The Curious Brother

My first every story. Please comment if you've read something similar. Would like to read some stories like this. I read a short story that was only a few paragraphs once of something similar and found the idea interesting so I expanded upon it. I can't remember the source though.

"Bye Jack, heading to my friends house for the night," my older sister, Emily shouted as the door slammed behind her.

'Time to resolve this once and for all," I thought as I watched Emily pull out of the driveway from my bedroom window. As I watched her headlights disappear into the dark night I pondered on what I was about to do.

Im Jack, I've always had this reoccurring dream about my older sister, Emily. I used to never think about her in a sexual way, but lately I keep having these sexual dreams about her. I'll admit, she is gorgeous. She was the type of girl that all guys drooled over. She was on the shorter side, barely over 5 feet tall with an ass that guys dream of. All of my friends wanted to fuck her.

The dreams I've been having are extremely vivid to the point they don't really feel like dreams. The one thing I can vividly recall from these dreams is her bedside stand full of sex toys. I had to find out the truth of my dreams.

Emily had always been protective of her things, and I didn't want to risk getting getting caught snooping. What would society think of me. The temptation became too much, and I just had to see what she was hiding in her bed-stand drawer. Thus I'd hatched my plan. I would wait until the house was empty and find my way into her room. She always locked her room when she left. It took me a while, but I was able to make a copy of her key so I could enter her room.

I went into her room. When I did, my eyes widened in shock and bewilderment. Her room was filled with all sorts of strange objects. Candles were lining the shelves. There was strange symbols written on the walls. An old, leather tome was resting on her desk. I had never really seen inside her room before, but it was strangely familiar to me.

I took a deep breath and went to her bed-stand drawer and opened it.

I saw all sorts of dildos and butt plugs in there. I couldn't believe my sister had all of these things. It wasn't the same as my dream, but it was all too similar. My eyes widened in shock, my cock began to harden as I recalled my dreams, and my heart raced as I pictured what she would do with all of these toys.

As I reached for one of the smaller toys, I heard a noise behind me. I froze, my hand still in the drawer, and turned to see my sister standing in the doorway.

'How the hell did she get there'

Her face was etched with anger, and she had a hand on her hip.

"What do you think you're doing?" she demanded.

I tried to come up with a response, but I was at a loss for words. I had never been caught doing anything like this before, and I wasn't sure how to respond.

"Don't lie to me," she said, her voice cold. "I know exactly what you were doing. And don't think I'm not going to do something about it."

I swallowed hard, feeling a wave of fear wash over me.

I knew that I was in trouble, but I didn't know how bad it could be.

"I was just looking for my phone charger" I managed to reply, my voice shaking.

"Bullshit," she exclaimed, "you were looking through my toys, I saw you ogling my toys. What else could you possibly be doing? You obviously unlocked my door."

I was at a loss, I'd been caught. The ramifications of what I'd done set upon me. I was so fucked.

"Please don't tell our parents," I pleaded

Emily stared at me for a few moments, processing what I had done. She was furious, but also slightly aroused. She had always been attracted to me in a taboo sort of way, and seeing me like this only made her feel even more so. She had all the dirt she needed to get me to do whatever she wanted.

"I think I know exactly what to do with you," she finally said, a sly smile spreading across her face.

My heart rate skyrocketed. I didn't like the look she had on her face. I didn't know what Emily had in mind, but I knew it wasn't good. I tried to think of a way to escape, but I was trapped. There was nowhere to run and nowhere to hide. I was completely at her mercy.

Emily took a step closer to me, a sinister smile playing on her lips.

"You know, Jack," she said, her voice low and menacing. "I think it's time to teach you a lesson. I need you to agree to whatever punishment I have for you"

I felt my heart skip a beat at her words. What did she have in mind? What else could I do besides agree to whatever she wanted.

"Okay, whatever it is, I'll do it." I managed to say as my heart pounded.

She took another step closer, until we were mere inches apart. Her gaze locked onto mine, and I felt a shiver of fear run down my spine. Cold sweat started to drip down my back. I did not like the eerie smile she had on as I agreed to her punishment.

"If you like looking through my dildos so much, why don't I fulfill your fantasy?" she said, her voice barely above a whisper.

