Welcome to the STD Forum. I'll try to help.
The exposures you describe do not support the possibility that this is genital herpes. Herpes ins not spread by mutual masturbation and with respect to your exposure on 7/25, most importantly the time interval between intercourse and lesion development is far too quick to be newly acquired herpes and is far more consistent with a local reaction, perhaps due to vigorous sex or alternatively due to local irritation such as might occur with a latex (condom) allergy. Furthermore the lesions do not sound at all like genital herpes and have gone away far too quickly to suggest a first episode of HSV as well. Having your doctor take a culture or PCR test from a suspected lesion was exactly the right thing to do to rule out the possibility of HSV if you were concerned and I am confident that you will have a negative culture, verifying that this was not herpes. I would not continue to take anti herpes medications at this time. Addressing your specific questions:
1. No genital to hand to genital transmission of HSV, while perhaps theoretically possible, has not been seen and is not a concern.
2. Absolutely. Another possibility given the fact that the area of irritation sounds like it goes around the circumference of your penis is a latex allergy. This could be ruled in or out by waiting until the lesions are completely healed (sounds like they are close), and then simply placing a condom on without having sex for about 15 minutes. if this is a latex allergy the irritation will reappear in a day or so and you will know to avoid latex condoms (you could still use poly urethane condoms however).
3. No, her recent menses should have no effect.
4. See no. 2 above. condoms could be involved. About 8% of people are allergic to latex.
5. See above. This is almost certainly not HSV. I would stop taking the medication for HSV.
Hope these comments are helpful to you. EWH
Thank You for the added peice of mind I will get into a dermatologist as soon as I can, as I am having skin issues in general from what I beleive is a sideffect of medication.
LAst time. This is not herpes. You do not need herpes medcation. It may be cellulitis. At the very least you need another opinion. EWH
Ok I received the results of the swab test and they came up negative. Most of the bumps have almost disappeared yet I still have a few. Where the ones prior were located there is now a little red and irritated skin behind. Two of them got a little larger then formed a tiny black dot in the center; I believed this is an ingrown hair, or something like it. Also to note these were independent of the group and located within a 3" vicinity. Then yesterday upon coming home late and going to use the rest room I noticed the one on the lower shaft was now white tipped and sensitive, when I went to get a closer look and move the pubic hair out of the way it burst releasing white milky fluid, like that of a giant zit or black head. After the milky fluid came some clear and then blood. Naturally I cleaned it up, but have no clue what is going on please help as my doctor was even unsure, but according to the test not herpes. What could it be and what should I do next?