Big Little Sister - Cover

Big Little Sister

Copyright© 2025 by OmegaPet-58

Chapter 1: The Pool

Young Adult Sex Story: Chapter 1: The Pool - Sisters Liz and Nat enjoy an above-ground backyard pool, inviting nerdy next-door neighbor Dan to join them. Nat is older, gorgeous, and the high school social queen, while Liz is heavy and feels overlooked. Dan, attracted to both sisters, thinks he has no chance with Nat, and soon he's partnered with Liz. Dan and Liz's deep intimacy is encouraged by Dan's single (and swinging) mother and the sisters' father. A simple teen romance explodes into lusty combinations.

Caution: This Young Adult Sex Story contains strong sexual content, including Ma/Fa   mt/ft   mt/Fa   Fa/ft   Mult   Teenagers   Consensual   Romantic   Lesbian   BiSexual   Heterosexual   Fiction   Humor   School   Sharing   Incest   Mother   Son   Sister   Father   Daughter   Group Sex   Anal Sex   Exhibitionism   First   Flatulence   Massage   Sex Toys   Voyeurism   BBW   Big Breasts   Hairy   Public Sex   Size   Nudism  

It all started with a backyard pool. At the beginning of summer, my neighbors, the Monroes, erected a circular above-ground pool. You know the kind, with walls five feet high—therefore the pool depth throughout was five feet. The Monroe daughters, Natalie (Nat) and Elizabeth (Liz), would be out enjoying their pool almost every afternoon.

After the pool was set up and filled, Mr. Monroe (the girls’ father) came by our house and invited me to enjoy the water as well. Later, I heard that Nat had insisted her dad come over and make the offer. Nat was a junior in our high school, like I was, while Liz was a freshman. Mr. Monroe was their single father and was very permissive with his girls, as I soon learned. My (also single) mother, Irene Nickson, was certainly permissive with me.

So, after school, I put on my old swimsuit and walked across our front lawn. Going around the end of our shared fence into their backyard, I climbed the pool’s steps and slid gratefully into the blessedly cool water. The three of us would splash around and play like young children for ten or fifteen minutes, and then the girls would climb out to sunbathe on their loungers.

“Dan! Get out and come lie in the sun with us,” Nat instructed.

“In a couple of minutes.” I needed to wait so my hard-on would subside, so I tried thinking about algebra. My impure thoughts were inflamed after I watched the girls climb out of the pool, dig their suits out of their ass cracks, and walk over to the patio.

What can I say? At my age and with my (lack of) experience, seeing the bodies of those Monroe sisters at close range along with the casual way they repositioned their suits left me panting like a puppy.

Both of them were blessed with light brown eyes and beautiful wavy brown hair hanging down below their shoulders. Nat was conventionally beautiful, with a proportioned and elegant figure packed into her black bikini. Non-gay guys in my class would envy my view of Nat’s ass I had just enjoyed.

Liz, on the other hand, was overweight. Her brown bikini held ample boobs above a round belly that possibly measured nearly the same number of inches as her bra size, like 40-38-50. Still, I found myself drawn to her big bust and big butt. Her big belly would be an issue for many guys, but not for me. Plus, I enjoyed her lively personality and self-confidence.

Nat could be quite self-absorbed. She assumed, with good reason, that guys would always notice her and compete for her attention. At school, when she strode across the cafeteria, young men actually stopped chewing and followed her with their eyes. Other girls would scowl, jealous of Nat’s power to attract the guys.

Liz, on the other hand, ate with several friends in her “posse.” They varied: skinny, heavy, bespectacled, frumpy, and so on. Oops, this sounds like I was listing the dwarves in Disney’s Snow White! I had a distinct impression that two of Liz’s friends might be lesbians; of course, she didn’t care about their orientation.

Back on the Monroe’s patio, Nat stood up and excused herself.

“Dan, I’m going inside to dress. Tod is taking me out tonight. Liz, tell Dad I won’t be home until late.”

Liz told her sister, “OK, Nat, have fun.”

I couldn’t help watching Nat’s perfect ass closely as she walked inside her house.

“Enjoying yourself?” Liz asked, with a little edge in her voice.

“Oh! I’m sorry. I shouldn’t stare, Liz; it’s not polite.”

“Dan, I understand. She’s been waggling her butt at guys for years. You’re not exception. Why shouldn’t she show off? Nat is always the pretty sister.”

“No! I mean, yes, Nat is very attractive.” I would sound stupid to claim Nat wasn’t pretty. But I couldn’t stop myself from saying, “Liz, I think both of you are pretty. If it was YOU going into the house, Nat would be calling me out for staring. At you, Liz.”

She looked at me with obvious distrust.

“Oh, Dan, that’s nice of you to say. But I’m fat, not like my sister. Nat could get a job as a model, don’t you think?”

“I guess. My point is that two things can both be true. I can imagine seeing Nat working as a model and being photographed in a slinky gown with her arms lovingly embracing a new Buick. I can also imagine YOUR arms embracing a loving and handsome man who is nuts for Elizabeth Monroe.”

“Really? I guess blind men want partners, too.” Her self-deprecating jokes frustrated me. I was realizing, though, our relationship (such as it was) was too new and too casual for her to trust my declarations.

Liz did throw me a small bone. “You’re always so nice and supportive, Dan. I’m not used to that. Usually, while I’m standing next to Nat I’m the invisible girl.”

“Not to me, Liz.” I could tell, metaphorically, the ground slightly shifted beneath her. A small smile crossed her face.

“Thanks. But I’m always aware of how people watch her. My gay friend Laura keeps asking me for details about Nat’s body—like whether she shaves her pussy.”

I coughed nervously.

