(Names changed to protect the innocent). Fairly vanilla for this site, but my wife has a friend that was almost a fuck buddy. I'd love for her to have a work trip to where he lives and ask me "Please, can I fuck Bill while I'm there?" I would tell her of course, as long as she told me all the details later, and sent me pictures.
Then, while she's on the trip, she tells me her and Bill are going out for drinks, and send me a picture of her all dressed up and sexy, and ask "Do you think he'll like it?", and I'd her how beautiful and sexy she is, and that I hope she gets laid. Then I don't hear from her until the next morning, when she sends me a picture of her red puffy pussy with his cum dripping out of it, and I can see that he's still laying next to her. I ask her to put video on, and then watch her climb on top of him and ride his cock. With the camera behind her so I can watch his cock slide into her wet pussy, and see his cum dripping out of her as they fuck.