My Sister's Keeper Ch. 01

My name is Jacob Hall but that doesn't really matter. All you need to know is that I fucked up and I fucked up bad. I have a secret, a secret that I've kept from my family, my friends and even from my girlfriend who has been there for me since I can remember. I can't tell anyone, doing that would ruin not just my life but everyone who's close to me as well but I can tell you, a stranger who I've never met, who I'll probably never meet. Keeping this a secret for so long has driven me mad and I can't do this any-more, so I'm going to tell you. Let me start from the beginning.

I looked up at the red-haired goddess standing in front of me, my eyes travelling up a stocking clad legs following the curves of her body to her matching purple coloured lingerie. She was biting her lip, looking at me all doe-eyed. Her big green eyes staring hungrily, she was driving me wild and she knew it. If you're confused let me give you some context.

This was my girlfriend Alisha, we've both known each other since we were about 6. She was my best friend in life and she's been through it all with me. She was there when I won our school swimming competition at 15, through my first breakup at 19 the same way I was there when she beat Madeline Devoe to become Darcy High's chess champion, when she found out her boyfriend had cheated on her, I was there to hold her and she doesn't know this but I did end up kicking his ass up and down Main Street. We spent so much time together my parents often joked about how I would end up marrying her, often in front of her but Alisha always laughed it off. I always caught her glancing at me afterwards though, but I just shrugged it off. However Everything changed one night I was walking her home after our friend's Mary's 21st, she was holding onto my arm, her head resting on my shoulder, my jacket wrapped around her shoulders. As we approached her house, I could hear her sniffling.

"Alisha, what's wrong?" I asked, she lifted her head off my shoulder and looked at me, her eyes red.

"Goodnight Jacob," she whispered quietly, her hands rested against my chest planting her kiss on my cheek. Her breasts rubbing against me. She turned around and slowly walked up the stairs to her house. I couldn't help but stare at her ass as she walked away, god was it perfect. Maybe it was the booze but I could feel myself getting aroused. What the hell was wrong with me? My friend was hurting and here I was, my cock stifling in my boxers. Now I know what you're thinking, typical guy thinking of fucking every woman he comes into contact with but I'll tell you with Alisha it's different. I mean sure I've caught a few glimpses of her glorious body when she came over to sunbathe. She was my first kiss too but we both decided it would be better to keep our relationship platonic not sacrifice the friendship we've had with each other. I grabbed her hand and pulled her close, I could smell her perfume, strawberries hung heavy through the air.

"Alisha, you and I both know that something's wrong and I'm not leaving until you tell me what it is,"

"It's Mary," I looked at her confused. "Jacob, I saw the way you two were looking at each other at the party, she's a slut, she's cheated on her last three boyfriends, she's not good enough for you."

"Ah, am I sensing jealousy here?" I smirked as she playfully punched my shoulder. "Look," I said as I wiped away the tears from her face. "We're just friends Ali and if anything were to happen, it already would have, so you have nothing to worry about, okay?"

She stepped in closer, her big green eyes never breaking eye contact. "I just think you deserve better than her," Our lips were inches apart. Now I don't know why I did what I did but before I knew it I was kissing her, I remember her lips being as soft as snow. She pulled away, a confused look on her face obviously taken aback at the ferocity of our kiss. Shit what have I done, I struggled trying to come up with words to say.

"Ali, I'm sorry I didn't mean too..." But before I could finish my rambling, Alisha slammed back into me, her lips mashing against mine, her hands running up and down my chest fumbling with the buttons on my shirt. I ran my hands through her hair, following the curves of her body, grabbing her tight teenage ass with a fever that surprised even myself. Her tiny black dress was doing very little protecting her. I lifted her up, her long tender legs wrapping themselves around my waist. I knew that if I didn't stop now, things would no longer be the same between us but I didn't care, all I wanted to do was to please Alisha. I carried her over to her dad's Camaro and gently laid her against the hood of the car. I broke the kiss much to her disappointment, I lifted her leg onto my shoulder and slowly kissed her thigh, Alisha moaned in approval. I stole a glance at the goddess in front of me, her eyes closed with her head thrown back, she was biting her lip, god she was driving me wild. I followed her thigh down and lifted her dress to her waist to reveal her soaked panties. I pulled them off revealing her bare pussy. She whimpered as I begun playing with her clit, her hands running through my hair. I knew what she wanted, my hands ran up her body and found her breasts. I begun playing with her nipples. She moaned, I could tell she was trying not to be too loud but that little fact just turned me on even more. I lowered my head first, spreading her pussy lips apart with my fingers. The tip of my tongue found her swollen clit and sucked it, her fingers running through my hair. I could tell she was close, her legs tensed around my face, I slowly slid my index finger into her soaked hole while my free hand played with her breast.

