Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 4 by PhoenixAuthor PhoenixAuthor

What's next?

Sommer Dunes

18 year old Caleb Winchester sighed sadly as he walked into his bedroom for the next week. He set down his suitcase, and plopped down on the bed.

The door opened, and in walked Hazel, his big sister. Hazel was 20, with lustrous chocolate colored brown hair, pretty grass green eyes, and a generous pair of boobs. Some of Caleb’s friends called Hazel ‘sexy as fuck’, and that always made Caleb feel gross. His friends shouldn’t be talking about his sister like that, and Caleb definitely should never think about Hazel in that way.

Hazel wore a pink bikini top and some light blue jean shorts that showed off how huge her butt was. Hazel’s boobs bounced a lot as she walked forwards and crouched down so she was sitting on the floor in front of Caleb. She took his hands, and gave him a loving smile.

“I’m sorry we couldn’t bring Shawn.” Hazel said, naming his best friend.

“I know, the trip’s just too full.” Caleb sighed. Hazel leaned her head on Caleb’s thighs, and she blew out a breath.

“I wish he could come. You’re so much less shy whenever he’s around.” Hazel murmured.

“I try to be less shy.” Caleb said defensively, “I just get nervous around people who aren’t you, Mom, Shawn, or Dad.”

“I know, Cay, I know.” Hazel said soothingly, “It’s not your fault.”

“Do you think you can stay with me, then?” Caleb asked hopefully. Hazel bit her lip thoughtfully.

“I mean… yes, but Allie’s gonna be here soon.” Hazel said, and Caleb’s heart sank. No one made him more nervous than Allie, Hazel’s best friend. It wasn’t anything Allie did, she was as sweet as Hazel is. But Allie was sexy as fuck, to use one of Shawn’s phrases. Caleb turned into a wreck around her.

“C’mon, please? No Allie.” Caleb tried.

“I’m sorry, Cay, but I’m not going to just ditch my best friend.” Hazel laughed softly, “I love you so much, ok? I wish you could be comfortable around Allie, it’d be so much easier for you to hang out with me.”

“I know, I know.” Caleb said, furious at his own shyness. Hazel rose to her feet and sat down beside Caleb on the bed.

“You could try hanging out with Mom.” Hazel suggested.

“She’s gonna be with Aunt Dana.” Caleb said sourly, naming his mother’s beautiful blonde best friend who was ridiculously attractive and ridiculously good at making Caleb nervous.

“What about Rose? You know, Uncle Jace’s daughter?” Hazel asked, a light flush appearing on her cheeks when she said ‘Uncle Jace’. Jace was Dana’s twin brother, so he was as much their uncle as Dana was their aunt, which is to say, not at all.

“Rose is nice.” Caleb shrugged.

“Try hanging out with her, then.” Hazel suggested.

“Maybe.” Caleb said noncommittally.

“You can’t just always make a beeline for Aunt Liv.” Hazel said with a sigh.

“Why not?” Caleb raised his eyebrows, “You know she loves me. And she doesn’t make me nervous!”

Hazel blew out a breath.

“I just want you to make some friends and get some more confidence in yourself.” she said sweetly, and Caleb smiled. He loved his big sister so much, and she was an amazing source of strength amidst his near crippling social anxiety.

———

18 year old Max Simmons groaned as he tried in vain to stretch out his legs, to no avail.

“Stop squirming, Max.” complained his twenty year old sister Cori. Cori was beautiful, with black hair, blue-green eyes, and medium to large breasts. She also had a fat, incredible ass that was complimented by some thick, juicy hips.

On Cori’s other side sat her twin sister Tori, who had blonde hair, icy blue eyes, and some bouncy large breasts that she currently had pressed together by a pink tank top. Tori was pretty fantastically curvy as well, though she wasn’t as well-endowed with a fat ass like her twin sister was.

Both twins were pretty tall for girls, and they were nearly identical, facially speaking. They obviously had their differences in appearance, but their faces were very similar.

“Stop squabbling.” Evan Simmons glanced over his shoulder at his kids.

“Yes, Daddy!” Tori said cheerfully, always the one sucking up to Evan.

“Yes, Daddy.” Cori nodded, a little more ironic in her usage of the word.

Max turned his attention to his mother sitting in the passenger seat, though. His gorgeous mom, Dana Simmons, was reclining in her seat, shades on and her blonde hair whipping in the wind thanks to the open convertible they were riding in.

Dana was gorgeous, with the same blue-green eyes that Cori and Tori had, along with long blonde hair, some large to very large breasts, and a tight, petite little body that was still in nearly as good shape as it was in the photos Max had seen of Dana in high school.

“Are we almost there yet?” Cori asked impatiently. Cori was the one in the middle, so she was squeezed between Max and Tori, and Max was kind of enjoying his sister’s thick thigh pressed against his thigh.

Tori put a hand on Cori’s cheek and made a sympathetic sound.

“Must be so hard having to sit in the middle where you have all that legroom.” Tori said, and she made a pouty face, “Will you make it?”

