This nearly 45,000 word erotic story contains very explicit adult material, including oral sex, masturbation, anal play, gay sex, CNC, BDSM, voyeurism, exhibitionism, chastity, being tied up, and more. This story contains ONLY ADULT CHARACTERS and is strictly for ADULTS ONLY!

You can purchase this book right now in a PDF and EPUB format right here.

Please consider supporting my work by checking out the link above!

Chapter 5 – The Game Proposition

The rest of my day had been filled with dirty looks, hushed comments, and even a few more “accidental” gropings. Two other teachers called me out for my outfit (coincidentally, two female teachers!), and one other didn’t say a word but stared at me during his entire lecture.

It was the end of my last class of the day, and I was looking forward to going back to my dorm and putting on less slutty clothes. Maybe even use a dildo to give myself some relief, as the butt plug would constantly bring me to the edge and then stop, leaving me in a sexually frustrated mess! But a sudden chime on my phone would result in me delaying my plan;

“Saw you around today. Love your style choice!” Read the message. “Stop by my dorm after your class – don’t bother changing. I have a proposition.”

The message was sent by Nate – a jock with short, dark hair, smooth face, and dark blue eyes. He was friends with Neil and Chris – the jocks who recorded me as they fucked me when I was tied down to a park picnic table. 

Nate had seen the video and had recognised me on my first day in college. Ever since, I was required to “pay” him in order for him not to share the video with everyone else. Basically, I was being blackmailed into sucking him off every day!

Although at this point everyone pretty much knew I was a slut, yet no one had any actual proof. The last thing I needed was to have a very explicit video of me going viral!

Resigned to my fate, I agreed to meet him at his dorm after my class.

“At least,” I thought to myself, “I’ll be able to record myself sucking him off and get one person closer to my target!”

Thankfully the class didn’t drag on for much longer, so in no time I was heading towards the same building my dorm was located. But instead of going to my room, I found Nate’s door and knocked.

“Door’s open. Come in!” Came a voice from inside.

To my surprise, his dorm was quite different from mine! At least one half was; while he had a bed to one side of the room as standard, in place of a second bed, Nate had a big TV against the wall and a two person grey sofa facing it, where he was currently seated at, wearing a sport branded white shirt, black slacks, white socks with no shoes. It seemed like he never got assigned a roommate, so he turned one half of his dorm into a gaming station!

“I’ll cut to the chase, Chloe,” he said, not bothering to look up from the TV as he sat there, controller in hand, racing a Formula 1 car. “I want to give you the opportunity to… let’s say, ‘buy your freedom’ from your obligations to service me in exchange for my silence regarding your gangbang video.”

“I’m listening”, I answered, intrigued and still standing by the door.

“You race me in this game for 15 laps. If you win, I’ll delete the copy of the video and forget the whole thing. You won’t have to suck me off daily anymore.”

It was an interesting proposition. Part of me would miss the embarrassment of jerking him off in class, or having to blow him daily, anywhere he wants. But a bigger part of me didn’t want to deal with that asshole anymore. Yet, I sensed a catch:

“And if I lose?” 

“If you lose, I’ll obviously keep the video and you’ll have to continue servicing me – the kicker is that now I’ll be able to fuck you instead of having you just jerk me off or suck me dry.”

That was quite a risk and I was not sure if I wanted to take it. 

“What if I don’t accept this amazing opportunity?” I asked sarcastically. 

“Our deal will remain the same: whenever I call you, wherever I am, you must make me cum with that velvet mouth of yours.”

“And how good are you at this game?”

A second after I asked, his car flew into a wall and the words “Game over! You lose!” showed across the screen. 

“Does this answer your question?” He asked as he turned sideways to finally face me. “I just got this game today, so I’m quite shit at it.”

I couldn’t tell if he was lying and luring me into a false sense of security or if he was being genuine.

I took a second to mull it over, pretending to not notice him checking me out with hunger in his eyes.

“Deal!” I said as I walked over to him, extending my hand to shake on it.

“Deal it is!” He shook my hand back. “Now sit down, let me show you the controls. And one more thing: don’t think about cheating, or this whole proposition will be null and void!”

As I sat down, I considered asking for a towel of sorts to avoid any fluids coming out of me and staining his sofa, seeing as the plug was still vibrating in me, albeit at a lower setting (maybe the battery was running out?). I decided against saying anything; if he didn’t want my nearly naked ass on his furniture, he shouldn’t have invited me over!

I was also a bit worried at the size of the sofa: although it was a two-seater, it was so tight that our legs were touching. But comfort was not on my mind right now: all I wanted to do is win!

Once he showed me all the buttons to drive the car, he pulled up a split-screen mode of the game and we began racing. Nate had a slow start because he insisted on staring at my legs as we waited for the green flag, but my advantage was short lived as he took me over. The game was far from lost! Fifteen rounds would be enough time for me to recover!

I struggled at first, but was soon closing in on him! Yet I was still struggling to overtake without crashing.

Nate was in the zone and seemed to predict all of my moves before I got a chance to execute them! Suddenly we were 5 rounds down and I was starting to worry.

That’s when I had a stroke of genius! What if I managed to distract him enough so he either crashes or makes a mistake and lets me by? I knew he was turned on by how I looked, so I decided to use that to my advantage.

While still focusing on my own driving, I stood up from the sofa and took one step forward, being careful not to obscure his view and get called a cheater. Instead, I started moving my hips to an imaginary beat; slowly and gently at first, but soon picking up speed and really shaking my ass!

Looking back at him, I could tell he was straining to keep both eyes on the game, as he would often steal half-a-second glances at my booty. 

It was working!

Then I tried to bend over at the hips, almost thrusting my ass into his face. His car immediately skidded as his eyes caught my buttplug covered hole, but because of my position I couldn’t press the correct buttons to take advantage of his mistake!

“There’s no point in doing that, Chloe. As you can see, soon enough I’ll not only be able to stare at that tush, I’ll also be sticking my cock deep inside of it! You can’t distract me!” He said as he recovered his car and remained ahead of me.

Starting to feel frustrated, I sat back down. 

Suddenly his taunt gave me an excellent idea: what if I played with his dick? Surely that would make it much harder for him to concentrate! Plus I wouldn’t technically be cheating!

With a renewed sense of purpose, I kept my eyes on the TV as I lowered myself sideways onto his crotch, placing my cheek over where his member would be. I could sense a semi erect object under the thin fabric of his slacks and began rubbing my face against it.

It took only a few seconds for it to come to life, getting harder as I increased the weight of my head on his lap. Nate was obviously not wearing anything underneath, seeing how his pants were now tenting just below my mouth.

Nate was indeed finding it harder to concentrate, but he was still just ahead of me in his car. I knew that if I kept it up, sooner or later he would make a mistake, and I would be able to overtake him!

We still had 7 laps to go, so I upped the ante by wrapping my mouth around the tip of his tented slacks, applying some pressure with my teeth on the head of his covered cock, and even slowly bobbing up and down.

But another lap went by and still no dice. If I wanted to win, I would have to do something more drastic!!

Taking my eyes off the screen and, as fast as I could, I held the controller in one hand and grabbed his black slacks by the waistband, yanking them down. He instantly and instinctively lifted his butt just enough for me to get them down to mid-thigh. 

His uncut 6 inch thick cock immediately sprung up, unconstrained by his lack of underwear. 

My car had spun in the split second it took to free his joystick, so I had to quickly regain control as I slowly lowered my head back onto his lap. 

All the while, Nate hadn’t even bothered to look away from the game, clearly determined to win! I was having none of it; I wanted to win, not just to earn my freedom from his blackmail, but to also show him who’s boss!

