My name is Tim Donovan, I live in New Hampshire and I’m 18 years old. I live with my mom, dad, and my twin sister Ashley. The events that follow happen a week or so before Christmas break of last year. I am about 5’10” and about 170lbs (it was the off season for ultimate Frisbee club at my school so I had nothing to keep me busy and I just sat on my ass for work, so I was gaining a little too much weight). I have close cropped blond hair and brown eyes, I’ve been told I am handsome but I don’t really see it. I’ve been in a relationship once before but it ended before it ever got intimate, therefore, and I’m ashamed to say it, I am a virgin.
Then there is my sister Ashley, she is about 6’2” and about 150lbs (I’m guessing because she has never told me), however all that weight is pure muscle, it’s the middle of the hockey season and she is in peak physical condition. She has brown eyes and blond hair as well, but she streaked it with brown highlights. Now on the contrary, my sister is hot, and hot some more, she has large round breasts which she hates, because they interfere with her hockey. Any weight that she actually gains goes straight to her ass, which is nice and round and kind of plump, by all standards the kind of ass that guys just drool over. Unlike me she has had several relationships that have all gotten intimate, but for reasons I will soon discover, end shortly thereafter. However, she was in between relationships at the moment. She works part-time as a waitress as well, so she remains active for most of the year.
However this Saturday morning our parents had taken the weekend to go to Maine for their anniversary, so we were alone together. I was still asleep when Ashley walked into my room, turned on the lights and ripped the covers off my bed. That woke me up as well as any cold shower ever could, I was only wearing a pair of boxers. She was wearing a white cotton t-shirt and a pair of black and white house pants with the stretchy waistband.
“What the fuck Ash!” I shouted. She ignored me and moved to my windows, opening the shades.
“Timothy,” she sighed, “breakfast is ready and waiting.” She deliberately calls me Timothy to piss me off. As she moved past I shot a leg across the space between my bed and the wall and trapped my incredibly hot sister next to me. She sighed again and moved to crawl over the bed, when she was directly over me I brought my other leg around and knocked her backwards onto my chest. She was now facing up, laying on my chest, her luscious ass was on my now enlarging cock and her head was next to mine, I wrapped my arms around her chest directly under her large breasts and wrapped my legs around the inside of her calves.
“What is that?” she asked quietly with a hint of annoyance in her voice.
I didn’t respond. I planned on holding her like that until she started screaming for me to let her go instead. I had done this when we were younger (except for you know, the sexual innuendo) and it usually ended with me getting in trouble after she screamed for mom. She said softly in my ear as she started grinding her ass into my now raging hard-on.
“Ashley…uh....what are you doing?” I said as best I could.
“I’m merely helping it pass.” She whispered directly into my ear. Suddenly she hooked her arms under mine and threw them off of her as though they were nothing and quickly spread her own legs, forcing me to do an awkward kind of split. She then gracefully rose and pivoted on my crotch which was still stinging from the split and now had 150 some odd pounds of girl rotate on it with clothes in between. She was now straddling my waist, facing me with her hands firmly planted on my chest. Before I could react or recover from my aching crotch she had pushed her house pants down to her thighs and had opened my boxers so that my raging hard-on was exposed to the air.
“Don’t do it Ashley, you know this is wrong!” I said my voice breaking. I was getting nervous now.
“Timothy you’ll never learn otherwise.” She giggled. She widened her eyes and mouth in mock surprise, tilted her head to one side, and shoved her ass backwards right onto my cock burying about an inch in her ass before she stopped and screamed. I gasped as my dick was forced into her ass, it was very tight, incredibly warm, and a little wet. She regained control of herself and closed her eyes, bit her lip, and moaned softly. I moved my arms to try and throw her off of me but she grabbed my wrists in each of her hands and pinned me to the bed. I started to struggle but the only result seemed to be that she moaned a little louder and that her ass tightened around my cock. I couldn’t fathom how painful it must have been for her.
“I am not loosing my virginity to my sister’s ass!” I said, struggling some more but eventually resigned to the fact that she had me pinned, so I just lay there and glared at her.
“Don’t worry...uhnn…this doesn’t have…uh…have to count.” She grunted, slowly opening her eyes and looking down at me.
“Like hell it”…SMACK! She let go of one of my wrist for a fraction of a second and slapped me clear across the face before pinning my wrist again.
“Shut up Timothy. No more talking. Eddy (her second boyfriend) got me hooked on this anal stuff and I haven’t been able to get any real relief since he left me.” She said as tears involuntarily formed in my eyes. She then started to move her hips forward and back then left to right as though stirring her ass with my cock trying to force more of my shaft into her ass. It felt amazing not that I was going to admit it to her, and I found my eyes closing as I tried to push up into her. I hated myself for enjoying it, but realized there was nothing I could do, and gave in to her. I stopped resisting and she let go of my wrists only to clamp onto her own tits, squeezing them and pinching her nipples through her t-shirt. With my arms free I let my hands roam over her hard body and let them rest on the only soft spot available to me, her soft glorious round ass cheeks. She squealed in delight, obviously a source of intense pleasure for her. She was able to force herself to take my entire dick up her ass after a few minutes and she sat immobile for a while trying to catch her breath. Her movements were slow, graceful, but I could still tell that she was uncomfortable; I was surprised that she hadn’t just given up.
“Keep it up Tim,” she gasped, even though I wasn’t doing anything. “I’m gonna cum!” And cum she did, she stopped moving and sat there and just before I thought nothing was going to happen she exploded all over my stomach. Warm clear liquid shot everywhere sending me over the edge; I shoved my cock as far as it would go into her anal cavity and blew my load. I had no idea I had that much cum in me, it just kept shooting load after load into her tight ass.
“Oh my….god….Ash!” I shouted as she bent forward and sealed her lips against mine. Her tongue darted into my mouth and she screamed into my mouth as the pain caught up with her. We lay there for what seemed like an eternity as she lay breathless on top of me. When my slowly shriveling dick escaped from her ass with an audible squelching sound, my own cum seeped out and flowed down my inner thigh. She lay on top of me for a few more moments before kissing me passionately again and rising from the bed. She made her way to the door after pulling up her pants and grabbing her t-shirt she stopped before exiting my room.
