Introduction: Based on a dream I had last night. The place and people are fictional, so if you happen to have these names in this town, it doesn’t mean I’ve been secretly observing you for months. Where would you get a crazy idea like that?
I remember when we started doing it. It was the result of a conversation we were having, but I don’t really remember how we got onto the subject. Looking back, it doesn’t really seem like the kind of thing a brother and sister would talk about. But then, Jen and I have always been a bit unusual in that regard.
For starters, Jen and I were nine months apart, almost to the day. Our parents hadn’t ever come right out and said it, but they implied that, well, once Mom was back from the hospital with me, and she felt, er, “ready,” Dad got her pregnant again. The phrase they used was that Jen was “unexpected, but not unwelcome.” They’d always wanted two kids, they just didn’t know they’d be getting the second quite so soon. So Jen and I have known each other all our lives, which I guess probably isn’t that unusual, but how we act is. A lot of other kids our age we know hate their brothers and sisters. They fight all the time, or hog the bathroom from them, and are never nice to each other or want to spend any time with them. That’s where Jen and I are different. We’ve always gone everywhere together, done everything with each other. We never fought, not really. I mean, occasionally we’d have a good-natured teasing match, but we never meant any harm. I guess that’s not to say we did everything together; she had her friends and I had mine, but we were cool just being by ourselves, too. We were always just really comfortable around each other, I guess you could say. And I guess that’s where the whole thing started.
But I’m getting ahead of myself.
My name is Shawn Baxter. This happened when I was fifteen. I went to West High School (go Dust Devils) in Springfield, Colorado. My sister Jen is, as I said, nine months younger than I am, but because of when her birthday is she fell into one of those weird school enrollment rules and she was in the same grade I was. Maybe that’s why we’re so close, or at least one of the reasons, because while we weren’t often in the same class, we had a lot of the same teachers and subjects, and had overlapping circles of friends. Anyway. At the time, I was lean, but not because I played sports or whatever, it’s just the way I turned out. I was a bookworm, actually; I read a lot, mostly fantasy and sci-fi books I got from the school library.
Jen was… well, if I was lean, then Jen was skinny. When this happened she didn’t have much in the way of womanly curves, if you know what I mean. She’s a little shorter than I am, and her hair leans towards blonde which she keeps curly. I take after Dad, so my hair and skin are a bit darker, and hers is smooth and… well, not pale. Fair. Anyway, she was more the artsy type, with a rising interest in cameras and photography. She was dying to get into the photography class at school her freshman year and couldn’t, she sulked for a like two weeks.
Our parents both had good jobs. We were a pretty average middle-class family, I guess. Our house was two-story and about five or ten minutes from school by car, depending on traffic. Our rooms and our bathroom were upstairs, and between them we had a kind of den, a sort of half-room next to the stairs. We had a couch up there and a TV. It didn’t have the cable hookup, but we had game systems and video players, so we were fine staying up there most of the time. The upstairs rooms sat above the garage; we called it our “early warning system.” Mom and Dad both got home about an hour and a half after we got home from school, and it wasn’t uncommon for them to leave us home to run errands on the weekends. When they came home and hit the automatic garage door, you could hear it in almost any room in the house, and the den’s floor would vibrate. If we still had dishes to take down, or trash to pick up, or anything else our parents asked us to do and hadn’t done yet, that garage door let us know we had approximately a minute, minute and a half to do it. It was great if we had to hide anything from them. It’s not like we were bad kids, but I think every kid has those things they’d rather their parents not know about, right?
Which kind of brings me to my story. Where was I?
As I said, I don’t really remember how we started talking about it. I guess she must have had a discussion in health class or something. But somehow, we started talking about… well, not really sex, I guess. More like leading up to sex. Basically, Jen said something to the effect of not understanding how anyone could be comfortable being naked in front of someone else.
I remember pulling a weird face at her for that. “What? How can you say that?” I had only glanced at her briefly. In typical Saturday fashion, we were upstairs in our sweats, and I was playing a game on our TV. Most of the time she was next to me on the couch, watching. And she was fine with that. Occasionally she would play as well, but she claimed video games weren’t really “her thing.”