While keeping my eye on the screen and fighting to get my car closer to his, I opened my mouth and stuck my tongue out, pressing the tip against the tip of his erection. My plan was to tease him as much as possible so he’d lose focus and mess up, so I was about to use all my cock sucking abilities!

As light as a feather and as slow as a sloth, I ran my tongue down his shaft, which had an immediate effect on him as he shivered and almost lost his focus.

“Oh you slutty sissy!” He breathed in with a smile. “What did we agree on about cheating?”

“I’m simply paying you for your silence, as we agreed! How’s that cheating?” I asked with his dick poking my cheek.

“I never told you to start sucking me off now!”

“Well, ok then…” I said, before wrapping my lips around his head as my tongue circled it twice. I then took my mouth off his tool. “You want me to stop then?”

His member throbbed, giving away his true feelings.

“Go ahead and suck me off then. I’ll still beat you!”

“We’ll see!”

I engulfed as much of his cock as I could, trying hard to give him enough pleasure while also focusing on the game.

Bobbing my head, I had to find a speed in which my vision wouldn’t be blurred by the movement . I made sure to drool enough to coat his stick and make it a very sloppy blowjob, as well as using all of my tongue. I didn’t have to look at him to know my distractions were working, as my car finally caught up with his.

Now with only 3 laps to go, I just had to make sure he either came in my mouth (which would be distracting enough for an overtake), or close enough without going over the edge, so that would frustrate him into face fucking me and forgetting about the game entirely!

I opted for the latter, as I wouldn’t be able to pull my phone to record him jizzing into my mouth – and, frankly, what was the point of sucking someone off if it didn’t mean I would be closer to finishing Sarah’s task, and consequently, getting to finally fuck her?

As I felt him getting closer, I took my mouth off him and let my parted lips hover just a hairline above his tip so he could feel the warmth of my breath, but nothing else.

“Don’t fuckin stop!” He growled.

“Only if you intentionally crash!” I bargained, hoping his horniness was so high up, he’d do anything for relief.

“It’s too late for that, my dearest cock slut!” He said with a smile. 

It then hit me: not only were we on the final lap, it was the last corner and he was just ahead of me!

I panicked and mashed all the buttons on my controller at once, yet that only resulted in my car swerving in the wrong direction and hitting the barriers, just as his crossed the line and the words “winner” were displayed on his side of the screen. 

I instantly knew I was fucked – or better yet: was about to be fucked! 

I needed to get away fast, so I leaped from the sofa and made a beeline towards the door!

Sure I had lost the bet, but there was no reason to make it easy for him! After all, he didn’t say he wanted to fuck me right now, so as long as I made it outside and ran away, I’d be able to buy myself some time!

But Nate was a jock. A fit jock. A fit jock with incredible reflexes. 

I barely touched the doorknob before I felt his arms wrap around my waist from behind, lifting me off the ground and away from the door.

“Noooo!” I protested, despite secretly enjoying being manhandled.

I tried kicking my legs and throwing myself towards the door, but Nate was thankfully much stronger than me. I could feel his still erect cock being slapped against my legs.

In one continuous motion, he swung me around and threw me down onto his bed, nearly making me bounce right off it as I landed on my tummy, knocking the air out of me. 

Before I could react, Nate hopped on the bed and sat on my thighs, his own legs pressing mine together. He grabbed my hands and bent them backwards so they were folded across my lower back. His strength was enough that he could hold both my wrists with one hand, leaving the other free to grab my frilly boy shorts.

“I’ll take my payment now, sissy!” He growled in my ear.

There was the order. Nothing more I could do now.

As he began pulling the panties down, I lifted my hips as much as I could so he could pull them over my butt; I couldn’t risk him completely tearing the panties to shreds as I still needed something to cover me when I walked back to my dorm later (even something so see-through was better than nothing at all!).

“If you had just let me cum in your mouth, I wouldn’t have had the energy left to fuck you now. I bet this was your plan all along, you cock hungry whore!”

Yeah, I should’ve thought about that. But it was too late now. 

Nate was impatient and didn’t waste time grabbing my plug by its base and pulling it out. I moaned at the sudden emptiness, and wondered for a while if the cum from that boy earlier today was still sloshing around in me, possibly now leaking from my hole. 

But if it was, Nate didn’t seem to care; I felt some warm goo hit me right on my starfish and I assumed it was Nate spitting onto my hole to give some lubrication. 

“I’m actually so good at this racing game, that I could win blindfolded. You were only close because I allowed it, but you weren’t ever going to win, sissy. And deep down inside I think you knew it. But you couldn’t resist getting fucked by me, could you?”

Before I could answer, Nate pressed the tip of his cock against my pussy and let it slip in all the way, laying his body on top of mine. With his legs squeezing mine, it made my opening smaller and tighter – and also made it feel like he was much thicker and bigger than he actually was, resulting in some pain for me.

At first, I tried to squirm away, but that only made me press my cage against the bed and have his tool rub against my p-spot. Once he begun pumping, I gave up and resigned myself to just take it and try to enjoy it! Nate must’ve felt my arms relaxing, so he was able to let go and use both hands as leverage on the bed.

Due to my teasing earlier, I knew he wouldn’t last more than 5 minutes, which wouldn’t be enough time for me to reach an orgasm too. I did try to reach around him at one point to insert a finger or two in his behind as I knew he secretly liked it, but the position he had me in made it impossible. 

Nate didn’t say much more as he continued to thump his body against mine, his dick slamming deep in me. The only noises were his primeval grunts, like a predator taking its prey.

Soon enough, his body stiffened as he reached the peak of his pleasure; he gave one final shove and let his full body weight rest against mine, as I felt his cock twitching and filling me up with his cream. And just as I was starting to warm up!

He stayed on me for a few more seconds, catching his breath. When he was done, he slowly pulled out. I could feel that the pressure in my insides was beginning to expel his seed, but Nate was quick enough to insert the plug back in, ensuring nothing leaked onto his bedsheets.

Before hopping off, Nate rubbed his wet noodle against my butt to clean it up. He didn’t even bother helping me up, rather just went back to his sofa to continue gaming!

I had to pull up my own boy shorts as I got off his bed.

“Remember, that ass is now mine!” He said, not taking his eyes off the game as I walked towards his door.

Seems like my whole body was everyone else’s property!

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Love and kisses,

Chloe

This 28,000+ word erotic story contains very explicit adult material, including oral sex, masturbation, anal play, gay sex, CNC, BDSM, voyeurism, exhibitionism, chastity, sex with machines, being tied up, and more. This story contains ONLY ADULT CHARACTERS and is strictly for ADULTS ONLY!

You can purchase this book right now in a PDF and EPUB format right here

You can read the first few pages of the book below. Please consider supporting my work by checking out the links above!

Chapter 1 – Car Ride

It would be odd going back to be called Connor instead of Chloe, but I don’t think I would leave “Chloe” entirely behind; after all, I had grown my dark hair out quite a bit (it was now just past my shoulders) and had done enough squats to make my butt “really juicy” as Sarah put it. I also didn’t get much of a tan during summer so I was still rather pasty, plus I had taken to shaving frequently the little hair I had on my body so that it was always nice and smooth ‒ I liked it that way!

I was still wearing women’s clothes until the end of summer and it felt a bit of a shame to go back from the nice, smooth, light fabric to my usual “dark shirts and jeans”. But one thing I definitely wouldn’t miss is the cock cage! Over the last several weeks I barely got the chance to touch my own clit!

