This is the story of Cassie, as she grows from novice to full-blown cum slut. Part 3.
I woke up in my bed with the afternoon sunlight peaking through the blinds and landing directly on my fucking eyes.
I’d been gently tucked in, under the covers I was naked. I felt warm and satisfied. If the sunlight wasn’t blazing in my eyes I’d have considered ignoring how hungry I was and gone back to sleep.
I yawned and stretched. I realized there was a familiar presence in my ass. I didn’t remember putting the butt plug back in my ass after I collapsed riding the saddle, but then, I didn’t really remember anything after I collapsed from riding the saddle. I’m pretty sure I was passed out thoroughly after that massive climax, Katie, or probably Matt acting under Katie’s orders, must have carried me back to my room. It was probably a safe assumption Katie had plugged me back up before tucking me in.
What is with that girl and butt plugs? I wondered. She seemingly makes Matt wear one all the time. Now she kept having me do the same? I didn’t really mind, it felt amazing and I’d probably want to wear one all the time anyway. Was she trying to train me for something or did she just want me to enjoy myself?
I got out of bed and noticed the saddle’s storage box on the floor of my room. There was a note on top of it.
Cass,
You can borrow this for a while, at least until I ask for it back or leave for college. Try not to break it, it was really expensive. Enjoy!
Katie
Well, I knew what I’d be doing with the rest of my summer. I bent down to open the box and froze as I noticed that there was a naked boy in my room.
My bedroom wasn’t exactly elaborate. I had a bed and nightstand in one corner, a wardrobe and mirror were against the next wall over next to the closet door. Against the wall that had my bedroom door was a small desk.
In front of my desk was my desk chair. It wasn’t a fancy chair, it was old and wooden, it didn’t have wheels or cushions, I’m pretty sure it had been a chair at my grandparents’ kitchen table at one point, it had big wooden arms.
Matt sat on the chair. Upon closer inspection, I saw he was blindfolded, his wrists were handcuffed to the arms of the chair, his ankles were tied to the chair legs. There was a thick dog collar around his neck, held in place by a small padlock. There was also some kind of rubber ball in his mouth, held in place by some kind of band that went around his head, a small rivet of drool leaked out from the ballgag and was pooling on his left thigh.
His dick was standing at attention.
“TOY” was written on his forehead in thick black sharpie. A second folded note was taped to his face, the scotch tape went right through the O in toy. It left the note right in front of his blindfolded eyes. On the outside of the note it said “Read me outloud.”
I pulled the note and tape off his face and read:
“Cassie,
It’s Friday, so I’ve headed out to party and get fucked by some REAL guys. I’ll be back some time tonight or tomorrow morning.
Matt got a little carried away earlier when he was fucking your face. As an apology, you can borrow him while I’m out.
He’s well-trained and already agreed to do whatever you want. Here are the only rules:
No leaving the house with him.
No having him fuck your pussy.
You have to tell me about everything you have him do.
You’re new to the Dom/Sub scene, so here’s a quick overview.
When he’s collared, his name is “Bitch” not Matt. He’s agreed to do whatever you want before I put the collar on him, don’t ask for permission, just tell him what to do. If it’s against his hard limits, he’ll say the safe word: Homework. If he does, back off and find out what went wrong.
When you’re done with him, I want him clean and in the same condition as now when you return him. Amuse yourself with how you want to leave him.
I left some extra toys out in my room, help yourself.
After I collared him, we smoked a lot of pot before I left. It’s 12 now, he’ll probably be couchlocked for an hour or two. Don’t forget to feed and water him.
Have fun!
Love,
Kate
P.S. You’re probably starving. He’s not a bad cook. Have him whip up something for you.”
I read the note another two times to myself. I wasn’t sure how to feel.
One, she was lending me her boytoy as an apology because of the rough facefuck he’d given me. But I’d actually enjoyed it immensely. So this was really a cherry on top.
Should I feel bad commanding Matt? He’d apparently already agreed to it.
I looked at the clock on my nightstand, it was just after 2pm. I felt a wicked smile creep onto my face. He’s been sitting tied to the chair for two hours.
Oh what the hell. I was hungry and horny and I wasn’t about to look a gift horse in the mouth.
I walked back over to Matt…I mean Bitch. He was just sitting there. I removed the blindfold and undid the ballgag.
“Bitch, you awake?” I asked.
“Yes,” Matt/Bitch replied.
I did my best Katie impression and flicked the underside of the tip of his dick with my finger as hard as I could.
“Yes, what? Bitch”
“Yes, Princess.” Matt replied.
“Princess Cassandra,” I corrected him.
There was a handcuff key on a string around his neck. I removed it and uncuffed his hands. Then I united his feet.
“I’m starving, get up and make me food. Then we’ll play for a few hours.”
