"On to you. Are you ever attracted to and scared by something, wardrobe wise? Do you push your comfort level? Are you comfortable or uncomfortable standing out? I'm going to keep exploring this myself."
I loved this thread so much I had to come back to ponder the questions a bit more.
With respect to #1, yes indeed, I'm often attracted to yet scared by certain types of clothing -- usually in silhouettes that have not worked for me in the past. And yes, I do push my comfort level, for example, trying leggings and tunics because I love the look on others. This is (similar to Greetje's outfit) a look that many people would find made them "blend in." But for me, because I feel self-conscious in it, it makes me uncomfortable, even if it is an all - neutral non-body conscious look. The proportions are very tricky for me with tunics. And proportion seems to be key to a feeling of "rightness" for me, much more so than other factors. For example, I will wear a nicely fitting body conscious item without a qualm assuming the other elements are all in place. Or a short jacket/ top with slim jeans, something many people on the forum think is a "no-no" but which I think works with my personal proportions (again, assuming good overall fit, not super-tight.)
I'm a sociable introvert. Which means that, like Diana, I actually enjoy clothing that starts conversations. It saves me the work! I like a whimsical print on a top, or a really interesting or high-fashion shoe, or a new cut of denim, or a colour that flatters the heck out of me to the point where people are bound to say something. It is all good. And gives me an opportunity to compliment them on their outfit!
On the other hand, I am not comfortable dressing too far outside the environmental norm. I'll stretch it, but don't want to break it, if that makes sense. So, if I am out with my artsy friends, I'm usually in my jeans, not in a office-ready shift or sheath dress. But I might wear a different style or wash of jeans and might wear a blazer with my jeans even if they'd choose a moto jacket or a t-shirt or a boho blouse. I might wear a silk top instead of a t-shirt. I'd wear my chunky classic jewellery vs. their pile on of weird collector pins. And so on.
Similarly, if I am teaching, I'm probably more "fashiony" or "trendy" than the typical teacher but only to the point where people say, "Wow, you have the neatest fashion sense," vs. saying "Well, does she think about anything besides clothes?"
Of course, you all here know I only think about clothes, LOL.