Last Man Standing Vol. 01

I watched her gaze, knowing roughly what she could see depending on where she looked because I was so familiar with its layout. I decided that she must have no experience with bondage and could not fathom the purpose of most of the devices in the room. She would learn.

I called down on the intercom, telling my handlers to put on the blindfold. I watched as they re-entered the room, strapped a leather blindfold over her eyes, and left again. Jill came out now, dressed to do her part: black leather bustier, skin-tight black leather pants with zippers that permitted full access to her genitals if desired, black knee-high leather boots, and her hair tucked into a black motorcycle cap. With that I turned off the TV—it would take me about five minutes to walk down to the dungeon. I think by then she would have waited enough.

She could hear the door open and slam shut, then perhaps our footsteps as we walked up to her. I stopped in front of her, Jill to the side. We both stood there silently for a minute, watching as she strained to hear what she could not see. She should have felt my presence, but she had no idea what I was doing and what was taking so long.

Finally I touched her. I barely brushed my finger against her cheek. Then I ran my fingers downwards from her shoulders. When I reached her breasts, I gently touched the soft skin until the nipples started protruding. Once they were big enough to grasp, I grabbed each between my thumb and index finger, pulling just hard enough to be slightly uncomfortable, and twisting them until they were fully erect. Not expecting the sudden change, let out a small squeaking noise and tensed up, steeling herself for pain that didn't come.

Her nipples were wonderful, long and very pale pink in color. I licked one a few time before putting one in my mouth, sucking it, then gently biting it. Then just as suddenly I left her standing there, taking my seat in my heavy wooden throne chair. Jill knew this was her cue to remove Erin's blindfold. She saw me sitting in the throne, wearing black leather chaps and boots and nothing else, and tried not to be obvious when she gulped.

Jill unchained Erin from the T-frame, locking her hands together behind her as if she was handcuffed. Then she grabbed her by the arm and marched her up to my chair.

"So Erin," I said with disdain, "I take it you have worked things out with...Roger?"

She nodded, yes.

"You acknowledge that I am your master, and you will obey any command that I give you?" I continued.

She gulped again before nodding affirmatively.

I continued "The safe word is 'childless.' Should you fear for your safety and wish to end the scenario, say 'childless' and we shall stop. Of course, if you stop the scenario, you won't be getting what you came for, now will you? Do you understand?"

Another nod. I like using childless as a safe word, it reinforces the fact that that's what they'll be if they use it, and it makes them think twice before they do.

"Good, because I require some services from you."

Jill produced a leash, which she attached to the iron ring on Erin's slave collar and handed the end to me. Then she pointed to a spot right in front of the throne and told Erin to kneel there, which she did. Jill then chained her wristbands to the base of my throne and her ankles to two iron rings in the floor. Erin was now chained down on all fours, strategically placed with her face right in front of my crotch.

"Suck!" I commanded. Erin expected this, she kissed my cock, which wasn't yet hard, and licked it until it started responding. Then she took it into her mouth and started to suck on it. I held the leash in my hands; with it I controlled how far she could lift her head. For the moment, I gave her enough slack that she could have expelled my dick if she wanted. But she knew what she was here for, and the sooner I came the less of anything else she would have to endure, so she was doing her best to suck me off. And she was doing a pretty good job of it, too.

I gave Jill the secret sign. She retrieved a small box from its hiding place and took her position by Erin's posterior. I watched her work while Erin sucked me the best she knew how. The first thing she retrieved was a small vibrator, which she turned on and used to stimulate her clit. With a little effort, she penetrated Erin with two fingers—the holes in the fishnet were plenty large to allow them through—and when it started to get wet, Jill stuck the vibe in her pussy and left it there.

Next out was the lube. Jill took a little bit of lubricant and massaged it into the crack of Erin's ass. Then she took a little more and gently probed her ass until she was able to stick her finger into it. It was now ready for the ass plug—a shaped wedge that could be inserted into the ass and kept there to stretch the space in preparation for penetration.

I let Erin's leash go slack, grabbed her lustrous hair, and pulled it so that she had to let go of my dick and arch her head backwards. This was self-preservation; I didn't want my dick in her mouth when the first anal intrusion caught her by surprise. Seeing my dick was clear, Jill stuck the plug in her ass. Erin was indeed surprised, and made a sort of gurgling sound. I got in her face and said "Relax, slave, or it'll hurt a lot more. Now get on with your work." I stopped pulling her hair and instead pushed her head down onto my dick. She resumed sucking, working even harder now to try to get me to cum quickly and get this over with. I let her suck me for a while, watching the red mane bob up and down with her efforts. By design, her breasts were in easy reach; I squeezed them in my hands while she sucked.