Anyway. “I just…” She made motions with her hands, trying to express her feelings and get the words out. “I don’t know. I don’t understand how people can possibly be comfortable naked. Especially when someone else can see them.”
“What? What does that even mean? How can you not be comfortable naked? It’s like the least restrictive state of dress.”
“Eww, no! You’ve got to have something on.”
“Not all the time! What about when you’re married, huh? Or even before that, if you get a boyfriend and you’re making kissy faces in the back of his car up on the ridge overlooking the city-“
“What decade is this little scenario taking place in?”
“-and you decide that this is it, I’m going all the way with this guy. Or whatever the situation may be, Miss I-Don’t-Have-An-Imagination. My point is you gotta be naked to have sex with someone.”
She looked uncomfortable and kind of shrugged. “I don’t know,” she said. “It’s hard to imagine.”
“What about in gym class? You change in the locker room, right?”
She hit me with one of the couch pillows, but she was laughing. “I am not giving you the details of what goes on in the girls’ locker room, you pervert.”
“Hey, watch it, this is a tricky jump.”
“Sorry,” she said, and let me concentrate on my game for a few seconds. “The locker room is different.”
“What? How? You’re getting naked in front of someone. Not just someone, but multiple someones. That doesn’t bother you?”
“It’s different,” she insisted.
I knew she’d say that. I had baited the trap, and now I sprung it. “Aha! So there are situations in which you are comfortable being naked around other people. It’s just a matter of circumstances. Is that what you’re saying?”
“I- Um. Shit. Shut up!” She punched me lightly in the arm.
“Hey! Just for that, I’m not going to help you.”
“ ‘Help’ me?”
“Yes. I, being the awesome and charitable big brother that I am, was going to help you with your little problem, but now you’ve got to deal with it yourself.”
“All on your lonesome. Had an idea and everything, but it’s gone, now. Bye bye, great idea!”
“Shawn, come on.”
“No, I’m serious. This seems like something that’s bothering you, and as your big brother I am willing to help.”
“It’s not bothering me that bad.”
“Okay, suit yourself.”
She was quiet for a while after that, and just watched the screen, while I negotiated the narrow rafters and swinging platforms of one of the game’s hidden areas.
“What’s your idea?” she finally said.
“Oh, now you’re interested?” I grinned.
She stuck her tongue out at me, but then leaned over and wrapped her arms around my chest and leaned her head on my shoulder as she gave me a hug. “I’m sorry I hit you,” she said, and kissed my cheek. “Will you tell me your idea?”
I looked down at her and nodded. “Sure.” I paused the game and she sat back from me, crossing her legs to face me fully. “So, it sounds like it’s not an issue with being naked, it’s being comfortable. Something about being naked makes you uncomfortable. Am I right?”
“What about when you’re by yourself? Like when you go to take a shower? Does that creep you out?”
She shuddered a little. “Yes. I don’t even like undressing where I can see the mirror. I feel like someone’s watching me.”
“Okay, well, seems to me that what you need to do is be naked in a situation where you’re normally comfortable, and eventually, being naked won’t bother you so much.”
She screwed up her face and gave me a weird look, but after a moment, she said, “I guess that makes sense.”
“All right. You’re comfortable here with me, right?”
She got where I was going with this. “Shawn, I don’t-“
I raised my hands to stop her, cutting her off. “Hut-tut-tut-tuh! Just hear me out. I’m your big brother, right? You know I’d never do anything to hurt you, or embarrass you, or anything like that. Not really. You’re my little sister, and I want to take care of you. I want to help you. Someday, you’re going to find a guy you really like, and I don’t want you to have this hangup and mess things up.”
She still looked skeptical.
“Look, I’ll even do it with you, just to show you there’s nothing to be scared of. All right? Mom and Dad are out. They never have to know. No one does. It’ll just be between you and me.”
Her eyes went rolled back and forth as she thought, her forehead wrinkled. She was trying to figure out if I was playing some kind of trick on her. “You won’t tell anyone?”
“Not a soul. Not for as long as I live.” I held up three fingers. “Scout’s honor.”