“I’m taking a shower then reheating breakfast because it’s definitely cold now.” She said glancing at the clock on my nightstand. “You probably want to clean this place up a bit.” She added. I looked at the clock and she was right, it was ten o’clock and she had woken me up at around nine. I struggled to sit up and stand after she had left, my hips and thighs would definitely be sore in a while. I replaced all the sheets and tossed the dirty ones in the washing machine for later, and after taking my turn in the shower and getting dressed I made my way to the kitchen still unable to believe what had just occurred. She was sitting at the dining room table eating a Belgian waffle, when she saw me she pushed a second plate across the table to my seat. I noticed with some amusement that she was shifting uncomfortably.
“I can’t believe that just happened.” I said sitting down, still shocked.
“What do you mean?” she asked around a mouthful of waffle.
“How can you say that? We just had sex!”
“And we will again.” She mumbled.
“What?” I asked. I hadn’t quite heard her.
“Nothing.” She smiled disarmingly and batted her eyes at me. I narrowed mine at her and continued eating my waffle. I finished eating and put my plate in the sink.
“I’m going out for awhile I’ll be back in an hour or so.” I stated, not giving her a chance to respond I snatched my keys from by the door and headed out to my car. I drove on mental autopilot to the mall and bought a DVD that just came out; I didn’t want to go home right away so I sat in the food court for a long time just staring at nothing at all. My cell phone rang and startled me out of my stupor.
“Hello?” I asked.
“Tim, where are you? You said you’d be back in an hour.” She sounded worried. I looked at my watch and realized I’d been sitting there for two hours at least.
“Sorry, I’m at the mall I think I’ll get some lunch here. Do you want me to get anything here for you?” I asked. She asked if I could bring home some Japanese food for her, I said okay and cut the connection. I bought the food and some for myself and drove home. Stepping through the front door I called her name and she responded from the living room. I brought her food to her and then told her I was going to my room. Safely back in my room I noticed it still smelled like sex and I used some aerosol to fix that. Damn her I thought to myself, why did all of this have to happen. I opened my new DVD and started watching it on my TV. I lay on my bed eating my Japanese food and watched the movie, after finishing my food and tossing it into the trash the light was blocked from the door and I looked up.
“Well, well, well,” I sneered. “Look who it is, and what do you want?”
“Guess.” She said with a hint of a smile on her face. I noticed there was a wet spot on the crotch of her pants and as she saw me looking she slid a hand down and started rubbing her pussy through her pants.
“No Ashley! No, don’t you think it’s bad enough as it is?” I exclaimed shooting out of bed and standing next to it. It was a struggle between what my body wanted and what my mind told me was wrong and my body was winning, despite it all my cock was once again straining at my jeans.
“You think you can deny me Timothy?” She hissed. She had stopped rubbing herself as the smile left her face and I could clearly see she was going to get her sex from me one way or the other. It also appeared that the wet spot on her pants was expanding.
“I’ll give you one chance to drop your pants and get on the bed by yourself or I’ll do it for you.” She said her voice full of menace. I didn’t move and I couldn’t believe what was going on. My own sister was going to force me to have sex with her AGAIN!
“Fine have it your way.” She said stepping forward into my room. She covered the distance between us in a few steps and bodily threw me back onto the bed. Then she was on me, she swung a leg over my head and sat directly on my face as she worked furiously to get my jeans off. I couldn’t breathe and the musky smell of her soaking wet pussy invaded my senses. Is she trying to kill me I thought to myself, I screamed into her ass but that only made her push harder onto my face. Finally I freed one of my arms and punched her in the kidneys. She grunted and fell forward lifting her ass off of my face long enough for me to gulp down some fresh pussy scented air.
“Are you trying to kill me or something?!” I shouted at her ass seeing as that was the only thing I could see.
“Perhaps.” Was the giggled return I got from my groin area. I felt my belt being cast off and the button and fly being opened and knew she had reached her goal. I was still heaving big breaths of air and was in no condition to resist. Suddenly she had me in her mouth. From that point on speech became impossible for me; the only thing that could come out of my mouth was the occasional grunt and moan and coherent thought became a challenge to maintain as well. She had me now I wasn’t going to resist her any more she was too good and gave me too much pleasure for my body to resist her any more. This must have been what had gotten her so many boyfriends, her skill at blowjobs and her willingness to dispense them.
“Why am I doing all the work Timothy?” She asked from around my cock. I realized she had been wiggling her ass in my face for a few moments now. I reached a hand down underneath her sliding along her smooth skin until I reached the fly of her jeans I quickly undid the snap and fly. I couldn’t pull down her tight jeans however, not with her legs spread like they were. I tugged on the back of her pants for a second until she realized what I wanted and squeezed her legs together on my head. Her legs were like a vice as her squeezed harder and harder until it became painful.
“Ash,” I croaked, “let go!”
“Oh, sorry.” Was the response, completely lacking sincerity. She released my head and raised her legs and I was able to shimmy her pants down around her ankles before she brought her legs down again and shoved her pussy strait onto my face. The smell coming from her was intoxicating and I found myself starting to drool a little. I slowly started to lick around the perimeter of her hairless pussy (I wondered if she expected this event to happen or if she always kept it shaved, but I suspect it was the latter reason) teasing her with the light touch of my tongue. I sought out and located the little nub of her clit and caressed it ever so slightly with my tongue.
“Ohhhhhh Timmy oohhhhh!” she moaned loudly. I smiled at the reaction she was having to this just before she bit down on my cock. She came like a fire hose onto my face, the amount of liquid that came out of her was amazing. I opened my mouth and tried to catch as much of my sister’s sweet cum as I could. She then went into overdrive sucking my cock, trying to make me cum as well.
“Timmy…mmmfff…..why wont you...mmfff…cum already?” she whined.
“Maybe,” I managed to say, “You’re just bad at this.” She wasn’t by any stretch of the imagination and I was close to blowing my load into her mouth, but I couldn’t pass up the opportunity to taunt her. Her response was to bite down on my cock again, this time harder. That did it, the pain coupled with the intense pleasure drove me over the edge. I arched my back and pushed my cock deep into her mouth and to her credit she didn’t gag as I shot my second load of the day strait down her throat. She never missed a drop and swallowed it all before slowly rising and sitting on my face once again with my nose buried in her still soaking wet pussy.
