Headline
Message text
This is the final entry in this story!
It contains mind control, cuckolding, sissification, chastity, humiliation, public sex, group sex, feminization, and more.
------------------
I got home earlier than usual, clutching the nondescript shopping bag close to me. I immediately headed to my room.
Had the past few hours really happened? Shame ran through me like a river, currents of embarrassment and disgust battering and turning me around. I wasn't gay. I had nothing wrong with people who were gay, of course, but I'd always dated women. I always masturbated to women.
However, I couldn't deny what had occurred.
I dumped the bag onto my bed.
As I did, even though nobody was around me, I blushed. Clara hadn't been stingy. Inside was a whole dildo training set with varying sizes, several butt plugs, a large bottle of anal safe lubricant, a cellophane package of frilly women's underwear, and what she had called an "enema bulb."
Another pack of bubblegum fell out next to it. A sticky note on it said "For Jessi." I pocketed the pack, happy to replenish my stash, which was running dangerously low.
Finally, a huge and realistic black dildo, complete with wrinkled silicone testicles, flopped onto my sheets.
I originally opened the bag Clara's in her room, but my brain had refused to fully understand. I felt like I was in a fugue state.
This whole time I had known her, Clara had been referring to me as a "good girl" and a "sissy." It was only now that the full weight of what she wanted from me fell onto my shoulders.
She didn't just want me to just make minor changes if I was going to date her. She wanted to fundamentally transform me.
I should've been horrified. I should have cut everything right there and never contacted her again.
Instead, I felt more aroused than I had ever before.
I buried my face in my hands.
Even still, I felt my body burning, craving stimulation, completely out of my control.
With shaky fingers, I lowered my hands and touched the realistic plastic cock, comparing it to the one I just cleaned with my mouth. It was much softer, with an ample amount of give and flexibility.
It was also just a touch longer than Cameron's, but it was certainly less thick. After swallowing his over and over, I was sure that even with my bruised throat, I would have been able to take the majority of this one.
What was I saying? instead of running away as fast as I could, I was comparing a fake dick to a real one I had just let deflower my esophagus?
I dejectedly grabbed the enema bulb and went to the bathroom.
"You need to wash yourself out good," she said. "Women have to take dick all the time and are expected to never complain. If I'm ever going to date someone long-term, I need them to understand how much work that is."
Part of that work was the preparation, apparently.
I took the bulb and filled it with water from the sink, Inserting it into my ass. I squeezed, sending lukewarm water shooting into me. I shivered. I never had to do something so clinical to myself.
I did this repeatedly, filling myself with water and emptying until it ran clean, following the instructions Clara had given me.
Finally, I was done, and I stood.
I looked in the mirror. I could see my aching, purple balls hang from my body, and my dick, forced into a two inch long cage, had a distinct sheen of pre-cum on its head.
Why couldn't I stop leaking?
It was only after the enema I could shower. As I scrubbed soap over my body, I paid special attention to my ass.
Maybe Clara was right. Men never realized how much work women had to go through to get ready for these kinds of things. The anxiety in me ebbed a bit. Maybe that's all this was. She was trying to show me how narrowminded I would've been without a real life experience.
I finished showering and headed to the bedroom.
I looked at my phone. Clara had sent me the new link.
She had said this one was something to watch instead of listen to, and I wondered what it would be.
I opened the link and it automatically set itself to full screen. Holy shit. It was two hours!
The screen was black with a faint pink spiral spinning in the background. Faint shadows and shapes danced across the screen, playing tricks on my eyes.
A steady, even drone started to sound. A feminine robotic voice filled the air.
Your brain is tired.
I jumped, not having my headphones in. I paused, put on my headphones, sat in bed, restarted the video, and I pressed play again.
Your brain is tired.
I sighed. I was tired, that was true.
Your body is tired too.
I felt myself relax. I had been working on overdrive, and I suddenly felt it hit me like a train.
Close your eyes and imagine a bubble bubblegum inflating around you with every breath.
I followed the instructions, breathing out and thinking about a large pink bubble growing larger and larger. It was thick, wet, and sticky, with granules of sweet sugar melting.
Let the bubble float, sinking delicately down through the air. Snap.
I felt my body, still and heavy, become nearly weightless in my bubble. It really was like I was floating down, slowly descending.
Sink deeper in your bubble. Snap.
My brain quieted.
Float down.
I floated in my bubblegum bubble.
Sleep, sissy. Snap.
--------------
I blinked bleariness out of my eyes. It was dark outside. I looked at my screen--the video had just finished and was closing out.
Jesus. I guess I must have slept almost through the whole thing. It seemed like a relaxation or guided meditation video.
I texted Clara as I unwrapped a piece of gum and started chewing it, salivating as it filled my mouth with sugar.
Hey! I finished the video.
My phone buzzed.
Good. :) What did you think?
I decided to be transparent.
Honestly? Slept through the whole thing.
She texted back again.
That's okay! Try this one out. It's shorter!
She texted me again. This one was a video link.
Just like the last, it automatically brought itself to full screen.
Only this one wasn't a spiral.
It was Clara, her hair tied back with black ribbon and wearing a baggy, black sweater with a spiderweb pattern. She was sitting on the left side of the screen, a faint smile curling just the corners of her black lips.
"Hey there, baby."
Had Clara made this video just for me?
"I know that I gave you a bunch of new toys to play with," she said through the screen, "but I thought you could use a little help getting used to them."
I felt my stomach dropped. I had known that something like this was coming, but after having gone completely blank the last two hours, had almost forgotten. I stared at the various plugs and toys strewn across the bed.
As I did, I felt something different from before. Previously, when I looked at them, I had felt fear and aversion. I still felt those things, but now, intertwined along with them was an intense curiosity.
The way that Clara had explained it when I was at her apartment was that all men have a kind of G-spot of their own.
"I'm going to help you find that little cum button inside of you," Clara said through the video.
It was like she always knew what I was going to think next, even during a recording.
"So I want you to float down," she said. She snapped her fingers.
My body relaxed, and my mind became fuzzy. That meditation video had really done a number on me. Just at the sound of her snapping, I felt something shift. I continued to stare as I chewed my gum, feeling my eyes get glassy.
"We're going to start nice and small," she said, reaching off screen and pulling out one of the trainer dildos that she had purchased for me. It was maybe five inches long and thinner than the others, meant for someone's first time.
I reached out my own hand and followed suit, Grabbing the same dildo. It was made of hard glass, so it was smooth and cool to the touch.
"Vaginas get to make their own lube for the most part, but unless you want to use your spit, you're going to want plenty of this for your first time," Clara said. She grabbed the bottle of jelly lube and squeezed it out onto the dildo, putting down the bottle and using her free hand to spread it along its whole surface, as if she were stroking a cock.
I swallowed and tried to mirror her, adding lubricant and running my hand up and down it's glass shaft. There were gentle ridges and bumps along, meant for extra stimulation. As I felt them run along my palm, I wondered how it would feel inside of me, touching parts of me that had never been touched.
"You also have to add plenty of lube to your asshole," she said. "I'm not opposed to causing you pain, But I want to make sure that pleasure comes first."
She took her already lubricant-covered hand and added more to just her pointer finger, swirling and stirring it through the air as she slowly moved it up, clearly indicating for me to push the lubricant into my body.
I hesitated. Was this really who I was?
Once again, it almost felt like Clara was directly responding to me. "If you ever want to understand your feminine side and date me, you need to do this."
Even though she couldn't see me, I shyly nodded
"So just sink deeper," she said, and she snapped.
I melted back on my bed, leaning the phone against a pillow so I had both hands free and bringing my lube-soaked finger to my ass. The cold, viscous liquid touched my skin, and I gasped.
After using the enema bulb on myself, I thought that I knew how it would feel to have something in me. Now, though, as I prodded at my puckering asshole with a single finger, I felt like there was a vacuum inside of my body. The sensitivity in my ass skyrocketed, and even as I pushed in to my first knuckle, I felt my whole quickly relax, hungry for more.
"You're going to need to push the lube is deep as possible," Clara said, smirking. "The more you get inside of yourself now, the better you'll feel later."
I steadily pushed the lube into myself, feeling something growing steadily inside of me.
The cock I had sucked earlier that day flashed through my brain. If this was how good a single finger felt, what would it be like to have that monster rearranging my insides? Would he take it slow with me like he had with Clara? Or would he piston in and out of my ass like I was just a toy? How would it feel to be used by him?
Oh, fuck. I was imagining being fucked by a guy.
"Good girl," Clara said, interrupting my thoughts. "Now, after you get used to just your finger, we're going to move onto your first fake cock." She held up the first glass dildo again. I want you to work the tip in, not pushing yourself too hard.
I apprehensively pulled my finger from my ass, lining up the lubricated dildo in its place. I go. This dildo, while not nearly as large as some of the other ones Clara had included for me, was still significantly more substantial than a finger.
The worst part was that most of my nervousness was eclipsed by excitement.
I applied even and steady pressure, relaxing and flexing my ass muscles to accept the foreign item into my body.
After some initial struggling, I felt the first inch of the dildo slide inside of me. I gasped as it did, my stretched hole responding with pain. I let it sit in the same spot for a moment.
"you are such a good princess," Clara said from my screen.
Then an embedded video popped up to the right of her. It was a of a cock that had just started to enter an asshole. I could see the shaved thighs and wide hips of the recipient, and a caged cock hung between their legs.