“You aren’t in Scouts.”
“I’ll swear by them anyway.”
She still looked uncertain, but after a few minutes, she nodded. “Okay.”
“All right.” I gestured to her. “Go ahead.”
She seemed to shrink, hunching over herself defensively. “You first.”
I sighed and rolled my eyes dramatically as I stood up, but I knew she’d never do it if I didn’t do it first. Man, this must be really hard on her, I thought. I’d never known she had this problem. How much longer would it have gone on if we hadn’t agreed to do this? What if no one had ever known, and she’d had to live with it her whole life?
Despite everything I had just said, I suddenly found myself a little nervous, because it dawned on me that I had never been naked in front of anyone else, either. Not like this. In a crystal-clear moment of insight, realized that Jen was right: the locker room was different.
I steeled myself. Best to just get it over with.
Like I said, we usually just wore sweats on Saturdays, especially if we didn’t have to go anywhere. Mine were blue, hers gray. She wore socks, I didn’t. Point is, they were comfortable, and easy to put on – and to take off.
The top came off easier than the bottoms. When I hooked my thumbs into them, I paused and reconsidered. There wasn’t really any point to not taking off my underwear too, I realized, and so, taking a breath, I pulled them both down.
Jen said nothing, she just looked. I started to get a little embarrassed because the adrenaline the situation was causing had my dick at, er, “half mast.” I wondered what she was thinking; she’d probably never seen one before. Probably.
This went on for a minute, until my discomfort grew. I cleared my throat. “Well?”
Her eyes snapped up to mine, then she just sort of looked at nothing and nodded. She straightened and put her feet on the floor, then bent down to take her socks off. Then she sat there for a bit, I guess trying to work up the courage. But soon, she came to a decision, and she stood up. Staring up at me with her big brown eyes, she crossed her arms at the waist, and in one smooth motion stripped off her top.
I really can’t say who was having the bigger moment – her, who had never been topless in front of anyone outside gym, or me, who had never seen a pair of breasts before (at least, not in real life). Hers weren’t big, but they were there, just starting to define themselves from the rest of her chest. Her pale, pink nipples were stiff, though whether it was from the chill of being exposed to air or if she was being affected as I was, I couldn’t tell.
She dropped her sweatshirt to the floor, and maintained my gaze. Like me, she simply hooked her thumbs into the waistband of both her bottoms and her panties, and simply slid them down her legs. There before me stood my naked sister. Like her breasts, her hips were just beginning to form. Between her legs I could see a bit of hair, slightly darker than the stuff on her head.
We didn’t say anything for a while, just looked. We were naked, and seeing the other naked for the first time. I admit I was a little turned on, just from seeing a naked girl, but she was my sister, and I couldn’t ignore that.
After those first few moments, abruptly, it wasn’t that big of a deal anymore. We were still the same people we’d always been, the same siblings. I was still her brother, she still my sister. We just weren’t wearing clothes.
Jen seemed to reach a similar conclusion, and at about the same time, because her eyes lost the faraway look and she tilted her head to the side a little as she asked, “So what now?” She wasn’t faking nonchalance, she was genuinely relaxed. Guess my idea had worked.
I shrugged and glanced at the TV. My video game character was frozen in mid-stride, an explosion from an enemy laser blast exploding just to his left. “Can I finish this level, at least?”
She nodded. We sat back down on the couch, and I unpaused my game. She sat on one leg, letting the other dangle off the couch, and leaned over so that her head was on my shoulder. We had done this a thousand times before, only this time, we weren’t wearing clothes. Somehow, it was both thrilling and at the same time did not matter in the slightest. We just sat there, like we usually did. And that’s all it was.
Some time later, when our parents returned and our early warning system kicked in, we scrambled. Jen snatched up her clothes and almost dove into the bathroom (flashing me, I have to admit, a nice view of her ass in the process), shutting the door behind her, while I jumped back into my sweats there in the den. When our parents came upstairs to check on us, nothing was unusual. I was playing my game, Jen was coming out of the bathroom as if she had just had to use it. Mom and Dad never knew.