“Well Timothy, I have to say you taste wonderful.” She stated flatly as I started to push on her again for lack of oxygen. She responded by putting all of her weight on my face. I was panicking, she was trying to fucking kill me! I could barely see past her ass and up her back, she was looking down over her shoulder and smiling at me. There wasn’t any hate in her eyes just a look of amusement as she watched the fear in my eyes grow into terror. The edges of my vision started to blacken and my chest heaved trying to draw oxygen where there was none. I soon passed out and my world turned to black.
Slowly I opened my eyes, thank God I was alive, and I thought that crazy bitch was going to kill me. My head hurt but after performing a mental check of my body, that seemed to be the only problem. I went to move my arm but found I couldn’t, I couldn’t move any of my limbs! I rotated my hand and felt cloth rub against my wrist; I looked around and realized that she had tied me to my own fucking bed!
“Ashley!” I shouted my temper flaring.
“What.” She asked softly, innocently, from behind my head. Her face appeared hovering over mine; she was chewing on what looked like a piece of toast, crumbs fell onto my face as she took another bite.
“Why am I tied up and how long have I been out for?” I asked calmly trying not to yell.
“Well,” she said taking another bite as more crumbs fell onto my face, “I was sick of having to restrain you myself when you were struggling before and plus I thought this would be more fun. And you’ve been out for about ten minutes I think.”
“And why, pray tell, did you find it necessary to suffocate me?” I asked as she finished her toast and rubbed her hands together causing still more crumbs to fall on me.
“Umm I thought it would be fun.” She replied girlishly with a big smile on her face.
“Fun! You thought it would be fun! I thought you were trying to fucking kill me and you thought it would be fun!” I screamed making her jump a little.
“Now Timothy, there’s no need to yell, calm down. Sister Ashley will make it better.” She cooed. She walked around the bed, she was naked and her tits bounced with every step she took, I could feel my cock starting to get hard again just watching her. As she walked around me she dragged her hand along my body ever so gently, I started to develop gooseflesh almost immediately. While her other hand she kept firmly implanted in her pussy. When she came to the left side of the bed she stopped. I eyed her warily not knowing what she would do next. She smiled at me and then got onto the bed and straddled my waist again, she took her fingers out of her pussy and slowly sucked them clean one by one as she eyed me from her position of dominance. She finished cleaning her fingers and bent down and kissed me hard on the lips, I could still taste her pussy in her mouth. She then started licking my face with long wet strokes, removing all the bread crumbs and dried cum from our previous encounter. Under normal circumstances I believe I would have found this disturbing, but now it was the most erotic thing I have ever experienced. My cock was raging, and felt like it was burning and about to explode.
“Ash please.” I moaned.
“Huh, you want something from me?” She asked softly, sliding up and down my chest leaving a wet trail of pussy juice along my abdomen.
“Ahhhh please Ash ahhhhh.” I nearly cried.
“So now you’re the one who wants the sex eh?” she said. “Well I think I want to play around a bit longer don’t you?”
“Nooooo!” I practically screamed. She slid up and down my chest for a few more moments then she leaned down and planted one of her gorgeous tits on my mouth. I took it in greedily, happy for the distraction. She then started pulling away; I bit down hard on her tit not wanting to feel the pain of my unattended to cock. She screamed and ripped her tit out of my mouth.
“You cut me you little fuck!” She shouted, looking down at her tit. There was a small but deep looking gash right above the nipple that was already bleeding. I could taste the blood in my mouth as I ran my tongue along my teeth smearing her blood across the front of my teeth and smiling at her.
“Give me my goddamned sex bitch!” I seethed. She looked from my blood stained face to her tit and back again. She leaned down only inches from my face, “I think not.” She said slowly and got off of me “I think I’ll just leave you two here for a bit while I decide if you are worth my time or not.” She said touching the tip of my cock as she headed for the door.
“Ashley! Don’t do this to me, please!” I was crying now. She left the room and I could hear her opening the door to her room and then closing it again. I couldn’t believe she had left me in that condition with an extremely painful erection that I doubted would go away easily. I struggled against my bond with ever ounce of strength I had. Finally the piece of cloth around my left wrist ripped and I nearly punched myself in the face as my arm came loose. I quickly untied myself and leaped from my bed, it was painful to walk with my cock so incredibly hard. As fast as I could I ran down the hall to my sister’s room and nearly smashed the door down entering. She was lying on her bed, still naked listening to her mp3 player. As I entered a look of astonishment came over her face which only made my cock harder (if that was even possible) obviously she thought she was better with knots than she ought to have been.
“You’re cunt is mine whore!” I screamed as I threw myself onto her knocking the breath from both our lungs and jamming my cock into her hard abs which almost caused me to black out again with pain. Before she could react I scooted down a little and rammed my raging cock into her pussy as hard as I could. Somehow our lungs both found the air to scream.
She wrapped her legs around my ass and clawed at my back, I was positive I was bleeding but I didn’t care. I mercilessly pounded her tight pussy until I was sure she was bleeding too. For someone who is very sexually active her pussy was remarkably tight. At first she just lay there holding me with her nails dug into my back and her legs resting on my ass as I pounded her. But then she started meeting my downward thrusts with her own upward ones and pulling my ass down into her with her legs. She also started painfully scraping my back with her nails and I feared that it would look like some wild cat had attack me or something. I could feel the blood running down my sides as she opened me up with her nails. I didn’t care though it felt too good to care. She brought one of her blood stained hands around for me to see, and then she licked her hand clean and smiled.
“Every part of you tastes good doesn’t it Timothy?” she said through bloody lips. I couldn’t respond I was too busy slamming my cock into her cunt. I would completely withdraw from her pussy and then slam it back in hard causing her to cry out. It seemed as though I would never be able to cum even with the intense speed at which I fucked her. Finally after what must have been hours I could feel my balls tighten up and I slid my arms underneath her and squeezed her as hard as I could in a bear hug. I shoved my cock as deep as it would go but still didn’t seem like enough and shot my load deep inside her. I lay there trying to crush her in my grip as I completely emptied myself deep inside her pussy. It seemed to take forever for me to stop cumming and when I did I was spent I loosened my hold on my sister and went limp. I lay on top of her for what felt like hours, in that time I never felt closer to my sister than I did now, of course that feeling would most likely fade quickly after this. We were both breathing harder than we ever have before and we were both also bleeding all over the sheets of her bed but we didn’t care in the least. I let my head rest on her soft tits while she stroked my hair.
