The Evolution Of Cassandra - S01 E46

Story 1 month ago

The Evolution Of Cassandra - S01 E46

Read Story: SEASON 1 EPISODE 46

The continuing adventures of Cassie, the insatiable cum slut.

Cassie

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I’d just spent more than two weeks at Mary’s house while her parents were away. Those sixteen days had been utterly amazing. Mary and I spent the time drunk, high, and fucking like crazy. We’d gotten more and more depraved over time and even started involving the random guys who delivered our meals. I really never wanted it to end.

I’d been texting with Daniel, or as he’d been introduced by his fellow frat boys, Big D. We’d been texting since I’d met a bunch of them while camping and I’d fucked all fourteen of them, more than once. I’d learned two things since then: he and his friends weren’t the whole frat, they were just the rising seniors, about a quarter of the whole fraternity, and that they all hoped I’d come visit them. Uh, yes, please.

I asked him to introduce me to his frat brothers because I was hoping they could all entertain me for the entire weekend. He convinced me to take the train down to Richmond, VA on Thursday. He was hoping he could spend the day, and night, with me before, well, before they all fucked me senseless.

I flirted with him a little, but made my intentions very clear: his dick was absolutely massive and I wanted it back in my ass, and back in my throat. He asked about fucking my pussy but I warned him I was worried it wouldn’t fit.

We talked a lot, about ninety percent of it was sexual or at least flirtatious. He’d asked me to send naked photos of myself, but Katie had forbidden it. The most he got was photos of my face, me in my underwear, and a series of photos of me swallowing Mary’s fourteen inch dildo.

We also talked about what kinds of things I’d like to have ready for me when I was there and if anything was off limits. I told him he and his friends could do just about anything they wanted with me. I also told him I expected to be fucked nonstop from when we started Friday afternoon until, at least, Sunday morning. I ordered a return ticket for Monday afternoon.

My parents were away for another couple weeks. Katie and I were going to go shopping for some new outfits.

Our parents left early the next morning. They’d barely closed the door when Katie made me strip out of my clothes and handed me some brownies to eat. I ate them, standing naked in the kitchen and washed them down with a big glass of milk. Then she brought me upstairs.

Katie locked the collar in place. She knew I’d be away Thursday afternoon until Monday evening, I wondered if I’d just be wearing it until I left or until I got back. She put my old friend, the saddle, on my desk chair and equipped it with the double dildo. She pulled the plug out of my ass and ordered me to sit. Once I’d impaled myself on both dildos, she tied my ankles, wrists, and neck to the chair.

I liked where this was going, but Katie surprised me. She put the saddle on the lowest vibrational setting. Everything buzzed deliciously inside me but I could tell this would only rev my engines, it wouldn’t make me cum. I started to complain, but Katie left the room.

She came back maybe a minute later with a blindfold and something I didn’t recognize, it looked like a ring. A really wide ring with straps. She had me open my mouth and pushed the ring in. It stretched my lips open wide and I could tell it covered my teeth. I felt her buckle the gag closed behind my head. Then she pushed a small dildo through the ring and into my mouth. It filled my mouth fairly well but fell short of reaching the back of my throat.

I felt a pinch on my left nipple as she attached a small clamp on a chain. On the other end of the chain was a ring, two other chains with clamps were also connected to the ring. She connected the second clamp to my right nipple. I flinched, and yelped into the dildo, as she attached the third clamp directly onto my clit. Then she put the blindfold on me.

“I’ve got things to do, I’ll check on you in a few hours.”

She left me like that, I never heard the door close.

I was in agony. Well, the agony of extreme sexual frustration. The brownies started kicking in after maybe twenty minutes. Over the next half hour, everything felt fuzzy, sensation started echoing through me, and everything started to spin. The entire time, the saddle buzzed the dildos inside me. I desperately wanted to cum, it was all I could think about, but I knew the current level of vibrations would never get me there.

My eyes were blindfolded but I could feel the world spin. The feeling got stronger and stronger as time marched on. I lost track of time, which wasn’t really surprising since every minute felt like it lasted forever but passed in a second. I squirmed in place as I grew more and more turned on and more and more frustrated. Drool dripped from the opening between the dildo and the ring gag.

An eternity later, I heard movement. I felt someone pull the toy out of my mouth. They replaced it with a dick.

Out of my mind horny, I sucked on the mystery dick. It moved in and out of my mouth, but didn’t reach my throat when I felt my face press against his body. The owner of the mystery dick fucked my face for maybe ten minutes before he came in my mouth. I did my best to swallow but the ring gag kept my mouth open, I felt some cum spatter onto my breasts.

“Cuh uh cung, ease?” I asked through the gag.

I heard Katie’s voice, “Maybe later, if you’re good.”

A second mystery dick pushed into my mouth. This one was longer, it fucked in and out of my mouth and throat. I moaned into his dick and sucked as much as I could. I lost track of time but, eventually, he pushed his dick as deep into my throat as he could and I felt cum flowing down it. I was disappointed I hadn’t gotten a taste.

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