Under HIS Thumb
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Disclaimer: This story contains explicit descriptions of adult men engaged in sexual activity with other men and is intended for adult readers. If it is illegal to read or posses materials of this nature where you live, please stop here. All characters depicted having sex are over 18 years of age. This story is a mix of real life personal experiences, injected with a bit of fantasy. Any unsafe or dangerous depictions should be considered as fictional or fantasy. Please be safe when exploring new sexual activities and always practice safe sex.
Chapter Four: Under His Thumb | Sick Day - Part Two
Tom praised me for doing such a good job and said he would finish up cleaning the kitchen. He also said I could earn a reward for doing so well. I excitedly anticipated the cage coming off and getting to cum. I was so horny after such an eventful morning, and even though the cage had only been on me for a little over two hours, my dick was already aching to be set free. Alas, Tom had a different plan.
He led me back up to his room and secured me to the bed face down. It was much tighter than the night before. I was completely immobilized and still wearing the cage and vibrating prostate massager. I kept my confusion to myself, since I didn't want to miss out on my reward. Tom left the room and came back with something. I couldn't really see what he was doing from my perspective, but it felt kind of heavy the way the mattress depressed with the new addition. Tom turned off the remote massager and removed it. I could hear him squirt generous amounts of lube on to something and then he did the same to my ass, working it in with his fingers. The suspense was driving me wild. It was then that I felt something hard being positioned at the entrance of my asshole. Tom came up to where I could see him and inserted a soft dick-shaped gag in my mouth and fastened it tightly. Thankfully, it was nowhere near as big as Tom's dick, and I could breath easily through my nose. He bent down and whispered in my ear, "I'm going to the store to make copies of your keys. Behind you is a fucking machine. I will start it off slowly and let you get used to it before I up the settings on it so it can jackhammer your ass while I'm gone. This is your chance to earn your reward. I expect to see a sticky mess under you when I return." Then before I could even protest, he put on the noise canceling headphones with techno music and a blindfold and I was once again unable to hear or see anything going on in my surroundings.
I felt Tom get up off the bed and position the device so the head of a dildo was just inside me and then he started the machine. After making a few adjustments, the dildo on the machine was pegging my prostate with long slow strokes. At first it was taking about 4-5 seconds per stroke to pump in out of my ass. This continued for several minutes before the pace slowly and steadily increased. After about 10 minutes, the machine was plunging in and out of me once a second nailing my love button each and every time. My dick was in agony straining against its metal prison. But the machine was giving me such a euphoric feeling, I could hardly be bothered by it. I quickly lost track of time in this state, but I know it didn't take all that long before I felt the familiar tingle in my balls as the urge to climax intensified. I could feel the metal holding back my cock which was desperately trying and failing to expand from its confinement, and then it happened. I almost didn't want it to happen, because I knew Tom wouldn't be back for a while. This was beyond my physical control. My toes curled in their restraints and my cock exploded as a hot sliminess filled my cage and leaked out slowly. This was quite a predicament. Now spent after such a mind-blowing orgasm, I was completely helpless. My muffled screams did nothing to stop the onslaught. The machine didn't care. It just continued on with its job, dutifully raping my ass. As it continued on dipping into my well used hole over and over and over and over again. I can't really explain the feeling. It was somewhere between anguish and euphoria. Eventually, I began to feel my cock slowly expanding again. The second orgasm took a while. I can't say how long, because at this point, time was just an abstract concept that had no meaning. Deliriously, I shot my load into the gooey interior of my cage. Still the machine persisted.
I think I passed out after the second one, either from exhaustion or overstimulation, because I came to and my cock was trying to get hard a third time. The headphones and blindfold had been removed and the machine was still going, now at a more leisurely pace.
I realized that Tom was there. When I saw him, he flashed me one of those wicked signature grins. To my dismay, he didn't disappear to the foot of the bed and turn off the machine. Instead he climbed up and sat on the bed in front of my face naked, with his 9" cock filling my entire field of vision. He loosened the restraints on my wrists enough so he could slide his thighs under my arms. After removing the gag he placed a straw into my mouth and ordered me to sip. The water flooded my arid mouth and I was grateful for it. After a few sips, he shimmied down so his cock was lined up with my mouth and ordered me to take it in. I tried to resist. I couldn't possibly manage to suck him off again.
My ass and jaw were sore and I was physically and mentally exhausted, but I had given up any right to choose yesterday. He stuck his thumbs in my mouth and pried it open and shoved his meat in. Once it was in he said, "I will not be refused. You agreed to this, all of it. I never said it would be easy." He reached under my chest and squeezed my nipples harder than anyone has ever done before. He didn't let go for several seconds. I would have screamed, but his dick was buried too deep. Tom said, "I dare you to disobey me again. So here's what's going to happen, bitch. If you want that thing to stop fucking your ass, you need to get me off. If you can't or won't, then I'll put my biggest dildo on it and leave you here for the rest of the day. This struck the fear of God into me and I began to furiously work his cock with everything I had left and then some. His balls were all sweaty from being out in the Phoenix heat, but it was of little concern to me at this point. I bobbed my head up and down, cradling his cock with my tongue, if I stopped, he'd reach under and give one of my nips a hearty squeeze until I continued. Eventually, his breathing got faster and his moans got louder. My neck ached and my jaw and tongue were cramping but my nipples were already on fire from all the times he had to squeeze them to give me motivation to continue. I would have done anything to get that machine to stop, even for just one second.
When Tom came, he grabbed a fist full of hair and furiously pumped my head up and down on his dick. He let a torrent of cum loose into my mouth and collapsed against the headboard. For almost a minute I waited with his softening cock in my mouth before he wiggled his way out and turned off the fucking machine. At last, this ordeal was over. Tom removed the dildo and my restraints. Utterly spent, I couldn't even move. He rolled me over onto my back and scooped me up in his arms. I looked at him in a daze, and he asked "aren't you going to thank me for your reward?"
Without even thinking, said "Thank you Sir for rewarding me"
He smiled, patted me on the back, and carried me off to a guest room down the hall and laid me in the bed. He brought me a sandwich and a bottle of water. I was sticky with cum and sweat, but I didn't care. After I ate, I fell asleep for several hours. When I woke up around 7PM, there was a note on the dresser along with my keys and my phone. The note had instructions to strip this bed and his bed and put the sheets in the washer. He told me I was not to shower until I got up for work the next morning. The last line said I will contact you when I am ready to use you again. I'm not exactly sure why, but I did everything as instructed. I wasn't sure I wanted to take part in this anymore. I was so conflicted. Sex with Tom was absolutely amazing. Although I trusted him and, at times, he had shown me real and genuine kindness, this last session left me feeling like I couldn't cope with it all. The only problem was my dick was locked in a chastity cage and the man who held the key was nowhere to be found, and the only contact I had for him was an email address.
To be continued....
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