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As far as the max one can do that varies with each person. Oral ingesting hydro there are two issues.. The amount of tylenol is one liver can only process so much in one day. The hydro itself can shut down breathing if taken in large doses.. this happens at different amounts for people.
You should convince him what he is doing is bad for him.. his health and everything else.
I was not normal when I was doing those kinds of things. It sounds like you are reasonably normal. Do you want a normal life?
And from those I know that do it, bloody noses and such should be expected. Not a good thing, and that's from people that do it (not I, I'm too scared to do that or shoot up).
Good luck with him. Are you trying or have you quit yourself? If so, you don't need to be around people using. Plus, think how bad yop'd feel if you have quit, or are quitting, and you get arrested just because you were with someone else using/buying?
Addicts crush them and snort them there is a huge difference....
Did you ever contemplate crushing any meds your doctor prescribed then taking a straw or a dollar bill and snorting them up your nose???????