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Babysitting Has Its Rewards

By: EclecticPhoenix



Three weeks of babysitting could make anyone a little crazy, especially if the child needing to be cared for was a vindictive seven year old boy that didn't understand the difference between obedience and evil. Okay, maybe I'm stretching it a bit, but this kid was a terror on wheels. The first night, I had to clean an entire pot of mac and cheese off the kitchen counters, cupboards, and floor after Clyde decided he wanted fish sticks instead. Might I add that I had made fish sticks first, which ended up being launched as projectiles across the kitchen and tossed in the trash when he decided he wanted mac and cheese?

Of course, I tried to explain this to his parents when they got back home, but the little hellion put on his "sweet face" and charmed them to believe that he just wasn't in the mood for fish sticks in the first place. They smiled and cooed at him, then thanked me for taking care of him, paid me, and practically pushed me out the door.

I went home after stopping in the corner convenient store to pick up a couple bottles of water. There were two messages on my answering machine. One was from my ex-girlfriend, informing me that she would be coming by in a few days to pick up the rest of her stuff, and the other was Clyde's parents, asking me if I could baby-sit again the next night.

I didn't exactly enjoy the idea of taking care of the brat again, but the money was good, so I called and gave them my confirmation.

This continued for three weeks, as I said. Three weeks of hellish behavior and sleepless nights. I even ended up with a bruise on my shin from Clyde kicking me after I started cleaning up his fifteen million toys. 

That ended about a week ago. I haven't been able to go back to the house to baby-sit, not that I really want to. It's not because of Clyde, though. The last night I was there, his parents told me they would be back until morning, and asked me to baby-sit overnight. Their guest room, right next to Clyde's room, had been cleaned up for me. 

They didn't tell me that their daughter, Clyde's sister, would be coming home. I guess they didn't know.

I had already managed to get Clyde into bed a few hours earlier (that's a task all of itself, believe me), when I heard the front door open and slam shut. I figured it must have been Clyde's parents, so I rolled out of bed and located my shoes and my jeans to go see if they wanted me to go ahead and leave now that they were home.

I left the bedroom quietly (the last thing I wanted to do was wake Clyde up at this time of night), and walked out to the banister. I looked over the railing, expecting to see his parents, but what I saw made my breath catch in my chest. She was probably my age, and judging by the size of the duffel bag she had at her feet, she had probably come home unexpectedly from college. 

Her red hair was wet, since it was raining as it had been for the past couple of days. She pulled her trench coat off and tossed it over the back of one of the living room chairs. She was absolutely beautiful from the angle I could see her, but I wasn't sure if I wanted her to see me, so I backed myself into the guest room and closed the door as quietly as I could.

Over the next hour, I laid awake on my bed. I could hear the shower running down the hall. The thought of this beautiful red haired woman in the shower caused something to stir inside of me. I couldn't help it, I was thinking about her, naked, water cascading down her body. Somewhere in my mind, I had decided that she was the type of girl that shaved herself completely smooth, which only enhanced the image of her showering. I rubbed my hand over my crotch and discovered I had managed to make myself rather hard just by thinking about it. I pulled my jeans off, relieving some of the pressure they were causing.

The shower turned off, and I listened to her footsteps make their way from the bathroom to the room at the end of the hall. It must have been her room, I wasn't sure. I had never checked the rooms besides the bathroom and Clyde's room over the past few weeks. A couple more hours went by before I had gathered the courage to leave my room and investigate.

Once in the hallway, I was pleased to see that the door at the end of the hall was not completely shut. It was left open maybe an inch or two, but it was enough to allow me to sneak a peek into the room. It was dark inside, but I could see the corner of her bed. That was all I could see, though, so I pushed the door ever so slowly, giving me more of a view.

She was laying across her bed, the sheets pushed to the edge. She was wearing a short night gown, and her long legs looked so enchanting in the moon light coming through the bedroom window. Up until that moment, I had been so busy listening to the sounds coming from inside the house that I hadn't realized the rain had stopped. 

Without realizing it, my hand was on my crotch again, rubbing my growing cock through the fabric of my boxers. I had mentioned before that my girlfriend had left me, so it had been a while since I had let myself think about a woman in the way I was thinking about this girl at that very moment. 

So there I was, standing in the doorway, shamelessly stroking my cock through my boxers, staring at this heavenly site before my eyes. It took a few minutes before I looked around the room. Her bag was opened and all sorts of things were now scattered across the floor. On the night table next to her bed, I saw two bottles, one of Dr. Pepper, and the other Jack Daniels. The second was almost empty. I took this as a sign that she had drank herself to sleep.

