Please do not: do either one! If he has or is a carrier of herpes,(which he may not even know or less likely even tell you if he did) you could become infected with it and suffer from outbreaks for the rest of your life. You as a person are worth much more that a few minutes of excitement and pleasure. If he is a gentleman he would not allow you to compromise yourself in such a personal way.
Answered 9/7/2020
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