Then without warning, her whole body began to quake, her thighs clench together, she cried and shivered uncontrollably. "OH FUCK!" she yelled before collapsing onto the hood of the car. Shit, I thought to myself that would have woken up the whole neighbourhood. I shivered at the thought of her dad waking up to see his little girl, naked and quivering her juices soaking the hood of his precious car. My thoughts were interrupted as Alisha suddenly got up, her hands trembling as she undid my belt and pulled both my jeans and boxers down. "Jesus that was fast," I whispered to her to which she smiled happily. My cock sprung in the air, happy that it was free from its prison. Without even thinking twice, Alisha took me whole into her mouth, her throat providing almost no resistance. "Holy shit, you are amazing," I gasped as she bobbed happily up and down my cock. I was so close to finishing, when she suddenly stopped. "Jacob," she whispered her big green eyes staring up at me, I could get lost in those eyes.

"Jacob, I want you to fuck me hard, I want you to make me scream and I don't care if you wake up the whole district when you do it." I could only stare in surprise as she leant back onto the hood of the car spreading her legs. What the hell happened to my innocent friend? Without even me realising it, she had turned into a redheaded sex goddess. I was in love. I climbed on top of her, she grabbed my cock, angling it towards her pussy. I looked into her eyes as I slammed all seven inches of my cock into her. "OH FUCK!" she yelled. At this point, I didn't care whether the bloody president showed up. I pounded at her mercilessly, she moaned in approval, her finger nails digging into my back. I was really close and I could tell she was too. I began to speed up, I couldn't hold it in any longer. Alisha begun to fuck me back sensing I was close to cumming. I slammed into her feeling her inner muscles clenching around my cock. It jerked in response, my cock stiffened against my will and began to unload jet after jet of warm cum deep inside Alisha's pussy. Alisha quaked under me, I could barely tell she was cumming too. Her screams of pleasure echoed throughout the night. I collapsed next to her, completely exhausted of energy. Jesus Christ, I had been with a few women before, but none had made me feel as awesome as Alisha did. She snuggled up to me, her tousled hair resting against my face. "Jacob," she whispered. "Promise me you'll never leave me." I didn't say anything. I pulled her into a deep kiss and I don't know how but I could tell she was smiling.

And here I am four years later, 25 and madly in love. Alisha stood above me, playing with a strand of her fiery red hair. She twirled around allowing me to appreciate her curves and her plump ass. I tried to get up from our bed but she placed her hand on my chest and pushed me back down. She sat on top of me and began to grind against me, my cock threating to explode in my sweatpants

"Now baby, if you're a good boy and you promise not to touch yourself while I'm away on my business trip, I'll give you a small reward."

Jesus, Mary and Joseph, I was so in love with this woman.

"And what reward will that be sweetie?"

She lowered herself down her breath tickling my ear, "I'll let you fuck my ass," she whispered before planting a quick kiss on my lips and headed off into the shower, leaving me to stare at her voluptuous ass with the biggest case of blue balls in human history.

Alisha had left an hour ago, but my cock refused to settle all I could only think about her tight little asshole. She would be gone for a whole week, there was no way I could make it after the teasing she had done and she knew it. And there would be no point in jacking off and then lying to her, she always knew when I was bullshitting. Fuck, I groaned, it was going to be a long week. I spent the next few hours tidying up the house, my erection had subsided for now, "C'mon Jacob one week and you can give her some much-needed payback, just imagine fucking her tight asshole while she begs you for more," I thought. I looked down and to nobody's surprised my erection was back, this was going to be a long ass week. That's when the doorbell rang. I checked my watch, it was almost 11pm, who the hell could it be? I opened the door and to my surprise it was my sister Lucy.

Now there are only two women in my life whom I would do anything for, Alisha and my baby sister Lucy. Mom had her two years after I was born and as far as I can remember she has always idolised me. She would do whatever I did, whether it was swimming or fixing up cars with Dad she would always follow me around. Sure, I found it irritating at first but eventually I began to appreciate her. She was always there for me and having such similar interests meant we were a lot closer than other siblings usually were. Sure, during high school, I kept my distance once she had turned 16 but that was only because my friends kept commentating on how big her boobs have gotten or how tight her teenage ass was and truth be told I had begun to notice it too. Don't blame me I was a horny 18-year-old with raging hormones. But even though I kept my distance at school, I always made sure my sister knew how much I loved her.

I looked at my sister, tears flowing from her eyes causing her makeup to run. I didn't even hesitate, I pulled her into a hug, stroking her light brown hair as she sobbed into my chest.

"Lucy, sweetie what's wrong?" I asked.

"It's Derek, we had another fight," she said barely making it through the sentence.

