> I haven’t tried AirPod Pros but I assume they are better in this regard.

I actually have no problem with the origin AirPods, but the AirPod Pros always slip out of my ear. The former relies on the shape of your ear to hold it in, the latter relies on friction of the insert in your ear canal; and I guess my ears are just unusually slippery. I've tried all the different sizes, and not found anything that works. When I'm working out or cycling I always use the original AirPods.

YMMV of course.

I only have the problem with AirPod Pros. The fit test never passes in my right ear and they feel very uncomfortable after about 15 minutes. They also fall out when I speak and walk with them on.

But the worst is that sometimes my own voice resonates back in my ear, its hard to describe but very unpleasant and disturbing in a conversation.

Yeah same. I can wear the originals out for a run and it’s not a problem.

Like you it’s worse in my left ear too.

Apple: where it's not a problem with their hardware, it's a problem with your ears.

To be clear, it’s the same for me with any in-ear buds that don’t have the silicone flap thing that I first found on the Bose QuietComfort headphones.

That earbud style just fundamentally doesn’t work for some anatomical reason in a percentage of the population.

Good to know, I wanted to buy some AirPods but I'm another one that can only fit BOSE IEMs. I guess I'll pass.

Does anybody else with "wrong" ears used to get awful outside ear pain with the old all plastic iPhone earbuds? I physically cringe in pain just looking at them.

For what it’s worth, I had the same problem with all previous Apple earphones. But, I don’t have that problem with airpod pros.