"So we're going to play a game," Clara said. "You're going to follow along, fucking with the metronome that I play, going as deep as I say to."
My eyes widened. I knew that there would be instructions during this video, but to hear that I had to push this cock into myself with every beat caused a flutter in my heart. I wasn't going to have control over the speed or intensity. Clara was. My cage tightened at the idea of once again being at her mercy.
"One more thing," she said, her smile being replaced with a stern expression. "Don't you dare fucking cum."
Cum? From a dildo?
My brain felt like mush. I knew this was wrong, but I couldn't stop.
"We're going to start off easy," she said, her smile returning, "so just go with the first few inches for now."
An electronic metronome started to sound, click, click, clicking slowly. Its beat matched the rhythm of the couple in the video, just like Clara said, and I saw the thick pink cock start to tease the bottom's hole, only entering a few inches before pulling back each time.
I steeled my nerves, and I started to move my own dildo, looking between Clara's face and the tight asshole being gently fucked.
My body tingled as I did, and with just the first few inches inside me, I felt discomfort starting to fade. With dread, I realized that my asshole was already getting accustomed to being filled.
I pulsated the dildo in and out of me with the metronome, and I stifled in involuntary groan.
"Deeper now, sissy," Clara said, "I want you to know what being fucked is like."
The video changed, and it was now of a chubby femboy in a miniskirt and stockings. His cock was uncaged and erected, but still, it only stuck 3 inches into the air. He held a dildo that was lodged in his ass, and he was taking almost the full length. The metronome changed subtly to match his rhythm.
I took a deep breath and dove deeper, taking all five inches of the slim glass cock to its base.
I almost gasped as I did. It felt like someone was stroking my cock from the inside, and after a week of no orgasms, I could feel my balls swell in response. I angled the dildo up slightly, finding the sweet spot that made me leak most. lubricant ran down my ass crack and stained my bedsheets, but I didn't care. I just wanted to keep feeling this.
Why was I so sensitive? Was it because of the videos from Clara?
I felt a warm wave of pleasure lapping over me, and my concerns felt like they were pulled away from me.
I watched Clara nod into the camera, encouraging me to give in.
I unconsciously imagined the bubblegum blowing up around me again, consuming me and surrounding me as I explored deeper and deeper into my tight asshole.
"Good slut," Clara said, Sending another ripple of pleasure through me with her praise. "Now don't you want something bigger?"
She put the first training dildo down, and she grabbed one two sizes up. It was just a little over 6 inches long and thicker than the first. The metronome stopped, and the video next to her faded.
I looked over at the same dildo laying on my blankets. Its glass twinkled up at me. The cock I had in my ass now felt amazing, but wouldn't it feel better to be even more stretched? Wouldn't it feel better to be fuck deeper?
She was right... I did want more. I was horrified at this realization, but my body moved on its own.
I licked my lips, and I removed the first dildo from me, quickly grabbing the next one. I immediately felt the vacuum inside of me, and I craved to be filled again.
I scrambled to apply lubricant, working my hand up and down the shaft excitedly. God, it felt different from a real cock. A real cock was warm and soft in my hands, and it made thick cum...
Jesus Christ. I pushed these thoughts from my mind.
"I am not gay," I muttered to myself as I lined up the next dildo to fuck my asshole
"start slow again now," Clara said, but you can still go deep."
Another video appeared next to her. This one was a lithe white twink in panties. He was tied by each limb face down to a bed so that he was spread eagle. A muscular olive-skinned man walked into frame and slapped his ass hard, causing the twink to squeal.
Then there was a jump cut, and the metronome started as I saw the muscular man on top of the twink, the panties now torn off and thrown to the side. The muscular man's thick, juicy cock was steadily invading the white twink's asshole. Unable to form words except for a high pitched moan, the twink writhed under the larger man's weight. I felt my mouth water, watching the balls of the olive-skinned man slap against the twink, trapped in bondage, and I moved my dildo to match their pace.
Oh, fuck. I had imagined that the larger dildo would satisfy me, but as I continued, I realized that I was already pushing down on it as I took it to the hilt, craving just another inch or two. I still needed more.
I continued like that for a while, training my ass as Clara told me how fast and how deep to go through the recording. The video would switch every so often, speeding up or slowing down to teach me how to take dick at different tempos.
Then, Clara put the dildo away, and the metronome stopped. It was sudden, and I felt myself whimper as I stopped my own dildo. I hated to admit it, but I had been getting close to an orgasm.
Instead, Clara reached off screen again, pulling out the massive, veiny, and realistic black cock. I felt my face go pale. I've been able to make small jumps in size, but as I imagined that beast sneaking through me, I felt unsure.
Again, it was like Clara knew every corner of my brain. "I know it's scary, honey," she said, "but ladies are expected to take this and a lot more. I want you to understand every part of me if we're going to be together, and that includes this."
I swallowed, and with shaky hands, I grabbed the plastic penis. It was heavy, and compared to the glass dildos I had been holding before, the silicone was soft and warm.
"Just start with the lube," Clara said, squirting more into her hand to apply to the long shaft in front of her. She slowly ran her tattooed fingers across the ridges and veins, and I could hear it squelch in her hands as she did. I felt like I was in a trance, putting lube into my own hand and copying her movements. As I touched the dildo, I could feel my heart beating in my chest. This thing would stretch me until I was nothing more than a sleeve for it to fit into. Still, I didn't stop.
The bubble filled up more.
Once it was covered in a thick layer of jelly, Clara made a tight "O" with her thumb and forefinger, placing the head of the fat cock against it. I brought the cockhead to my own entrance.
"Just relax, honey," she said. "It's going to be okay."
I tried my best to believe her.
She gently pushed the dildo, simulating a tight asshole with her opposite hand. I applied the same pressure, feeling the bulbous head try to enter me.
With the training I had done so far and the muscles I had newly learned to relax, I shouldn't have been surprised to feel the tip of the massive dick pop into my ass. Still, the unexpected sharp pain took my breath away for a few beats.
"You're such a good girl," Clara said encouragingly. "You're doing so well, honey. "
I groaned, relaxing my hole as much as possible.
"Even if it hurts a bit," she said, "just start moving with this video for me, sweetie."
Another video popped up on the right side of the screen. However, this one wasn't of just men. It was of Clara with a stranger. He was black, lean, tall, and nude, and his face was just offscreen.
The shock of the video distracted me from my pain. The man hadn't started to fuck Clara yet, so I could see the entirety of his dick as he slapped it on her bare ass. She wiggled her hips to tease him.
As he lined up his cock to her asshole, I realized something. The penis on my screen was of an incredibly similar shape and size as the one I had inside of me.
It wasn't just similar, in fact. It was identical. She must have taken a cast and made an exact replica of the cock that was pushing into her ass in the video, and she had given it to me just for this moment.
I was going to fuck myself with this stranger's dick as he filled Clara.
The metronome started again as the massive dick teased Clara's hole. She moaned loudly, and I could see the same pain that I was feeling right now flash across her face. She had said that if I really wanted to understand her, part of that was knowing how she felt.
I just hadn't imagined that that would have meant fucking myself in sync to a video of her and another man.
This was all going too far, and I felt like I was losing control. I tried to remove the dildo from my ass.
My arm wouldn't move. The aura of pink I'd imagined around me grew thicker, and once again, my body felt weightless. Instead of pulling the dildo out of me, I watched as my hand pushed it deeper.
It wasn't just that I felt like I couldn't control myself. I felt like I couldn't control the craving. My ass was crying for more, and it was denying my attempts to take away what it had. I'd become fully compliant to anything Clara asked of me, digital or no.
As the dildo steadily slid into me, I felt it grind against my prostate. A stream of pre-cum dribbled out from my cage, landing on the shaft as it continued to split me open.
I cried out, half in pain and half in pleasure as the soft plastic cock went deeper than either of the previous dildos had explored. I could feel it slide through my guts, and I swore that I could feel each individual ridge as it bottomed out inside of me.
Click, went the metronome.
Just one thrust, and I already felt my brain turning to mush. A stream of bubblegum-flavored drool fell from my lips and hit my chest.
In the video, Clara had also taken the full length of the massive cock in her ass for the first time, and just like me, her eyes were glazed over and her lips were parted. Her chestnut brown cheeks were flushed, and her eyes fluttered as the dick slowly pulled out until only the head was left inside of her. I felt the fake dick inside of me slide out to the same position as my arm unconsciously followed her.
Then, holding her hips tight, the stranger drove into her again carefully, but with purpose. The metronome sounded, and I felt the dildo bottom out in my asshole again, rubbing against my prostate as it did. Each time it plunged into my ass, it felt like it was reaching farther into me.
I was thankful that whoever the stranger in the video was, he was being gentle for now, taking it at a manageable clip.
I felt the pain subside as I followed along, taking care to not miss a single thrust.
In no time, Clara and this man sped up, and I was now shoving the plastic cock into my own asshole at a pace I wouldn't have thought possible before. My caged dick dribbled uselessly as it bounced with every thrust.
I felt something rising from deep inside of me, and my asshole started to convulse on the dildo as I watched Clara push back on the man in the video.
Then her words from earlier echoed in my brain: "don't you dare fucking cum."
Just like that, I was stuck on the edge. I moaned, squirming in the puddle of lube that had accumulated below me and trying to coax an orgasm out of myself, but all I got was precum.
