This is the story of Cassie, as she grows from novice to full-blown cum slut. Part 9
I woke up in exactly the same position I’d been when I fell asleep. I’d slept like a rock on top of my comforter.
I took stock of myself.
My head still felt a little bit spinny. I wondered if I was still a little high or just imagining it.
My arms and legs were sore. My skin was sticky from the remnants of the dried beer, at least, the parts that weren’t covered in dried cum.
My pillow, my hair really, smelled like beer. Which wasn’t really surprising considering the beer shower I’d had with the frat boys. My comforter was had dried cum on it, particularly where Matt’s cum had drained from my pussy after that last fuck. Shit, I was going to need to do laundry before my parents got back.
I thought about getting more sleep but I was absolutely ravenously hungry.
I shambled downstairs and felt the massive toy in my ass pressing on my insides. I was surprised by how horny I was feeling given how much I’d gotten fucked all weekend, particularly the day before.
As I came downstairs, I saw Katie and Matt were in the living room. From their positioning, she was about to peg him again.
She looked at me. “Oh, you’re finally awake. You slept for a day and a half. Come over here and suck Matt’s dick while I peg him.”
I froze. I slept for a day and a half?!? Well, that explained why I was so horny…and hungry.
I protested, asking to eat breakfast first, but Katie told me that cereal would be the second course.
I realized I was still wearing the collar she’d put on me…four, no, five days before. Technically, I was still supposed to follow any commands she gave me while I wore it. Practically, I’d do the same with or without the collar.
I walked over and Katie gestured towards the coffee table. That again? I lay down on it face up with my head dangling over the side. I opened my mouth beckoningly.
Matt’s dick slid into my mouth and, to my surprise, Katie had him lean over and start licking my pussy. Then again, my pussy was caked in dried cum, some of it Matt’s, and Katie loved making him lick up cum.
I watched from between Matt’s legs as Katie’s strap-on slid into his ass.
Katie pegged Matt savagely, forcing his dick in and out of my mouth and throat while Matt licked my pussy clean. It was a slow build, taking maybe ten minutes for me to cum.
When I did, it was a massive climax and I screamed into Matt’s dick, my whole body spasming, my throat clamping down on his dick. He’d been grunting and moaning the entire time and this pushed him over the edge. I felt cum fill my mouth and more go directly into my throat, his dick kept pistoning in and out of my mouth since Katie was still pegging him relentlessly. I swallowed everything, an accomplishment since they were thrusting so hard.
Katie didn’t stop. Taking her lead, Matt kept licking my pussy. I just lay there, as his dick slowly softened in my mouth, and kept sucking. Matt started to shake, the sensations overwhelming him. He started to whimper into my cunt. Katie eventually stopped and Matt fell off me and onto the floor.
I just lay there, frustrated since I’d been getting close to a second orgasm.
Katie must have picked up that. “Sorry, Cassie, he’ll be too exhausted to help you any more. I’m sure you can take care of yourself after breakfast.”
I debated just laying on the table for a while longer and playing with myself until I finished again. But the cum had been one hell of an appetizer and my stomach’s demands were overriding my pussy’s.
I poured myself a bowl of cereal, and then a second. Katie joined me at the table and started questioning me about the weekend. I told her everything and she started rubbing herself.
“You got fucked good, huh? How’d you like getting stoned?”
I thought about it for a bit. “The only part I was iffy about was walking through the woods in the dark.”
She glowered a bit. “Yeah, that was a bit too much on his part. I’m glad you’re okay.”
“Thanks, it all worked out in the end. And the frat boys more than made up for it.”
She paused for a second, “And good job handling creepy guy.”
I thanked her again. “Can I go get cleaned up? I need to wash my comforter and pillowcase. Also, what about the collar, when does that come off?”
Katie gave me a level look. “You love the collar, I can tell.”
I blushed, “I do, but it’s starting the chafe.”
She sighed. “Fine, you earned a rest anyway. Go wash up and I’ll get the key after.”
I showered. Twice. The dried cum and beer residue washed away pretty quickly. But I had to shampoo my hair like crazy to get the beer smell out.