“Oh, it’s all right; I understand her curiosity. FYI: she does shave, Dan, and I’m sure she doesn’t mind me revealing that. But Laura has no chance with Nat; she knows her interest wouldn’t be returned. You know, more than once Laura has asked if she could have ME instead.” Liz chuckled and continued, “So far I’ve been turning her down. Someone ELSE is the one who I want to cuddle.”

Liz moved on to ask me a question. Clueless, I didn’t consider that the “someone else” might be me!

“Say, Dan, would you like to put some sunscreen on me?”

Stunned, my mouth hung open. “Uh...”

“It’s a yes or no question, Dan. Here, I’ll make it easy for you.”

Liz pulled her bikini top up and off. I’m sure my eyes bugged out. My first tits! Except for Mom’s, I guess. I would have stood there motionless and gaping, but I managed to find some scrap of self-control.

“Wh-, wh-, where is your lotion?” I stuttered.

“Over there on the bar, Dan.”

After grabbing the bottle, I turned back to see her eyes firmly fixed just below my waist. I glanced downwards, and I’m sure my face was turning scarlet red. My old swimsuit was stretching out tightly over my swelling cock. Liz chuckled lightly and turned away, putting her chest and thighs down against the cushions. Turning her head, her smiling face rested on her forearms.

Close to begging, I offered Liz an option. “While applying the lotion, I’d like to massage you at the same time. Would you mind?”

“No, that sounds fun, Dan. Go ahead.”

Years ago, Mom taught me how to give her massages. Typically, she would lay out for me after we finished dinner. When we first started, Mom explained what she wanted.

“Dan, at work I spend hours typing on the keyboard. By the end of the day, my back muscles are all sore and painful.”

Mom coached me to massage her using training from when she was a student-athlete in college. Over time, she taught me how to mix the right amounts of pressure and technique. The massages brought the two of us closer together, and I took pride in learning a skill that could be useful when I was older.

Today in her backyard, Liz was making the same gleeful grunts and groans that I heard while massaging my mother. After a while, Liz asked me to move down to her thighs and calves from her neck, shoulders, and back.

On my own initiative, I continued on down to squeeze and pull at her feet, causing even more contented sighs. Obviously (at my age and with my inexperience), hearing a woman moan gratefully while my hands fondled her body was a huge turn-on.

Liz asked, “Dan, before I turn over, also massage my butt.”

Liz grabbed the bottom of her swimsuit; she lowered it well below the hemispheres of her cheeks. Her knees on the mattress were parted far enough that I could see most of her sex—her pussy! I couldn’t keep silent; I gasped. She must have known her suit was pulled down low enough that I could see her holy of holies.

“My pussy—it’s OK?” she asked.

“Exquisite. Delectable. Inspiring.”

Liz cackled, interrupting my delirious babble.

“You sound like you’ve never seen one before, Dan.”

“I haven’t, Liz, until just now. A long time ago, I suppose, I might have seen one on my way out, but my little baby eyes couldn’t focus back then.”

“Daniel! Don’t be gross. Get to work on my ass.”

Liz did have a big ass, but in my hands it felt muscled instead of fat or flabby. Mom never allowed me to handle her butt. A womanly bottom was all new to me; I fully enjoyed myself.

“OK, Dan, that’s enough. I’m turning over.”

I couldn’t suppress a disappointed groan. I expected, wrongly, that she’d first put her top back on, covering her tits.

Reacting to my sighs, “Don’t be silly, Dan. My butt is just a big cushion for me to sit on.”

I said, “I’m jealous of your chairs.”

She snorted. “Dan, stop complaining and get to work on my chest. Ooh, not so hard, boy; titties are sensitive, even delicate.”

“I’ll kiss them better.” When I did, she giggled and corrected me.

“On the nipple, silly. Just nurse on me gently, baby Dan.”

She didn’t have to ask me twice. The sunblock tasted terrible, but I persevered. Liz moved her hand down and started playing with her pussy. I could smell her arousal now, and my swimsuit had a wet spot from the end of my poor confined cock.

I continued playing with her nipples, switching from one to the other. Her body tensed and wriggled, and her hand moved faster and faster. And then ... She froze, quivered, and moaned.

I asked, “You came?”

“I sure did. Dan, you need to fuck me! Right NOW!”

“I’m so sorry, Liz. I can’t!”

Years of conditioning by my mother stopped me, in spite of my excitement. I wanted to explain the reason I turned away her invitation but couldn’t figure out how to do it. Going back a few years when I was age 12, Mom learned I was masturbating. She told me all about sex with many embarrassing details, and she gave me a whole box of condoms.

Mom told my 12-year-old self, “Son, I know you’re very young, but sometime between now and when you graduate from high school I know you will be having sex. When you do, you need to have sex only in your bedroom and not cause a pregnancy.”

“What? Why?” I’m sure my voice was squeaking.

“Dan, when you’re older you’ll be tempted to take your girl somewhere hidden, or the back seat of a car, or out in some other dangerous place. In the heat of the moment, you might forget to bring and use condoms. I want you HERE where it’s SAFE, and I want you wearing rubbers. That’s the ONLY way.”

Mom explained her reasons for laying down the law to me so early and so directly. When I was born, Mom was only 15 years old. Her ultra-conservative parents and community cast her (and me) out. They told Mom she was a whore and I was her bastard. We were our own version of Hawthorne’s The Scarlet Letter.

Mom told me that my father’s identity couldn’t be determined (I didn’t press her to explain why, being only 12). She ended up exiled and living on public assistance. I’m not sure why the government didn’t take any action to obtain support for her.

Slowly, with amazing effort and sacrifice, Mom worked in better and better jobs. I was only recently beginning to understand just how much she’d sacrificed and accomplished.

 
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