Gender: Male Age: Secret Location: N/A
|Introduction: This is the Jack of All Trades, I'm just wanted to get a new account so that I could delete my inferior work.|
This is the Jack Of All Trades, just using a new account. I wanted to get rid of my inferior work, but I couldn't figure out how to delete it.
I’m Jake, I’m 15 and my sister Emily is 17, and we live in a pretty big family. She is my only sibling, but we have a lot of cousins and other family members that come once a year for Christmas and the last two weeks of December. Since my parents only have my sister and I, we have one of those small surburban homes. Just imagine what one of those houses was like during the holidays… yeah; there wasn’t much space.
Every year, the house would get filled with cousins, aunts, uncles, grandparents, and every other branch in the family tree. The sleeping arrangements sucked, since there were people sleeping on the floor and every piece of furniture large enough. (Don’t ask me why no one would just stay at a hotel. We had one of those families where there was no such thing as personal space.)
For about fourteen days, my sister and I would share my bed because we preferred the awkward comfort of a mattress to the uncomfortable floor. But here is the twist: for three years, I have been attracted to my sister, AKA, I wanted to do her so hard that she could never walk straight.
Don’t judge, no girls at school would ever talk to me, and my sister was always walking around in tight clothes. Not to mention that she was quite beautiful, skinny, and shapely, and we had always been close. Every year in December, I would jack off furiously when I would think back to the previous night and just being that close to my hot sister in her skimpy panties and bra (but she wore a large t-shirt over them. We weren’t that close.).
After three years of jacking off with the made-up image of my naked sister in my mind, I decided it was time to finally try. A few days after my house was filled with people, I climbed into bed one night with my sister. She was wearing her XL t shirt-night gown, and I was wearing the kind of clothes I would wear for gym class (admit it, they are comfortable enough to be slept in).
I waited for an hour after the lights had gone out, waiting for my sister to fall asleep. When I could tell she was asleep, I began to let my plan into action. We usually slept back to back so that we wouldn’t be facing each other. Rolling onto my back, looked at my sister. I had been in the dark long enough for my eyes to switch to that adaption-night vision mode.
I could already feel myself getting a hard-on as I looked at her curves. She was sleeping on her side with her hand on her hip. Very slowly and gently, I lifted up her hand and put it on my dick. Lying back, I pretended to be asleep. Within minutes, I could feel her fingers twitching around my erection as her half-asleep mind tried to figure out what she was feeling.
She raised her head off her pillow, looked at my hand, and pulled it off my erect dick with a jerk. She gave me a small shove.
“Jake!” She whispered. I jerked, pretending to be suddenly awoken.
“What?” I asked, trying to seem innocent by sounding angry.
“Did you put my hand on your dick you little freak?!” She whispered.
“What the hell are you talking about?” I asked.
“I woke up with my hand on your thing, and you have an boner.” She hissed.
“Hell no. I was just having a dream where I was a porn actor. If I knew my sister wanted it to be reality, I wouldn’t have fallen asleep.” I said sarcastically. I turned away from her, and pretended to fall asleep. She muttered something I could not hear, and then went back to sleep. An hour later, I was lying on my back, and she was on her side, facing me. I knew she was asleep, because there was no way she would purposefully face me after “that accident”.
I slowly placed her hand on my thigh, and pretended to be asleep. After a few minutes, I could sense her waking up. Keeping my eyes mostly closed, I looked at her through the corner of my eye. There was a look of embarrassment on her face. I knew that she was thinking that it had been her from the beginning. To my surprise, she slowly began to move her hand along my thigh. Things were going faster than planned, and I could feel myself getting another erection.
I tried to suppress it, but I could feel her body becoming warmer and warmer as she moved her hand closer to the bulge in my shorts.
“Jake.” She murmured.
“What?” I asked after second or two, pretending to be waking up. I didn’t sound angry.
“Are there any more blankets? I’m cold.” She said softly.
‘Liar liar.’ I thought to myself with a small smile. We both knew every blanket was being used, and her sexy form was like a furnace.
