The Sister, Parts 1-15
Part One
The honk of a car horn interrupted a kiss with my girlfriend that had barely started.
Blatant and immediate proof of what I was trying to tell Jessica a few days ago, and you bet your ass that I gave her a knowing look as we separated from what could very well could have led to passionate kitchen sex. She just huffed and gave me a look of her own. “Hey, it’s better than if she walked in on us,” she said.
Jessica and I had been dating for almost eight months; pretty much since we met at the beginning of university. And, while there are plenty of private places to sneak away to when you can’t convince your roommate to give you the place for the night, there’s always a risk and an inconvenience that go hand in hand with the thrill of anything semi-public. So when Jess told me that we could have her family’s lake house all to ourselves for the weekend, I was ecstatic.
It was spring break.
Now that we were getting more serious, or as serious as two college first-years could be, she floated the idea of introducing me to her family. Cleverly too, might I add. Tempting me with almost ten days at the lake was a great way to soften the blow of spending a few non-stop days with parents who would no doubt be interrogating me and deciding whether or not I’d receive their approval. And, on top of that, Jessica and I would have the place for a few days before her family arrived on Monday. Every room was fair game for nudity and promiscuity, which was a refreshing change of pace from sharing a single dorm room with someone else and needing to plan out alone time. We would have a whole house, with no one else around.
At least, that was the plan.
Until Jessica’s younger sister, Natalie, asked if she could drive up on Friday too. Apparently all of Natalie’s friends ended up busy over the weekend, and she really wanted to reconnect with her older sister since they didn’t get to see each other as much now that Jessica was off at college. Since Natalie’s spring break didn’t line up with ours, she would be stuck at school while their parents visited during the week. It made a lot more sense for her to visit over the weekend instead of skipping school, and Jessica seemed to agree.
Naturally, I was torn. Being a good boyfriend meant putting my needs aside sometimes, and it was obvious that Jessica missed her sister enough to consider giving up what was supposed to be a hot weekend for the two of us. But my more selfish side was annoyed. Anything outside the bedroom wasn’t going to happen now, and her third wheel of a sister was going to be sleeping right down the hall. Having a private bedroom wouldn’t mean as much if we had to keep things as quiet as possible at night. I tried to split the difference and suggested that Natalie come up on Saturday, but the decision was pretty much out of my hands once Jessica approved the girl’s request.
“We’ll have next weekend, remember?” Jessica had reminded me.
It’s true. The two of us were originally going to have both weekends to ourselves, as her parents worked more on Friday through Sunday than they did during normal weekday hours. I would just have to be patient, and wait a full week to get the kind of privacy I thought we’d have for the first few days. Selfish sexual needs aside, it also wouldn’t be as relaxing of a vacation with Jessica’s sister constantly around as well.
“You owe me later tonight,” I said. It was playful, but a little bit true. Using the last bit of privacy we’d have for a while, I leaned back in for one more deep kiss. Separating again, I walked past her and towards the front door, “I’ll go introduce myself and help Natalie with her bags.”
“Such a gentleman!” she called after me, “Serious brownie points, babe.”
I opened the door just in time to see Natalie’s silver sedan pulling up to the end of the long dirt driveway, and went out to meet her. As she opened the car door and stepped out, I was greeted by a miniature version of my girlfriend. For a high school senior, Natalie was more cute than hot. A surprising contrast to Jessica, who was definitely the latter. Natalie was more petite, shorter with fewer curves, but still dressed to accentuate what she did have. Tight jean shorts that were fashionably torn hugged her hips and upper thighs, and a white crop top left a hint of cleavage and plenty of midriff on display. Her hair and light skin tone, however, was completely identical to my girlfriend’s.
Normally I wouldn’t just blatantly check a girl out while I’m dating someone else, especially not that girl’s sister, but Natalie happened to do a big stretch the moment she was standing up, that both lifted her top and jutted out her chest. That, and I’m used to freely checking Jessica out, and the parallels between the two sisters made it almost a reflex. I managed to bring my gaze back up to her face before she opened her eyes, and the eyes looking back at me were as familiar as the hair and skin tone on the younger girl.
“Oh, hey,” she said, with a warm smile, “You must be the boyfriend. Wow, you’re hotter than I thought you’d be.”
For a second, I was thrown, but managed to play it off with a chuckle. “Don’t be a suck up,” I teased, “There’s going to be enough of that going around when your parents get here.”
Unlike my attempt to avert my gaze a moment ago, Natalie took a moment to shamelessly look me up and down before speaking again. Then, with a shrug, she said, “I meant it. Anyway, help me with my bags?”
Without waiting for a reply, she turned and opened the car door and bent over to grab her things from the back seat. Rather than just grabbing them, she fiddled with one or two of the pockets first. The entire time, I just had to awkwardly stand there and try not to stare at her ass that was more or less right in my face as the tight jean shorts hugged her backside. She shifted her weight once or twice, drawing even more attention to her pert rear. Jessica would kill me if she caught me checking out her sister, so I made a conscious effort to not look. Easier said than done, short of outright turning around.
After what felt like forever, even though it was probably just a few of seconds, Natalie was pulling out a duffel bag and backpack. “Here you go, babe,” she said with a wink as she handed me everything but her phone, “You’re the best!”
Babe?
Jessica could have mentioned the flirty streak. With no sarcastic reply coming to me this time, I just replied with, “Pretty sure you could’ve handled these yourself.” Best to shut down anything overly friendly right away, lest Jessica get the wrong idea.
I walked back towards the lake house with Natalie’s things, and she was quick to meet my stride and walk beside me. Until we reached the porch, that is. Then the girl scurried up the stairs and placed herself directly between me and the front door.
“Yeah?” I asked, curious what she was up to now.
Natalie stepped forward and placed one of her slender hands on my chest. “Just to give you a fair warning,” she said, looking up at me with a flirty smirk, “You’re going to fuck me by the end of the weekend.”
Part Two
I was speechless.
Natalie did not just say that. It was so direct, so unexpected, and so wrong. I half expected her to break character and play it off as a joke, or perhaps this was a test and Jessica wanted to see how faithful I’d be in a situation like this. Either way, I’d only look bad if I waited for either of those outcomes to resolve. If she was kidding, and took my stunned expression the wrong way, I’d look pretty bad. If Jessica was watching and interpreted my lack of escape as something else entirely . . . Well, that would be way worse.
“Umm, Natalie?” I finally said. At the same time, I carefully took her wrist and guided her hand off my chest. Normally, I’d back up, but I was pinned enough as it was between her and the door. Short of squirming off to the side, or trying to gently push her back without making any inappropriate contact, I was stuck. “Not funny.”
She just cocked her head to the side. “I wasn’t trying to be funny. You and I are going to sleep together this weekend.”
What was with this girl?
I had no idea how to handle her attitude. She wasn’t being overconfident, or smug, or anything like that. It was more like the decision had already been made; that it was fact, not fantasy. No girl had ever been this straightforward with me, which made it all the more surreal.
“Umm, no we’re not,” I replied, forcing a light chuckle. Admittedly, Natalie was cute, but I’m not like that. Cheating fantasies may sound fun in theory, but there’s no way in hell that I’d actually do that to a girlfriend. Least of all, with her own sister.
“Let’s go inside, okay?” While I had no intention of betraying Jessica, the situation was already making me nervous. Why did the two of us take so long? What did we talk about? I was already trapped in a position where I’d have to lie to my girlfriend about a thing or two, or at least omit. Based on how she talked about Natalie, I doubt she would believe a word I said about the girl’s advances.
“Why not?” she asked, with a pout, “It’s not like Jess has to know. You’re saying I’m not attractive?”
Speaking of traps . . .
It was a totally unfair question. Not just for the normal reason, where there really isn’t a good answer when you’re dating someone else and/or not interested in them. The bonus difficulty lay in that Natalie was basically a mini Jessica. Not in personality, as I already learned, but they shared a number of physical qualities that I was attracted to. The cliché answer would be that she’s attractive, but I’m not attracted to her, except even that wasn’t objectively true. In another life, this would all be pretty hot. IF I wasn’t already dating Jessica.
“I’m not saying anything,” I said. Better to avoid playing along. Not wanting to give her another opening, I turned and opened the door, ignoring what I’m pretty sure was her chest nudging my arm from our proximity. Heading right inside, I called out to Jessica as yet another way to separate myself from Natalie before she tried to further tempt me. “Natalie’s here!” I exclaimed, as if she didn’t already know that, “Where should I put her things?”
To my relief, Jessica was right around the corner. No more opportunities for Natalie to mess with me. I still genuinely didn’t know if she was teasing or actually being serious. “Across from us,” Jessica said, “That’s her room.”
Right. I had already been given the tour. Both sisters got the corner rooms upstairs with a good view of the lake, while their parents used the master bedroom on the main floor. Then guests could take any other room in the sizable house.
“You got it,” I said. Hopefully she didn’t notice that I was the slightest bit flustered from everything outside.
“Natalie!” she exclaimed. Jessica pushed past me and flung her arms around her sister.
