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I don't have a Stewie head but the Headphone band is comfortable enough. I've had it on for at least 3 hours and it didn't really bother me. You can always stretch out the band, put it over a pillow or couch cushions for a day or two and it will stretch.
Sorry, there was a problem. Please try again later.I have a decently big head too and I’ve worn mine for around 6-8 hours without any pain(except for sweaty ears). With the head description you’re giving me, I’d say you’d be able to feel the top support(which might be annoying to some), but it wouldn’t exactly hurt. What worries me is that for wider heads, the plastic ear muff support might snap due to wear faster and would ruin the point of having these earphones.
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