Jenny’s mouth fell open as realization hit her. She looked and felt completely dumbfounded.
She started to rise from her kneeling position, but Colton put a hand on her head and forced her to stay down.
“What the . . . fuck,” she muttered.
Gabriella smiled confidently at her, but there was poison behind that smile. Jenny could sense it.
“My thoughts exactly, Ms. Steele,” Gabby said. She had a somewhat raspy voice—not what you’d expect from someone so attractive and nubile. Maybe it was from taking Colton’s giant cock down her throat so often.
“What the fuck,” Gabby finished.
“B-But I . . .” Jenny stuttered and couldn’t finish her sentence. What was she going to say, “But I set you up! No, this isn’t how this is supposed to go!”
“Your devious plot has been thwarted, bitch,” Gabby said, triumph in her voice. “I was with Colton when you texted him.”
Jenny’s eyebrows arched downward pathetically. She spun her head around to face Colton, but still couldn’t rise from her spot. “P-Please . . .” she began, feeling quite scared for the first time. “Don’t hurt me. I’m sorry.”
Colton lowered his pants. His fat cock dangled free and rested limply in front of Jenny’s frightened face.
She wasn’t feeling particularly horny now, which was a change. Rather, she just felt mortified and terrified. Mortified for what she had tried to do, and terrified that it had backfired so severely.
“You thought you were so smart, huh?” Colton asked. He grabbed the hefty base of his cock and flung it forward a couple times, until the mushroom tip almost punched the bottom of Jenny’s chin.
“W-What’s going on?”
Gabby said, “You want my boyfriend’s huge fuckstick, right?”
Ashamed, Jenny nodded meekly. She stared at the ground and closed her eyes, awaiting some kind of punishment—a cockslap, or a handslap, or something.
Why is Colton exposing himself for me right in front of his girlfriend?
“I thought so, you dirty fucking cougar. You’re lucky that I don’t hold grudges,” Gabby said.
“What do you mean?” Jenny asked.
“I mean there’s plenty to share, don’t you think?”
Jenny’s heart lifted, just minimally. She was waiting for the other shoe to drop—something to tear her apart again.
“Open your mouth,” Colton said. “Or else I’ll pry it open.”
“Yes, daddy,” Jenny said obediently. She stuck her tongue out and opened her jaws as wide as they would go.
Gabby walked up behind her and kneeled down.
Jenny felt claustrophobic. Why is Gabby crouching so close to me? I can feel her breath on the back of my neck!
Then, she felt gentle hands on the back of her head.
Her eyes went wide.
Colton stuffed his soft cock deep into her mouth. She had opened her lips wide enough to take in the majority of his girth, since he was still flaccid.
But he started to harden while stuck in her mouth, and the feeling was magnificent.
“Mmph!” Jenny cried, taking a big whiff of his manly stench before getting throated by his low-hanging meat.
As his cock stiffened inside her mouth, it pried apart her jaws, just like he said he would do. Jenny’s teeth gently scraped the topside and underside of his shaft, but it was almost impossible not to.
“Careful with the teeth, whore,” Colton said.
Tears came to Jenny’s eyes. It was very reminiscent of earlier that day, when he had forced his big dick down her throat.
But now he had help.
Gabby guided Jenny’s head forward. She smirked and chuckled in Jenny’s ear as the older woman struggled to take Gabby’s boyfriend’s massive girth.
Jenny could feel the veins on Colton’s cock gliding against her lips. She closed her eyes.
Then Gabby shoved her head forward—all sense of cordiality gone.
Jenny’s eyes shot open. The tears streaked down her face. She tried to pull her head back, but Gabby wouldn’t let her.
Colton’s cock bloated her neck as it reached down her gullet.
She had no control of her own head, and it was scarier than anything else. No matter how much she squirmed to get away and try to breathe, Gabby had a powerful grip that wouldn’t be broken.
The younger cheerleader moved Jenny’s head back and forth, sliding the woman’s lips up and down Colton’s hard cock.
Jenny struggled for breath. Drool frothed her lips and leaked down her face.
Gabby started to move her head faster—faster than Jenny would have even been blowing Colton, were it up to her.