Rather than stick around for the greetings, I used the distraction of my girlfriend to slip away and take Natalie’s things upstairs. Better to get it done when she didn’t have a chance to follow me up and start flirting again. I knew this weekend was going to be less relaxing with a third wheel around, but never considered that Jessica’s sister was going to be such a handful. Just a few minutes with the girl, and I was already trying to figure out how I’d manage to avoid any one on one time with her.
Once I was alone upstairs, I started thinking a little more clearly. In retrospect, maybe Natalie didn’t mean any of it. She could just be a total flirt, or that could be her style of humor. Seriously, what kind of girl just walks up to a guy and says she wants to bang? Especially to her sister’s boyfriend? Concluding that she didn’t mean any of it, I set her bags outside her door and made my way down towards the voices in the kitchen.
The moment I turned the corner, Natalie bounded over and hooked her arm into mine. “Seriously, sis. He’s hot. How’d you manage to land a guy like this three seconds after starting college?”
Jessica just scoffed. “It wasn’t three seconds, Nat. And right place, right time, I guess.”
I could tell right away that Jessica didn’t suspect anything, nor was she bothered in any way about the physical contact as Natalie and I faced her arm in arm. It only confirmed my theory; that Natalie was friendly, flirty, touchy, whatever.
“Lucky you,” Natalie sighed. She slipped her arm out of mine as effortlessly as she linked us a few seconds ago. Placing that hand on her hip, she glanced from me to Jessica. “So? What’s the plan? Please tell me we’re hitting the lake. My legs can’t take much more sitting today!”
“Oh, poor you,” Jessica teased, “And what do you think, babe? I’ve been dying to try out my new bikini.”
It was her way of trying to make up for Natalie’s arrival and the interruption of what could have been a good time. While Jessica and I still couldn’t do anything like that with her sister around, she could at least show off her body by the lake. The proposal was innocent enough with Natalie standing right there, but I knew what she meant.
“Yeah, sounds fun,” I said, “Should I grab anything for us?”
“Sunscreen, towels, drinks,” Jessica said, pausing to think, “Snacks, maybe?”
Without missing a beat, Natalie piped up with a warm smile. “I can help!”
It didn’t take long for her to point out that I wouldn’t know where to find everything. This was my first time at their lake house, after all. Jessica was appreciative of the gesture, and happy to get changed while her sister and I grabbed a few things to bring down to the dock. I, on the other hand, was a little more wary.
For good reason, too.
The moment it was just Natalie and I in the kitchen, she stepped back over and took my hand. Her fingers intertwined with mine and she glanced up at me with an innocent smile. “Come on, babe,” she said, “I’ll show you around.”
Part Three
I didn’t know what to do.
The whole point of this vacation was so that I could meet Jessica’s family, and that included Natalie. They were clearly close as sisters, and I couldn’t have my girlfriend’s younger sister dislike me. If I yanked my hand away, she might get offended or upset. But if I kept holding her hand, it might encourage her to keep being touchy. She was cute, sure, and the gesture was innocent enough, but it still felt wrong doing something like that when it was behind Jessica’s back.
I guess there wasn’t a problem when Natalie hooked her arm in mine in the kitchen when we were all in there. Was this more of the same? Or had the younger girl intentionally waited until Jessica was out of sight before attaching herself to me? We had only just met, and I still couldn’t get a read on her.
“Thanks, babe,” I said, testing the waters. How would she react?
Apparently with a smile and a wink. “I knew you had a thing for me.” She gave my hand a squeeze and stopped by the door at the edge of the kitchen. “Do you think Jessica trusts us, all alone in the garage? It’s so dark, and private, and perfect for sneaking around.”
“Natalie . . .” I muttered, feeling myself flush a bit at her words. Was she serious?
“That’s my name,” she giggled, “Don’t worry, babe. Our first kiss will be somewhere a lot more exciting than a dusty old garage. Maybe on the boat? Or in the lake? I look pretty hot in a bikini! Maybe even hotter than Jessica. You’ll have to compare once we’re both changed.”
My eyes instantly scanned the kitchen and hallway beyond for any trace of Jessica. What if she heard this? They were Natalie’s words, but I could easily take some blame for how close we were standing, how we were holding hands while she talked about kissing me and alluding to how I’d be checking her out later.
As if reading my mind, Natalie just rolled her eyes. “Jessica is upstairs. She can’t hear us, don’t worry. Where do you want to make-out with me?”
“Nowhere!” I exclaimed, quickly lowering my voice, “Natalie, this isn’t funny.”
“We went over this already. I’m not trying to be funny. You’re saying you don’t want to kiss me? Not even a little peck?”
“No. I don’t.”
“Liar.” With another pout, she let go of my hand and stepped away. “If you’re going to be boring, then go grab the cooler from the garage. I’ll be right here, waiting for you to come back and change your mind. Because, let’s face it. I’m a catch, and I’m an amazing kisser. Jessica doesn’t have to know, promise!”
Oh God, was she serious? If this was only supposed to be teasing, or a sick joke, Natalie was pushing things pretty far without breaking into a smile and letting me off the hook. The worst part was, her flirting was working on some level. I could imagine her, a mini version of Jessica, wearing a bikini simply due to how she planted the image. And, with her lips pursed in a cute pout while talking about kissing, I couldn’t stay away from that visual as well. Heading into the garage without her suddenly seemed like a very good idea.
“Enough, Natalie.” Before she could come up with another flirty response, I opened the door and retreated into the garage. All I could hear before I closed the door behind me was a light giggle.
Letting out a relieved exhale from the solitude, I began looking around for the cooler. Despite my protests around Natalie, it was impossible to ignore everything she had done. Her ass in my face while she bent over to deal with her things in the car, her hand on my chest as she glanced up with those flirty eyes, and all those things about how I was hot; how she planned on kissing me, fucking me.
In a matter of seconds, I felt a faint twitch between my legs.
Fuck.
I immediately began thinking of literally anything to make the brief wave of horniness go away. Thankfully, Natalie had sent me in here alone. What if she caught the effect she was having on me, and only after a few minutes of meeting her? I’m a guy; I can’t help it. A cute girl, flaunting herself and being so direct. A younger, more flirty version of my girlfriend, at that. My body was telling me what I subconsciously appreciated about the girl, but I needed to shut that down. More importantly, I needed to avoid any more alone time with Natalie.
After taking a few seconds to get myself back to normal, I resumed my search. The garage wasn’t that big, and the red cooler was pretty easy to spot since we had all parked outside. I was tempted to wait a few minutes before going back into the kitchen, so Jessica would have time to make it back downstairs, but that would potentially give Natalie an excuse to come out and help if I was taking too long.
Choosing the lesser of two evils, I grabbed the cooler and took it inside. And regretted it immediately.
Natalie was standing in the middle of the kitchen, almost completely topless. Her crop top and bra were sitting on the island in plain sight, and she was using both hands to hold the cups of a light pink bikini against her breasts. All four strings of the top were loose, and she was looking at me with a coy smile.
“Oh, hey,” she said, “You were faster than I thought. I hope that’s not true about all the things you do.”
“Natalie!” I exclaimed. Averting my gaze immediately, in case she decided to lower the bikini top and get me in some real trouble with Jessica by flashing me and giving me a sight I’d have to forever avoid telling my girlfriend about, I took half a step back too. Maybe it wasn’t too late to go back into the garage and let her finish changing in the middle of the kitchen. Because that’s a normal thing to do.
“Good timing, actually. Can you tie these for me?” Natalie said, with another one of her little giggles, “You know, before Jessica comes down and gets the wrong idea?”
Part Four
The wrong idea, indeed.
Natalie was nearly topless. If she lowered her hands or even adjusted her grip on the bikini top, there was a good chance I was going to see her boobs. It was beyond confusing. Under normal circumstances, this would be incredibly hot. An attractive girl, walking the perfect balance of coy and sexy; not to mention the perfect balance of dressed and undressed. There was so much smooth, fair skin on display. Her jean shorts and untied pink top didn’t leave much to the imagination, yet still covered what mattered most.
“Natalie-” I began. What should I even say? Tying the strings for her like she wanted was the best way to keep the bikini top in place, but that could be yet another trap.
“Yes?”
“Just- cut this out, okay?
“Cut what out?” Natalie asked, with a small pout, “I’m just trying to get to know my big sister’s boyfriend. But if you don’t want to help me, maybe I should help you instead . . .” Little by little, she began lowering her bikini top. Each second felt like an eternity as I watched, unable to take my eyes off her breasts that were becoming more and more bared to me. The rational, faithful part of my mind knew that I should look away. But it’s difficult to think properly when an attractive girl is moments away from being topless in front of you.
She stopped just shy of exposing her nipples. A lucky break for me; or, more likely, a tease by her. I finally managed to tear my eyes away, going so far as to slightly shift my body towards an empty side of the room, but she definitely would have already noticed my staring.
“What? It’s harmless if you don’t go too far.” Natalie sauntered over, only stopping once she had circled around to stand right in front of me. Her bikini top was back to where it had started, though the way she was holding her smaller breasts created a bit of cleavage that was difficult to ignore when looking down at her. “Eyes up here, babe,” she said, immediately catching me, “Now, would you like to kiss me? Or would you rather tie me up?”
