For me, it must always be bareback. I made a few exceptions 12 years ago--guys just seemed less willing to even meet coming out of the Recession, so I'd accommodate them just the once and to convince them I was for real. But one 30-year-old man that I played with for 4 hours when I was 54 begged me to remove the Magnum after an hour & a half; after fucking him over the hood of my car until I shot my load deep in him, I went back to insisting on always fucking bareback and always breeding deep that first time or he doesn't get to enjoy my fucking him.