This is the story of Cassie, as she grows from novice to full-blown cum slut. Part 2.
I woke up thirsty.
By thirsty, I don’t mean modern slang for horny. I felt dehydrated, like I’d been out in the sun or working out for hours. There was a pressure in my eyes like they were bloodshot. My head hurt.
It was later than I’d expected, nearly 9am. I’d had the pizza and wine around 8pm, and it couldn’t have been past 9pm when Katie and I were done making Matt get me off. Between the exhaustion and the wine, I’d slept twelve hours.
I rolled out of bed. The plug Katie had inserted into my ass the night before was still firmly in place. The dildo she’d inserted into my pussy was mostly still inside me; some of it had started sliding out while I was asleep but my underwear kept about two thirds of it inside me.
Rolling out of bed caused them to press inside me in ways I hadn’t expected. Despite the tiny hangover, a slight moan escaped my lips. Getting off again instantly climbed my priority list. First I’d get some water, then get ready for the day, then spend an indeterminate amount of the day having orgasms until I decided to do something else.
I shuffled out of my bedroom, through the hallway, down the stairs, and into the kitchen. I got a glass from the cabinet and filled the glass with cold water from the pitcher we kept in the fridge.
Cold water was exactly what I needed, it was like drinking the first water ever. As I was finishing the fourth glass, I noticed my head hurt less and my eyes felt better. (Oh the power of youth, no one gets over a hangover like a teenager or someone in their early twenties.)
At this point, I was just about fully awake and I realized I was all but naked in the kitchen. It wasn’t really a concern, my parents wouldn’t be home for a couple more days and Katie wasn’t someone I needed to be embarrassed with anymore, but Katie’s boytoy, Matt, was probably still here and it wasn’t beyond expectations that she’d send him down to the kitchen again to bring her food.
An electric thrill went through me at the thought that I might get caught essentially naked, with toys in my ass and cunt. I did a little shimmying dance to add to the thrill of the possibility of getting caught, felt the toys press tantalizingly inside me, and headed upstairs to the bathroom.
I slid off my underwear and the dildo that had been inside my pussy all night slid out and onto the floor. I picked it up and noticed that it had picked up quite a few long hairs from a moment on the floor. I’d have to wash it before I used it again. Did toys need special soap? I’d have to ask Katie. I put the dildo in the shower.
The butt plug took a little more work. I hadn’t realized prior that they got narrower at the end before the base. I pulled it gently and felt my asshole expand and then slowly contract around the toy as I pulled it out. I’d need to clean that too. I put it in the shower next to the dildo.
I sat on the toilet and took care of that part of my usual routine. Once that was done, I turned on the shower and got in.
The hot water felt amazing on my body. I felt all the dried sweat get rinsed away. I applied shampoo to my hair and then started trying to detangle it. Between all the moving in my sleep and Katie’s hand pushing my head up and down the night before, there was a small rat’s nest in the back. It took a minute to get it sorted.
Once I was fresh and clean, I picked up the toys and started to clean them. I didn’t know what kind of soap to use, so I just used water and elbow grease. In a way, I guess I was giving a handjob to a butt plug and a dildo.
I was just getting ready to start playing with them again when the bathroom door opened. I watched Katie enter through the mostly-clear shower door. She looked at me, with a dildo in one hand and the butt plug in the other and said “Oh, perfect timing. Before you use up all the hot water, I was planning on giving Matt’s ass a thorough workout this morning. Want to watch?”
I paused, not yet used to this new dynamic with my older sister. “Just watch? I wouldn’t say no to him licking me again.”
Katie slid open the shower door slightly and handed me a small plastic bottle. “Tell you what, here’s more lube. Come into my room with that plug back in your ass and I’ll have him give your puss a full workup, fingers and tongue. No clothes.”
I blushed at the language but nodded. This was definitely a bit more awkward without the wine.
“Oh, the lube is water soluble, so you’ll need to be careful lubing it up while in the shower.”
Katie said right before she left the bathroom.
I lubed up my fingers and the plug away from the fall of the water. It had taken Katie a few minutes to stretch my hole the night before and I expected it to take the same now. But I guess having it inside me for twelve hours kept me loose. One and then two fingers slid inside me easily. So then I tried putting in the plug. It was a good six inches long and must have been two inches wide at its widest point. I poured more lube on the plug until it was dripping with the stuff then awkwardly lined it up with my hole and started sliding it into my ass. The tip went in and a wave or horniness flooded me at the depravity.