Without warning I pulled her hair to get her off me again, then stood up and announced simply "The Sawhorse." I stood in the corner while Jill got her in position. She removed the leash first, then unchained the wristbands, again locking them together behind her back. Last she unlocked her ankles, then said "Stand up."

Jill led her over to what was basically an oversized sawhorse. She had Erin stand in front of the sawhorse, spread her legs, then chained the anklets to rings in its base. She chained her wristbands to rings at the far sides of the device. Then she attached a chain to the slave collar; it had a winch on the other end that allowed me to set the length of available chain, and in the process the angle at which she could stand. Jill cranked down so that the highest that Erin could lift her torso was perpendicular to the floor. Then she backed away and left her to me.

I came up on Erin from behind. In this position, about all you could see of her was her ass. I grabbed one of her cheeks under the skirt and squeezed it. Then I gave it a smack—enough to start to get it warm, not enough to actually cause damage. It was satisfyingly firm, so I smacked the other side. I lifted up her skirt so I could see better, then I smacked each cheek three more times. Reaching for the zipper, I removed the skirt entirely and threw it aside. I smacked each cheek once more, then grabbed the fishnet stockings and tore the middle open so that her crotch and ass were now in the open. I wiggled the butt plug slightly to get a feel for the amount of resistance, then walked around to the other side so I could grab Erin's tits and stick my dick down her throat some more.

Jill took over, spanking Erin lightly with what amounted to a ping-pong paddle, careful not to be hitting too hard lest Erin accidentally bite me. I let Erin suck me, again doing the best she could to try to get this over with quickly. Every time she took me in, I reached as far into her esophagus as I could reach. Her mouth was soft and warm on my dick; she looked up at me with green eyes while my dick stretched down her throat. It wasn't too before I was ready to violate her ass.

I stepped back and out of reach; I moved around to her backside on Erin's left while Jill stepped to the front on her right. Jill cranked the chain a little tighter, so she was having to bend down. Then she came around to me, helping me lube up my dick. Now ready, I stepped up to Erin, pulled out the ass plug, and quickly replaced it with my dick. Erin flinched and tightened up when my dick penetrated her, but the chains kept her from moving very far. It was screamingly tight at first, but after the first few strokes she relaxed a little, and I was able to get all the way in and fuck her ass. I grabbed her cheeks and watched my dick disappear into her tiny little hole. In and out I thrust, feeling that strong muscle squeeze me all the way up and down as I went. Again, her ass was satisfyingly firm as it responded to my thrusts into her rectum. I reached around and held her soft breasts in my hand while mauling her ass over and over again. The pale skin of her butt cheeks turned pink in response to my collisions with it; that made me even harder, and I fucked her more forcefully.

Erin was in a rather uncomfortable position, and not just because my dick was buried in her colon. She was also getting worried; she came her in the hopes of getting pregnant, and obviously if I came in her ass that wouldn't get the job done. As I said, I'm not about hurting a girl, I just like to be in control. So I said to Jill "sling" and pulled out.

Jill worked quickly, unchaining all five restrains. Then she brought Erin over to a hammock-like web of straps hanging from the ceiling. She had Erin sit in the sling, the chained first her wrists then her ankles to rings near the top of the sling. When she was finished, Erin was lying face-up in the sling, her arms and legs up in the air chained to support straps, and her crotch wide open and on display. I came over to Erin, pulled out the vibrator, and fucked her pussy for a while. Her pussy was pretty inviting, I had to admit. She had partially shaved her red pubes as directed, but there was a little copper crown of hair sitting above her crotch and it was very cute—especially when my dick disappeared into it. Erin was funny; she wanted me to cum in her box, so she made a point of being lively and responsive when I was fucking her there. Too bad--I wasn't done with her ass yet. I did want to cum in her pussy, though, and wanted to make sure I could re-enter it quickly when the time came. Having the vibrator in there all this time, she was plenty wet and I had no trouble penetrating her.

