Training Time

They brought me to about waist height, and tugged on the ropes near the hook until my body was suspended parallel with the floor, legs out straight, my height was adjusted so my ass and mouth would be right at the girl's waist level for easy access.

It felt weird, there was barely any discomfort as my upper body supported most of the weight, it was almost like carrying a heavy backpack. It wasn't so bad, and it was almost like I was floating in the air. It was a pretty interesting sensation. I enjoyed just hanging like this.

With that everything was set up, and we were ready to go. I saw Alex and Amanda approach from my left side again. They were both completely naked now, from head all the way down to bare feet, no jewellery or anything, and it was a beautiful sight as they strutted towards me. I took it in to remember forever.

"How are you bitch? How's that dildo?" Alex asked, pulling my hair firmly.

"It's heavy, but it's fine Mistress."

"Good, we want you to keep that in you while we get you ready for your next assignment. You'll have to squeeze hard to keep it in you. Our slave's need both loose and strong asses. And of course this also tests your willpower, which is probably the most important thing."

"Yes Mistress."

Amanda then tugged on something above my head and I felt my upper body rise up until I was at a 45 degree angle, maybe even a bit more. Now the dildo was pressing down more, gravity forcing it down, looking to escape and I did have to start concentrating on clenching my ass to keep it in me.

Alex then stood right in front of me and I was inches away from her cute, soft tits. "Open your mouth."

As I did, I felt the crust on my face, the semen had hardened and was pulled at my skin. Alex then spit in my mouth and I wisely kept it open, feeling her spit gob slowly glide over my tongue. "I love your tiny, sharp nipples, I'm gonna do this Amanda." It was true, my nipples were small and due to the cold probably rock hard, and they were very sensitive to touch normally, this was amplified by the swelling and bruising they'd endured today.

Amanda then came over with a ball gag and  put it in my mouth.

Amanda then disappeared for a bit and Alex grabbed my hair and looked at my face, taking this time to degrade and torture me. She grabbed the nipple chains and was giving it tugs as she called me all kinds of names.

Amanda was back shortly and appeared in front of me, she was wearing a big strap on. "I'd have you suck this one too, but there's no way it would ever fit in your mouth. Wanna see it up close before your ass gets to?" Not waiting for an answer, she slapped my face with it, leaving a streak of lube on top of my cum stickied face. "It's almost three inches wide and 9 inches long. I'm gonna bury this whole thing into you."

"Would you like that pathetic piece of shit?" Alex asked. "Remember, we won't fuck you again until you beg for it, that's the deal. Ask for it once, after you have to beg. So, should Amanda fuck you with that dildo?"

I shook my head up and down fast, as I was unable to talk, hoping the speed was enough to signify my desperation. I quickly started to shake as fast as I could and moaned into the ball gag.

"Seems like he's begging for it to me, god you look sexy with that dildo on, I almost want to ditch this guy and have you fuck me." Alex said.

"We can always do that later baby, Ok bitch, I'll be slow to start," she turned to me, "I wouldn't want to hurt you getting this in, we are just getting started with your slutty, greedy ass. We need it for a long time after this and this thing is as wide as a fucking soda can...and way longer."

Alex then got underneath me and started to jerk me off. I had a semi hard on going and was very turned on by the whole scenario, despite my fears. Although I'm not sure why I wasn't fully erect, I'm sure the pain was running through me and the fact that the dildo was intimidating as well, or maybe it was just nerves or maybe it was the fact that I'd orgasmed basically back to back and this was a third. I've never orgasmed more than twice in a 12 hour period before and now I was going to have a third within probably 3 hours. In fact, it's really quite amazing. It was hard at all.

Eager and scared to get started, but not wanting to take my eyes off these girl's gorgeous bodies, I craned my neck downward and underneath me to watch Alex working on my cock. 

I'd never experienced this feeling before, I'd had girls do similar things but never with the fluidness and pressure of how Alex did it. Her tongue ran tightly around the edge of my head, rubbing against the sensitive edge of it, while she sucked it into her mouth with incredible pressure, meanwhile her strokes of my shaft were firm and long.

She then let down the other foot so it extended straight out still, but now it was lower than my torso and to the left a bit. Amanda hadn't even started to fuck me yet.

Amanda had moved her dildo to the edge of my asshole and I felt some lube squeezed over my already well lubricated hole. 

Amanda then started to push the dildo against my asshole as she held my hips firm. "Relax your asshole bitch." she ordered and I tried to. She started to push against my asshole with her dildo but the large head wasn't going anywhere, even though my ass was relaxed, it simply couldn't stretch that much.

Now the girls were attempting to turn what took me several sessions of hours into a few minutes. As Alex continued to torture my sensitive cock, either violently jerking it, pulling or pushing to stretch the skin painfully or running her teeth against it, causing me to squirm and make myself shake, just basically making me almost piss myself in fear of what she was going to do with it.

Amanda then held the cock against my asshole and again I felt more lube going on it. This wouldn't help, both my asshole and the dildo were already dripping with the stuff. I could feel it running down my leg.

Amanda then grabbed the base of the greasy cock with one hand for extra support and wrapped the other around my lowered left thigh. She pressed the cock against my asshole and I focused on relaxing, knowing this was going to hurt and going to happen so I wanted to get it over with, and each time I'd stretched my asshole to new distances, each time that dildo finally slid in it almost overwhelmed my body with intense pleasure sensations. My dick would go hard and twitch, my hips would buck, my ass just radiated sexual pleasure when I did this to myself.

"OK" she positioned the dildo against my asshole, firmly but not yet pushing. "1....2....3!"

The intensity from everyone seemed to go up as groans of effort filled the air, my head was now pushed up tight against Alex's stomach as the dildo pushed hard against my ass. I wish I could see Amanda, see her locked in intense effort, she was so close! I felt like I could just open a bit more...

Alex then held one cum soaked cheek in her hand as she firmly slapped the other. She then headed down underneath me again and resumed working on my dick, which had recovered from before and wasn't nearly as sore. I was already eager for Amanda to give me a good, hard fucking on my swing.

Amanda, meanwhile, had gotten off my back, and was enjoying all 9 inches of that dildo shoved into my ass and was only wiggling it around some, really letting me feel and adjust to the full size of the beast, the initial stretching pain was slowly dying down.

As Alex started jerking/sucking me off, Amanda began to fuck me. She lightly held the tops of my thighs but it wasn't nearly enough to stop the rocking I was doing as she fucked me, quickly slamming the dildo in and out, her thighs propelling me forward at the end of every thrust as she drove the cock into me as deep as it would go, making me cum nonstop. I never knew I would enjoy something like this.