No matter how hard I pushed, I couldn't force it out of me. Instead, I was trapped on the brink. I whimpered and spread my asscheek with my free hand, trying to fit just one more inch into myself.
As I cried out, the stranger in the video slowed, and I saw him stay in one position as he shuddered and grunted. He was cumming in Clara's asshole, shooting deep into her. Before all of this, I would think about how it would feel to be him.
Now? I wanted to feel his hot cum paintmy insides.
What had I become?
The metronome faded, and it was soon just Clara. I didn't take the dildo out of my ass.
"You did so good, sissy," she said from the screen as she faded.
"Thank you," I gasped as if she could hear me.
I wiped off my lubed hand on my chest, and I grabbed my phone, exiting from the video.
I texted Clara after catching my breath..
Wow. Second vid was... crazy.
My phone buzzed.
Glad you liked it. Plug up all of tomorrow and wear a pair of those panties I got you, but don't touch yourself besides that, okay, Jessi?
I looked down between my legs. The huge dildo was still balls deep inside of me. All I had to do was take it out and plug up tomorrow. That should have been easy.
I looked at the collection of buttplugs. They were much smaller, the largest looking like a metallic egg with a handle and jewel at the end.
My brain was fucked. The only thing I could think was that I wished the plugs were bigger.
--------------
The next day, I did as Clara said, and I cleaned and plugged myself first thing in the morning, sliding on a pair of lacy fuschia panties once I was done. I started chewing that enticing gum immediately. I had some in my mouth at almost all times now, and I kept blowing bigger and bigger bubbles as I did chores. Its flavor reminded me of something, but I couldn't name what
I didn't have class till later, so I started with laundry. I washed my sheets and told myself to put a towel down next time.
"Next time..."
Was I already planning what my next session with a dildo would be like?
I shifted uncomfortably as I moved the sheets from the washer to the dryer. The butt plug inside of me was just big enough to remind me that it was there, but was only a shadow of what had been inside of me yesterday.
I did my best to distract myself. It was the day before my and Clara's date, and since the instruction yesterday to stay plugged and wear those underwear, I hadn't heard from her. I tried to go out my day without getting too distracted. Thinking about tomorrow wasn't going to make it get here any faster.
However, it wasn't easy to get my situation out of my mind when I had a cage around my dick and thick buttplug up my ass, and what's more, the frilly underwear Clara had bought me kept bringing my attention back to my ass and crotch. It was a subtle feeling, but when I would sit down or stand up, I could feel the smooth satin rub on my hips. I even wore tight skinny jeans, trying to hold them in place.
I swore that I could see an outline of the lace through my pants... I hoped that mind was starting to play tricks on me.
I chose a pink T-shirt to pair with it. I couldn't explain why, but every shirt that wasn't that color just felt too boring.
By the time I got to one of my workshop classes, I felt like I had barely gotten anything done during the day. That was how I felt about all of my classes recently. It was like being around Clara was slowly draining my focus away, and as the teacher held up a graduated cylinder, all I could think about was how it looked like that silicone dildo I had at home.
"Jesse!"
I blinked hard, pushing away the thoughts of dildos, cocks, bubblegum, buttplugs, and panties that swirled in my brain.
My professor had asked me a question, and the whole class had turned to look at me.
I felt my cheeks redden. "Uh--um" I stammered, "can you ask the question again?"
I was summarily kicked out of class.
I floated through my day, feeling like my very brain was replaced with the bubblegum I was chewing. It was mushy, stretched out, and bright pink.
After dinner, I returned to my apartment. Today had been a wash, and I felt like I once again got a taste of what life was like without Clara in it.
When my phone buzzed at eight, I was online shopping. I wish I could say that it was for a new video game or basketball jersey, but no. I was looking at giant silicone cocks, exploring various manufacturers and reviews.
It was Clara. Immediately, my whole world got brighter.
Want to come over and spend the night?
My thumbs trembled as I typed.
God, yes.
When I arrived and knocked at the door, Clara answered. Of the multiple times I've been over, I'd always been greeted by someone else, another man who Clara had just finished fucking or was planning on fucking shortly.
Only now, when she had invited me over to spend the night, was it just me and her.
I wondered what this meant for us. She had talked about seeing things from a woman's perspective, so I tried to step into her shoes.
Why would she invite me over? Was she just as eager as I was, pushing our date earlier by a night? She had specifically said that she Only hooked up with fuckboys, and based off of all of the sensitivity training she had been going through, it didn't feel like she saw me as one of them. I was sure she didn't. This wasn't a hookup.
Truly, it didn't matter to me. When she opened up the door, Clara was wearing black sweatpants and a black hoodie with a undecipherable white print on it. she still had her makeup on from the day, but she had changed into comfortable clothes for lounging.
"Come on in," she said, stepping to the side. I entered the door, and another difference hit me. For the first time, it didn't smell of sex. The air was full of the scent of incense.
The room was beautifully decorated with antiques and curios. She hadn't mentioned a job, but she must have been very well off. She lived in comfort, and she had already bought me multiple items that certainly weren't cheap.
"Thanks for having me," I said, not knowing what else to say.
"Of course," she said, smiling. "I'll be honest, It's nice to have the company."
My heart stirred. I still didn't really know Clara. Just looking at her filled me with a sense of warmth and completeness, but I knew absolutely nothing about her. This was a chance to build something more.
"No big plans on Friday night?" I asked, smiling.
She shrugged. "I always make plans," she said, "my problem is keeping them. A lot of times, it sounds like a lot of fun to do something on the weekend, but when the weekend rolls around, going to a party just sounds like a nightmare."
I nodded. "Every party seems like fun until you have to go," I said.
"Tell me about it," she said, walking down the stairs. I kicked off my shoes and followed her, entering her living room for the second time. The candelabras were aflame now, casting gentle flickering shadows across the coffee table. An LED strip that was fixed behind the tapestries was on as well, casting a faint glow through the various hanging fabrics.
"Cool lights," I said. "I had no idea those were there."
"I'm a lady of surprises," Clara said.
I smiled at her. "I think I've figured that out by now."
She raised her eyebrows at me and laughed. "Oh, this bitch has got jokes!"
Clara and I continued to joke and chat as she poured us each a glass of wine, and we settled on the couch to watch some shitty horror movie from the 80s. it was about werewolves, and the practical effects looked cheesy by today's standards.
I learned that she had hit it big with online modeling a while ago, made bank, and stopped almost a year ago. I wondered what kind of "modeling" she meant, but I didn't ask. Besides that, I learned her last name, her favorite colors, her hobbies, and how cute she was when she was a little wine drunk.
It wasn't very late when Clara turned to me. "You're actually a lot of fun to hang out with, Jessi," she said.
"I'm having a lot of fun too," I said honestly.
"Can I ask you to do something before bed, though?" She asked.
"Anything," I said. I meant it.
She held out a hand with black fingernails. "Come with me," she said.
I took her hand, and she led me, wine glasses in both of our hands, up the stairs.
She led me by the hand to her bathroom, which, unlike most college bathrooms I had seen, was almost immaculate. She kept all her makeup in her vanity dresser, so all the product below her sink was for her curly hair and skin care routine. Only one container was out of place and sitting on the counter.
"HAIR REMOVAL," was emblazoned on the side of the tin. I read and reread the label, already knowing what she was going to ask.
"Will you?" She held up the container to me, and I picked it up, nodding.
I almost protested, but then I felt a pink calm wash over me. "I did say anything," I said, "and after last night and yesterday, this is practically nothing."
She beamed, walking out of the bathroom and back in almost immediately. This time, in her hand, she held a key. She heldthe key. My balls ached just knowing it was near.
"I want your hair gone from everywhere, okay baby?" she said, moving hand forward to grip my cage through my tight pants.
My lips parted in a silent moan as she gently squeezed.
"Get undressed for me," she said, stepping back.
I blushed as I took off my shirt. Clara had seen my cock before, and last time I had been around her, I'd been wearing lingerie that left nothing to the imagination, but it struck me that she had never actually seen me fully naked. I folded my clothes, in a neat pile as I stripped, my socks after my shirt, and my pants after my socks.
Finally, it was just me in a pair of the frilly fuschia panties she had bought me.
"Those too," she said.
I nodded and hooked my thumbs into my waistband, pulling the smooth fabric down my legs and stepping out of them.
"Now give me a little spin," Clara said teasingly.
I awkwardly spun around for her, making sure she could see the jewel of my butt plug as I turned.
"I'll help you get those last pieces off, "she said, squatting down. "Come here"
I shuffled forward, fighting my instincts to cover myself in front of this fully dressed woman.
Clara held her hand up, and once I was in arm's reach, she gently cradled my cage, sending electric waves through my sensitive body. With her other hand, she raise the key, bring it to the keyhole and unlocking it in a smooth motion.
Almost immediately, the cage on my shaft slid out of place, and my cock quickly tried to become erect.
Clara was prepared, however, and with a quick flick of her wrist, she smacked my balls. A jolt of pain fired through my body. My erection was stopped in its tracks as Clara pulled the cage off and made speedy work of removing the ring as well. She knew that taking off the ring would be almost impossible if I was hard. She was so smart.
Once the cage was off, however, my dick quickly became erect, the imprint of where the cage had been pressed against me still clearly visible.