“Yes, Princess Cassandra.” Matt replied.
Matt got up from the chair. On instinct, I looked at his ass and saw he was, once again, wearing a butt plug. I longed to take a turn pegging him, but food came first.
Matt obediently headed downstairs and towards the kitchen. I headed to Katie’s room to see what other playthings she’d left for me.
I walked into her room and saw the under the bed storage box was out. On the lid was a bottle of lube and a harness with an already equipped with a dildo. The dildo was a deep purple and looked smaller than the yellow and green ones she’d used earlier.
I greedily put on the harness, the dildo bounced up and down as I walked. I felt absolutely giddy. Was this what guys felt when they walked around hard? I brought the bottle of lube with me and headed downstairs.
Matt was in the kitchen, standing at the stove. He was naked, except for the collar around his throat and a light green apron. He was putting salt into a pot of water and looked like he was waiting for it to boil. We had a few minutes, perfect.
I grabbed the back of his collar with one hand and the base of the butt plug with the other.
“Stay still” I commanded. “I’ve got a way to pass the time while the water boils.”
“Yes, Princess Cassandra.”
Remembering my own experience, I pulled gently on the plug in his ass. There was initial resistance and then it slid right out. I yanked on the collar and directed him away from the stove.
“Bend over the table.”
He leaned over the table, exposing his asshole. I put a squirt of lube on the end of the dildo and pushed it up into him. A moan escaped his lips, confirmation he was enjoying himself. I kept pushing into him, slowly at first but eventually all six inches were inside him.
Pushing into him rubbed the harness against my mound. Katie hadn’t left that clit vibrating toy out. My hands were on either side of Matt’s waist
I fucked his ass for seven or eight minutes. The harness was rubbing against me, driving me wild. I could tell I wouldn’t get off this way, but the act of pegging him and the friction with the harness were driving me absolutely crazy.
The sound of bubbling broke my focus. “Water’s boiling, cook the food, Bitch.”
Matt moved, trying to return to the stove and get the dildo out of his ass. I held onto his waist and walked in lockstep with him. “No no, you’re not getting away that easily. Keep cooking.”
Matt moved slower, walking awkwardly so that the dildo didn’t fall out. I followed carefully.
I just kept it inside him as he poured pasta into the pot and set a timer. Then walked behind him as he stepped over to the refrigerator and pulled out a jar of sauce. He poured some into three waiting bowls. The microwave was above the stove so we marched together the few steps back to the stove. He covered the first bowl and put it in the microwave. When it finished, he put it on the counter and replaced it with the second bowl. He didn’t heat the third bowl of sauce.
“For Princess Katie when she gets back,” he clarified.
“You’ve done this before?” I hadn’t ever noticed him before, but I was usually busy with friends on the weekends.
“Yes, she’s always hungry when she gets back, she’ll eat food and have me clean her up.”
Woof. That was brutal. She told him about all the other guys who fucked her and then made him clean her up. Well, if he enjoyed it, who was I to argue?
We stepped away from the stove and the boiling pot. I went back to fucking his ass. It was getting me hotter and hotter and without relief. I started fucking his ass more savagely, pulling the entire dildo out of him and slamming it back in. Matt moaned and moaned.
We kept at it until the timer started beeping. Without a word, I pushed him harder against the table. I kept the pressure on his back with one hand while I pulled completely out of his ass. I grabbed the plug he’d been wearing, applied some lube, and shoved it all the way inside him in one go.
I let Matt go and he walked back to the stove. He carried the pot of water over to the sink and drained it into a colander. He portioned the pasta evenly between the three bowls, added some grated parmesan cheese and brought two bowls back to the table. He presented me with a bowl almost reverently, placed the other bowl at his seat, then walked back over to the counter. He retrieved the third bowl and put it in the fridge. He paused.
“Pricess Cassandra, what would you like to drink?”
“Thank you, I’ll take a water. Good Bitch.”
We ate in silence. It was a little odd sitting at the kitchen table wearing only a strap-on, eating food with a naked guy next to me. We finished the meal. It was time to play for real.
I had Matt clean up the kitchen then told him to come back up to my room.
“Okay now, Bitch. You’re going to take care of me. Do a good job and I’ll give you a treat.”
“Yes, Princess Cassandra.”
I liked having all this power over some boytoy, but I had an inkling that I’d have just as much, if not more, fun getting bossed around by someone else. I was going to have to think long and hard later about which I’d prefer. (Don’t look at me like that, I was young and didn’t know what a switch was yet.)
I took off the harness and set it and the bottle of lube on the floor next to my bed.
I mimicked my sister and laid down on the bed. I spread my legs and beckoned Matt.
“Get to work, Bitch.”
“Yes, Princess Cassandra.”