I let my wet hair hang limp, clinging to my shoulders while I toweled my body dry. Katie came into my room and unlocked the tiny padlock keeping the collar secure. Then she told me to bend over.
I looked at her vaguely surprised. “We should give your ass rest too. C’mon.”
I grumbled a little, I liked the tail plug. It made me feel full and stretched my ass delightfully.
I bent over obediently and she pulled the eight inch toy from my ass. I moaned while she pulled it out, and sighed disappointedly when it was gone.
“Christ, you really like that thing, don’t you?”
I explained why and she smirked. “Give it a rest for a couple days. Everything in moderation.”
While I had her there, I had one other thing to ask. Something I’d wondered about in the shower.
“By the way, can you help me get pot? I definitely want to get stoned and fucked again.”
Katie looked at me, smiling. “Well, Matt gets it for us. He always pays for my share. You’ll need to pay for your share.” She paused and gave me a look. “You’re not allowed to try to give me favors for pot.” She paused. “I could ask him to put you in touch with his guy, but you probably shouldn’t make a habit of fucking for pot.”
She left my room and I finally gave in to the frustration from early and got myself off.
Then I stripped my bed and took everything to the laundry room. The comforter went first. I worried I’d forget to move it into the drier.
I remembered I could set a timer on my phone. Then I realized my phone was on my nightstand and it’d been off since Wednesday when Mary came over. (These days phones have a million apps you can install. Back in ‘05, they came with a few pre-installed apps and you couldn’t usually add new ones. Also, back then everyone didn’t leave their phones on constantly, people actually turned them off; I always thought that was ironic since phones back then stayed charged for days and days instead of hours.)
I rushed upstairs and turned my phone on. I had a LOT of missed messages. Most of them were from Mary, she had tried checking in a bunch of times. The second to last message was her letting me know that Katie had told her I was okay but sleeping.
There was also a message from the president of the frat boys, Big D. It turned out his real name was Daniel. Apparently I’d made quite the impression on him and his fellow fraternity brothers.
I flirted with him a bit. His dick was truly massive and I wanted it inside me again. I told him we could coordinate and find a weekend for me to visit.
I set the timer on my phone and plopped down on the couch with a book. I was still horny, but I decided to give myself some rest.
It was Tuesday and my parents weren’t due back until Thursday night.
I spent most of the next two days sitting on the couch reading and watching TV. I’d play with myself occasionally when the mood struck.Aside from that, and being naked the whole time, the only thing sexual I got up to was letting Matt cum in my mouth when Katie asked. She must have been able to tell I was worn out because she made him jerk himself off and I only had to suck and swallow right at the end.
********
My parents came back Thursday night. By then my bed was clean and I was clothed. They couldn’t tell I had a smaller plug back in my ass as I continued playing the part of the quiet, shut-in bookreader. It wasn’t hard, up until a few weeks again, that’d been my entire life.
Mary came back Friday morning. I let her sleep away the afternoon and came over that evening for a sleepover.
We went to her room and she kissed me passionately. We made our way to her bed, ripping clothing off each other. Literally, my shirt tore a little as it came off. I thought about getting even, but decided to save that for later.
She smiled wickedly at me. “I got us something. Well, two things.”
She reached into the suitcase next to her bed and pulled out a toy I’d never seen before. One end looked like a regular dildo, but then it had a curved/flat bit leading down and another part sticking out in the other direction.
I cocked my head, unsure. “It’s a strapless strap on,” she clarified. “One of us puts it on like…this,” she inserted the smaller part, “And then we can fuck the other and both cum.”
“Oh, I almost forgot.” She reached down and pushed a button on the flat part, it started humming in vibration.
She kissed me again and pressed me onto the bed. She lined the toy up and slid it into me.
I moaned into her mouth and she started fucking me like a boy. Actually, it was better than how I’d ever been fucked by a boy for two reasons. One, she was vibrating. Two, she was kissing me.
And oh, yeah. Three, because she was Mary.
We fucked like that and I felt an orgasm build rapidly. I was getting close to the point of no return when Mary stopped, apparently aware of what was about to happen.
