Alone with Ashley, Day 4 [mf][inc][mast]

“What’s up?”

I tossed my Popular Science magazine aside as Ash entered my bedroom and sat on the edge of my bed. Her friends were still hanging out downstairs probably wondering how to get me to come back so they could embarrass me further. Ash had her hair tied up in a messy bun and was wearing sweats and an oversized t-shirt. But damn did she look cute.

Ash began asking me about the type of girl I like and although she said it was because her friends were quizzing her, part of me wondered if she was asking for herself. At first I said she was my type, but in a sarcastic way and I’m glad that’s how it came out because at that exact moment her friend Simone passed by my door. I doubt she heard me, but still, I didn’t want our secret to become public knowledge. I guess I must have satisfied Ash because after I described my type she perked up, kissed me on the cheek, and dashed back downstairs. After she left I got up and closed the door, locking it behind her. I lay back on my bed, my dick already stiff and closed my eyes, remembering our time together the day before.

*Fuck. I’m crushing on my sister* I thought as I pulled down my pants.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

The next morning, I found Ash sitting in the living room watching tv and spooning cereal into her mouth. She looked the same as she had the night before but had traded her sweatpants for a pair of gym shorts.

“Where is everyone?” I asked stretching out the stiffness from sleep and cracking my back.

“They left about an hour ago. I’m meeting up with them later,” she replied her attention consumed by some celebrity news. I wanted to come up from behind and wrap my arms around her and kiss her neck but I held back as it seemed too intimate. I was lost in reverie for a second before I went back into the kitchen and poured my own bowl.

“So what was all that questioning about?” I asked through a mouthful of Lucky Charms as I sat down at the other end of the couch.

“Nothing. Just stupid girl stuff. They thought you were cute.”

“Hmmm” I muttered back as I continued munching. The idea of being found cute by her friends didn’t really interest me. My only interest was sitting a couple feet away.

We continued watching tv for a bit, finishing our breakfasts in the process, before Ash muted the sound and turned to me.

“Simone knows,” she said, expressionless.

A pit formed in my gut. I had hoped that wasn’t the case, but I had resigned myself to the possibility after seeing her outside my room the night before. “Yeah, I saw her walk by when we were talking. I guess she heard our convo?”

“Yeah, she heard us talking and suspected something was up. She just wasn’t sure what. I, uh, filled in the details.”
Ugh. “Really? You told her everything?”

Ash frowned at me. “Simone and I have been friends forever. I can’t keep a secret from her. Besides I trust her. Really, she won’t tell anyone.”

I wanted to believe her, but part of me continued to worry. On the other hand, I felt bad that I had put my sister in this position, even if she had been a willing participant in our fun, if not the instigator. I was about to change the subject when Ash continued.

“Um, we, uh…we kinda fooled around too,” she said blushing and turning her eyes to the floor, a smile creeping onto her face.
I felt a few synapses in my brain short out at the thought of Simone and my sister pleasuring each other. While my sister was “Next Door Girl” cute, Simone was more “Exotic foreign exchange student” hot. The idea of the two of them going at it was nearly beyond my comprehension. But at the same time, I felt weirdly jealous that someone else was getting my sister’s attention.

“What do you mean?” I asked trying to sound innocent.

“Either you’re busting my chops or you’re just pathetic!” she laughed as she playfully kicked me.

“Maybe both,” I laughed kicking her back. Then, turning fake serious, “No, seriously, tell me about it. That’s really hot…” I said trailing off.

Ash blushed again as she pushed her hair back behind her ears and laid back against the arm of the couch She began describing her carnal experience with Simone in intricate detail, hesitant at first, then with greater gusto: the initial conversation. How Simone felt against her. How she felt against Simone. Even the silliness of the interruption by her snoring friends. I imagined the two of them intertwined, grinding against each other. Ash finished her story and smiled as she stared at my bulging sweatpants. Once again, my sister had managed to turn me on.

“Fuck Ash! You’re killing me!” I moaned in fake annoyance as I turned to hide my excitement.

Ash sat up and craned her neck to catch another glimpse. “Come on!” she pleaded, “let me see it!”

“No! Shut up!” I yelled, flipping onto my side. This sexy playfulness was almost more exciting than the story Ash had just told. “Go away tease!”

