CHAPTER TEN #2
But this thing required truly heroic amounts of lube, if I was going to get it inside me even a little bit.
I squeezed the bottle over the top, straight down, drizzling it all over, until there wasn’t much to finish with my hands.
Then, holding onto the railing and whimpering with fear, I got on my knees.
Once I was on all fours, it wasn’t so bad. Sure, I could still see straight down to my certain doom below, but in an emergency, I could flatten like a pancake and hopefully not tumble over.
I glanced back at Matt, still watching with amusement from the top of the stairs, took a deep breath, and got into position.
If I was supposed to be imagining a centaur, then I assumed hands-and-knees would be the default.
I reached between my legs and took the huge silicone cock in my hand.
It was surprisingly bendy, which helped me angle it right.
I had to push with considerable force to get even the tip in; my bone-deep terror had tensed my entire body up. My pussy was basically locked.
What would a centaur do? I thought. With a deep breath, I sat back, forcing the whole, huge, weirdly shaped head of the thing inside me with an “Ah!” of shock.
I rose up a little and sat again, scooting back on my knees to take more of the ridiculous thing inside.
Between the size of the dildo and being separated from the yawning void of mortality by a single pane of glass, this task was more difficult than Matt probably intended.
I smirked to myself at the thought of him scrolling through option after demented option on some specialty toy site, using his devious nerd brain to come up with ridiculous scenarios.
I was sure he got plenty of enjoyment out of that.
And, frankly, out of watching me do this. He still sat on the bench at the top of the stairs, but he had a clear, if distant view of me.
I gave one more experimental scooch backward and hit my limit. There was easily a foot of the thing that I hadn’t inserted. There were clearly far, far braver people in the world than I.
I turned on the vibrator, highly doubting that even it would help me let go of my terror long enough to forget the looming potential drop, but once I closed my eyes and pressed it against my clit, I relaxed some.
I rocked back and forth on my knees, getting a little motion out of the dildo, and it felt shockingly good.
The ridge of the calla lily head felt amazing rubbing on my g-spot.
I rode the toy in quickening, shallow jerks of my pelvis to maximize that delicious contact while the wand pulsed and buzzed me toward a speedy climax.
A strong one, too. I let out a shout as my muscles seized and trembled and the electric fire of release swept through me.
If I weren’t so damn scared, I would have fallen flat on the floor to recover.
Instead, I wiped my lubed hand off on my thigh as best as I could, reached for the handrail, and pulled myself up on weak legs. The dildo slid from me with a pop.
I pulled another card. Pink. It was the next square.
I looked down at the length of staircase still to go, a winding path of perversion. This could take hours.
My dragon cleared his throat. “What color?”
“Pink,” I said, not looking back, because annoyance was probably punishable.
There was a butterfly-shaped wearable vibrator on the pink square.
I picked up the accompanying card. You have stumbled into a meadow of horny butterflies.
They feed off orgasms. This one will follow you for the duration of the game.
It is to remain on and in contact with your clitoris at all times.
I sighed and stepped into the straps, sliding them up and tucking the vibe between my labia. I’d used one of these before. They weren’t intensely powerful, but they did feel very nice. There were no controls on this one, which meant—
It buzzed to life against my already stimulated clit, and I jolted. When I turned back to Matt, he was holding up a remote, shaking it and grinning.
I took another card. This time, there were two colored squares on it. “This means I skip the next one and go on to the second one, right?” I clarified.
“That’s right. I’m moving down a level, so I have a better view,” he said, and went to the elevator.
I checked out the toys on the squares that I passed, because I had no doubt that my dragon was going to want to watch me use them at some point in the future.
He had to have done all of this shopping one-handed.
To get to my square, I had to make the treacherous u-shaped turn that hung suspended near the windows. This was easily the scariest part—so far. My fingers on the handrail trembled so hard, I worried the whole structure might shake apart.
But perhaps more daunting was the space I headed to.
First of all, I had no idea anyone even made sex toys the size and shape of the ones waiting for me.
Okay, I did know, but I didn’t imagine they’d be something Matt would ever buy.
Like the centaur dick, these were suction cupped to the floor, and about the same ridiculous length, but rigid, standing straight up to my knees.
And they were tentacles, tapered from points the shape of the head of a dick, but which grew toward the floor and a base as wide as a one liter of soda.
Second: how the fuck was I supposed to fit them inside me? Surely, not all of them, and not at the same time? It was physically impossible.
I picked up the card and read. Uh-oh! You strayed too close to the Licorice Loch. The tentacle monster has you in its grip—that is, you have him in your grip. Fuck both tentacles and roll the die to determine how many orgasms you’ll have before you move on.
I looked down and breathed a sigh of relief when the die provided was a single six-sided one and not one of his weird role-playing ones. I rolled a three. Could have been worse.