Everything blurred. The white walls turned into smudges in Jenny’s bloodshot vision.
Gabby forced her to throat the boy’s massive cockmeat and there was nothing she could do about it. Her hands went down and plunged into her pants, and she started fingering herself.
She figured, if she couldn’t beat them . . . join them.
“How does her throat compare, hun?” Gabby asked, her voice little more than a whisper.
“She’s sloppier,” Colton said. “And not as tight as your pretty gullet, babe.”
Gabby smiled up at her boyfriend and blew him a kiss.
For 10 minutes straight, Jenny’s face was lodged on Colton’s fat cock, skewered like a shish kabob. The entire time, Gabby guided her head forward and back, being the helping hand.
The cheerleader was able to see Gabby’s torture and punishment firsthand.
It was humiliating, having this 18-year-old girl forcing Jenny’s face down on such a hefty slab of meat. The older MILF didn’t have a graceful bone in her body, once she had been throatfucked by the football star.
But Jenny eventually gave in and could feel her own juices dripping down her legs, soaking the front of her jeans.
She didn’t give a shit about her own dignity. Just let him ream meee!
As if on cue, Colton said, “Take her pants off, babe.”
Jenny mumbled something onto Colton’s cock, but it was slobbery gibberish.
Colton slid his dick out from her mouth and it came out with a schlorp.
Gabby hugged Jenny from behind, wrapping her arms around the taller woman’s shoulders, and pushed her down.
Jenny nearly screamed, but ended up going along with it. She was utterly curious and turned on now.
Gabby pushed Jenny onto the ground, flat on her stomach and fat tits. Then the younger girl hooked her fingers around Jenny’s waistband and started to yank her jeans down.
“Jesus, her ass is fucking huge,” Gabby said, a bit disgustedly.
“You’ve got the better bubblebutt, babe,” Colton said, smiling dreamily at his girlfriend.
“I know, but this is an ass and a half, man. Just look at this massive thing!” Gabby managed to pull Jenny’s tight pants to her knees, and she spanked the older woman over and over again, like she was playing the bongos on her wiggly bum.
Jenny moaned.
“I guess these fat flabby cheeks are perfect for your huge cock, huh Colt?” Gabby said.
Colton frowned.
“They aren’t flabby!” Jenny yelped.
Gabby chuckled and slapped Jenny’s rump again. The MILF’s buttcheeks jiggled after each spank.
“They might be perfect for me, but I was thinking they’d be perfect for you, babe . . .” Colton said, trailing off.
“Hmm, you might be right,” Gabby replied.
Jenny’s eyes widened. “W-What on earth are you two talking about?”
She heard a snap behind her, like a belt buckle falling into place.
“I don’t think you’ll want to see it, Ms. Steele,” Colton said. “Just feel it. I know you’ll love it.”
Those words were enough to make Jenny do a pushup and glance over her shoulder, fear dancing across her face.
Gabby’s miniskirt was lifted up. She was centering a giant strap-on dildo against her pelvis, wrapped around
her hips. It was almost as big as Colton’s cock, and the black bumps and grooves on the huge sex toy scared the shit out of Jenny.
“W-Wait, no . . .” Jenny murmured. “You can’t. Gabby, please . . .”
Gabriella just smiled down at the woman. She put her foot on Jenny’s back and pressed down, until Jenny was flat on her stomach once more.
Staring over her shoulder and up at the massive, protruding dildo, it looked almost comical as it jutted out from Gabby’s flat stomach and narrow hips.
It looked more like a torture device than a sex toy.
Which, Jenny realized, was probably what it was meant to be.
Chapter Five
This is what I deserve for being such a devious slut, Jenny thought to herself as she wept from Colton’s vicious facefucking. A huge cock throating me so badly I can hardly breathe, and a skinny little girl railing into my hoo-haa with a fat black dildo.
Jenny quickly realized that she had horribly misjudged Gabriella Evans. She wasn’t the big-eyed, innocent Christian girl that Jenny had thought she was. She was just as horny and promiscuous as the boys, if not more.
Which is exactly how Jenny remembered herself when she was that age, so she couldn’t be too surprised.
