I love the Sony WF-1000XM5 but there’s one thing I would change (and it isn’t the noise-cancelling)

That's exactly my experience. The right earbud always feels off in my case, unless I move it around. It left a bad initial impression, but doesn't affect useability or sound quality so I got used it by now.
 
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Sadly this was my problem too, spent so much time trying to get the right fit I sometimes just didn't bother & went to the gym without them. A larger ear tip would be great. I can't fault the sound or the anc or anything about them only the tip fittings, in the end I sent them back. I bought the Bose quite comfort II instead, different shape to the ear tip & fits like a glove.
 
I wholeheartedly agree even to the point I thought it was my ears. Early reviews spoke so highly of these earbuds that I thought I must be missing something when I found them very difficult to wear. On several occasions they have simply fallen out when walking. No way would I ever dream of exercising with them in ear. So I’m left wondering why everyone rated them 5 stars when the one key ingredient .e.g. actually wearing them is flawed? Surely that must feature as part of any review? If they had not cost so much money I would replace…..
 
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Exactly my issue. They were so bad I’d always be losing them out my ear. Which with dogs around were a pain!
Aftermarket ones from Amazon were far better for me.
 
It's pretty clear to me that the level of fit and comfort you might experience is entirely down to your own ears.

I am not particularly insensitive or tolerant - quite the opposite in fact - but in contrast to the posters above, I find my XM5's to be extremely comfortable (as were the 4's before them). I can wear them on an 11 hour transatlantic flight and forget I am even wearing them.
 
AZLA sednaearfit max standard 2 possibly the best silicone ear tips with vent holes in the front. No messing a perfect seal Everytime
 
I still think there’s room for improvement with one aspect of Sony’s five-star earbuds.

I love the Sony WF-1000XM5 but there’s one thing I would change (and it isn’t the noise-cancelling) : Read more
They are driving me dingbats to the point I am giving them away. The N/C is almost non existent. I have changed the tips, returned the earphones to Sony who said they are fine and completed a correct fit test on the app. The app continually reports ear tips too small. I am using the largest tips! I have compared them in various environments and against my Bose Ultra and Jabra 10 Elite. These Sonys are seriously flawed and should not be advertised as noise cancelling. I don’t believe I should be hunting down larger tips with wax guards. The Bose are impressive and the Jabra not bad at all.
 
I had the same issue. I also had the same issue with the X4s. The solution was to ordered a replacement tips from Amazon. I used the Comply TruGrip Foam, and it works great. I ride my road bike for a few hours and they do not fall off. I also go to the gym with them. So far so good
 
I just couldn't get a good fit, even when I bought third party tips. I couldn't get Sony's fit test to pass with the included tips. With AZLA Max Standard I could get the test to pass but it felt like the buds squeezed themselves out and wouldn't stay in. I had to return them. Such a shame as the sound quality was brilliant. And it seems to be a very widespread problem with fit when you look across the internet.

Interestingly I wonder if it's about more than the tips though. I too got a great fit with the cheaper Sony 700s. You'll see on close examination that the shape of the plastic part of the bud itself is very different: flat rather than the curve of the XM5. I wonder whether it's the curved shape that somehow prevents the XM5s form going in deep enough/leads to their instability.
 

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