My Sister Ashley - Cover

My Sister Ashley

Copyright© 2009 by VonArmand

Chapter 1: Two Horny Twins

Fantasy Sex Story: Chapter 1: Two Horny Twins - 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...... All the events that follow this story happen a week or so before Christmas break of last year....follow the misadventures of my sis here....

Caution: This Fantasy Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   mt/Fa   Fa/Fa   NonConsensual   Reluctant   BiSexual   Fiction   Incest   Brother   Sister   BDSM   DomSub   MaleDom   FemaleDom   Spanking   Rough   Light Bond   Humiliation   Sadistic   Torture   Group Sex   Orgy   First   Safe Sex   Oral Sex   Anal Sex   Masturbation   Sex Toys   Squirting   Exhibitionism   Voyeurism  

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. All the events that follow this story 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 so I had nothing to keep me busy and I just sit on my ass for work so I was gaining a little too much weight). I have blonde hair and brown eyes and 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 6'1" and about 180lbs (I'm guessing because she has never really 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 blonde hair as well, but she streaked it with brown highlights. Now on the contrary, my sister is hot hot hot she has large round breasts that she hates because they interfere with her hockey and plus any weight that she actually gains goes strait to her ass which is nice and round and kind of plump, by all standards the perfect 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 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 light and ripped the covers off my bed. That woke me up as well as any cold shower ever could and 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 and opened the shades.

"Timothy," she sighed "breakfast is ready and waiting." She deliberately calls me Timothy to piss me off. As she moved past the bed I shot a leg across the space between my bed and the wall and trapped my incredibly hot sister next to the bed. 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.

"That my dear sister is morning wood," I said. "And you will be made to sit on it until it passes." 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.

"Is it now?" she said softly in my ear as she started grinding her ass into my now raging hard-on.

"Ashley ... un ... 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 180 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 cock was exposed to the air.

"Don't do it Ashley, you know this is wrong!" 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 all 8 inches in her ass in one go. I gasped as my dick was forced into her ass, it was very tight, incredibly warm, and a little wet. She 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 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 laughed as best she could, slowly opening her eyes and looking down at me. She still hadn't moved any more that to shudder a little.

"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. 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. I smacked her ass a few times as she rotated on my dick, which resulted in her moaning louder.

Then she started riding my cock like it was nobody's business, slapping her ass up and down onto my thighs with incredible force. She would rise so that my cock would almost slide out of her ass only to slam back down again sending jolts of pleasure shooting throughout my body. She had stopped massaging her tits by now and had placed her hands back on my chest for better support and control, so I reached up and removed her t-shirt revealing her gorgeous tits. She wasn't wearing a bra and I assumed that she wasn't wearing any panties either (typical). Her nipples were hard as rocks as I started to tease them tweaking them and pinching them.

"Keep it up Tim," she gasped. "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 grabbed her hips and 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 she came again. 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 eight. 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 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 my eyes 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 coming 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 or something I thought to myself, I screamed into her ass but that only made her push harder onto my face. Finally I punched her in the kidneys and 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 wet pussy 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 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.

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