God, this was going to be a tough weekend.
Any hopes that Natalie was joking around were all but dashed at this point. I knew a handful of innocently flirty girls, but this was something else entirely. I’m pretty sure the petite girl in front of me would wholeheartedly make out with me right now if I gave her the chance. And, though I knew what she actually meant, the phrase ‘tie me up’ sparked a totally different image with the way she said it.
But I couldn’t. Horny or not, this was Jessica’s sister. Not only was that the most taboo form of cheating, but the fallout was absolutely not worth it, no matter the temptation. I would have to keep it from Jessica, forever, and also deal with Natalie’s knowing looks every single time there was a family trip like this. “I’m not kissing you, Natalie,” I said. Apparently it didn’t sink in enough the first time.
“Well, of course you’re not. Pretty sure I’d know if we were kissing; you know, with your lips on mine and all,” she winked, “Come on, just a peck? I promise you won’t regret it!”
Unlikely. “No. But I’ll tie your bikini top for you, okay?” Sooner rather than later, hopefully. Anything to get her flirty gaze and partially exposed boobs out of my face.
“Okay, fine,” she huffed, “We’ll make out later, then.”
With that, Natalie turned to face the opposite direction. I decided to not dignify her persistence with a response. It wasn’t worth it. This girl had a way of turning every single thing I said against me.
For a moment, I just took in her bare back as I waited to be handed the strings. While there was nothing particularly wrong with looking at this part of another girl, I still felt guilty for appreciating how soft and smooth her back and shoulders looked. And, even worse, I couldn’t help but briefly imagine a topless Natalie as I saw nothing but bare skin above her waist.
“Oops!” Natalie’s voice snapped me out of my momentarily distracted thoughts. “Sorry, babe. One sec.”
It took me a second to figure out what she was talking about. With her body in the way, I didn’t notice at first that she had ‘accidentally’ dropped her bikini top. But when Natalie used both of her now empty hands to brush her hair back, I realized that she was now standing fully topless in the kitchen.
Before I could even process that I was now dealing with a half naked girl standing just a foot or two in front of me, Natalie went to retrieve her top. There was a reason she adjusted her hair. Just like that, she bent all the way over. Pert rear jutting out; jean shorts hugging her even more tightly than usual. The unexpected motion brought her inches from connecting with my crotch, and I was back to inappropriately staring.
“You do know I’m eighteen, right?” Talking from her new position, Natalie turned to glance over her shoulder.
Fucking tease.
Good to know she’s legal. I was definitely more hung up on the fact that she was Jessica’s sister, but there would be yet another layer of wrongness to all of this if Natalie was a high school senior with a later birthday. She’d probably be acting exactly the same, but there would be a lot more potential trouble for me. Either way, this was still wrong for the main reason: I have a girlfriend.
“Natalie-”
“Mm hmm?”
How do you even talk to a girl who turns everything into a sexy invitation? I was trying to come up with a potentially safe reply, taking a small step backwards just in case, when I heard the worst–
Jessica’s footsteps on the stairs.
Part Five
What was I supposed to do?
My girlfriend was about to walk into the kitchen, and her younger sister was topless and just a few inches away from me. I hadn’t even done anything wrong, despite the overt temptations Natalie kept throwing my way, but it would certainly look that way even if I was innocent.
Thankfully, Natalie was better under pressure than I was. “Quick, tie me up!” Snapping back up to her feet, she muttered the directive while hugging the pink bikini top to her chest with one arm. With her free hand, she tossed each string over her shoulder.
“Umm, right.” It made sense, didn’t it? Better to help than for Jessica to walk in and jump to conclusions.
I fumbled to grab the pink strings. Natalie’s hair was still pulled forward over her right shoulder, so I had easy access to make a quick knot over her neck. In my haste, I was definitely worried that I potentially did something wrong, but there wasn’t time to dwell on it. Instead, I let the girl pass me the lower strings one by one, and I did a similar maneuver below. Under normal circumstances, I might have appreciated brushing against the smoothness of her back, but I had more pressing things on my mind.
We weren’t a second too late, as Jessica turned the corner just as Natalie stepped away in her now tied bikini top and grabbed her glass of water from the counter. “Hey, sis!” she exclaimed. Quite the little actress. Nothing in her tone gave away everything that transpired over the last few minutes, and I was actually a little grateful she was drawing attention away from me for a moment. I was more skeptical about my own ability to play it cool. “And damn, girl! Someone’s a lucky guy.”
She was right. Jessica’s new bikini was stunning. Just the right shade of blue to go with her hair and skin tone, and I always appreciated her cleavage in a tight top. Not to mention the rest of her body when she was wearing so few layers. It was just the thing I needed to keep my eyes away from her sister.
“Eww, Natalie! Don’t stare,” she scoffed, slightly turning away, “It’s weird.”
Natalie just giggled. “What? We’re sisters. Besides, I’ll always be jealous of your curves. It’s so not fair.”
Jessica didn’t dignify that with a response. “Well, babe?” she said, turning towards me. I could practically hear the follow-up question in her voice. ‘What do you think?’ It was her usual line when showing off a new outfit or a set of lingerie that she just picked out. Only this time, she went a different route. “Are you going to get changed, or what?” Right. Her sister was here as a third wheel, so of course she wouldn’t ask my impression about her new bikini right now. But she wanted to.
“Oh, yeah,” I replied, “It just took forever to find this,” I said, gesturing to the red cooler on the counter just beside me. While somewhat lying to her made me feel guilty, it was preferably to the real reason that things were taking so long.
“You had him get the cooler?” Jessica rolled her eyes, but with a smile, “Nat, it’s his first time here. There are, like, a thousand other things he could have gotten more easily.”
“But now he has the lay of the land!” Natalie said, “Well, not all of it. Can I show him upstairs? Or do you want a little alone time up there?”
This time, it was Jessica’s turn to blush. “Natalie!”
“What?”
“Nothing. Sure, give him the tour. But quickly, okay? I’ll go take the cover off the boat.”
“We’ll be quick; promise!”
I should have spoken up. Saying that I would have preferred Jessica to give me the tour would have earned me a few brownie points with her as well as avoided more alone time with her flirty sister. Except, of course, that Natalie had set things up where it would look questionable if Jessica and I went off together. And, since my girlfriend was a little embarrassed by the implication, I was once again stuck with Natalie.
My hot girlfriend sauntered past, shooting me a playful wink once only I could see her face, and grabbed the keys to the boat. “See you soon.”
Ugh, Jessica had no idea what she was doing. To her, it was a way to tease me under her sister’s nose. But to me, it was the second time one of these sisters was being secretive with their advances. And, even worse, Jessica was sparking a twitch of excitement right before leaving me with a miniature version of herself.
The moment she stepped out onto the back deck, Natalie pursed her lips in that same small pout, “Going to miss her?” she asked, “It’s okay. I’ll keep you company!”
“Look, Natalie-”
“Look, babe. We have to be quick, remember? Now, can I take you upstairs?”
God, there was no winning with her. The suggestive question wasn’t lost on me in the slightest, and I was once again stuck between playing along or blowing her off. And, unlike before, it was more difficult to avoid the subtle temptation thanks to the way that Jessica left me. It’s not like I was going to do anything. So far, it had mostly been harmless flirting, save for the little show Natalie put on earlier.
Still, I had to be careful.
“Lead the way,” I said. If she was showing me the way, then maybe she wouldn’t try to walk me around by holding my hand like she boldly did earlier.
Of course, the girl rolled with it immediately, once again taking me by surprise. “Sure thing, handsome. Enjoy the view.”
Part Six
For a small girl, Natalie had a pretty solid ass.
I had already gotten a good look at it when she was bent over to collect her things in the car earlier, though I had tried not to stare at the time. It was more difficult to look away, however, when she was ahead of me on the stairs. Her pink bikini bottoms hugged her hips tightly enough that I could actually see the shape of her pert rear as she took each step.
Looking was okay, right? That wasn’t cheating.
Since I had to keep my eyes forward anyway, since there weren’t many other options as we ascended the stairs. So, for a few seconds, I indulged myself and took a good, long stare at Natalie’s ass. Since she was wearing nothing but a bikini, I could clearly see every way her lower body shifted as she took each stair. If Natalie hadn’t said anything a minute ago, perhaps I could’ve just checked her out and moved on. But she had practically invited this; ‘Enjoy the view,’ in that lilting, innocent yet not so innocent tone. And I couldn’t really help myself from doing exactly what she wanted.
At least she didn’t glance back and catch me in the act.
When we reached the top of the stairs, Natalie just turned the corner like nothing was going on. Walking through the lake house like she owned the place; which she did, by extension. But, even after just knowing her for a half hour or so, I already suspected there was a method to her casual behavior. Not saying anything because she wanted to keep me in suspense. Or maybe playing it cool to make me think I missed my shot. Was it bad that I wanted to know?