Ah shit, that’s another word I’d have to get used to again: saying “cock” instead of “clit” when talking about my penis!

Anyway, Sarah promised me she’d give me the key to my cage as I moved to my dorm on campus. I’d finally be able to jerk off normally! Although I do have to admit that using the several dildos, vibrators, buttplugs, and even real dicks really made my orgasms feel stronger ‒ but I was going to leave that behind me (no pun intended).

I had insisted Sarah give back my clothes she had stolen to be replaced with the girly clothes she had bought. I wanted to give back the feminine clothes, but she said she’d just put them in a duffle bag and keep them “for when I changed back” ‒ hah! Like that was ever going to happen! But she kept true to her word and helped me pack on the week of my move. She had even offered to drive me and my stuff to campus!

Sarah had spent the weekend before the move at my place. We had some final fun with me as her sissy slave and I ended up cumming a few more times still with my cage on; it would be nice to be able to finally touch my cli…my cock again, but that would have to wait until she dropped me off on Monday.

Monday arrived and I woke up, ready to get going! 

Sarah and I had come to an agreement on what I was to wear on my first day. She ‒ of course ‒ wanted me to go full girly, but I wouldn’t budge on going as a man. Eventually we set on a pair of dark blue exercise shorts that extended down halfway my thighs and a fairly tight black sports shirt. Despite the outfit really bringing out my curves, I thought it was still manly enough ‒ plus that choice of clothing was better than her “mini skirt and crop top” suggestion for my first day.

One thing I did have to give in to was my underwear: she wouldn’t budge on a pair of satin black tanga panties. But that’s fine ‒ not like anyone would know anyway. Plus, women’s panties still felt way more comfortable to the point I was considering to keep wearing them. I wasn’t going to tell Sarah though as I didn’t need her to get any ideas; I’m just thankful she didn’t insist I wear a fake bra as the shirt was way too tight to hide any fake boobs.

“My cage is very obvious in these shorts! Look at the bulge!” I complained as I dressed up in front of her. “Can I please take it off now, Mistress?”

“We agreed that you would wear the cage until it was unlocked. We also agreed I would give you a key once I dropped you off. Plus, you’re the one who chose the shorts you were going to use! I’m not going to unpack all your clothes just because you’re self-conscious! No one is even going to notice!”

I huffed, knowing it was pointless to argue with her. Yes, I had chosen which shorts, but the choices she allowed me to have were either these ones, daisy dukes shorts, or a pink ruffled skirt. So not really a choice! But fuck it, she was right on the main point: no one would be looking at my crotch anyway!

Sarah decided to go full sex-bomb with her outfit to drive me to the campus: a satin black corset top with red flower stitches that held up her 30 C tits and pressed them up together, resulting in some lovely exposed cleavage and showed off her sun kissed shoulders, a red faux leather pencil skirt that glued to her shape, and black laced gladiator sandals. She made it a point to show me that she wasn’t going to wear panties or a bra as she dressed up in front of me. Her green eyes shone through her blonde curly hair. If my cock wasn’t in a cage (and if I hadn’t been sexually exhausted from the weekend), I’d surely be hard as a rock right now. The necklace with the key to my cage disappeared between her breasts.

“Seeing as you’re still my property until I drop you off at the campus, Chloe…” Sarah began as she wiggled into her skirt, “I want you to wear something extra for me in the car.”

It didn’t really sound like a question or request, rather an order. I had sat down on the bed to put on my sneakers, and fearing I’d have to change into another outfit, I froze in place.

“You’ll wear the remote controlled butt plug while we’re driving. Then once we’re there, you can take it out and keep it with you. Think of it as a souvenir.”

I considered arguing with her, but she had conditioned me so well over these past weeks that the thought didn’t really materialise in my brain. 

I simply got up, went to my bedside drawer, slid it open, and pulled out the bottle of lube and the black, thick, silicone plug that could be remotely controlled by Sarah’s phone. I had used it a few times since she gave it to me, and, I’ll admit, it was quite pleasurable as it was designed specifically for those that had a prostate. 

I pulled my shorts and panties down to my ankles and lay over the bed, making sure to really put my ass out. As I had done many times before, I opened the bottle of lube, squirted a generous amount over the plug and spread it around with my own fingers, then proceeded to insert the lubed up fingers into my own little hole. 

Once everything was nice and slippery, I pressed the “on” button from the plug and began inserting it gently past my ring. As the shaft passed the halfway mark, the vacuum pressure kicked in and my butt swallowed the rest of the plug until the flared base did its job by preventing the whole thing from entering me. As this happened, I let out a moan of pleasure. I was going to miss this!

Sarah simply smiled at me and gave an approving nod. 

I pulled my panties and shorts back up and stood up, feeling the plug rub against my p-spot. She didn’t pull out her phone to connect to it just yet, but I knew she probably would do so while we were driving.

Once we were all dressed, I grabbed my suitcase with all my bedding stuff and my backpack with my laptop and study materials. Sarah kindly offered to carry the duffle bag with my clothes to her car.

I hopped in the passenger side and waited for Sarah to shut the car boot. As she sat on the driver’s seat her skirt immediately rode up her legs until it barely covered her shaved pussy. Although I’ve seen it many times this summer I couldn’t help but stare at it, remembering its sweet taste. She must’ve known that would happen, and also must’ve known I was going to gawk at it. So to help me “behave”, while I was busy staring she unlocked her phone and used the app that controlled my butt plug. 

The sudden vibration inside caught me off guard and I let out a small yelp and turned my attention to her. She simply smiled, satisfied to be getting me off one final time. I could tell she had set the plug in the random vibration mode, as it continued to vibrate at varying speeds while she began driving and not looking at her phone anymore. 

My little cock cage had suddenly become tighter. Even though I’ve used it pretty much everyday since she put it on me, my dicklet would still get as hard as it could given the constraints. I initially kept my hands by my side, but once we hit the highway Sarah stretched an arm to my lap and began fondling my balls and cage over my shorts. I couldn’t help but wiggle in my seat as the vibrations kept me aroused, and although I was sexually spent for the day, I felt the need to cum.

Sadly the butt plug had a sensor in it that could tell when I was getting too aroused and it would either slow down or stop completely, then ramp up again once my hornyness subsided. This just resulted in me edging constantly without giving me that sweet release, leaving me very frustrated. 

I knew Sarah could override that function on her phone, so to convince her to let me orgasm I thought I’d give her some pleasure under the hope that she would return the favour;

I brought my hand to my mouth, licking my fingers to get them well lubricated, then proceeded to put them down between her legs over her exposed pussy. She let go of my balls and kept both hands on the wheel – after all, we both wanted to get to my campus alive and in one piece!

My fingers began gently rubbing her outer labia, spreading them gently to reach the inner. I took my time and kept an eye on her to make sure she wasn’t getting too distracted. As she spread her legs, her skirt rode up a bit more, which gave me further access to her sweet pussy.

I went from rubbing her inner labia to gently applying pressure to her clit, moving my fingers in a gentle circular motion. Her breathing increased, but her eyes were still on the road, and as my focus was on her and not my own pleasure, my plug detected that and began vibrating again, much to my delight. 

I put my other hand under my shirt and began playing with my nipples. Playing with her pussy with one hand, touching my own tits with the other, and the butt plug vibrating against my p-spot, made me feel like I was touching my own pussy and gaining pleasure from it. I often wondered what it would feel like to have a cunt instead of my sad, little dicklet; and this felt like it was the closest I could get to that feeling.

Sarah was getting close and she probably knew that the only way to get pushed over that final hump was to dedicate 100% of her focus on what we were doing. 

