Jess Part One: Our First Times

Hello this is my first story so far, hope you like it and only criticize if it’s constructive, not just saying its crap and nothing else. So enjoy!


My name is Will and I’m an average guy, not much to me. Slightly built at the age of 16 with black hair and a 7″ dick. One day after returning from school with my sister Jess, we discovered a note saying that mom was staying with her sick sister to help out with her son and daughter. She’d left some money for pizza on the fridge in case we were hungry.

Now at this point I should probably tell you something about my sister. She’s 16 like me with blonde hair and fairly muscled from her netball. She’s has huge DD breasts and a killer ass. I’d first noticed Jess when we were both twelve. She’d been walking to her room wearing nothing but a towel, she tripped and fell giving me a perfect view of her pussy and when she stood the towel came away, presenting her B cup breasts as well. Ever since I’d wanted to fuck her.

“I’m off to take a shower” announced Jess. This was part of her after school routine. She’d shower then eat, and after that she’d do her homework. I decided to have a bite to eat and do some homework while she washed her gorgeous body.

As I walked down the hall way to my room I noticed a small crack in my sisters door at eye level. I closed the door and discovered that I could see nearly the whole room through it. The bed was in the center of the room, giving me a perfect view. We’d only just moved in a few weeks ago so I hadn’t noticed it.

I moved off to my room and sat down to do a bit of english. After about twenty minutes I heard the bathroom door open and my sister walk to her room. I couldn’t help myself and as soon as her door shut I snuck to the crack.

What I saw shocked me. Jess’s towel was on the floor she was lying naked on her bed slipping the end of her hair brush between the glistening lips of her shaved pussy. I got an instant boner. She started moving it in and out with increasing speed, moaning softly as she sped up and her tits bouncing around. I watched through the door while she pounded her wonderful pussy continuously as she got close to orgasm and her moans became more intense. Her other hand was running over her breasts, massaging them and playing with her nipples. Then the door bell rang.

When I answered it I found Jess’s friend Caitlyn standing there in a uniform. “Hey Caitlyn what’s up?” I asked her. “Hey Will, I’m just here to drop off a package for Jess, I work with the post office now. Is she around?” she replied. “She’s in the shower at the moment” I lied, “but I can sign for her if you want” I said. “That’d be great” she replied, handing me a clipboard and a pen. I signed the form and as I was handing it back, noticed her erect nipples sticking out from her D cup breasts. I glanced up and saw her looking a my crotch, noticing the erection I still sprouted. She took the clipboard, blushing furiously and handed me the package. She mumbled a thanks and practically ran back to her car.