I spent the better part of two hours debating and arguing with myself. In the end I decided that it didn't matter either way. Whether or not Isaac had known all along that it was me that was holding him captive or if he had screamed my name for some other reason while cumming didn't change anything. I could and would still continue with my plan. Isaac was mine to do with as I pleased. I would fuck him, humiliate him, torture him, and make him love every second of it. My decision made I spent the next hour and a half getting Isaac ready for step three of my plan.
Step three of my plan called for some mild to moderate sexual torture and more humiliation. First thing I needed to do though was move and reposition Isaac. Luckily moving Isaac this time would be much easier then moving him from the van had been. This time I wouldn't be trying to muscle 190lbs of dead weight around. When I had modified my brother's old workbench I had added wheels along with the straps and padded troughs. Moving Isaac was a simple matter of unlocking these wheels and rolling him, bench and all to a new location.
During my six months of planning I had had one of the two rooms at the back of the barn remodeled. One room was now a 10x10 shower with a dozen shower heads evenly spaced along three walls and multiple drains down the center of the floor. I had installed a simple remote operated chain driven lift on the ceiling.
Being sure not to ram Isaac's wide spread legs into anything I carefully rolled him into the shower room. I stopped the workbench in the middle of the room, and locked the wheels so it wouldn't roll out of position. Leaving Isaac there I made a quick trip back into the main part of the barn for my rolling table of toys.
Leaving the table against one wall I grabbed the lift's remote control and went back over to Isaac in the center of the room. Unclipping Isaac's left wrist cuff from the bench press support post I fastened one end of a twelve inch length of chain to the cuff's D-ring. The other end of the chain was attached to the U-bolt at the end of the lift chain. After repeating the same process with another twelve inch length of chain and Isaac's right arm I activated the lift.
Slowly so as not to injure Isaac's shoulders I used the lift to raise him to a kneeling position. Stopping the lift at that point I then unbuckled the straps holding Isaac's legs and moved his legs out of the padded troughs of the workbench and onto the floor. Eventually I would tighten the lift chain until Isaac was standing. However, I wanted to leave him kneeling until he regained conscious.
With Isaac now kneeling suspended from the ceiling I unlocked the workbenches wheels and rolled it back out of the shower room. Back inside I crossed to the nearest shower head. All twelve had Shur Shot anal shower duches in place of traditional shower heads. Turning the shower on I adjusted the water temperature until it was comfortably warm before using the shutoff valve at the end of the hose to stop the flow. I then stripped off all of my clothes and tossed them out into the barn before picking up the lube and an inflatable butt plug from my table. It was almost time for the fun to start again.
Isaac was already starting to groan as the tranquilizer wore off. I briefly debated blindfolding him before he completely came around. However, I quickly decided against it. He had screamed my name when he came. I was going to take that to mean one of two things. He either already knew it was me doing these things to him or he wanted it to be me doing it. Either way I no longer saw a reason to avoid him seeing my face.
As soon as Isaac's eyes started to flutter open I activated the lift. Even still groggy from the drugs the pressure on his shoulders as the lift chain shortened was enough to make him try to stand. However, he was still out of it enough that he stumbled several times as he lurched awkwardly to his feet. Even once Isaac was completely upright I allowed the lift to keep running until his had to stand on his toes to stop his own body weight from pulling painfully on his shoulders.
I didn't give Isaac a chance to focus on anything beyond being forced to stand stretched toward the ceiling before spearing a well lubed finger into his ass. Isaac's sphincter muscles had tightened back up in the three and a half hours since I had fucked him. He wasn't virgin tight anymore but he was close. The sudden penetration caused his eyes to shoot completely open as his entire body jerked. 'Ahhh...fuck. Please...not again. Please.'
Chuckling I twisted my finger in Isaac's ass. His pained groan was beautiful. It really wasn't my intention to stretch him any. I wanted this next part to hurt and burn as much as possible. However, I did need him well lubed, other wise his sphincter or rectum could tear. Pain and humiliation were my goals, not permanent damage.
With one final twist I pulled my finger from Isaac's ass and picked up the Shur Shot nozzle. I didn't bother with more lube before I pressed the tip against Isaac's sphincter. Instead of shoving in right away I stepped from behind to beside Isaac and waited. I wanted him to look at me. Slowly he managed to turn his head far enough to see me as his eyes focused and he gasped. 'Isabelle...' I didn't give him a chance to say more. Sudden steady pressure forced the nozzle into Isaac's well lubed asshole. He moaned and jerked causing himself to almost lose his footing. Two fat tears rolled down Isaac's cheeks as he pleaded and cried, begging me stop. 'Please. Oh god please Isabelle, stop. Please stop.'
Ignoring Isaac's pleading I switched the Shur Shot's flow valve on. Isaac's eyes bulged as warm water quickly started filling his colon. It only took seconds before the high power enema to become uncomfortable. I knew instinct would have Isaac trying to push the nozzle out so he could empty his bowels. However I wasn't going to allow that to happen.