I'm actually fairly decent when it comes to budgeting, so I never really feel too guilty about expensive purchases, because its fairly easy for me to form a plan on how to work them into the budget. That doesn't mean there are absolutely no sacrifices involved; just that they don't make me cringe as much as it might cause others.
To the contrary, it's actually the
less expensive things that end up making me more anxious than anything, because it's far easier for me to pile up on a bunch of small, inexpensive items than it is for me to splurge on one, big expensive item. So for example, a new game I really want is out, so I buy it, but in doing so, it leaves me less money for the clothes I was also planning on buying. Merchandise is the biggest problem in this regard. Things like dolls are slightly harder to find a second-hand buyer for than games. They exist, make no mistake, but if I wanted to toss a game to get even a modest refund or to go towards the purchase of another game--as long as physical media still exists--there's always GameStop and the number of pawn shops and used media outlets that will happily take them off my hands. But for toys, there's really not a lot of second hand stores that aren't also charity outlets (meaning that you don't get paid for the items you bring in).
So sometimes, I'll see some of my smaller purchases, and think "oh god, I didn't need this at all" or "I wish I had invested in something better instead of tossing it all at this useless garbage!" I usually try to ask myself these questions before buying anything that isn't a necessity-
- Is the price being proposed fair? If it is, then great. If not, seek out other buying methods. Consider if you really need it new and pristine or if you'd be happy with a second hand edition. I find most media (games, books, CD's, etc.) to be fine second-hand.
- Am I buying this because I really like it or because I like the brand? This is a distinction that may seem obvious, but if you've found yourself collecting a ton of series-specific merchandise, you might know what I mean. As an example, say you're really into Animal Crossing and you come across a figure. And you buy it, because you like Animal Crossing. Nevermind that it's not a character you're into normally, nevermind that it clashes with everything else in your house. I've seen this a lot with adult fans of mediia normally intended for children, where there's a ton of merchandise that is relatively cheap and easy to grab, and there becomes a sort of "the more the merrier" mentality when it comes to collecting, which is fine in the moment, but later down the road when the intensity of your fandom dies down a bit and your interests start to diversify, you find yourself wanting to part with at least half of it.
- Will I get a lot of use out of this item? Pretty standard question, also self explanatory.
- Can this item be displayed in a way that is appealing to me? Now suppose for the previous question, I answer "I will use this everyday," but then in six months, it ends up collecting dust anyway. I think we've all had this happen; where we tell ourselves that this is an essential purchase that will be put to good use, but then ultimately doesn't. I don't use my Switch as often as I should, to be honest. But if I'm not going to use it, then does it at least look good on my TV stand? It does, so I don't really plan on parting with my Switch anytime soon. Plus it's expensive, and I know that I will occassionally pick it up again, so it would be silly to sell it. But I had a whole plethora of GameCube games that nobody in my house ever played--they were kind of trash games; some really poorly-made shooter games, and a few Mario Party knock-offs--and I felt kind of bad when I got rid of them, but it was important to do so not only because they weren't being used, but a) they weren't games anybody liked, and b) they weren't games that looked good in my collection in the first place. By contrast, I don't play Super Smash Bros. Melee as often as I used too, either, but it's not like I'm going to get rid of a game that I've spent an insane amount of hours in and also has multiple of my favorite characters right on the box.
- How much do you really want it? Is there something you want more? Simply compare how much I want this to how much more something else might give me.
- Is there something you're willing to part with in order to balance this purchase out a little? This isn't applicable for every item, ut you might be able to relieve a bit of a burden off yourself if you end up selling off some things that you don't need to make the purchase less of a sting. Mostly applies to books and games, where there are a plethora of places to drop them off and sell with no hassle.
There's probably more comprehensive questions that are probably better to ask than these, but these are a few things that I like to consider. Also something that has to be said is that you will probably
never not have buyer's remorse--or seller's remorse in many cases. I think it's just too much part of human nature to consider the alternatives and weigh heavily on what could have been instead. But I think you can learn to cope with it if your purchases are given a traceable plan and pattern of thought than made on a whim.
I know this probably doesn't answer your question at all, but I thought it might be of some help to somebody.