In the mid 80's going into 90's, there was an escort I had bareback sex, think at first it happened by accident
So she was massaging my front, and we ended up kissing each other, so by now she was sitting on my lap, and before both of us realized, I had entered her bareback, instead of withdraw, she pushed down
I soon withdrew from her, and proceed to give her a massage, and give her oral, much to her delight, so finally when it came to sex, we both said, fuck the condom, and began to fuck her bareback, and when I felt my self cuming, withdrew and cam all over her face
For the next 5-8 years, we never used any condoms; she has now retired, but in hind sight we probably trusted each other, and we knew the risks