She pulled out of me and I groaned in frustration. She winked and reached down into her suitcase, pulling out something absolutely massive. It dildo, more than a foot long and with a head on each end. I stared at it, drooling.
“When I got this, my first thought was we could use it together. But I came up with a second way to use it, my little screamer.”
She climbed back on top of me and slid the strap-on back inside me. She pressed one tip of the double-ended dildo to my lips and I started sucking it while she resumed fucking me.
I started getting close to climaxing again and, from her breathing, I could tell Mary was too.
We came together and Mary shoved the incredibly long toy further into my mouth, stifling my scream just before I escaped my mouth. I grabbed the toy from her hand and shoved it even further into my throat.
The sensation made me cum even harder. I bucked and thrashed and Mary’s body tensed.
We lay there with Mary on top of me, enjoying ourselves. The dildo in my throat cut off my air but I managed to pull it back out before I blacked out. I gasped in breath.
Mary looked at me in wonderment. “Why’d you push it that deep? I know you don’t gag on anything, but doesn’t it hurt?”
I smiled mischievously at her. “I think it feels amazing. I like having a dick deep in my throat. I like getting choked. I like my air getting cut off.” I paused, then decided to reveal the last, most extreme part. “I like passing out from it.”
She just looked at me, nonplussed. “I mean, I was there when Matt made you black out, but I figured that was a fluke. It sounds like you’ve had it happen more than once.”
I told her about the previous weekend, especially when I was choked, choked unconscious, and when Daniel bounced me, upside down, with my throat around on his dick until I blacked out as he came.
Mary stared at me, not judging. She just looked at me for a while. Evidently making up her mind, she said, “Well, if that’s what you like, let’s try it.”
She started fucking me even harder than before. She grabbed the double-ended dildo at one end and shoved the rest down my throat. She pulled it out and did it again and again and again. She fucked me like that for another five minutes. When we came again, she shoved it so far down my throat that I could see only three or four inches were left sticking out of my mouth and left it there while I thrashed and convulsed, my body shaking uncontrollably.
She kept fucking me and our mutual orgasms built and built. I was still coming and could still feel her strap-on fucking me as the world faded to black.
I woke up a few minutes later with Mary cradling my head against her wonderful chest.
She just held me there for a bit as I recovered. There was endless compassion in her eyes and lust on her face.
I kissed her. While we made out, I equipped her strapless strap-on. I rolled her onto her back and fucked her with it while me made out. We came and I moaned loudly into her mouth but we never stopped fucking or kissing. We came again like that, and then a third time.
We exhausted ourselves and I rolled off her. We cuddled together. I barely managed to turn off the new toy and pull it from me before we drifted off to sleep.
******
We woke up early, showered, dressed, and headed downstairs for breakfast. The plan was to lay by the pool most of the day with frequent trips to Mary’s room to get each other off.
Unfortunately, Mary’s mom came up to her while we were eating and gave her bad news. Apparently, her grandmother had taken ill and her parents were headed to Maine for a couple weeks to help. They were to find a babysitter who could watch her for a few weeks.
I told her that Mary could stay with me. Her mom thanked me but let me know that she didn’t want to impose that much on my family. Mary asked if she could stay home alone and her mom told her that she didn’t want her on her own. I piped up and offered to stay here with Mary so she wouldn’t be alone.
My reputation for being quiet and meek paid off, mostly. Mary’s mom agreed, provided my parents did, but said she’d need someone to check in on us every day. She went to go check with my parents and then find a periodic babysitter while I texted Katie.
I let her know that Katie, who was turning eighteen in two months, had offered to be our responsible adult on the condition she could use the pool while she was over. Mary’s mom was desperate and agreed readily.
Amazing. I had Mary to myself for two weeks. I’d have been worried she’d be upset but she barely knew her grandparents. I looked at Mary once her mom was out of the room and winked at her. She smiled back at me.
Katie showed up half an hour later and Mary’s mom thanked her profusely. I watched her hand Katie what looked to be a handful of hundred dollar bills.
She turned to me and Mary. “I left money on the counter for food. Behave and listen to Katie. Love you!”
