I've always been an extremely horny guy. I mean, even for a GUY I'm pretty ridiculous. But I always seem to get the most turned on at the most inconvenient times, like the middle of the night, when no girls are around. In my senior year of high school, when I was 19, I used to stay up late talking to people online. At 1 or 2 AM I would always suddenly become extremely horny, and I would find ways to get girls I was talking to online to talk dirty with me and help get me off. Sometime I even convinced some of them to send me pictures of themselves in their underwear, or less, but only when I was very lucky.
One night I was up talking to this girl, Sami, who was always good at telling stories about the two of us fucking, and had sent me pictures of her and her boyfriend having sex. I was extremely turned on, but found myself wanting more than pictures or a typed story. I pushed my chair away from the computer in frustration when suddenly it hit me. There was a perfect female specimen in my house, right across the hall from me.
My sister Emily was 18, and one year behind me in school. I'd never really liked her, and found her annoying since all her friends were always over at our house bugging me and doing stupid teenage girl stuff. It didn't help that she was a platinum blond with long legs and perfect C cup breasts, so all my friends were constantly hitting on her, a major pain in the ass. But suddenly realizing that she was asleep in a room across the hall made her seem much more likeable...
Without thinking, I put on some pajama pants and opened my door. I listened in the hallway to see if anyone was awake. Even though it was close to 2AM, you never could tell who would be awake in our house. Not hearing anything, I snuck down the hall to Emily's room and inched the door open. I listened briefly, and hearing her steady breathing, I opened the door open wide, spilling light from the hallway across her bed.
She was lying on her back with her head turned towards me, and I could tell she was in a deep sleep. To my disappointment, she had the comforter pulled up to her chest, and I could tell she was wearing a top. Not knowing what my sister wore to bed, I crept into her room to find out. When I was next to her bed, I crouched over her and whispered, "Emily? Are you awake?" Eliciting no response, I gently shook her shoulder to see if she would open her eyes. Again, no response.
With my inhibitions disappearing, and my arousal growing, I grabbed the top of her comforter and started folding it over itself to reveal my sister's sleeping form. As I brought it down over her chest, I saw she was wearing a white tank top with the superman logo across the chest. Looking at the straps, I realized she was not wearing a bra. Score number one!
I slid the comforter down further, glancing at my sister's face for any sign of discomfort or change in her breathing. Finally, I reached her waist, and when the comforter moved further I realized I'd hit gold. My sister was wearing a small, white, cotton thong. I tossed the comforter down to her ankles and gazed at her body. Her breasts made the tank top taught across her chest, and her legs were slightly parted, allowing me a view of her thong pressed snuggly up against her mound. I couldn't believe my luck. This was way better than any picture.
Not sure of what to do, I stood there for a good three or four minutes, my dick growing steadily in my pants. I reached into my underwear and gently stroked my hardon. I stared at my sister's pantied crotch as I stoked myself, knowing what was just underneath that white material. I was about to cum, but then realized I could see more. At this point, all reason had been thrown out the window, and my dick was doing the thinking. I pulled my hand out of my pants, and placed my fingers at the bottom of Emily's tank top.
Ever so slowly, I inched the material upwards towards her head. Already she was looking better with her stomach exposed above those irresistible white panties. When I reached the mounds of her breasts I paused, checking her face again to see if she was waking. My hands were shaking at this point, and my knees felt ready to buckle. Taking a silent, deep breath, I tugged once more at her shirt pulling first one side, then the other up over her tits. The sight was incredible. My sister's breasts were perfect melons with tiny little nipples topping them off, just the way I liked them. The cold air reached her skin and her nipples hardened. Inside my pants I hardened as well.
I wanted to touch her tits so bad I began reaching for them before I even realized it. Finally some self-restraint kicked in and I stopped myself for fear of waking her. I wanted to jack myself off right then and there and get the hell out of the room before she woke up, but I had to see more. With another hungry glance at her tits, I moved back down to my sister's panties. These would be much more of a challenge. I grabbed the waistband on either side of her hips and began to tug them downwards. Suddenly my sister moved! Without warning she rolled away from me, onto her side.
