Chapter Text
“This is your family’s cabin?” Avery gasped as she stepped out of the minivan Caleb rented for the trip upstate. “It’s HUGE!!!”
“Wow, yeah, it is,” Zach said, following Avery. He scratched the back of his head, staring up at the picturesque white vacation home at the top of the long, winding driveway. “I always pictured it more….cabin-y.”
“You’ve seriously never been to your family’s vacation home?” Jonah asked, climbing out of the back of the van. “Seems cruel to deprive a child of such a cool place.”
“I was never allowed. It was my mom and dad’s honeymoon getaway. We always had a babysitter.”
“Ew, now I’m gonna picture your parents boning all over the place,” Sho teased, slamming the passenger door.
“What? That’s not– ugh, why’d you have to put THAT image in my head?” Zach muttered, pulling a ring of keys out of his pocket and walking towards the front door. The last member of the group, Caleb, locked the van with the keyfob and joined the others.
Zach opened the front door and the five college freshmen streamed inside, taking in the luxurious cabin interior. The first room was a sunken living space with a long couch and a floor-to-ceiling window overlooking the Adirondacks. An enormous flatscreen TV and sound system were mounted on the flue of a brick fireplace, inside which a fake fire crackled on a screen. A minibar sat within arm’s reach of the sofa, unlabelled bottles twinkling invitingly. The space looked like it stepped out of one of those HGTV “world’s most expensive houses” reels.
After a moment’s silence Sho let out an ecstatic whoop and ran up the second floor staircase. “Dibs on the best room!” Jonah and Zach protested and ran after her, leaving Avery and Caleb alone to gawk at the space.
“And I was worried we’d get bored, being stuck in the mountains for 2 weeks,” Avery chuckled nervously, tucking a strand of wheat-colored hair behind her ear. Avery exuded quirky charm, with a wardrobe of embroidered overalls, maxi skirts, and converse shoes, a charm that felt completely out of place in the luxe environment. “This place is like a palace.”
“Yeah,” Caleb muttered, running his hand along the mantle. He frowned, feeling a faint vibration. Was the sound system on? But, hearing nothing, he dismissed the thought. “It’s really… uh, something.” It was no secret Zach was the richest of their friend group, but this level of opulent display made Caleb, who grew up in a 2 bedroom apartment with 3 siblings, uncomfortable.
The pair heard a scuffle above them as Zach charged down the stairs, a screaming Sho over his shoulders. He threw the laughing girl down on the couch and ran back upstairs. “The master of the house gets the master bedroom!” he crowed. Avery giggled as Sho dramatically rolled off the couch to give chase. Caleb stared out over the mountains. What had he gotten himself into?
* * * *
Caleb, Zachary, Jonah, Avery, and Shoshona had been friends since middle school. Though their friend group had grown and shrunk over the years, the core group of five remained stable, even as the individual members changed. Back then, Jonah had been Marie, and she, Avery, and Sho had bonded over their dislike of male pop singers and their love of terrible shonen anime. Caleb and Zach had been the only two boys to sit out from kickball, and the group of girls had been their only option for recess companionship. For some reason the group found a stable, comfortable dynamic, and they stuck to each other like glue for the rest of their school life.
Over their middle and high school careers, Marie had become Jonah; Avery had remained shy and artistic, whereas Sho had grown into a wild party girl; similarly, Zach joined the swim team and became a “popular guy” while Caleb worked night shifts and was known for the dark circles under his eyes. Zach and Sho dated, broke up, dated others, made each other jealous, and were currently single as a result. Avery, Jonah, and Caleb had never dated anyone, because of a lack of interest, confidence, and time, respectively. They tended to tease each other good-naturedly over their sex lives; Sho, in particular, tended to describe herself as a ‘proud bisexual slut’ and liked to poke fun at Avery’s innocence. Overall, they were like many childhood friend groups, in that they remained friends with people they might not have become friends with, had they met in the present, but with whom they felt a level of comfortable familiarity.
