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Halloween Trick, Treat, Nightmare

By: jamesonwhiskey



I guess my urge to fuck my sister Ashley began when I was 21. She was only 18 but had just got into cheerleading, and when you are young and horny; cheerleaders of any kind draw your attention. She was petite and fit. Tanned legs and those short skirts. Exposed sexy midriff. It wasn't too long before I started jerking off thinking about fucking her. 

On a few occasions she fell asleep on the couch downstairs in super short shorts. One night I happened to notice her ass wasn't covered by the blanket she was tucked under. I very gently grabbed it. Instant boner. She did not move, so I became more daring and gave it a good squeeze. I rubbed her pussy a bit through her shorts, keeping my eyes alert for any sign she might wake up. Very gently I slid a finger under the fabric of her shorts and found her panty covered lips. I must have been a bit too eager because as I began to grind my finger into the fabric she twitched and I bolted from the room. 

I retreated to the dining room and watched as she rolled onto her back. I brought my finger to my nose and smelled it. Just a very faint musky smell. I pulled my dick out and jerked off all over the hardwood floor. When I went to wipe it up I got an idea. I found a pen and rubbed the end of it in my cum and very slowly walked back into the living room. I used the pen to rub my cum on her lips. That particular image got me through an entire year.

Right before she turned 19 I went into her room and snooped around while nobody was in the house. I found her dirty panties and sniffed them. Heavenly. I found her birth control, which excited me to know that she must be fucking someone. And then I hit the holy grail. I found her vibrator. It wasn't small and an off white color, but when I looked at it closely I could see that it had not been cleaned after it was used last. I popped it right into my mouth and whipped my dick out. I grabbed a pair of her dirty panties and jerked off in them. When I was done I rubbed the cum from the panties all over the dildo and put it back. For the next few months I got hard every time I thought about her shoving that dildo covered with my cum into her tight little pussy. 

That was when I became dead set on fucking her. 

So I began to try and formulate plans on how to make it happen. I had to assume she was never going to let me fuck her if she knew it was me, so she was going to have to think it is someone else. I was watching a movie where this girl thought her boyfriend was making out with another chick at a Halloween party, but as it turned out the guy just had the same costume as her boyfriend. Lightbulb! That was it. She just had to think that I was someone she wanted to fuck. If I were wearing a costume she would not have any idea it was really me.

I did have some friends I was pretty sure she was attracted to. They had a pretty large house on campus and had parties all the time, so it didn't take much to convince them to throw a Halloween party. I suggested we all go to pick out costumes. A few of the guys picked out costumes that didn't cover their faces so those weren't going to work. Luckily Alex picked out a mummy costume and Nate picked a werewolf with a full mask. I picked an afro wig and some funny glasses. Something that could be easily discarded when the time came. After we all left I went back to the store and picked out the same mummy costume as Alex. He was pretty attractive and I was pretty confident in the costume Ashley wouldn't be able to tell us apart.

Next step was to get Ashley to come. I casually mentioned the party to her but she didn't seem dead set on coming. So about a week later I picked Alex up and we grabbed some beer and pizza to watch Monday night football. About 10 minutes into the third quarter Ashley came through the front door. I started making casual conversation and made the comment "Yea Alex, I told Ash to come to the Halloween party but I don't think she will." 

Alex, being a young horny guy himself jumped right in and said "You gotta come it's gonna be a blast!" Ashley just said "I'm not sure what I'm gonna do." But Alex being motivated as he was didn't let up so easy. "Oh come on Ashley it's gonna be a great party you HAVE to come!" She was definitely getting the vibe he was interested. 

When she said "OK then I'll be there!" and smiled at him, I started to get the feeling this could actually happen. After Ashley walked away, I immediately said to Alex, "Dude, you are not banging my sister..." I gave him that look of death and he just laughed and said "Ok."

The night of the party finally came. Ashley was wearing a sexy nurse costume that made you wish you were hospitalized. I made sure everyone was getting good and drunk. After a while Ashley was showing signs of being pretty buzzed. That was when I made my move. I talked Alex and my other friend Greg into making a run to the liquor store for some more booze. When I offered up a hundred bucks, they didn't put up too much of a fight. I slipped out the side door to my car and pulled the mummy costume out of the trunk. Tossed the wig and glasses and suited up. I went inside and found Ashley in the kitchen laughing and doing a jaeger bomb. I grabbed her hand and pulled her out of the kitchen. She followed right along behind me as I led her upstairs to Alex's room. 

