Brother's Sleepytime Toy (Skylar Pt 2)

How I (16m) started using my sleeping little sister (14f) for my own personal masturbation, and eventually decides she wants to play too

Part 1 focuses on the background and the build up. For the longest time I hadn't thought of my sister as anything besides the annoying younger sibling. But once I saw her as a girl, my desires corrupted my brotherly instincts and I looked for every opportunity I could to use her for that.

Part 2 is still mostly true, or at least based in what my sister and I really did. All future parts will be 100% fictional.... this one is "based on true events"

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"It's a good thing I'm a heavy sleeper". Skylar teased after hearing my grunts from across the room. My hips thrusted into the air while I tried to hold back my moans as I filled my little sisters panties with pump after pump of my hormonal seed.

My mind immediately jumped to the times I had tried to wake Skylar up while we were younger. We'd stay up on Halloween watching our favorite Disney "scary" movies. "Wake me up when Halloweentown 2 comes on" she'd make me promise.

She'd fall asleep halfway through the first Halloweentown and start mumbling and snoring on the office/guest room futon next to me. I'd try to rouse her from her sleep so she could watch the second movie like she'd ask. But once she was passed out, I don't think even a house fire would have been able to wake her. At one point I had thought she was faking being asleep, and I remember slapping her across the face. Not a "are you ok" type of tap, but a full swing smack across her cheek. Her face started to swell with my handprint and she just kept sleeping.

"Why is there a handprint on my face?" She asked the next morning. a faint outline of my fingers still slightly visible on her left cheek.

Trying to think of a lie that would stop her from running to our parents, I told her "You bit me in your sleep and it was just a reaction, I'm sorry if it still hurts"

If she didn't wake up to a slap in the face, what could she wake up to? My mind went into a horny overdrive thinking about what I'd be able to get away with as Skylar snored away.

I laid in bed for over an hour slowly stroking my dick and fantasizing about Skylar's petite little body. About 30 minutes after she laid down I heard her mumble and let out the faintest snore. I waited to make sure she was in a deep sleep, picturing how nude underneath me.

"Hey, Sky! Are you asleep?" I asked through the darkness. "I can't fall back asleep, lets play Mario Kart." Mario Kart Double Dash was Skylar's all time favorite game. We didn't play the GameCube together very often, so I knew that if she WAS awake, she'd bolt up at the offer.

My sister just snoozed away on the other side of the room.

I slowly got out of my bed and crept over to her half of the room. I lightly smacked her face trying to wake her. "Sky. Wake up!" I demanded, trying to make it sound "urgent" and gauge how deep of a sleep she was in.

Skylar laid on her bed in front of me, not budging or noticing my presence next to her. I slipped my shorts and boxers off in one motion next to my sister, my dick already throbbing from my mind full of perversions I was about to unleash on my defenseless sister.

She was wearing her Hannah Montana nightgown. It was her first "adult" pjs, because it was made from silk and polyester instead of cotton. I remember the way it felt sexy under my fingers as I slid my hand along my sisters body. I rubbed my left hand up and down the fabric, feeling it glide underneath me. I rested my hand over her tiny breasts. I cupped her right breast in my left hand, it might have been as big as a kiwi, while my right hand continued to edge my erection. I felt her nipple underneath the smooth thin fabric. I pinched it between my thumb and forefinger and it immediately began to stiffen under her nighty.

I couldn't take it anymore. I had seen her naked chest just a couple weeks before, but this was a completely different scenario.

I stopped playing with myself and slowly removed the blanket from the lower half of her body. The soft light through our bedroom window let me see the outline of Skylar laying in her bed. One leg was pulled up while her arms were above her head on either side of the pillow. I strained my eyes and could just barely see the hem of her nightgown against her body.

Being careful not to disturb her position, I pulled my sisters nighty slowly up her body. "Best of Both Worlds" by Hannah Montana ironically played through my head as I pulled up her gown. "I'm getting the best of this one at least" I told myself as shimmied Skylar's gown above her waist.

I slid my hand underneath my sisters nightgown, trying to map out her young body in the darkness. My hand slid over her flat stomach, her ribs barely working as a faint stepping stone for my greedy hand. Once my hand was on her chest, I searched for those sweet little fruits she was calling "her boobies". I felt a small elevation change across my sister's small chest as her developing breast fell under my palm. My fingers lightly glid back and forth as I searched for her nipple.

As my hand went across my unsuspecting sister, her body began to respond. Her nipple stiffened under my hand and gave me a perfect landmark in the darkness. I gently rolled my finger around the peak of her little conical breasts. In the moonlight of the bedroom, I could just make out her hard nipples in the center of her small breasts. They were standing like perfect little notice flags on top of the hill, waiting for friends to make their way up.