I slowly slid the rest of it in, feeling full and amazing.Then I stood back under the water and washed away all the excess lube. I turned off the water, wrapped myself in a towel, wrapped my hair in another towel, picked up the dildo, and walked into my room.
I placed the dildo on my nightstand, dried myself off, and hung up the towels. My hair was still wet and hung limply from my head. It stuck where it hit my shoulders and back.
I took a deep breath and left my bedroom completely naked. I took big, purposeful strides towards Katie’s room, the plug in my ass adding to my excitement and horniness.
I opened the door to Katie’s room and was treated to the sight of Matt and Katie. They were both naked. Matt was on his hands and knees. There was a thick dog collar around his neck, complete with leash. Katie was behind Matt, the end of the leash in one hand, the other gripped the side of his waist. She was wearing what looked like a harness around her hips and her pelvis was pressed up against Matt’s butt. The leash in her hand was taut, forcing Matt closer to her. As I watched, she moved her pelvis away from Matt and I saw the harness had a yellow dildo attached to it and it was going up Matt’s ass.
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.
When I came back to myself, I was laying on my back, twitching. Katie was laying on her bed and Matt was going down on her. I couldn’t tell if she finished quicker than usual or I’d been out of it for a while, but she finished less than a minute later.
“Okay, Matt, lay down on your back. You did such a good job as my little Bitch earlier that you deserve a reward.”
I watched Matt slide off his stomach and off the bed. I noticed that the green dildo Katie had been using to peg him earlier had been replaced by a butt plug. He stood up, helped Katie off the bed, and then laid down in her place. His dick was rock hard and pointed at the ceiling. I also noticed that there was some kind of rubber ring at its base.
Katie noticed my stare. “Cock ring,” she said simply. “It heightens his pleasure and makes it a LOT harder for him to cum.” She pointed towards his ass. “I stretched him out so well today and I didn’t want it to go to waste; I put my biggest butt plug up his ass. It’s pressing right against his prostate. Everything’s getting dialed to eleven. It’ll be an absolutely massive orgasm…when we remove the ring and decide to let him have it. Until then he’ll be so sensitive he won’t be able to tell pleasure from pain.”
She turned towards Matt. “Okay, Matt. Here’s your present for doing such a great job eating out Cassie and taking it up the ass like a champ. I’m going to teach Cassie how to suck cock properly. You won’t get to cum, but you’ll get to enjoy a mouth that no other guy has ever been inside.”
Matt started to say something, presumably in protest, but Katie shushed him and continued. “To be clear, you will get to cum, but not until after she’s gotten in her practice and you’ve given me a good fucking. Now lay back and enjoy.”
I guess I was getting volunteered to blow her boyfriend again? I knew she didn’t like to do it on principle since it made her feel subservient, and I suspected she got a thrill making someone else do it instead. Technically, she’d given very cursory instructions on how to suck dick the night before, but Matt didn’t know that.
Katie guided me onto the bed and I kneeled down between Matt’s spread legs.
“Okay, Cass, it’s time for you to learn how to suck dick properly.”
I just nodded at her, my right hand was already gently rubbing my clit.
She guided my right hand away from my pussy and on the base of Matt’s dick. “You can use your other hand to play with yourself.”
“Okay. The secret to giving a good blowjob is to also use your hand. And the secret to giving a good handjob is to also use your mouth. Now hold it firmly, yes, just like that. And start by licking the tip.” I wrapped my hand around the base of his dick, just above the cock ring. Then I leaned over and licked the tip of his dick.
Matt groaned in appreciation. “Good, now wrap your lips around his dick, no teeth, and bob your head. Excellent.” I followed her instructions, she guided my hand up and down with one hand, and guided my head up and down with the other.
I was enraptured. I sucked his dick eagerly. It felt amazing. It was hard and soft at the same time. Delicious precum leaked from the tip which I lapped up greedily with my tongue. We kept going like that for a subjective eternity that would have fit inside maybe ten minutes. Matt moaned the entire time, whimpering at how hypersensitive the ring had made him.
After ten minutes of progress, Katie decided on a change of tactics.