Jen and I didn’t really talk about what had happened, never really made any acknowledgement of it. I guess we didn’t really feel like we needed to. But we were like that. Our parents often claimed that we could read each others’ minds. It wasn’t anything like that, of course. It was just that we knew each other really well. Obviously we knew better than to tell our parents. I never mentioned it to anyone at school. In fact, over the next few days, I nearly forgot it had happened. It was weird how not-weird it had been. You’d think hanging out with your younger sister all afternoon in the nude would make you feel weird, but it really didn’t. It was just a thing that had happened, as far as I was concerned.
But I did want to do it again. As natural as it seemed, it had also been kind of thrilling. The thought of being naked with Jen, all alone in the house when Mom and Dad weren’t there had a kind of forbidden, dangerous edge to it. Just a little. Just enough to make it kind of exciting. And I wanted to do it again.
But we didn’t, not for a while. I certainly thought about it, and I knew Jen did, too, just from the glances we’d occasionally send each other. Nothing bad or naughty or anything like that. The look you get from a person when you share a secret; that meeting of the eyes with just a little hint of a smile so no one sees. We didn’t dare do it after we got home from school. While it normally took them an hour and a half to get home, occasionally Mom or Dad would get home a little earlier, or sometimes beat us there if the day had been short or something. We both knew we wanted to wait until we had a better opportunity.
That opportunity finally came on a Friday night, almost two weeks afterwards. Mom and Dad were going out for a date night, which they did from time to time. Some movie neither Jen nor I had any interest in seeing. Pretty sure they were seeing it for that reason (hey, I get it – they need their time to themselves, you know?).
Anyway, Jen and I sent that secret look to each other as they were announcing their plans. We were good kids, like I said, so we hadn’t needed a babysitter in years. We’d have the house to ourselves for several hours while they went to the movie and then to dinner. Tonight. We would have our chance tonight.
Mom and Dad left just as the pizza guy arrived (thin crust pepperoni, the only pie we could ever agree on). We sat at the table and ate in silence, just staring at each other. I don’t know what she was getting from me, but her face was unreadable. Or, at least, I knew what I wanted to see there, I just wasn’t sure I was seeing it. Does that make sense? Anyway, we finished, tossed the rest of the pizza in the fridge, rinsed our dishes in the sink, and then we were just standing there in the kitchen.
Finally, Jen just smiled shyly at me, her hands behind her back and her shoulders rocking back and forth. She bit her lower lip, and just said, simply, “You first.”
I grinned and nodded, and tossed my head towards the stairs. She nodded and followed me up. We were in the clothes we had worn to school that day, jeans and T-shirts, though of course her shirt had that babydoll curve to it that I really liked on girls, because it showed just a little bitty bit of skin at the waist, and her jeans had a bit of 60s-style bell-bottom-like flare. I undressed in much the same way that I had the first time: shirt first, then jeans and underwear in one go.
Jen, on the other hand, had different ideas. Maintaining my gaze with a sly look on her face, she started out the same. She crossed her arms in front of her, and pulled her shirt up. Only this time, she did it a little slower, and she moved her body back and forth, sinuously, as if she were having to work her way out of it. She dropped it, and then instead of going for her bra, she unfastened her jeans, and pulled down the zipper, watching me the whole time (I’m not sure what my face looked like. If it had been anyone but my sister I would have been drooling). Like her shirt, she shimmied out of her jeans, rocking her hips back and forth. I knew it was the fashion for girls, but her jeans couldn’t have been that tight, could they?
Her bra and panties matched, I remember realizing, once her jeans were a puddle on the floor. Nothing fancy (where would she have gotten something fancy at fourteen?), just white cotton or whatever they make girls’ underwear out of, but obviously part of a set. To my surprise, she turned away, putting her back to me, and then reached behind her to unfasten her bra. She slipped it off her arms and held it in one hand, off to the side, before dropping it on the floor. Finally, she hooked her thumbs into her panties, and slid them down, making sure I had a nice, long view of her butt.
She turned back around, and for a moment, nothing happened. And then, suddenly, for no reason, we started laughing. At the same time, we both smiled, then grinned, then chuckled, and before long we were full-on laughing. I don’t know why.
