My Sister, the Virgin

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One odd night leads to a new life.
2.7k words
4.19
177k
56

Part 1 of the 4 part series

Updated 10/29/2022
Created 06/06/2008
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instereo3
instereo3
54 Followers

"So... Star Wars again, or should we watch one of those old Disney movies?" I asked for the umteenth time that summer, knowing only too well what the answer would be.

"Well, since you don't have a VCR in here to watch the others with, maybe we could find something else besides Star Wars to watch on DVD?" My sister, ever the smart-mouth. Thinking -- or rather, knowing -- that the same joke would make me laugh every time she said it.

"Alright, alright, I'll grab the bag." Ah, yes. That ever-fateful bag. The bag that, quite frankly, would change both of our lives as we knew it. But I'm getting ahead of myself, aren't I? Let me take you back a bit.

My name is Riley Smith. I'm 25 years old, but this story takes place when I was at the tender age of 19, fresh out of my first year at (gulp!) community college. Back when all I had to worry about was getting to class, and staying concious long enough to learn the course basics. More specifically, it takes place in the summer immediately following my Freshman year. At 6' 2", I was a nice (so far as I was told) lean 215. I used a lot of my free time at college, when I wasn't at class, studying, or partying, to work out in the gym -- which turned out to be a lot more time than you'd think! I usually managed at least an hour a day, 5 days a week. Needless to say, I was in the shape of my life.

And then there was my sister, Cathrine... and oh, was she ever there! She may have only been 18, but one look and you'd swear she was at least 20-something. Of course, looks aren't necessarily everything. You see, even though she had the near-perfect body of 32b-25-30 (a tiny little thing!), she was very much a virgin. Moreso than I thought she would be after her junior year of high school. She went to the same school I did, and by the time I was done with my sophomore year, I knew more about sex than I ever thought I wanted to... how she escaped from there as innocent as she went in is beyond me.

Anyways, I had come home for my summer vacation, mainly to cut my parents the cost of covering my room and board. While I was at college, I talked my mom and dad into paying for a small studio apartment fairly close to the campus, so I wouldn't have to drive there and back. I had a part-time job on the side, and I sent them money whenever I could to make up for it. All in all, we were really one big, happy family, all 4 of us. Even when both my sister and I were living in the house, we never really argued like the stereotypical siblings of lore. We managed to get along just fine, actually raising a few suspicions out of our parents, but they knew as well as we did that nothing was going on -- yet.

Which brings me back to "the bag". You see, I was never what one would call an 'organized' person. I thought that the floor was a perfectly good substitute for a laundry hamper, and that DVD cases were for people that didn't have the convenience of DVD binders. Unfortunately, I ended up collecting more DVDs than my poor little binder could carry, so instead I started carrying them in a black garbage sack, with the words "The Bag" written on them in metallic sharpie; for visual effect. In this, I had everything from old exercise DVDs, to concerts, to movies, to picture slideshows. Yes, even the 3 or 4 pornos I accumulated over the years found a happy home in "the bag". By this point, I'd say I easily had at least 150 seperate DVDs in there.

Since my sister and I got along so well, we usually ended up spending nights in either my or her room, watching movies, watching TV, playing video games, or sometimes just talking. When we were in the mood for a movie, more often than not I'd grab "the bag", let her grab something, and pop it into the DVD player without either of us seeing what it was first. Now, I'm not stupid. I knew there was a 4/150 chance that she'd pick one of the pornos in there. (for the mathematically challenged out there, that would be 2/75, or about a 2 and a third percent chance) Unfortunately, I was stupid enough to think that those chances were so astronomically low that I could get away from it.

So, that night, I open the bag and my sister pulls out a DVD. Since all of mine have some sort of labeling on the front, she could tell which side was up just by running her hand over it, and she'd hand it to me to put in without either her or myself seeing what it was first, just to add to the element of surprise. We were both laying on my bed, her on her stomach with her head at the foot, and me laying perpendicular to her, with my stomach resting right across her back. She grinned at me before hitting the play button, and my jaw just about hit the floor. There, on the screen, was a naked girl, squatting down with her hand between her legs, and the title "Squirting Illustrated 4" flashing across her chest!