Finally breaking the silence, Natalie said, “Here we are, babe.” The corner bedrooms were at the end of the short hall, right after the bathroom and linen closet. Now that I saw one door on each side of the girl, I recalled Jessica telling me that we’d be across the hall from her sister. Before, it hadn’t made a huge difference to me. Now, I wasn’t so sure. Both doors were open, and she gestured towards the one to her left. “So are you sleeping with Jess tonight?” Natalie asked, before gesturing to the opposite door, “Or with me?”
Fuck.
The answer was obvious–with my girlfriend. But there was just something about her younger sister. Despite her overt flirting, she didn’t come across as ‘slutty’ in the slightest. That would’ve made it easier to shut her down. Instead, it was like she was weaponizing her cuteness. Looking innocent, but contrasting that image with her words. Being clear with her intentions, yet being so nonchalant about them at the same time. And, of course, she was a visually miniature version of my girlfriend on top of that.
“With Jessica,” I quickly said. Any hesitation, and the silence would just encourage the tempting girl to make herself, well, tempting.
Natalie gasped. “Oh my God, you’re sleeping with her tonight? When I’m right across the hall? Wow.”
“That’s not what I meant.”
“So you’re not? Because then you should sneak over to my room tonight. If Jessica isn’t going to give you what you need, someone should!”
“Natalie-”
“Just think about it,” she said, with a wink. Then she turned and sauntered through the first doorway she had gestured to. “Come on, babe. This one’s your room.”
Maybe a quarter of me was actually hoping for something to happen with this girl. While I’d never make the first move, I’m not sure I’d be able to help myself if she tried something. At least, not when she kept subtly flaunting her body and verbally throwing herself at me. But the rest of me was still determined to be faithful to Jessica, as well as worried that this was all some kind of sick test. One wrong move with Natalie, and there was the chance that she’d run off and rat me out, leaving me with neither sister.
Although the more time I spent with Jessica’s tease of a sister, the more I was convinced the flirt was acting alone. It would be one thing if she made a pass at me to see how I’d react. But to play games for this long? That felt like something else entirely. And, even though I had an idea of what she was doing, I was still falling for it.
I actually hadn’t seen the bedroom yet. Natalie had arrived right before Jessica had a chance to give me the tour, and the younger girl had gone out of her way to attach us at the hip ever since then. There were two big glass doors that offered an amazing view of the lake, just like Jessica had told me about, and there was a deck just outside the doors as well. My girlfriend’s duffel bag was sitting on the queen bed, still open and a little messy; because she changed a few minutes ago.
And then there was Natalie’s ass.
The girl was fully bent over. In the kitchen, the danger was how close her backside was to brush against my crotch. In the bedroom, however, it was back to the matter of averting my gaze. I had a perfect view of all that bare leg, not to mention how her pink bottoms once again left very little to the imagination. She wasn’t just striking the pose for my benefit–well, not only for my benefit–Natalie was going through my suitcase.
“Hmm, no protection? Shame. Oh, here we are!” Natalie snapped back up with my swimsuit in her hand
‘That’s because the condoms are in my backpack.’ Except I would never give her ammo like that when she had already taunted me about ‘sleeping with Jessica.’ Instead, I just went with a simple, “Thanks.”
“Alright,” she said, eyeing me up and down for a moment, “Strip for me?”
Part Seven
The surprise on my face must have been obvious.
Strip? Surely Natalie couldn’t be serious.
And yet, I couldn’t help but notice the look on her own face. Interest, and curiosity, as she gave me that once over. It was one thing when she teased me by flaunting her own body, but the thought of reciprocating in a similar manner was something else entirely. I couldn’t do that; I had a girlfriend. Either Natalie was flirting with me just for the sport of it, or she actually wanted me. And it was my job to somehow thwart the advances of a sexy girl who was throwing herself at me.
“Natalie, I’m dating Jessica,” I said. The best way to deal with teasing interest was to be direct, right? “You and me? It’s not happening.”
Instead of the cute pout that I expected based on her response to my last few ‘rejections,’ she dropped her jaw for a moment in exaggerated shock. “Jess is my sister!” she exclaimed, “I’d never dream of stealing you away from her like that.”
Says the girl who openly stated that she wanted to fuck me. But if she was dropping it, then I wasn’t going to complain. The fantasy might be hot, but the reality would be a nightmare. “Good. Then-”
“But I do need to make sure that she’s being satisfied,” she said, cutting me off, “So I’m going to have to try you out for myself. Don’t worry. I’m sure you’ll pass with flying colors, and then you’ll have my approval for life!”
Just like that, we were back. “Natalie-”
She sighed dramatically enough to cut me off. “Fine. If you’re going to be a prude about it, then you don’t have to strip all the way. Just let me take your shirt off, okay?”
“Umm . . .”
“What? There’s nothing wrong with a guy being shirtless. Is it really that big of a deal if I help you out? It’s harmless. And what Jessica doesn’t know, won’t hurt her. Right?”
I hesitated for a moment, weighing her words. She had a way of explaining things in a way that made sense, while also addressing the potential issue instead of avoiding it. It’s socially acceptable for a guy to walk around without a shirt on, sure. The rest got a little hazy, however. It wouldn’t necessarily be a big deal for Natalie to ‘help,’ but it also wasn’t exactly appropriate. Though she was right; Jessica wouldn’t know.
But I would. And Natalie would.
It really was tempting, when coming from a mini-Jessica who was wearing nothing but a skimpy pink bikini. Still, I couldn’t in good conscience let her strip me, could I? Even if it was just my shirt. “Look, Natalie . . .”
I barely made it that far. She stepped forward and placed both of her hands on my shoulders, looking up at me with deep eyes and a soft smile. “It’s okay. You can trust me,” she said. Never taking her eyes off mine, her soft hands trailed down my chest, over my abdomen, and paused at my waist. I’m not sure whether or not I would have let her roam further; thankfully, she didn’t put me in that position. Instead, she began fiddling with the hem of my t-shirt. “Ask me, babe.”
For a second, I was too stunned to speak. The last thing I expected was that kind of contact, but her touch felt too good to ignore. Instead of the gentle way Jessica tended to glide her hands from point A to point B, the way I had gotten used to after only being with the same girl for a few weeks now, Natalie kept full contact the whole time. Her fingers and palms fully pressed into me on the way down, only leaving herself enough space to continue the movement without too much friction. If that wasn’t enough, the eye contact was impossible to ignore. Her gaze was expectant, yet patient. There was an innocence to it as well, despite her not so innocent actions.
“Ask what?” I finally managed to get out. With one touch, one drawn out movement, it was like the entire dynamic between us had changed. I was still mentally present enough to be aware of who she was and why we shouldn’t be doing whatever we were doing, but I didn’t have nearly as much resolve as I did a few minutes ago.
Natalie slipped her hands underneath my shirt and rested them on my bare sides, just above my waist. They were soft, and warm. And too still, now that I had experienced what it felt like when they were more active on my body. “Ask me to take off your shirt,” she simply said. “No, wait. Ask me to strip you. That’s more fun.”
“Just my shirt?” I hesitantly asked. This was harmless, according to Natalie. Not technically cheating, right? Just like when I stole a glance or two on the way up the stairs, it’s not like we were actually doing anything. She would just be removing my shirt. In the back of my mind, I knew it was wrong, but told myself it was fine as long as nothing happened.
“Mm hmm,” Natalie hummed, with a small nod of her head, “But I have to hear the magic words,” she said. Her fingertips idly traced my bare sides, and her eye contact was as casually fearless as ever. “‘Please strip me, Natalie.’ You can handle that, can’t you?”
I found myself nodding as well. Like she said, it wasn’t a big deal. Guys took their shirts off all the time, often in public. She was just helping me out. Totally harmless. Obviously, this had nothing to do with the fact that Natalie was a hot eighteen year old with amazing hands and captivating eyes. Obviously.
So, with barely any hesitation, I said it.
“Please strip me, Natalie.”
Part Eight
“Good boy.”
I don’t know why, but those two little words had quite the effect on me. For starters, no one had ever said it to me before. It was one of those things that you didn’t realize you wanted until it was offered to you. And to be spoken to like that by a younger girl? It didn’t come across as patronizing in the slightest, but it was still unexpected and confusing all at the same time.
If there was something I should have said in response, I lost my chance pretty quickly. Now that Natalie had succeeded in getting me to ask her to strip me, she got right to work. Teasing as ever, the girl slowly lifted my shirt. Whatever fingers weren’t involved in gripping the dark fabric remained on my bare sides. I could feel them tracing upwards, and could follow her gradual pace. Her eyes hadn’t left mine in quite some time, and we stood in suspended silence until she finally broke it.
“Arms up, babe,” Natalie said. While she waited, her hands casually rested on my chest. Soft, and warm, and gently pressing into my bare skin with the unspoken excuse of using them to keep my shirt from falling back down.
It was getting difficult to resist her. With barely any hesitation, I lifted my arms so she could continue my shirt’s journey. It was easier to justify things this time around, as letting her take the shirt off completely was more ‘appropriate’ than delaying any action and letting her hands remain where they were. Granted, the right thing to do would be shutting this whole thing down and getting some privacy to change. But it was impossible to ignore how good her touch felt, and I was admittedly curious what she was planning. As long as it didn’t cross any serious lines, I was willing to indulge myself now that Natalie had worked her way past my first line of defense.
