Welcome to the STD forum. You undoubtedly mean HSV (herpes simplex virus), not HPV (human papillomavirus).
Oral infections with HSV-2 are quite rare. Most likely your commercial partner doesn't have genital herpes (most CSWs don't have it); and if she did, the odds are small that she was shedding the virus; even then, the mouth and throat are not highly susceptible to HSV-2; and finally your symptoms don't sound like a new HSV oral infection. That your new oral herpes outbreak has minor differences in appearance of location compared to previous ones does not suggest a new infection. And of course many garden variety viruses plus strep throat are far more common causes than herpes of sore throat and white patches and "blisters" in the throat.
Once someone has HSV of either type, s/he is immune (or at least highly resistant) to catching a new infection with the same type. You're never going to get a new HSV-1 infection.
The urethral discharge is a separate issue, definitely unrelated to herpes and probably has nothing to do with your recent sexual encounter, given that a condom was used for vaginal sex. It is possible you have recurrent nongonococcal urethritis (NGU) -- which by the way is much more common than true prostatitis in younger men, so maybe that past diagnosis and this symptom are related. However, that the problem apparently appeared or continued after Levaquin and Zithromyax is strong evidence against NGU, and indeed against any STD as the cause. If that symptom continues, you should return to a health care provider, preferably the same one who managed your apparent prostatitis last year.
Bottom line: I believe you had a recurrence of your oral herpes, plus a garden-variety cold virus infection; plus a possible recurrence of your previous prostate problem. Neither one is likely to be related to your recent commercial sex exposure. Of course if either set of symptoms persists or recurs, see a health care provider for professional evaluation.
I hope this helps. Best wishes-- HHH, MD
Sorry, meant to type HSV above not HPV