The only time I actually wear a fragrance for more days on a row is when I just got it new. Otherwise I wear something different every day. I understand what you mean with not really "bonding" with a scent when you keep changing it, but the con of wearing something a lot is that, in my case, I start suffering from olfactory fatigue. There's nothing more annoying than knowing you're wearing a decent application but you have to really do some effort to detect the beauty yourself.
Therefore, the benefit of changing my scents a lot is that I stay surprised by their composition, unless I've really worn them a lot already. But if you feel that you're not getting enough beautiful memories of your fragrances, I'd definitely recommend wearing them for more days on a row!