Years ago I had some really good smoke. I think I did it 8 times in a 12-14 hour period. It did kinda hurt but not in a bad way. It was more intense feeling. I liked it. The whole reason I gave up weed was because it made me so horny.
Unless you are like extremely rough with your penis, it shouldn’t be sore after masturbating. I can rub one out 3-4 times a day if horny enough. It never made my dick sore. I don’t know, maybe I just have good stroke technique, lol.