Chapter 1 - My Cuckold Life

I was completely conditioned to clean men's cum from my wife, clean her lover’s spent cocks, and even suck them until they were ready to fuck her again. But this was a whole new level. Does he want to fuck me with the monster straining at his underwear? Early in my chastity, my wife read on-line that Sissies need to be relieved of their pent-up semen to maintain good prostate health. She began monthly “milkings" where I knelt on all fours and she inserted a rubber gloved finger into my anus. By pressing down on my prostate with her long slender finger, my watery sperm would release into a bowl on the floor. The first time she did it, I exploded like never before in my life! Releasing a large amount of cum. I didn't orgasm but it felt so wonderful to cum at all and even better to please her. Soon she was using two fingers, then three. These days, she uses a realistic dildo to extract my juices. Of course, each time she makes me lick the bowl clean and gets very upset if I spill a single drop. For years now, she's referred to my ass as my "pussy" and I very much look forward to my monthly milkings. His comment gave me a tingly feeling in my pussy wondering if I was really going to lose my anal virginity to this gigantic Black man. I was terrified and excited at the same time. I stood motionless as they headed toward our bedroom. "Bring her along too", he said to my wife. "Do as he says, Sweetie, from now on you will obey him as you would me." I followed obediently and stood in the corner of the bedroom as he led her to our bed. She dropped to her knees in front of him and he looked at me and turned so I had a direct view of what was about to happen. As she pulled down his shorts, I could see his thick black shaft appear. It was huge! And incredibly thick. As if in slow motion, more of his shaft appeared as the shorts inched lower. It just kept going! She had already pulled them down 8 inches and no end in sight. By the time his shorts reached his knees, the fat round head popped out and his entire length swung outward toward her face.