Satisfied I could change orifices when needed, I pulled out of the top hole and once again shoved my dick into the bottom one. Hanging in the air, strapped to the sling, she was all but powerless to do anything but take what I was giving. I fucked her ass while she was face up, but I worked her clit with my thumb to make sure she didn't dry out all of a sudden. I looked at Erin while I worked her; her face was apprehensive and damp, although I couldn't tell if it was from sweat, tears, or both. But her tight ass felt wonderful gripping my erection, and I gleefully slid it in and out of her poop chute. Then I noticed that her nipples, perky little troopers that they were, were still erect and quite fetching strapped in to the sling. I reached for one and played with it; I think it liked me. It was pink, pale like the rest of her skin. I kept fucking her ass, but now I noticed that she even had little freckles on her tits. I held her nipple more firmly in my finger now and fucked harder; her tits were bounced just the right amount in response. I looked up at her pretty face; she had close her eyes now, her red hair tossed back and hanging down out of the straps of the sling. She was curling her tailbone up slightly so that my dick was penetrating her butt more efficiently. She was fucking beautiful.

Then I felt my scrotum start to tighten up. I grabbed Erin's hips in the sling and fucked her ass hard for about a dozen strokes. Then, just when another stroke would have triggered my orgasm, I pulled out of her ass and stuffed it back into her pussy. She opened her eyes now and looked at me; I thing she could feel that the moment of truth was about to arrive. It took a couple of minutes inside her pussy to build back up to that point again, but this time when I reached it I let my self go. I felt my dick get extra-hard. I grabbed Erin by the waist, pulling her torso towards me while simultaneously stretching my dick as far as I could. With my dick as far into her as I could manage, my orgasm arrived and I deposited my seed deep into her belly.

I stayed inside for a few seconds after I finished, in case there was a late spurt—I wanted to get as much sperm into her as possible, that's what she had come for (no pun intended). She was looking at me with a jumble of emotions; happiness that I had given her my seed, trepidation at whether I had more in store for her, and between my dick and the vibrator, at least a little arousal. I touched her wonderful breasts gently, then stoked her cheek; still strapped in, I could have done anything to her I wanted. But I had already done what I wanted, so I pulled out and began to undo her wristbands. My master persona was gone; now I was just plain old me.

"I'm sorry if that was a little rougher than you're used to," I told her. She was still quivering. I touched her face gently, which mostly just confused her—what kind of guy was I really?

"Jill, can you get me an assurance card please?" I asked. Jill made a sign in the direction of the closed-circuit camera, and in a few minutes one of my other handlers entered the room with a red card that he handed to Jill and she handed to me.

Erin was unstrapped now, sitting in the sling like it really was a hammock. I had taken off her slave collar and handed her the card while Jill started removing the ankle restraints. "This is an assurance card," I explained to the still somewhat frightened but now also confused redhead. "It is my assurance that I will do everything in my power to ensure that you get the baby you desire. We will be tracking you to see if you become pregnant after this cruise. If you do not, you have a special passcode on this card. You can use it to obtain one free vial of sperm that you can use to attempt artificial insemination.

She stopped shaking now as she held the card carefully in her hands, intently listening to my instructions as to what it was for.

"If you don't want to take a chance with artificial insemination or can't afford the cost, you can also use this card to get into any of my future fertilization events, free of charge. That means you could take another cruise, or attend one of our traveling weekends—as many events as you want until you become pregnant. And, as an assurance card holder, you are guaranteed to receive at least one insemination attempt at each event."

A minute ago she was frightened of me, afraid I would hurt her, and sure I was a jerk. Now, I was giving her a virtual guarantee that she would have the child she desired, even if it took multiple attempts to accomplish. Everything she thought she had figured out about me suddenly seemed to be wrong. "I...I don't know what to say..." she stammered.

"You've earned it," I said, giving her butt a playful tap, "we'll do everything we can to get you that baby you want."

My other handlers now entered the room, bringing Erin's regular clothes with them. Jill and I left them to finish helping Erin take off the bondage ensemble and return to her business.

As we walked down the hall to my quarters together, Jill said "You're turning into a softie. You gave her an assurance card, you weren't even rough with her." Since selling sperm was a major source of the income needed to keep my organization afloat, part of Jill's job was to make sure I didn't give too much of it away for free.

I looked at her as I put my big clock on and said "I know, but I felt bad for her. Maybe because she reminded me of you." I winked at Jill, my left-hand girl and secretly my lover.

Jill took off her hat, allowing her gorgeous red hair to cascade down on her shoulders. "I knew something was up when you asked for her name. You really are a sucker for redheads."

"You would know that better than anyone, now wouldn't you?" I smiled. "Fear not, my dear—in every possible way, you are truly irreplaceable."

She gave me a little smile, then pushed her bustier down to reveal her own substantial, pale, pink-nippled breasts. I stepped over to her and began to kiss her, gently stroking her left nipple in my right hand at the same time. It was beginning to look like the 10:00 show would be a private screening...