Teasing Teenagers - Cover

Teasing Teenagers

Copyright© 2025 by SuburbanStories

Chapter 1

Erotica Sex Story: Chapter 1 - Teenage sisters Taylor and Tanner decide to dress up in sexy teasing outfits and see if they can collect some "tips" like their mother collects at the strip club where she works.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/ft   ft/ft   Mult   Teenagers   Consensual   NonConsensual   Teen Siren   Heterosexual   Fiction   Rough   Anal Sex   Cream Pie   Masturbation   Oral Sex   Petting   Small Breasts   Prostitution  

Tanner had grown up in the trailer park with her mom, Tiffany, and her older sister, Taylor. Her father was a trucker her mother met at the strip club and had a little fling with. But he had left shortly after Tanner was born, the same way Taylor’s rock band daddy had gone some two years before Tanner came along. Tiffany was still a popular “dancer” at the men’s club up the road from the trailer park; she had kept her body in pretty good shape into her thirties. She had never been good at picking men for long-term relationships. Or maybe it was simply that the kind of men she met at the strip club were just poor choices for long-term relationships.

Tiffany, or Tiff, as most called her, was what some might call an “easy-going” mother, and once her daughter Taylor could walk and talk and put on her own clothes, and make herself cereal and sandwiches on her own, Tiff had pretty much let her do her own thing, giving her some of her tip money every week to buy her school lunches, and whatever groceries she could get with the $10 or $15 left after her school lunches. After Tanner came along, and Taylor turned thirteen, she gave Taylor an extra $50 a week to watch her younger sister Tanner and make sure she had lunch money and breakfast. Every now and then, Tiff would bring home a guy she met at the strip club, and when he left in the morning and left a couple of fifty-dollar bills or a small stack of twenties, Tiff told the girls that the money was a “tip” for her being friendly. Tiff always told her daughters that “tips are what keep us goin’.”

Taylor learned early on around the trailer park that the men who lived there, and those who were just “passin’ through” were happy to give tips, especially if she was wearing a cute little outfit- emphasis on “little.” What Taylor noticed, by the time she was about fifteen, is that guys would give her $5 or $10 bucks for doing little chores like washing their cars, or doing some cleaning in their trailers- and that if she wore short-shorts, or tiny crop tops, or flimsy little wife-beater tops that let them get a little peak of her budding tits, the tips were bigger. And if she let them feel her tits, or sat on their laps and let them feel her up, the tips were even bigger. One guy even gave her a fifty once, after she sat on his lap and wiggled her ass on his hard cock that she could feel through his shorts. Maybe she let him squeeze her tits and feel her puffy little nipples, but so what, if she got a bigger tip? By the time Taylor was seventeen, she was making a couple of hundred dollars a week in tips, just to let some guys feel her up in their trailers. She hardly ever let them take off her shorts, and never let them do anything other than finger her a bit. She reserved fucking for one or two boys from her high school, and she even made them give her a “tip” after they fucked her, usually in the back seat of their old man’s car.

Taylor was not exactly a beauty, but she did have a hot body, and her stringy, dirty blond hair and tight body got plenty of attention. She had firm high-riding tits and a tight little bubble-butt, that looked sexy and hot packed into her little, short shorts. She often wore her hair in twin pigtails that she tied on the sides with ribbons to give her that “young-stuff” look that worked so well for her in getting tips. One of the tricks she learned from her mom was to let guys actually put their tips right inside her pocket, or sometimes tucked in the waistband, of her little shorts. They loved getting a feel of her ass, and she liked to tease them with a little feel, or a squeeze of her firm teen ass cheek, that she usually responded to with a cute little giggle.

