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Chapter 20
by
quillbot
What will Ashley do?
The Wicked Side of Sweetness
A transformation came across Ashley's face. Nobody in the room really understood its implications as she had her back to Heather. But if Taylor, Peter Zander, or another girl from Hannah's clique had been sitting there, they would've felt chills run down their spine. Why? Because at that moment sweet, little Ashley's demeanor mirrored her older sister's. A smirk, very unlike anything Ashley ever made, met Teresa's challenging eyes.
Years of dealing with the Zuccaro sisters and their dumb family feud had finally sapped the last of Ashley's patience. The friendly, sweet blonde was sick and tired of Bianca's teasing attempts to seduce Brandon. She'd had it with Teresa's condescending attitude to her whenever their paths crossed. And Ashley hated how their mother, Carmella, made biting comments to her own mother whenever they ended up at the same school function. Sure, she could never imagine a cruel dare like Hannah would, but she'd sure as fuck create an embarrassing moment for Teresa.
"I Dare you to let Matt strip your dress off," Ashley started, causing the others to comment or cheer.
"Hell yeah! Come on over to me, baby!" Matt whooped, spreading his arms wide.
"I think we," Rebecca nodded her head at her sister and then Kessler, "set a precedent for how these stripping dares should go down.
"Damn, right we did," the male part of their trio agreed.
"Typical little girl. That's the best you could come up with, huh?" Yelena mocked the kindly cheerleader.
"No wonder why I choose to take—" Teresa remarked, standing up and moving toward Matt.
"AND!" Ashley loudly interjected.
"You can't add on more!" Bianca screeched.
"And if I hadn't been rudely interrupted," Ashley motioned to the arm pumping Matt. "I could have finished your Dare."
"What? Do I have to hop on one foot while he strips me?" Teresa laughed loudly.
"Based on how small I expect Matt to be, you might need to use only one hand."
"Hey!"
"And the rest of your Dare is to reward Matt for taking your dress off by giving him a handjob," Ashley revealed, ignoring the dirty glare from Matt over her guess of his dick size.
"That's my little sis!" Hannah cheered, moving over to hug Ashley from the side.
Both Woodsen sisters watched Teresa's face blanch for a moment, along with a noticeable gulp. The black-haired woman quickly composed herself.
"Wouldn't be the first time I rubbed an asshole off to shut him up."
"You bitches act like I'm punishment," Matt glowered. "Once you see me in my glory, y'all will be singing a different tune in a second."
The muscular fighter flexed in several positions, showing off a chest and arms that he arrogantly believed would lead them to drop their panties. Shirtless after Trent's dare, girls that didn't know him, or ever hear him speak, might be attracted to him. However, every girl at the cabin knew him and his obnoxious attitude, especially after a few drinks. Teresa sighed, willing herself to keep the churning in her stomach from bubbling over. It wouldn't befit a Zuccaro or Bruno to show weakness by vomiting all over the disgusting boy in front of her.
As much as the other guys in the room hated to think it, but at that moment, they were envious of Matt. Despite her bitchy attitude, which some of them found sexy, Teresa had a killer body. Strutting across the circle, the black-haired girl stopped and spun around, leaving her back to Matt. The former captain of the Honeybears wore a slinky, scarlet red cocktail dress. Coming up high on her thighs, the material barely covered her toned ass before leaving her back completely exposed as the dress had a high-neck front.
"I always told you this day would come," Matt gloated into Teresa's ear as he reached the tie at the back of her neck.
The words and his breath on her neck made the college student shudder.
"You always knew that you would only undress me as part of a game and not by earning it yourself? Wow! You actually have an ounce of self-awareness," Teresa responded, earning a laugh from even Hannah.
"Hardy har har, whore." Incensed, Matt yanked hard on the flimsy tie, ripping it. The sudden, sharp tear caused the dress to fall all the way down to Teresa's waist.
While the guys and Meagan stared at the perky pair of medium-sized breasts in all their glory, the girls in the room shook their heads. Rebecca and Karen did that twin thing where they looked at each other, had the exact same thought, and expressed it.
"Boo! You call that a striptease? Boo!" the Harrington twins jeered.
