Sleeping masks. They are so underrated fr
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Your question is a little too narrow for my tastes. Some of the best cheap purchases that I've made are things that I still have now. They haven't worn out or broken or become useless.
In 2001 I bought a new cast iron fry pan for $20 that I use on regular basis and it's marvelous. Around the same time, I bought some used silverware from a thrift store and I still use that everyday.
Two other purchases that go back more than 20 years are my pocket knife and my 1/4 inch hex driver, both of which I bought new but were not particularly expensive and they are working wonderfully to this very day.
I bought a straw hat for a dollar at a yard sale as I walked past during my job delivering packages
Coming in second is a goofy novelty cane I got from a dollar store and used for a while for a leg injury
Third is a box fan for 20.
Plastic cutlery. Not the single use kind, but more like normal cutlery. Originally bought when my oldest was a baby, but now I'm the one using them the most.
I travel a lot for a living, and I often find myself arriving late, after any eateries in the area have closed. I started by packing a metal fork and some cup noodles in my checked luggage, but it didn't take me long to instead start keeping cup noodles and plastic cutlery in my carry-on. This way I can go to bed without being hungry even if/when United (why is it always United?) misplace my luggage.
I bought a fancy US made spatula for my grill. They make a smaller cheaper one that I added on impulse. That little guy is a champ and gets 5x the use of the big fancy one.
My Logitech G203 is still alive after 8 years of constant use. Never tried to fix, but it autorepaired itself of double click (both buttons) , miss click and bad contact. At this point I am afraid of opening it to clean inside and it just cease to exist, I still clean outside tho.
For me, it was probably the Yakuza games series on sale at the PlayStation store. I don't game very much, so I wait to get things until I find them near free, and during the start of Covid I went looking for a game and got Yakuza 0 for $5. Got probably 100 hours in that game, and I picked up all the others (1-7) all for about the same price, so I've gotten hundreds of hours of gameplay for less than $50.
It's sort of GTA-like, but the protagonist is actually a good person, so I enjoy it more for that, and it's more minigame centric. There's some great story, and lots of funny gags throughout.
I bought a RoboGrip, self adjusting wrench, maybe 35 years ago a a Sears iirc. One of the best tools I ever brought and still going strong.
Ski goggles, and they're still good. I got them like 10ish years ago after having to walk put in some serious sub-zero harsh January wind that was making my eyes hurt. $40, now my eyes are fine and my glasses stay nice and snow-free.
I've lived in Chicagoland all my life and sometimes the winters can get almost Minnesotan, so it pays to have some quality eye protection.