But it was still a shock when the attractive cheerleader hiked up her miniskirt, strapped on a big curvy dildo, and started ramming it into Jenny’s cunt.
The cougar had already been wet from blowing Colton, with the anticipation that she was finally going to get cock-stuffed pretty soon.
Her little scheme had backfired again, but in the most magnificent way, just like the first time.
While Jenny was being spitroasted by the two young lovers, seesawing back and forth on their big tools, she decided that tonight would be the last time she tried to play these kinds of games.
She would attempt to be more forthcoming and honest in the future about what she wanted—with Colton, and with Gabby, apparently.
The cheerleader laughed with glee as she placed her hands on both sides of Jenny’s wide ass, bent her knees into a crouching position, and started pumping her dildo into the older woman’s pussy.
Jenny had that same stretched-full feeling like when Colt stuffed her. But Gabby’s hands were so much smaller and softer—they were dainty and cute.
But she was a violent little pixie, eager to punish Jenny for her transgressions—for trying to steal Colton away from her behind her back.
Gabby had no qualms about putting Jenny in her place.
The girl’s miniskirt hopped up around her pelvis as she thrust her hips and pumped her juicy bubblebutt forward. The thick, grooved strap-on spread Jenny’s pussy lips far apart. It was cold and hard as steel, but as it sunk into Jenny’s widened vagina, it made the MILF feel warm.
Her pussy was on fire from the little cheerleader sending that dildo so far down her snatch.
Jenny’s body rippled back and forth. She slid forward, gagging and choking on Colton’s huge cock, and then brought her ass backwards while Gabby lunged forward to spear her tight pussy and stretch her out.
Jenny’s body was rife with sweat, her cunt leaked girly juices, and slobber dribbled from her chin and mouth.
She felt like a used and abused little slut—a dog on all fours, lapping up the discipline that Gabby and her boyfriend were giving her.
Her fear quickly diminished once she got into the swing of things. Her arms were getting tired from holding up her body, and her fat tits swayed and clapped against one another with every cock-gobbling thrust forward.
Every time she bumped her booty backwards, Gabby would laugh like a doll and spank that giant ass. Her arms were barely long enough to wrap around the thick older woman.
Jenny could hardly believe that a teenage girl of Gabby’s stature had such a savage disposition when it came to fucking.
No wonder Colton fell for the girl!
As her pussy stretched and sputtered fluids, Jenny wondered if Gabby had ever turned that big dildo on Colton’s sweet, tight ass . . .
That would be a sight to see, Jenny thought.
Colton held the sides of Jenny’s head and slammed his hips forward, sending the majority of his cock down Jenny’s gullet once more. Jenny’s neck inflated from the brutal skullfucking, and the boy’s gargantuan nutsack pelted the bottom of her chin.
Then he extricated his cock from Jenny’s mouth and held the woman’s face in the air like a slimy, messed up trophy.
Jenny gasped for breath and spit a glob of precum and saliva onto the carpet at Colton’s feet. Her mascara ran down her face in rivulets, making her look like a killer clown, and her rosy makeup had smudged all over her cheeks and nose.
Jenny coughed a few more times.
Thwack!
Gabby railed into her again, her narrow hips bumping into Jenny’s fat ass with a clap. She giggled and squeezed on Jenny’s buttcheeks so hard that her hands almost disappeared into the flabbier flesh.
“G-Gabby, you’re gonna make me cum . . .” Jenny moaned, leaning forward so her forehead touched the floor. Her ass naturally rose higher in the air, which gave Gabby better purchase on the big bum.
Gabby’s harsh, long strokes took a different turn once she had a tight grip on Jenny’s butt. She scooted forward, spread her legs like a sumo wrestler, and started pelting the poor woman in quick, rapid-fire swings.
The cheerleader’s own glorious booty bounced with every thrust. She’d never seen a pussy get so stretched and ruined before as Jenny’s was right now—other than her own, when Colton penetrated her.
It was lovely to see, and judging by the moans coming from deep within Jenny’s throat, she loved it, too.
All three participants of the orgy were sweating profusely. The whole room stank of sex and cum and spit.