“We better clean you up.” She whispered into my ear after awhile. I moaned into her breasts in response and let her push me off of her. She got off of the bed and sort of dragged/carried me to the bathroom. She sat me down on the toilet seat as she started the shower; she looked down at my back and shook her head.
“I tore you up good.” She chuckled.
“I could say the same.” I said. She looked down and gasped. The was blood all along the inside of her thighs and more dripping strait from her pussy along with a thin but constant stream of cum. She gasped again as she spread her legs to get a better look and a huge blob of cum escaped her pussy and splattered on the floor. Despite the fact that we were both in pain we broke into laughter, not that it was terribly funny but it just had to be done. After a minute or so the shower was ready and she helped me to my feet and escorted me in. The warm water felt incredible but the presence of my sister behind me felt better. I turned so the water hit my back and almost collapsed as it did, fortunately she was there to catch me. She held me to her with one arm and used the other to dab at my back with a wash cloth. I put my chin on her shoulder and ran my hands up and down her slick back. She finished washing my back and asked me to switch positions so she could clean up too and I obliged. She moved in front of me and took off the shower head and directed it at her still bleeding pussy. I was still leaning heavily on her shoulders as my hands roamed up her chest and to her tits.
“That’s not going to get you anywhere now Timmy.” She said not looking back at me but continuing to concentrate on cleaning her pussy. She cautiously inserted a finger into herself apparently assessing the damages I had wrought. I stopped finally loosing the urge to go further at the tone of her voice.
“Go into the kitchen and wait for me so I can put some bandages on you. I’m going to clean up some more and then I’ll be right out.” She said, I stepped out of the shower and toweled off gingerly patting down my back. I went into my room and put on some pants and then went into the kitchen and sat down at the table. About ten minutes later she entered the kitchen wearing her pink bathrobe and carrying the first aid kit. She took out the roll of bandages and the anti-septic spray to ward off any possible infections.
“I can guarantee this will hurt.” She said as she sprayed the wounds on my back. It did and I closed my eyes in pain. When I opened them again her face was inches from mine staring strait into my eyes. I could see in hers that she seemed to be getting a kick out of my pain.
“You’re some kinda sick aren’t you Ashley?” I said
“It could be said.” She smiled at me, making me shudder slightly. She giggled and tweaked my nipple before moving behind me and starting to wrap the bandages around my chest. She finished and allowed me to stand up, the bandages were tight and made it harder to breath but I didn’t care too much. It was still relatively early so I suggested we go into the living room and watch a movie together. She agreed and we made our way to the living room. While she popped in a movie I slowly sat down on the couch, almost every move I made seemed to aggravate the cuts on my back. As the movie started she sat down and scooted up next to me so that we were touching. I suddenly felt more tired that I ever had before. I slowly lay myself down with my head in her lap, yawning as I did so. She sighed and started to stoke my hair when she too stifled a yawn.
“Love you Ash.” I said falling into a deep sleep shortly there after.
“Love you too Tim.” She yawned, as she too fell asleep. That’s how our parents found us late that night, Ashley in her bathrobe with her head slumped forward and me without my shirt on and bandaged from the waist up with my head cradled in her hands on her lap with the TV still on. They moved Ashley so she was lying down and put a pillow under our heads, they too were bone tired from a long drive and re-consummating their marriage so they simply left us there and went to bed.
I woke up the next morning completely disoriented. Where was I, why did my back ache so badly, and why was Ashley laying behind me with her arm draped over my side? Then the memories of yesterday’s activities slowly crept back into my groggy mind. I shot to my feet taking Ashley with me and dumping her onto the floor in a heap.
“Aw Christ Tim!” She growled. Her pink bathrobe had fallen open and I could clearly see that she was naked underneath. I looked at the clock, it was five in the morning and it wasn’t yet light outside. I apologized to my sister and helped her to her feet as she refastened her robe. I sighed and walked into the kitchen to get some cereal when my stomach shot into my mouth. My mother’s purse was sitting on the kitchen table!
“Ashley!” I whispered.
“What?” she asked groggily, coming into the kitchen.
“Mom and Dad are home!” I said pointing at the purse.
“Shit! We have to clean up my room!” she gasped and hurried down the hall to her bedroom. I followed her but stopped before entering and just gaped at the bedspread. Blood had soaked into the sheets along with other conspicuous fluids forming a series of nasty looking stains. The sheets were rumpled and tossed about in disarray.
“Forget it Ash that stuff doesn’t come out without serious work. Just change 'em and we'll see what we can do later.” I said as I helped her replace the soiled sheets. We finished and then gave my room the same treatment before we settled down and moved back into the kitchen. I poured myself a bowl of cereal and she fished some pop tarts out of the cabinet. We ate in silence and avoided each others eyes before finishing our breakfast and going back to our rooms to get dressed. I threw on a fresh pair of jeans and a light button up shirt that didn’t aggravate my back then made my way into the living room to watch some TV. I lay face down on the couch with my head turned toward the television; I could still smell my sister on the cushions. After a while I heard the sound of feet shuffling on carpet and a pair of tight jeans filled my vision. I let my eyes roam up her body and make their way to her pretty face; she was wearing a white button down collared shirt that clung to her waist and emphasized her broad shoulders and full tits.
“We’re still cool, right?” she asked.
“I guess, I don’t know,” I said trying to see around her full hips, “just sit down somewhere.” She sighed and stepped to the side and I thought she was going to leave but she turned and sat down on my ass crushing my crotch into the couch. I grunted but didn’t feel like trying to get her off of me.
“Tim I need to know that we are okay. I don’t want breakfast to be the way we interact with each other, all silent and awkward like.” She said. I couldn’t turn my head to look at her so I continued to stare at the television as I spoke.
“Don’t worry; I’m just trying to digest what happened yesterday. Besides you just want to keep fuckin’ me don’t you?” I said. “By the way, how is your pussy doing?”
“Well… yeah you’re my current meat. And its not that bad; I should be fine in a few days. What about your back? Are you ready for the five-stars that you deserve for jumping on me last night?” I could see her out of the corner of my eye slowly raising her hand and spreading all of her fingers as wide as they would go.
“No! Don’t you fucking dare!” I started to buck my hips to throw her off and she let herself be thrown onto the floor again, giggling. I stood up and stretched; the bandages she applied last night were still tight and my back was sore.
“At least the male population is safe for a few days while you’re laid up.” I smirked at her as she sat on the floor in front of me.
