38M Recently diagnosed with Prostatitis (inflamed prostate), nothing serious, but given antibiotics. However, the side effects include sudden loss of erection, and trouble ejaculating.
I have a date planned with someone I havent slept with in 18 years, both recently divorced and I am flying 1200 miles soon to see her. Much has been made of this trip, both looking forward to it and I am super nervous about preformance. I want to put on a good show, so to speak.
I thought along with Viagra, I am thinking about buying a cock ring to ensure I can stay hard. Should I talk to her first about my issue? The doctor is adamant this is a temporary issue, but the timing couldn't be worse.

If your partner had to stop during sex, or before beginning to put on a cock ring, would that kill the mood?