Ryan (23) and his sister Gwen (25) were gearing up for the annual family getaway—a week at the family’s shared vacation cottage.
It was a tradition. Every year, relatives from all over the country would meet there, spending time together, catching up, and enjoying the summer air. This time, some of the family had already hit the road, while we had one last stop to make—picking up Aunt Sally and her daughter, Annie, from the airport. They lived out of province, so we’d offered to drive them straight to the cottage after their flight.
The day was hot, thick with the scent of sunscreen and warm pavement. A constant summer breeze carried laughter, snippets of conversation, and the occasional scent of perfume as travelers hurried past. I was supposed to be helping load up the car, but my attention kept drifting.
Summer was undeniably the best season, and not just because of vacations. The airport was packed with sun-kissed women in breezy dresses, shorts that barely existed, and tank tops clinging in all the right ways. It was a buffet of long legs, toned arms, and that effortless summer glow. For a brief moment, I forgot how humid it was, letting myself appreciate the view. Then a wave of heat hit, and I was immediately grateful for air conditioning.
“Ryan!” My dad’s voice snapped me out of it.
Right. The car. The bags. The fact that we had more people than seats.
“Sal, this is the best we could do,” Dad explained to my aunt. “The van’s out of commission. We’ll have to make it work.”
We had brought a mid-sized hatchback, which would have been fine if not for the sheer amount of luggage. The trunk was stuffed to capacity, and at least one seat was sacrificed to duffel bags and suitcases.
“You guys will have to double up,” Dad concluded.
Gwen pushed her sunglasses up, eyeing the packed trunk. “Hold on. There’s got to be a better way. We just need to rework it, shift things around a little—”
She was already tugging at bags, trying to force them into spaces that didn’t exist. Determined as ever. That was Gwen—always the one to take charge, always the one to fix things.
I had never thought of my sister in any way other than, well, my sister. But objectively speaking? She looked good.
She had thrown on a sundress that was just short enough to make guys do a double-take without being outright scandalous. Her legs—thanks to years of volleyball and a strict gym routine—were toned, her calves subtly flexing as she reached to push one last stubborn suitcase into place. Her brown hair swayed in a ponytail, the sunlight catching the golden strands woven into it.
Still, she was just my sister. The same one I used to fight over the last Pop-Tart with. The same one who played the “I’m older, so I win” card in every childhood argument. The same one who would shove her cold feet against me on the couch just to watch me squirm. We had our fair share of sibling battles, but we were family, and we got along well enough.
“Ugh!” Gwen groaned, stepping back. “Okay, I tried. Let’s just go. I need to feel the breeze.” A thin sheen of sweat shimmered on her fair skin.
“Alright, let’s move before we get flagged for overstuffing this car,” Dad chuckled.
Gwen and I stood there for a second, both realizing at the same time what “doubling up” actually meant.
She glanced at me, raising a brow. “Ryan, you are not sitting on my lap. You’d crush me.”
She wasn’t wrong. At 5’3 and maybe 110 pounds, she’d disappear under my weight. I had at least fifty pounds on her.
“Yeah, yeah,” I muttered, sliding into the seat first. The middle was a fortress of bags, blocking off Aunt Sally and Annie on the other side.
Only when Gwen settled onto my lap did I realize a crucial detail—I had dressed for comfort.
A simple t-shirt and swim shorts. Because in my mind, we were heading straight to the cottage, and there was a good chance we’d be hitting the water as soon as we got there.
It was going to be a long ride.
My shorts stood no chance against the smoothness of her legs and ass. The mental image of my cock grazing a girl’s ass flashed through my mind, causing an involuntary twitch. It felt strange considering it was my sister’s ass that sparked the thought. I tried to push it away before things got even more awkward.