“Ha! Who said anything about the male population? You’re the one who should watch out. You haven’t completely disabled me, you should know that.” She smiled sweetly up at me. Damn it! She was so hot, looking up at me like that with a lock of golden hair covering her right eye. She slowly stood and faced me, her one visible eye glittering. I could feel my cock stirring and she must have sensed it too because she slowly slid a hand up her chest and started undoing the buttons of her shirt one by one. I wanted her so badly but knew my parents, even when dead tired were early risers and would be up soon. I reached out both my hands and clasped them over hers to stop her from unfastening any more buttons.
“Not now. They will be up soon, you know that. I’m sorry though maybe tonight or something.” I said softly. She pouted and began to refasten her shirt. Damn why were they back so early? They were supposed to be home tomorrow afternoon, I thought to myself.
“Oh and what was that about last night huh?” she asked with a smile on her angelic face.
“What?”
“The ‘your cunt is mine whore’ thing?” She said with a near perfect imitation of my voice.
“You were asking for it,” I laughed. “And besides it is, isn’t it?”
“Mhm.” She bit her lip and looked me up and down “God I’m so fucking horny right now!” I laughed again and I put my arm around her shoulder and ushered her down the hall to her room.
“Why don’t you take care of that problem yourself.” I said as I pushed her into her bedroom and closed the door.
“But it’s not the same!” she whined from behind the door. I was laughing softly as I walked back to my room to wait for my parents to wake up. I never made it. Right as I was about to open my door, my parents door opened and they both came into the hallway, scaring the shit out of me in the process.
“Oh, hello Tim.” My mother said following my dad into the kitchen.
“Mom, dad how’s it going, how was your trip?” I stammered.
“Oh fine, fine. The reason why we came home early is because they were expecting a serious snow storm and we didn’t want to get trapped up there.” My mom said conversationally. “Listen Tim could you come into the kitchen for a second? Your father and I want to talk to you.”
“Um sure thing mom.” I said and joined them at the table.
“Have you eaten?”
“Oh, yeah I’ve been up for a while now.”
“How come we found you and your sister asleep on the couch last night, watching a movie were you?” Asked my father from the stove where he was making pancakes.
“Yea I just got it yesterday and Ash wanted to see it too so we were watching it together and I guess we just fell asleep.” I said truthfully. My parents exchanged glances like ‘aw our kids are getting along, finally’.
“But why were you all bandaged up, what happened?” He persisted.
“Oh yea I was rushing around the house trying to find some papers I needed for homework I have to do and I tripped and fell. Cut myself pretty good, Ash patched me up though and I’ll be fine.” I lied.
“You should be more careful. Do you want me to look at it?” My mother asked.
“No, like I said Ash took care of it. We should send her to med school or something.” I joked. My dad snorted and my mom suppressed a smile, Ashley was not known for her study skills. And just like that last night was forgotten.
The day passed by impossibly slow and nearly drove me insane. I spent some time in my room removing the bandages and applying some cream stuff to the ragged scabbed-over cuts, but that was the only real distraction I had. Ashley kept giving me these looks and mouthing ‘I want you’ at me, fortunately my parents didn’t see. It became such that I got a hard-on just looking at her and I had to leave, I had to get out of the house. I called my friend Jimmy and asked him if he wanted to hang out at the mall for a while, he agreed and as I pulled on my coat I saw Ashley in the other room watching me. There was a look in her eyes that was a mix of rage for leaving her alone and disappointment for depriving her of her favorite toy or something. To bad I thought, I have to get out of here. I drove to the mall and met Jimmy in the food court, he bought some BK and I got some pizza. For a long while we just sat there and ate not talking, I think he could sense my mood because he tried to cheer me up with the one subject I was trying to avoid.
“Dude, you know Katrina Toslov right, the Russian chick from math class.”
“Yup, she sits behind me right?” I said barely hearing him. He nodded.
“Well you know how I’ve been laying on the ol’ Jimmy magic right?”
“Yeah.”
“I forgot to tell you. I asked her out on Friday and she said yes. Dude she is so hot. Though not as hot as your sister I have to say.” He said absentmindedly.
“Fuck you.” I said and punched him in the arm.
“Ow. But seriously dude, most guys in our school would kill to tap your sister.” He said wary of another attack. I guess I am a step ahead of most guys then, I chuckled to myself.
“Change the subject Jimmy.” I said. He did and we talked for a long time about various things, sports, school, and stuff like that. We were there for several hours before he said he had to get home I followed him out and drove home as well. As I pulled into the driveway I noticed my parents’ car was not in the garage. I knew that Ashley would try to take full advantage of this situation; I only hoped she hadn’t been waiting for too long, she would be pissed if I ruined this opportunity for her. I entered warily figuring that she would attack me rather than approach me civilly. I didn’t see her but I could smell her still lingering scent. I crept to my room and still didn’t see her, I opened the door and left it open thinking she could just let herself in when she realized I was home.
“They left about twenty minutes ago. They said they were going to lunch so I figure we have about an hour to ourselves.” Came her husky voice, and as she spoke my door slowly creaked closed. She was hiding inside my room behind the door! Hearing her voice I spun around and as I did her naked body collided with mine driving the wind out of my lungs and hurling us both to the floor. She flipped me over and sat on my waist again, her usual position of dominance.
“Hello Timothy.” She purred mere inches from my face.
“Oof. Hi Ashley.” I replied and leaned up and kissed her hard. We kissed passionately for a few moments before she pulled away and leaned back regarding me over her large tits.
“So, what should we do this time?” She asked, smiling wickedly.
“Oh, you do whatever you want. I’m just gonna sit back and enjoy the ride.” I said grinning broadly, I laced my fingers behind my head like a pillow and stared at her expectantly.
“Oh come on Tim, you’re going to make me do all the work?” I nodded smugly, “Fine, I’ll get you back later.” She pouted and shimmied backwards until she was sitting just above my knees. Once there she threw off my belt and undid my pants with such speed it shocked me. After pulling down my boxers and exposing my raging hard-on, she licked her lips and tickled the tip of my cock with her tongue making me groan. (Throughout this entire process she maintained eye contact with me which I found was slightly unsettling). She licked my cock up and down before taking me into her mouth; I arched my back and moaned loudly as she continued to bob her head on my cock slowly. I removed one of my hands from behind my head and gathered a fistful of her silky hair in my hand and yanked her off of my cock only to slam her back down again before pulling her back up, intending to repeat the process.