Pulling onto the hard shoulder of the motorway, she turned on her hazard lights and put the car into park. She could finally close her eyes and just let the feelings roll over her as I jilled her into an orgasm. As she reached it, her legs clamped shut onto my hand and she moaned loudly, still holding onto the wheel.

As soon as she opened her legs slightly, I removed my hand from her and grabbed my own balls. She quickly unlocked her phone and turned the vibrations on my plug to the highest setting. I yelped. I could feel the pressure building up to an intolerable level and I was ready to burst at any moment. My head snapped back and I held my breath, ready for the sweet release.

Then, nothing.

Sarah had turned off the butt plug and I started squirming violently in my seat, trying to get that last bit of pleasure. She strongly slapped my hand holding my balls, causing me a considerable amount of pain which had the effect of also killing my hornyness.

“Don’t you dare cum, you dumb sissy!” Sarah ordered. “If you do, you’ll just stain those nice shorts! We can’t have you arriving at your uni with cum stains, can we?”

I looked at her with pleading eyes, but she turned her gaze to the road again. Turning off the hazard lights, putting the car into drive, and checking to merge, she sped the car up, leaving my orgasm behind. I was angry and aroused and not only did she know it, she also revelled in it.

She didn’t turn on the plug for the rest of the ride ‒ which thankfully wasn’t very long.

Once we arrived at the campus she drove me to my dorm and parked. Sarah got out of the car and walked to the boot where she began offloading my bags onto the sidewalk while I checked on my phone the directions to my room. She helped me carry the duffle bag with my clothes as I took the backpack and suitcase.

There was a queue outside the building where students were lining up to pick up the keys to their dorms. Sarah’s outfit had turned several guys’ heads as we walked towards it, and even a few of the girls gawked. One guy even gave me a thumbs up, probably thinking she was my girlfriend. I just smiled back at him.

Sarah offered to stand in the queue as I gave a quick walk around the building to check it out. She was being unusually helpful, but then again maybe she was just feeling bad about how she treated me in the car.

Once registered, she waved me to follow her into the building. We went to the second floor which was marked as the males only wing ‒ which was a bit of a relief. I found my dorm, knocked and waited for an answer that never came. I used my keycard to unlock the door and entered to find the standard living dorms for any student: to the right of the door, a wooden wardrobe big enough for two people went extended to the adjacent wall. On the wall opposite the door, a big window with two desks and two chairs with space in between them to stand in front of the window, and on either side of the desks two bedside tables followed by two beds on opposite ends of the room. The bed directly in front of the door was empty, while the other one was made with navy blue sheets ‒ probably the bed my roommate had picked out for himself already. The bathrooms were communal, so there wasn’t a lavatory in my room. My roommate seemed to have already settled in before I arrived, but there was no sign of him.

Sarah dropped the bags on my bed as I checked my phone to see the next activity. It was an introduction class for newcomers and it was starting shortly, so there was no time to unpack or even take out the plug.

“Well, I’ll let you get to your class, babe.” Sarah said as she gave me a hug, pressing her boobs and her hips into me. “I’ll make sure to visit often as it isn’t much of a drive, so you behave Chloe, ok?”

I didn’t even notice her using my sissy name at first, but having her pussy essentially rubbing against my pelvis reminded me of one final thing: 

“Thanks Mistress. But…what about… uh…” I stammered and looked down to my crotch.

“Ah, yes. The key I promised.”

She grabbed the keys to her car she had put down on my desk and fished one of the keys from it. I looked puzzled, wondering why she was giving me this key and not the one hidden inside her cleavage.

“It’s a copy”, she answered before I could ask. “I’m keeping this one” she said, pointing to the necklace between her boobs, “as a memento, a sentimental reminder of this last summer.”

She put the copy in my hand and I was about to drop my pants to finally remove the cage, but as my hands grabbed my shorts, Sarah interrupted me:

“You can do that later! Your intro class is starting now and you can’t miss it. Go!”

Sarah grabbed my hand and followed me out my room and outside the building, always walking with a sway in her hips. In the car park, she gave me one last hug and wished me well, telling me to text her later. 

Sarah noticed the stares we were getting (some people must’ve thought I was a girl) and decided to pull me in to give me a long tongue kiss, which caught me off guard. I could feel blood rushing to my clit…no! Penis! But before long, she broke off and began walking to her car, turning to wave at me before getting in.

I remembered what I was doing, so I rushed to the main building, pocketing the key for my cage. I found my way to the auditorium and had to squeeze past a few people to get to an empty chair. Due to the narrow rows many of the taller men had to stand up so I could scoot by, my back turned to them. At first, it just felt like I had to rub past them because of the lack of space, but the more men I passed by the more I noticed most were intentionally standing there to feel my butt press against their crotch. I was certain a few even kept their hands by their side and felt me up as I passed by! They must’ve known I was a guy and not a girl, right?

The introductory class was initially pretty boring, just covering some do’s and don’ts around campus such as only men allowed in the men wings of the dorms and vice-versa, curfew times, acceptable dress code, how the university was very diverse and open minded, yadda yadda. I was kinda losing focus on the speakers in the big hall. 

Suddenly I felt a bolt of electricity shoot up my insides, making me jolt and nearly jump out of my seat while at the same time catching the attention of some of the people around me. First I thought it was an electric shock, but quickly realised it was my butt plug activating. That bitch knew I’d be in a class!

Thankfully the vibrations were low enough no one could actually hear it, but I could definitely feel it rubbing against my prostate. It was initially low key enough that it didn’t bother me much, but every so often the vibrations would increase massively for a second and that would make me suddenly grab the side arms of my chair. This went on for a few minutes, until the vibration strength stabilised at a medium speed ‒ which was intense enough without being audible.

I could feel my cage getting tight again and even some precum leaking from my clit, and began worrying that the liquid would be visible on the front side of my shorts. And although I desperately tried to focus on the centre stage, my breathing was getting heavier and my lust was getting unbearable. If this kept on for too long I was certain I would cum right there ‒ and because of all the edging Sarah put me through on the drive here, it was surely going to be a considerable amount of cum that would certainly drip down my shorts. I couldn’t let that happen, not on my first day!

I decided to go to the bathroom so I could remove the plug and my cage, but for that I would have to scoot by everyone again; the problem was that if my butt rubbed against someone’s crotch, they’d probably feel the vibrations coming from my ass. But that was a risk I knew I had to take, plus chances were that I wouldn’t even see these people again anyway!

Thankfully this time most guys just remained seated and simply moved their legs to the side as I passed by, which meant they didn’t have to feel me up earlier. Horny bastards! 

As I was about to pass the last guy before the aisle, Sarah turned up the vibrations in my plug again. The shock made me lose balance and I fell butt first onto the guys’ lap, which pushed the butt plug further into me and momentarily turned my legs into jelly as the wave of pleasure doubled. He instinctively grabbed my hips to steady me, which made it slightly harder for me to get up again as I wiggled myself to get back on my feet.

The man finally let go and I managed to stand up again and move into the aisle. I turned to him to mouth “Sorry” and saw a smirk across his face; he knew!

The vibration speed lowered again which enabled me to walk as straight as possible towards the door of the auditorium. I looked for the signs to the bathroom which was thankfully empty, but I still headed towards the stall on the far side and locked the door.

I pulled my shorts and panties down and was about to reach around to remove the plug, but remembered it was fairly bulky and it wouldn’t fit in my pockets. It would have to remain in me until I got back to my dorm, no way around that.

