Chapter 6
Chapter 6
Davy
It was hard not to push the plug out when my new Sir started pulling it, but I forced myself to not react until Master ordered, “Push, slave.”
It was so big, I grunted when the biggest part held me open. I’d been squeezing it so damned tight to keep it in, my asshole muscles were tired. I’d very nearly lost it when Master had made me spread my legs to put me on this device. The only reason I kept it in during the CBT was because my legs were together and I could squeeze my ass around it easier.
And relaxing my ass on command before the cane strikes? It’d taken some coordination to tighten my rectum and relax the cheeks.
“I have a five pound one,” my new Sir said. “We’ll work up. You did well holding this one in. Not everyone would’ve managed. I’m pleased.”
I was horrified that he wanted to work me up to heavier, and beyond happy that I’d pleased him. I had no idea what to say, so I didn’t say anything.
Master walked around in front of me so I could watch him put the condom on. It was one I’d bought, though I didn’t remember him bringing the bag in.
“Thank you, Sir.”
He nodded. “Trust is earned going both ways. I want you a little more off kilter before I fuck you, so four strikes from an ordinary cane. Same rules — if you safeword with red you’ll go into the cage for an hour, or you know the word if you’re ready to leave and not come back.”
“I do, Sir.” And I was tired of him telling me his rules on it, but no way was I going to actually say that part out loud. I appreciated his rules — they kept me from safewording just because it hurt, and that was how it should be.
This cane was nowhere near as bad as the other one had been, and yet, it was over the top of what I was certain were bruises from the earlier caning, so it was still rough. I survived them all without crying, though, and then his dick was at my asshole, with only the lube on the condom, though it was pretty slick so it’s possible he added more. Still, he didn’t put any in my asshole, and after squeezing the plug for so long, I was really tight, which made it hard to relax and let him in.
But in he came, pushing and shoving, opening me more and more and more . I was firmly in place, bound secure on an unmovable device, so there was nothing I could do but just take it. He grabbed my arms for leverage, and I grunted rather than squealing. My first Master had enjoyed making me “squeal like a pig” when he fucked me, and there’d been contests between his top people, for who could make me squeal the loudest, or the most, or whatever else they could come up with. He’d called me his little piggy when he wanted to fuck me. “Lube that ass and c’mere little piggy.”
Why had I thought I was so in love with him? I had no idea, looking back, but at the time I was head over heels.
“Wherever your mind just went, come back, little Davy.”
How had he known I went somewhere else for a minute? His words brought me back though, and he shoved into me again, as if it were another reminder of who was up my ass.
“Sir. Yours! I’m yours, Sir!”
“No promises just yet, but I’m happy to hear the sentiment.” He pulled out a few inches and slammed back in, making it farther than he had before and stretching me wider. It burned, and hurt, and it was perfect .
Before long, he was fucking me hard and fast with long strokes, and I quickly realized I was going to be wanting an orgasm through the whole thing, inches away from one, but not close enough to beg my new Sir for permission to orgasm. I hadn’t thought the threat about nothing touching my dick was a big deal — but my dick and balls were just hanging with nothing but air touching them, and I guess there’s usually some kind of friction and I hadn’t realized how important that was. When you’re leaned over a bed, there’s lots of pressure and friction from the mattress. When you’re on all fours, your balls are between your legs.
I can rarely orgasm when fucked on my back with my legs up and out. I always thought it was the position, but I was beginning to understand it was more about nothing touching my dick.
Sir fucked me forever , and then, instead of filling the condom in my ass, he pulled out and came all over my back, which was even more frustrating — feeling the heat of his jizz on my back when I needed to come in the worst sort of way, but wasn’t close enough to bring it up to my new Sir.
“Tell me what you’re thinking, slave.”
“I didn’t understand, Sir. Nothing touching my dick. I’m so damned close, but not close enough!”
“If you want to beg me to let you come, I’ll consider allowing it.”
“Please, Sir. I’m begging you, please allow your humble slave an orgasm! I don’t deserve one, and I’m not worthy, but I beseech you to please let this slave come! Please !”
“Not bad for a first attempt. Not bad at all.”
* * * *
Will
Saying he isn’t worthy isn’t the same as saying he’s worthless. I’d have corrected his wording if he’d called himself worthless. From what I’d seen so far, little Davy was worth his weight in gold.
It didn’t take long to release him from the device and free his arms, and I took him to the mat with the humbler. I have a shiny steel mirror leaned against one of the walls, for when I want to force a slave to watch what’s happening to them, or to look in the mirror while I fuck their ass, and I tossed it onto the mat. “Kneel beside the mirror, facing it, and then go to hands and knees, so your hands are on it.”
It’s three feet by four feet, so it didn’t matter which direction he came at it. The goal was for him to jizz on the mirror, but he didn’t know that yet. The main thing was for him to be situated so he could watch where I got things from the cabinet, and he didn’t situation himself correctly for that.
“Gonna be hard for you to know where to put things away tomorrow up if you’re kneeling that direction.”
He crawled around the mirror and resituated so he could watch the cabinet, and I walked to it and removed a bit gag on a harness, and an anal hook.
Every submissive on the planet knows what comes next, and Davy’s expression told me he understood, too.
“Do you know from watching porn, or because you’ve experienced it?”
“Watching porn, Sir.”