Natalie lifted the black v-neck past my shoulders and over my head, and surprised me with yet another move right as soon as I lost sight of her. All of a sudden, I felt her chest pushing into mine. She must have taken a step or two forward, and her bikini top didn’t do much to hide how her smaller breasts felt against my body.
If I was single, this would have been something else entirely. Despite the temptation, however, I tried to take a step back. Honestly, I wasn’t sure where the next line even was now that Natalie had blurred the first one so much, but something told me that this was inching too close to it. She was ready for me, like always. “Come on; stay,” she said, “Be brave.” Both of her hands gripped my bare sides again, softly yet assertively; this time, without my shirt in the way. She pulled me back towards her, simultaneously pressing herself forward into me.
Still blinded by the v-neck, I had to make a call. Natalie probably wanted me to finish the job of taking off my shirt, as the new position of her hands meant that my arms were already trusted to hold it in place around my head. If I didn’t finish stripping my top half, I’d either be stuck as we were, or I’d somehow have to pull it back down while the two of us were so intimately connected.
The thought of Jessica crossed my mind, and I was instantly at war with myself. Be faithful, and push away the hot girl throwing herself at me? Or keep playing along with Natalie, and hope that I don’t do something I regret when the brain below my waist was the one making more of the decisions?
Natalie must have sensed my inner turmoil, or perhaps she was just impatient. “You are brave, aren’t you?” she asked. Idly rubbing back and forth with her thumbs as she held me close, I could feel her breasts shifting against me as she adjusted her body’s position.
“That’s not fair.” I began pulling the top over my head, not wanting to be awkwardly stuck without seeing anything, while I tried to address the girl’s question. Of course I was brave, but a ‘yes’ was instantly going to be used against me in this context. But I also couldn’t say ‘no.’ Not only was it not true, but I could already imagine how she might use it against me. ‘That’s okay. I’ll teach you, babe. THIS is how to be brave.’ Fuck, that was a dangerous string of thoughts. A fleeting fantasy conjured up in the moment, and one that made me lean a little more towards Natalie as I continued my internal struggle.
The first thing I saw was Natalie’s face, mere inches from mine. I guess I should have expected her to be so close, considering how our bodies were pressed together above the waist, but nothing really prepared me for the mischievous smirk and expectant eyes she was greeting me with. “What’s not fair?” she murmured, leaning in the slightest bit and ever so slightly cocking her head to the side.
God, it would be so easy to lean forward and kiss her. It honestly wasn’t even our proximity; instead, I found myself melting against her wildly attractive expression. It conveyed a sexy confidence, with just a dash of cuteness that made her all the more tempting. Not to mention how wrong this all was, which was both nerve inducing and yet a little bit hot at the same time.
“You know what I mean.” Rationally, I knew I should slam on the brakes. Push her away. But I couldn’t. Natalie’s stare was intoxicating.
She leaned further forward, gracefully lifting up on her toes to put herself closer as well. “If you’re brave,” she whispered, closing her eyes and nudging my nose with hers, “Then prove it.”
Natalie lightly brushed her lips against mine . . .
Part Nine
If this were a build-up to a normal kiss, my eyes would have been closed the moment she started leaning in.
But this wasn’t a normal kiss. It was Natalie; it was Jessica’s younger sister. Even as her lips briefly made contact with mine, I found myself with my eyes still open. Rather than being met with her usual smirk and flirty glances, I was faced with a more vulnerable expression. Eyes closed, lips slightly pursed, and patiently waiting for me to decide whether or not to meet her halfway.
Honestly, this would have been a lot easier if she just fucking kissed me. Then I would have an excuse, and could blame her a lot more easily. I mean, she had laid out her intentions from the very beginning, even if I hadn’t taken her seriously at the time. This was all Natalie. Flaunting her body, ‘innocently’ teasing me with her words and her actions, and now putting her hands on me and setting us up for a kiss. But now, she was waiting. Just like I had given in and asked her to take off my shirt, I was going to have to cave for this and be culpable as well.
Looking at her was too tempting. Too many similar features to Jessica and, admittedly, Natalie currently had that softly intimate look that would make just about any guy melt. The most appropriate and faithful thing to do, of course, would be to step back and walk away. Instead, I split the difference and closed my own eyes. Foolishly thinking that it would help, that I’d find some clarity by blacking out the image that was giving me such pause. Instead, it only drew attention to all the physical sensations I had only peripherally been aware of so far.
Natalie’s hands, on my now bare sides. They were never fully still; her fingers idly traced up and down, reminding me of their presence, alternating with a small circle or two of her thumbs every now and then. I could also distinctly feel both of her breasts as they pressed against me, soft yet firm enough to make out her smaller form even through the pink bikini. And finally, her lips. Not just their proximity, the way that she brushed them against mine a second time in an attempt to encourage me to close the rest of the distance, but also the way her warm breath washed over my own lips.
Fuck.
“Natalie, we shouldn’t,” I whispered. The words were more for me than they were for her. Clearly she had no shame when it came to doing something like this. Was this a habit of hers? Did she make a sport out of trying out her sister’s boyfriends? I wasn’t vain enough to believe that I was somehow special enough to draw her eye after all of two seconds, but this could also be a new venture of hers for all I knew.
And did it matter? Right now, it was me and her. It was difficult to think about the rest of the world when I was wrapped up in Natalie’s warmth and tempting touch.
“It’s just a kiss,” she quietly replied, “It doesn’t mean anything. You don’t like me, do you?”
No, not really. I mean, we literally just met. Every second of silence that passed after her question, however, could have implied the opposite. So without thinking much about where she might be taking this, I said, “No. I like Jessica.” Once again, more for myself. While it felt like we had already crossed a line, there was still time to tap the brakes. Except everything she was doing felt so good, and it would be so easy to just go for it. Clearly she wanted it. And it’s not like I didn’t want it.
It was just, well, wrong. She was my girlfriend’s sister. And, even though she was eighteen, she was also in fucking high school. Wrong. Wrong, wrong, wrong.
“So, what’s the harm?” Natalie shifted her weight, pressing a little further into me and settling her lips against mine. Still not kissing me, but positioning herself in a way where I physically felt each word she formed. “No feelings. No pressure. Just fun.”
What, friends with benefits? In the most taboo fashion possible? “Natalie-” I began, but had no idea how to continue. Especially when talking on my own just drew further attention to how our lips were almost fully pressed together without actually kissing. The way her boobs were pushing into my chest caused another twitch below my waist, and it took a bit of willpower to stop that from turning into something more. The last thing I needed was for Natalie to have undeniable proof that she was having an effect on me, though the fact that we were still here like this was probably enough of an indication.
“Hmm?” she responded. Humming into my lips and slightly parting her own, she softly sighed, “Come on, babe. I know you want me.”
She wasn’t wrong.
“It doesn’t mean anything?” I asked. One more time. I needed to hear it one more time, before giving into my desires. Ironically needing validation from the very girl who would have no problem saying just about anything to make this happen.
“Of course not,” she said. Even when Natalie’s voice was little more than a whisper, the lilting tone was still there. But now that we were here, now that we were so close to doing something that was wrong in so many ways, the girl’s voice was a lot more seductive than it was flirty. “And no one has to know.”
“No one has to know . . .” I echoed.
As in, not Jessica. But as I teetered over the edge, taunted and baited and strung along by the cute bombshell before me, it was getting more and more difficult to think about my girlfriend. She wasn’t here right now. But Natalie was, and she was right. I wanted her.
Unable to resist any longer, I went for it.
Part Ten
My first kiss with Jessica had been tame.
It was one of those ‘first date’ kisses you share at the end of the night; a peck to affirm that you both had a good time. Not that I would have been opposed to something more, of course, but I usually aimed for the more patient and respectful route to play things safe and not push my luck. If a girl wanted more than that at the end of the night, she usually wasn’t shy about communicating as much.
Natalie was nothing like her older sister. After so much suspense, it was like a dam had broken. Instead of water, however, it was sheer passion. Our lips crashed together, and all bets were off as she locked hers with mine. So far, I had managed to keep my hands to myself, though they had reflexively moved towards her once or twice throughout the last few minutes of teasing. As we began making out, I could no longer hold myself back. Matching the intensity of her kiss, I gripped her bare sides just underneath her bikini top.
Once I was there, I discovered that it wasn’t good enough. Her skin was so smooth and inviting, and I wanted more of Natalie’s tempting body as she both pulled me into her and pressed herself against me at the same time. My hands shifted until my arms were wrapped around her. One hand held her upper back, ready to untie the strings of her bikini at a moment’s notice; the other hand rested on her lower back, poised to reach lower. Our bodies were pretty flush already, but I made a point to match her energy and pull her even closer.