"Don't touch," Clara said as she put the cage down and reached behind me to grab the base of my buttplug.
I jumped as she did, feeling it slide slightly inside of me. I relaxed as much as I could as she eased it out bit by bit.
God, an ass shouldn't make someone feel this good.
The last taper came all at once as Clara worked out the largest part of the flared metal.
Once again, I felt empty.
Putting the plug next to the cage, Clara grabbed the hair removal substance. When she popped the top off, I could see that it was not in fact, a cream like I thought it would be, but just a powder. She grabbed a small bowl to mix it, and she started to create a paste from water and the fine powder.
I would love to say that it smelled like flowers or sugar, but it didn't. It smelled terrible.
After mixing the paste to the desired consistency, Clara looked at me and just gestured to the shower. I stepped in.
"This might sting a little bit," she said, "But we have to leave it on for a while."
I tried to stay as still as possible as Clara slipped on a glove and started to apply the paste to my leg. She was right. It did tingle, and sometimes I did feel pinklpricks, but once she applied the cream to one part of my body, she would wait a certain amount of time and then wash it off, revealing perfectly smooth skin underneath. I ran my fingers across my own hairless thigh when I first saw it. It felt and looked feminine and unfamiliar. It felt... good.
Why did I feel so much happiness just looking at my own thigh?
Clara continued this process across the entirety of my body below my neck until there wasn't a single strand of hair on me. My head spun from the stench of the cream, but I couldn't deny its results.
After throwing the mixing container away and tying off the bag, Clara made it to a drawer and grabbed a razor and shaving cream, turning to me.
I had never had anyone else shave me before, but Clara was practiced and precise, removing any stray fuzz on my cheeks and neck.
"Shower now," she said, "and we'll lotion you up before bed."
Bed? Was I going to sleep in the same bed as Clara? I thanked her and got in the shower excitedly, shampooing, conditioning, and scrubbing my body all over until I felt like I got the stink of the hair cream off.
It was bizarre to feel my bare body under my hands now. Without the thin layer of hair to provide some cushion, it felt like it was the first time that some parts of my body were being touched at all.
I kept on shifting my legs back-and-forth, surprised at the feeling of my hairless ass cheeks rubbing against one another.
I finished showering and dried off, looking into the mirror as I stepped out.
Steam had clouded the top third of the mirror, so I only saw myself from my chest down.
I saw a smooth and delicate body, its knees pushed together in embarrassment. Between where its feminine legs met its hips, a bare dick stood at half mask, and I could see how red the hairless sack was. This cock looked absolutely minuscule compared to the other man's I had seen that week, and I felt like it looked off.
Clara took a step towards me, and I was broken from my trance.
In her hand, she held my cage.
I looked back to my hairless body in the mirror. Didn't it look out of place to not have a cage? After wearing it for less than a week, I was so used to it that I swore I could feel its metal bars.
Clara had previously said that she was used to seeing dicks larger than mine. After being in her world for a bit, I knew what she meant. I thought my size was enough before, but now I knew the truth: my dick was meant to be caged. I was meant to be under someone else's control.
Wait... What was I thinking? Under someone else's control? Did I really feel like that?
Something shifted inside me, and I felt like I was floating again.
Of course I felt like that. I was inferior, meant to serve. I was meant to pleasure others, not feel pleasure myself.
I swallowed, and I reached out and took the cage from Clara's hands. My brain felt pliable and rubbery, and I put the cage on without another word.
Clara kneeled, grabbed my cage, and as if it were the most natural thing in the world, locked my dick away with the insignificant silver key once again. after we both heard the faint click of the metal, she leaned forward, and she gave me a light kiss through my cage. I felt more pre-cum leak out of me.
Then she started grabbing serums and salves from every drawer, applying them to the appropriate parts of my body. She moved my arms as she slathered, like I was a poseable doll.
By the end, I was moisturized and scented, and my soft skin felt like velvet to the touch.
"Do you want to put a pair ofmy underwear on?" She asked, staring into my eyes with her piercing gaze.
"S--sure," I said.
She walked over to a hamper in the corner of her room, reaching in and pulling out a black thong. It had little rose details on the hips, but that was not what drew my interest.
These panties had large streaks of white crusty stains across their crotch. She balled them up and threw them to me, and as I caught them, I could smell cum in the air once again.
I salivated and clenched my jaw.
Clara yawned and stretched, turning around to light a candle. Handing me a pair of jizz-stained underwear didn't even seem to phase her.
I leaned down and stepped into the panties, feeling the crunchy fabric against my ankles. I had never worn a thong before, and even though I had seen them plenty of times, I still marveled at how little cloth there was. It was barely a scrap of clothing, and it was going to be wedged into my ass. I drew the panties up, and I carefully adjusted them as I brought them to my hips, moving back-and-forth a little bit to make sure my cage was secure. The streaks of dried cum were stretched out over my bulge, and I wondered how long this pair of panties had been waiting for me.
Had she just fucked someone today?
I barely looked up when I had to raise my arms to catch another bundle of fabric Clara had thrown at me. This one was much larger.
After getting my bearings, I looked at the clothing in my hands.
It was a pair of pepto bismol pink pajamas, laced with white piping.
They looked foreign in my hands, but something about them was enticing. I wasn't sure if it was the feeling of them on my smooth arms or the bright color against my skin, but I felt a sudden urge to put them on.
I would look ridiculous in them, of course. After all this, I was still a man, and...
Fuck, who was I kidding?
I put the matching set on, tying the drawstring and doing the buttons of the flowy fabric. The clothing felt silky, brushing across my skin with the slightest movement.
Clara pulled off her sweatshirt and sweatpants, revealing a pair of black boyshorts. Her full tits bounced as she got undressed, and her dark nipples were hard.
She put on a black silk bonnet to protect her hair, laid down in the bed, and stretched out her arms to me.
I stepped forward, my silky pink pajamas swishing slightly.
This woman had torn my life to shreds and was sewing it back together into some twisted, fantastical shape.
I got into bed with her, and as I did, she carefully took the back of my head and guided me to her chest, holding a tit in one of her hands, pointing the nipple at my mouth.
"Suck, baby girl," she said, her voice hoarse and relaxed.
I let the pink wave flow through my brain, taking her nipple in my mouth and latching, flicking my tongue over it and nibbling. I closed my eyes as she held me like that.
"Don't stop that," she said, reaching over to the bedside table and grabbing headphones. She slipped them in my ears as I continued to kiss and worship her breasts, and soon I heard more tones and whispering. This was just like the file she had sent me the first night, but this one was slightly different. The words seemed more clear, but I still couldn't understand them.
Maybe I just didn't want to understand them.
I listened and sucked, drifting to another dreamless sleep.
--------------
When I woke the next morning, Clara was already up and walking into the room. She was wearing black running shorts and a sports bra, and a thin sheet of sweat glistened on her face. She clearly just been out for a run.
"Looks like I'm a little late waking up," I said, yawning as I rose. I looked down and saw the pink pajamas on my body. It was bizarre to see how good they looked on me. They almost felt... Well, they felt like they belonged there.
"It's as good as a cup of coffee to wake you up," Clara said, leaning over to stretch her legs.
"Boo," I said, pouting. "Now I want coffee."
Pouting? Since when did I pout?
Clara laughed. "We can get you coffee, princess," she said. "Just be patient." She stripped in just a few smooth motions, walking up to me and kissing me full on the lips, exploring my mouth with her tongue.
I could smell her sweat, full of pheromones and salt.
i reached out a hand to touch her hip. Her skin was warm and sticky to the touch.
She pulled away, leaving me leaning forward, and she went to the bathroom to shower.
I smiled and wrapped my arms around my knees. For some reason, her calling me princess didn't feel as out of place as it used to. I wondered when that change had happened.
After Clara showered, she got dressed, putting on a white T-shirt with a black latex skirt and high socks.
Holy shit, was she beautiful.
"So can I start getting you ready for our date?" She asked, sliding into bed next to me and wrapping her hands around my waist.
"Get ready?" I asked.
"I want to give you a little makeover," she said, kissing my shoulder.
I was completely hairless, and I was wearing a chastity cage, cummy panties, and pink pajamas in her bed. How much more could she change?
Did I want to change more? I couldn't deny that what had happened so far had felt amazing, but I didn't want to...
My brain grew fuzzy as I turned and stared into Clara's eyes.
I smelled vanilla as she held my gaze.
What was I thinking again?
It must not have mattered if I forgot. "For sure," I said. "I'd love that."
Clara hopped off the bed and pulled out a box from under the end of it. She took off the top and removed item after item, making quick work. My eyes wouldn't focus as I sat and watched her, almost as if I was drunk.
The next few hours felt like a blur.
Clara brought me to the bathroom and had me shower again. I did so in a trance, feeling the water flow over me.
When I got out, Clara lotioned me again, and I watched passively as she put new lacy underwear on my legs, painted my nails pink after a manicure and pedicure, did my makeup with a special berry lip gloss she had picked up just for me, and even fitted me with a blonde-banged wig.
It was almost like I was sitting on a cloud and watching somebody else as Clara worked. She was transformative, and I stared in the mirror as the thick mascara eyeliner with the contours and blush coalesced into something new: I saw myself fall away and be replaced by a girl with fairylike, dainty features and rosy cheeks.
As Clara stepped back and admired her handiwork, I turned my head around, admiring myself from different angles. With blonde shoulder-length hair, makeup, manicured nails, and a shaved body, I was the picture of femininity.
