I would not try coffee, it gives you that helment in the bush thing that under pressure makes it harder to pee in my opinion.
I was on probation for three years and I had this problem. What I did was weird shit. I would ask my po to sit down, make sure he could see my cock and chat with him as much as possible, just act like he is supposed to be there, and remember HIS DICK IS SMALLER THEN YOURS!!!!
I would also not pee for a while before hand, and then right before I went it chug water til it hurt, it was the only way I could do it, was waddle in there wincing begged for the cup. Sometimes I would be damn near crying. It was degrading and it sucked, but it beat prison. I would avoid coffee though, it never helped me, it made it worse.
Also try a mantra to repeat in your head " Fuck this cop my dick is bigger, I can piss, I can piss. Fuck this cop my dick is bigger, I can piss, I can piss"
Sitting down honestly helped me, along with chugging water til it hurt, but with yellow piss still in me so it wasn't diluted, and saying a mantra.
Probation sucks man, good luck.
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