I was rewarded with a hum against my lips. It was the lightest little moan, but the way I could feel it through our connection was wildly arousing. Natalie was also a really good kisser. She had told me as much, of course, but experiencing it was a lot different than the fleeting image/fantasy her words had created earlier. Normally making out with someone for the first time required some degree of adjustment as you got used to their lips and their style. Not with Natalie. She seemed to fit against me perfectly, and there was never an awkward moment as our lips met again and again. Even the small breaks were sexy. After a deep kiss, she would round it off with a light nibble, or a playful lick, or a sultry sigh. The girl’s warm breath against my lips was as intoxicating as all the physical sensations. Anything and everything she did sparked more passion and lust from me, and I continued the hot make-out session with her without any reservations.
Just like my hands were more or less acting of my own accord, the twitch or two below my waist from before was developing into a more noticeable hardness that wasn’t going to go away any time soon. Especially not after Natalie noticed. It wasn’t just her chest that was pressed against me; the moment she felt my member shift between us, she gently grinded her hips in a way that instantly coaxed me to full attention.
“Mmm,” she purred against my lips. Her hands trailed from my sides to my waist, and she slightly separated herself from me; just enough so her fingers could begin toying with the button of my jeans, but not undoing it. At least, not undoing it yet. She just found a good grip and gave a small tug to further announce her presence. “Ask, babe,” Natalie whispered.
I knew what she wanted to hear. It was the same as before, only this time I didn’t hesitate in the slightest to go along with it. “Strip me.” My voice was just as quiet, as we spoke to each other without separating our lips. Deep down, I knew that this was wrong. I was making out with my girlfriend’s sister. A fucking eighteen year old finishing up her last semester of high school. But Natalie was right–I wanted her. And the further we went, the more difficult it was to think clearly. Wanting something and taking it were two different things entirely, but we had long since crossed that line.
“Strip me, what?” she asked. Her hands stopped their idle movements. They simply rested in place, and I immediately picked up on the teasing threat. If I didn’t play along, this could all easily stop.
“Strip me, please,” I said, without missing a beat.
A second later, I could actually feel her smirking against my lips. “Close,” she replied. Her lips sank into mine for a long, almost intimate kiss. One hand kept its grip on the waistband of my jeans, while the other roamed downwards, inch by inch. With the lightest touch, she grazed her fingertips against the tip of my shift. The fact that I was wearing clothes made it even more of a tease; as I could barely appreciate the feeling with the layers in the way. “Strip me, Natalie,” she corrected me.
I could hardly stop my body from reacting. My hips shifted forward, trying to meet her hand for a more satisfying touch than the first one. No luck. For every bit I moved towards her, Natalie drew her hand that much farther away. It was always within reach, always brushing against the sensitive spot it had found, but never enough for me to get anything from it. “Fuck you.” I knew exactly what she was doing, but felt powerless to stop it. This was her game, and I was just along for the ride. Of course, that didn’t mean I couldn’t call her out on things.
“Soon, babe. You can fuck me in a minute.” Her flirty tone was back, lilting and dripping with seductive confidence. “But first, say the magic words.”
The way she twisted my words should have been frustrating, but I could only think about how hot it sounded in her voice. Not wasting a second, I locked lips with her to show that I could be assertive, too. Then, I murmured the phrase from earlier.
“Please strip me, Natalie.”
Part Eleven
“With pleasure.”
We were too close together for me to actually see the smirk, but I could practically sense it based on her tone. I felt another light stroke of her fingertips over my jeans, and foolishly took the bait and tried to shift my hips forward like before. Once again, I was denied; Natalie’s hand retreated upwards this time, to meet her other hand at the button of my jeans. She didn’t tease me this time around, however, and wasted no time in undoing it.
I was in too deep at this point to slow down, and found my own hand pulling on the string of her bikini top to undo the loose knot. Last time, I had averted my gaze when she had been dangerously close to revealing her chest. Now that we were here and my brain was doing less of the thinking, however, I was determined to see what Natalie looked like topless. The fucked up part was, a part of me was interested in comparing her to Jessica.
Instead of stripping each other during a passionate kiss, this was more like a neverending moment of suspense. Inch by inch, Natalie lowered my zipper and I finished untying her pink top. Our lips brushed a few times, breaths mingling as we stood intimately close to each other. It was like we were daring each other to make the first move.
Once my jeans were properly loosened, Natalie’s hands trailed up to grip the waistband on opposite sides. There was something about the way she never broke contact that was subtly arousing, which just added to everything else she had done to ensure I was thoroughly lusting after her. I paired my upward movements with her own, tracing the smooth skin of her upper back with my fingers until I could untie the second set of strings still gently knotted on her neck. She must have rushed the job when Jessica arrived downstairs earlier, as it barely took one tug for the strings to become undone.
The bikini top fell to the floor between us, and Natalie was quick to step forward and press her bare breasts against me. Shifting her head forward, she pressed her lips to my ear. Just like how we just were, there was a long moment of silence and stillness as I took in all the points of contact. Her hands, on my hips. Boobs, against my bare chest. Soft breathing, which I could feel both from the proximity of her lips and the way her chest slightly rose and fell against mine.
She finally broke the spell with a light nibble and a sultry sigh. “Do you want to fuck me?” she whispered.
There was only one answer. “Yes.” My hands trailed back down from her neck until I was holding her bare sides. I wanted to explore her chest, to see just how those small, perky breasts felt in my hands, but had to settle on my palms resting on their sides for now. Due to the way our heads were positioned, I was fairly close to Natalie’s ear as well, and guessed that she might want to hear some more ‘magic words’ to keep this going. “I want to fuck you, Natalie.”
“Good boy.” The same ‘praise’ from earlier. She said it so casually, yet it struck even more of a chord when murmured in my ear. Taking a second to make sure she had a good grip on both pants and my underwear, Natalie gave a small downward tug. Little by little, teasing as ever, the cocky girl pulled my clothes down until she succeeded in freeing my dick that was thoroughly hard from everything she was throwing at me. “You know,” Natalie said. Apparently deciding that she had stripped me enough for the time being, she softly wrapped one hand around my exposed shaft. Without even a squeeze or a stroke, it was enough to make my member pulse and maintain a full erection from her touch, “It’s not too late to call this off. I mean, I am your girlfriend’s little sister. That doesn’t bother you?”
Fucking BRAT.
Of course I knew that. It was a much bigger hang-up than her age, since knowing she was eighteen and just a year younger than me offset the fact that she wasn’t due to graduate for another couple months. Cheating was harder to justify, particularly considering who I was doing it with. And just when those thoughts had come close to disappearing into the depths of my mind, Natalie brought them right back to the surface. The shameless girl had waited until we were both nearly naked, until my cock was in her fucking hand.
A part of me was tempted to push her away. Less because of my need to be faithful to Jessica, and more to keep Natalie from getting what she wanted. But I couldn’t. I knew exactly what she was doing, but I was too hot for her to stop it. Of course, it did bother me on some level. She probably knew so, but I still wasn’t going to give her the satisfaction of saying it out loud. “It doesn’t mean anything,” I muttered. Her words.
“No one has to know,” she replied. The other little mantra she had coined a few minutes ago. Only this time, it came with a condition. “IF you do a little something for me.”
Whatever resolve I had in terms of pushing back against the girl’s games, more in the name of ruining a bit of her fun rather than actually trying to get myself out of this fucked up mess, instantly crumbled when she lightly squeezed while simultaneously sighing a borderline moan right into my ear.
“. . . What do you want?” I hesitantly asked.
“Nothing you can’t handle, babe,” she said. Pulling back so she could meet my eyes, while keeping us positioned just how we were, she gazed up at me with a seductive smirk. “I want to hear the words. Tell me exactly who you want to fuck.”
Part Twelve
“I want to fuck my girlfriend’s little sister.”
The words slipped out of my mouth before I could stop them, echoing her phrase as an answer to the question. I was just saying what I had to; although such justification didn’t really work that well when the statement was undeniably true. It had just been a lot easier when my reluctant lust had temporarily buried the important details along the way.
“Good boy,” Natalie purred. Right away, her idle touching below turned into a more active grip. A few pointed tugs put me dangerously on edge, since I was already hard simply from her hand’s presence down there. If I was the one handling myself, I could be a little more deliberate about the pacing. But this was the work of the eighteen year old temptress, and she was about to ruin what was supposed to be reserved for her tight, young body. “Forget about Jessica. I’m a better fuck; trust me.”
She knew exactly what she was doing. If her touches alone weren’t enough, the mental image of screwing her added fuel to the flames as well. “Natalie-” I started. Fuck, I was NOT about to get off to a fucking hand job after all this.
“I know.” She said the words in a pout, before nervously biting her lip. Except it wasn’t nerves at all; she was just putting on a show. Her gaze dropped to my manhood during the moment of false innocence, but then her deep eyes flitted right back up to meet mine. “You do want to fuck me, right?” Her question was punctuated with a deft squeeze and subtle jerk that almost made me lose control right then and there.
Blurting out an impulsive, “Yes,” I tried to figure out how to make that happen. My hands were still holding her bare sides, but I couldn’t do much to reposition Natalie while her grip below had me in such a precarious spot.
Before I could figure out what the best move was, she decided for us. “Then let’s do this, babe.”
Out of nowhere, she dropped to her knees.
It all happened so fast. There was some grace to it, but I was still caught completely off guard with how quickly she made it down there while somehow keeping her eyes on mine. With one more effective tug on my hardness, I caught the glimpse of a smirk before she parted her lips and effortlessly drew me all the way down her throat.