But then I realised that, if I were to jerk off now and cum, the refractory period would keep me flaccid until the end of the intro class. And thankfully, I would be able to finally do it as I had the keys to my cage in my pocket! Ideally I wanted my first masturbation session since being locked up to be a special occasion, but now was not the time for celebration.

I fished for the keys in my pocket and inserted the key into the small pink padlock of my same coloured pink cage. “Finally free!” I thought to myself as I tried to turn the key.

The key did not turn.

A bit odd, sure, but just like with USB devices, there’s always three different ways to insert it!

I took the key out, inserted it again and tried turning it. Nothing.

Then I tried turning it the other way. Still nothing.

I took out the key and tried again.

It then dawned on me: this key was not the right one for this lock. 

I was going to kill Sarah!

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Love and kisses,

Chloe

Sarah teaches her some of the basic commands, as well as how to respond in a proper submissive fashion. They both dress up in the theme for the party and have Brett drive them both to the mansion of the Dom host for the evening.

Once there, Chloe will learn what it’s like to be a submissive by meeting other subs and their respective Dom/mes. She will even have the chance of finally fucking another girl, as well as feel what it’s like to place her pleasure in the hands of another.

This 26,000+ word erotic story contains very explicit adult material, including oral sex, masturbation, anal play, gay sex, CNC, BDSM, voyeurism, exhibitionism, chastity, sex with machines, being tied up, and more. This story contains ONLY ADULT CHARACTERS and is strictly for ADULTS ONLY!

Available now on Amazon Kindle for FREE on Kindle Unlimited in the US store, UK and Ireland store, and Australia store.

You can also buy the PDF and EPUB directly on this site for much cheaper than on Amazon!

You can read the first few pages of the book below. Please consider supporting my work by checking out the links above!

Prologue

Sam – a colleague of my neighbour, Mr Torpey – had just fucked me senseless outside my home, making me cum in the process as I fake pleaded for him to stop. Naked and with his seed still inside me, I had failed to find my hidden key and in a desperate attempt to hide from any passerby, I turned the knob to find out the door had been unlocked all along.

Sarah had stopped by my home earlier and had found the key I knew I had hid under the doormat. Letting herself in, she waited for me to come back. When she heard the commotion just outside the door, she went to investigate and saw me getting pounded from the window.

She surprised the fuck out of me when I made it past the threshold, then ordered to get on the sofa as she inserted a metallic butt plug through my hole, so that she could “save the natural lube already in me”.

Sarah had pulled down her daisy dukes, exposing her black thong while keeping the white, form fitting, pollo shirt on. Stepping into the strap-on she had laid on the sofa – hanging from which was a thick 8 inch purple dildo – she pulled it up and tightened the straps around herself. She pressed a button under the dildo, which activated a vibrator that was now pressed up against her clit.

Sitting on the sofa, Sarah ordered me to kneel in between her legs and suck on her cock, which I did while maintaining eye contact, like I would do with a real dick.

“Come here.” She ordered.

I got up and placed one knee on either side of her, hovering over the purple dildo. I knew what I had to do, so I placed one hand behind myself and began pulling on the plug. As I removed it with a pop, I immediately placed my freed hole right over the tip of Sarah’s silicone tool.

She held me by the hips and began slowly pulling me down. Sam’s cum was coming in handy as the tip entered my naturally lubed up hole.

As I slid down the pole, she ordered me to act like a real girl.

I allowed myself to moan in pleasure as I felt that toy enter me. I even began playing with my own nipples as gravity made me reach the base of Sarah’s strap-on.

Once my butt was used to it, she started lifting me up almost all the way, and then (at first) letting me naturally slide down, and later shoving me down with each pump, my caged clit flapping about as she fucked me senseless.

Sarah was also moaning rather loudly, turned on by the vibrator under the strap-on pressing firmly against her clit. As she got closer and closer, her hands moved from my sides to my butt, holding my cheeks apart so that she could enter me further.

I knew that if I hadn’t just cum from getting fucked minutes ago, I would be having an orgasm right now. But this was just for her; it was her pleasure that mattered the most at this moment, and I wouldn’t disappoint.

Sarah fucked me until she came, throwing me off her when she was finished, replacing the butt plug to keep in Sams cum, and denying me any further pleasure.

I had a feeling that having my pleasure restricted would be a common theme for the next 24 hours.

Chapter 1 – Obedience Training

The next morning I got up early to make Sarah breakfast while she woke up, bringing it on a tray back to bed. I still had my cage on – protecting me from getting hard during the night while she ground her ass against my crotch, teasing me – and the metal plug nested in my sissy pussy. Sarah shared her food with me, saying I needed the energy for the evening.

After we were fed, Sarah put on a pair of tight grey boyshorts that left the bottom quarter of her buttcheeks exposed. They fit her so tightly that I could see the outline of her pussy through it. She also donned a white short tank top which barely covered her tits, giving her a very sexy underboob look – if she were to bend over, her jugs would 100% have been on display! The chain with the key for my chastity remained hanging between her jugs.

She ordered me to put on my maid costume: a black stretch mesh top with white details, and a white satin apron with ruffle lace trims. I was told to not bother with the thigh high stocking or elbow length satin gloves.

“I guess you’re dressed well enough for now. The main thing I want to focus on is your obedience towards me; I don’t want you embarrassing me in front of the other Doms.” Sarah said, needlessly adjusting her top as it still only barely covered her tits.

“I won’t!” I promised. And after a brief pause, I decided to ask “But what do I get for obeying you, Mistress?”

She pondered for a while.

“That’s a fair question. After all, in a good dynamic, the sub is the one that truly holds the power. What is it that you want in exchange then?”

A smile crept across my face. I knew exactly what I wanted, what I have been wanting all this time that Sarah has been sissifying me, what I was promised from the get-go:

“I want to fuck you, Mistress. I want to bury my uncaged cock inside of you and fuck you until I cum.”

I knew I had to be very explicit with my request, seeing as she was one to twist my words and find loopholes. I was expecting her to be shocked by my wish, but her expression didn’t change at all. She thought on it for a while and finally answered:

“Deal. I’ll let you fuck me with your uncaged cock until you cum.”

Now I was surprised. But I was also cautious:

“What’s the catch though?” I finally asked.

“Easy: you’ll get to do that if – and only if – you behave during the party. Step out of line at any time, and no pussy for you! Once we’re back from it, you can stick that pathetic excuse for a dick in me for as long as you can hold it, and I’ll even let you jizz wherever you want.”

She stuck out her hand, and without hesitation I extended mine and we shook. This was going to be easy! Just the thought of finally getting to plow her was already giving me a semi!

“Good.” Sarah continued, “Now that that is settled, let’s get back to your training. Turn around Chloe, hands behind your back.”

I was very happy with my negotiation skills, so I obliged.

Looking over my shoulder, I saw Sarah bend down and grab a coil of black braided rope, then proceeded to kneel behind me.

Over the next several minutes, she ordered me to clasp my hands together and interlace my fingers while threading the rope around my wrists and up my forearms. Occasionally, Sarah would ask me if the rope was too tight, rearranging the knots to make it more comfortable for me.

She ordered me to clasp my hands together behind my back and began interlacing them with the rope, tying around my wrists and finally up my forearms. She’d always stop to ask if it was too tight again or if I felt my blood circulation getting constrained, rearranging the knots to make it more comfortable for me. Feeling her fingers on my arms (and occasionally brushing up against my butt) coupled with the gentleness of her work made me feel cared for, and I was loving it!

After tying me up, she tugged on the rope a few times to ensure it was all very well placed.

“Try to get your arms free,” she ordered.

I complied, but there was no give in the rope. My arms were tied tightly together to the point that I wasn’t even able to skip over them to get my hands in front of my body.