But it returned things to normal. We sat down on the couch and popped in a movie. She leaned her head on my shoulder and we watched it, again as if everything were normal. Neither of us ever said anything about her little display.
That’s how it went, for months. We would just sometimes strip down and hang out like we always did, only naked. We had a strict policy of never touching the other person anyplace we wouldn’t touch them were we still clothed. Very occasionally, one of us would get bold and ask the other a question about our bodies. Does it always do that? Where did those come from? Isn’t that weird, doesn’t that bother you? Do you think you like it if someone kissed you there? Do you ever… you know? You do? Where? How often?
Gradually, both Jen and I filled out a little. Nothing much. Jen got a little more hip, a bit more breast. My shoulders got a little wider. The months got colder and we did our naked thing a bit less often because of it, and when we did, more often than not we were under a blanket.
The thought that this was “wrong” never entered my head, though I was aware that a lot of people would consider it so. Or at the very least, they would think we were really weird. Still, that didn’t keep me, and Jen, from having a very healthy fear of our parents were they to ever find out, but as far as we knew, they never suspected a thing. We were always very careful. We always did it when they were out, and we knew they weren’t coming back for at least a few hours. Once, when we got a day off from school, Jen and I spent the entire day naked. We only broke that trend once; Mom and Dad were home, but had been downstairs watching TV and we knew they were going to bed soon. Jen and I were in her room talking, and she was topless. We didn’t get caught (thank God), but we agreed the next day not to take a risk like that again.
Then came the day when all that changed. It was another Saturday, the parents were out, and Jen and I had been in the nude for some time. We were watching a movie. Jen was next to me on the couch, as usual, with her head on my shoulder. Out of nowhere, she shifted her legs up so that she was sitting on them, and hugged me, and gave me a peck on the cheek.
I gave an amused chuckle and tried to ignore the fact that I could feel her naked breasts on my arm. “What was that for?”
She sighed, and looked up at me. “For being you.”
“What’s that mean?”
“For…” She gestured to herself, indicating her lack of clothing. “This. I suddenly realized how comfortable I’ve become being naked around you. It’s really helped. I don’t feel ashamed to do it anymore, I don’t feel scared when I get in the shower.”
“Really? Well, I’m glad.”
“Yeah. I’ve really started to look forward to these little naturist hangouts we have.” She laughed.
I laughed with her. “Good. So do I. Not every day I get to see a naked girl.”
She snorted. “Almost!” We both laughed at that. I thought, we’d do it every day if we could. I had a sudden vision of us surprising our parents with the news. Guess what, Mom and Dad? We’re nudists! My daydream swung between them instantly dying of shame to them saying, “Us, too!” and stripping of their clothes. At which point Jen and I would have been terrified.
I was lost in thought for a bit there, so I didn’t immediately notice that Jen’s head, while still on my shoulder, was turned the wrong way. She was watching me instead of the TV. “What?”
I gave her a look and returned my attention to the screen, but my sister’s eyes remained on me.
I don’t know what caused her to do it, or why she chose right then, but I felt Jen’s hand move from where she had been hanging on to me to my knee. Before I knew what was going on, before I had time to say anything, she lowered her head, and a felt a warm wetness on the head of my cock.
I remember gasping. It was the shock. This had come out of nowhere, and I was paralyzed. Well, most of me – a certain part of my body was definitely responding. My dick rose and grew and stiffened inside her mouth. I felt her tongue gently caressing the shaft and I shivered when she swirled it around the head.
What surprised me was that I wasn’t disgusted, or horrified, or anything like that, at my own sister giving me a blowjob. What surprised me was the suddenness of it, and that some cold, logical part of my brain that was somehow still working was screaming that this was in direct violation of our no-touching rule. Then I thought, To Hell with that! She can break that rule all she wants to!
Jen’s head started bobbing up and down, and on every fifth or sixth one she slowed and took a bit more of me in, held it for a few seconds, and then repeated. Every time she did it I groaned, and this just seemed to encourage her.