I was gone in an instant. Her mouth was warm and inviting, and the way she closed her eyes while taking me made the whole thing even hotter. A topless Natalie, a mini Jessica, going down on me. She let me simply sit in her throat for a few seconds, almost showing me that she could easily handle it without flinching, and then worked her way up and down my shaft with a few bobs of her head.
The last bit of resistance I had was shattered when she got her tongue involved. Unable to help myself, I thrusted into her movements and exploded just a few seconds later. Quietly grunting in pleasure, I released my load in several bursts into her waiting mouth. Natalie kept working me, swirling her tongue around my cock and practically encouraging every last pulse until I was satisfied. At some point, I realized that I was grasping her hair and holding her in place, but couldn’t remember when I first grabbed it. The grip was probably completely unnecessary, too, as she seemed more than happy to stay right where she was whether I was involved in keeping her there or not.
Natalie stayed on her knees and adjusted her technique every few seconds. Despite how frustratingly early I ended up losing control, it was hands down the best oral experience I ever had. The girl matched my rhythm perfectly, and coaxed me perfectly through the whole thing with her throat and tongue. Even at the end, she made the effort to gently suck out the last few drops, finishing things off by flicking her tongue out to lick the tip as she finally allowed me to pop out of her mouth.
My amazement was fleeting, however. As I came down from the incredible peak, reality began creeping back in. Fuck. Fuck, fuck, fuck. FUCK.
Natalie’s eyes fluttered open and I found myself face to face with the sobering image of who I just had a wildly inappropriate experience with. It didn’t matter how good it felt. This was Natalie’s sister. It’s not like that was news; I had thought it a dozen times already, and said it out loud at her request pretty recently. But that was when she had tempted me enough that my lust won out over my more rational mind. Instantly letting go of her hair, I found myself more confused than ever. Because yes, there was a lot of instant regret and guilt about what we had just done. And yet, there was an undeniable hunger for more of her in the back of my mind, despite the post-nut clarity.
And she looked so damn pleased with herself.
Standing back up as my grip on her hair loosened, Natalie scooped up her bikini top along the way. With her other hand, she took my wrist and pulled me fully away from her locks so she could step back. For a moment, I was grateful for the healthy distance while I was so flustered and conflicted about what we had just done, until I found myself faced with a whole new temptation. Before, we were too close for me to get a good look at her; there also wasn’t a great angle when she was on her knees. But now? I had an unfettered view of her bare chest.
“Better than Jessica?” she coyly asked. That could’ve been referring to a few different things. Without waiting for a reply, she just brushed her hair back and smiled. “One hole down, babe. If you’re a good boy, you might just get to fuck the other two before midnight.”
Part Thirteen
Natalie stood there, content and confident in her topless state. I couldn’t take my eyes off of her, and she knew it. Her pink bikini bottoms made it so she was more or less just wearing underwear. Other than that, however, every inch of her was on display. The girl was a perfect combination of cute and hot, and it was obvious now that her youthful innocence was just a mask. In the bedroom, she was bratty at worst. At best? A fucking seductress.
“Look, Natalie . . . ” I began. Forcing my gaze upwards and away from her bare breasts, I found myself at a total loss for words. Because as badly as I wanted to insist that this was a huge mistake, Natalie was still offering herself up for me. And now that I had a taste of how good she was in comparison to my girlfriend, as well as the visual temptation before me, my faithfulness was continuing to waver. Could I still use the ‘turned on’ excuse after my recent release?
She just smirked. “Yes?”
No. This was a terrible idea. “Please get out. And swear that this stays between us.” I just needed her gone so I could sort all this out. Jessica and I were perfect for each other. Natalie was literally just sex appeal, as it’s not like I knew anything about her aside from the bits and pieces I heard from Jessica talking about her family here and there. Even if Natalie was better in the bedroom, which was very likely considering the talents she had already shown me, that wasn’t enough of a reason to risk blowing up my relationship. I quickly pulled my underwear up to cover myself, belatedly realizing that trying to push Natalie away while my pants were halfway down my legs wouldn’t be the strongest move.
She took a deep breath, followed by a dramatic sigh. It was enough to make her chest rise and fall, which could have been intentional. The motion was noticeable enough from a few feet away that my eyes were drawn back down for a split second before I focused above her neck again. “Kicking me out? Rude.”
“I’m serious, Natalie. You can’t tell anyone.”
“Don’t worry; I don’t kiss and tell. Or, in your case, suck and tell,” she winked, “So, when are we fucking? And where? Ooh, I’ve never done it on the boat before!”
“No, we’re not-” I cut myself off. Saying it out loud felt like a bad idea. Like Jessica could overhear this conversation at any given moment, even if I had no control over what her sister was saying. “We’re not doing that.” Speaking of my girlfriend, it wouldn’t be long before she started wondering what was taking the two of us so long. And, now that Natalie had gone down on me, I was left in a position where I’d have to play it cool and pretend that nothing had happened aside from dawdling. Not to mention that this was already a secret I’d have to take to the grave in our relationship, which was one of the many worries I had before; the last thing I needed was to do more with Natalie.
She gave me another one of those cute pouts. “You just said this stays between us. And it will. So, like, why won’t you fuck me?”
Unbelievable. “Why do you think?!” Was it not obvious?
“You said you wanted to,” Natalie reminded me. Taking a step forward and looking right into my eyes, she echoed my words from earlier. “I want to fuck my girlfriend’s little sister.” Another step. “And you meant it, didn’t you?” Sauntering over to me, just like she did downstairs, she gently took one of my hands and began lifting it while looking up at me with those ‘fuck me’ eyes.
There was nothing forceful about this latest advance. Or any of her advances, honestly. I was more than capable of pulling my hand out of her delicate grip, or taking a step back, or pretty much doing anything to stop whatever the eighteen year old vixen was instigating this time around. But I didn’t. All I could do while staring into those captivating eyes was say, “We shouldn’t . . . ” while letting her place my hand on one of her bare breasts.
“Hot, isn’t it?” Natalie smirked. She held my hand on her chest and guided my fingers into a small squeeze. “You want to fuck me, but you shouldn’t. And it would be such a shame if you didn’t. I’d bet you anything that I’m better in bed than my sister is.” Her other hand landed on the front of my boxers and she brought me back to my fullness with just a single touch through the thin fabric. “Plus I’m cuter.” She led my thumb to brush her nipple, taking a shaky breath from the sensation. Fuck. Apparently both sisters were sensitive to that motion.
That bit of knowledge was confusingly hot, as I reflexively began wondering what else their bodies might have in common. In a way, it was like having a cheat sheet, though I doubted all of the answers would be right. “Natalie, wait . . . ” I murmured. She was exactly right. I did want her, but that didn’t mean I should be acting on that desire. Easier said than done, when I was feeling her up for the first time and once again hard in her hand.
“If you want to stop, say the word.” Giving me the choice, yet making it impossible by punctuating the offer with a light squeeze below. How could I deny her? I had only just been given the opportunity to explore the chest I had been eyeing for what felt like ages, and her touch was magically teasing. And those fucking eyes . . .
I knew it was wrong. Just like before. But instead of voicing for the hundredth time that we shouldn’t be doing this, I simply gave a squeeze of my own to the soft breast I was palming.
Natalie just smirked again. “That’s what I thought.”
Part Fourteen
It was like I was in a trance, yet fully aware of what was happening at the same time. My hand moved of its own accord, exploring Natalie’s bare breast with yet another soft squeeze. Without her guidance this time, I brushed my thumb across her nipple in the way that seemed to make her react before. Sure enough, she slightly tensed just like Jessica from the sensitive spot they had in common.
Still idly smirking, she looked up at me and quietly said, “You can have the other one, too.” With a single finger, she traced up the entire length of my hardness over my boxers. Just enough pressure to ensure I stayed that way, while effectively teasing me at the same time. “If that’s what you want.”
There was no excuse. I had been given ample opportunities to put a stop to this, and this was a choice Natalie was letting me make all on my own. Gently groping her, instead of pulling away from her bare chest. And now, slowly raising my other hand until I was palming her opposite breast. Despite how I was feeling her up, a small part of me was desperately trying to be faithful even after the most amazing blowjob I had ever been given. “Natalie . . . ” I muttered. Meeting her eyes and trying to communicate how wrong all of this was without managing to even remotely find the words. Inappropriately touching her, but at least having the self control to keep my hands still for the time being.
“It’s okay,” she said. Her hand below took more of a grip around my shaft as she never once broke eye contact with me. “I won’t tell.” Slightly pushing forward into my hands, nonverbally nudging me to play with her now that I had a mirrored grip on her smaller breasts, she continued, “And you won’t tell, will you?”
