Many times.
One of the strangest was a dream in which I had sex with my boss. At the time, I was in my earlier thirties and she in her early fifties.
In waking life, there had been no flirting or “meaningful glances” between us. Of course, I wasn't blind to her large bust and wide hips, but I wasn't especially attracted to her, and there were obvious reasons never to go there.
But in the dream, we were working at her home in the evening, and she said, “Come over here.” She kissed me and I kissed her back, and before I knew it, she was unbuckling my belt and pulling my pants down. I remember feeling thrilled as I began undressing her, in turn, her large breasts spilling out, my sucking them, and pulling down her panties (discovering, among other things, that she was not a natural blonde.)
I also remember her pulling me on top of her, on the sofa, and how good it felt to enter her.
I woke before I could climax, though.
My actual meeting with her later that morning was a little odd, to say the least.