"Your voice is already pretty high, sissy," she said in a gentle tone, "but I really want you to play it up. Let that lady inside of you speak."
Change how I speak? Wasn't this a little far? Still, I couldn't bring myself to not obey her.
I opened my mouth, starting to shape words multiple times, trying to move My soft pallate in a way that made sense to my tongue. "O--okay..." I said. My voice was airy and high-pitched.
That's a good girl, "Clara said, smiling and hugging me.
I put my arms around her and hugged her back. The smell of vanilla filled my nostrils again.
"We have to get you some new clothes," she said, pulling back.
New clothes? I looked down at my naked body. I guessed covering myself would be smart...
I looked back at the clothes I wore yesterday bundled on the floor. They looked so itchy and scratchy.
That was strange. They were fine yesterday. Why did they look so uncomfortable now?
"Do you want me to take you shopping, sissy?" Clara asked, rubbing my back.
I looked up at her with a blank stare, and I felt myself nodding.
She looked me in the eyes and grabbed something from a drawer in the vanity. It was the white O-ring collar she had me put on last time I was here. I wore it when I got to taste Cameron's yummy cock.
What the fuck? Yummy?
I fought with my thoughts and tried not to drool as Clara put the collar around my neck and clasped it.
--------------
I chewed my gum and shifted uncomfortably as Clara and I walked through the mall. Since I didn't have anything new to wear, I had to put on my skinny jeans and pink shirt from the day before. They were so constricting and tight, and every time I saw my reflection in them, something fell off. I felt like they clashed with my collar, and I was anxious to get changed. With my blonde bob wig, heels, and makeup, I kept mistaking myself for a woman in the mirrors, and I was getting anxious about the people around us.
Some people were staring at us as we walked through the mall, and I kept making eye contact with men. I wasn't used to wearing the heels that Clara gave me when I had first met Cameron, and I wobbled a little as I walked hand in hand with her.
"People are looking at us," I said, nerves in my voice.
"Yeah. Those men are checking you out," Clara said. "Look behind you."
I glanced over my shoulder as we continue to walk, and I saw two separate men with their eyes firmly on my ass.
My hips swayed, and now i was hyperaware of that fact.
I turned back around and blushed, but now I could feel their eyes on me. My heart pounded.
What was I doing here? Why had I agreed to--
Then my heartbeat slowed, and my thoughts became unsure and blurry.
My breathing was steady.
Something far away inside of me protested, but I couldn't pick my finger on what was wrong as I blew another bubble.
"What store are we going to?" I asked.
"I have just the place," Clara said, suddenly pulling my hand.
I stumbled into a store after Clara. I looked up and around me, taking in the scene. Dresses and blouses hung from grey mannequins, and the whole store smelled like candles.
My eyes were drawn to the many many pink outfits throughout the store.
I sorted through the colors of pink in my mind, matching them to my lipgloss, different pairs of panties, and more, making little outfits in my mind.
Hang on, why was I making an outfit for women's clothes? I didn't wear women's clothes. In fact, why was I wearing heels?
Without thinking, I blew a bubble, and it popped, getting on my lips and chasing away my thoughts.
I squealed and hurried to scrape the stretchy pink substance from my face.
What was I thinking again? Right. I was planning outfits. I think almost anything in the store would look good with my collar and heels since they were white, but there were so many choices.
Clara ended up choosing some pieces for me, mainly dresses and skirts, but she also picked out a corset.
"I want to start training that waist of yours, baby," Clara said, "to show off those great hips."
I smiled at her and nodded, and the nice salesman let me put it on in the dressing room to wear out of the store. Clara had me putting on one of the dresses over it. It was white with tiny pink hearts all over it. The dress came down to my mid-thigh, and it was so nice to get out of those awful jeans.
The corset was drawn until it was snug, but it felt like a big hug around my waist.
As I prepared to leave the curtained area, the thick fabric was yanked open. Clara and the salesman, a handsome and built mid-thirties man with gray on his temples, were on the other side.
I felt a tickle of alarm in my brain as I saw them together, but I brushed it off. Clara led the stranger inside and closed the curtain behind them. It was an ability-friendly room, so there was extra space, but it was snug with three people.
"Um," I said.
"Show this man your panties, sissy," Clara said.
"W--what?" I asked. Even as I said the word, I felt my fingers pulling up my dress and exposing the front of my underwear, the bulge of my cage obvious.
"No goddamned way," the salesman said. "I totally thought you were joking."
My cheeks reddened, but I didn't--I couldn't lower the dress.
"I told you she was locked up," Clara said.
"How long?" The man asked, pulling out his phone.
"Less than a week," Clara said. She leaned past the salesman, using one hand to pull my panties down a few inches, letting my hairless, caged cock bounce out.
"Only a few days and already got her in a dress," the man said, snapping pictures with flash.
"Do you have a girlfriend?" Clara asked coyly.
"Nah," the salesman said, grabbing another picture from farther away, surely getting my face in the photo. "Too much maintenance."
Clara reached down and grabbed the stranger's dick through his pants. He groaned.
She groped him, feeling his entire length and smiling.
"Well, you're definitely big enough to make the list. If you ever want to fuck either me or a sissy," Clara said, "let me know." She pulled out her phone and offered it to him. Clara's eyes trailed over the man's muscular chest. Mine followed.
He was built. Even through a button down and undershirt, I saw his thick muscles ripple as he reached forward and took the phone from her dainty, tattooed hands.
This man was built like a mountain, and he was going to be fucking Clara? He was going to be fucking me? My lip quivered.
He typed in his number while smiling.
Why was Clara just offering herself up...? Why was she offeringme up?
Clara moved her hands back to the man's crotch, undoing his belt and slipping her hand into his pants.
My concerns lazily drifted away as Clara jerked the the salesman off and he grabbed a few more pictures, sometimes commanding me to turn around or pose.
Of course, I complied.
After a bit, he lowered his pants further, letting his sweaty cock flop out. He was large, much wider at the base of his seven inch cock than he was at his tip. His balls, hairy and full, stuck to his shaft for a moment before gravity peeled them off. His dick was curved downward, and the wiry hair was unkempt. He clearly didn't groom for anyone.
My mouth watered, and I flexed my ass around my buttplug.
Clara continued to jerk him off, and she sunk to her knees and stuck out her tongue, giving him a clear target.
I still held up my dress as Clara presented herself for this man. He sighed, and without warning, he started to cum. His jizz rolled out in steady spurts, all landing between Clara's lips. She worked his dick, squeezing out every last drop of semen.
The man sighed again and put his cock away. "I want to take my time with you two," he said. "Call me."
Clara nodded, still holding his load in her mouth.
Would she kiss me with it? Let me taste another man?
I salivated even more at the idea.
He slipped out to take care of other customers, leaving me holding my dress up and feeling helpless. Had that really just happened?
My mind muddied, and I looked in the mirror.
This new corset really did accentuate my hips. I watched myself turn and give my butt a little wiggle, my pink panties still around my thighs.
What was I so worried about again?
Clara motioned for me to approach her while she was still on her knees. I did, my heels clicking against the linoleum.
Clara leaned forward, grabbing the underwear I had around my legs. She pulled it out and put her lips on their lacy edge, letting the cum dribble out of her mouth and into the panties.
My cheeks burned.
Then Clara grabbed the waistband and pulled them up, letting the cum squish against my hairless ass and crotch.
It felt gushy and hot as I shifted, and we could both hear faint wet sounds as I moved.
It was warm like bubblegum. The pink wrapped around me.
"Thank you, Clara," I heard myself say.
Clara was watching me now, analyzing my reaction.
I lowered my dress and admired my painted pink nails before blowing a bubble. Clara was still staring at me.
"What is it?" I asked, genuine.
"I think you're ready."
Clara continued and said she still needed to get a couple things in order.
We left and sat at a high top outside of a coffee shop, and I accepted my frozen raspberry latte while kicking my dangling feet in the air.
Men would stare at us as they passed, tracing our bodies with hungry eyes. It made my tummy feel weird and sent a tingle to my cage.
I played with my straw, wondered what their cum was like.
I slid forward and back in my chair, feeling my slick, soaked panties rub against my smooth legs.
Clara was on her phone, texting constantly, and sometimes taking a call. She was never on the phone long, mostly just confirming timing.
I was having a hard time getting my head out of the clouds as I drank my coffee and looked at boys, but she kept on mentioning 6 p. m., which I thought was funny since that was also the time of our date.
Oh well. Clara was really smart, so she probably knew what she was doing.
After my coffee, I started to chew another piece of my gum, happy to give my mouth something to do.
When we got back to Clara's apartment, it was still a few hours before our date. She brought me down into the living room, and she had me help her set up a table. It was maybe three feet high and cushioned at the top, and had lots of ropes and straps and rings around the edges.
I wondered what it was for.
It was almost like something behind my eyes was being tickled, so I squinched up my nose and shook my head.
After that, Clara took me upstairs and had me clean my asshole and shower, plugging myself again afterwards.
I had to redo my wig and makeup, but Clara helped me. She picked out a super light pink lingerie set for me too that was so cute.
As I got ready, I heard people knocking on the door and ringing the doorbell. It seemed like a lot, but I was having trouble counting them.
Music started to play from the living room.
I wondered what Clara and I were going to do on our date. Maybe we would go get dinner or something?
