It sounds like you have a problem with wax building up. That's what it sounds like. What? I've had problems my whole life, some people have problems with inner earwax.

I've had my ear blown out with a turkey baster and they held a bucket, below my ear, which caught everything.

Do you know those little rubber things that you use to get snots out of babies' noses? Fill it up with warm water and blow out your ear, over the sink.