“Good, you’re a natural. A little more practice and you’ll be a pro. Now it’s time for you to learn how to deepthroat.”
That was all the warning she gave me before she forced my head farther down on his dick. I felt it go past and over my tongue and suddenly the tip of his dick was pressing against the back of my throat.
At this point, anyone else would have been gagging and maybe throwing up. The difference between me and everyone else was that I didn’t have a gag reflex or much sensitivity in the back of my throat. Long story short, when I was a very little kid, I drank out of a bottle under the kitchen sink, it burned on the way down and burned on the way back up. (My mother didn’t bother calling poison control, instead she made me throw up what I’d drunk and rushed me to the emergency room. They’d gotten mad at her and explained how some things were just as dangerous coming up as they were going down. Eventually we’d learned it caused some nerve damage in my throat. It hadn’t given me noticeable trouble swallowing, but it had literally burned away my gag reflex.)
On the up side, the dick pushing against the back of my throat didn’t make me gag. On the down side, I couldn’t breathe.
“Relax your throat and swallow, it’ll slide down and you’ll be fine.”
I screwed up my courage and tried to swallow. To my surprise, Matt’s dick slid the rest of the way in and my face was pressed directly into his crotch. Matt moaned in appreciation and his hips thrust a little, trying to get his dick even farther into my mouth. Katie held my head in place for about twenty seconds before pulling it up so I could draw in breath. She then forced my head back down and held it there again. Rinse and repeat, I lost track of how many times Matt’s dick slid into my throat but I was getting very light headed from holding my breath so much.
“Good girl. You’ll need to practice this, but later. It’s almost time for me to get a good fucking. First, keep sucking his dick for another minute while I get something ready.”
With that, she removed her hand from the back of my head. I pulled up until Matt’s dick came out of my mouth with an audible pop. I gasped for breath for a good thirty seconds before returning to lick the tip of his dick like a lollipop while I continued to catch my breath.
While I did that, Katie went into her closet and came out with a big wooden box. It was a bit rectangular, I think its narrowest side and height were both about two feet, its longer side was a bit longer than the other two.
I kept licking Matt’s dick while I watched Katie open the box. Inside was, I didn’t have proper words for it. It kind of looked like a saddle? It was maybe a foot and a half wide, two feet long, and had a half-circle ridge shaped upward that, at its highest point, was maybe a foot high.
I watched, fascinated, as Katie attached some kind of double dildo to the top of the ridge. Both were maybe seven inches long but couldn’t have been two inches wide. Two cables protruded from the base of the saddle. One had a simple electrical plug at the end, the other had some kind of dial.
She flipped the storage box upside down and put the saddle on top of it then slid the whole ensemble next to the bed and then plugged the saddle in.
“I haven’t used this in a while. It was pretty expensive but, if you like using it, you can borrow it indefinitely.” She told me as she put lube on both dildo attachments.
She guided me off the bed and over to the saddle. I was a bit apprehensive, but damn, it looked amazing. “Okay, take that plug out of your ass and then easy yourself onto these puppies.”
My ass was still loose from the plug’s occupation and my pussy was wet from playing with myself while blowing Matt. The dildos met almost zero resistance as they slid inside me but the saddle was at an awkward height if I was crouching. I carefully slid one leg from a crouching position and then did the same with the other. At my lowest, I was fully impaled by them.
I felt deliciously full with both dildos inside me. If I shifted my legs, I could slide maybe three inches upward. I was looking forward to riding this, even if I was going to need help extricating myself from the saddle when I was done.
Katie had Matt get up and took his place laying down on the bed. The second wire that came out of the saddle, the one with the dial, was draped up onto the bed. Katie clutched the dial in her hand.
“Okay, Matt, here’s the deal. You’re going to fuck me until I tell you to stop. As a reward, you’ll get to take that cock rick off and cum in Cassie’s mouth. That’s okay, right Cassie?”
I’d swallowed Matt’s cum ravenously the night before and I wanted more. I nodded, twice.
“Good. While he fucked me, you get to enjoy the saddle. Let’s get started.”
With that, she turned the dial slightly and the saddle started to vibrate.
OH. OH FUCK. This was dangerous. If Katie let me keep the saddle, I don’t think I’d ever do anything else.
