Glasses with very thin temples are the solution, mine are about 0.5mm and I can't feel them wearing glasses.

Sorry for the late response, I got busy. But Sennheiser ie300/600 is really nice if you like wired. However, I ended up returning them and got the Galaxy buds live instead, while they don't sound as nice, they are so comfortable! Which is exactly what I needed as I only use them when I'm outside otherwise I'd be using a nicer headphone at home.

Might not necessarily work out for you the same way it did for me, but the ie600 should be a solid choice! And I haven't tried the airpods pro, but if you're using an Iphone/Ipad they can work as well. Try them out!

His bigger issue is fit and seal, as he said pushing them in makes them sound good but that doesn't last long. he's better off replacing them imo and sticking with smaller size iems as that's what worked for me when going from shure to other iems.