My boyfriend has had pain during urination and ejaculation. We have been only with each other for the past year and neither of us have STIs. The info I have found on the internet makes me believe maybe he has urethritis. My question is, can you cause damage to the urethra during oral sex? I don't want to get too personal, so I will leave it alone, but I want to know, can you cause damage due to any force to the urethral opening?

I've seen the recommendations. I've seen the suggestions for do-it-yourself workaround (cutting open a condom, plastic wrap... ). What I *haven't* seen is practical usage advice — how to place the thing effectively, how to overcome the limitations of losing direct contact, how to arrange things to permit vaginal penetration with fingers while still maintaining protection and so on. Best-practice condom use isn't perfectly obvious either, but at the most basic level it's pretty straightforward. If you want to build acceptance for barrier use during cunnilingus, it needs to be at least as clear and/or at least as well-documented.