Bareback requires a LOT of trust from everyone involved. And for me, it also required more work from my lover. He really wanted to not use the condom, but the first couple of times we were together it was not optional. So he had to get regular STI testing done. He also had one other woman who he was semi-regular with, and I told him if he wanted to have sex with other women beyond that, we'd have to go back to condoms. He got tested a couple times a month, and that really helped me feel comfortable with it.
But I have to say, I really preferred going bareback too, lol. I loved feeling him cum inside me!