“Ouch Tim, don’t ruin this.” She hissed at me. As she spoke she grabbed my wrist in a vice like grip and squeezed, forcing me to let go of her hair. She then slammed it down next to her pinning it there. “Am I going to have to tie you up again Timothy?” she glared at me. “Well Tim, I’ve lost the groove thanks to you. We’ll just have to go a different route now.” She leaned back down and spit on my cock a few times, still wet from her mouth and rubbed it in a bit before sliding forward again. As she did my dick came in contact with the soaking wet pussy lips and she stopped for a moment and shuddered slightly before continuing until her ass was hovering over my stiff cock. Ever so slowly she lowered herself until the tip of my cock was resting against her tight asshole. She paused there for a few moments as if unsure of herself; the muscles in her thighs bulging from the effort of holding such an awkward position.
“You hurt yourself last time.” I said softly, it wasn’t a question. She nodded. “We'll just go slow this time then.” I placed my hands on her hips and slowly pushed her down onto my cock. Slowly the head of my cock pushed into her tight hole, she winced slightly and I stopped for a moment before she started to push herself down again until all eight inches of my cock was buried in her ass after a few long minutes. She sat there for a while as she adjusted to having herself filled so thoroughly.
“Ahh, this hurts so good.” She whimpered through gritted teeth. Ever so slowly she rose off of my cock and then descended again slowly. The pace was driving me crazy, my cock craved speed but I set my jaw and let her go her own speed. Gradually her pace quickened and soon her gorgeous round ass cheeks were a blur of motion. I left my hands on her hips but didn’t push her. I had somehow forgotten how good her ass felt clamped around my cock, I moaned loudly and I could feel my balls start to tighten.
“Oh Tim oh, I’m gonna cum!” She screamed. Her ass spasmed as she came, sending me over the edge. Warm clear girl cum shot onto my waist as I blew my load into her tight ass. “Ahhhhh.” She sighed, pleased with the outcome. She remained in place as my cock slowly shriveled inside of her. “Well then, that was enjoyable was it not?” she smiled coyly.
“Meh.” I said tilting my hand back and forth, struggling to maintain a strait face. Her jaw dropped and she glared at me. I couldn’t take it anymore and burst into laughter; she closed her mouth and narrowed her eyes at me.
“Oh yeah, I almost forgot.” A sadistic smile crept onto her face as the smile fell from mine “I owe you some pain.” She whispered into my face. She hooked her fingers between the buttons of my shirt and pulled it open with a savage jerk shooting buttons in all directions.
“Wha…” I managed before she pinched both my nipples between her thumb and fore fingers and twisted savagely. I screamed, nothing I had ever felt before had hurt this badly. She giggled girlishly and twisted even more if that was possible, I slapped her hands off reflexively and she let go. She stood, my cock falling out of her ass, she towered over my prone body standing with my waist between her legs. A small amount of cum escaped her ass and plopped onto my waist. Tears formed in my eyes and my nipples felt as if they were on fire. I could only watch as she cupped a hand under her ass to stop the flow and sashayed out of my room as best she could. I heard a door open and then the shower was turned on.
“Fuck!” I gasped and clamped my hands over my abused nipples. I lay there catching my breath and trying to sooth my burning nipples before I struggled to my feet and made my way to the bathroom. I opened the door and quickly shed my clothes and ripped aside the shower curtain. She jumped but didn’t say anything as I stepped in front of her and started cleaning myself off. I glanced behind me; she was leaning against the shower wall with her arms crossed staring at me.
“Hey they will be back anytime now and you take to long for us to have separate showers.” I said. She didn’t do anything so I continued washing and finished shortly thereafter before exiting the shower and making my way to my room to get redressed. Not two minutes after I had gotten dressed I heard the door open and my parents clomp into the kitchen. From then on it was an agonizing wait until night fell and our parents went to bed. We were sitting on the couch with a modest distance between us when they headed to their room telling us not to stay up late because we had school in the morning. As soon as their door closed Ashley practically jumped onto my lap, her legs off to one side like a father with his child. Except this child started grinding her ass into my crotch, stirring my cock into action. She did this for a few more moments before stopping to look down at me, smiling.
“Shall we?” she asked sweetly.
“So I take it I’m forgiven?”
“We all do things we shouldn’t. Aren’t you going to answer my question?” she said stroking my face with one hand.
“Normally you wouldn’t have to ask but we have school tomorrow and I’m not exactly feeling up to it. You understand don’t you?” I responded.
“Yeah I guess so,” she pouted, “but sometime this week right?” she said perking up a bit, acting like a little girl being promised a trip to the zoo.
“Perhaps.” I said with a sly grin on my face.
“Because if you don’t fuck me sooner or later on your own, I’ll fuck you.” She growled menacingly. I couldn’t take her seriously not with her sitting on my lap like she was, so I laughed and told her I was going to bed. She stood and allowed me to get to my feet and followed me to my bedroom door where I stopped and let her pass. As she moved past me I shot out a hand and slapped her ass hard and was rewarded with a nice smacking noise. She stopped and turned her head slowly, her hair and the shadows obscured most of her face and I couldn’t see her eyes but her full-lipped mouth spread into a grin.
“This week Timmy. Sooner rather than later, your cock had better be in me.” She whispered before blowing me and overly dramatic kiss and disappearing into her room. I tried to get her image out of my mind as I prepared to go to sleep; and only thinking of school could chase her sultry image out of my head as I drifted off.
The next morning I awoke at the ungodly hour of 6:00 to my alarm. I mumbled curses as I put on a pair of jeans and a white polo shirt then made my way to the kitchen to find my parents already up and about making breakfast. Ashley stumbled in a few minutes later wearing a tight black t-shirt and tight black pinstripe pants, rubbing the sleep out of her eyes. My mother took one glance at her and shook her head in resignation; she had long ago given up trying to make Ashley dress ‘appropriately’. Breakfast was uneventful and soon the time came for us to leave, Ashley and I tugged on our coats and made our way to my car (hers was in the shop for extensive repairs due to an accident) yelling goodbyes back at the house. We sat in silence for the entire drive, only breaking the quiet to chuckle when the radio talk show host made a joke.
