This is a real happening, I was playing house with a gorgeous strawberry blond who was as hot as they come. Just to give you some sense of how hot, on one occasion she asked me over for breakfast and when I showed up she was making breakfast with only an apron on, and when she asked me if I was hungry she lay on the kitchen table with her legs spread and said "enjoy" and I did we finally ate breakfast about 2 hours later.
To the point at hand, this woman knew how to give enemas, (she had given me a few, prior purely for medicinal reasons) she had a 4 poster bed, I had never realized that there was bar of some sort across at the top of the post at the bottom of the bed.
We had been out the night before drinking, dancing and so I was pretty tired and sleeping soundly. She had the typical 2QT red bag and while I slept she prepared my surprise, when she came back to the bedroom I was barely awake, still groggy from the night before, so when she turned down the covers and exposed my behind (I sleep in a t shirt) I did not think anything of it as a matter of fact as she rubbed my butt, it felt wonderful.
She was sitting beside me facing my feet, with her left arm draped over my waist, and her right hand was making wonderful circles on my behind, soon I felt myself kind of pinned down and unable to move, while in that position I felt my cheeks being parted and although this was not unusual I needed to pee, and said so, she said you need to hold it, and with that I felt the nozzle enter my butt, I told her to stop but she just laughed and said, I quote, "just take your enema like a good boy and mommy will give you a surprise", if that was not surprise enough. I continued to complain and every time I did she swatted me. When she was finished, I asked to get up, instead she rolled me on my side so I was facing her and she proceeded to give me a blow job I almost wet the bed front and back but the intensity of that happening was remarkable.
For as long as we stayed together that was the only time that she chose to do it that way. I think of that on many a day, and the thought of it still get's me excited. She moved away many years ago, much to my chagrin.