“I think I can hold on.” Cori said dramatically, making both girls giggle.

“You girls won’t have to hold on too much longer, anyway. Here we are. Coral Circle.” Evan said, and turned onto a sandy road that ran straight back to a circular area where a road wrapped around the exterior of it. Evan followed the road around to the left while Dana sat up and checked house numbers.

Max meanwhile was looking past the different beach houses into the center of the ring, where a big pool was sitting, along with plenty of outside seating and even a handful of grills. There were 5 houses in the ring, arranged in a circular formation, of course.

Evan pulled into the driveway of house 3, and Cori started pushing on Tori, urging her sister to get out of the car.

Max climbed out of the car, stepping out on the right side of it. He opened his door for his mother, and she gave him a loving smile as she stepped out of the car, and Max found himself pressed into a tight hug by Dana.

Max’s hand strayed down to Dana’s ass to give it a squeeze, and Dana giggled, before she nipped Max on the ear and breathily whispered into the same ear.

“Not right now, baby. Later.” Dana winked, and Max’s cock leaped in his shorts for his sexy mom.

Just then, a second car pulled up, and Dana and Max separated, and Cori and Tori came around to the right side of the car to join Dana and Max in greeting the car’s occupants.

Jace Holland found himself in a tight hug from both Cori and Tori, which Max thought was needless. They could have just taken turns. Julian Holland was swept up in a hug by Dana, which left Stephanie Holland to struggle to climb out from the back row of seats.

Max moved forwards to help her like a gentleman, but his father came out of nowhere and put his hands on Stephanie’s hips. With a laugh and a cry of ‘Uncle Evan!’, Stephanie was swept up into a hug, leaving Max with no one to hug, at least until his Aunt Amy came around the car smiling.

Fuck, Max loved his Aunt Amy. She was so fucking sexy. That long red hair, her pretty green eyes, her huge, fat tits, her soft, full curves, and her round, jiggly ass.

Max wasted no time in hurling himself at Amy. The collision sent Amy stumbling back a little bit and she bumped back against the car as Max pressed against her body and hugged her.

She hugged him back tightly, her back pressed against the car and her pillowy tits smashed against his chest.

Max was loathe to let go of Amy, and he kept his arms wrapped tightly around her for a while, which didn’t seem to bother Amy even slightly, which is part of why he loved her so much. She clearly held the same love for him, after all.

“Max!” Amy giggled delightedly, and she pressed her lips to his cheek for a greeting kiss.

“Hey, there, Aunt Amy.” Max grinned, and he leaned in to kiss Amy’s cheek, as close to her heart-shaped lips as he dared. Amy hummed happily and hugged him tighter.

“Hey, give him some room to breathe, Mom.” Andrew grinned as he came around the car. Max grinned back when he saw his best friend.

“Hey there, man.” Max said, as if having Andrew’s mother pressed tightly to his body and pinned between him and the side of a car was a perfectly normal occurrence. Shit, he wished.

Andrew glanced to Amy, and he looked meaningfully at Max.

“Hey, we gotta talk in private for a moment.” Andrew said, and Max frowned. He looked back to Amy, who was looking at the two boys, confused, her pretty green eyes flicking back and forth.

“Um… ok.” Max said, confused, too.

He regrettably let go of Amy and trudged after Andrew sadly. Or it was sadly until Andrew turned around and began to talk.

“Yesterday, dude, you won’t even believe this shit, but I caught my mom having sex.” Andrew exclaimed. The thought of a naked Amy getting fucked made Max pay attention.

“I don’t wanna hear about your parents’ sex life.” Max waved off his best friend, grumbling.

“My parents?” Andrew laughed, “I’m talking about our parents. Dude, I caught your dad fucking the shit out of my mom.”

Max’s jaw fell open.

“It was so fucking hot seeing my mom’s huge naked tits slapping together, seeing her moan in pleasure…” Andrew groaned, clearly not in the moment. His mind was somewhere in the past.

“Stop jerking off about your memories and listen to me. Did you get proof? Photos, videos, whatever?” Max asked urgently.

“What? No, I didn’t take anything like that. My phone was back in my room when I happened upon it.” Andrew sighed unhappily, “Nothing to jerk off to.”

“Jerk off to?” Max asked incredulously, “Is your thinking that limited? Andrew, that’s **** material! We could get your mom to fuck us with some photos and videos of my dad fucking her. I guess you do come to appreciate your parents at some point in life.”

“Fuck us?” Andrew’s eyes went wide, and he seemed ridiculously eager.

“Yeah. Us.” Max laughed, “Look, man, you need to keep close tabs on your mom. If she sneaks off from your dad at any point, call me and then follow her.”

“I can definitely do that.” Andrew chuckled.

“Awesome.” Max grinned. The thought of Amy naked in his bed… fuck. This might be the best spring break ever.

———

Julian Holland hugged his Aunt Dana for far too brief a moment, but then she let go and went to hug his dad, and Julian found himself set upon by the terror twins, aka Cori and Tori.

