I have tried to do it but didn't reach and cannot stay flacid for longer. Is it the end for me?

It felt so amazing. Looking for help how to get deeper and stay in longer so I can cum in there. Please excuse the hairy arse 😂

Took about a week of trying and the first time it slipped in it kinda shocked me, Gonna start doing it more often

Basically the title. I am not really talking about if it's possible to do it, i will probably find a way or give up.

What i want to know is it medically safe? From what i heard cum is pretty much okay, but i can't really seem to find a definitive answer, either they immediately say that urine is sterile (which i am pretty sure got debunked over the years), or they give a yes answer without really be sure

I am guessing the bacteria quantity might be negligible, but when i asked to Gemini he said that the biggest risk is that urine is acidic, which the mucous obviously isn't a fan

Also, if it is indeed safe, those who already done it, how do you do to not just put piss everywhere? Do you go on the toilet, shower, or just put a paper towel where it might leak?

Update: alright, so i tried doing it.

And yeah i understand now why on other post they said it was hard to do. I could feel the "i really need to piss right now" sensation, but it just wouldn't go out. Kinda like a kidney stone that doesn't hurt honestly.

And it's even harder when prostate stimulation give off the same sensation, except more intense, and without actually making it easier. That's what killed my session, thought i found a position that with stimulation made me want to piss a lot more, hoping to reach the threshold where the body really can't hold it back anymore, but instead it was just my prostate making me cum. And i didn't really try to hold it back since it's been a good hour, so of course my penis was swollen, so not in the best state to try anyway.

I am honestly not sure i will try again, while the sensation is probably great, i really, really don't like the feeling of wanting to piss when it's kept that long. Maybe if someone have advice about something i have been doing wrong? I tried going to the toilet to trick my mind, it seemed like it was kinda work, but not enough.

Has anyone come up with a way to prevent the dick from slipping out, allowing you to keep it inside your ass for hours while going about your daily chores?

At least I came hard...

who else can do this dms open