After doing lots and lots of research, the only think I can come up with that is causing my symptoms is prostatitis.
It comes and goes but my only symptom is discomfort in the penis, like a cool annoying sensation that gets worse when I'm sitting down.
If I take medication like Claritin D or anything that has a side effect with the prostate, it gets 20X worse making it painful. The penis retracts inwards too like there is no blood flow to it.
I will go see the doctor as soon as I have the money but I guess I could ask here to see if anybody has similar symptoms or knows what the ***l this is.
Merry Christmas and happy New Year.