"Quick on the trigger, huh? I guess the rumors are true, Matt," Lindsey spoke up for once, earning a vicious glare from the wannabe fighter.
"You heard that too?" Hannah inquired in an overly innocent voice. "Poppy claimed she heard it firsthand from—"
"Shut up, slut!"
"Say that again, and I'll test out your fighting skills!" Brandon threatened. Trent and Logan murmured in agreement, while Ashley flashed a winning smile at her boyfriend.
"Just finish taking off her dress," Carl suggested to his friend, who swore angrily under his breath as he yanked hard on the dress resting at Teresa's hips.
The ripping sound pissed off Teresa and nearly every girl in the room. They all hated seeing a beautiful and likely expensive garment treated so poorly.
"Whoops," Matt said, not meaning it at all.
The black-haired turned her head and shot her patented bitchy look at the auto shop owner. "I'd demand you pay that for that, but I suspect any extra money goes toward paying for the only pussy you can get."
"I won't be paying for this handy, so get to work."
Rolling not only her eyes but also her head, Teresa turned around. Immediately, she slapped a hand away before it could cop a feel of a naked breast.
"Jesus. Hasn't anyone taught you how to treat a woman with respect?" Hannah challenged.
"Clearly not," Karen chimed in.
"Matt, the Dare I issued meant you get a handjob as a reward, nothing more," Ashley firmly stated, walking a little closer to where Teresa unbuttoned and unzipped his jeans.
"Fine," he grumbled. Looking at his old classmate, Matt motioned for her to drop to her knees to take his pants off.
Instead, Teresa walked around behind him. There she started to pull his jeans down, much to the enjoyment of the others in the room.
"Great idea, sis," Bianca cheered on the change of strategy that clearly irked him.
"Hey! Get back around to my front!"
"What's the matter? Don't like people around your asshole?" Yelena speculated.
"Oh, he's for sure homophobic," Tiara stated.
"Probably the type that secretly watches gay porn," Meagan cracked.
"I bet I could turn you straight," Matt promised the white-haired teenager.
"More like turn us all into lesbians," Madison slurred with a giggle and a burp.
"Or at least bi," Heather joined in, but her jaw dropped when Teresa mimicked with her hand what she wanted to do. Despite not liking the older dancer, Heather eagerly nodded. Jumping to her feet suddenly, groans rang out as her tits bounced because of the motion.
"Time for the unveiling," the center of the attention declared as he kicked his jeans off. Looking behind him, Matt asked, "You sure you don't want to be in front and get whacked in the face?"
Biting her lip, Teresa appeared to think it over for a second. Nodding, she surprised Matt by crawling around him until she kneeled in front of him.
"I knew it. All girls are sluts deep down," Matt nodded at what he thought was an affirmation of his world view. Several feet away, Carl put his hand in his head in embarrassment, vowing to keep his friend from drinking for a while.
"Yeah, that's not it. I just thought you might prefer it if I did this from the front. For safety reasons."
"Safety rea—the fuck!" Matt exclaimed as Heather dangerously raced toward them, holding out a large pair of scissors.
"Thanks," the older girl nodded to the cabin hostess.
"No fucking way! You're not doing that!" Matt bellowed.
"Oh! Okay, I guess I could use these from behind if you're willing to take the risk," Teresa said, shrugging her shoulders while starting to crawl back to her earlier position.
Matt turned with her, staring in horror at the large pair of scissors with its black handle. "You are not using that! Isn't this about punishing her?" he asked, turning his head to see Ashley.
"It is...but I'll allow it."
"No, no, NO! This isn't right!" Matt screamed, almost looking like he might cry.
"Jeez, you better stay still. I don't know what might happen if you don't," Teresa warned, taking a firm grip of the bottom of his tight briefs.
Whimpering as he felt the cold metal of the scissors against his skin, Matt appeared to find religion. Softly praying, he swore to behave better in the future if he survived this ordeal. About halfway up, his knees buckled slightly.
"If you get snipped, it's not my fault. I warned you to stay still," Teresa reminded him.
"Ash, if he pees himself does that count instead," Madison asked, causing a giggle fit from her and a drunk Delilah.
"This is punishment for Bianca's Dare. So her sister would still need to give him a handy," Ashley declared, remembering the point of her turn.
