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It sounds like you might be passing a Std back and forth instead.
Male UTI are caused by:
The fact that you are getting it too points to an std.
I suggest you see your doctor to be checked. Be sure to tell them what medication you are taking.
It can be UTI and that can be told with a simple urine test and when they culture it it will say if it is chlaymidia or other std.
He could just simply have an Uti caused by infection.
Anyone at any age can get a urinary tract infection.
However it is only contagious if it was caused by a std.