I wanted to badly put my mouth around them. To feel those hard nubs run under my tongue. But I was too scared that pulling her nightgown up more might wake her. I knew my little sister was a heavy sleeper. but I had no clue how much I could push her before she might wake up. If she opened her eyes, how was I supposed to explain why I was naked next to her bed. with one hand on her chest and the other around my dick? I don't think any excuse would have stopped her from going straight down the hall to our parents room had I gotten caught.

Precum started to work its way to the tip of my dick after a few minutes. I pulled my hand from under Skylar's clothes and rubbed my finger on the tip of my erection. Even in the darkness I could see the web that connected the tip of my dick to my index finger.

I covered my thumb and index finger with as much of my self made lubricants as I could gather before curling my fingers and sneaking my hand back under my sister's pajamas. I didn't want a single drop of my pre cum to go to waste. As my hand reached its goal, my fingers unraveled and my fingers teased Skylar's nipples once again.

My sister reflexively pushed her chest up as I spread my precum across her sensitive areola.

My right hand stroked my full 6 inches, getting faster with each ring my precum covered finger made around my sister's nipple. I knew I was close, I could feel my orgasm building. I pushed my groin towards my sisters pillow and felt her sleeping breath on my head. I had never been so horny in my life. I pulled my left hand out from under Skylar's top and scooped my precum off using my pointer. Just as I was about slide my cum coated finger back up her under her nightgown I remembered she had more than just a sexy little chest to play with.

I slid my finger under the hem of my sister's panties, feeling the softest fuzz of her freshly grown pubic hair under my palm. I reached between her legs looking for the opening. My finger, still covered in precum that was originally meant for her nipples, found the entrance. My index finger dipped into a hollow it had never known. I tapped at the virgin exterior of my sister's pussy, feeling the heat around my fingertip; and I lost it.

My dick twitched in my hand, my body went numb, and I covered my sisters pillow with my cum.

I quickly pulled my hand away from my sister and looked at what I had just done. Worried about the mess, I went to my side of the room and turned the lamp on next to my bed. I grabbed my towel off the floor not sure how much I needed to clean up and returned to my sister's bed.

Her head was on it's side, her lips laying in a puddle of my cum that was pooling on her pillow. Knowing my sister drools in her sleep, I wiped away the cum that was puddling and hoped she would assume it was drool in the morning. Seeing my sister in that faint light, with her head on her pillow that I had just covered in my sin, I started to get turned on again.

Something came over me and I leaned forward. I grabbed Skylar's chin and turned her up towards me. I ran my tongue along the side of my sister's face, scooping the cum on her cheek onto the tip of my tongue as I went. I shoved my tongue into her mouth. I slid my tongue inside my sisters mouth, exploring it for the first time.

As I made out with my sleeping sister, her eyes opened up and she pushed against my chest, shoving me away from her.

"WHAT ARE YOU DOING" She said, trying to keep her voice at a whisper volume.

My sister just woke up to my tongue in her mouth, while I was naked with a hard on next to her bed.

Stammering while I tried to think of what to say, I told her "I got up to use the bathroom, and when I came back you were making a weird noise.... I came to check and you had spit all over your pillow and sounded like you were choking so I tried to give you CPR"

My sister laid there for a second processing what I had said

"I didn't spit my gum out before bed" she said quietly. "I must have choked on it"

Thank god she's a ditz, I thought to myself. Not sure how I was gunna explain that

My sister looked at me in the soft light, I felt her eyes go from my face, down my chest, and eventually to my hard cock.

"Why do you have THAT" her eyes widened as she pointed at my erection.

I felt my face turn red as I blushed, "Well. I hadn't ever kissed a girl so giving you CPR was also my first kiss. This," I gestured towards my member. "just kinda happened"

"Well either get it away or put some shorts on" Skylar said

I walked back to my side of the room and put my boxers back on before crawling into bed.

"Thanks for saving me Levi" I heard her say from across the room

"But lets pretend I didn't almost choke in my sleep, and lets pretend I didn't see your hard on"

"Agreed" I told her, knowing that I was in the clear from our mom or anyone else.

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The next few weeks went along as normal. My sister and I ignored what had happened that night. As far as I knew, she never knew what had happened.

I continued to explore her after she fell asleep. After two or three weeks of playing with her nipples and running my finger around the entrance to her pussy I got a bit more bold.

The house was getting warmer as summer went on, so my sister began to sleep in baggier clothes. She switched out from the nightgowns and went to big t-shirts that she'd steal from me or my dad. Every once in awhile (usually a night or two before laundry day) she'd even go to bed without any panties on.