“Are we really doing this for three hours? I don’t know if I can handle it, Ryan. Let’s try something else,” Gwen suggested, shifting closer. She perched on the edge of my legs, using them as a makeshift seat. She was so close to the front passenger seat that she seemed to be embracing it. Despite feeling a bit discouraged by my cock’s reaction, I also felt relieved. However, this proximity offered me a glimpse of her rose pink panties peeking out as her dress rode up slightly above her ass. I quickly looked away.
“That works for me as long as you’re comfortable like that,” I replied.
The car engine roared to life, and we settled into our seats, packed in like sardines in a can as we began our journey.
After twenty minutes passed, the sun still beat down relentlessly, but the breeze provided some relief. My sister had connected her phone to play music, selecting a perfect playlist for our summer drive. Meanwhile, my parents and relatives engaged in lively conversation, making the journey enjoyable thus far.
“Your knees are way too bony,” Gwen teased.
“They’re just naturally like that,” I defended with a chuckle.
She pushed her sunglasses up onto her head, revealing her mesmerizing bluish-green eyes as she shot me a look. Leaning back against me, she let her body relax, clearly trying to ease the tension from maintaining her previous position.
Resting her head on my right side, the bags between us served as makeshift pillows on her right. “I should’ve done this sooner! It’s so comfortable,” she remarked.
My legs started to tingle with numbness. I reminded myself that I just had to endure this for a couple more hours. I leaned my head back as well, our faces now close to each other. Gwen emitted a subtle coconut scent, likely from her lotion or shampoo. It was pleasant and soothing to the senses. However, as I took a deep breath, the fragrance traveled down and stirred something in my loins.
I became acutely aware once more of my cock pressing up against her from below. The fact that my sister was wearing a dress didn’t help matters. With how she nestled into me, the hem of her dress rode slightly above my waistline. So the only barriers between my sister’s ass and my throbbing cock were my shorts and her panties.
Her intoxicating scent lingered in my nostrils, fueling the fire in my loins. I tried to remain still, willing my cock to soften. The last thing I wanted was for my sister to notice me getting aroused, but just as I focused on controlling myself, the road beneath us turned rough, causing the car to jolt.
Our bodies shifted along with the car’s movements, momentarily increasing the pressure between us. Her velvety skin glided against me and my shorts, her petite frame fitting snugly atop mine.
“I forgot how bumpy this road can be,” Gwen remarked as she adjusted her position, grasping the car’s side for stability. A subtle wiggle of her bum realigned her back into place beside me. The coconut scent enveloped us, mixing with the allure of her ass pressing against my cock. Damn it all.
“Oh man, my legs are falling asleep,” I commented in a feeble attempt to address the situation.
My sister shot me a nervous glance, clearly uncomfortable and likely aware of my growing arousal. In an effort to ease my discomfort, she shifted her body slightly, inadvertently stoking the flames of desire within me.
“Sorry about that. Just a few more hours. I’m not that heavy. You’ve got this,” she reassured me with a hint of concern in her voice.
For the next few minutes, I struggled to divert my attention by focusing on the passing scenery. Fortunately, my family had a knack for procrastination. We always ended up rising at the crack of dawn to hastily pack everything we had neglected in the days prior. Before I knew it, exhaustion overtook me, and I drifted off.
When I stirred awake over an hour later, the sun was beginning its descent, casting a warm glow inside the car as silence enveloped us with the music now turned off. Glancing around, I noticed that everyone else seemed to be lost in slumber, except for my dad, who remained alert behind the wheel. My sister lay beside me, her head nestled close, her petite frame draped comfortably over mine with her legs extending beyond mine. Her right hand gently rested on my arm.
As awareness flooded back into my mind, I was confronted with the undeniable truth that I was fully aroused. Our bodies must have shifted during my nap because now my cock stood proudly erect between my belly and my sister’s supple ass cheeks. Gwen clearly put effort into her workouts; I could feel the firmness of her backside embracing my throbbing member snugly. Sensations intensified as moisture gathered at my tip.