My body trembled as I looked into her eyes. I could see the anger, the lust, the desire for revenge. I felt myself growing soft. Fear too a hold of me. I could just imagine word of my incestuous, taboo actions spreading around school. I'd never be able to show my face anywhere ever again.

"What do you mean?" I asked, my voice shaking. I wasn't sure what she meant. Was she going to tell on me? But what was that about fulfilling my fantasy? Was she going to use the toys on me? Was she going to let me use the dildos on her?

"You will find out what I mean," Emily replied, her voice low and seductive. She stepped closer to me, her face mere inches from me.

"You've been sneaking around going through my things," she said, her voice barely above a whisper. "You've been looking at my dildos and butt-plugs, haven't you?"

My mind was racing, trying to think of a way out of this situation.

I knew that I had messed up, and I deserved whatever my sister had in store for me. I couldn't help feeling a nagging sense of fear and unease.

"Yes," I managed to eek out.

Emily circled around me, examining me with a critical eye. She ran a finger down my chest, tracing the edge of his shirt. "You were going to jerk off to my stuff weren't you?"

I shook my head, feeling embarrassed.

"Didn't I tell you not to lie to me" Emily angrily snapped at me, "I can see your cock and it's hard"

"I-I'm sorry, Em. I shouldn't have been snooping. I won't do it again," I said trying to hide my cock which, for some reason, wasn't getting soft.

Emily raised an eyebrow, an amused expression on her face. "Is that so? I don't believe you. You've been stealing from me for a while now. You're always sneaking around and trying to find out what I'm doing and taking my things."

Her words stung, but I couldn't deny them. I had been acting like a rebellious teenager, breaking the rules and testing the limits.

However, Emily didn't want to punish him in the conventional way. She had a secret side to her that no male of her family knew of. The female line in the family had magical powers

She had always been a little kinky, and the idea of punishing her younger brother excited her.

She grabbed a lifelike dildo from her drawer, and Jack's heart sank as he saw the look of glee in his sister's eyes. She began to chant a strange incantation, and suddenly, I felt myself being lifted off the ground. My vision blurred, and I struggled to focus on my sister's face.

"What are you doing to me" I managed to squeak out as I felt a strange sensation pass over me.

I felt warmth spreading through my body, and I knew that I was starting to change. I could feel the dildo encasing my body, becoming me. I tried to resist the transformation. But it was too late, the spell was already taking hold. There was nothing I could do.

Emily smiled at her brother's helpless form. 'I'm going to give him what he deserves,' she thought.

"Just remember, you agreed to this little brother," my sister laughed.

Emily couldn't help but feel a rush of excitement as she gazed at her transformed brother. The spell had transformed him into a silicone dildo. It was 8 inches long with thick veins on its surface. Emily reached down and picked up her brother, running her hands along its length.

I felt terrified. I could feel myself trapped inside the dildo, becoming one with it, as Emily reached down to pick me up. I could feel her hands running along me. Her fingers tracing my veins, caressing the surface of my new body

It was a strange sensation, being inside a dildo, but it was also thrilling and exciting. It felt like the entirety of me was a penis. Every where she touched sent shivers of euphoria throughout my body.

Emily held me aloft, admiring me from all angles. She turned me upside down, marveling at the texture of his veins and his smooth, silky surface.

She brought me close to her face, examining the dildo carefully, her finger trailing along the length of me. I felt a surge of arousal. I closed my eyes, trying to ignore the situation, but I couldn't. I no longer had eyes. I couldn't help but turn my perception towards Emily.

Emily chuckled, her laughter echoing through the room.

"You're so naive, Jack. You have no idea what I'm capable of, what the women in this family are capable of," she said mockingly. She wrapped her hand around me, causing me to shiver.

She ran her fingers along the length of the dildo I'd become. She could feel the smooth surface beneath her touch, and it sent shivers down her spine. She loved sex toys evidenced by the collection she kept in her nightstand. Nothing made her more excited then trying out a new toy. Emily made the decision to take things a step further. She could always alter her brother's memory after she had her fill.

"Well, I'm here to educate you," she whispered seductively, "I'm going to give you exactly what you wanted, I'm going to show you what I do with my toys"

"Please no Emily," I replied, surprised that I could still talk. "You've taken this far enough, this is too much. I'm sorry Emily."