Clara made sure to do my makeup and hair until it was to her satisfaction, and after she finished, she excused herself momentarily. She left the bedroom and went downstairs.
I stared into my own eyes through the mirror, thoughts bubbling up and then sinking back down before being fully formed.
I don't know how long I sat there, but eventually Clara knocked and came back into the room.
She squatted down in front of me. Her makeup was flawless, and dark glitter eyeshadow made her eyelids sparkle.
"Jessi, baby," Clara said. "I want you to stay still, but I want you to wake up."
No sooner had these words left Clara's mouth then I felt all of the pink fog in inside my brain disperse. The lack of clarity and fuzziness that had been all around me fell away.
I became shockingly aware that I was wearing a dress and make up, and I realized how out of place that was. She had been doing something to me...
She had me brainwashed almost completely.
I tried to speak and ask her what the fuck was going on. I couldn't move my jaw. I couldn't move any part of me, as a matter of fact. I tried with all of my might to lift a single finger, but it felt like my body was made of concrete.
"I know you're in there and you can hear me," Clara said.
I moved my eyes around her face, watching her full black lips shape the words.
"I think you know by now that all of those little audio and video files I've been having you listen to weren't just for 'sensitivity,' and that your bubblegum has a couple extra ingredients," she said, holding my hand.
I tried to speak again, but still found that I was paralyzed.
"I know you can't move right now, and that might be kind of scary," Clara sighed. "This isn't scary for me, though. You're the third simp I've done this for."
A frog raised in my throat. She had done this to others? Was I just a new entry into her list?
"But I just I didn't want to keep the others after everything was said and done," she said. "They were better off with different owners. You're different, though. You've taken to this so well and so quickly, and I actually like spending time with you."
My heart warmed, but I still couldn't move. I wanted to cry out.
"I want to keep you," she said, "but it's your choice."
A choice? I wasn't sure I remembered how it felt to have one of those.
"So I want you to remember all of the pleasure you felt so far." Clara raised her hand again and snapped.
Suddenly, the past week flashed before my eyes. I could remember the first taste of the hot and sticky load from Clara's ass, and I remembered how she had made me pleasure her in front of passing strangers. I remembered the flavor of Cameron's cum-soaked dick as he fucked my throat and the feeling of fucking my ass with the girthy, veiny dildo. I even remembered Clara spitting cum into my underwear just that afternoon. All of those sensations and experiences along with the blissful time in between rushed over me, threatening to overwhelm.
I still couldn't move, but I watched my body shift imperceptibly in response to these memories being forced through my brain.
"I'm not doing anything right now but reminding you how good you've already felt," Clara said. "I'm not manipulating anything else. I'm just making you remember."
My breath was taken away. Now that it was laid bare, I realized that this week had been the most electric of my life. I had been sleepwalking for years, and for the first time, I felt what life could be.
"Have you always felt like this, Jessi?"
I knew I hadn't. I remembered the thick layer of glass that had broken and fallen away when I saw Clara. I remembered how food had less flavor and how the sun shone less brightly before I had met her.
"So I'm going to give you a choice," Clara said, pronouncing each word slowly and clearly. "Either I can break this little trance that you're in, take off that wig and make up, and we can go on a straightforward date with no cage. If that's the choice you want to make, nothing will happen between us, and tonight will be the last time you see me. I'll tell all those nice boys downstairs to wait for me, and I'll entertain them alone once we're done."
I felt my heart sink at every word she spoke. Imagining her gone from my life sent chills down my spine.
I had been happier and more alive that last week than I had been my entire life.
"Or," she said, "I can give you one more little piece of bubblegum, and we can go downstairs. The entirety of our date will take place in that living room with all of the guests I've invited. You will be my toy and my doll to use and pass out as I please, and you will have so much fun. All of these feelings you've had over the past week will never go away, and you will continue to be mine. Forever. You won't need school or a job. I'll keep taking care of you for the rest of your life."
I still couldn't move.
"This is the one choice I won't make for you," Clara said. "You can speak." She snapped again.
I could move. I knew I could. She had loosened whatever grip she had over me. Still, I stared at her, unable to force the words out of my mouth.
I paused for what seemed like minutes before I looked at her. "I--I think I'm ready for another piece of gum.
Clara smiled.
----------------
The music grew louder as Clara led me down the stairs, and I felt my sweaty palm in hers.
She squeezed my fingers encouragingly.
I heard the sound of men chattering, but as Clara led me in, a thick silence fell over them. I had imagined that a few people would be here, but I didn't imagine this. Around a dozen men stood, already completely naked except for their underwear. Some were holding beers, and others solo cups. There were men of multiple heights, ethnicities, and builds, but every last one of them stared at me and Clara hungrily.
The lights were low, and candles were lit, casting long shadows.
I still wore my dress, long socks, collar, lingerie, and corset, but I felt more naked than they were.
Making eye contact with one of the men, a spark of recognition flashed through my brain. Cameron was there, and as I made eye contact, he winked at me.
I remembered the feeling of his cock between my lips and shuddered. Today... he was there for more than my lips. I timidly smiled back at him and raised a hand, waving with just my fingers.
One of the men, a tall black guy with locks, was the first to reach down and lower his boxer briefs, never taking his eyes from my still-clothed body.
His cock flopped out. It was thick and uncircumcised, surrounded by short-cropped hair.
The other men, Cameron included, followed suit, taking off their underwear and tossing it to the side. They all were huge, with the shortest being 8 inches long.
As I inspected the penis of each man, looking at how some curved to the left or right and how the veins on each one created a unique texture, I realized that my mouth was watering, and my ass was aching.
My body wanted to be filled.
For so long, I had told myself I was doing all these things only for Clara, but was that true?
The men picked me apart, devouring me with their eyes. I wanted to cover myself. My collar, my dress, my face, anything that they could put their eyes on, I wanted to hide away.
But again, I felt my brain growing fuzzy as they stared. It was like every single one of them was inflating the bubblegum bubble around me With their breath, causing it to warm and grow. I wanted to feel their breath. I wanted this.
I knew this feeling. Now it was a comforting presence, and I let the pink fog surround my thoughts.
Then I felt Clara's hand again. This time she had placed it on my back, and she was shepherding me forward.
I smelled the various colognes of the men as Clara and I approached. They were musky, spicy, and masculine.
The men, all taller than me, looked down, some smiling, and others biting their lips. I jumped as one of them smacked my ass through my dress. I spun around. It was a blond man with a powerlifter body and a beard, his dick standing erect and hairy.
I hardly had time to look at him before I felt a strong, callous hand on my hip From another side. I turned around again, and I saw the man with locks holding his uncircumcised cock in one hand and my waist in the other, towering above me by at least a foot.
Then I felt the third hand, and the fourth. Multiple of the men had stepped closer and were feeling me up, caressing, and groping me. They fondled my chest, ass, and neck. One of the hands even trailed up to my cage and squeezed it through my clothes. I squeaked.
My vision became a blur of bodies as I was crowded and turned, losing my bearings and becoming unable to connect each hand to its owner.
They all had distinctly different goals, with one lifting up my dress and digging between my ass cheeks to press against my plug and another grabbing my wrist so with such strength that I felt like he could have snapped me. I lost track of who had their hands on me and where, caught in the maelstrom of bodies.
Some of the hands were smooth and soft, and others were rough, but all of them grabbed me like I was nothing more than a sex doll for them to pass around.
Which... Iwas. I realized this as the fingers continued to explore my body. Clara had been shaping me since I had met her, feeding me that fucked up bubblegum and pumping hypnotic energy into me. I was built by her specifically for this. I tried to stop mentally struggling.
Somewhere inside... I could feel... I could feel that Iwanted this.
I was fated to be a sissy cocksleeve.
As I was battered and bounced around, I would bump up against the men, feeling their hard cocks, poke me in the back or arm.
My cock tried to get hard, once again failing, but now I was glad for the cage. I had to stop focusing on my dick and start focusing on others. Clara had taught me that.
I let that bliss wash over me as men reached past the hems of my dress to pinch my nipples and grip my asscheeks.
What was Clara doing now? I tried to look over to her. I could barely see anything past the wide shoulders around me, but when I did see her, I saw flashes of hands and engulfing her body as well.
When I finally saw her face, she was tilting her head back and closing her eyes, enjoying the experience.
She disappeared from my view as a man brought his face to mine. I jumped, not expecting another man's lips, but he grabbed my neck and pulled me tighter towards him, kissing me forcefully. I never kissed another man before, and as soon as I parted my lips, he shoved his tongue as deep as he could down my throat, pressing his rough stubble against my face. I tried to push away from him, but it was as if my arms had lost all of their strength, and he continued to explore the deepest parts of my mouth with his long, slimy tongue.
I groaned in protest, but I felt myself started to suck his spit into my mouth.
I accidentally swallowed my gum as I drank from his tongue, and the pink sugary candy slid down my throat.
Another man grabbed my hips, and with the help of every other hand that was exploring and feeling my body, he lifted me off the ground so that my toes were dangling. I started to kick, but soon more hands grabbed my ankles and thighs, suspending me helplessly. I even felt men pull off my heels and start to rub their cocks, warm and sweaty, over my socks.
God, I was less than a sex object. It was like Clara had said: I was a toy.
