).
I suspect what would happen if I was a little better about making this differentiation is, a little of the creative stuff might work its way into my everyday wear, keeping it fresh and enabling it to evolve, but the practice of trying the new/fresh/different stuff as a hobby in and of itself might stifle to boredom that leads me to buy and wear the wrong things for me.
But I don't know, as I said, just thinking aloud here .....