On one hand, having her younger brother under her control in such a way was a rush. It was a feeling of power and dominance that she had never experienced before.

"You're mine now, Jack," she said, a hint of sadism creeping into her voice. "I can use you however I want."

I shuddered at the thought of what she might do to me. I knew that I was at her mercy, and my fear of her grew with every passing moment.

Emily threw me onto her bed. I couldn't see her any more, but I could hear a zipper being pulled down followed by her stepping out of her jeans and clothes hitting the floor.

I felt her picking me up again, an involuntary jolt of pleasure overtook me at her touch.

Emily lied back on her bed, naked as the day she was born.

On on hand I was marveling at the sight of her in all her glory. On the other, I felt a sense of fear at what was happening. I was a dildo for Christ-sake. Would I stay this way forever?

Emily brought me towards her mouth, licking me from the top to the bottom.

"This is so much better than a plastic toy," she stated, enjoying the taste of flesh instead of silicone. 'so many possibilities with a flesh dildo' she thought.

I was trying to ignore the sensations I was feeling but it was proving to be impossible. I felt his body trembling as Emily began to lick me from the base to the tip. Taking me inside her mouth.

"Oh god, Em," I groaned. "Please stop. Don't take this any further. It's not too late to stop now"

Emily smiled wickedly. "Not yet, Jack. I want to hear you beg," she said.

"Please, sis," I begged. "I'm sorry. Can't we just forget about this? This is too much, even if I'm now like this"

"Not until I'm finished with you," Emily said as she brought the dildo down to her pussy, which was getting wetter and wetter at the thought of what she could do to her brother. She had always been annoyed with him and now she had absolute control over him. Emily began to rub the dildo against herself. Enjoying the feeling of her brother squirming to escape her grasp.

"mhmmm," she moaned, reveling in the sensation of the 'vibrations' on her clit.

She began to push the dildo, wet with her saliva, against her lips, the sensation making her heart race with excitement.

"Please don't do this Emily, I wont be able to breathe in there," I pleaded.

"You're a dildo Jack, a dildo doesn't need to breathe," she admonished as she pushed me into her warm, wet pussy.

She gasped as the dildo entered her folds, doubt at what she was doing began to take hold of her, but the pleasure of the sensation was too much to resist. She moaned loudly, her back arching as she felt him inside her. She held onto the base, breathing deeply as she fully inserted her brother into her tight, wet pussy.

Her pleasure was the only thing in the room, drowning out any other sound as she began to thrust her younger brother in and out of herself with wild abandon.

I could feel her pussy clenching around me, as she thrust me into her pussy with abandon. I couldn't believe how amazing it felt, to be inside my sister like this. I had always fantasized about her, but not like this. Nor would I ever actually have sex with my sister. It just felt wrong. But this was like sex on a whole other level. It was like every inch of myself was feeling her.

I felt her muscles gripping me, her pussy clenched tightly around me. I could hear her moans and gasps, the sound of her pleasure starting to drive me crazy.

Emily was lost in her own world, feeling every inch of her brother inside her. This was the ultimate erotic fantasy, taking control of her younger brother and using him to fulfill her desires.

With each thrust, she felt her pleasure build and build.

She let out a loud moan, her body tense with pleasure. This was the most exhilarating experience she had ever had. None of her other toys could begin to compare to how natural this felt.

She thrust him harder, her pleasure reaching its peak. She let out a loud scream, her body shaking with ecstasy.

She held onto the dildo tightly, her muscles clenched around the dildo.

I could feel her reaching a climax. Her pussy began to tighten around me. Euphoria was all I felt. I no longer had any reservations. 'I'm a dildo, who cares? I've never felt such an amazing sensation' I could feel a sensation building up inside my body. I recognized this feeling from when I would cum as a human but it was so much more powerful.

"I'm going to cum" I screamed, so I could be heard.

Emily ignored his warning and continued to thrust jack deep inside of herself. She then felt a warm sensation filling up her womb, leaking out of her pussy down her ass.

Emily was so turned on by feeling the cum burst inside of her. She put a finger into her ass as her orgasm set off once again.