The man who was kissing me pulled back, and I saw his full face for the first time. He was fair-skinned with a strong jaw and a hooked Roman nose. He looked statuesque. The group of men continued to trail their hands over my body, grabbing and pulling on me as I looked up at the first man I had kissed.
He stared back at me, and drawing his head back for a moment, he spit on my face, and I felt his hot saliva splatter on my cheek, rolling down and cooling.
I gasped in surprise, and the man stepped away, being replaced by the dark-skinned man with locks. He moved his hand to my throat, pressing his fingers into either side of my neck and moving forward, kissing me as well. His lips were softer, but he was just as ruthless with his tongue.
I moaned as the second man assaulted my mouth.
I had sucked cock before, but this felt so much more intimate--so invasive.
I felt the oxygen drain from my brain, and the pinkish cloud thickened. As I was choked, I became significantly more aware of the rest of my body, manipulated and moved by people I couldn't see. My hands were both moved downward, and as I felt them brush against my fingers, I grabbed a dick in each hand. They were substantial, and as I started to move my hands to the heads of each, I could feel a drop of precum at both of their tips.
The man with locks let go of my neck and pulled back, biting my lower lip as he did. I gasped and coughed as my lungs convulsed for air. The corset I was wearing made it hard to take the deep, heaving breaths I usually would.
The men, already having lifted me, moved me forward, even closer to the table, throwing me on top. The waterproof cushions were smooth against my hands, but as soon as I had put them down to support myself, men who had circled around to the opposite side of the table grabbed my wrists and started moving me again. This time, they were taking off my dress.
I was surprised at the table's stability. Through all of this, it barely moved an inch. It stayed still while I was thrown around.
As the men on the opposite side held my wrists stable, others behind me lifted up my dress violently, yanking it up to my waist and tearing some of the fabric as they did.
I yelped, not wanting them to ruin my new clothes.
They didn't care what I wanted though, and the dress started to loosen as seams ripped across its entire surface.
In only a few short movements, the men tore my dress away completely, leaving me with my hands and knees on the table, dressed in heels, high socks, and light pink lingerie. I still wore my white collar and cage as well, and its ring clinked as I tried to push myself up again.
One of the men in front of me with wavy hair and light brown skin, reached for it, and he hooked a finger through the O-ring.
First, I looked at his dick, and then I looked at his eyes.
His cock was much longer than most of the men's, reaching maybe 10 or 11 inches. it was less thick, and one big vein ran along the top side of its shaft. He was smooth-shaved and circumcised, and his head was widely flared.
As I looked at it, I found myself thinking about how would taste and feel on my tongue, and I wondered if he was going to be the one to let me taste his cock first.
When I looked in his eyes, I saw the disgust clear on his face. He was half sneering, and he looked down his nose at me.
I widened my eyes. I had the sense that I was nothing to him but a hole, a place for him to discard his extra semen. Both of us knew that I was inferior to him, and as he pulled me by the collar toward his cock, I held eye contact with him, somehow entranced by his distaste for me.
I had to lie on my stomach to get to the level of his crotch. His package looked even larger up close, and suddenly I wasn't sure if I could take it. It was so long.
I opened my mouth to speak, and he immediately shoved his dick in, plunging into my airway and causing me to gag.
He drew back only a couple of inches before once again forcing himself into my throat, pushing another inch into me. My eyesight grew blurry as tears welled up and start to spill out.
I thought Cameron had fucked my throat when I cleaned off his cock last, but this man who carried so much vitriol for me showed me what a truly relentless blowjob could be, repeatedly and savagely pushing deeper and deeper.
The men were all around us, grabbing me. Some had their phones out and were taking pictures and video. I felt a flash of shame before it was chased away with more pink.
My throat started to relax as the wavy-haired man kept using me, and I gagged less and less as he reshaped my throat around his cock.
My dress had been torn away, and the delicate lingerie that hid my cage and buttplug from prying eyes was next. Someone dug their fingers into the waistband and yanked down, exposing the most embarrassing parts of my shame. My dick fought to grow in my cage, aroused beyond measure, but it held, keeping my cock inert and impotent.
I squirmed and choked, fighting for air, but the man kept his long cock lodged deep inside of me, and seemingly infinite hands held me in place. The two men with their dicks in my hands held my wrists fast, keeping them in one spot as they began to move
One of the hands that had been groping and slapping my ass started fiddling with the flared base of my plug, and as he stirred it around, I could feel the unforgiving metal grind into my prostate.
My cage tingled.
In the back of my mind, I became dully aware that I was feeling something glide across my palms. The two cocks I had grabbed earlier were pumping forward and backwards, using my delicate hands with their painted fingernails and masturbating with them. At some point they had added lubrication, and I heard the signature rhythmic squelching coming from either side.
I tightened my grip, giving them even more stimulation even as I fought to breathe.
The man who was fucking my face sped up, grunting. He sank as deep as he could, and I saw pink mist rise in my vision as his balls tightened against my chin. He started to cum with his cockhead pushed far past my uvula, bypassing any gag reflex and dumping his load directly into my stomach. Even still, I kept my lips wrapped around my teeth to protect his precious dick from harm.
His warm jizz splashed into my throat, and I could feel it trickle down through my chest, hot and thick. Dopamine flooded over me.
Something had snapped in my brain, and I didn't care anymore.
The fingers fiddling with my buttplug began to slowly ease it out of me, gently massaging the muscles around my asshole to encourage me to loosen up. The man who had been using my mouth pulled out, and it felt like his dick went on forever as he unsheathed it from my esophagus.
However, I knew that coughing would mean tensing my muscles and potentially undoing the progress that the man playing with my ass had made. I used every fiber of my willpower to not cough as I sucked in air.
The dicks in my hand slowed down, and they removed themselves from my grasp. I opened and closed my fingers, and I realized I was silently asking for more. Instead, I felt new hands on my wrists, forcefully moving me to put my arms on the corners of the table. I did so, unsure of what was going to happen next. Then I heard clinking as plush, lined cuffs were fixed around each of my wrists. They were chaining me to the table.
I felt my heart rise into my throat. I was already giving in fully and not even thinking about resisting anymore. Why were they tying me down? What was going to happen?
Why was I so turned on?
I had never been put into bondage before besides the cage that Clara had given me, but now that pleasure and the experience of being controlled had been intertwined so tightly in my mind, just the thought of being unable to move or resist filled me with delight.
Just as the second cuff was latched, the man taking the plug from my anus eased it out of me.
I let out a high-pitched groan, suddenly feeling incomplete as my asshole was emptied. I felt my hips move on their own, swaying seductively.
Oh, fuck. Was I wiggling my ass for these men?
My useless cock bounced between my thighs, the cage letting out a faint rattle each time it hit my legs.
I was presenting to this group of strangers like a bitch in heat, begging for cock.
The men were more than willing to accommodate me, and undoing a hinge at the middle of the table near my waist, they lowered half of the table to push and let my feet hang down and touch the ground. I took the opportunity to raise my butt even more and arch my back, letting them see my smooth butt and gaping asshole.
Most of the group had stepped back to admire me and take a quick drink or two.
As they did, I looked over and saw Clara on the couch, riding the cock of a black man with a beard and a buzz cut, grinding his cock deep into her. Her eye makeup was smeared, and her cheeks were flush. Her clothing was completely off, and the light bounced from her pierced nipples as I watched. The spiral tattoo on her chest danced as she moved forward and back. Her lips were parted in a moan that I could never give her.
I wanted her to be there for this moment, but she looked like she was already enjoying herself, and who was I to take that away?
I looked over my shoulder to see who would first take the opportunity and fuck me. Many of the men looked like they were going to step forward, but the quickest on the draw was Cameron. He looked beautiful in that moment, dim light reflecting from his dark body hair.
"Please..." I moaned, wiggling my hips again.
Cameron approached me and put a hand on my waist. I trembled against his touch. His dick, the first one I had ever tasted, was going to be the first one in my virgin ass. The dildos I used the other night would be nothing compared to feeling a real life cock slipping into me, spilling its seed into my ass.
He lined himself up with me, letting his dick rest between my cheeks and holding my hips tight.
After gripping me fast and showing me the full extent of his strength, he let one hand find its way up my back and to my neck, wrapping his fingers around my throat from behind just as he had done to Clara only days ago. He brought my face up and started to choke me. That's when I saw her.
Cameron had lifted my face not only to take control of my breathing, but also to show me the goddess in front of me. Clara, seeing that I was about to be deflowered, had dismounted the bearded man on the couch and was approaching me. The bearded man followed. As he walked, I saw his cock swing back-and-forth, still shining with Clara's wetness.
This wasn't just any dick. This dick was the one that Clara had taken a mold from and gifted me a dildo of. The plastic monster that I had used to ravage myself for the first time was now in front of me, a god in the flesh.
I salivated, darting my eyes between Clara and this mystery man's cock.
Clara reached me, and she squatted down, meeting me at eye-level.
"Baby, you know I wouldn't miss this moment," she said. She sounded earnest.
I nodded, my head still held by Cameron. Clara was so wonderful to me.
"So I'm going to give you a treat," she said, smiling. Her dark tattooed shoulders and chest shone in the low candlelight.
I nodded again, my muscles feeling like jelly at the thought of a treat from her.
"I just got fucked by this man, sissy," she said matter-of-factly and still out of breath, "and I'll give you a choice. Do you want to eat my freshly-fucked cunt while Cameron fucks you, or do you want to suck on a big yummy dick?" As she said these final words, she shifted into a half baby voice, and gave me a knowing smile.