Matt obediently crawled onto the bed and up to my waiting pussy. He started to lick my slit. I was in heaven. I moaned and he redoubled his efforts. He spread my lips with his fingers and started to work one in and out of me. While he did, he moved his lips from my clit and started sucking on one side of my labia. Excitement and arousal flooded through me.
A half coherent thought struck me that I had him all to myself for hours. The rest of me was in ecstasy as he continued the oral assault on my pussy. I shuddered and moaned. I was still really worked up from pegging him earlier and my orgasm built quickly. It wasn’t a massive climax like the ones that had knocked me out before, it was too big to be a mini orgasm, it was somewhere in the middle.
The orgasm ripped right through me. It only provided partial relief for all the pressure and pleasure that was building inside me but it caused my entire body to jerk.
Matt had been in the process of licking my slit from top to bottom when my entire body jerked. It caused his tongue to brush against my taint and an electric current went right through me.
I pushed his head lower. He tried to keep licking my pussy but I corrected him. “Lower, Bitch.”
“Yhth, Piinnthethth Cath-an-da.” Matt replied, never stopping with his tongue.
He licked my taint and it was fantastic. The pressure on my insides from the butt plug pushed oddly.
Oh, there was an idea.
I reached below and pulled the plug out of my ass with an audible pop.
“Service my hole, Bitch.” I commanded.
Matt didn’t even say anything, he just started giving me my first ever rimjob. It felt amazing and the pressure kept building but I knew instinctively that it wouldn’t get me off.
I luxuriated in the sensation of his tongue on and in my asshole for maybe ten minutes. I wanted more.
“I’ll make you a deal, Bitch. You’ve been doing such a good job you’ve almost earned a special treat. But if I give it to you, you have to finish earning it after. Agreed?”
Matt took his tongue out of me and simply said “Yes, Princess Cassandra. Whatever you’d like.”
“Good boy. Lay down on the bed, I’m going to lube up your dick, then it’s going in my ass.”
An excited look entered Matt’s eyes. I got up and he scrambled to lie down.
I leaned over the bed and grabbed the bottle of lube. I squirted some on the tip of his dick and then used my hand to coat the rest of it.
I climbed onto the bed and crouched over his waist. I lined his dick up with my ass and lowered myself onto it.
His dick was longer than the plug I’d been using even if it wasn’t quite as wide.
It felt amazing going into me, and it made me feel fantastically full.
I looked at him and said “I’m going to ride you, warn me when you get close, you’re not allowed to cum without my permission.”
“Yes, Princess Cassandra.” He agreed.
I bounced up and down on his dick. My legs were still tired and sore from the saddle earlier but my bed had a lot more bounce in it than Katie’s bedroom floor and I didn’t have to stretch them as much as before.
We did that for a subjective eternity that was probably only a few minutes. The pleasure and pressure built inside me. I was getting close to cumming and felt like I was in a trance.
I didn’t really have a full plan, but the fragment of a plan in my head was to ride him until I came, clean him up, and then reward him with a blowjob. I was still annoyed that I hadn’t gotten to taste it earlier since he’d exploded his cum directly down my throat.
That plan, like most of the ones in history, didn’t last long enough to see fruition. I was just about to cum when Matt spoke up. “Princess Cassandra, I’m close.”
Eh, fuck it. I wanted to cum now. A new, more depraved plan crystallized in my head.
“Thank you, Bitch. Hold on for as long as you can. You can cum when I cum.”
I kept riding him at a steady pace for another thirty seconds. That’s when a massive orgasm flooded through me. My legs spasmed as my body jerked. My asshole squeezed his dick for all it was worth and Matt let out a moan and started cumming.
I hadn’t been sure of what to expect when a guy came in my ass. I actually felt his cum spraying into my bowels, which was a delicious surprise.
I pushed myself up and down as many more times as I could before they gave out. Four, five, six, seven bounces before I collapsed, still impaled on his dick.
We stayed that way, panting, for a couple of minutes while my mind drifted. I felt his dick start to soften and shrink. Time for my next move.
The plan I’d had in mind was to have him eat me out, blow him until he was close, have him cum on my chest, and then make him lick me clean. That plan had started to fade with the unexpected rimjob and had evaporated when he blew his load inside me. Time for the new plan.
“Good job, Bitch. You got your treat, but now you need to finish earning it.”
He looked at me inquiringly. I crawled over to his face and stuck my asshole right in front of his mouth. “Get to work, Bitch. You made the mess, now clean me out.”
I felt his tongue enter my hole, lapping up his cum as I gently pushed it towards the exit.
My legs were weak. I lasted about half a minute before I collapsed, face first, onto his chest.
I flopped over past his side.
“Okay, you did too good a job. My legs stopped working. Keep going.”
