I had sex with a safe only top who doesn't know how to put on condoms. I put it on for him and he fucked me rough for an hour, no condom breakage.
He knows I prefer bareback. So he doesn't get why I'm so fickle with putting on a condom when I top him. Putting on a condom wrong makes everything feel even worse.
The lesson here: When I bareback, I commit to it with risk reduction. When I use a condom, I commit to using it well. Here's what I do.
Get a condom that fits well. The base of my shaft is wide, so a comfortable fit s important.
Put a drop of lube in the reservoir.
Pinch the reservoir while rolling it on.
Add more lube to the outside.