I pulled into the parking lot half-full of sleepy eyed seniors and parked in my usual spot. Before I could fully shut off the car Ashley had gotten out and was striding towards the building, she didn’t like walking in with me for some reason. I hurried in after her, not wanting to remain in the freezing New England weather any longer than I had to. Upon entering I climbed the stairs and made my way down the halls to my locker, exchanging greetings, shaking hands, and slapping backs with my friends, I could see Ashley up ahead of me doing pretty much the same thing. My sister and I were two of the most well known people in school, she was the hokey team’s star player and I was captain of the Frisbee club one of the biggest sports clubs in school. Everybody knew us and we were friends with almost everyone in our grade, even freshman knew about us within a few days of attending classes. Ashley had a huge pack of friends that would trail her around school and I made it my business to socialize as much as possible, attending almost every party that was thrown. I also organized a few non school related events such as the fat man race, a few paint ball tournaments, and a dodge ball tournament that had become amazingly successful. I finally reached my locker and was greeted by the person I had wanted to see the most.
“Hi Tim!” she nearly shouted, surprising me by coming up behind me. Oriana Bane was the girl who I had been seeing before this whole Ashley fiasco had happened. Oriana was short, only around 5” 4’ but made up for it in a personality that was always happy and good-natured. Although she was one of the perkiest girls I knew she was borderline Goth in the way she dressed. She had short jet-black hair cut in a straight line across her forehead and her small slightly pointy ears stuck through her hair, making her look like some sort of elf/nymph child. She wore dark eye shadow around her bright blue eyes which accentuated the features of her pale face. Her nose was slightly turned up at the tip and she was almost always smiling her teeth a dazzling white. She was wearing a loose black shirt with a band logo on it and a pair of baggy black pants with metal studs running down the sides of the legs. Even through her baggy clothing you could easily see her curvaceous form, her tits were large for a girl her size and though not as pronounced and large as my sister’s, her ass was tight and of a good size. We were extremely close but we hadn’t ‘done’ anything but make out a few times and only recently at that. I shot to my feet from where I had been kneeling transferring notebooks into my bag, and hit my head on the inside of my locker on the way up. She was laughing hysterically by the time I turned around and faced her.
“God damn it Oriana.” I said laughing and rubbing my head at the same time.
“How was your weekend?” She asked managing to get her laughter under control.
“Oh you know, same old same old.” I said shrugging. There was a loud bang and I jumped and spun again as Ashley crashed her shoulder into the locker next to mine.
“I bet Miss Ashley had a fun weekend.” Oriana said a strange smile on her face.
“Oh yeah lots of fun.” Ashley laughed sarcastically but with a serious look in her eyes. Oriana was one of Ashley’s best friends, of course I had only found this out after I had committed myself to being with her, or otherwise I might have had second thoughts. My eyes went from my sister to my girlfriend and then back again, they were looking at each other, communicating in that unspoken girl language.
“If you ladies are done we have class in a few minutes.” I said shouldering my bag and heading off down the hall. All three of us have most of our classes together, first period today was English, as they fell into step behind me and I could hear them whispering together. I tried to ignore them and focused on what I needed to do today. English was uneventful as was the rest of the day although very tiring. Every teacher was cramming in tests and homework to get in some grades before the Christmas break. The rest of the week went the same way and due to the work load my teachers had heaped on me I was unable to fulfill my sister’s demand, she approached me a few time during the week but always when I was absorbed in my work. Throughout the week she had become increasingly cold towards me when she realized I wasn’t going to fuck her any time soon. Then Friday came around.
It was last period gym class; the best time for gym because you could go all out and not worry about reeking during your next class. We were playing dodge ball today; the large gym was divided in two sections with each side pummeling the other with soft ‘kid-friendly’ dodge balls. Oriana and Ashley were in this class with me as well, although they barely participated; they just stood in one corner of the room and talked. I on the other hand was throwing myself to the floor to avoid neon colored balls hurtling through the air. Two balls rolled near me and I snatched them up and tossed one to a friend of mine.
“Hold on,” I told him before he could whip the ball at someone else, “see Ashley and Oriana over there? You take Oriana and I’ll take my sister, on three.” He nodded and I counted to three before throwing the ball with all my strength (that’s what it took to get any distance or accuracy out of the lightweight balls) both balls flew straight at their targets although they lost much of they speed crossing the distance of the gym. The ball I threw impacted my sister square in the left tit; the other struck Oriana in the right shoulder and bounced off in the opposite direction. Oriana just laughed, but my sister glared at me with rage filled eyes. A bright green ball whipped past my head tearing my attention away from my fuming sister. Before I could turn my attention elsewhere, I saw a blue streak heading straight for my crotch. I watched horrified and unable to do anything as it connected squarely with my groin. Even being as soft as they were it still hurt like a bitch and I fell to my knees and keeled over. I looked up and saw Ashley not ten feet away holding another ball in her hand. My friend’s face filled my vision, he was laughing so hard he could barely speak.
“You okay Tim?” He managed. No sooner had the words left his mouth before the ball my sister had been holding crashed into his jaw. He fell to the ground next to me and we both broke into laughter. Out of the corner of my eye I saw Ashley striding over to us completely ignoring the rules of the game, as she crossed the boundaries that separated the two teams. Her big basketball shorts and loose t-shirt swished as she walked.
“You’re done Timothy, when we get home watch your back.” She growled. She walked back to her own side and continued talking with Oriana.
“What was that about?” My friend asked from beside me as he got back to his feet. “I bet that didn’t even hurt that much.”
“Dude, you don’t want to know.” I said, as I struggled to my feet I was struck two more times. Just then the bell rang and we hurried to the locker room to change and head home. I changed quickly and made my way to the car, where I waited for what felt like forever for Ashley to show up. When she did she still looked pissed so the ride home was silent and incredibly awkward. When we got home I was getting nervous, we both knew that our parents were still at work and weren’t going to be home for another couple of hours. This time I got out of the car first and scurried into the house before Ashley had even unbuckled herself. Once inside I tossed my bag on the kitchen table and before I could do anything else I heard the door open and close. I spun around and found myself facing a furious sister.
“Ash l-let me explain...” I stammered before her fist slammed into my stomach. I went to double over but she held me up by one shoulder and punched me twice more in the exact same place. I hit the hardwood floor hard, headfirst; the last thing I saw before I passed out (yes clearly I pass out easily) was Ashley taking out her cell phone.