She pulsed and convulsed around me, her cries echoing throughout the room. I could feel her pussy milking me, her orgasm seeming to go on forever, milking every last drop from my dildo body.

Then she pulled me out, leaving me to lay on the bed, watching Emily's every move. I felt a sense of detachment, like I was floating outside my body. It was a strange feeling, knowing that I was nothing but a lifeless dildo.

But despite my feelings of disquiet, I was unable to tear my gaze away from Emily's writhing form.

She looked beautiful, lost in her own world of pleasure, her body twisting and convulsing as her orgasm subsided.

As I watched, Jack felt a sense of detachment come over him. It was like he was watching the scene play out from a distance, observing his older sister's unbridled passion with a mixture of fascination, excitement, and horror at what had just happened. The post-nut clarity of what had happened began to sit in. 'could she get pregnant like this?' I thought. Worries at what just happened began to set in.

"I'm not done yet," Emily says as she picks me back up. "You know my pussy isn't the only hole that I like fucked," Emily huskily whispers. Thoughts of the butt plugs in her bed-stand drawer flashes before my eyes as realization set in.

I don't know how I should feel. On one hand I had a magical experience feeling the inside of my sister's pussy but in no way did I want to continue. I had just cum and the last thing I wanted was to go inside her ass. I had never eaten ass before and now she was going to put all of me inside her asshole? I shuddered at the thought.

Emily hands wrapped around Jack and slowly brought him towards her ass. She slowly licked her lips at the thought of breaking Jack's innocence, taking him to places he had never been before.

I had always had a thrill for anal sex but that was before my entire being would be inside an asshole.

"Don't!" I yelled as Emily brought him towards her little asshole.

"No, Emily, please! ; I don't want to be in your ass!" I begged as she rubbed my head covered in my cum against her asshole.

"Shut up Jack, you're mine now," Emily said as she continued rubbing me against her asshole, "You'll do whatever I tell you. You know, I've never let any guy fuck my ass, neither have I put anything besides a butt plug in there. You should be honored I'm letting you in my ass."

I could feel her asshole start to give way as she rubbed me harder and harder against her tight rosebud. I could feel it slowly start to give way as she pushed me inside.

The feeling of Emily's asshole stretching around me was both exhilarating and terrifying. I could feel her muscles contracting around me, her heat enveloping me.

Emily leaned back, taking Jack deeper inside her. She could feel every inch of him, his length stretching her in ways she had never felt before.

"You feel so good, Jack," Emily moaned, her voice filled with lust.

Emily's body was incredibly tight around me, her muscles clenching and releasing in a way that made me feel like I was exploring some secret, forbidden depth of her. I was horrified at the thought of being inside of her ass. I'm her brother, how could this be an equal punishment for what I had done?

But now, I was nothing more than a dildo, a mere object to be used by Emily for her own pleasure. I was glad to not have a sense of smell in this form. It really wasn't that bad at all. I don't know what I was so worried about. I began to give in to the experience as she slid me inside her. I felt her warmth and wetness engulf me as she continued to push me deeper and deeper into her asshole.

And yet, despite the humiliation of my transformation, I couldn't help but feel a deep-seated thrill at experiencing such intense pleasure, and the knowledge that I was giving it to Emily. I'd always fantasized about her ass. Never did I ever think I would be fucking her in the ass, even if it is in the form of a dildo. I knew from the previous experience that she could feel me vibrate so I tried to do my best at wriggling while I was inside her ass. I wanted to give her the maximum pleasure possible.

Emily grinned wickedly as she felt her brother begin to vibrate inside her asshole, the knowledge that he was committing to the experience of the ultimate taboo act of anal sex with his own sister excited her.

"You feel so tight," I exclaimed, my voice quivering.

"I'm glad you like it," Emma taunted, twisting her hips to take Jack deeper.

"See how well we're getting along? Aren't you glad you sister is such a slut"

Emma chuckled as Jack struggled to keep up with her pace. Emma was enjoying this power trip, taking her younger brother and using him as she pleased.

Emma thrust the dildo inside her harder, feeling Jack's body vibrate inside her.

She could feel the pressure building inside her, her pleasure growing with each stroke. "I love the vibrations in my ass, do it faster. If you make me cum again, I'll turn you back into a human and we can do this properly."