With the cutting finished, and his body fully exposed, Matt crumbled to the wooden floor.
"Doesn't look all that impressive," Lindsey chuckled, getting into the spirit after cousin's comments.
"So that's what taking steroids causes?" Tiara asked, glancing over at her brother. "See, Trent, that's why I told you never to take any."
"Does this look I did?" the indignant teen challenged, turning his body to face his sister. That's until he recalled that Tiara was his sister and swiftly covered his half-hard cock in embarrassment. His teammates broke into laughter, vowing never to let Trent forget he showed his dick to his older sister.
The distraction gave Matt time to recover both his composure and his pride.
"Don't worry, ladies. I'm even more of a grower than a shower."
"I don't think the mass of objects works that way outside of comic books," Poet chimed in, looking up from where she worked on touching up Trent's sketch.
Steeling herself for what came next, Teresa reached down to grab the dick that she needed to jack off. Matt's exaggerated moan at her touch only made her feel dirtier and not in the good way. Moving around until she was on his side, the experienced woman shook her head at her ill-advised action. Using the scissors was dumb. Sure, scaring the crap out of the douchebag was fun, but now it's going to make this take longer.
Sliding her body closer, Teresa slightly rubbed her nipple against Matt's elbow. The resulting action pleased her somewhat as she felt him harden even more. Unfortunately, the hard-on still wasn't fully erect.
"You like that, big boy? You like having the hottest girl ever touching your cock?" Teresa teased, hoping that playing up to him would cause him to shoot faster. "You like knowing that this is the penultimate moment in your life?"
"Shit, you're gonna be doing this all the time now."
Holding in another comeback that might prolong this disgusting handjob, Teresa locked eyes with her little sister and nodded to the side. Bianca understood. A short whisper to her best friend led to her and Yelena kissing.
"Oh, look at how hot you're getting us girls."
"Hey! No helping!" Hannah yelled at the two high school girls, who ignored her by continuing to put on a rather steamy show as their kissing grew into a full-blown makeout session.
"Stop that right now," ordered Ashley. "If you want people to help, then maybe Carl should help with the handjob."
"What?!"
"Hey, leave my brother out of this dumb feud," Sharon snapped at her teammate.
But the damage was done, Teresa fought an urge to scream as she felt the cock in her grip soften slightly. Shooting daggers at Ashley, she caught her sister's attention. Bianca immediately responded by reaching past Yelena, grabbing her vice-captain. Delilah's surprised squeak got cut off by Bianca's tongue down her throat. When she did manage to break off the unwanted kiss, Yelena turned her head and replaced her best friend's with her own.
"Stop that! Someone stop them!" Ashley pleaded.
In her tipsy state, Madison heard her teammate's plea and had an idea. She dove into the three girls, tackling Yelena off of Delilah and into Bianca. Screams and shrieks rang out. Shoving, scratching, and hair-pulling happened in the pile of bodies as everyone else near them scrambled away.
"I think we need to get Bitchison drunk more often. She's at least tolerable as entertainment," Sharon remarked, earning only an exasperated look from Logan as everyone else ignored her.
"Catfight!" someone screamed.
Watching the fight break out in disbelief, Teresa ended up shocked when those two little words caused Matt's cock to erupt, spewing his seed all over the floor and her hand.
"Eww!" she screeched, staring at her hand after she dropped his member. Feeling sick, she needed to get the cum off her hands, and off right this second. Rushing toward the bathroom, she avoided the people rushing to break up the fight between Madison and the two Honebears.
"Pretty lame stamina, Richardson," Hannah dryly remarked. "Guess those rumors are indeed true."
"What rumors?!" he roared back. "That's nothing but ungrateful girls complaining I dumped their asses."
"But I have footage," the buxom blonde revealed, holding up Madison's phone that she dropped before starting the fight.
Who will feel Teresa's wrath?
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At the Cabin
The story of a group of friends spending some sexy times at a cabin by the lake or the nearby town where they all live
The story of a group of friends spending some sexy times at a cabin by the lake or the nearby town where they all live.
Updated on Dec 16, 2025
by syncmaster69
Created on Sep 4, 2014
by Duskford
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