Step Sister Jenny

Written by Way Up North / Oct 10, 1999


Step-sister Jenny - part 1 by Way Up North

I still remember how it all happened quite vividly. I was about 14 years old at the time, and I'm now 27, so there's been some wild times in the last 12-13 years. It was shortly after my mother remarried, and my new step-sister had come by the house to do her laundry. Jenny was about 20 at the time, and was in my dreams all the time at that age. I just wished that she hadn't moved out to her own apartment just before my mother and her father got together. I would have loved to get some peeks at that scantily clad body prancing around the house. Anyway, that didn't happen, and even some nights I stayed over at her new place were uneventful, as she seemed to always be fully clothed, and never happened to come out of the shower naked either. Go figure?

On this morning, one of my buddies came by to see if I wanted to go fishing with him, but since Jenny just came over, I really had no desire to leave now, as I wanted to stick around and shoot the bull with her while I can. I'd always been shy around girls, and having a new 'sister' to talk to was thrilling. You see, Jenny was very pretty with a great body and had always been popular, and she's extremely easy to talk to, so I took advantage of every opportunity to be around her. Talking with her was so much easier than talking with girls my own age, I guess because we goofed around with each other about being brother and sister now.

I told my buddy, Mark, that I had a headache, but I might go out later to where he was fishing, after I take some aspirins and lay down awhile to let them kick in. He stuck around for awhile, and we smoked some cigarettes, as the parents were out at work, and we didn't have to worry about Jenny ratting us out. I think Mark stuck around for awhile trying to check out Jenny, but she was in the laundry room the whole time, do some sewing while her stuff was in the machines, so finally he got up to leave. As he was heading out the door, he yelled out "hey Longdong, I'll be at the pier this time, not the point, so get your ass out there later!". I heard him slam the door just as Jenny came around the corner into the family room, asking "where does your mother keep her sewing kit?, I need some blue thread." I got up to get the kit for her, when she asked "why did he call you longdong?"

I felt my face go red as I heard her ask that, as I didn't realize she heard Mark say it, and I'd been getting used to the guys calling me it now. I didn't like it, but the guys I hung around with tagged me with the name, and there was no way to stop them, so I just got used to it. I said "Huh?"

"I heard Mark call you 'Longdong', why did he call you that?", Jenny asked with a very curious look on her face.

I knew Jenny had quite a bit of experience in the sex department, and figured she probably knew what the nickname meant, but I couldn't figure out why she was pressing the subject. "It's just a nickname" I replied.

"I know it's a nickname, and I know what the name implies, so why do they call a srawny kid like you that? I've heard about the movies, but haven't seen any myself, do you look like him?" she asked.

"No, it's just something the guys started calling me, and the damn name seems to have stuck. I thought they'd give it up after awhile, but they've kept on it." I was feeling embarrassed, and wished she drop it and go back to what she was doing. Having her pry about the subject started the blood rushing to my dick, and I could feel it growing, so I tried to casually shift my sitting position to not be noticed in my shorts.

"Come on then, tell me why they call you that!", she seemed to be incredibly interested in the topic now, and I figured she wasn't going to let it drop now.

Getting frustrated, I replied "Why do you think, because I'm bigger than them. Don't play stupid, you know exactly what the name implies."

"Aw, come on now, maybe you're one of the first guys to hit puberty in your class, but having a 5 inch dick over your buddies' 3 inch dicks won't mean alot in a few years when the other guys catch up." She was very degrading in the way she said it, and for the first time since I've known her, I was a little pissed off at that statement. She'd always been kind to me, and now it was like she was trying to humiliate me because of my age. I knew she'd had alot of boyfriends, and from the talk, I knew she wasn't the strict Catholic girl alot of grownups thought she was.

I'd always been self-conscious about my body, especially when the other guys in gym class started taking showers, and I noticed that their dicks were alot bigger than mine. I was kind of a late bloomer, hitting puberty later than most of the other guys, so I didn't take showers after class like the rest of them. In the previous few months, I prayed that my dick would get bigger, not wanting to be left out, and sure enough, I finally started getting taller, though I was still quite scrawny. What surprised me was the hair that had grown around my pubic area, and my dick had finally seemed to be getting bigger. I had finally been confident enough to start taking showers after practice with the other guys, and that's when they started calling me 'Longdong'. It was then that I realized my dick was bigger than the rest of the guys, even the older guys. What an ego boost! From the casual glances, my dick seemed to be about twice as big as everyone else's, even though it was soft. I wa s thoroughly impressed when I would measure it at home to be about 8.5" hard, causing me to kind of flaunt it in the change room, and I caught plenty of guys checking it out.

