I agree w/ GuitarRox on this - it sounds like you’re just overdoing it to the extent that it’s become irritated. One comment - no need to use ‘****’ for sexual parts or ejaculation or anything else - this is a mature site dedicated to helping ppl w/ sexual issues, so I don’t think anyone is gonna be offended by use of actual terms. Also, we can sometimes misinterpret what you’re saying, whether you meant ‘****’ or ‘***’ or smthg else. Let us know if this advice is helpful.
If you ‘back off’ a bit on masturbation & the prblm still persists, then my advice would be to start w/ your reg Dr., but you may want to see a Urologist if your Dr. isn’t able to help. I know at 19 it can feel weird to talk about this issue w/ a Dr., but they are well aware that all guys masturbate, they regard it as totally normal & not embarrassing at all & that at your age, it’s pretty normal to masturbate a LOT !! Altho in your case, you may be overdoing it a bit. Good luck & let us know how things turn out - we’re all here to learn & letting us know the outcome will add to our knowledge base & may help another guy with the same issue - you’re almost certainly not alone in this...
I think the best thing to do is to give your friend a bit of a rest. Really you should because all that irritation your masturbation is causing to your penis can eventually cause it to lose sensation. Yep, it really happens. So, back off it. If you can't? Well, that's a whole other problem. But I would personally give it a complete rest to heal. And no, don't take pain killers for it. Hope it gets better soon.