Ash laughed and shifted herself closer to me. “I’m your big sister and Mom and Dad left me in charge so you have to do what I say,” she announced in a superior tone. “Now! Take it out!”

I wasn’t sure if she was serious or just goofing around so I raised my eyebrows slightly. She noticed my subtle expression and gave a nearly-imperceptible nod in response, her eyes widening just enough to let me know this was what she wanted.

I relaxed a bit and sat back up, my hard on tenting my sweats. “Fine,” I said as I rolled my eyes in mock exasperation. I slipped them off along with my boxers and pushed them to the floor, kicking my feet to get my legs free. I leaned back, my stiff prick standing at attention.

Ash grinned mischievously as she stared at me. “Just like I remember,” she began, “now jerk it.”

I practically choked when I heard that. “What? Are you serious?”
“You heard me. Like I said, I’m in charge here and I just told you to beat off! C’mon little bro, I don’t have all day!”

I sat there for a second trying to process the situation. I was obviously an expert with several years of beating off under my belt, but this was a whole new situation as I’d never jerked off in front of anyone before. I felt self-conscious. Exposed. There was my big sis sitting next to me, fully clothed, demanding that I jerk off for her. Then there was me, my lower half totally exposed, my dick at full attention. I closed my eyes and imagined Ash naked with Simone; imagined Ash naked with *me* and wrapped my hand around my dick. I began slowly stroking with one hand as my other hand slipped under my balls. I increased my pace, feeling the warmth wash through me. When I opened my eyes, Ash was watching me intently, one of her hands inside the waistband of her shorts. I stopped and watched her for a moment.

“Your turn. Take off your clothes,” I commanded, my other hand resuming its activity.

Silently and still smiling ear-to-ear, Ash quickly slipped out of her shorts and shirt. For the first time, I saw her completely naked and objectively speaking, she was stunning: her skin flawless but for the sprays of freckles across the bridge of her nose and across her breasts, her flaxen hair grazing her shoulders, and the little wisp of blond hair peeking from between her thighs. My prick stiffened even further as I gazed at her perfection and I wanted to devour her. I pulled my own shirt off so we would both be naked. She sidled up next to me until we were skin against skin and she slid her hand down her belly until her fingers found herself. Still stroking my swollen shaft, I watched as she arched her back at her own touch and gasped.

Our breathing quickened as we watched each other writhe with pleasure and soon I could hear the sound of her wetness as she plunged the fingers of one hand into her pussy while her other hand pulled on her nipples. My brain was in overload as my arousal reached a fever peak and my breaths became moans. I wanted to do so many more things with her but I told myself to be patient and not to rush it.

“Are you almost there?” she purred, her attention now focused on her clit, which her fingers were rapidly circling.

I swallowed hard. “Yeah, I’m real close,” I replied, as my precum lubricated my shaft and my hand flailed away.

“Me too. Stand up so I can see you better.” Then the words I was surprised to hear, “I want you to cum on me.”

“You’re naughty,” I teased as I quickly stood up in front of her.

“You have no idea,” she purred as she smiled and spread her legs further apart, giving me my first look at her pink lips, pulled wide with one hand while the other slipped between her lips. I wanted to pull her body against mine and plunge myself into her.

“Where?” I huffed, desperately close.

“Here,” she whispered, running her hand across her tits and down her belly.

I moved up closer, one foot on the floor, my other knee between her legs as I braced one hand on the couch next to her head and aimed my cock at her torso with the other. I leaned my head down and began kissing her, which she eagerly accepted. Our tongues entwined and I felt her body began to quiver below me as soft moans escaped.

“I’m cumming Alex!” she yelped as her fingers worked their magic, “Cum on me! Please cum on me!”

Seeing her orgasm wrack her body and hearing the desire for my spunk sent me right over the edge. My hand stroked with abandon as I felt my ball seize up, followed immediately by spurts of cum arcing across her tits and down her belly. Her fingers continued to penetrate her pussy as another orgasm shot through her, forcing guttural moans of pleasure. I fell to her side, spent.

“Thank you,” she whispered as she nuzzled against me. “I needed that.”

I pulled her closer until she rested her head against my chest. I watched as my cum slowly slid down her belly and I wondered how much longer we could continue like this. Something had to change.

Source: reddit.com/r/sexystories/comments/74no75/alone_with_ashley_day_4_mfincmast