“Here, roll over.” I said. She rolled onto her other side so that her back was to me. I rolled over on my side, and wrapped my arm around her. I could feel her shiver as we spooned. I was able to keep my bulging cock from fitting in her tight ass like a hotdog in a bun, but she knew it was there.
“Warmer?” I asked.
“Yes.” She said softly. I could feel her blushing as my put my hand on hers.
‘You got to love the power of suggestion.’ I thought to myself with a smile. My sister began to shift around, trying to get comfortable.
“Something wrong?” I asked.
“I just hate this shirt. Its always so uncomfortable.” She said. She then sat up, and pulled off the large t-shirt. Even in the dark, I could see the large roundness of her perfect tits. She lay back down, and as I put my arm around her, she pressed her ass against my crotch, almost inviting my cock.
After a minute, I slowly began to move my hand. I massaged her hand with my fingers, then her wrist, and then slowly began to rub the palm of my hand against her arms. As my hand moved, she gave a small hum, which became a low moan as my hand reached her collarbone. I brushed my fingers down the middle of her chest as began to feel her slim belly with my palm.
“Jake?” Emily asked.
“Yeah Em?” I asked as I stopped my hand.
“Do you like me?” She asked.
“Of course sis, I love you.” I replied.
“No, I mean…” She began pressing her tight ass against my bulging cock.
“Well… how do you feel about me?” I asked.
“Well I wouldn’t mind if we slept like this during the year. Now tell me.” She said.
“I would prefer to stay at home with you than go out on a date.” I said.
“Have you ever thought about me in a sexual way?” She asked.
“You first.” I said with a smile. She looked at me.
“I’ve been a little curious. You?” She asked. On pure instinct, I leaned forward and kissed her. She didn’t pull away or try to end the kiss; in fact, she began to lick my lips.
“Jake, is this wrong?” She asked.
“Emily, let me take care of everything. Don’t worry about right or wrong.” I said. I began to kiss her again as I moved my hand onto her left breast. She let out a low moan as I gently squeezed. I moved my hand under the cup, and began rub the nipple with my palm while squeezing. It was a better feeling than I could have imagined.
I pulled off her bra, and began kissing her right tit while messaging the left. Licking the succulent nipple, I could feel it harden with every lap of my tongue. She continued moaning, trying to keep them low so that no one would hear. I moved my hand from her tit, down her belly, and slipped my fingers beneath the waistband of her blue panties.
My dick was so hard that I thought it had grown an extra two inches as I felt the shaved lips of her clit, sopping wet from her horniness. I began kissing Emily again, trying to keep her moans from escaping as I massaged the soft lips of her clit. She stuck her tongue as far as she could into my mouth as I began to finger her. I sucked on her tongue as I massaged the inside of her sloppy wet cunt with three fingers.
I pulled my fingers out, rubbing her clit once again, and then licking the sweet pussy juice from my fingers. She began licking them too. I pulled off her panties while pulling aside the blankets. She licked her lips with a smile as I gazed upon her sexy nakedness. I moved my head down to her clit, which was giving off the aroma of sweet fruit.
Emily sucked on her pinky while she moaned, as I began licking her soft clit. I licked the soft slippery lips, and then sinking my tongue into her soft clit. Emily moved her body like wave as I sent my tongue back and forth into her soft clit as far as I could. In a sudden movement, she arched her back and clamped her smooth thighs on the sides of my face. I kept licking, because I knew she was cumming. I could feel her cunt become even wetter as I kept licking. She was experiencing one orgasm after another.
“Oh my god Jake, fuck me. Fuck me hard.” She moaned.
“How hard?” I chuckled.
“Do whatever you want to me.” She replied.
“Alright, but we’ll need something to keep you quiet.” I said with a devilish smile. Emily pulled the pillow case off the pillow and held it in her mouth. I jumped out of the bed, stood at the foot of the bed, and pulled my clothes off. I grabber her by her hips and pulled her to the edge of the bed. Before she could prepare herself, I shoved my cock deep into her pussy.