She seemed a bit surprised when I closed the door behind us. Mustering up every bit of nerve I had, I tossed morality out the window and stepped forward and grabbed her by the waste. My mind was going crazy thinking about that sexy cheerleader turned sexy nurse. I reached down with one hand and squeezed her ass while I brought my other hand under the nurse's top up to her tit and kneaded it. She let out a small gasp and tilted her head back. She was definitely into it. I pulled down the pants of the costume and exposed my rock hard dick. Gently I pushed her down to her knees. She seemed reluctant at first as she looked up at me while my dick bobbed inches from her face. But after a brief pause she slowly moved her hand up and began to gently stroke me. I was in heaven. As I began to tilt my head back I suddenly felt a warm moistness on the head of my cock. I looked down and saw my gorgeous sister sucking my dick. I almost came right then, and truth be told if I hadn't drank so much I might have. She totally started to get into it. She pulled it out and began to lick it all over. She worked her tongue down to my balls and I could feel my sack tighten up from the pleasure. She sucked my balls into her mouth and tonged them as she furiously jerked at my dick. 

I had to stop her. I did not want to cum yet. I HAD to fuck her, and I had to do it now. I pulled away and kicked the mummy pants and my boxer briefs off to the side. I pushed her back onto Alex's bed and I could see under the skirt she was wearing a lacy black Victoria Secret thong. I peeled the thong off and I could immediately smell her sex. I flashed back to that night she was sleeping on the couch and immediately felt the culmination of several years' worth of desire coming to fulfillment. I slid my finger in and found her pussy to be soaking wet. I began to finger her. I didn't even start slowly, I was way too excited. She was bucking her hips against my hand and giving out the slightest of moans. She started to cream all over my fingers. I stared at the pussy cream covering my fingers and was just about to suck them clean when she grabbed my hand. 

She immediately sat up and stuck her tongue out and lapped at my fingers. Then sucked them clean. It was without a doubt the hottest thing I have ever seen. I was mesmerized at what a sexy little slut my sister was. I just had to fuck her right then. I pulled her to the edge of the bed and lined my cock up with her pussy. I pushed it right in. She was tight but soaking wet so I slid in easily. I began fucking her good and hard trying to desperately cum as quickly as I could. She came first and she came hard digging her nails into my back and squeezing me tightly with those sexy tanned athletic thighs. I paused briefly to let her come down from her orgasm. I began fucking her again but she promptly stopped me and pushed me off. I immediately thought that was the end of our rendezvous and that I was gonna kick myself for not having cum by now. 

She crawled towards me and began to suck her cum right off my dick and just when I thought I was finally going to cum right down her throat she stopped and turned around on her elbows and knees. Oh my god she wanted it doggy-style. I was going to pound the shit out of my sister's tight pussy doggystyle while my ball slapped against her clit I was ecstatic. I rubbed the head of my dick up and down her slit and got ready to push inside. Just then she reached her hand back and lined my cock up with her asshole. I froze in shock. 

Up to that point neither of us had said a single word. I was brought out of my daze when she said "Fuck my ass!" I leaned forward and my cock began to push slowly into her asshole. She shuddered as I inched my way into her tight warm ass. I could not believe this was happening. It was much farther than I had expected this to go. As I picked up my rhythm I felt her hand reach back and tickle at my balls which felt like they were ready to explode. "Harder" she exclaimed as she pulled the fingers from my balls and began to shove them into her sopping cunt. That was all I could take and I began to shoot what was probably the biggest load of my life into my little sister's asshole. As my cock began to throb and spurt in her ass she rubbed her clit furiously as she reached her second orgasm. 

