I also live in NorCal where black sweatpants is the standard uniform and people are not fancy at all. Plus my kids don’t go to super fancy schools so I’m a little bit at a loss for where to wear these bags.
It seems like you may be uncomfortable actually using the Chanel Jumbo even if you do buy it. Take this from someone who has done a lot of buying and selling...It’s best to actually think hard and long about how this bag will fit into your lifestyle before you spend thousands on it. Put together some outfits, write down scenarios in which you would carry the bag, etc...Consider you real life and personal style and not the fantasy life you would wear your bags in. I am not suggesting that you can’t wear your Chanel with leggings...just think about whether you would feel comfortable doing that. It can be an expensive lesson if the bag doesn’t work out for you. I love beautiful evening bags such as the mini lady dior. I have tried it on several times but will not purchase it because my lifestyle is just too casual for it and I know I wouldn’t get enough use out of it. I admire it on others and have convinced myself that I don’t need to own every beautiful thing I come across. Sometimes you just have to talk yourself out of making a decision that is not right for you.
I own a few flashy bags and live in an affluent area, but the bags I feel most comfortable using are the understated ones. I’m not the girl who wears my Chanel mini to take my kids to the dentist. (Not that there’s anything wrong with that) I am the girl who throws on my
Loewe puzzle bag or my reissue to go pretty much anywhere without giving it much thought.
Again. I’m not trying to dissuade you from buying your dream bag...I’m just saying think it through. Only you really know what will work for your lifestyle. Hope this helps