
Apple
AirPod Pro Series
Apple-integrated, great ANC, but fit issues & poor Windows support.

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I've had a pair of JLabs that have an ear loop on them, and they stay put just fine. They sound pretty good, and the batteries last forever between charging. Edit: [here](https://static0.howtogeekimages.com/wordpress/wp-content/uploads/wm/2025/07/jlab-epic-open-sport-air-conduction-open-ear-earbuds-on-a-deck-railing.jpg?q=49&fit=crop&w=480&h=270&dpr=2) is a picture Have you considered something like a headband over your ears to hold in the earbuds?
I also have small ears and hook designs never stay on me. I had a JLab open sport and it always slipped. But the XC1 clip stays on my ears with no problem.
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.
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.
JLab open ear buds. I hate stuff in my ears.
I've had mine for 3 years and they still work great. Mine do fall out of my ear canal sometimes but they still stay hooked on my ear.

Apple
AirPod Pro Series
Apple-integrated, great ANC, but fit issues & poor Windows support.

OnePlus
Buds 4
Budget ANC king, but no wireless charging & windy transparency fails.

Beats (Apple)
Fit Pro
Workout secure, Apple-friendly, but wing-tips tear and case feels cheap.

Anker Soundcore
Sport X20
Value workout buds, secure fit, but connectivity can be iffy.

EarFun
Air Pro 4
Budget champ with great sound/ANC, but transparency has static.

Ranked #1
Apple - AirPod Pro Series

Ranked #1
Technics - EAH-AZ100

Ranked #1
Beats (Apple) - Fit Pro

Ranked #1
ISOtunes - PRO Aware 2.0

Ranked #1
Apple - AirPod Pro Series

Ranked #1
Shokz - OpenFit Series