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Well, Aaron, first you could try having your prostate examined and if that doesn't work you could have your penis enlarged. The problem is that you are shoving a tampon into the urethra of your penis and that is causing massive irritation leading to bleeding. I won't tell you not to do it, everyone has their little quirks, but you might try a slimmer applicator greased up with vaseline to jam in there. The other answer mentioning birth control pills is ridiculous, how are you going to cram those up your urethra with a tampon in the way? And when they fall out they will just get caught up in your scrotum and then you'll have more problems. But if you will get a penis enlargement and gauge the opening with those 3/4in gauges you have in your ears then I bet you will have a lot less problems. Try it starting tonight!