Every now and then, a bump in the road jostled the car, causing my cock to press insistently against her derriere.
It was torturous. All I could do was pray fervently that Gwen remained asleep and didn’t awaken to a scandalous situation with me sporting a raging hard-on against her ass. Peering down at my shorts, I could see the tip of my cock peeking out mischievously at me while the fabric around the pee hole gradually stretched open with each motion of the vehicle. This was not good!
All of sudden, she mumbles. I freeze for my life. With her face next to mine, I feel her breath. I feel her swallow. Her chest expands and compresses with every breath. She adjusts slightly and gently moves her ass against my cock. Her hand squeezes my arm. My heart beats faster.
And then nothing.
She moved in her sleep, and I took a deep breath, trying to relax. I knew I had to move before things got out of hand. Carefully, I lifted her with my hips to avoid waking her up. I used my hands to hold her in place as I adjusted myself away from her. Unfortunately, the car jolted, causing my grip to slip.
Her butt landed on top of my erection, now nestled beneath her but also touching the lips of her vagina. It felt different this time – both her butt cheeks and lips were pressing against me. The sensation was intense as my penis pushed out of the opening in my shorts. I couldn’t help but let out a quiet moan, especially with the added friction from her thin panties.
As the road grew bumpier, signaling our nearing destination, she mumbled in her sleep.
“We’re almost there,” she half-spoke, half-yawned, shifting in her seat. Her movements inadvertently squeezed my cock between her cheeks and lips even tighter. Suddenly, she woke up and looked at me with wide eyes.
Our faces were inches apart as she whispered urgently, “Ry-!”
“I know, sorry! It’s just a natural reaction,” I whispered back sheepishly.
“Dammit, Ryan,” she cursed softly as the car continued to bounce along the road. She tried to compose herself despite the increasingly awkward situation. “I can feel it pressing against my… pussy.”
Her eyes close. She quietly moans. The rumbling becomes more consistent. Her hand grabs a hold of my arm.
We stay like this for a few minutes. Our bodies just gyrating together. I can feel her getting wet on top of my cock. Her panties begin to get soaked as the car continues to shake our bodies. The rumbling is making me like a god damn vibrator. She bites her lip and exhales hard. I slowly feel her pussy and ass move along the length of my cock.
I try to hold her steady. I can’t take this shit. Even though she’s my sister, the feeling of my cock being jerked is taking over my mind. I inhale, trying to focus. The smell of coconut. Dammit. So good.
Through the rumbling of the car, me and my sister struggle through the vibrations silently for the next few minutes.
“Oh my goddddd”, Gwen mouths. She looks at me concerned.
“Try to focus on something el..”
The car hits a huge bump in the road. And our side of the car jumps way up. “AHHH!” Gwen quietly moans. She throws her head back onto the headrest.
All I could feel was soft wetness.
From that big upheaval, Gwen’s body lifted high enough for my cock to slide past her panties as she slid them to the side and for her pussy to swallow me whole. Oh shit! Oh Shit! I’m inside my sister. This soo wrong! I feel her body tense up. Her back arches and her legs shake. She’s cumin. She tries to make out words, but only vowels come out.
After a few seconds, her body releases. She remembers how to breathe.
Her hand squeezes my arm tightly now. The car recovers and continues on to its regular rumbling. My cock now gyrating in Gwen’s pussy. I can see her starting to get red. Her head now resting back, with her eyes closed. Mouth open. She was glowing. Her fingers squeezing and releasing my arm while the walls of her pussy do the same to my cock.
At that very moment, I had crossed to the other side of the fence. For the first time, I saw her as something other than my sister. The idea of having feelings and desires for her as a female now became viable. I knew I was nuts because it was just the situation. But the way her pussy caressed my cock, drove me past the borders I never thought I’d cross. She was fucking beautiful.
“Ry..” She whispered. She tried to maintain a look of concern above the pleasure.