Anyway, hearing Jenny say that kind of pissed me off, so I shot back with "well, sure, but my dick is only 5 inches when it's soft." Her attitude that I'm just a kid really ticked me off, and now I wanted to make her feel like shit.

Laughing, she taunted me with "well, you better hope that by the time you're finished growing that you're at least 5", or your girlfriends won't be too impressed.

That really pissed me off, and I only replied "then I don't have to worry."

"Huh? What did you say?" Jenny seemed conceited like I've never seen her before.

"I said I've got just as much as all those idiots you spread your legs for!" I didn't really mean to say that, but it just came out, and since I knew she was quite an easy lay, I figured it might actually mentally hurt her.

"Oh really! Well, let's see it then! Come on, I'll bet you your allowance for a month that it isn't more than 5", Hard!" She was real bitchy after my last comment, so I figured it triggered something inside her.

That was it, I was mad now, and although the arguing with her caused my dick to soften up, I stood up and pulled my shorts down to my knees, letting it hang there for her to see. "Does this look like it'll be 5 inches when hard?" I asked her with vengence in my tone.

"Holy shit! And it's not hard?" was her response, as she stood there just staring at my crotch.

"No, it's not hard, you've gotten me pissed off now, so it's dead to the world. If you want to see it hard, you better show me those gorgeous tits of yours, and I'll measure it for you to prove it."

She didn't say a word as she moved towards me and knelt down, reached out and held it up and covered it with her mouth. Jenny seemed to be in another world as she closed her eyes and started working her tongue on my dick. I immmediately felt it starting to grow, and the feeling of her mouth was heavenly, as being a virgin, I could've never imagined it would feel so good. She pulled her mouth off it, and began to suck on my balls, sucking one, then the other into her mouth, while stroking my dick with her hand. I was rock hard by now, and she pulled back to lick the head, mumbling "god, I never thought it'd be bigger than guys older than you....", and she slipped her mouth over it, and started bobbing up and down on it.

The feeling was tremendous, and within a minute I could feel myself starting to come. I slipped my fingers into her long brown hair, and started pumping into her mouth, imagining I was fucking her sweet pussy. She gagged a little as the fist shot hit her, but she never even opened her eyes, she just continued bobbing on my dick, and swallowing like crazy. I immediately felt weak in the knees, and with my hands still in her hair, and her hands on my ass, I fell back onto the couch, but her mouth never even came off my dick. Jenny just kept on sucking it and moaning, while I revelled in the feeling of my first blowjob. I felt it soften a little, but with her still sucking on it, it hardened up right away.

Jenny finally pulled it out of her mouth, but kept her hands all over it. "That didn't take very long did it?" she kind of laughed under her breath. "It's so much thicker and longer than the guys I've been with, you just have to fuck me!", she muttered as she stood and started undressing.

I've seen porno movies, but watching her undress in front of me was amazing, and my dick felt like it was going to explode yet again. "Hey, you're my sister, and I'm a virgin" I told her.

"You're a virgin? Really? So I get to be the first to try this thing out then! And, we're only brother/sister because our parents got married, not by blood, so I don't really care!", Jenny responded with a lusty look in her eyes.

"But I've never done this before", I started getting scared, as I knew what to do, but I was getting scared of not doing it right, and having her laugh at me.

"Don't worry about it, you don't have to do a thing. Just see if you can hold off long enough this time for me to have some fun!"

Watching her slip her shorts and panties off almost made me shoot right there, without touching it. Seeing her trimmed bush right in front of me was better than looking at any magazines, that's for sure.

With her naked, except for her socks, she slid right on top of me on the couch, and the feeling of her bare tits rubbing against me, she reached down and guided my dick to her pussy, and began sliding it back and forth, working it in. As my dick began to slide into her, the feeling was overwhelming, so hot, so warm.... god, I've dreamed of this for sooo long, and now I'm feeling it with my step-sister of all girls!