This gave me courage, for some reason. I moved further into her room and started to push the door shut, but thought better. Instead, I left it cracked open just barely, the way I had found it. I moved to the side of her bed, taking in the site of her body stretched out. She was lying on her side, facing away from me, so I could see the shapely curves of her hips and ass. She appeared to keep herself in good shape, but I was thankful for the fact that she also looked like she had a little meat on her bones, which was the opposite of my ex girlfriend who had taken up the habit of throwing up to reach the legendary size zero. 

I couldn't resist any longer, so I reached out and traced a finger lightly over her soft legs, relishing in the sensation of her warmth. When she didn't move a muscle, I became bolder, feeling her leg with my entire hand. I pushed her nightgown up her legs, and was delighted to discover that the night gown was the only thing she was wearing. 

Her ass was round, and so enticing. I had to feel it. I'm not sure what was coming over me that night, but with one had now wrapped around my completely hard cock, stroking it slowly, I used my other hand to push her night gown up to her waist. I wanted to see more of this sleeping vixen, so I pulled her gently until she was lying on her back. The top of her night gown was lace and held on by extremely thin straps, so I gently pulled those down over her shoulders, allowing the lacey fabric to slide low enough to expose her cleavage. 

I leaned over her, gently resting my knees against the edge of the bed. I could smell the alcohol on her breath. Deciding that I needed a little more courage, I grabbed the bottle of Jack Daniels and took a gulp. It burned my throat on the way down, but it did the trick. I put the bottle back in its place. 

I stood up for a moment to take in the site once more. Here was this woman that I knew nothing about, her young brother asleep only two rooms away. Her night gown was gathered around her waist, the straps still around her arms at her elbows. That had to be fixed, so I lifted her arms gently and slipped the straps off, one at a time. Leaning over her once more, I flicked my tongue over one of her nipples. It reacted quickly, stiffening under his tongue.

This was the point of no return, and I knew it. I took a deep breath, thinking about my choices. I could fix her night gown and leave the room right now, go back to my own room and wait until morning to meet this woman, or I could keep going.

I choose to keep going. I took her nipple into my mouth, sucking on it gently. I was still stroking myself slowly as I played and teased her nipple with my tongue. My free hand cupped her opposite breast, enjoying the feeling of her warm flesh filling my hand. 

I think I must have kept that up for a good ten minutes before I became bolder. I licked and kissed my way to her hips, lifting one of her knees and spreading her legs. I was right, she was completely shaven. I touched her exposed cunt gently, and knew that she had just shaved it that night, judging by how smooth and soft it felt. Another thing I noticed was that she was wet. Subconsciously, she had been enjoying the feelings I had been creating for her.

I dipped a finger along her slit, not quite letting it slip inside of her, but rubbing along her cunt lips, spreading her juices over them. I leaned down and tasted the result of my work. One taste wasn't enough, though, and soon I was eating this woman out completely, shoving my tongue into her cunt. I fingered her while I did that, stroking her while I stroked myself. 

She moaned in her sleep, and I froze. When she didn't move, I exhaled the breath I hadn't realized I had been holding. I stood up again and walked to the side of her bed. Leaning over her, my knees against the side of the bed again, I reached down and slipped two fingers deep into her cunt with my left hand, stroking my cock with my right. I was leaning over her upper torso, my cock aimed at her large breasts and face. I watched my hands in action, almost hypnotized by the fact that I was fingering this beautiful woman in her sleep. It didn't take long before I felt my nuts tighten. I knew I was about to cum. I slipped a third finger into her cunt, fingering her faster, while stroking myself into oblivion. Soon I was cumming. Long streams of white jizz landed on her breasts, a little on her chin and neck. 

After a few minutes, reality swept over me, and I looked around desperately for something to clean her with. I found a washcloth in her laundry pile on one side of the room, so I used that to wipe my cum off of her body. After fixing her night gown, I slipped out of her room, making sure the door was as I had found it, and went back to the guest room. 

It took another hour or so before I fell asleep again.

Clyde's parents came home before anyone was awake, and came to wake me up first. I decided not to say anything about their daughter coming home last night when they asked me how my night was. I left the house before she even woke up.

That was a week ago. I've seen her around since then, but she didn't know who I was, so I resisted the urge to say hello. Over the past week, I've used my memory of that night while jerking off in the shower. I feel like I'm enthralled by this red haired woman, and I don't even know her name.