I got swimmers ear allot when I was a kid and my parents had a pool. This sounds dumb but it worked for me. When you can tell by the sea shell sound in our ear, that you have water in it, I would tilt my ear that had the water in it towards the ground and lift my opposite leg while hopping up and down on the other leg. While doing this, i would take the palm of my hand and hit myself in the head, above the ear and try to make the water bubble pop open. It usually always did, within a minute and would drain out all the way. I would then take a q-tip with allot of rubbing alcohol on it and let it drain in my ear to get rid of any left over water.
It stopped my swimmers ear infections allot.
DO NOT DO THIS WHEN THERE ARE CHICKS AROUND! LOL
The reddish brown color is probably a mix of wax, blood or infection.
I wouldn't hesitate making a Dr.'s appointment, especially if pain persists