Jenny was like a dog in heat, and started humping her ass up and down, while her face was snuggled into my neck, and it only took a few seconds before I could feel our pubic bones hitting each other. She started humping like crazy, lifting up almost completely off my dick, then slamming back down all the way. I had reached around grabbing her ass, and already felt my dick swell and my balls tighten as I began to shoot my wad up into her. I bucked up into her, loving the feeling of being deep inside her. Jenny continued humping even after I stopped moving, as I felt completely drained after shooting what I felt must have been my balls right through my dick! I could feel myself softening this time, as she slowed to a mild grind.

"Well, you lasted a little longer this time, but not quite enough for me to enjoy myself. Can you get hard again?" she asked, seemingly desparate to continue humping.

"I don't know. I just came twice, and I feel empty." I was feeling totally drained, and enjoying the feeling totally.

"Well then, I'll have to get you back up for it.....", as she jumped off me, and knelt on the floor and began sucking like crazy, bobbing up and down, working like crazy to get me hard again. I felt totally emptied, as I'd never cum twice when jerking off. The thought of her sucking me off with my dick covered with her pussy juice and my cum excited me tremendously though, and within a couple minutes, I was raging hard again.

With me hard again, she turned around on the floor on all fours, looking back, "now just fuck me hard, I don't care if you're quick this time, I'm ready to cum hard, so give it to me!"

With that beautiful ass staring at me, I moved up closer to her, and guided my dick at her pussy, and it slid in so easily. I grabbed hold of her hips and started pumping, while she just hung her head and began moaning loudly, mumbling something I couldn't hear. I started enjoying this, as I finally didn't feel any tention, thinking that maybe I wouldn't cum right away this time. I was driving into her, and she started really getting loud, "fuck me, give it to me hard, ooh, I'm coming.... ohhh."

I was loving this feeling of power, and I kept driving her as I guess my 3rd orgasm was going to take longer to build to. I kept pumping into her, pulling her hips into me, and she kept getting louder, moaning, almost screaming, then moaning, then screaming.....

After about 5 minutes, I felt my balls tightening, and I really started pumping like a madman, and this drove Jenny crazy, and she began a low scream. I pumped like crazy, feeling my cum shoot into her, and continued pumping until I couldn't anymore, then collapsed onto her back, pushing her onto the floor, as she was just panting, seeming to catch her breath.

About a minute later, I finally rolled to the side, slipping my soft dick out of her. Jenny immmediately turned to my side, and began fondling my dick and balls, saying "god, that was great! You didn't last very long, but I came 4 times!!! It was like I was cumming the whole time!"

"So it was good then?" I asked, worried about my performance, like any man is.

"Good? For your first time, that was awesome! That dick of yours filled me like no guy I've had before! With some practice, you'll be fucking me alot longer than that in no time!"

"Wait, we can't do this. We're bother/sister. What if we get caught?" I was feeling remorseful at this point, even though this was the best experience of my life.

"I don't care if we're bother/sister, I'm going to have this dick again, and I'll do anything you want to get it. None of my boyfriends have a dick like this, and it might not be that much bigger, but it felt wonderful compared to the thin dicks I've been opening my legs for."

"Well, I'm scared we'll get caught", I replied, worrying about being labelled as a 'weirdo'.

"Don't worry about it, I won't tell, and if you want to get laid anytime you want, you won't tell either. I've got to get to work, but how about you tell our parents that you'll be staying over at my place tonight? I'll be home at about 11pm, so I'll be expecting you to be there waiting, and maybe I'll bring you a surprise. I'll teach you all you need to know to keep a woman satisfied and happy, and I'll even show you some things that'll make your toes curl!"

"Okay, I'll be over tonight then", while I dreamed of sleeping in the same bed naked with her. That thought was more than enough to drive me to get over there that night.....

Jenny has taught me alot about making love to a woman, and part 2 will continue with this torrid affair that has lasted until the present, and Jenny's surprise will really be a surprise!

until part 2....
Please visit our new video site at!
Story Index:
2015 All Rights Reserved