Taylor’s younger sister Tanner, who was fifteen when Taylor turned seventeen, was destined to be every bit as hot and sexy as Taylor, and Taylor determined she would teach Tanner everything she knew about making “tips” in the trailer park. At fifteen, Tanner had just the smallest of a-cup tits, but she was blessed with big, firm puffy nipples, and newly long, sexy legs. Tanner was also blond, but a little darker or “dirtier” blond than her older sister. And, like Taylor, she had a firm tight little mini-bubble butt. Tanner thought her fat puffy nipples, with almost no tit mound, were “weird.” Taylor told her not to worry, that men loved big nipples, and that she should just show off what she had. Taylor had never really dressed her sister in a sexy outfit and taken her out to see what kind of interest she would draw, but she figured today was as good a day as any. Taylor knew most men loved young stuff, and Tanner was now “legal” in West Virginia, even if just barely legal. Taylor was not too proud to pimp out her younger sister, for the right tip. And Taylor knew that little Tanner was already playing around with older boys since she had started at the high school.

“Trust me,” Taylor told her confidently that warm, sunny morning after school was out for the summer, and the two were dressing for the day, “them little puffy nipples will get you some big tips, if ya’ learn how to show ‘em off. I’m gonna help you with that.”

Taylor and Tanner were wearing just their underwear as Taylor helped her younger sis get dressed for the day she had planned. Taylor wore a pair of lacy thong panties, with a tiny triangle of white lace in front, and just a strap between her tight buns. Because she didn’t want to make her little sis feel under-endowed, she wore no bra. Tanner wore a pair of cotton panties Taylor had pulled from her drawer, a pair of tight white cotton panties with blue trim, with a little “Hello Kitty” over the mound of her young pussy lips.

“Pull on this little T-shirt,” instructed Taylor, handing Tanner a novelty T-shirt she had found at the thrift store. The extra-small size T had a picture of a kitten with an ice cream cone, the words “Lick Me Til” over the picture, and “Ice Cream” under it.

“The kitty matches your underwear,” Taylor laughed.

Tanner said she didn’t get it, so Taylor explained the “I scream” message of the highly age- inappropriate t-shirt to her younger sister, who then giggled and smiled a big grin.

“I get it, but ... I don’t know, Taylor,” Tanner said as she looked down at the big brown nipples. But she pulled on an extra-small t-shirt that Taylor had given her. She pulled the thin fabric of the well-worn t-shirt down as far as she could, but it only covered her ribcage and left her flat tummy and belly button exposed.

“They just look like big, brown lumps under my t-shirt. I don’t think they look sexy at all! They don’t look cute like your tits.”

Indeed, they did not look like Taylor’s tits, which had blossomed into b-cup mounds, firm and shaped like a pair of half-grapefruits and topped with slightly puffy pink nipples. Taylor pulled on a low-cut, scoop-neck tank top, in a light yellow color, that contrasted nicely with the pink swells of her breasts, the top halves of which were on full display in the top. The top covered her nipples, but their outline was obvious under the thin fabric. She wiggled into a pair of stretchy booty shorts in hot pink, that form-fit her midsection, showing off her bubble butt in the rear, and outlining the camel toe of her puffy pussy lips in the front.

“I’m tellin’ you sis, don’t worry about it,” Taylor told her. “Let’s walk up to the Walmart, and you’ll see all the men lookin’ at you, and you’ll see what I mean. Then, I’ll take you around and introduce you to some of the old guys in the park who will be happy to tip you- just wait and see. Ya don’t have to be embarrassed, cuz you ain’t going to be takin off your shirt, just teasin’ these old fuckers, understand?”

“Now put on these shorts over those tween panties of yours,” Taylor said.

“Well, I ain’t got any sexy panties like yours,” Tanner sulked.

“Just put these on,” Taylor told her, handing the teen a pair of tiny turquoise blue short shorts, that were about a size too small. “You ain’t gonna be showing your panties to anybody anyway. We’ll buy you some sexy panties at Walmart.” The tiny shorts Taylor had given her stretched across her bony hips, and just barely covered the mound of her teen pussy lips. A few dark blond pubes were even visible over top of her cotton panties, that stuck out over the top edge of the shorts, where a big brass button was fastened above the short zipper.

“Yeah, I guess,” said Tanner, sulking a bit, as she adjusted her tiny shorts, that stretched across her her little hips, and left her entire tummy and half her chest exposed below the under-sized t-shirt. Tanner’s little ass was not yet a bubble shape, but on her sister’s advice, she wore the tiny cut-off shorts that revealed about half of her firm little butt cheeks anyway. Tanner thought about the boy that had fingered her last week and thought maybe she would show her panties to the right guy. She was feeling frisky, and her little pussy was already a little damp.