Jenny squirted like a hose and the liquids blew back onto Gabby’s legs and stomach, and the addition of piss was added to the rank odor wafting around the hotel room.
Gabby refused to give Jenny a break, or let up her earnest thrusts.
Colton circled around the pair, admiring the work that his 18-year-old girlfriend was putting on this thick-thighed, big-titted tramp. He adored watching Gabby’s butt hop up and down, the straps of the dildo loosely framing her bulbous cheeks. It looked like the girl was having the time of her life, finally being able to be the dominant one in a fuck session.
After all, she typically fucked Colton, and the alpha male always took the reins of the situation. He loved to sweep Gabby off her feet and bounce the girl on his huge cock in midair, making the cheerleader squeal and scream with glee.
She was a cute little thing who loved to be thrown around like a ragdoll. Colton admired Gabby’s tenacity and resilience.
Her pussy had put up with quite a beating over the last year, from Colton’s insatiable appetites. And she never complained—if anything, quite the opposite. The cheerleader was a size queen through and through, and always wanted to find ways to stretch her pretty little cunt even wider.
Colton debated picking her up right now, he was so drawn to that twerking booty. He could have lifted her away from Jenny to let the old girl rest, put Gabby in a full nelson so her legs were kicking up in the air, and so the girl could see her own pussy getting destroyed.
But he decided against it, because the object here was to punish and discipline Jenny for her devious ways.
So, that’s what he decided to do.
After Jenny squirted back on his girlfriend, Colton pulled Gabby away from Jenny’s ass.
Gabby pouted and frowned as she felt herself being lifted away like a toddler losing its favorite toy. She reached out and tried to clamber for Jenny’s bum, but Colton had a tight grip on her shoulders.
“W-What the hell, Colt?” Gabby whined.
“Stand up, Ms. Steele,” Colton demanded.
Jenny took a moment to gather herself, but she eventually stumbled to her feet. Even though she was barefoot and not wearing her high heels, she could hardly stand. Her weak leg
s twitched and trembled like a newborn deer, or a runway model who wasn’t used to sashaying down the lane in stilettos.
Jenny was lost in a trance, her eyes half-lidded, her face a complete wreck. She reached out for something to help her balance herself, and found Colton’s shoulder.
As she leaned forward to rest her head on Colton’s chest, she felt his giant cock poke her in the stomach.
“Ugghh,” she moaned, glancing down at the thick, curving member.
Colton smiled her. “Up you go,” he said.
Jenny tilted her head to the side confusedly. “Wha—ahhh!”
Grabbing her under her armpits, Colton hoisted the tall girl up into the air. He hugged her close to his body, so her tits smashed against his chest and his cock was pressed up against his own stomach.
Jenny wrapped her arms and legs around Colton, airborne, desperate not to take a tumble and fall to the floor.
Colton took two unsteady steps backwards, and then plopped himself down on the edge of the bed. His arms corded and flexed as he lifted her a little more, until her soaking, dripping cunt was hovering over his sturdy, rigid cockstaff.
Jenny’s hands white-knuckled on Colton’s broad shoulders. She whined at what was to come.
“Gabby, stick it in her ass,” Colton said.
“Aye aye, captain,” Gabby said with a salute. She walked forward, centering the dildo on her pelvis once more, and swiped her miniskirt out of the way.
Jenny huffed. “Wait a sec . . . please . . . let me catch my—”
A pain shot through her body like nothing she’d ever felt before. Her half-lidded eyes bulged until she thought her eyes might pop out of their sockets.
Gabby unceremoniously plunged the first two inches of her long dildo into Jenny’s shitter and laughed while she did it.
“F-Fuck, even though I can’t feel it on my fake dick, I know this bitch is tight!” Gabby yelled, grabbing the sides of Jenny’s boobs as she angled herself forward.
“Too biiiig!” Jenny cried. “Gabby you’re too fucking huge! Ahhh!”
Gabby’s dildo made a crackling sound as it forced its way into Jenny’s anus, pushing apart her buttcheeks like Moses parting the Red Seas.
Almost simultaneously, Colton dropped Jenny’s body on top of his lap, impaling the woman on his massive cock. The underside of his shaft rubbed up against the black dildo connected to his girlfriend.
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