Rachael – The Babysitter

“But MOM!” I pleaded. “I don’t NEED a babysitter! Can’t I just stay by myself this once?” But she wasn’t budging. For Pete’s sake, I was FOURTEEN. Just because my parents had to go out of town for the weekend, why did I have to have somebody staying with me like I was some little kid!

“Look Jeff, I’ve heard all I’m going to hear from you. I’m getting Mrs. Walker’s daughter, Rachel to stay with you, and that’s all there is to it.” Then her voice softened somewhat. “Listen sweetie, it’s not that we don’t trust you. You know we do. Your dad and I just want to know you’re safe, you know, with the swimming pool here and no one else around…just in case. Rachel is nineteen, and she would be able to drive you to…I mean if something bad…oh, I don’t even want to THINK about that! Plus, she needs the money for her college books next semester…”

I know she was only doing what parents have to do, but I still wasn’t happy with it. She started going over all the things I couldn’t do while they were gone. No friends over, do whatever Rachel says, no this, no that. It was going to be a LONG weekend.

Friday morning arrived, and my parents were just about packed. I went down in the basement for my morning workout. Removing my shirt, I admired myself in the mirror. I was pretty well developed for fourteen, and I had followed my football workout routine religiously all year long. The results had really begun to show in my arms, chest, and abs. I was going to give the starting quarterback a run for his money this year, and I wanted the coaches to see how hard I’d worked all summer. It sure didn’t look like a body that needed a babysitter. Damn.

Afterwards, I showered and spent the next hour moping in my room. I wondered just how bossy this Rachel girl was going to be, and all the ways that she could make my life miserable this weekend. I envisioned her sitting on her fat ass talking on the phone while I had to do every crap chore that she dreamed up. I was shaken from my thoughts by the front doorbell. I could hear my parents talking to someone, so I knew my jail-keeper had arrived. I heard them going over all the details of their trip, where they could be reached, etc. Then I heard them giving her a tour of the house. Soon mom called up to me. “Jeff, honey, Rachel’s here. I heard footsteps on the stairs, and the door to my room swung open.

“…and THIS is Jeff’s room. Say hello to Rachel, sweetie.”

I groaned silently and rolled over. Suddenly, I was trying in vain to keep my eyeballs from popping out of my head. Rachel was a total BABE! Gorgeous green eyes, as deep as the ocean, twinkled at me. She had shoulder-length blonde hair that had been beautifully highlighted by the sun. She had on a tight-fitting Abercrombie tank, which did nothing but reinforce the fact that she had great tits. Her denim short-shorts hugged her thin frame tightly, and her tanned legs seemed to go on forever. She had already kicked off her shoes, which showed off her hot pink toenails, which 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 followed her perfect ass every inch of the way. Opening the sliding glass panel, she looked out at the pool.

“This is really beautiful out here. You guys are so lucky to have your own pool. Must be cool to go swimming any time you want.”

“Yeah, it’s pretty neat,” I replied, my eyes still riveted to her ass. Shit. ‘Neat’!? Did I really just say ‘neat’ to her? Man, she must think I’m a real dork. But instead, she just turned and smiled at me.

“Wanna go for a swim?”

I swallowed hard. “Sure,” I replied, my voice again cracking slightly. “Did you bring a swimsuit?”

She turned and laughed. “Of course, silly. Why, did you think I’d swim in the nude?”

I declined to answer that, as she might have had me arrested for what was flashing through my mind right then. She grabbed her bag and went to change. I put on my trunks, and walked out on the rear patio. Rachel hadn’t come out yet, so I went ahead and dove in. We had been in the middle of a heat wave, and the cool water was a welcome relief. We had a pretty large pool, surrounded by a six-foot privacy fence. When the neighbors next door built their house, my mom decided that wasn’t privacy enough, so she had dad plant cedar bushes that had now grown into a fifteen foot green wall that surrounded our back yard. It was like our own little secret garden, and if you didn’t already know there was a house next door to us, you would never know it. All in all, it was very secluded and peaceful, especially with the neighbors and their noisy kids out of town.

I heard the door slide open, and I turned in the water. Rachel walked out onto the patio, pinning her long blonde hair on top of her head. She had changed into a tiny lime green bikini that showed every curve she owned. Her firm breasts jiggled ever so slightly with each step, and her long legs and fantastic ass were toned and tanned. I was glad that my beginning erection was hidden underwater. She walked down the steps toward me, smiling and looking like a wet dream.

When she was tits-deep in the water, she waded over to me. We swam around for a while and generally just goofed off. I watched intently as she began to float on her back. Her breasts jutted proudly out of the water, not sagging to her sides like my mom’s. The cool water caused her nipples to harden, not even remotely hidden by her tight top. My eyes traveled down her tanned torso, to her pussy area that bobbed on the surface. Her vagina was clearly outlined by the wet, clingy bikini bottom. I had jerked off a million times to pictures in girlie magazines, which I’m sure my dad thought he had safely “hidden”, but I had never, EVER seen anything as sexy as Rachel.

“Hey, wake up! Are you daydreaming or something?”

“What?” I stammered, shaking off my erotic thoughts.

“I said ‘do you wanna race?’” She grinned slyly at me, and I knew I’d been busted ogling her. I felt like a total pervert. She didn’t immediately let on that it bothered her, but instead waded over to me.

“Well, do you?”

“Do I what?” I asked stupidly.

She popped me on the head playfully. “Do you wanna race?”

“With you?”

“No, dummy, with your momma!” she said playfully, splashing water in my face. She giggled, and dove for the deep end. I dove right after her and knifed through the water. I was a pretty fair swimmer, and decided to show her who was boss. As I neared the end of the pool, I reached out for the wall. Instead, my hand hit something warm and soft. I broke the surface, and was stunned to find that Rachel had not only beat me, but she was reclining against the side of the pool waiting on me. How humiliating. Then I was horrified to see that the warm, soft something I was holding was her right breast. I blushed furiously and apologized, but Rachel just laughed it off.

“Well, looks like you came in second.” Not only had she beaten me easily, but also I felt like a total idiot for having groped her. Surprisingly though, she let me down gently.

“Don’t feel so bad about losing, sport.” She winked at me and continued. “I forgot to tell you that I was on the swim team my last three years in high school.” With that, she splashed me in the face and dove for the other end of the pool.