Answered by Shaykh Sohail Hanif, SunniPath Academy Teacher
Urine drops invalidate one's ritual ablution (wudu) if they exit one's body such that they 'appear'. If there is moisture inside one's penis, but none of this appears naturally then one is still in a state of purity as the urine did not exit the body.
If however what is being refered to here is the foreskin that is cut during circumcision then as soon as any drops of urine reach the foreskin, one's ablution is nullified, even if the urine does not exit because the foreskin is considered outside of the body, not a part of it. (Maraqi al-Falah) In this latter case one certainly does have a problem. One should habitually perform a new ablution for each prayer and pray immediately after abluting without worrying about checking. If praying in the mosque the easiest way to avoid waswasa is to perform ablution in the mosque and then to pray. Fear of using public toilets is baseless. Unless one physically sees najasa touch one, there is nothing to worry about.
People who have such problems are often those who worry about it too much and fight with their penis to get the last drop of urine out. Such unnatural exertion can often lead to prolonged problems with urine drops. One needs to relax and to be gentle with oneself. One could also consider seeing a doctor and asking for advice in this regard.
Above all one needs to be patient and to see that all tribulations come from Allah to test and purify us. Those spiritually realised love Allah and everything that comes from Him. They say, 'The slaps of the beloved, O how sweet they are!'.
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