I stretched it to the max size but it still feels tight. However, it keeps falling off my head while I sleep. It's hard to tell how big a person's head is just by knowing that they wear medium or large hats. So I measured my head around the temples and it's about 24 inches around. If you have a head this big, you might want to look into another sleepyhead. If you have a small head this is actually a beautifully crafted product.
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