Her cunt was so slippery, I was able to fuck her as fast as I wanted, shoving my cock as far as possible into her tight cunt, pulling it almost out, and then shoving it back in. She jerked in a mix of pleasure in pain as I ripped away her virginity in the first few shoves. My dick was already crimson from a dribble of her blood. I was chewing on my lip as I enjoyed the warm wet softness of her sweet pussy. It was even better than I had ever imagined. Especially since it was Emily.
With every shove, she would be pushed away. She was holding onto the blankets so tightly that the veins in her wrists were bulging like my cock. Her tits were constantly bouncing in circles every time I sent my dick in as far as it could go.
“So Emily, how do you like your brother’s cock?” I asked. Emily let out a moan through her panties in reply. After a few minutes of fucking her as hard as I could, I could feel a climax forming in my cock. The pressure of my sperm coursing through my dick practically made it grow even thicker.
I could feel her cunt tighten around my dick, as she was about to have another climax. Simultaneously, she came as I shot a huge glob of sperm deep into her wet pussy. I kept on fucking her, trying to keep the pressure in my cock up. I could feel a mixture of her pussy juice and my sperm dripping down the shaft of my dick.
“So sis, how do you like your brother’s cock in your tight pussy?” I asked. She let out a moan through the panties in her mouth. I pulled my cock out, letting out another stream of sperm onto her clit. I grabbed her hip and rolled her onto her stomach. Before she could stop me, I pressed the head of my dick against her asshole, and shoved it deep into her anus.
She let out a loud moan as I fucked her tight asshole. It was like a vice grip on my cock as her perfect ass cheeks bounced against my nuts. Once again, she was moaning with a mix of pleasure and pain as I ravaged her tight ass. I grabbed her hips, pulling her closer as I fucked her harder and harder. Damn, I’d trade my soil for some lube. Her asshole wasn’t nearly as wet as her cut, but her pussy juice on my dick was working well enough.
After several minutes, I could feel another orgasm coming (no pun intended). Biting my lip until it bled, I shot a load of sperm up into her anus, once again using my cock to shove the sperm as far up into her as I could. Finally, I could tell that I could only support my boner for another thirty seconds. I had plenty of sperm, but I was eventually going to lose the best hard-on I had ever had.
I pulled my cock out of her anus, shooting a load of cum onto her perfect ass.
She fell off the bed, leaning against it as she sat on the floor. I pulled the pillow case out of her mouth, which were sopping wet with spit. She was heavily panting from exhaustion. Before she could catch her breath, I pushed my cock deep into her throat. Her mouth was even softer than her pussy.
She was so tired that her jaw hung slack, but I could feel her body convulsing as the head of my cock agitated the back of her throat. With my hands on the side of her head, I began fucking her mouth as she gagged. I could feel her tongue licking away the sperm and pussy and ass juice off my cock.
“That’s right, lick it clean.” I said as I let go of her head. She grabbed my cock, rubbing it with her hand as she sucked on it. Finally, I fired one of my last few shots into the back of her throat. I pulled my cock out of her mouth. With it once again open as she tried to catch her breath, I shot a load onto her tongue. Almost like the numbers of a digital watch, I could see the number of how many shots I had left in the back of my mind.
I fired two large shots across her face, covering it with cum, a third onto her forehead that sprayed her hair, another into her mouth, and one last one onto her tits.
I sat down on the floor next to her, and the two of us were gasping for breath. As my hard on finally went away, I could feel the sore blood vessels in my dick sending waves a dull pain throughout my body. My nuts were sore from all of the sperm that I had shot. In one night, I had spent more than in three weeks of jacking off. I let out a small chuckle as I thought about my scrotum being pulled up into my body from a vacuum affect.
“That was incredible.” Emily laughed. I leaned forward and kissed her on the one spot of her face that wasn’t covered in cum.
“Oh god I need a shower.” She said as she began massaging her clit, rubbing the sperm into her pussy.
“Can you wait twenty minutes before you take that shower?” I panted.
“Why?” She asked.
“I need twenty minutes to get ready. I want Round Two to happen in the shower.” I laughed.
“Don’t worry stud, we’ll be spending a LOT of time together.” She said as she bent down and kissed my dick.
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