She collapsed forward onto the bed huffing and puffing in total ecstasy. I immediately began to freak out. I had no bothered to think out an escape plan. I just grabbed my clothes and put them back on and walked out of the room. I hauled ass down the stairs and out the front door. I tossed the Mummy costume back into my car and put my wig and glasses back on. As casual as I could I walked back into the party like nothing had happened. A few moments later Ashley came down the stairs looking a bit annoyed. She walked right up to me and asked "Do you know where Alex went?" Trying not to panic I replied "Ummm how should I know?" 

Nate, who was standing right behind me goes, "Dude you sent him and Greg on a liquor run dumbass..." "Oh ya" I replied. Ashley said "What the fuck he was just here." Just then, Alex and Greg came bursting through the front door carrying a case of beer and a paper sack full of liquor. Alex yelled "Party time people!" as he made his way to the kitchen.

Ashley had a confused/dumbfounded look on her face. I could tell the gears in her head were turning ever so slowly despite the alcohol. Nate suggested we all go do some shots. I agreed and Ashley although reluctant went along with us. We partied hard into the night and most everyone ended up passed out all over the house. 

The next day I woke up to Ashley kicking me awake as I lay on the kitchen floor. I groggily opened my eyes and she looked dead into my eyes and said "Take me home now!" I wasn't sure if she had somehow figured out what happened, but how? We hopped in my car and began to drive home. Ashley started sobbing hysterically. Reluctantly I asked her what was wrong. She just continued to ball and freak out. Freaking out myself I asked "are you ok?" 

She sobbed loudly and said "No! I forgot to take my birth control yesterday! Oh my god I am so stupid my life is ruined." I began to freak out myself. Trying to calm her down I said, "Just take it when you get home I'm sure everything will be ok." 

The entire time my brain was jumping out of my skull. "You don't understand, I have to take it every day or it might not work." She sobbed again and began to cry as she said, "If I get pregnant mom and dad will kill me! My life will be over!" 

I reached my hand over and pulled her onto my shoulder all the while trying to reassure her, as well as myself that everything was going to be ok. Around the time we were pulling into the garage she managed to get herself under control. 

We got out of the car and I was about to walk through the door to the house when Ashley, who had to walk around the back of the car asked "what's hanging out of your trunk?" "Huh?" I replied. "There's something hanging out of your trunk." When I got to the back side of the car, Ashley looked up at me as her jaw dropped, her eyes went wide and her skin turned pale. I realized right then what she was talking about.

Halloween Trick, Treat, Nightmare Ch. 02



"What the fuck is this?" Ashley screamed tugging at the tattered fabric hanging out the back of the trunk. "Please tell me this is not what I think it is?"

I struggled to respond to her. "I'm not sure..." I responded, "it looks like part of Alex's Halloween costume, but how did it get in my trunk?"

"Do I look stupid Joe? Alex was still wearing his costume when we left his house." She stared at me, and I watched as her eyes shifted from angry to horrified. Half sobbing she asked, "Please tell me we did not have sex last night?"

I had no idea what to say. I felt like a terrible human being. I couldn't even bring myself to look at her face, but I simply could not admit what I had done. All I could do was scream at her "What the fuck are you talking about? You must be crazy." I hoped that she would buy my bluff and let it go.

She began sobbing uncontrollably. "You fucking liar! You fucking sick pervert!" she shouted at me as her voice quivered. "Oh my god my life is over, I'm gonna be pregnant by my own fucking brother! I might as well kill myself!" She was pulling at her hair and bawling her eyes out. "How could you do this to me?" she asked. "How could you fucking knock your own sister up? You fucking asshole!"

I was becoming very defensive. It was hard to face up to the fact that I was a moral-less scumbag. "How could you be so stupid to cum inside your sister?" I thought to myself. My thoughts faded back to the events of the previous night and how she had sucked her cum off my dick and let me fuck her in the ass. "Wait, didn't I cum in her ass?" I again thought to myself?

Ashley's tears began to fade and anger began to build up inside her. She again started yelling at me, "How could you knock your own fucking sister up you fucking bastard?"

Without even thinking I blurted out, "Oh shut the fuck up, I came in your ass, you're not pregnant!" I immediately realized I had fucked up. I had just admitted to fucking my own sister.

"I knew it!" she yelled. "You are so fucking disgusting! I can't believe I am going to be pregnant by my own fucking brother! Oh my fucking God!" 