She and her husband picked up their suitcases and left through the garage. I heard the garage door open and then close and they were gone.
Katie looked at the two of us with an evil smile on her face. “You heard her, you’re going to listen to me.”
Oh boy. What did we sign up for?
*********
Half an hour later, Mary and I were laying on chairs poolside and naked.
That’d been Katie’s only decree, we weren’t allowed to wear clothes.
As obligations went, it was barely one. Mary and I were going to be naked regardless.
We weren’t worried about neighbors noticing us, Mary’s house was on a huge plot of land and there was privacy fencing and/or huge trees and bushes along the perimeter.
Honestly? All Katie’s order did was save me the time of convincing Mary to go skinny dipping with me. Which we were planning to do as soon as we finished digesting what we’d eaten.
Speaking of eating…
I got off the deckchair and walked over to Mary. She was laying with her eyes closed, utterly relaxed.
I stared at her for a while, admiring her gorgeous figure. Then I carefully knelt over without disturbing her and licked her pussy.
She gasped, her eyes opening wide. I repositioned so I was between her legs and ate her out.
I ate her out until she came. Then she got up and I lay back, assuming it was my turn.
Instead, she walked behind the chair and I yelped as she lowered its back and I was suddenly completely horizontal. She crawled over me until my pussy was even with my mouth and vice versa.
We held our sixty-nine position and lost ourselves in each other.
*********
It was maybe an hour later, Mary and I were laying down, sharing the chair. Our arms were wrapped around each other while we kissed. It was a moment of pure bliss.
Katie’s voice broke our reverie. “How sweet. Get over here, girls. I brought presents.”
We shared a slightly worried look but extricated ourselves from the chair and walked over to Katie. She was standing there, clothed, with a cardboard box in her arms.
She opened the box to reveal an assortment of toys. “Matt’s bringing in the rest of the goodies.”
I was grateful to Katie, I really was. If it wasn’t for her, Mary and I wouldn’t be having these two weeks together. But I really wanted to just be alone with Mary. Having Matt there would only complicate things.
Katie read me like a book. “Matt’s just here to bring stuff for all of us to enjoy…and to service me. Don’t worry about him.” She paused. “Unless the two of you feel inclined to help him cum when he’s earned a reward.”
Matt walked in, also clothed, carrying a smaller box with a sealed food container on the top.
“Thanks, sweetie. Get the last of it from the car and join me by the pool.”
Matt put the box on one of the outdoor tables and headed back out.
Katie beckoned us over. Inside the box was, among other things, a mason jar of joints, a bag of what looked like caramels, and some lighters. The food container had brownies.
I looked at Katie. “Are those?”
“Oh yes,” she responded. “Joints and edibles. Help yourselves.”
With that, she stripped off her clothes, pulled a joint from the mason jar, picked up a lighter, and lay back on a deck chair, smoking.
Mary had never tried pot before. I grabbed a joint and a lighter. “Want to share? It’s pretty fun.”
I paused to give her a wicked look “And it makes sex even more amazing. Like seriously.”
We shared a chair and cuddled up with each other. I lit the joint and puffed on it a few times. We passed it back and forth. The world slowly grew fuzzy and I felt calm and relaxed.
Next to us, Katie had Matt eating her out while she smoked. After she came, she walked over to the cabana bar and made herself a drink.
She and Matt drank and smoked pot. Mary and I went swimming.
We found ourselves in the shallow end, making out. I pushed her down until she was sitting on the pool steps. I submerged my head and started eating her out. I held my breath for half a minute or so before I came up for breath. I went back under and kept licking her. I gasped in another breath and repeated the process until Mary came. She momentarily forgot I was underwater because her legs wrapped around my head. I kept licking, confident she’d pull me up in time.
She did, if barely. We both spent several minutes catching our breath before Mary dove underwater and made us even. My body shook violently as I came and my head fell below the water. My usual scream was drowned out, literally, as water flooded my mouth. Mary’s hand grabbed me by the hair and lifted my head out of the water. I coughed and sputtered. It was still amazing.