Now by this point my face had to have been as red as a tomato. The interesting thing, though, was that my sister had absolutely no reaction to it, like she expected it. Seeing that I wasn't going to do anything about it, she grabbed the remote out of my hands, moved the cursor to "Play Movie", and started it up.

I stumbled over my words for a few minutes, before forcing out a weak laugh. "Well, at least it's one we haven't seen before..."

"Shhh!" was the only response I got back. I looked at the back of her head, her long raven hair simply flowing down over her snug t-shirt, wondering just how innocent my little sister really was. I would've thought that something like this would've completely thrown her off, and yet here she was, watching it with gusto! About the time I came to my senses, the first scene was just getting started -- and by that, I mean the over-endowed guy was just getting ready to fuck the girl with the obviously paid for boobs for everything she was worth.

Deciding that I'd just go along with Catie's attitude, I laid back on the bed (albeit next to her, instead of on top of her!) and just watched the movie. Being the guy that I am, I had never actually paid attention to it, the story part of it that is. I found myself wondering if there really were women who wrote in stories to this "Squirting Illustrated", or if it was just a reason to print off a fetish-porno. Well, I was wondering that until I looked over and noticed that my sister had her hand down the front of her pants!

"Uhm, Catie" I said, trying to stay as calm as I could. "What are you doing over there?"

"S... shh!" Again, the only response I got. I could tell she was really "focused", because her eyes weren't moving at all from the screen. Here was my sister, who I at least knew was a virgin by definition, playing with herself in the middle of my bed with me in the room! I didn't know what I was supposed to do; on one hand, I had this beautiful raven-haired vixen, just asking for that sweet release, and I was the only guy near enough to give it to her. But on the other hand, she's my sister! I can't do something like that to my sister... can I?

"Hey, Catie..." I was trying to be as quiet as I could so I didn't interrupt her again. "If it'll make it any easier, you can take off your pants to do that... I won't tell mom or dad."

Without even saying a word, she moved her hips up and shucked her pants down around her ankles. It was at this point that I realized she wasn't wearing any sort of panty at all, because she went from jeans to nothing, and I didn't even see a G-string poking out of those pants! I tried as hard as I could not to look, but I just couldn't help myself.

Again, my jaw nearly dropped to the floor. My sister has, without a doubt, the most beautiful pussy on this or any other human-infested planet. Not a single strand of hair on the lips or clit, but just enough of a bush above it to show you what it would look like. The hair she did have was shaved into a little triangle, which I thought weird at the time for someone who never showed that to anyone but herself... well, and me now! Without even thinking, I put my hand on the back of her thigh, and her legs instinctively widened a bit.

"What are you doing, that's your sister you sick fuck!" Was all I could think while I was doing this. "You can't do this with your sister, it's wrong!" But there was part of me that was fighting back, too. "What's so wrong about it? We're just a couple of teenagers watching a porno, who need some help from eachother to get off. It's not like we'd be having sex or anything." Well, needless to say, that part of my mind won out this night. I had already run my hand up to the inside of her right thigh, and she hadn't stopped me yet, so I slid my hand even farther forward until it bumped up against hers.

"Please..." She looked back at me, and I've never before or since seen anyone's eyes filled with as much raw lust as my sister's were that night. She wanted me to be doing this, no; she needed me to do this for her, not as her brother, but as a man. I slowly pulled her hand away from her pussy, and used two of my fingers to slide in and out of her slick nether lips. I couldn't believe how hot she was down there! I hastily moved my fingers up to my mouth to taste her, but used my other hand to replace them so she wouldn't notice. She was too far into the movie, anyways. If I could find a way to bottle that, I'd make millions. Not that I'd give it to anyone else, mind you.

So, I'm sitting there on my bed, fingering my sister while she's watching my porno about girls who cum so hard that they squirt, and I'm thinking "If I don't get caught, this could end up being the best night of my life". All of a sudden, my sister draws her knees up under her, so she's hunched up on her legs with her head on the matress and her eyes tight shut. She keeps moaning "I'm gonna cum, I'm gonna cum, I'm gonna cum!", which was pretty obvious for even me to decipher -- I was just thanking God that my parents were all the way across the house, and she was being quiet enough so as not to raise any suspicions. And all of a sudden... BAM! My fingers literally come flying out of her pussy, completely drenched in her sticky liquid, and she's spraying cum all over my bed and my wall! She was putting the girls on my video to shame, and I was sitting there sucking my thumb like a toddler! Evidently, the orgasm took a lot out of her though, because she ended up slumping over, dead asleep on my bed.

