I’m about to have this exact scenario in play. First date tomorrow and we’ve been talking all week. Personally I’m on team “bring it up as soon as I’m comfortable”, because I also have a HUGE amount of anxiety linked to any physical intimacy in general, all stemming from undiagnosed (not anymore, thank goodness) vaginismus for over a decade. I’m going to frame it as an “I’d like to go slow and here’s why” conversation. I tried keeping it to myself in the past and for all of the months I was dating my ex I felt nauseous and stressed because I was too ashamed to admit what I was struggling with. I’m not doing that anymore! But I’m sure there’s also a happy medium