I used to have a fwb who liked to push my limits. For example, he’d fuck me outside because I was scared to be in public. So one day he tells me he wants me to fuck a stranger. I’m terrified and hesitant but I agree because he knew the guy and he’d be watching close by.
So he says it’ll be at night in his back alley (so he could watch from his house). I had to stand naked with my hands on the hood of my car waiting for him. I heard him walking up behind me and he told me not to turn around. So I stayed where I was. He slid his fingers in my pussy. I was so turned on by this that I was practically dripping wet. He fingered me then grabbed my hips and lined up his cock before sliding it in.