Earbuds under the helmet
For earbuds, I would recommend something designed in the Westone, or Shure style. They sit almost entirely in the concha bowl of your ear, so they are extremely comfortable, even if you sleep in them. Honestly though, I would recommend getting some noise attenuated ear plugs. Noise Attenuated, or "tuned" earplugs quiet all frequencies by more or less the same amount. It's the kind of thing that people wear to concerts and stuff so that they can still hear all of the sound and detail, but it isn't quite so loud. Companies like Etymotic make those, but the ones they make wouldn't be suitable for a helmet. I would go with a custom molded one from somewhere like 1964 ears. (Or you could get a Custom In Ear Monitor (CIEM)). Any of those would probably suit you just fine. The tuned earplugs would probably be best as far as riding goes, since you'll still be able to clearly hear your surroundings, they just won't be as loud. (the 1964 ears ones are adjustable between something like 6db and 30db of noise isolation.)

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