I can definitely relate! What started out as fun became anxiety filled and unpleasant for me.
I think my expectations got higher the more bags I began to have. My first few preloved bags went one of two ways - either clearly worn but "fantastic" (and I guess very fair) pricing, or solid pricing (while still a good deal) but way better condition than expected and/or a rare color/year that boosted my satisfaction.
For example: my first two Bals: a 2004 pistachio city - rubbed through corners and denim transfer...but got for $235, and a 2005 caramel city in very good condition (Aside from darkened handles) for $465. I had never paid that much for bags before but from then on, the ceiling was broken. I also then went on to score a like-new Dark Violet work for $465, and a very good 2003 mastic white first with pewter hardware for $299 all around the same time.
These all got me hooked and I was then a little blinded with the thrill for a while. Once I began collecting and having to hunt for specific bags, the amount I was willing (or "thought" I was willing) to pay went up. Since I had began as an extremely lucky shopper getting very good condition bags at excellent prices, when I laid out more money I expected a certain level of parameters.
My first stomach churner was actually receiving a preowned seafoam twiggy not from an independent seller but from an online consignment (The Luxury Closet) that I spent months paying off on layaway, sent from overseas. The bag finally arrived in very poor condition! None of which was reflected in the photos or description. I was out return shipping and customs, took quite some time to resolve and get refunded. It was honestly a nightmare and that was to date my most expensive bag purchase experience. The fact that I had received bags equally as rare, for WAY less in WAY better condition made this experience all the more frustrating.
I have learned that I am someone who can not spend past a certain price point, regardless of if I have the funds. I love Balenciaga, especially the rare oldies, but I am not comfortable paying beyond a certain point, period. I simply will not enjoy the purchase experience or bag, whether it is from spending guilt, condition received in, and/or anxiety while using.
The amazing deals are out there, and I just need to sit tight. Even if I find a rare color I have long searched for, if it is beyond a certain price point and/or a style I will not use, I need to pass. Color and leather are the biggest factors for me so for some time I was buying even if it was a style that had little functionality for me, or was a style I already owned several of.
I discovered I am not comfortable having a beautiful preloved makeup clutch sit in a dust bag in my closet (only after discovering I do not like the feel in my hand as a clutch, and that the alternative of it being a $300+ purse organizer is not for me), nor am I comfortable owning 5 cities. There is nothing wrong with any of this, but for me personally, it made me feel guilty and excessive. Five purse or first styles, on the other hand... I would be okay with because I use those styles far more than cities...it is all personally preference.
It is different for everyone but the whole collecting experience has been a process for me. I began about 6 months ago sitting down and thinking about my collection and figuring out what was going on here. It was getting a little out of control. This should be a fun hobby and since it is a hobby, kept within reason too!
I began being honest with myself and pinpointing where my negative feelings were coming from and why. From there I thought about collection criteria and parameters (style and how many of each, price, color, condition, what I am comfortable and uncomfortable with, what will actually be used). I have identified my "keepers" and slowllllyyy I am now sending my excess lovelies off to new homes. It is hard to let bags go, but I am feeling so much relief and much more satisfaction from the bags I have deemed keepers. I am back to enjoying using them, rather than feeling excessive and guilty knowing I have many more sitting in my closet.
I am someone who puts a lot of memories into my bags, so ultimately I realized I want to be left with a collection of bags that I have no inkling to ever resell, and that I can get a lot of use out. I worry too much over pristine bags, but I want the bags to last, so I like a happy medium in condition when purchasing.
I would also suggest coming up with criteria for who you purchase from. For me, I have decided to no longer buy preowned from sellers who do not take returns.
Sorry this is so long (or if it comes across dramatic- but my collection was truly a HUGE source of worry and anxiety for me). It is getting better now, and my collection is on its way to where I would like it to be