* * * * *
Zach did end up with the master bedroom. The boys and girls were split between the two other bedrooms, each of which only had a queen bed. Jonah thought this was strange–surely people other than couples were meant to stay here? Although Zach had mentioned kids weren’t allowed here. Maybe the vacation house was meant to be an incentive to get married as soon as possible, Jonah thought, while unpacking his suitcase. Sounds like something my family would do, at least.
Jonah’s family had been surprisingly supportive of his transition, more so than about his bisexuality. “I don’t care what you look like, I just want grandbabies,” his grandma had told him, poking his abdomen with her cane. Jonah winced at the memory.
Maybe he only cared about the bed situation because he was sharing with…. Caleb. Jonah spared a quick glance towards the bed, where the lanky dark haired boy lay snoring. Jonah had always been attracted to the strong, silent types, and his crush on Caleb had just gotten worse with time. Not that Caleb had any idea. Jonah was pretty sure Caleb was straight, and even though he had the right “equipment” for that, he wasn’t sure how Caleb would feel about dating someone presenting as a “man.” Besides, even if Caleb liked men with pussies, there was no guarantee he’d find Jonah attractive. No, best to ignore his crush forever and remain friends. That way, he wouldn’t embarrass himself or ruin his friendship with Caleb.
Sighing, Jonah turned and quickly changed into pajamas and rolled onto bed, facing away from Caleb. Sensing the movement, Caleb turned to look at his friend. That boy’s got a fat, grabbable ass, he thought, staring at the trans man’s nice butt through his slightly too-tight pajama bottoms. Caleb banished the horny thought and rolled back over. It wouldn’t do to lust over his friend, who he’d never seen display attraction in anyone before.
* * * * *
Zach tried to stifle his moans as he languidly stroked his shaft, picturing Sho’s tits pressing against his back as he fireman-carried her down the stairs earlier that evening. God, she was hot. He was hoping he could get her in bed again at some point this trip–that was half the reason he’d begged his parents to let him use the cabin in the first place. He hadn’t gotten any action in weeks, and now he was stuck in the Adirondacks with barely any internet and even less porn. It was no wonder something as simple as Sho’s fat tits flattening against his shoulder blades could give him a raging hardon.
As he got nearer and nearer to climax, he thought about when they’d been a couple, how they’d fuck like rabbits every chance they got, Sho’s olive curves deflecting against Zach’s angular muscles as she moaned and bounced on his cock. He was still mad they’d broken up before that threesome she’d promised him. He gasped as he came, arching his back and spraying semen along his chest and hands. Dimly, a thought popped into the back of his mind: I wonder if Avery’s hot under all those clothes?
* * * * *
Avery waited until she was well and truly sure Sho was asleep before she snuck a hand down her nightgown and started gently stroking herself. Avery knew she gave off an asexual vibe. It wasn’t that Avery didn’t have needs; it was just that being in a relationship was so much work, and sex seemed more intimidating than enticing to her. Wouldn't it hurt, to have some man's….thing…up there? In the end it was easier just to rub one out and go on with her day than fiddle with all the nonsense involved in relationships and hooking up.
Avery dutifully finished herself off with a silent quiver, allowing her muscles to tense and relax. It was always easier to sleep after an orgasm.
* * * * *
Sho waited until she was well and truly sure Avery was asleep before she snuck a hand down her PJ pants and started fingering herself. Did Zach really have to be so touchy-feely with her today? Sho just wanted a fun, wholesome vacation with friends for once. Sex was fun but it seemed to only bring her drama. She just wanted a few celibate weeks to screw her head on straight, before she allowed herself to fuck through the rest of the summer. Was that too much to ask?
Sho thought she felt a tremor from Avery's side of the bed. It would be so hot if she were masturbating too, Sho thought. The image of her best friend, the notorious prude, moaning in silent ecstasy as she deliriously humped her fingers brought Sho to her own climax.
As she settled into post orgasmic bliss, Sho couldn't help but laugh at her weird fantasy. I doubt that girl ever gets off. She considered. Would it be weird to ask?
Yeah, yeah it would, Sho thought, before slumber claimed her.