So, this is something that I'm into in my non-D/S relationships. I got into it with a girlfriend in high school, who volunteered to do anything to her butt, so long as I'd let her do the same to me, only to immediately demand that I put my cock in her ass as soon as I agreed.

My question is whether any of the females that engage in this sort of activity can reach orgasm from using a strapon as the pitcher, and whether it's the result of a physical sensation or a mental one.

I've been with several girls who wanted to try it, and none ever had an orgasm, although the first one swore that she could get very close (we were in high school -- high-quality strapons were outside of our budget -- so we never tried anything that was designed to be more stimulating for her, such as one of these).