I'm a cheapskate. I've always been one. I remember back before I got into purses, I used to always say I'd rather have a lot of clothes for moderate prices than a small wardrobe full of expensive labels. I guess I've extended that to purses. What has made in even more important for me is the sheer number of purses I own. If I spent thousands on a bag, I would feel I would need to carry it very often to get my money's worth, which would mean the rest of my bags would get neglected. When I've gotten a bag cheaply, there is no guilt about not carrying it enough. With those, once I've carried them a few times, I've already gotten my money's worth.
Every time I've considered buying a bag over $1000, or even over $500, I break out in a cold sweat. I usually can't bring myself to do it. I've discovered that my comfort number is around $350. If I see something I like for that amount, it doesn't take much thought to pull out my credit card.
It has nothing to do with how much I can afford. I have many bags I've gotten for around $25 secondhand that I really love that it doesn't make sense to overspend. I love my more expensive bags too but there is more pressure with them, such as the pressure that it will be harder to recoup my money if I decide to sell.
With some other things, I am opposite. Like with furniture. Our furniture was very expensive. This seems justified because once a room is furnished, we are going to live with it for many years. It is going to get used a lot so we will get our money's worth. A few years ago I used some allergy spray on our couch that smelled awful. The company that made the spray offered to pay for a new couch. We couldn't find anything of the same quality so we had it recovered instead. When you buy top quality furniture, it lasts more than a lifetime. With purses, while the $10,000 purse might be better quality than the $1,000 purse, it isn't 10 times better quality, at least in my opinion. When you get up in those price ranges, the extra cost is for exotic skins, precious metals, and design. I'm more than happy with the quality of my purses that retailed for $300 - $500 that it doesn't really make sense for me to pay more unless there is a design I can't live without. If there was an exotic I really wanted, that would be worth more to me. I've always wanted a stingray bag.