Katie and Matt only stayed for a few hours. They didn’t interact with us much, except twice when Katie asked us to reward Matt’s hard work getting her off. We did, both times. Mary and I sucked his dick together until he came on our faces and in our mouths. We licked each other clean, sharing his cum. The second time, Mary tried blowing him on her own. She did a passable job and he came in her mouth, mostly. Some of his cum dribbled out and ran down her face and onto her breasts and legs.
I kissed her and we swallowed his cum together. I licked the remaining cum off her face, then her breasts, then her legs. Once she was clean, I started eating her out again.
By the time I’d finished making her cum, we noticed Matt and Katie were gone. They’d left the boxes of stuff behind.
Mary had me start smoking another joint while she ate me out. I nearly swallowed it when I came. We shared the rest of it and went up to her room with Katie’s toys.
Feeling depraved, she put Katie’s double dildo on the strap-on harness. I stared at the double shafts and smiled, knowing what came next. She surprised me again. She fixed the longest, widest dildo to the headboard.
I picked up what she was getting at. I got on my hands and knees and took the tip of the dildo in my mouth. It was even bigger than Daniel’s. Mary pulled the plug from my ass and inserted the double strap-on into both of my holes. I moaned and shifted farther forward, taking more of the dildo in my mouth.
Mary fucked me like a mad woman. I was in heaven. She fucked me long and hard, the dildo in my mouth slowly doing deeper and deeper. My moaning was getting louder and I was close to cumming. Mary reached forward and slammed my head all the way down onto the dildo, half the ten inch toy was in my throat. Her hands left my head and I felt them around my throat. Her grip tightened as she kept slamming into me.
I came and came and came. My whole body shook. Mary kept fucking me and my orgasms kept going. She choked me harder and my vision went black. I felt my consciousness fading as the climax rocked through me.
I woke up to being eaten out. I was lying on my back. The dildo attached to the headboard hung above me. Mary’s tongue lapped at my pussy. I moaned appreciatively.
She stopped and crawled up next to me, her mouth met mine. “How’d I do? Did you like that?”
I confirmed it was absolutely amazing, probably the biggest I’d ever had.
I spent a while recovering. Then I fucked Mary with her strapless strap-on until she came twice. The orgasms she’d given me had been so good I felt guilty not being able to give her more.
Katie came back in the evening but without Matt. She ordered us pizza and made me answer the door naked. I was too high to be embarrassed as the delivery driver got an eyeful as I paid him. I winked at him, shook my ass, and shut the door in his face. Mary and I laughed.
Our fortnight together was absolutely amazing and grew more and more depraved. We spent the entire time drinking, smoking weed, fucking like crazy. When we weren’t fucking, we lay poolside, or went swimming, or watched TV. Honestly, we were so high the whole time the rest was only a montage. Highlights, really.
Mary and I fucked on and off every day. There was decidedly less pussy eating when I had my period, at least on Mary’s part. Katie came over every day, usually bringing Matt. When Katie requested it, we made him cum.
We changed what we did as the mood struck. Sometimes we jerked him off so he’d cum on one or both of us. Sometimes we blew him. I had him fuck my ass or pussy more than once, Mary always cleaned me out with her tongue. On the second day of my period, Mary worked up the courage to ask Katie to have Matt fuck her.
If you hadn’t figured it out yet, Katie is a control freak; she never gives something up for free when she can get something in return. She agreed on two conditions. Three, really.
First, was that Mary would owe Katie one favor. One favor free of questions or objections, something Mary could never say no to. Second, she’d have to let fuck her ass at some point when Katie decided. The third should be obvious, I had to clean her out afterward.
So, Matt did. I played with myself while Matt fucked my not-girlfriend. I was happy for Mary and definitely not jealous in the least. She moaned and came. Matt finished inside her and I had Mary sit on my face so I could lick the cum from her pussy.
We got food delivered almost every day. If the delivery driver was cute, we’d blow him. One time, I let him fuck my ass. We got more depraved with everything we did as the days went.
The days blurred together and before we knew it her parents came home. They never knew all the things we got away with.
I loved every minute of our time together and I was sad when it ended, but I had a visit with some frat boys coming up.