When I woke up I couldn’t see! I tried to open my eyes and felt my eyelashes brush something, a blindfold! I tried to stand but my hands were bound behind my back and it felt like there was a knife in my stomach. I lay there and tried to recover, my forehead was throbbing from where it collided with the floor. I could also hear muffled voices, perhaps coming from down the hall. I groaned and rolled to my knees, pain shot throughout my body and I cried out but held my position. The voices stopped and I heard footsteps coming down the hall.
“Well well, look who finally woke up.” My sister’s silky voice pushed through my headache.
“You’re gonna kill me one of these days Ashley!” I screamed.
“That’s the plan, but not until you are thoroughly used.” She gave a throaty chuckle.
“Fuck”
“That’s the idea.” There was a giggle from further down the hall that sounded familiar but before I could search my memory for its owner, strong hands picked me up by my shoulders and marched me down the hall and into what I assumed was Ashley’s room. Suddenly I was pushed and the backs of my legs hit the side of her bed and I toppled backwards landing painfully on my bound hands. Before I could do anything else a great weight landed on my chest driving the breath from my lungs as strong legs gripped my waist.
“Now listen Timothy, you were supposed to fuck me before the end of the week and you didn’t.” Ashley breathed mere inches from my face her hot breath caressing my cheek.
“It’s only Friday and I’ve been busy …!” I gasped before I was silenced by a firm slap to the face.
“Shut up Timothy! Now, I have a new deal for you. You can either be my little fuck toy….” Something large, rubbery, and smelling faintly like my sister’s pussy smacked me in the forehead sending a spike of pain shooting into my skull from where my head hit the floor. “Or, I can rape you ‘till you bleed with my little friend here.” She giggled like a little girl as I lay there, horrified, blindfolded, and still trying to catch my breath.
“No!” I said firmly.
“No? No to what Timothy?” she cooed.
“Everything.”
“Aww too bad then, it would have been fun.” Ever so slowly the rubber object made its way down my body. It stopped at my crotch and I felt my pants being undone, then slipped off along with my boxers. Ashley had gotten off of me by now and I was about to try and get to my feet before I was roughly flipped over onto my stomach and held down by one hand of the back of my head. The object was now placed on my lower back and slowly slid down between my ass cheeks. I was freaking out now; she was actually going to do this, shit! Just before she started adding pressure on my asshole I screamed for her to wait.
“Fine you bitch. I’ll be you fucking sex toy. Just get that thing away from my ass!”
“Fantastic!” she squealed. She grabbed me by my shirt collar and hauled me to my feet. “I’m going to release your hands. Don’t try anything.” I shrugged and felt the bonds around my hands being cut. I rubbed my wrists where they had been badly chaffed and resisted the urge to remove my blindfold and strangle my sister right there and then. And I would have if I didn’t think she’d enjoy it. My shirt was then roughly removed and I was once again pushed down onto the bed.
“You have to do whatever I tell you and you have to stop resisting, do you understand?”
“I guess so.” Suddenly she grabbed my balls and squeezed, hard. “Ahhh, Yes I understand!”
“Good.” I heard a zipper being unzipped and the sound of clothing on skin and my mind instantly pictured Ashley taking off her clothes thus prompting my cock into action. “Looks like you want to get to the point as well.” She gripped my cock with both hands and basically jerked me to my feet then led me by my convenient handle to one side of the room. A hand clamped around my throat and pushed me back up against the wall and remained there slowly adding pressure making it difficult to breathe but still possible.
“Ashley you’re choking me!” I croaked but was silenced by her pussy sliding onto my cock. Slowly she ground herself against me while keeping up the pressure on my neck. I let my hands roam up and down her back and come to rest on her fleshy ass cheeks. I dug my fingers into her soft flesh and pulled her towards me, impaling her on my cock.
“Ohhh, a week is too long Timothy. I’ve missed you inside of me.” She moaned. Her grip around my neck increased until I couldn’t breathe as she exploded around my cock. Just before I started to panic, she let go of my neck and hugged me close, her large tits squashing against my chest, pussy spasming around my cock. “I have a surprise for you Tim.” She whispered in my ear with a final powerful thrust of her hips, making me grunt.
“Uh, and what is that?” I asked, hoping she wouldn’t just stop at that, I held onto her ass digging my fingers harder into her ample cheeks.
“See for yourself.” She said, hooking her arms inside of mine and pulled my hands off of her then pulling herself off of me, I made to follow her but she pushed me back with a hand on my chest. I sighed and leaned up against the wall again as my cock started to soften from such sudden neglect. I reached up and removed the blind fold and blinked at the harsh light reflecting off of the white walls of my sister’s room. She was sitting on the bed in front of me fixing her hair into a ponytail. My eyes bulged as I noticed a monstrous black dildo lying on the bed next to her. She nodded her head in the direction of the door and I looked over and my sister was forgotten. Gone were the black baggy clothes and heavy eye shadow, replaced by slight rouge lipstick and bright pink lace bra and panties.
“Do you know how long I’ve been waiting for this?” Oriana asked gliding towards me from where she was leaning against the door frame.
“Um n-no.” I stammered, blushing, suddenly embarrassed about my blatant nakedness.
“Well, let’s just say too long.” She smirked, standing in front of me. Her scent was intoxicating and I felt myself getting hard again. The bra she was wearing seemed too small for her and it looked like she was going to bust out of it at the slightest movement.
“S-so what happens now?” I asked, even though I was sure of the true answer I still wanted to hear it from her before I did anything. She smirked up at me, her black hair forming a perfect line just above her sparkling eyes.
“Funny you should ask, see before I met your sister I would have had no idea of how to answer that.” She blushed and looked past me at Ashley. I turned and regarded my sister accusingly.
“What? You can’t blame a girl for having fun, can you?” She grinned innocently, lying back on her bed looking at her nails. I shook my head and looked back at Oriana; she was chewing her lip as she looked me up and down. Slowly, as if not to scare me, she took my right hand in both of hers and guided it up her flat chest to her pink covered tits. Her skin felt like silk against my fingers. She reached a hand behind her and undid the clasp keeping her straining bra on, the straps whipped around and it literally popped off of her tits. I massaged her tit, stopping occasionally to tweak her nipple, I leaned in and took her other nipple into my mouth rolling my tongue over the now rock hard piece of flesh. She gasped and closed her eyes, color flooding into her cheeks. With my free hand I caressed her back slowly.
“It’s funny that I popped