Wow @ the diversity of the responses. So interesting to see how different cultures and locales play into people's opinions. Very fascinating

(sorry, the sociologist in me! lol)
Great idea for a thread OP!
For myself, when it comes to my handbags, I'm not a "browsy" shopper. Extremely no nonsense from the moment I wake up, I know I'm heading to the store at some point to purchase Item A. If I'm going during the week, work attire. For the weekend, I'm wearing whatever's appropriate for the rest of my activities that day. If it's an entire shopping day w/ the girls, lunch etc, cute and casual. If I'm riding, I'll probably be in equestrian gear (I'd wipe the manure off my boots of course...after all...is it LV :-P jk, I wouldn't go anywhere with $h!+ on my shoes, I promise lol)
All this is to say, the fact that it's LV doesn't play into my attire choice. I try to be cute and appropriate for any occasion, including shopping but if I'd wear it to
Nordstrom, Macy's etc, I'd wear it to LV.
I will note that LV isn't open at night, so you'll never catch me in club gear and extremely high heels...I just think that's a bit gauche and it screams nouveau riche and "trying too hard"