On the opposite end of the size spectrum, I bought a Boox Palma (smartphone-sized) a little over a year ago, and $300 felt like a lot for a small e-reader... I had originally bought it as a "companion" device to my dumb-phone, since it runs Android and has google play services, but I found that even that small single layer of friction to use smart-apps (starting up hotspot on my phone, taking out the Palma, disabling airplane mode) made it extremely easy to just quit cold turkey, and I have pretty much only read on it.

I have found that I read SO much more at this form factor. I slip it in my pocket and take it with me when I go for aimless walks around town, to the cafe in the mornings on the weekend, to work every day to read during lunch... I never took my Kindle Oasis nearly that many places, as it necessitated some kind of bag to hold it. Definitely worth it, even if I am only utilizing like 10% of its "features".

I also spent $350 on a pair of Maui Jim sunglasses last summer before a trip to Hawaii, and I can honestly say that even though I was initially sickened by the price, I do not regret it one bit, and I still love them. They're so much better than any random $100 pair I've had in the past. It was one of those things where I walked into a store last minute and very uninformed to try and find a new pair because I extremely inconveniently broke my only good pair 2 weeks before the trip and the company didn't repair them or sell spare lenses. Picked up a pair of MJ's without knowing how much they cost, put them on, absolutely LOVED them, then saw the price and was like "well fuck... I really want these", waffled it over for a week and 3 days, then rushed back to the store the day before my flight and bought them)