I was on my knees with my face pressed against the comforter. Matt moved, spread my cheeks wide, and then resumed eating his cum out of my ass.
I just basked in the sensation for fifteen or twenty minutes while he cleaned me out completely.
Actually, it probably only took him a couple minutes to clean me out. The rest was just for my enjoyment.
Finally, I decided I’d had enough. I stopped him.
“Good boy. Now go get cleaned up and report back to me.”
He got off the bed and shambled to the bathroom. The shower started a little bit later.
I called in to him. “And just get cleaned up, no playing with yourself.”
“Yes, Princess Cassandra” he called back.
A few minutes later, he came back wearing a towel.
Go lie down on Katie’s bed. I’ll be along in a little bit.
He nodded and left without a word.
I showered. I felt sadly empty without a dick or plug inside my ass, so I cleaned up my plug, applied some lube, and had it fill me again.
I got out of the shower and wrapped myself in a towel. I picked up a few things from my room and headed to Katie’s. I was exhausted but I had a couple things to do before I could get some rest.
Matt was lying obediently on her bed.
I raised his arms over his head and cuffed his wrists to the headboard. Then I put the blindfold back on him.
“Need anything?” I asked.
“No, Princess Cassandra.”
I put the ballgag back in his mouth and reconnected the strap at the back of his head.
“Good boy. Get some rest.”
Matt sighed and visibly relaxed. I left Katie’s room and went back to mine.
It was only just past 6pm but I was exhausted. I hung up my towel and slid into bed.
****************
I woke up in the dark. The clock on my nightstand told me it was almost 11 at night.
I checked her room to see if Katie was home, but there was just Matt still cuffed to her bed.
A fluttery sensation went through me as I imagined the possibilities. I still had a boytoy for a little while, maybe a few hours. The current display was good, but I had something better in mind for how Matt should be displayed for Katie.
“Wake up” I commanded.
He didn’t respond. Well, I had one idea on how to wake him up, besides, I needed him aroused.
His dick was soft but right there. I shrugged to myself and climbed onto the bed.
In a single movement, I took his dick in my mouth. It was soft and barely took up any space at all, a stark contrast to when it was hard and sticking all the way into my throat.
I kept sucking his dick, enjoying the odd sensation of it being soft. Slowly it started to engorge in my mouth. The feeling of it growing in my mouth was incredible. I kept sucking it until it was completely erect. Then I removed it from my mouth and just started licking the tip.
Finally, I heard a whimper. I stopped licking his dick. “Good, you’re awake. I’ve got something in mind.”
A whimper and sigh escaped past the ballgag. Right, he couldn’t reply.
I unbuckled the gag and took off the blindfold. I gave him instructions. “Lift your legs into the air.” He did and I pushed his legs farther up, his ankles were over his head. In that position, he was almost completely folded over, his dick was still hard and pointed directly at his face, perfect.
I tied his ankles to the headboard. Then I stepped back and put on the harness with its strap-on.
I stepped onto the bed. I was towering in front of him
I pulled the plug out of his ass. Then I poured lube directly onto his hole. The dildo was lined up perfectly, I pushed it into him and he groaned with desire.
I slowly picked up the pace and, in the span of a few minutes, was hammering in and out of his well-used ass. His dick was hard. Every time I pushed into him, his waist got lower and lower, his dick moving fractionally closer to his face. I idly wondered if I could keep it up until the tip reached his mouth.
Instead, I grabbed his dick and held on tight. I jerked it up and down in time with the dildo I was thrusting into and out of his mouth. “Let me know when you’re about to cum, Bitch. I have plans for you.”
He didn’t last long. Maybe he was as turned on as I was? It was only a minute later that he warned me. “I’m close, Princess Cassandra. I’m close.”
“Mouth open, eyes closed, Bitch!” I commanded.
I buried the dildo as deep in his ass as I could, jerking his dick furiously while trying to aim.
The first spurt hit his nose, halfway up. I adjusted slightly and the second wad hit his left eye. The third, his right. A fourth shot hit his left cheek. I knew the dildo was pressing right against his prostate. The fifth shot half hit his mouth and half landed just above his chin. The sixth and final shot went directly into his mouth. That’ll work.
I enjoyed the view, his own cum on his tongue, more on his face. “Swallow.” He obeyed.
I looked at him. “You good like this?”
“If that’s what you want, Princess Cassandra.”
“Good boy.” I replaced the ballgag but didn’t put the blindfold back on. I didn’t want Katie getting mad for getting cum on it.
A new idea popped into my head. I was tired of playing with butt plugs. I unbuckled the strap-on’s harness, then I inverted the straps and attached it to him. That’d keep the dildo securely in place until Katie got home.
I stepped off the bed and walked to the hallway. I flipped the light switch, leaving him in the dark.