Derek was Lucy's husband, they were high school sweethearts, married real young when they were both just 20. Everyone from my parents to even me told Lucy it was a bad idea, but she didn't listen that was Lucy for you, always following her heart.

"Aww honey, you want to talk about? That's what big brothers are for," I said. Lucy looked up at me with her hazel eyes as she wiped her tears.

"Okay," she whimpered. I led her onto the couch, her shirt was damp from the rain and I could see her nipples poking through her shirt she wasn't wearing a bra. I could feel my cock stifling in my boxers. Dammit Alisha, you left me blue balled and now I'm being turned on by my sister. I grabbed one of Alisha's shirts and handed it to her. I turned around.

"Thanks Jacob," Lucy said her voice as smooth as honey. I could hear rustling as she took her shirt off. The thought of a naked woman standing just a few feet away from me, caused my perverted cock to spring up to full mast. I was so going to fuck the life out of Alisha for this. I was wearing sweatpants which did nothing to hide my growing cock underneath. I adjusted my cock, trying to use my boxes to keep it down.

"Okay," Lucy said. I turned around and saw that she had moved to the couch. Looks like there is a God after all, I grabbed a blanket using it to hide my throbbing erection. I sat next to Lucy tossing the blanket over her legs. She huddled up next to me, her head resting against my shoulder as I put my arm around her.

"What happened Lucy?"

She looked up at me, her hazel eyes felt like they could see right into my soul.

"Derek and I had a fight today," she paused, I nodded signalling her to continue, "Well he came home from work today and I tried to fool around with him but I guess he wasn't in the mood. I yelled at him telling him that he doesn't pay attention to me anymore. Then he tells me that marrying me was the worst mistake of his life and that no one man would fuck a woman as ugly as me," she sobbed into my shoulder.

I stroked my sister's hair, my heart ached for her, I was tempted to go over and give Derek a piece of my mind but there was no way I was leaving my sister in this state so maybe I'll let my logical side take this one.

"Look Sis, I'm sure Derek had a rough day at work and I know for a fact that he loves you..."

Lucy interrupted me, "He hasn't touched me in over a year, Jacob..."

Jesus, it's only been a day since I last had sex and I was barely functioning but it must have been nothing to what Lucy was going through.

"Look, Sis you're the most beautiful woman I've ever met and any man would be lucky to have you and if Derek can't see that then he's the bigger moron than I thought," I said as I kissed her forehead.

Lucy smiled, "Most beautiful huh? I'm sure Alisha would disagree with that,"

I laughed, she was right. My red-headed girlfriend was the centre of my world. I imagined her big green eyes looking at me as I slid my cock into her tight little ass.

"Looks like your little friend agrees as well." Lucy giggled. Little friend? I looked down, to see my cock standing straight up my sweatpants barely containing my throbbing erection.

"Jesus Christ, sorry about that Sis," I said my cheeks flushed red with embarrassment.

"It's okay, it's my fault I got you thinking about your sexy girlfriend while she's away on her business trip,"

I nodded, "It's been really difficult Sis, I don't even know I'm going to make it through the week," I joked.

She giggled. "Well maybe I can help you out with that." It took me a full second to register what she said. Did my little sister just offer to help take care of my erection? Before I realised it, Lucy had gotten my cock out of my sweats and wrapped it around her hand. She began to pump almost absentmindedly. My mind screamed at me, telling me that this was wrong on so many levels. My cock twitched, happy at the attention it was getting. What the fuck was wrong with me? I was getting a hand job from my baby sister and I couldn't stop it. I looked down at Lucy, she looked up at me, her hazel eyes never leaving mine. I didn't know why I did what I did, but I lifted her chin and kissed her. She moaned happily, opening her soft lips allowing my tongue to explore her mouth. She tasted like strawberries. She begun to pump quicker, I was close. All of a sudden, she pulled away, breaking the kiss and removing her hand from my cock. It hit me like a runaway train, I made out with my baby sister, she was giving me her hand job and I wouldn't have stopped it. What the fuck was wrong with me?

Lucy looked up at me, tears forming in her eyes, "I'm so sorry Jacob, I couldn't control myself, please don't hate me," she sobbed. What the fuck did I do? I hurt my baby sister in a way no brother should have. I looked into her hazel eyes.

"I don't blame you baby, I let it get too far, I'm so sorry Lucy," I apologised as I stroked her hair, Lucy rested her head against my shoulder and smiled sadly. She must have been really tired because she fell asleep in a few minutes, I carried her to my bed and laid her down. I kissed her forehead as I wrapped her in the duvet. I would never forgive myself if I hurt Lucy. Guiltily I collapsed onto the couch, my cock throbbing in earnest of the taboo moment that was just shared between my sister and I. I tried to think of Alisha, my red-headed goddess but all that came to mind was my baby sister, her small hand wrapped around my throbbing cock.