A30i

Small ears here. The only earbuds I've ever found that I can wear for hours and they won't fall out or hurt are the Raycon CLASSIC everyday earbuds (not the new ones, but the ones in the little pill case). Little pricier than $50 but my current pair have been through the wash and still work great. You just gotta remove the little mesh piece on the speaker bc (at least in my experience) those get clogged pretty quickly and the adhesive doesn't do well when you try to clean them. Personally, I've tried the soundcore a30i and they didn't match my ear shape nearly as well and were painful to wear after an hour or two. The battery life on those also doesn't hold a candle to the Raycons, but they are much cheaper

I can't wear most buds either, they hurt or fall out, but mainly they hurt. I'm new to the earbud reddit, but I found a basic anker a30i are inexpensive ($20 on sale) and fit my ears the best of all the ones I've tried (which is alot). The anker p20 doesn't fit as well. I have apple airbuds pro 3 that fit fairly well as well, with the xs eartip. But they still hurt after a little while. The others I like are around the ear cuffs that don't actually go in the ear canal.

Anker soundcore a30i are my favorite right now. Also jlab go pop+, but they don't have the noise canceling. The anker you can find on sale for $20 pretty regularly, and they're the best buds I've ever worn for fit, clarity and noise canceling. And I have probably 30 sets including beats. I had a previous set, and one bud started buzzing. I filled a claim, answered a few questions, and they sent me a replacement set within the week. Customer services was slow to reply to email, like 24 hour responses, but still replaced easily. The next pair has been perfect. I also like the tozo and jlab open ear. And the jlab jbuds mini are the smallest in case I've ever seen, and it fits in my keychain.

Tbh, the Soundcore A30i (lipstick style case) model is by far the tiniest earbud Ive owned and had decent sound quality and ANC quality for the small price point.

I have the same issue! I found open ear headphones the best for me. I tried airpods this week and they're not bad but I have a Samsung phone so most features dont work (thats a whole nother thing) The only one that isnt open ear that I can use is an ankor soundcore a30i. I found then on tiktok shop for $9! But theyre typically more like 25ish. Tozo open ear and jlab open ear both works good for me and were under $50.