As frightened as I was that she was awake and knew what I was doing, I was also glad she had shifted because now her ass was in perfect viewing condition! I knelt down next to her bed to examine my sister's ass. I memorized ever inch of it, tracing my eye's over the string of fabric that disappeared in her crack and then reappeared down between her legs again. I rested my chin on her bed, and with my nose 6 inches away from her ass, I was in heaven. But I knew I'd taken a lot of risks and had just about outstayed my welcome. I was just about to sneak back to my room to masturbate thinking about what I'd seen when my sister shifted again, nearly giving me a heart attack in the process!
Emily rolled back onto her back and spread herself out, trying to get comfortable in her sleep. In doing so, she'd thrown one arm clear of the edge of the bed, and let one leg dangle off it as well. This left her in a clearly exposed state, and I knew I wasn't going anywhere until I saw her pussy. Abandoning the idea of pulling her panties completely down for fear of making her shift again, I thought of just moving the crotch of her panties aside so I could view her treasure. I leaned over her body and gently slid one finger into the side of her panties near the top of her slit.
The back of my finger slid across her soft skin, making me grit my teeth in arousal. With a weary glance at my sisters face, I gently but forcefully pulled the crotch of her panties down and to the side. It worked. In one swift motion I had uncovered the most beautiful, perfectly shaved 18 year old cunt I had ever seen. It was smooth and clean and on first instinct I wanted to lean down and devour it with my tongue. But I knew this had been my riskiest move of all, so I did nothing but stare at it. For a full five minutes I stood there with one shaking hand holding her panties aside, and the other hand stroking my cock through my pajama pants. Realizing what would happen if I was caught however, I finally released the material, covering her mound again, and snuck back to my room where I proceeded to masturbate to the biggest orgasm of my life.
The next morning I kept waiting for my sister to confront me about being in her room, but she never did. She'd remained completely asleep and I had gotten away with it! I masturbated every night for a week thinking about what I'd seen, getting off faster than I ever could before. But after a week, I started wanting more, and I made my plans to sneak into her room a second time.
On a Friday night, my sister went out to babysit for a family that we knew. She told my parents that she wouldn't be back until after 2 AM or so. I thought this would be perfect since she'd go into a deep sleep after being up so late. I watched her leave the house in a skirt that showed off her ass. I got hard watching her get into the car since I knew what that ass looked like without the skirt on it.
I spent that evening looking at porn online and talking to Sami, who was telling me she wanted me to lick and fuck her ass. Finally, after I thought I couldn't wait to cum anymore, I heard my sister pull up in the driveway. I listened to her come in the front door, up the stairs, past my bedroom, and go into her room and close the door. Luckily, I didn't hear the lock click. I waited in anticipation for a half an hour so she could fall asleep. Finally, I couldn't take it any longer and I headed to the door.
I followed my routine, checking the hallway for noise, and snuck down to her door. I knocked lightly, having no idea if shed fallen asleep or not. No response. Holding my breath, I opened the door and walked in. I decided to close the door this time to give myself more security from anyone else in the house walking in. But with the door closed I had no light, so I was forced to turn on the over head light in Emily's room.
I turned to face Emily's bed and couldn't believe my luck! There on the floor in front of her bed was a pair of panties and a skirt. The same skirt she had been wearing earlier that evening when she left the house... I could only hope that she had been wearing those panties as well, and that she hadn't replaced them with anything. She was sleeping on her back again, but this time, to my dismay, she had her arms out over the comforter. I wouldn't be able to pull it off of her without moving her arms first!
Reluctantly, I moved to her and prepared to move the arm closest to me clear of the covers. I gently placed my hand on either side of her wrist and picked it up. I met with absolutely no resistance at all! I moved her hand sideways and let go. Her arm now dangled off the side of the bed, clear of the covers. I couldn't believe it had been so easy. This gave me an idea. I stepped closer to the bed and pulled my pajama pants and boxers down to mid-thigh so that my dick was exposed, pointing straight at her. I moved to where her hand hung off the bed, palm up, and lowered myself down so she was cupping my balls. The feeling was incredible! I looked at my sisters face and smiled. She had no idea what pleasure she was bringing to me my cupping my balls in her sleep! I placed my hand around her own and manipulated her fingers so she fondled my testicles, I was so close to cumming I was shaking! But I wasn't done yet. I turned around and gently sat down on the edge of Emily's bed, careful not to wake her. I grabbed her wrist once again and placed it in my lap.