Of course I wouldn’t. Jessica would murder me. My reputation would never recover, either. It was the worst possible kind of cheating, and we weren’t exactly attending the largest university. If I wanted to keep my girlfriend and our friends’ respect, then no one could ever find out about this. “No, but-”
“But nothing, babe. We’re just having some fun, aren’t we? It doesn’t mean anything. And you can’t deny that I turn you on; maybe more than Jessica does.” She delicately tugged at the waistband of my boxers, and then snaked her hand inside until her fingers were wrapped around my bare hardness. Like before, it was more of a teasing grip that kept me at attention without pushing for anything more. Yet. Then, after giving a small squeeze, she asked, “Do you want me to stop?”
That wasn’t fair. I obviously didn’t want her to stop. Her soft fingers were just as skilled and as tempting as before. It’s more that we needed to stop. Like, a long time ago. And her question was calling back to the out she had recently given me, where all I had to do was say the word. I had the power to end this right now. But, at the same time, the knowing tone as she asked made it more rhetorical than anything else.
Sensing my hesitation, Natalie spoke up as she idly traced up and down with her fingertips. “How about this? If you don’t want this, drop your hands. Easy enough, right?” Fuck. She was going out of her way to make it as easy as possible for me. Now I didn’t even need to say anything, as the seductive girl had made it pretty clear that she was capable of twisting each and every one of my words if she wanted to. Going on, she said, “But if you do want me . . . then show me with your hands.” To punctuate her emphasized words, she gave a long, slow squeeze with her hand that gave way for a single up and down pump of her hand that was just as sensual and teasing all at the same time.
Deep down, I knew that I shouldn’t. I had been telling myself over and over how wrong this was, but had yet to find the willpower to pull away. And there was that lingering nervousness about how long we had been up here. This should have ended after I released into her mouth, when I had a moment of level headedness. Instead, I was back to thinking with my dick, and Natalie knew it. Against my better judgment, and despite how easy it would have been to simply lower my hands, I gave into my basest desires. My fingers sunk into her soft breasts for a deeper squeeze than before, and I once again went for one of those effective nipple brushes; this time, with both my thumbs. Though I was being incredibly selfish and stupid through all this, I also felt the need to impress and satisfy the girl at the same time instead of just taking all the pleasure for myself.
Sharply inhaling and arching a bit into my hands, Natalie responded by squeezing me again down below before shifting her fingers in a way that caused me to slightly pulse against her hand. “Good boy,” she smirked, “Keep going.”
For a good minute or two, that’s all we did. I squeezed and massaged her breasts, both appreciating how she felt in my hands while also paying attention to the similarities between her and Jessica in terms of what worked and what didn’t. And, in a game she had unofficially started with me, Natalie taught me through both her reactions and her own touch. Whenever something worked well on her, I could usually tell through her breath and body language. But, just to be sure, she would also play with me more effectively whenever I found a good spot and/or motion on her.
It was the most unique experience I had ever had with a girl. There was no making out or roaming beyond her breasts like I would normally do to try to keep things interesting. And we were still looking into each others’ eyes. Not only was it confusingly intimate against all the wrongness that this actually was, but it allowed me to more fully see how my various touches were affecting her. While she still looked fairly smug with her constant smirk and deep gaze, I could see that she was getting a little flushed as we progressed.
I only felt more encouraged to get things just right, if only in the name of wiping that smirk off her face. And I did. Putting all the pieces together, I waited until her breath was hitched from one of my smaller motions before giving her what I had learned was a perfect squeeze followed by the usual nipple rub that never failed. To my satisfaction, as well as to hers, I succeeded in drawing a breathy moan from her lips as her eyes ever so slightly fluttered before she managed to train them on mine again.
Rewarding me with a touch below that brought me right to the edge again, Natalie backed off at the last second as she took a quiet breath. Then she finally broke the silence with a near whisper. “Has my sister ever let you fuck her in the ass before?”
Part Fifteen
Without even thinking about the potential repercussions of offering up such knowledge, I gave a small shake of my head.
No. Jessica had never let me fuck her like that before. While she certainly wasn’t vanilla, that was something we hadn’t ventured into yet. It had come up in discussion once or twice, but she ultimately ended up nudging the idea away for the time being. Maybe Jessica would let me do it eventually, but Natalie was offering it now. Well, not officially. But the implication was heavily there.
“She’s such a prude,” Natalie smirked. Tracing my fully erect manhood with her fingertips, ensuring I stayed that way, she continued gazing up into my eyes. “But I’m not. You can have all of me, babe. All you need to do . . . ” She softly wrapped her fingers around me down there and gave another teasing squeeze and partial pump that threatened to push me over the edge again. Shifting forward and getting back on her toes to position her face closer to mine, she concluded, “ . . . is say it. Tell me what you want.”
We had been through this before. Kind of. Except it hadn’t been quite as, well, charged as it was now. And just because I had said it once or twice didn’t necessarily mean it wasn’t as daunting to do so again. Wrong, and fucked up, and all the usual reasons to not give in to Natalie’s beyond tempting advances. Yet I couldn’t resist. “I want to fuck you,” I murmured. Her bare breasts were in my hands. She was quietly moaning to my touch and idly stroking me down there to the point that I desperately wanted more. We were already well over the line.
There were still lines to cross, however, and she was about to take us past one of them. Natalie leaned further up and closed her eyes, brushing her lips against mine. Unlike the passionate way we had launched into making out with each other earlier, this was more intimate and, of course, teasing. Because we weren’t actually kissing. Natalie nudged my lips with hers once or twice, going so far as to part them to match the way I was naturally doing so. But that was it. Just when I felt the slightest hint of pressure, she pulled back ever so slightly. Staying a hair’s breadth away and trying to bait me into chasing her.
I didn’t fall for it. Despite how the nearly nude eighteen year old girl was very much succeeding in seducing me, I wasn’t totally helpless against her wickedly sexy games. I knew how to dance that physically flirting give and take in the bedroom. If anything, who Natalie was helped in that regard, as there was still that underlying hesitation amidst all the ways I had already given in to her. “Fuck you,” I muttered against her lips. I wasn’t going to make the first move here, as that was obviously what she wanted.
“You will,” she effortlessly replied, her voice still barely above a whisper, “Fuck me, that is. It’s what you want.” Repeating her recent tactic, she punctuated the last word with an effective gesture of her fingertips below my waist. “Hold me?”
For a moment, I thought it was an unusual way to ask for an embrace. Especially since my hands were currently fondling her breasts. Then I figured out what she actually meant. Natalie rested her free hand on my upper chest for a moment before gliding it up to my shoulder. Next, she lifted a single leg and deftly wrapped it around my waist as she used the hand on the shoulder to slightly lift herself up. Fuck, she was flexible. Her other toe hadn’t left the ground, yet she managed to get her leg that high on me? Belatedly connecting the dots, I realized she wouldn’t actually be able to get up without my help. Not at the speed she was taking, at least. As much as I appreciated having unlimited access to her boobs, I suppose she had given me more than enough time with them. Not breaking contact with her smooth skin, I shifted my hands around from her chest until they rested on the small of her back. I planned on holding her ass once she was straddling my standing self, but she had to get there first.
Natalie really took her time. Instead of jumping up on me, like I was most used to, she climbed slowly and deliberately up my body. Keeping one hand on my hardness below, she only used two of her limbs to gently hoist herself upwards. Bracing her leg against my waist and her hand on my shoulder, she made a point to push her bare chest into mine before gracefully pulling herself both into me and then towards the position she was aiming for.
Working with her, I adjusted my own body as she sensually climbed into place. It didn’t take long for me to notice a development I had somehow entirely missed: Natalie was bottomless. As my hands trailed down from her lower back to her waist, I found that there was no bikini for me to work around. When the fuck did she have a chance to strip that last layer off? And how had I not noticed when she first wrapped her leg around me? Of course, I wasn’t complaining. Without the pink bikini bottoms in the way, my hands were free to grip her bare ass as I held her body up.
Mere seconds after my pleasantly surprising discovery, Natalie made her next move. Smooth as ever, she lifted herself slightly further before brushing herself against my tip. Still gripping me down there, she guided me into place before slowly settling her body back down. Now I was the one looking up at her as she straddled me with both legs. Instead of a smug smirk, Natalie was biting her lip and giving me the most pouty eyes. It’s not at all what I expected, yet it worked nonetheless. I slowly rocked my hips forward, pushing against her as she lowered her body onto my manhood.
Her tight slit was wet and warm and inviting, and I couldn’t help but part my lips in an exhale as I penetrated her. “Natalie . . . ” I trailed off, sliding further inside her and pulsing against the way she seemed to perfectly envelop me with the way she subtly moved her hips. What was I even trying to say? Maybe her name was it. I couldn’t seem to grasp much more than that at the moment.
She waited until I was fully inside her before responding. “You want me?”
What did she fucking think? I simply nodded. Her piercing eyes seemed to demand my attention, as well as her playfully seductive voice. It would be so easy to start thrusting, to earn some of the satisfaction I absolutely deserved after putting up with all her teasing games. But not yet. She was still running the show, even now.
For a moment, I thought she was going to compel me to say the same damning phrase as before. And honestly, I was ready to do so. It didn’t matter. It’s not like it would mean anything. At this point, our actions were a lot more inappropriate than our words.
Instead, she went a slightly different direction with it. “Tell me I’m better,” she quietly said, “Tell me you want me more than you want her.”