Note: These stories are pure fantasy. In reality I have been married for many years to a wonderful woman – she just is not into B&D.
As usual, the girls were jolted awake from their undoubtedly fitful rest by the blaring music. I particularly liked watching this part.
When I was in prison, this was the part I hated most. The rest wasn't so bad. Being relatively rich, I had established investment funds, which I funded and managed, for every guy in my cell block. Because of my money management skills, the guys who were in for several years left with at least enough money to get themselves established in the real world, rather than having to immediately go back to crime. This, plus my years of martial arts, insured that I had relatively little trouble inside. Despite all that, getting up every morning on someone else's schedule had still sucked.
"So ladies," I started after feeding them and giving them time to do their toilet. I was betting that after yesterday, the enemas would be very thorough. "Today is team competition day. Actually, team is probably a bad description. What I really mean is you will both be competing directly in joint competitions. Your first challenge is to show me what I missed when I was not included in your little love sessions."
I brought each of them out separately, laying them down on a double-size exercise mat and securing one ankle to the floor. I had faced them in opposite directions, offset, so that each girl was facing the other's pussy. Next I fastened the climax monitors to each of their backs and stood back to admire the scene.
"When I say 'Go' you will each lean forward and start eating pussy. This is a competition. The first girl to climax loses," I informed them. "I have left your hands free so you can use them and your mouth to bring your opponent off. I will think of a suitable punishment for the loser."
This was new to both of them. Although they had done this a lot in the past, some of it behind my back, they were always trying to cum as long and hard as they could. This time, they were trying not to cum at the same time their partner was doing everything she could to make her cum. It was a nice turn-around, one I enjoyed setting up.
At my signal, both girls went at it as hard as they could. I watched, getting turned on like most men by the girl-on-girl action. I took mental notes of techniques for future reference. I could not believe it when Debbie inserted three fingers of one hand into Lisa's ass, while almost her entire hand disappeared into Lisa's cunt. I could tell they were both trying as hard as they could not to climax, but eventually Lisa, (I told you she was a slut), shuddered and climaxed with her normal scream. "Time," I shouted.
"Well Lisa," I informed her, "it looks like you get punished first. However, since I am tired from all my exercise yesterday, I am going to have Debbie punish you. Of course, I will be grading her on her efforts, so if she doesn't do a really good job, she will take your place."
I moved Lisa to the corner mat, cuffed her hands behind her back, fastened each ankle to a separate line and hoisted her upside down into the air, her legs spread wide, exposing her dripping pussy. Deciding to up the ante, I ran an elastic line around the backs of her legs and attached each end to her cunt-rings, spreading her pussy lips wide.
Next, I gave Debbie a thin whippy riding crop and told her that she was to give Lisa 30 strokes, five on each nipple and cunt lip, five on her center and the final five on her clit. I warned her that I would be watching; any stroke I deemed too light would be given to her, in the same position, after she was done with Lisa. I planned to have fun with this. No matter how hard the first stroke, it was not going to be hard enough. I was sure I could get Debbie to whip Lisa harder than I ever would. As a bonus, when it was Lisa's turn to punish Debbie, she was going to want revenge.
The first stroke, to Lisa's left nipple, was half-hearted, to say the least. Lisa barely even yelped. "Debbie, that was terrible," I stated. "That is one stoke to your left nipple. If I have to fine you more than five out of these thirty, I am going to give you all thirty as well."
The next stroke, to Lisa's right nipple, was harder, making a dull crack as it landed. Lisa whimpered. "Better," I advised her, "but still not good enough. That is two I owe you."
The next stroke to Lisa's cunt lips made a wet crack as it hit her dripping cunt, followed quickly by a second to the other lip. Lisa screamed, and then subsided.
"Now that's more like it," I told Debbie, "I knew you could do it. Let's concentrate on the nipples, then the cunt lips, saving the last two areas for last."
Debbie landed the next four strokes on Lisa's poor nipples, gradually pulling her strokes as Lisa sobbed. By the fifth, I interrupted her, telling her "That one was too light. That is three I owe you. So far the strokes are all on you nipples, so you might want to be careful later when you move to the more sensitive areas. You wouldn't want to earn any clit strokes, for example."
The last four to the nipples were great, so hard that even I flinched. She had also begun using a side stroke that brought the full force right on the nipple. Those must have really stung, because Lisa was really shrieking each time one landed.
"You are doing great," I encouraged Debbie.