Once she was satisfied with her work, Sarah spun me around to face her.

Without a word, she held up my clitty cage with one hand as the other went towards her chest, grabbing the key on her necklace – the same key that would unlock me!

She inserted the key into the hole and, after it clicked open, Sarah removed the cage, placing it gently on the floor. My cock began growing almost immediately, happy to finally have no constraints. I had no idea what she was about to do, but I wanted to savour every second of it!

Sarah didn’t comment on the engorging of my penis, rather maintained her focus on grabbing another coil of rope with one hand while the other wrapped around my balls, squeezing them gently and making my dicklet twitch slightly. After looping the rope around the base of my balls, she then placed her fingers around the tip of my shaft to hold it upright, making me hold my breath for a moment.

She must’ve realised the effect her touch was having on me, as she suddenly looked up into my eyes, and with a smirking smile slowly began moving her fingers down my erect cock, pumping me very slowly as precum began forming from my tip. I had almost forgotten how good it felt to masturbate normally!

Yet my fun was very short lived; after three slow pumps, Sarah lost interest and got back to looping the rope around my now hard-as-steel shaft. To finish up, she tied the end of the rope around my hips, which resulted in my dick being held up against my tummy. Despite this, I knew that if I flexed my pelvis upwards a bit, it would cause friction with the tight rope around my cock, but at the same time it would pull down on my balls.

Standing up and taking a step back, Sarah quietly admired her work and seemed to be satisfied.

“Mistress is parched after that. Go fetch me a cup of water.”

“Yes, Mistress,” I responded, bowing my head slightly.

As I started walking towards the kitchen, Sarah stopped me:

“Excuse you, but why the fuck are you walking like you’ve got a massive penis between your legs?”

“I’m sorry Mistress, but I have to walk with my legs parted because of the rope around my balls, and-“

“And nothing. No sissy walks like that! Thighs together, one foot in front of the other. A good sissy will always have a bit of sway in her hips. Go on now.”

Pressing my thighs together, I felt my legs squishing my testicles, causing quite a bit of discomfort. Remembering that I would be wonderfully compensated for staying in line helped me get through the pain as I swayed my butt towards the kitchen.

Thankfully a few cups were on the drying rack next to the sink, as otherwise it would be impossible to reach the other glasses placed in a cupboard at head height. I turned around and fumbled around the counter until my fingers made contact with one of the cups. I managed to grab it precariously, and began wondering how I’d place it in the sink to fill it up. I knew the only way to do this was to lift myself backwards up onto the counter so I could gently place the cup under the faucet.

After three attempts (two of which nearly resulted in me falling face forward onto the floor), I was finally sitting on the edge of the sink, the buttplug being pushed in further, and gently lowered the cup. The tap was too far out of reach, so I hopped off, spun around, and bent over to use my mouth to lift the tap. I hadn’t been gentle enough and ended up opening the tap too much, making water spurt out and overfill the glass, shooting some of the water onto my face. Using my chin to press the tap down again, I considered how I was going to grab the cup without spilling anything; doing so backwards would not work. So I bent over again and bit the edge of the glass, slowly lifting it to see if I could hold it. It was going to be hard, but it was doable!

I walked back slowly to the living room, trying to ignore the pain around my balls as wincing would result in me dropping a glass full of water on the floor.

Sarah had sat down on the sofa, fiddling with her phone. She didn’t even look up at me, rather just pointed one finger to the ground. I knelt in front of her with much difficulty. After a few second she finally looked up at me, disgust across her face:

“You’re expecting me to drink from a cup you have had your cock sucking mouth on? For fucks sake, Chloe! You absolute dumb slut! Give me that here!”

Sarah took the cup from my mouth and placed it on the table by the sofa, next grabbing my hair and yanking me towards her. I tried standing up unsuccessfully and ended up falling crotch first onto her lap, butt in the air.

“I’m sorry, Mistress! But there was no way I could-“ I tried pleading, but was cut off when she tugged my hair backwards a bit.

“No excuses! A monkey could’ve brought me a cup of water without slobbering all over the glass. Are you a monkey?”

“No, Mistress,” I replied, and with a smirk, continued: “I’m just a dumb slut!”

“Oh, are we being funny now?” Sarah growled, tugging at my hair again, nearly giving me whiplash. “Maybe it’s time I teach you what happens when you disobey my orders!”

I was about to protest and tell her that I followed her orders as she never mentioned how I was supposed to bring the cup back, but as I opened my mouth the air was slapped out of me as her palm landed heavily on my buttocks.

“Don’t… bring… dirty… disgusting… stuff… to… your… Mistress!” Sarah spat with every spank she delivered while still pulling my hair back.

With every blow, my roped up dicklet rubbed against her thighs, sending pain and pleasure signals up to my brain. I also moaned with each slap, but I didn’t even know if it was happy noises or sad noises.

She continued slapping my butt, alternating slightly where her hand landed, and always being off-tempo so as not to get me used to a rhythm, making each new blow very unexpected. I couldn’t see, but I could tell my ass was red.

“Was that 25 slaps?” She asked suddenly after landing another blow but this time keeping her hand pressed against the spot.

“Was I supposed to be counting?” I managed to ask, my voice quivering and breaking.

“Oh, you stupid cockwhore! Do you think it’s MY job to count your punishment?” She retorted angrily.

Sarah lifted her hand and slammed it down again.

“One!” I shouted, now aware that I was the one supposed to keep count.

“Are you slow? Do you read a book out loud?” She slapped me again. I kept quiet. “Let’s start again. One!” And her hand descended on me once more.

I did my best to keep count, but the lack of rhythm was throwing me off. After what seemed like an eternity, I finally was able to shout:

“Twenty five!”

“Is the dumb cum guzzler thinking 25 is enough? You think that was a fair enough punishment?” Sarah growled in my ear.

“No,” I said, defeated as I knew it was a trick question and that if I had said yes, she’d just keep on going.

But she didn’t.

She placed her hand gently on my ass and began rubbing it carefully. Sarah even bent over to kiss me in a few of the spots that seemed redder.

“Lucky for you, Mistress is getting tired of punishing her sissy. What do we say?”

“Thank you for punishing me, Mistress.”

Her hand continued to rub my butt, moving down the middle until she could reach in between my legs to touch my wrapped testicles. As her hand made its way back up my asscrack, her fingers danced around the buttplug. She tapped it a few times, grabbing it by the base and pulling on it enough to let my body suck it back in when she let go.

My body naturally reacted to that feeling, leading my roped dicklet to twitch slightly. Sarah repeated that motion a few more times and then slid her hand down between my legs again, this time reaching the tip of my cock. With the palm of her hand, she began rubbing the head, resulting in further twitching.

Sarah then removed her hand and brought it to my face. Her palm was glistening with my precum.

“Do you see this? Real men don’t get all wet like this when they have a buttplug holding back another man’s cum in their ass. Yet here you are, leaking like a bitch in heat after having your back hole toyed with… and you have the guts to tell me your biggest dream is to fuck me?”

“Yes, Mistress,” I answered, slightly ashamed for being so turned on by something so gay.

“You really want me to believe the one thing you want to do is stick that pathetic excuse for a dick inside my glorious pussy?” She teased me again, this time rubbing her hand against my lips. “Look at you! You’re even licking your own cummies! You’re not a man!”

“I am, I promise, Mistress!”

“Then show me! If you manage to resist eating your own cum, I’ll let you fuck me tonight instead of having to wait for after the party.”

