Naked With My Sister
This is my entry in the Literotica 2025 Nude Day Story Contest. If you enjoy the story, please remember to vote by clicking on the stars at the end of the final page.
This is a brother/sister romance story. If that's not your thing, you've been warned. It's a work of fiction, and all characters are over the age of eighteen.
Thanks as always to neuroparenthetical for his superb editing.
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My parents are... unpredictable. They enjoy doing things on a whim, off the cuff, spur of the moment. One July evening they called to ask if I would stay with my kid sister for the following week. They'd arranged a vacation trip at the last minute, but didn't really want to leave her home alone. I couldn't be there until Monday, since I had plans with friends, but I said I could stay at the house from Monday through the following Saturday.
I'm Sean; my kid sister is Mia. At the time of my folks' last-minute vacation, I was a student at the local college, between my junior and senior years. My sister Mia was eighteen, fresh out of high school, and totally unsure of what she wanted to do next. The thing about Mia is that she's brilliant. She wasn't unsure in a dopey kind of way; she had a full-ride STEM scholarship. The "problem" was that she had so many options. The truth is that she's always intimidated me. As the oldest sibling, I want to think I'm also the smartest, but she holds that title.
Now, a lot of guys assume that "intelligent" equals anything but "hot babe." At one time, I'd felt the same. I also hadn't given Mia so much as a second look, but that should hardly come as a surprise. To try to be objective about it in hindsight, much of her physical appearance was and remains statistically average: she's slender, but not skinny; athletic, but not muscular; and attractive, but not supermodel gorgeous. She's 5'4", and I'd guess she's a C cup.
If you'd asked me that weekend what my type was, well, I probably would've described somebody like Mia's best friend, Janice.
MONDAY
On my first day of my babysitting duty, Janice stopped in for a visit. She was on the high school volleyball team and stood a shade over six feet tall. Being 6'4" myself, I've always had a thing for tall girls, especially ones as pretty as her. I'd gone to some high school volleyball games just to see her in those cute, tight shorts they wear.
The girls were in the living room, and I stayed in the kitchen while they chatted about girl stuff like hair and makeup. Our open floor plan meant that while I was technically in another room, there were no walls between us. I was surfing the web on my laptop, and although I could hear them talking, I wasn't listening. That changed when my ears picked up a certain word: "nudist."
Janice was saying that she had relatives who always went to a nude resort about that time every year for some sort of annual "Nude Day." I looked over at Mia; she was wide-eyed, hanging on every word Janice said. Neither of them noticed that I was paying attention, or that I was just as interested as Mia seemed to be.
Mia asked if Janice had ever gone to the nude resort. "Are you kidding?" she replied. "Go naked in front of people? I feel the same way as my parents: that's just perverted. Nudists are a bunch of voyeurs and exhibitionists, and we don't do stuff like that."
I was immediately suspicious. Something in her tone made me wonder if she wasn't trying too hard to convince someone—maybe Mia, perhaps herself.
"Wouldn't you kind of like to see a bunch of guys with their things hanging out?" Mia asked quietly. "I mean, all those cocks, just flopping around—maybe a few big, hard ones."
"Mia! You little slut! You'd like that, wouldn't you?" Janice was laughing as she said it.
"Umm, yeah! I've only seen one hard penis, and that was Owen's. From what I know about penises, his wasn't very big." Out of the corner of my eye, I saw Mia glance over at me to make sure I wasn't listening. Fortunately, I'd been pretending to be engrossed in my laptop.
I guess I was pretending well enough. "It might not have been big," she whispered to Janice, "but it sure felt like it when he slipped it in."
The girls spent the evening giggling, texting friends, and reminiscing about high school. I spent the evening imagining Janice naked. I was positive she had at least considered nudism and had perhaps even tried it. The idea got stuck in my head, and I imagined going to a nude resort myself, displaying my nude body in public. I thought about how it would feel to have people look at my cock. That's all it took for my penis to start getting hard in a hurry. The fact that Janice was sitting right across the room made me even hornier. I secretly wished I could ask her if she would get naked with me.
Then a new idea popped into my head: that all three of us should spend the weekend celebrating Nude Day. I'd seen Mia in bikinis before, but never nude. As I looked at her, I imagined her naked bosoms, her nipples rising up from her areolas. I imagined seeing her pussy and wondered if she shaved it. I wasn't sure which would be sexier: Mia with a shaved cunt, or Mia with a blonde landing strip, directing miniature air traffic to her vulva. Either way would have been fine by me.
That night I went to bed early, leaving Mia and Janice giggling in the family room—and it wasn't because I was tired. When I climbed in my old bed, my dick was already halfway hard. I didn't typically sleep naked, but that night it seemed like the only viable option. After just a few strokes, I was at full mast.
I imagined my hand was actually Janice's. In my mind's eye, Mia was sitting on the edge of my bed, watching her friend stroke my cock. Janice was focused on my engorged manhood; Mia was making eye contact with me, biting her lower lip seductively. I imagined her groping her own exposed breasts as she watched, pinching and pulling her nipples.
I closed my eyes and let the fantasy play out. Mia used one hand to stimulate her tits and the other to massage her cunt, rubbing it up and down the valley between her pussy lips. In the real world, my cock was tingling like mad. My balls were already pulled up tight, and my orgasm was bubbling just beneath the surface. Fantasy Mia smiled, then lay down next to me and spread her legs, totally nude. She began masturbating in earnest, pushing herself to orgasm. I watched her rub her clit as her friend jerked me off. Somewhere along the way, my fantasy version of Janice had started masturbating as well, and all three of us were moaning in ecstasy.
By the time my real-life orgasm hit, I was actually thinking more about Mia than I was about Janice.
TUESDAY
The next morning, I awoke with thoughts of nudism still in my head. I couldn't recall the specifics of the dream I'd been having apart from the fact that my sister had been in it. Whatever or whoever else it had involved, it had given me a colossal case of morning wood.
I lay in bed for a while, waiting for my erection to go away, but it didn't want to deflate on its own. It was waiting for me to take care of it. I finally admitted that my dick was the boss at that moment and obliged. Kicking off my covers, I spread my legs and grabbed my hard cock with both hands.
Even though I knew I shouldn't, I decided to embrace my desire for Mia. I told myself that it was only imaginary, so it was okay. I didn't actually know what she looked like nude, but I filled in the blanks as best I could. I imagined her with slightly oval areolas, about two inches across, with firm, suckable nipples that stuck out about an inch from her boobs. Her inner labia protruded from her slit, and I could see pussy juice dripping out.
"Mmmmmm," I murmured quietly. "Oh, Mia." My hands traveled up and down my shaft, and every time my left hand got to my dick head, I rubbed my palm across the peak—right across the tiny hole at the tip. The fingers of my other hand found the groove between the shaft and head, and I twirled my penis as one might a champagne flute.
It wasn't long before I arched my back and ejaculated onto my stomach. I kept fucking myself as I came, coating my hands with my spunk, which I used as lube for the final strokes.