Now I was starting to get mad, mostly because I was upset that I had given myself away, but also because she wouldn't shut up about being pregnant. "I told you you're not pregnant you dumb bitch!"

"Shut up Joe! You don't understand!" she began to look at the floor like she was ashamed. Like she had been the one in the wrong.

"I do understand! Your uterus ain't up your ass!" I yelled. "You don't have to worry about being pregnant."

"No you don't understand Joe!" she had this shocked, guilty look on her face. "You just don't understand..." she repeated as her thoughts seemed to trail off.

"What do you mean?" I asked. She slumped against the trunk of the car as she continually shook her head side to side. I asked again, "What do you mean?" It was like I was talking to the wall, she didn't even acknowledge the question. Becoming more aggressive, I grabbed her by her arms and got right in her face, "You're gonna tell me what the fuck you're talking about... Now!"

She looked terrified. "I am so stupid. It's all my fault!" she said. "After Alex left last night I started to get dressed. When I bent over to put my panties back on I felt his stuff start to leak out. I wiped some of it off with his bed sheets. I was looking at the cum stained sheets when I felt the rest flooding out. It was soo hot, I began to rub myself. I reached back and began to rub his cum into my pussy. I was so turned on that I came after just a few seconds of fingering myself." She looked at me with such sorrow. "I had no idea it was you. I didn't know I was fingering myself with my brother's cum." She looked down at the ground and said, "It's all my fault, I am such a fucking whore!"

Listening to her story was causing my dick to harden. I just couldn't get the idea of my sister fingering herself with my cum out of my head. I was totally lost in my thoughts, fantasizing over my little sister. I had completely forgotten Ashley was only a few feet away having an emotional meltdown. The only thing that broke me from my daze was Ashley's voice. She said, "How could I be so stupid?"

"No Ashley this is all my fault, not yours! There is something wrong with me. I can't believe I did this to you." I responded. "I'm the stupid one. I shouldn't have done this to you, it wasn't right."

"Why? How could you do this to me? Ashley asked me curiously.

"I just couldn't help it. I wanted you so bad that I didn't think about the consequences. I don't know how I could do this. I'm a good person!" I swore.

"Consequences! Damn fucking right! Your ass is grass buddy..." she threatened, "You're in deep shit now!"

I begged her not to tell our parents or the police. I swore I would do anything she wanted, but she certainly gave me the impression I was going to prison. She told me to enjoy my freedom while it lasted, because I wouldn't have it much longer. I was terrified. This was definitely not worth it, prison for one night with my sister didn't seem like much of a trade. 

I retreated to my room and flopped on my bed. Lying there, I stared at the ceiling for what seemed like days although it was only about 30 minutes. My mind kept racing and I could not get it under control. I was on the verge of a mental breakdown when Ashley opened my door. I sat up quickly and just stared not saying a word.

"You know what you asshole?" she said. "I was thinking, I don't want to tell anyone about this anymore than you do. The last thing I want is for the whole fucking town to know my brother fucked me! But you definitely need to learn a lesson."

"Umm, Ok" was all I could manage to say. 

"You fucked me in the ass Joe, and now it's sore. You made a mess back there and I think you need to clean it up." She said as she walked over to my bed. I sat there confused. I was shocked as she pulled her sweatpants down over her hips. Next she turned away from me and slid her panties down. I could see dried fluids all over the inside. Ashley climbed onto my bed, lowering her upper body down onto my pillow so her ass was sticking up in the air. 

I just sat there staring, not daring to move a muscle. "You fucking heard me, get over here and lick my ass clean!" she said. 

I had ate my share of pussy before but I had never done this before. I moved my face close to her butt, sticking my tongue out as I closed the distance. I began to lick her butt cheek, avoiding getting too close to her anus. After several licks, she reached back and grabbed tightly onto my hair. She held my head firmly as she slid her ass sideways until her tight little hole was on my tongue. Instinctively I tried to pull my tongue back into my mouth, but I wasn't quick enough. A soft moan escaped Ashley at that moment, and encouraged me to continue. I began to lick all around her anus in small circles, and then up and down the length of her crack. She had pulled her arms under her chest and appeared to be squeezing her breasts. 