*****

I managed to get her dried off with a spare towel I kept in my room, got her jeans back on her, and was just getting ready to take her into her room when she woke up. I had already stopped the DVD, and cleaned everything up, so there wasn't any evidence... or so I thought.

"Riley... did what I think happened earlier really happen earlier?" She had this look on her face, about the farthest thing from lust I could ever imagine... she had been out for nearly half an hour, and I was hoping I'd be able to tell her it was a dream. "Did you really...?"

Something told me that I shouldn't lie to her, I couldn't lie to her, not to Catie. I sat down next to her and put my arm around her shoulders. "Yeah, it did. I did. But I only did it because you really seemed like you wanted me to... if you don't want me to do it again, I won't. And I won't tell mom and dad about this, either."

She kind of smiled a little, which automatically made me smile to. "No, that's not what I meant..." She brushed a lock of hair away from her face, and looked me dead in the eyes. "Riley... you've been there for me my entire life. As long as I can remember, you've done everything you can for me, and expected nothing in return, almost like you think it's your job or something."

"Well, in a way, it is. I mean, you're my little sister Catie. When mom and dad aren't there to make sure you're ok, that responsibility goes to me."

"I know, but... I guess what I'm saying is, I really appreciate it, all of it. From playing house with me when I was a kid, to helping me study for my SATs, even when you'd 'talk' with my boyfriends, just like dad..." I saw her wipe a tear from her eye, and I held her a little closer to me. "What I'm trying to say is... I love you, Riley."

I smiled and kissed her forehead. "I love you too, Catie. I wouldn't have done all of that for you if I didn't."

She just shook her head, looking down at the bedspread. "I don't think you understand... I know perfectly well what I was doing earlier. I specifically picked that DVD out so we'd watch it tonight. I started playing with myself, hoping that you'd give me the ok to take my pants off. All I had to do was get you to help me... Riley, I love you. Not as a brother, not as a family member. I love you as the guy who's been better to me than any boyfriend. I love you as the guy who knows more about me than most of my girlfriends. I love you..." She didn't have to say anymore, or rather she couldn't, because my lips were getting in the way.

I had been waiting for so long for her to say those words. Ever since she turned 15, and started growing all of those curves. She didn't know it, or at least I didn't think she did, but I used to sneak into the bathroom and watch her shower through the mirror. I'd look out the crack of my door, hoping to get a glimpse of a boob, or a quick shot of her butt. I'd masturbate every night, fantasizing about her, and here was my dream, finally coming true. When I finally broke the kiss, we were both panting a bit, trying to catch our breath.

"Catie, I know exactly what you mean. I've loved you like this for as long as I can remember, I just didn't want to pressure you into anything. You're such a beautiful woman, and I just couldn't help myself tonight..." I trailed off, not knowing what else to say, but from the rib-breaking hug she gave me I figured I did a good enough job already.

"Riley... do you mind if I sleep with you in your bed tonight? Mom and dad won't mind, they're out of the house before we even wake up anyways." She looked up at me only the way a little sister can look at her big brother, and I knew in an instant that my bed was doing a double-duty that night; not that I minded. I smiled and pulled back the covers for her, wrapping my arms around her to hold her close to me as we both drifted off to the best sleep of our lives.

instereo3
instereo3
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AnonymousAnonymousabout 15 years ago
keep track

good story but you need to keep better track of what you write you said she was on her stomach when she took off her jeans yet he sees her pubic hair shaved into a triangle not going to happen if shes face down no way would he see it little goofs like this can really ruin a story get an editor and do a rewrite and never submit a story with out going through an editor first

AnonymousAnonymousalmost 16 years ago
Great

Keep the story going!!!!

AnonymousAnonymousalmost 16 years ago
good start

It is an very good start, I hope................

AnonymousAnonymousalmost 16 years ago
Why don't I think....

...that she'll still b a virgin in the morning?

AnonymousAnonymousalmost 16 years ago
Yes !

Quite believeable and very hot . You have a good long story to tell us .

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