Clara was my world. I would give up anything for her. However, both she and I were well aware of what my answer would be. She had turned me into this.
Cameron let go of my neck, and air returned to my brain. I gasped. "Dick," I whispered breathlessly.
"Louder, baby," she said. "Say it so everyone can hear what you really want."
I realized that the entire room was nearly silent. Someone had even turned down the music. My cheeks were red, and I looked at the cock again. Was I sure about this? I parted my glossy lips again. "I want dick," I said, saying it loud enough that everyone in the room could hear.
I heard snickers all behind me as I laid bare my sluttiness for all to see.
"Good girl," Clara said, raising a hand to stroke my cheek, "but you shouldn't be telling me. You should be telling him."
Clara looked over to the massive cock that hung at the level of our lips.
I looked at the familiar cock, veiny and perfect, and I raised my eyes to look at the man it belonged to.
His gaze was surprisingly gentle, and he smiled down at me with straight white teeth.
"Can I suck your cock, sir?" I asked in my most feminine voice.
The man just nodded, taking one more step forward. I could smell him, the combination of his and Clara's pheromones decaying my brain with every inhale. I could smell a trace scent of sweat, and I suddenly got the urge to clean his whole body with my tongue.
For now, I would stick with what I knew. I opened my mouth, offering my open throat to him. He inched forward, letting his head rest on my lower lip.
I stretched forward, trying to take more.
He laughed slightly. He was teasing me. After several seconds of this, he pushed, filling my mouth with his dick.
God, every man's precum and cum tasted so different. I closed my eyes and savored his, rolling it around on my tongue and feeling Clara's hand on my cheek. I slurped loudly on the new cock.
In the meantime, Cameron had been applying lube, and I felt the spongy, slick surface of his lubricated head against my asshole.
I sharply inhaled as he broke past the entrance of my ass. It hurt, but it faded quickly. Clara continued to caress my face and comfort me.
My eyes fluttered, and Clara looked down at me from the man's shoulder. She was smiling, a proud look on her face.
In a week, she had me wearing makeup, a chastity cage, and lingerie, getting ready to be spitroasted by two hung men. I was her project, and I was a success.
The group who had been standing to the side for this interaction stepped forward, some jerking off and others approaching, manhandling my exposed skin.
Cameron held my hips tight as he continued to apply pressure, driving his fat cock into my ass slowly but surely. It was a bizarre feeling, having only put plastic, metal, and glass to myself before. His dick was so warm, and I swore I could feel blood rushing just under its surface as yeah, drove further and further in. I could feel his cock pulse as he shifted forward to back, and I became incredibly aware of how much he was stretching me out.
I was glad for how much lubricant Cameron had applied. The initial pain only lasted for a while, and soon my body molded itself around his dick.
As he stretched my no longer virgin anus, I did my best to bob up and down on the cock sliding across my tongue. it was so much more veiny than the other ones I had tasted, so much so that it tickled my lips as he continued.
After pumping in and out of my mouth in 30 second spurts, he would pull his dick out and slap it across my cheek, leaving thick strands of pre-cum that he would then smack with his cock again, slathering them across my face.
With how much preejaculate he was producing and how I could feel his balls churn the few times they brushed against my chin, I knew that whatever he had in store for me was going to be thick and plentiful. I wanted him to breed my throat and fill me until I was overflowing.
Cameron sped up as I slobbered over the cock in my mouth, and he would smack my ass sometimes, making me tense up and squeeze down on his dick.
Other men used and fucked my trapped hands, and the rest of the group trailed their hands down my body, slipping their fingers under my lingerie.
That was when I first felt something building inside of me. Cameron was angling his cock downwards, thrusting against my prostate again and again. Each time he brought himself down, I could feel as his balls slapped against me, heavy and full.
He was well-groomed, but as I felt his body hair brush against my smooth ass, I felt so girlish and feminine.
Cameron fucked the last of my masculinity away as I bounced back on his dick.
The pressure inside of me was Immense, and I could feel my balls tightening and cage starting to leak.
Oh, God. Cameron was using me like a sex doll, and I was going to cum from it. Even if I wanted it all to stop, it would be too late now. I was locked, tied down, and stuffed from both ends. I had been completely corrupted and had no chance for redemption.
I heard my high-pitched moans escape between thrusts, my body starting to lose control. The man fucking my face, whoever he was, pulled out of my mouth.
I heard his voice as if I was in a dream. "Open," he said.
I opened my mouth as wide as I could, and stuck out my tongue, realizing what was going to happen.
He tensed and held his dick head just outside of my lips, firing the first rope of semen into my mouth, and I felt it flow out of him and into me, splashing against the roof of my mouth. His hand moved slightly for the second shot of cum, and it his second rope landed across my nose and cheek, thick and clinging to where it landed.
The taste was strong and manly, and I stuck out my tongue even farther, hoping to catch more.
He got the message, and put his dick back into my mouth, shooting rope after rope into me.
I drank it down like I was lost in a desert, sucking down his sticky cum. It seemed like it flowed forever, and the pressure inside of me grew even more as I swallowed it down.
I started my short, high-pitched moans again as the last of his cum was deposited into my throat.
Finally, the pressure became too much.
Looking up, and I saw Clara. She stood next to the man in my throat. She was leaned over slightly, and another man was behind her, holding her arms and fucking her. Her tits and hair bounced as she was fucked. She stared down at me, a moan of pleasure on her parted lips.
I never could have done that for her.
However, I didn't have to be. She looked at me, and she mouthed the word "cum."
When I felt the first dribble of semen push out of me, I hardly felt anything. The constant pressure and arousal only built as I felt it land, warm and watery, on my sock.
Then a tsunami of pink crashed over me, and for the first time in a week, I came.
My breath was ripped from my body as the power of my first anal orgasm tore through me. Even though I had been jerking off for years, this kind of full body, racking pleasure was completely foreign, and my already soft and pliable brain melted, my very being completely torn asunder.
I think I screamed as Cameron fucked the cum out of me, and it was then that I felt the first stream of his load.
The feeling of being fucked was very similar to the feeling of having a dildo inside of me, even if I preferred the real thing ten times over.
However, nothing compared to the feeling of a man breeding my ass for the first time. Besides the actual feeling of being filled with another man seed, the experience of having him tense up in convulse while filling my asshole was otherworldly.
It was that experience that pushed me past the edge a second time, and I totally lost control of my body, going fully limp as even more of my useless cum squirted onto the floor, running down my legs and staining my socks in the process.
Cameron stayed inside of me for a bit, and I felt his dick grow soft inside of my ass.
He gave me one last hard smack on the ass, causing me to yelp before he pulled out of me.
The other men didn't let up, touching me and violating my body.
My strength came back as Clara kneeled down in front of me again, this time with a bottle of water that she brought up to my lips. At first, I didn't want to drink it, not wanting to wash away the taste of another man from my lips.
However, even I had to admit when I was parched. I took the water gratefully, and I looked at Clara.
"That was so hot, baby," she said. Her eyes looked at me as if I was something precious to her. My heart filled, and I continue to hang on every word she said. "There are just a couple more guys, okay?"
I looked over my shoulder, and I saw that a line had formed behind me, and when I looked up in front of me, I saw another was forming behind Clara.
I weakly pushed myself up by my toes, and I opened my mouth wide, ready to take two more dicks.
I was a sissy slut now, and I was the happiest that I had ever been.
Clara smiled as two more men stepped forward and started to fill me. "You are such a good girl, Jessi," she said.
I looked up at her with a mouth and ass full of dick, and I tried to say "thank you."
It came out as nothing more than choked moans, but Clara just smiled down at me.
"You're welcome," she said.
-----------------
One year later...
I fixed my makeup one last time and looked in the mirror.
My shoulder-length, bleached-blonde hair shone in the light. Only now, it wasn't a wig. For the past year, Clara had been encouraging me to grow it out, paying for professional coloring and styling. My cheeks were rosy and rouged, my practiced hand applying it evenly and professionally. My dress, an elegant pink silk piece, shimmered as I moved.
I was so pretty, and it blew my mind to think that it had only been a year since I had met Clara. I had started HRT, had legally changed my name, and had dropped out of classes. A different person entirely stared back at me from the vanity. She was a happier person.
There was a knock at the door, and I turned to watch Clara walk in. She wore a long black dress that was cut low, showing her spiral tattoo on her chest. She was chewing a piece of gum.
"You about ready, baby girl?" She asked, smiling.
She was even more beautiful than the day I had met her.
A joyful feeling rose in my chest, and without realizing, I felt my eyes start to well up with tears.
Oh, fuck. I was going to ruin my makeup. I tilted my head upward, begging gravity hold them in.
"Jess," Clara said, taking a few steps toward me. "You don't have to cry."
I just nodded, but I still felt a tear fall as I smiled. "Happy anniversary," I said.
She leaned down, kissing me as I tried to hold myself together, ruining her black lipstick and my pink lipgloss alike. Neither of us cared. She tasted like sugar.
I felt the pink fog grow thicker as Clara slipped her tongue over mine, passing her piece of fresh bubblegum into my mouth.
I was hers, forever.
You need to log in so that our AI can start recommending suitable works that you will definitely like.
There are no comments yet - be the first to add one!
Add new comment