As I eyed the toys and tried to figure out a plan of attack, the butterfly vibe jolted; a short buzz, but it was not subtle. I squeaked in surprise and my knees buckled; I threw a hand out to the railing.
And that gave me an idea. There was no way I was going to be able to work these at the angle I’d manage with the centaur one. plus, they weren’t quite as bendy. But if I used the railing for support…
I grabbed the bottle of lube from the floor and full-on emptied it. Someone on the housecleaning staff was going to end up potentially paralyzed, if I didn’t leave a note. But I would be left injured, myself, if I wasn’t liberal with my application of the stuff.
Matt stood at the bottom of the stairs.
“What’s the point of this, if you can’t even see me from there?” I demanded.
He said nothing but held up a small pair of opera glasses.
Nerd. I lived with an entire nerd.
“Come on. The faster you complete the challenges, the faster you get off the stairs,” he reminded me.
I took a deep breath and straddled the two tentacles, a hand on the railing on each side of me and slowly lowered myself.
My crouch didn’t feel like a particularly sexy pose, and I had to let go of one side to position the dildos, but somehow, I managed to push the tip of one into my cunt. The other…
I wasn’t exactly prepared for anal. That left me one other choice. But it was too filthy, too extreme to even imagine.
Wasn’t it?
The vibrator jolted again. This time, it didn’t turn off.
“You can’t count orgasms you have before you’ve got them both inside you,” Matt warned. “Too bad you didn’t land on one of the squares with a butt plug. You could have at least warmed up.”
“I’m not putting it in my butt,” I called back.
“You have to do both at once. It’s in the rules. Unless you want to beg for mercy?” he taunted.
“I never said I wasn’t going to take them both at once.”
The look of dawning comprehension on his face ratcheted my libido through the roof. Yes, this was filthy. Yes, it was extreme. But I’d caught my dragon by surprise.
I popped the head of the second dildo in and slowly lowered myself onto them.
At first, it wasn’t so bad. The tips of the toys were slender, so it wasn’t any different than a particularly big dildo.
But the lower I went, the wider they got.
The texture of the suction cups teased every inch of my pussy as they slid in, aided by gravity.
My cunt stretched and stretched, until I took more in than I would have thought possible.
When it became uncomfortable, I started to rise, my thighs trembling with effort, and the toys rolled against each other, moving independently.
The vibrator was still going and coupled with the odd sensation of the slippery silicone in my cunt and the wide stretch, I came before I even got to the tips of them again.
Matt made his way down the stairs slowly, opera glasses abandoned.
He reached the step in front of me and watched, lips parted, as I worked myself up and down the ridiculous cocks, crying out and struggling to keep my balance as the vibrator worked.
This time, I went down a little farther, stretching myself a little more.
I didn’t mind the sting at my opening. What I was doing was so dirty, so unbelievably obscene that I reveled in every sensation of it.
When Matt took his cock out, I moaned at the sight. He braced himself on the rail, as well, pounding his cock through his fist as he watched me. “We’re going to do this, you know,” he growled. “I’m going to find another man to fuck us, and he and I are going to fill that cunt up at the same time.”
“I’m—” I came too hard to finish the sentence. Spots danced in front of my eyes when I opened them and I truly worried that I might slip and impale myself.
“I can’t wait to feel it,” he groaned. “His cock on mine while we fuck you together. I can’t wait to feel our cum filling you up.”
I didn’t want to stop at three orgasms, but the second had almost made me pass out.
When the third hit me, I screamed and fell to my knees, one of the tentacles popping free to slap against my ass.
I kept fucking myself on the one that remained, thrusting back and forth, aided by the slick floor.
Matt towered over me on the next step, his breath exploding from him in sharp exclamations.
I opened my mouth and gazed up into his eyes.
“Fuck.” He threw his head back and hot cum splashed over my face and hair.
I licked it from my lips, smeared it into my skin, sucked it from my fingers and rammed myself so far back on the dildo that I was sure I probably caused serious damage to myself, but I didn’t care.
When I came a fourth time, I collapsed forward and screamed, “Mercy!”
He shut off the vibrator immediately, leaning heavily on his cane. “Give me your hand.”
I shook my head and crawled forward, the tentacle slithering from my body on a wash of lube and my own juices. “You look like you’re going to pass out. Get yourself back up the stairs. I can make it.”
Probably not on my feet, which were covered in lube now. It reminded me a little of the orgy at Ascend Red, where I required aid in walking out.
Matt seemed torn between helping me and his knowledge that he probably couldn’t. I hated that for him. So, I locked eyes with him and said, “You can watch me crawl.”
With a lopsided smile, he wagged a finger at me. “That’s my naughty princess.”
“And that,” I said, crawling along behind him, “was a very nice game. But I’m still afraid of your fucking stairs.”