I nodded in agreement. That couldn’t be hard to do! All I had to do was now eat my own cum, and despite having the plug in me and having my shaft wrapped up, surely it wouldn’t be difficult to do!

Sarah lifted me off her lap and made me sit on the sofa beside her. She then stood up and grabbed my legs, lifting them up and turning me 180 degrees around, placing my feet over the backrest of the sofa. I was now essentially upside down, my ass in the air, and my dicklet pointing towards my face with my arms still tied behind my back.

Shit! I was in a prime position to be eating my own jizz. I just had to make sure I didn’t cum!

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Love and kisses,

Chloe

Sarah gives her an important task: to make money from getting men off, so that Chloe will finally get the chance to have sex with her best friend.

Not only does she have to suck (and pleasure) several cocks, Chloe is also visited at night by an “home invader”, and next day she becomes a free use maid to that man and another.

After a long day of fucking and getting used, Chloe’s neighbour stops by and blackmails her into pretending to be his daughter for an evening of poker with his friends. Unbeknownst to her, things will go south rather quickly as she is used as a bet to pay of her “daddy’s” debt.

This 29,000+ word erotic story contains very explicit adult material, including oral sex, masturbation, anal play, gay sex, CNC, BDSM, voyeurism, exhibitionism, chastity, and more. This story contains ONLY ADULT CHARACTERS and is strictly for ADULTS ONLY!

Available now on Amazon Kindle for FREE on Kindle Unlimited in the US store, UK and Ireland store, and Australia store.

You can also buy the PDF and EPUB directly on this site for much cheaper than on Amazon!

You can read the first few pages of the book below. Please consider supporting my work by checking out the links above!

Prologue

It was the summer just before the start of my first year at college and my parents had gone away for their yearly vacation, leaving me – their 18 year old son – to spend it alone. And up until recently it had been fine: my days were spent chilling, playing games, and of course consuming considerable amounts of porn and jerking off. All that changed when Sarah, my best friend for years, caught me wearing her bikini one day. 

Under the promise of finally getting to fuck her, she tricked me into becoming her sissy slave. I was hesitant at first, but the constant reminder that I’d finally get to mail her kept me going with her charade. 

In no time, she had taught me how to act like a girl: walking in high heels, putting on makeup to accentuate my already feminine traits (such as my smooth body and shoulder length black hair), and even modulate my voice to sound more girly. 

To make matters worse, she even put my dick in a cock cage and held the key, only allowing me to orgasm through anal stimulation – which she had taught me how to do and which I was frankly loving!

I had even had my first gay experiences: first with sucking off a real cock, and then later getting gangbanged while tied to a park bench at night. Thoughts of doing all of this just to get to sleep with Sarah were gradually being replaced by the idea of serving real men, bringing them pleasure instead. 

And while I was supposed to be winding down for the start of the college season, my summer wasn’t finishing just yet. 

In just a few more days, I would go from sucking off strangers in an adult cinema to pretending to be my neighbours daughter and being shared between them. 

My “fun” summer was just beginning.

Chapter 1 – The Adult Store

It was the dream of every 18 year old to wake up next to his sexy, curly blonde, sun kissed skin, green eyed, female best friend.

It’s also part of that dream to have spent the night spooning her firm round ass and holding her 36D size boobs, all while you recovered from an evening of non-stop sexual bliss.

The one thing that is most definitely NOT part of that dream is when your penis has been locked in a baby pink chastity cage by said friend (who holds the key around her neck), and the “evening of non-stop sexual bliss” is a result of you being tied down naked to a park picnic table at night, while several men take turns using your holes as their own cum depository!

Yet I didn’t complain.

The reason why I didn’t complain wasn’t clear even to myself; was it because I had been promised to finally get to fuck my best friend Sarah – the girl who I was currently spooning naked, my cock cage pressed against her butt – or was it because I was actually enjoying being a submissive sissy?

Regardless, I knew she would keep me locked up for another 4 days for a previous transgression, so I would have to wait out a few more days before getting to finally fuck her.

Sarah wiggled her ass.

“Good morning! I see you made it back in one piece!” She said, half turning to me.

“Barely!” I responded.

“I hope for your own sake that you brought back the camera and that it caught everything that happened last night…”

I was tempted to say no, just to see what she would do. But it was too early to be a brat, so I answered truthfully that I had indeed brought the sports camera she had left recording me getting fucked by strangers and even my bullies.

“Well, bring me the laptop and the camera. I’m going to watch the footage while you make me breakfast. I want scrambled eggs, salted, on brown toast, and a cup of coffee. And if it isn’t perfect…” Instead of finishing the sentence, she simply put one arm around herself and grabbed my balls, squeezing them gently but purposefully.

As I got up, she asked me where the vibrating butt plug was. I told her I had washed it and put it to charge overnight, and she ordered me to go insert it into myself and wear nothing else.

I walked to the bathroom next door, unplugged the device, turned it on, and lathered it up with lube before bending over and inserting it all the way into my hole. It began vibrating slightly the moment I stood up straight!

With Her Majesty’s breakfast made – and thankfully no burns from any potential frying pan splash-backs – I brought her plate and coffee mug on a tray back to my bedroom.

As I entered, I caught Sarah sitting up, legs akimbo, hand rubbing her pussy as she watched last night’s footage on the laptop at her side. For a brief moment I felt embarrassed for catching her in such a private moment.

“Leave the food on your desk. I want you to have breakfast first.” She said without moving her eyes from the computer screen.

I thought she meant I would have to make myself some breakfast, but after I placed the tray on my desk and turned towards her, Sarah pointed down to her own cunt.

Seems like she was going to be my breakfast!

I hopped on the bed and knelt between her legs, bringing my face closer to her shaven vagina. It was already glistening with her juices, and the smell was simply divine!

As my tongue approached her twat, I felt grateful that she would allow me to eat her out like that. I loved going down on women as that traditionally would make them grateful enough to go down on me afterwards – yet I knew this wouldn’t be possible while my cock was in a jail cell. Maybe this would give me brownie points I could later cash in?

I used my lips and tongue to play around her vagina: licking the outer labia, the inner, dragging my tongue from her perineum up to her clit, and finally gently sucking on it. All the while she grabbed my shoulder length black hair with both hands and pulled my head further into her while watching me getting spit roasted by two men on the video.

As she approached her orgasm point, she held my head firmly against her pussy, cutting me from any air I could breathe in, forcing me to flick her clit with my tongue as fast as possible so she could cum soon. 

To make matters worse, that’s when the vibrating butt plug kicked into full gear, sending electric pulses up my spine and getting me close to cumming as well.

Thankfully, her orgasm came quickly and she finally let go of me as she rode the wave of pleasure, her body twitching, her moans becoming silent. And (thanklessly) my butt plug detected I was close too, so it decided to turn itself off, denying me any release.

As I remained between her legs, my cock straining against its enclosure, I licked my lips to get more of her taste into my mouth.

Want to read more?

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Thank you for supporting my work!

Love and kisses,

Chloe.

I try and tell Sarah I’m a straight boy, yet I end up agreeing to allowing her to teach me the pleasures of anal stimulation under the promise that, after this, she would allow me to finally fuck her!

I didn’t know what to expect, but being a horny 18 year old I let her dress me, put makeup on me, and generally feminize me to her heart’s content. Little did I know that she was simply tricking me, turning me into a slutty, sex-craving, sissy slave.

From my first time trying on girl clothes, to having my first anal orgasm, to learning to enjoy my own cum, I end up becoming Chloe: a sissy that will be used by his best friend to pleasure several men – including getting gang banged TWICE in a public park at night. But I do this all to please my new Mistress in the hopes that one day I might be able to have sex with her!

