I agree with you on preloved, as long as it's in good taste (apologies if my initial comment came off as snobby about pre-loved!). I've bought pre-loved bags myself so I have no issues with them but I know the selection for brands like Chanel and Hermes can be very limited if you're not prepared to pay close to retail for the best metal and color combos and condition.I actually think she may have gotten that bag new, which goes to show that she just doesn’t have good taste, full stop. But yes, she does have a lot of vintage Chanel that doesn’t look so great either. That said, I don’t think there’s anything wrong with buying pre-loved, as long as you have good taste, that is.
Imho that Boy bag is way too large. It's a style that works better in the small and medium sizes.