The Evolution Of Cassandra - S01 E10

Story 2 months ago

The Evolution Of Cassandra - S01 E10

Read Story: SEASON 1 EPISODE 10

Matt froze when the door opened, a deer in headlights. In response, Katie pulled the dildo out most of the way and slammed it back inside him completely. “Don’t stop unless I tell you to, Bitch!”

She pulled out most of the way and slammed it back inside him again to make her point. Matt had a thoroughly pleased look on his face, and he blushed like crazy when he realized I recognized the look.

“Cassie, let me properly introduce my boyfriend, Matt. Or, as we call him when he’s collared, Bitch. Bitch, be a good little fucktoy and eat out my little sister while I ream you.”

To his credit, Matt only looked uncertain for about a second and a half, then obediently replied “Yes, princess.”

“Good boy!” commended Katie as she pulled the dildo all the way out of his ass and slammed it back inside in a single, savage motion.

I sat on the floor, positioning myself in front of Matt, spread my legs eagerly, and scooched toward him. He went from being on all fours to being on his knees with face pressed against my crotch. His left arm wrapped halfway around my waist for support. He licked his way up from the bottom of my slit to my clit. The fingers in his right hand slowly spread my lips as he worked a finger into me.

OH. Oh my God. Fingers and tongue were a whole new realm of pleasure, especially while sitting on the butt plug.

I could get used to this. I’d need to either convince Katie to share Matt more often or find a boytoy of my own. Mind you, that was just a background thought. Most of my attention was focused on the pleasure that was going to cause my fourth-ever orgasm.

Matt kept eating me out while Katie kept fucking his ass with her dildo. His face jerked forward and back as she fucked him more and more savagely.

After about a minute or two of pleasure. Matt’s face steadied as Katie pulled out and stood up.

“Keep going, Bitch. I’m going to give you an upgrade.”

She slid a large storage box out from under her bed. She riffled through it quickly and came back with another bottle of lube and an even larger dildo, this one was lime green.

“Christ, Katie, how big is that?”

“Oh, the first one was seven long by two and a half wide. This one is eight long by three wide. It took a while to work him up to this. Ready, Bitch?” She partially undid the harness, removed the large dildo, and replaced it with the larger dildo.

I couldn’t imagine fitting something that large inside me. But I ached to find out what it was like.

Matt moaned in acknowledgement. Katie lubed up the green dildo placed the tip against Matt’s asshole, and slowly slid it into him.

Matt moaned into my pussy as Katie penetrated him. She was slowly stretching him further.

Watching her slide that monstrosity into her fucktoy was too much for me and I came.

In terms of intensity, it wasn’t anything compared to the three I’d experienced before. Instead of screaming, I moaned. Instead of an endless ocean of release, it was a flash flood of pleasure and release that came and went in a handful of seconds and left me even hornier. I pushed Matt’s head tighter against my pussy. He moaned as Katie worked him deeper.

We were like that for what had to have been twenty minutes. I kept having mini orgasms every minute or so instead of just working my way up to a massive one. But the pressure kept building, the mini orgasms didn’t relieve the pressure that was building, they just…added extra pleasure to my situation. I could feel a massive orgasm building the entire time, I ached for release.

Meanwhile, Katie slowly worked the larger dildo in and out of Matt’s ass. After a couple minutes, he could apparently handle it like the earlier one and she started thrusting it in and out faster and faster. She started talking to him, faster and faster. “Yes, fuck, take my fake-dick up your little Bitch ass. Fuck, you’re so good, Bitch. You’re getting me close.”

I looked at her, perplexed. How the hell was she getting off using a dildo on him?

Katie noticed my look and replied, “Clit stim vibe in the harness, presses into me as I press into him. Fuck, yes, good boy. Yes, take it! Take it!”

Katie shouted that last part at him and pulled the leash tighter, burying the massive dildo entirely into Matt’s ass. She came with a moaning kind of whimper. “Mmmrrrmmmrrmmm fuuuuuuuckkkkk,” and collapsed into and on top of him, driving his face against my pussy, his mouth and nose now buried in it.

Matt tried to moan something, but it was impossible to tell what it was. Between the vibrations of his moaning against my crotch and the realization that Katie was pulling the leash tighter and clearly choking him, I was pushed over the edge into a massive orgasm.

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