She moans. Her body begins to move more significantly. Intentionally. “I’m sorr.. minds going blank..” She swallows hard.
I understood exactly. I communicated that by sliding my hand under her dress and pressing my hand against her waist. Her skin was smooth. I could feel her wetness in between my subtle thrusts. Yeah, I was thrusting now. Subtly.
The car was gyrating vigorously now. The gravel road was reaching it’s peak. And so we’re we. The noise of the stones beneath us masked our small moans and deep breaths. The wind from outside cooling us down.
Gwen began to gently caress my arm with her fingers. I moved my hand from her waist down to her leg. I caressed it back and forth. Her back now arched but still leaning against me. Her body twitched. She was liking it.
I looked to the rear view mirror, to see if my dad noticed anything. Luckily, there were too many bags around us, shielding any view of our bodies from the front seats. The only thing our dad could see if he turned around was our faces. His eyes were fixed on the violent road. My mom was still asleep.
I took the chance to kiss her neck. Her mouth widens and gives a slight moan. As subtle as my thrusts were, I was pushing harder into her as she pushed down on me. I wanted to go deeper into her. I feel her juices spilling onto my shorts. Her walls were getting tighter.
She inhales deeply, “Ahhh”, her eyes wide open. “Oh fuuckk me” she moans to me. She’s out of breath now, can barely speak. “Keep going…harder”.
I comply. I thrust into her harder. Subtle enough to not be noticed by my dad. I check the mirror again. The car continues to rumble. A big jerk every other second. My cock slides in and out of Gwen so easily. We gain a rhythm. Faster and faster.
She turns her face to me, fully blushing now, and stares intensely. Her eyes shift back and forth between me and my dad and the rear view mirror.
She moves towards me quickly, and kisses me. Her lips so soft. The smell of coconut too. My eyes stay open, fully taken back. The warmth and softness of her lifts sent in a rush of ecstasy. We stopped and looked at each other and then at the rear view mirror. Again we kissed. More passionately. Her tongue greeted my mouth and I greeted back. We finished with that, afraid of getting caught. But we continued fucking.
My sister turns to my ear, “I’m on the pill”.
My mind went crazy. She was giving me permission to cum inside her. I began to thrust faster. Harder. The car continued rumbling.
I watched her close her eyes, her mouth open. Her body was tensing and push down on me hard to make up for the lack of thrusting we could do. My crotch and shorts were now soaked. Thank god for the windows still being open. The smell of sex came off us and exited through the window.
With my cock still pushing hard gyrating inside of her, Gwen begins to tense. Again, her breathing quickens. I can feel it coming. Her pussy begins to squeeze me tightly and her hands reach up into my hair. I can’t fight it. I can feel myself about to cum. So I thrust harder into her.
She takes a sudden inhale, “Ahhhh” She squeezes me tighter than ever. Her body convulses. Her legs press firmly against mine. Her eyes roll to the back of her head. A strong silent moan comes from her open mouth.
As her convulsions happen, her lips grip my cock so hard. I thrust my hardest, deeper into her as I lose it in the big climax. My hands grip her waist as her hold her in place. Her hands reach for balance. My cock continues pulsing inside her. I feel my cum fill her up and drip out of her pussy and onto my shorts.
“Oh my god yessssss umm my pussy!” She quivers and I’m still pulsing around my dick.
For the next few minutes we just sit there. I feel her muscles twitch every now and then. Her head rests on my shoulder as I caress her body under her dress. She kisses me on the cheek quickly.
I catch her smiling and satisfied. We look at each other, acknowledging what just happened. We both understood that our relationship has just changed for ever. And for the better maybe.
The rumbling comes to a stop. “Made it! Finally here, everyone!” Dad announces. The cottage towers over our car. The other relatives we’re already inside, moving about.
Perfect timing. Me and my sister get out of the car as quickly and discretely as possible while trying to hide the mess we made on each other. I cover up as much as I can.