Rachy, you constantly crack me up!
Ladywone, you make some interesting points. It's true that people are most comfortable with what they're accustomed to, whether it's their peers at school or church, or style that reflects a familiar environment. I'm glad you're here -- I find it very fun to see styles on YLF that are a bit more outside the usual. That goes for you, Anna, Leopardluxe, Andrea W, and others. Even if I don't dress the same, I can find things to appreciate.
All of this is also making me think about the role that style plays in our lives. Anna, I hope you don't mind me using you as an example since you started the thread... But clearly, style for Anna is an escape. It's a chance to play and be creative and be completely unbound by rules and expectations. And because she has to wear scrubs for work, at a very demanding job no less, that sense of sartorial freedom is very apparent, and very understandable. I bet people who wear uniforms (Raisin and her job in law enforcement comes to mind, or anyone who wears a soul-sucking polo and khaki uniform) feel similarly, IF style is an important hobby to them.
For someone who can express their creativity through their style on a daily basis with what they wear to work, or as a WOTG, the urgency to "escape", stylewise, is just not there. We have a different kind of freedom -- the kind where we can weave our style more seamlessly into our daily routine. This might be seen as some more adventurous souls as a more watered-down style, but we're all doing the best we can with what we have available.
That said, I think we can always welcome more adventurous dressers into the YLF fold! Diversity is wonderful. Next time I see someone IRL whose style pushes boundaries, I'm going to suck up my courage and tell them about YLF.