Suddenly I could smell her arousal. Her sex was letting off that musky aroma of wetness that can make a man's dick hard at the slightest whiff. My cock was throbbing and was becoming desperate for more of my little sister. After thoroughly bathing her anus, I became more eager and bold and slid my tongue down to her pussy, quickly lapping at it. Ashley quickly turned around and slapped me across the face as hard as she could. 

"Did I say you could lick my pussy asshole?" she asked. "No, I didn't think so. Stay here, I'm going to teach you a real lesson now.

I sat there, the taste of her sex on my tongue. My cock throbbed in my pants, and I slipped my hand into my pants and began stroking my cock. A few moments later Ashley returned to my room. My eyes immediately fixed on the big rubber dick flopping in her hand. It was about 12" long, pink and double ended. 

"Open your mouth!" she said. I complied and she jammed the rubber dick into my mouth. She fucked my mouth with it for a bit and then demanded that I turn around.

"Oh hell no!" I yelled. "You are not putting that thing up my ass!"

"Oh yes I fucking am! You fucked me in the ass now I am getting my payback one way or the other. It's gonna be either me or big black Bubba from prison, your choice." She said. 

I contemplated what she said and reluctantly turned around. "Fine." I said, "but if you tell anyone I will kill you and then myself, I swear to that!" 

A few moments later I felt the tip of the toy at my asshole. She began to force the toy in slowly. I winced as I felt the toy enter me. " Oww!" I yelped. 

"Quit being a fucking baby! It's barely even in there." She said. "If you think it hurts now, just wait."

She eased the toy in a little farther and began to slowly move it in and out. Each time she moved it in, she allowed it to enter a little farther. God was it uncomfortable. She was really getting into it now, pumping about half of the toy in and out of my ass. As my body adjusted, it stopped being painful and strangely I noticed my dick was still rock hard. 

Suddenly Ashley stopped and told me to lower my chest down onto the bed like she had don't before. I complied and looked back to see what she was doing. I felt her move her feet up beside my legs so she was hovering over me slightly. Out of the corner of my eye, I saw her rubbing the other end of the double dildo over her pussy, only to see it disappear inside of her. She squatted down on the toy forcing it farther into my ass and deeper into my pussy until I felt her inner thighs meet the outside of my ass cheeks. She began bouncing up and down fucking us both hard with the toy. My dick was harder than it had ever been. I started stroking my cock as she bounce up and down on my ass. I felt her fingers brush my ass as she rubbed them furiously back and forth across her clit. I could feel a huge orgasm building deep inside my balls.

Ashley was moaning crazily now as she fucked us both with quick deep strokes. She squatted down against my ass burying the toy in her pussy as she rubbed herself to orgasm. "Ohhhhhhhh" she moaned as I could feel the juices leaking from her pussy onto my ass. She collapsed backwards onto the bed allowing the toy to flop out of both of our holes onto the bed. I turned around still stroking my dick as I watched Ashley panting to catch her breath. 

I pumped my cock furiously desperate to cum. Ashley turned her body so that her face was hanging off the bed. She lifted her left hand and grabbed hold of my dick, stroking it as she pulled my dick towards her mouth. I stepped onto the floor and lined my dick up with her mouth and slid it inside. Ashley reached both hands back onto my butt and pulled me deep into her throat. She move her hands and pushed me back, only to quickly pull me in again. She wanted me to fuck her throat. I began to fuck her throat steadily so she moved her hands away from me and she picked up the double sided dildo. She raised her knees up off the bed and worked the tip of one end into her own ass. She then doubled it over and shoved the other end into her pussy and began to fuck both of her holes as I plunged in and out of her throat. 

That was all I could take as I began to shoot spurts of creamy hot cum into my little sister's throat. She gulped the cum down which I could feel on my cock, causing me to shoot even more bursts of cum into her warm mouth. I was totally spent. 

Ashley was still fucking herself when we both heard the garage door opening. "Oh shit, mom and dad!" I yelled as we both jumped to our feet. Ashley dropped the toy on my bed and scooped up her clothes heading towards the door. "Your toy!" I said as she opened my door.

"Clean up your mess." she said as she hustled down the hall to her room.