Then I remember thinking, well, if she can break the rules, then so can I. She was nearly completely on top of my right arm already, so it didn’t take much for me to put it there all the way. I bypassed her breasts completely, heading straight for between her legs. My fingers found the patch of hair there, and then her pussy lips. I half expected her to protest, but she just moved her knees slightly apart, granting me access without a word. I intended to take it.
Jen let out a soft moan as I parted her sex with my index and ring fingers. My middle finger found the hot, slick folds inside and sought out her clit. Even if I hadn’t (correctly) guessed where it was and how it would feel, the moan of pure pleasure she let out told me when I’d found it. She briefly halted her work on me, and I felt her hips instinctively move, trying to get greater pressure from me. I was only too happy to oblige. After a few moments of teasing circular motions around it, Jen remembered what she had been doing and returned her attention to me with renewed vigor.
We kept going back and forth like that for a while. Neither of us had done anything like this, so we were having trouble doing both at once, but I don’t think either of us really minded. I certainly didn’t. Especially when she brought in the fingers of one hand to jack me off at the same time. I upped my game, too, by slipping my finger all the way inside her, making her squeal. If I thought she was wet before, she was even more so now. She’d told me she masturbated, but was reluctant to tell me exactly how. I wondered if this was how she did it. Either way, she wasn’t complaining.
After a while she slowed her blowjob to a stop, though she didn’t take my cock out of her mouth. Her body moved with my hand, fucking my finger, and she was letting out more and more urgent cries. With a bit of twisting, I managed to push my ring finger inside of her as well, and I found her clit with my thumb. She practically screamed around my cock.
After a few moments of this her whole body started shaking and tensing up. Incredibly, at first, I thought something was wrong, and I became terrified I was somehow hurting her, but after a second she relaxed and slumped forward. I could feel her skin heat up, could see a red blush around her neck. I realized that I had just given my sister an orgasm, and I felt ridiculously proud of myself. I started to work my hand again, thinking she would want more (girls can get multiple orgasms, right?), but she clamped her hand on my arm. Slowly, I withdrew my hand from inside her, and she let out a groan that sounded like half pleasure and half relief. I could smell her pussy, even from where I was. Very, very slowly, she began her blowjob again. Having just given her one, I sat back and enjoyed my own as it built up. It didn’t take much more after all that.
“Jen… I’m gonna…”
She sort of nodded, as best she could, and worked faster. Half my body – the right half, for some reason – twitched, and I knew it was coming. “Jen… Jen, here it comes…”
Even with the warning I don’t think she was really prepared for what happened. I shot my load up into her mouth and she gave a surprised half cry, half cough. She did the best she could, but I must have caught her in the back of the throat, because she couldn’t quite manage to not cough as she finished me off. Finally she gave up, sat up, and coughed once, loudly. She cupped the hand she had been using on my dick to catch the remaining streams of my come. There wasn’t much, she had actually managed to swallow most of it (I was kind of impressed), so it mostly just dribbled between her fingers. She sat back on her heels and sucked them clean, one at a time, and I recall thinking that that was the hottest thing I had ever seen in my entire life.
We sat there for a while, breathing heavily. The movie played on, but neither of us were watching it anymore. The smell of my sister’s wet pussy was heavy in the air, drops of my come were on my deflated cock and on her chin and hands, and her whole chest, from breasts to chin, was flushed.
Finally, we looked at each other, and we gave each other shy, embarrassed smiles that bubbled into nervous laughter.
“Uh. Wow,” I said.
“Yeah,” she agreed.
Jen leaned forward and gave me another kiss on the cheek, then picked up her clothes and disappeared into the bathroom. I heard the sound of the sink running. Eventually, I got dressed, and when Jen came out, she was dressed, too. Our early warning system went off before we finished the movie.
That night, as we were getting ready for bed, I heard my phone chime, indicating a text message. I had been in my room all evening after we’d eaten dinner, reading. I pulled it up – it was from Jen.
“<3” was all it said. I felt my lips turn up in a smile, and I typed back, “Just realized something.” “What’s that?” “This afternoon was the first time you’ve ever gone first.” Two rooms way, through closed doors, I heard my sister laugh, long and loud. “I love you, big brother.” “Love you too, sis.”