I've been using wired Bose Soundsport for a while, and they're excellent for me in terms of comfort and sound quality; I never have to worry about them sliding out of my ears, even when I'm doing vigorous activities like cycling on tracks and other uneven surfaces. I expected a lot more and was let down greatly. The bizarre shape sticking out past the ear is a deal breaker. The first noticeable trait is how strongly it adheres. When you wear a hat, your headphones may struggle to escape. If you remove your cap, every single hair will be exposed. My winter skiing balaclava and cap make it so that the headphones press against my ear. Second, without a hat, your headphones will fall out with the slightest shaking. Again, no one has had any issues using wired Bose Soundsport headphones. However, since they are open headphones, sound leakage is to be expected. I think it's great that you can hear your surroundings while biking.
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