Now that I was more comfortable, and knew that as long as I didn't kiss her or put anything in her mouth, Skylar wouldn't wake up. I'd start crawling into bed with her once she was asleep. Some nights I'd come from the foot of her bed, and work my way up her body. One hand fondling her small tits while the other stroked my cock. My face buried between her legs. I'd run my face along her soft pubes and lick her slit like I was a dog licking peanut butter.

One night she was sleeping with her legs spread out a bit more and I went straight for her young pussy. I crawled under her blanket and found she was sleeping without any undies that night. As I went to run my tongue along her slit, my tongue pushed deeper.

Skylar's body shifted slightly in her sleep but when she tried to close her legs I forced them back open with my hands. I put my tongue into her little pussy for the first time and it became my favorite treat. Her untouched labia wrapped around my tongue and her virgin pussy would suck me in. I'd shove my face into her groin trying to put my tongue deeper inside her on the nights she didn't wear any underwear.

About a month before school started I boldened up again.

By this time I was taking my sister's night clothes and putting them all the way up to her shoulders.

Depending on the night, I would switch off between tonguing her pussy or sucking on her nipples.

One night after I'd been using her body for over an hour, trying to make it last, I decided I wanted her to touch me for once.

I took Skylar's limp hand and wrapped it around my dick. I was laying in bed next to her and moved her arm across her body so I could make her jerk me off. The angle didn't work and arm was hard to maneuver so I ended up straddling her, being careful not to put any of my weight on her and putting it all onto the bed.

With my hand wrapped around my sister's, she unknowingly gave me my first handjob. I reached behind me with the other hand and massaged the outside of her pussy. After over a month of me playing with her in her sleep, she'd started to get a little wet once I teased her lips.

I was poking at the entrance to her, her girly underwear pulled to the side, and her small hand wrapped around my cock when I felt myself cumming.

"Your feel so good Sky" I moaned as I was about to blow

Usually I had been jerking into her dirty underwear, or into my hand. Since that first night on her pillow, I hadn't cum on her or kissed her. But I was too horny that night. Straddling my clueless sister while I slowly pushed my finger deeper into her, and got my first handjob; it was all too much.

I probably shot 4 or 5 ropes onto her that night. Most of them were on her chest, covering her small breasts with my jizz. But the last rope shot farther and went straight across her lips and her face.

I slowly got off my sisters bed and grabbed the washcloth I kept under the bed. I slowly wiped the cum off her chest and pulled the t-shirt back down to try and cover my tracks.

I looked at her soft little pink lips and saw the single rope of cum across them. I put my finger to them and started to smear myself all over her lips like it was some kind of naughty chapstick. Knowing my cum was covering my little sister's lips was so hot to me.

For 7 weeks I had been using her body almost nightly. There were a couple time's she'd stir or open her eyes. CPR excuse worked the first time. I was sleepwalking was what I said the second time. Another night she woke up after we'd watched scary movies and wanted to cuddle because she was scared.

The 4th time she caught me was when I had to stop touching her in her sleep. I was in bed next to her, it was one of those scare movie nights, and she woke up to me cumming between her butt cheeks.

This wasn't something new for me at this point. Any night we shared a bed before she went to sleep, I'd hump her till I came. I'd wait until she'd fall asleep then roll her onto her side. I'd pull her panties down to her knees and slide my dick between her butt cheeks.

Usually when I finished I'd scoop the cum out of her crack with my finger and try to put it somewhere else on her. Rub it on her nipples, drip it into her mouth, sometimes I'd scoop it into her virgin pussy.

One of those nights I was rubbing my cum into her small breasts when she woke up and asked me what I was doing,

My hard dick still in her crack, and my hands fondling her chest, I didn't have any excuses left.

"I was having a wet dream, and I wanted to keep it going" I told her

To my surprise she pushed her ass farther onto my dick and humped me back. My sister put my fingers over her nipples and pinched my fingers, forcing me to pinch her nipples. We laid in bed like that while I humped her for a few more minutes before I came into her crack again.

As my dick softened up my sister rolled over and stared at me in the eyes. I tried to kiss her and she pushed me back and away from her.

She ran her round behind her and slid her finger into her cum filled crack. She pulled her finger out and held it between us. She pushed her finger to my lips, and without thinking I put it into my mouth and sucked my cum off her finger.

"I kinda liked that..." My sister said, "Can we play with each other's bodies more?"

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Part 3 coming soon. My sister and I played a lot, we called them "giving each other massages". That's what part 3 will consist of. How my sister became an active part, and how I eventually took her virginity, Hope you enjoyed!

Pic for reference, obv not my sister