1. Rachael - The Babysitter


    Date: 4/6/2017, Categories: Dark Fantasy, Author: Jack2840649, Rating: 96.7, Source: sexstories.com

    matched her fingernails. She gave me a friendly smile and said, “Hi…Jeff…nice to meet you.” “Uhh…hi…” I stammered, feeling my face begin to flush. “Nice to…umm…meet you too.” I struggled desperately not to gawk or sound like a stupid kid, but failed miserably on both accounts. Mom just rolled her eyes. “Hmm, maybe I better not leave you alone with him after all…,” laughing as she turned to go on down the hall. Rachel started to follow her, but paused in the doorway, and glanced back into my room. “Hey, we’ll have lots of fun this weekend, okay?” She winked at me, and then she was gone, and I heard my mom’s voice rattling on about where spare towels were kept. My mouth was dry, but my palms were sweating. I couldn’t believe how beautiful Rachel was. What I wouldn’t give for Bobby, Taylor, and some of the other guys to see me with this babe. Then a sobering thought occurred to me: after all, she WAS “babysitting” me, and I didn’t want word to get out to anyone that I needed one. That could make my social life hell. Best to just play this weekend off quietly. Soon, it was time for mom and dad to leave. I endured their hugs and kisses in front of the smirking eyes of Rachel. Once more, they went through the endless list of do’s and don’ts. Finally, they were gone. As Rachel closed the front door, she looked over at me. “Wow, you’re a lot…different…than I expected. Fourteen, huh? I’d have never guessed that. So, what’s a big guy like you need with a babysitter anyway?” I knew ...
    right then that Rachel and I were going to get along just fine. We spent most of the afternoon watching TV and chatting about nothing in particular. She asked me about school, sports, my favorite music and movies, etc. I was pretty nervous around girls, and although Rachel was easy to talk to, I still blushed a lot when she looked at me. She didn’t talk to me like a kid, however. More like someone her own age. I found out that she’d broken up with her boyfriend almost a month ago (he was a total self-absorbed jerk), and hadn’t yet met anyone else that she liked. (According to her, all freshman boys in college were all just immature horny dogs) “So, how about you? You got a girlfriend?” “Not really. I…well…” My voice cracked, and I cursed silently, knowing Rachel could easily sense how nervous I was. “You’re kidding? As cute as you are, I’m surprised some girl hasn’t snatched you up by now.” She totally surprised me with that comment, causing me to blush again. “Hey, I’m sorry. I didn’t mean to embarrass you or anything. Not that you have anything to be embarrassed about anyway. You’re really nice, and way more mature than most guys MY age. They can’t just sit and talk…all they ever want to do is get in my pants.” My eyes must have been the size of saucers, and my dick jumped to attention immediately. I’d never heard a girl talk like that before. I was swimming in uncharted waters. Rachel seemed oblivious to my reactions, and got up and walked to the back door. My eyes secretly ...
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