“Hey, Jules.” chirped big-titted blonde Tori, and she gave him a kiss on his left cheek.

“We missed you.” agreed fat-assed raven haired Cori, and she gave him a kiss on his right cheek.

“S-sure.” Julian muttered to his cousins, and he tried to move away, but he was blocked by Tori, and he bumped into her sizable chest.

“Sorry, cuz, but you don’t get out of quality family time that easily.” Cori winked at him, sidling up beside her blonde twin.

Julian groaned in complaint.

But thankfully, Julian was saved by a third car pulling up, this one with an absolutely gorgeous blonde woman at the wheel.

Olivia Johnson climbed out of her car, and Julian was practically drooling. Olivia was in a sundress today, a pink one that went well with her long blonde hair and her loving light green eyes.

She swept her gaze across the group, beaming. Olivia’s tits were enormous, putting everyone else to shame, even Amy.

They jiggled an exorbitant amount as she walked, and Julian’s dick, already hard from his teasing cousins, started throbbing at the vision of Olivia, with her very voluptuous figure. Fortunately for Julian, there was no blood relation between them, though she had babysat his father a long time ago.

She was the oldest person here by a few years, though she was still only in her early to mid forties, Julian knew. She didn’t look old, none of the MILFs around town did, they all had an air of youth about them despite their sensual MILF bodies.

“Jules!” Olivia exclaimed delightedly, and Julian happily embraced the fucking insanely busty blonde. No one else could come close to her bra size, especially not after she had two kids.

Speaking of, Olivia’s daughters were climbing out of the car now, too, and Julian smiled when he saw Mia Johnson, Olivia’s younger daughter, who was Julian’s age.

Mia was Julian’s best friend, and the two of them were damn near inseparable growing up, and still are.

Mia was a busty blonde with hazel eyes. She wasn’t particularly tall, but she had some killer curves, along with a very jiggly ass and some very generous tits about the size of Stephanie’s, so about a DD.

Her older, twenty year old sister Allison had blonde hair and vivid green eyes, and her body was slightly less full than her mother and sister, due to her exercising regularly as a cheerleader. Allie was taller, too, taking after her tall and lanky father, David Johnson, a little bit in that regard. She had a rack of equivalent size to her little sister’s, if not even slightly smaller, and her ass was great and toned.

For a few heavenly moments, Julian’s face got to be pressed into Olivia’s enormous pillows, but then the hug ended and she swept past him to hug Evan, then Jace, then Andrew and Max, who were just returning from whatever private chat they’d went off to have.

“So, where’s everyone else?” Mia asked as she approached Julian. The best friends hugged tightly, and Julian as always shoved down the urge to hug her tight and ‘accidentally’ touch some of her mouthwatering assets, but he was too afraid to do so.

Julian swore silently as his younger brother launched past him and tackled Mia, who laughed.

“Hi, Drew.” she said affectionately, and Andrew wasted no time in squeezing Mia tightly.

“Hey, Mia.” Andrew grinned, squeezing her body so damn close to him.

“Uncle Jace!” Allison exclaimed and she hugged Julian’s dad very tightly while Olivia struck up a conversation with Amy about David being stuck at work and unable to make it.

Mia blushed as she felt her best friend’s younger brother’s dick pressing into her.

“D-Drew.” she stuttered into his ear in a breathy whisper.

“Yes?” Andrew replied innocently. Mia bit her lip at the feeling of it as the younger boy’s hand slid down just a little to touch her thick, bouncy ass.

“You’ve got a lot of nerve.” Mia whimpered, unable to look at Julian while his little brother massaged her ass.

“I know.” Andrew growled in her ear and Mia trembled in arousal, cursing her stupid tits for being so goddamn sensitive when she was aroused.

“P-perv.” Mia stuttered again, and Andrew chuckled. He knew as well as Mia did that if she wanted him to stop, she was able to. He may have been squeezing her body to him, but not in a way that prevented her from extricating herself.

Mia and Andrew had always had a complex relationship. He reminded her so much of Julian, who she adored, yet he was so un-Julian in his bold courage and wild recklessness.

Two things she found very frustrating, and at first she’d felt nothing more towards him than big sisterly exasperation. But, well, this wasn’t the first hug like this between them.

“Alright, kids!” Evan’s voice called, and Andrew released Mia to turn around and look at his uncle, and Mia couldn’t resist pushing her sensitive tits into his arm while they stood beside each other.

Andrew looked like his birthday had come early, and Mia smiled shyly.

“The others are running a bit late, alas, so I think we’re going to hit the beach now. The Winchesters are here already, and Allison’s gone off to tell them the plan. So, everyone, let’s get changed into our swimsuits.” Evan clapped his hands together.

“All but one of these vacation houses are ours,” Jace added, “So if you want to, they all have plenty of bathrooms to go change in.”

“Alright, let’s meet back here in 10.” Olivia nodded at the younger generation, and they all dispersed to grab their swimsuits from the cars and then find somewhere private to change.

What's next?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)