This 45,000+ word erotic story contains very explicit adult material, including oral sex, masturbation, anal play, gay sex, CNC, BDSM, voyeurism, exhibitionism, chastity, and more. This story contains ONLY ADULT CHARACTERS and is strictly for ADULTS ONLY!

Available now on Amazon Kindle for FREE on Kindle Unlimited in the US store, UK and Ireland store, and Australia store.

You can also buy the PDF and EPUB directly on this site for much cheaper than on Amazon!

You can read the first few pages of the book below. Please consider supporting my work by checking out the links above!

Prologue

Sarah’s candy-red string bikini bottom still felt a bit wet – most likely from our swim earlier – and despite it having a clear chlorine whiff to it, it also definitely smelt of pussy. 

Her pussy. 

I felt my dick twitching as I sniffed and brought those bikini bottoms to my lips, licking them and kissing the area that would be in contact with her cunt; the material felt so soft and sensual. Lycra, maybe? 

As I stood naked in my bedroom, an unusual thought crossed my mind: I had to try that bikini on. I had to feel what Sarah’s pussy would feel like around my cock! 

My brain just took over any common sense I had. I saw myself bending down a bit and lifting one leg after the other, stepping inside the bikini bottom, and slowly pulling it up.

The damp string rode up my legs, past my knees, over my thighs and finally got caught just underneath my buttocks. Was my ass bigger than hers?

Thankfully the material was stretchy enough, so I continued pulling it up until the bottom string pressed against my taint and the back string rode up along my ass crack, over my hole, and finally meeting up with my hips.

A shiver ran down my spine.

In front, my cock was so hard that I had to press it up against my belly. The V-shaped fabric that had been covering her pussy just minutes earlier, barely contained my erection as the head poked out the top.

Feeling that bikini grabbing my bubble butt and lift it up (which would look great on a girl, but looked ludicrous on a 18 year old boy), the string pushing into my asshole, and the soft material barely holding in my naturally smooth balls and my reasonable 6 inch rock hard uncut dick, was all awakening something inside of me.

I caught my reflection on the bedroom mirror, and that turned me on even further: the candy red colour of that bikini bottom against my pale white skin, the fact that I was pretty much hairless but also had neck-long dark wet hair, and my erection sticking out of it, made me feel…different. 

I looked so…sexy! I even began posing a bit by pushing my butt out, covering my nipples with my hands, and puckering my lips as if I was blowing the mirror a kiss. If I were a woman, I’d definitely fuck me!

I was so focused on how good it made me feel and look, that I hadn’t even noticed the other reflection in the mirror.

A reflection that was also checking me out, smiling.

Chapter 1 – Cherry Red Bikini

Summers weren’t too hot, rather they were the perfect kind of weather to just spend the day relaxing on the sun loungers near the pool.

Despite my parents being somewhere in the spectrum between working class and middle class, it wasn’t uncommon to have a pool in your own backyard where we lived. Our house was also nothing really remarkable, but it was comfortable enough to live in.

Both my parents worked fairly intense jobs, hence them deciding to have only one child: me, Connor Commins.

They stopped paying for a nanny the moment I was able to survive most of the day at home alone after school, so I had learnt to be self-sufficient and even grow accustomed to not spending too much time with them although we did travel together as a family every year.

My parents didn’t enjoy the warm weather as much as I did, so nearly every summer they’d take a few weeks off work to travel to someplace cooler – and I would usually accompany them. Yet this year I made the decision to stay at home.

There were several reasons for me wanting to remain here this summer, chief of which was that I would be starting college before they planned on returning home. And although my college was just a short distance away from my city, I had chosen to live on campus as I refused to drive over an hour every day just to get to class – plus my parents told me I wouldn’t be getting a car as a present as I had to “earn it” by getting a job, which was just the way they raised me.

While most parents would kick off a big fuss about their child “leaving the nest”, mine were rather chill: 

“We didn’t spend the last 18 years preparing you for living alone just to start wanting you to stay here!” My dad would often say. Fair enough.

I had also just turned 18 this year, which meant that any trouble I would cause would be on me, legally speaking.

“I know you won’t, but I’ll say it anyway Connor;” my mother told me before they left, “don’t cause any trouble while we’re out!”

She really didn’t need to say it as I was too shy to have a big party and too well behaved to step out of line.

So off they headed, leaving their only child just weeks before I’m to start uni.

(…)

Making the most of my last weeks of alone time until I’d be forced to bunk with some stranger, I lay on the lounge chair by the pool in the back garden. 

The trees around the property afforded privacy against prying eyes, which meant I could chill sans swimming trunks so as to get an even tan. 

Being super pale I just had to make sure I didn’t spend too much time under the sun; not that I could anyway, as my straight dark neck-long hair seemed to absorb most of the heat giving me migraines if I spent too much time outside. 

A slight breeze snapped me out of my thoughts and brought my attention to my own nakedness, my swimming trunks on the floor by my side. 

I wasn’t sure if I was blessed or cursed with a relatively smooth body. Sure I had a tiny amount of hair growing under my arms and on my crotch, but apart from that my skin was as smooth as that of a baby. Hell, I couldn’t even grow a beard properly! 

The fact that I was only 5 foot 5 also made it look like I was still a child that hadn’t reached puberty yet. That was a bit infuriating, sure, but I had already made peace with the fact that I could join a k-pop band and (bar the eyes) I’d fit right in. How tall were those guys after all? Ah, it doesn’t matter.

“Hmm, a nice wank outside would be good” I thought to myself, changing the subject in my own mind without acknowledging any sort of connection in my thought process.

Masturbating outside was one of my latest kinks as it gave me that feeling of “what if I get caught?” and at the same time a thought of “I hope I get caught”. Sure actually getting caught might not be as fun, but the fear of it was enough to get me hard. 

As my hands moved downwards from my chest, my phone began to ring.

It was my best friend Sarah wanting to FaceTime me. 

We had been friends since we both were 14. Just friends unfortunately, despite my best efforts. And she was hot; her shoulder length blonde curly hair, sun kissed skin, green eyes, firm round ass, and 36D size boobs, meant that she was very comfortable with her body and would show it off very often. 

Summer was her favourite time of the year as it would give her the perfect excuse to wear skimpy clothes. It drove me mad seeing something so juicy but not being able to taste it. 

The upside was that hot girls hang around other hot girls. And having Sarah as a female friend meant that she would often set me up with her other friends. Not many girls were into skinny, pale, hairless guys shaped like a pear and with an almost feminine face, but I would take what I could as my shyness made it almost impossible to hit on random girls at a pub or nightclub. 

I answered the call and Sarah’s face popped up on the screen with her big green eyes – I could swear she could be Emma Stone’s daughter.

“Hey Connor, how you’re do-…sweet baby Jesus!”

“What?!” I panicked for a second; did I answer with the back facing camera on?? Could she see I had my swimming trunks off??

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Chloe.

I am a proud member and supporter of transgender rights and the LGBTQ+ community – if you are against these, this website is not for you and I recommend you exit immediately!

This little website is just a place for me to publish some of my stories – some are quite real, others quite imaginary (I’ll let you decide which are which).

I must warn you though that these are very EXPLICIT and ADULT stories, and most of them are very intense. If you are triggered or offended by SA (such as r*pe), slurs, BDSM, consensual non-consent, bullies, public exposure, I highly recommend you leave this website now.

All characters in my stories are over the age of 18, and all acts portrayed between these characters are CONSENSUAL (even when there are undertones of lack of consent).

All that being said, I hope you enjoy my work!