Pressure and fire started building inside me, fast. In seconds, I’d had another mini orgasm. The vibrating dildos had me shuddering. I used my legs to lift myself up and down on the saddle and the dildos. From the height of the saddle and the box, I got three, maybe four inches of lift above the top of the saddle. It was hard lifting myself up that high and I fell back down with a jolt that went through my ass and pussy. Another mini orgasm ripped through me. I could feel more pressure building.
While I was being driven crazy on this saddle thing. Matt was obeying Katie’s instruction and was on top of her like he’d been the night before. He fucked her enthusiastically while I watched.
I rode the saddle for another minute before yet another mini orgasm pulsed through me. My legs were getting tired but it felt too good to stop. I kept going and a fourth mini orgasm went through me as I continued to ride the saddle. Katie turned the dial savagely and the vibrations from the saddle increased from “intense” to “world shattering.” I had to hold onto it for dear life. I’d barely recovered from the fourth when a fifth mini orgasm hit me, then a sixth, then a seventh, all in rapid succession.
It had only been a couple minutes but Katie suddenly had her own orgasm. The tiny part of my brain that wasn’t being overwhelmed by the saddle noted that she probably had gotten really worked up pegging Matt, forcing my head up and down on Matt’s dick, and probably knowing that I was now utterly helpless from what the saddle was doing to me.
I lost track of time. My legs were weak but kept moving me up and down as much as they could. I lost track of how many mini orgasms ripped through me. I wasn’t even sure I could call them mini at this point, they were getting bigger and bigger and bigger. I could feel the pressure building and I knew a massive climax was on its way.
I barely had the presence of mind to note that Katie had had a second orgasm. “Okay Matt, you’ve more than earned your reward. Take off the cock ring. Cassie will blow you until you cum.”
My entire world has dissolved into a series of rapid orgasms and the building pressure of a massive climax that was on the way. I didn’t know what I looked like but I was dimly aware that she looked at me for a second before amending her instructions.
“Actually, I don’t know if little Cassie is aware enough to blow you. You can just fuck her face instead.”
Fuck my face? I hadn’t stopped to consider that was something people did. Then again, when Katie was forcing me to deepthroat Matt earlier, that would probably qualify as fucking my face.
Matt got up off the bed and stood in front of me. My face was at crotch level, my mouth even with his dick. I stared at it, mouth open, excited and somewhat apprehensive as I kept riding the saddle.
He slid the cock ring off his dick, and then slid his dick into my mouth. Actually, slid and mouth are understatements, he pushed his dick all the way into my throat. That meant I was fully impaled by dicks in my ass, pussy, and mouth, even if two of them weren’t real.
I felt so hot, being stuffed like that. Matt pistoned his dick in and out of my mouth and throat. Between the pace of facefucking and riding the saddle, I was having trouble drawing breath.
I noticed Katie was next to Matt, her right hand firmly on his ass. She was moving her arm and I realized she was applying pressure on the plug in Matt’s ass and pushing him into my face at the same time.
Matt’s hands found their way onto the back of my head and he thrust into and out of my mouth with reckless abandon. I could feel I was on the precipice of a massive climax, but I was trying to hold off until he came.
I started whimpering with the effort of not cumming and staying upright. Katie pushed the plug deeper against Matt’s ass and his breathing hitched. He slammed his dick as deeply as he could into my mouth and throat. He started moaning and I felt his dick twitch as liquid hit the back of my throat. A lot of liquid. I was having trouble focusing but I think he shot six shots directly down my throat. I’m not exactly sure because I started cumming as soon as I knew he was.
My legs gave out and I collapsed onto the saddle, shaking uncontrollably. The only thing keeping me upright was Matt’s vicegrip on my head and his dick down my throat. The orgasm erased my awareness of everything that wasn’t impaling me or making me vibrate. I tried to draw breath and succeeded only in sucking his dick. My head was swimming as he moved his dick in and out of my throat but never leaving my mouth.
I kept shaking and cumming. I felt him pull his dick out of my mouth and I gasped in a weak breath. I didn’t think this would end while I was still on the saddle, and my legs were too weak to lift me up even a little, much less lift me completely off it.
I fell to my left, away from Katie’s bed, the saddle sliding down with me. I felt hands removing me from the saddle and then the sound of its vibrations turned off. I thrashed in post-orgasmic bliss and passed out.