Finally, before they left the trailer, Taylor put on a pair of sandals, but not the typical flat flip-flop style. These were platform sandals with cork heels about three inches high that made Taylor look taller and made her long, sexy legs look even longer and sexier. The heel height forced her posture to be more upright and her bubble butt more prominent. They also made her thighs look strong and sexy, and her calves pop as well. The high-heeled sandals made Taylor much taller than little Tanner, and Tanner pouted again.

“I look like a little shrimp next to you, with you wearin’ them heels, Taylor,” Tanner whined. “I wanna wear high-heels, too!”

“You’re too young for high heels,” Taylor said flatly. “You’d just trip and fall, and that ain’t never a good look.”

“I would not,” Tanner argued, pouting. “Look, I’ll put on some of ma’s strippin’ shoes, and you’ll see.”

Tanner scurried into their mom’s room and returned with red canvas high-heeled Chuck Taylor-styled sneakers with chunky white 3 inch heels. She sat and strapped them on, and then got to her feet, a little unsteadily, and stood in front of the mirror, part of her pale little butt cheeks lewdly displayed, and looked back at Taylor.

“See, I can wear heels,” she smiled her big toothy grin, “and I think I look kinda sexy in ‘em, too!”

“Ya look too fuckin’ skinny in them,” Taylor said. The she added, “put on these turquoise striped, knee-high socks with them, and see how you look.”

Tanner liked the way the super high heels made her sis’s little butt stick out, and even made her chest look a little bigger. Taylor decided not to argue with her. Taylor had to admit that the stripper heels with the knee-high socks did make her young sister look older- like a sixteen year-old hooker! It was a look that just might get her bigger tips, with the old pervs around their end of town.

“All right, Tanner, ya little shit, wear them heels, but don’t mess ‘em up. If mom finds out we’re wearin’ her strippin’ outfits, we’ll be grounded for weeks.” Taylor told her sis.

“Cool,” said Tanner, looking herself over in the mirror, noting that the shoes made her little ass stick out a bit, and seemed to make her puffy nips look a little more like real titties.

“OK, sis, let’s head to the Walmart, and show off a little,” Taylor said. “Put on these shades- they make you look like you ain’t a little kid.”

They both put on big round Lolita-style shades.

“Let’s see if any guys hit on us,” she laughed, as the two put on sunglasses that indeed made them look a touch older, even if they still looked like young hookers.

“Yeah, that would be awesome,” Tanner said. “We might even get some tips.”

The Walmart was three blocks from their run-down trailer park, so it was just a ten-minute walk down the side of the dusty road that ran between the park and the business trip. They had to walk on the side of the road since they couldn’t walk in the grass in their heeled shoes, so the cars that passed were just inches from them. They walked facing traffic, for safety’s sake.

A couple of the cars that passed slowed considerably as the girls walked along the road, and one or two whistled at the two girls as they passed by. By the time they reached the Walmart lot, they were smiling and giggling over the smiles, waves, and hoots thrown their way on the short walk. Both Tanner’s shorts and Taylor’s booty shorts had worked their way slightly further into their butt cracks from the walk, and they were showing off a lot of their butt cheeks as they walked in the front doors of the store and felt the air-conditioning envelope them.

The old man who worked as a greeter smiled as he saw the two hot teens, and said,” Welcome to Walmart girls. Enjoy your day.”

As they passed him, the old guy turned to look them over and watch them strut into the store, their tight ass cheeks rising and falling as they walked in the high-heeled shoes.

The source of this story is Storiesonline

To read the complete story you need to be logged in:
Log In or
Register for a Free account (Why register?)

Get No-Registration Temporary Access*

* Allows you 3 stories to read in 24 hours.

 

WARNING! ADULT CONTENT...

Storiesonline is for adult entertainment only. By accessing this site you declare that you are of legal age and that you agree with our Terms of Service and Privacy Policy.


Log In