The ball on this hook is bigger than the plug I’d had in him earlier, but after I fucked him, I figured it’d be easier to get into him. I put the bit gag in first and fastened the harness around his head. I bought it from a pony-girl company and it’s gorgeous, but mostly I needed something sturdy to use with the anal hook. I’m not into the whole pony-play thing.
As expected, it was only moderately difficult to get the hook in, though the noises Davy gave told me he felt every last inch of it.
I connected it to the gag harness with a short span of rope, just the right length to pull his head up and back.
“Stay in position, but you can use either hand to beat off. You can switch hands, but I’m only going to put olive oil on one hand at the start. Hold the hand up you’d like lubricated.”
He did, and I squirted some olive oil onto his right palm. I use an old-fashioned ketchup squirter, so I managed not to get it onto the mirror or mat.
“Hand stays where it is until I tell you to start. You’ll have seven minutes, and if you haven’t come when time’s up, oh-no so-sad. Also, don’t forget to beg for permission, and I know it’ll be difficult with the gag, but it isn’t impossible.”
I set seven minutes on my phone, walked off the mat to sit on my stool, said, “Go,” and started the time.
My boy grabbed his dick and started jacking off.
Nearly three minutes in, he started begging. Mostly, he only managed the vowels with the occasional consonant, but since I had a good idea what he was saying, I could make it out as something close to, “Please allow your slave to make a mess, Sir! He doesn’t deserve pleasure and knows it might not be allowed, but please show mercy and allow it!”
The first sentence came out as “eeth uh ow you abe ew ake a eh, uh,” but I’m pretty sure my guess as to what he said was right.
“I’ll count down from ten, and then you can, but if you don’t within a few seconds of permission, I’ll withdraw it.” I counted down slow, one number every three seconds, so thirty seconds later I ordered him to come, and my boy shot a fucking load onto the steel mirror. I’ve seen slaves come after being denied for weeks, and Davy beat them all.
“Hand back on the mirror, slave. Don’t worry about getting oil on it because you’ll be cleaning it. Back to all fours and settle, boy.”
Once he’d settled, I removed the hook, harness, and gag, and told him. “Hand stays on the mirror. Don’t get oil on the mat. Back up enough so you can lick the jizz off the mirror. Clean it spotless, slave. You’ll deal with the oil in the morning, so don’t worry with it.”
When he’d finished licking his jizz off the mirror, I had him stand so I could get a good look at him. I wanted to fist him, but instinct told me he was done for the night. I’d come twice and he’d come once, and his posture told me more than he probably realized. His cock was still mostly hard, but he was subdued and quiet now, where his energy had been all over the place when I’d had him stand so I could look him over before.
I reminded myself he’d put in a full workday, and we should stop while we were ahead. Fisting could wait for another scene.
“I’m pleased, Davy. You won’t often have an opportunity to beat off, but you’ve been an exceptionally good boy today. Good behavior is expected and is rarely rewarded. I’m more about the stick than the carrot, so don’t anticipate an opportunity to beat off a whole lot.” I motioned to the jail cell. “Use the toilet in the cell if you need it, and wash your hands no matter what. I’m going down the hall to the bathroom and I’ll be back shortly. Kneel by the bed if you finish before I return.”
* * * *
Davy
I woke to someone singing about grabbing life by the dick, and it took a second to remember where I was — in Will’s bed with my ankle connected to a chain which was locked to an O-ring at the bottom of the bed. I could turn and twist all I wanted in the bed, but I couldn’t get out of bed.
I felt motion behind me and I turned to look. There was a nightlight in the room, so I could see a little, and I could clearly see enough to know Will was opening a condom and putting it on.
“On your back, little Davy. Fast and furious this morning.”
I rolled to my back, and Will said, “Center of the bed.” He pulled a partially open spreader bar from somewhere, hooked my ankle cuffs to both ends, unlocked the chain to the bottom of the bed from my left cuff, and told me, “Feet up, so the spreader bar is over your shoulders.”
I complied, and he connected my wrist cuffs to the same rings as my ankles. He pushed the whole shebang closer to the headboard and connected it to a chain hanging from the top of the headboard.
And then he pulled the spreader bar farther apart, so my legs were spread wide open and my ass was off the mattress, with most of my weight on my shoulders.
I screamed when he jammed his dick in my ass because I was so fucking sore from the night before, but Will didn’t take it even a tiny bit easy on me. The goal was apparently speed this morning, and within about two minutes of the alarm going off, he was balls deep inside me — and it wasn’t until that moment that I realized I needed to piss.
No way was I going to tell him, though. Besides, my dick was rock hard, and it was moving around on my stomach today while Sir fucked me like a wild man.
He stopped a few times and ran his fingers down my throat while his dick was buried in my ass. Both holes filled. He made me look at him the whole time, and I swear it was like he was claiming me.
When he grew bored of running his fingers down my throat, he went back to fucking my ass full-out, hard and fast, hammering me. I don’t know how long he fucked me before I thought I might be able to come. I waited a little longer, until it was super close, and I started begging. “Please, Sir! Please allow your slave an orgasm! Please, kind and generous Sir! I beg to be allowed to come on my stomach, and I promise to lick it all up if it pleases Sir! Please!”
Sir glanced to the side and back to me. “Forty seconds and we’ll come together. I’ll count down the last ten seconds.”