I do this every now&then. I moved last spring and sold dozens of cheap bags and bought a few that are a better quality - like a Mulberry Ledbury, a nice leather backpack, a Coccinelle Best crossbody etc. Recently I sold a Modalu wallet and a Mulberry bracelet and bought a vintage Dior coin purse and a Chloé Marcie small wallet. I'm moving up in the accessory world as it seems, and since I'm not rich and I don't have unlimited space for my bags etc, I have to make sure something goes whenever something comes.
I see myself as a constantly developing project; around 10 yrs ago I finally gave up wearing sneakers, jeans & sweatshirts and carrying a Nike/Puma/Esprit bag ALL_THE_TIME and got me a pair of skinny black jeans, a nice flowing tunic, red ballerines and a black Longchamp Le Pliage. My Mom didn't recognize me - she nearly panicked when I got in her car. She thought a stranger came in. :lolots:
Then there was the phase of nicer designs but the materials were still PU and nylon. I did get me a custom Le Pliage and a Mulberry Flight nylon bag which I thought were the highest I'd ever get. Guess was a brand above all brands for me.
Then, 4 yrs ago, I got my first real leather bag and it happened to be Mulberry. That's when I started to get more and more hungry; in came more Le Pliage, some Wilson's Leather, Adax, vintage Finnish quality brands like PT, Three Bags and Okay's. I gave up most of my bags from the previous era and got new ones. This spring, the rest of the PU and low quality bags went, as did 90% of Guess. I still have 3 of those left which I'm hesitating on selling because they're very practical when I don't want to appear like a viable target (for robbery/pickpocketing). Plus a wallet which serves my travel needs.
Now, it's gotten completely out of hand. I have 4 Mulberry bags, countless Longchamp pieces - both Le Pliage nylon and Cuir + other designs, Lumi, Modalu, Liebeskind and even those Dior & Chloé SLGs. And I'm not done. Starting to get hungry for an LV Clés and I'm afraid that's just a gate to bigger things...luckily, I have a heap of money tucked away in my closet in the form of my bags of the moment!