The Groups, Part 2 (Day 2, Part 4)

A/N Thank you to chingchangchong23 for helping out with large portions of this chapter.

Sharon Miller sighed in irritation. She had an itch building that she desperately wanted to scratch, and she might go a bit mad if she didn’t get to scratch it soon. Unfortunately, this was a familiar need. She needed somebody to pound her senseless.

Sharon had hoped to get some good dicking last night, but a combination of Heather and the movie that had been playing had managed to cockblock her the whole night!

Then, today, when Sharon had been making plans, all the hot guys were suddenly gone, and since she wasn't into girls, that left her with almost zero options, unless she wanted to go show that nerd Westher the time of his life.

Sharon sighed again in irritation, which attracted the attention of her busty friend, Heather. The Ravers heiress looked over with a frown on her face, "What’s wrong, Sharon? You've sat there with a scowl on your face since we came out here."

The group left behind at the cabin had broken down into smaller groups, with Heather, Sharon, Ashley, Madison, and Paris choosing to sunbathe out in the summer sun. Paris and Madison weren’t technically cheerleaders yet, as they were joining up for their senior year in about three months, but it was basically an impromptu cheer team meeting, though several members were absent.

"You know why, Heather. I haven't had any cock since getting here! One of the reasons I was looking forward to coming was so that I could get laid several times each day.” Sharon whined, which made both Heather and Ashley laugh. The less sexually experienced Paris Bishop blushed at Sharon’s thoughtless profane statements, while Madison just frowned, thinking of her own predicament with Brandon watching over her every move.

While the twins’ mom, Vanessa, had done her a favour taking him away from Madison for the day, there were no boys around to flirt with, so while she wouldn't admit it out loud, she was in a similar mindset to Sharon. Opportunity to have fun, but no one to have it with.

"Who would you even go for anyway?" asked Ashley, "Brandon is off limits, Kurt’s an ass, Zack and Gavin aren't your type, which only leaves you with, who, Logan and Jared?"

Sharon chuckled at how the other girls thought she was so picky. To her, cock was cock. As long as it was big and thick, she couldn't really care who it belonged to. If the guy was fit and strong, even better.

"You will NOT be taking Logan to bed with you!" stated Heather quite firmly, not wanting to see her favourite cousin get mixed up in her friends troubles. Heather was aware of Logan and Sharon’s past exploits, but she was also aware that things rarely ended well for the pair’s relationship.

"I'll fuck whoever I want, thank you very much.” replied Sharon with a smug smile, almost daring Heather to try and stop her.

Before the situation could escalate, Ashley slid in with a soothing tone to her voice "Alright alright, let's get back to relaxing on this wonderful vacation. I do have to ask though, do any of you have your eyes on a guy here?" she inquired, directing her question to her four friends.

Paris liked to give off the vibe that she had loads of attention from guys and experience, so jumped to answer first, her impressive rack jiggling in her dark purple string bikini top as she turned and smiled confidently, her dark blue eyes hidden behind her fashionable sunglasses, "Well I'm not sure if any of the boys have earned our attention yet.”

Paris’ bravado caused a giggle to rise up from the other girls.

Madison raised her eyebrow, "So, you're telling me you've never found Zack or Logan even SLIGHTLY attractive? Or are you only going for older guys like Heather here?" Motioning with her head towards their hostess.

“What makes you think I’m only into older guys?” Heather asked, twirling a strand of dark hair around her finger.

“Your dating history?” Sharon asked innocently.

“Ha ha. Well, I’m turning over a new leaf. I’m looking for something real, which means that an older guy might not be my best option.” Heather shrugged.

“Doesn’t mean you couldn’t have inspired Paris.” Madison smirked at her fellow brunette cheerleading novice.

Not expecting this kind of response, Paris was caught off guard and stuttered a moment, which was a fatal error when talking about sex in front of Sharon, who immediately seized the opportunity.

"Hmm, cat got your tongue, girl? I’d be willing to bet you haven't actually gotten laid as much as you say. In fact, I doubt you'd even be able to get with a guy like Kurt, although he is an amazing fuck, I must say." she said with almost a dreamy expression, her mind going back to a fond memory of when Heather's cousin had bent her over and completely railed her to orgasm after orgasm.

Huh, so she’d wound up getting fucked by both of Heather’s cousins at one point or another. Sharon wondered quietly if the two handsome boys would be willing to share her sexy body between their sexy bodies.

"I-I, of course I can!" Paris exclaimed, her cheeks getting flushed at being called out, her mind now going to which of the boys were most appealing, and who she could consider losing her cherry to. Dark hair and blue eyes rose in her mind, but she swiftly shoved that mental image aside.

"Oh, yeah? Then why don't you prove it? Every girl on the cheer squad has gone through the rite of passage, except poor Madison here. You wouldn't lie to the rest of us, would you Paris? Its important to develop trust between team members, and if you haven't even sucked on a coc-" Sharon said, her voice going a little bit cruel. If there was one thing Sharon hated, it was girls who pretended to be sex fiends, only to really be total novices.

It often reflected badly back on Sharon, who would recommend said lying bitch to a guy, only to get a less than satisfactory report.

"Alright, that's enough!" Heather snapped, glaring at Sharon, who promptly shut up, but wouldn't stop grinning like the Cheshire Cat.

Turning back to Paris, who was taking deep breaths and looking quite flushed, Heather continued.

“It’s OK if you haven't been with a guy, none of us are going to judge you, will we girls?" Heather asked, looking around the group, her radiant eyes demanding a yes.

When Ashley, Sharon, and Madison nodded in agreement, Heather continued.

"Just be honest with us okay?" Heather smiled at Paris.

Taking a deep breath, Paris returned the smile.

“Thanks, I really appreciate that, but I have definitely been with a guy before" she said with conviction in her voice, even though she was lying through her teeth and she felt bad for doing that, especially after how kind Heather had just been.

"Mmmmkay, then I guess you wouldn't mind getting a little freaky when we play Truth or Dare tonight, hm?" Sharon asked with a teasing smile.

"Do your worst." Paris said confidently, before turning to lay back on the sun lounger, prompting the other girls to do the same. But inwardly, Paris was anything but confident. She knew by reputation of Sharon’s deeds, and anything considered freaky by Sharon Miller would certainly be absolutely insane by Paris’ standards.

Sharon decided to do something other than lay out in the sun, so she got up, her ass swaying in her maroon thong bikini as she walked towards the large cabin uphill from the beach.

"Where are you going?" Heather asked, concerned that her friend might be going off to cause some trouble.

"Oh, I’m just going to the bathroom and getting a drink." Sharon replied without even turning around to glance at her friends.

"Then could you get the rest of us some, please?" Ashley called, but Sharon didn't even hear, her itch having grown too strong to resist. So, she was off in search of someone to fuck her silly.

And just her luck, there were several options at the cabin, and even if they wouldn’t be her top picks, every single one had a cock between their legs, which meant they were a good enough candidate in Sharon’s eyes.

———

As Brandon and Jared pushed the boat out onto the water with their mothers on board, Brandon wondered how he had let himself get talked into this.

While he didn't mind spending time with his mother, yesterday had only served to prove that he found her hot in that black bikini, which concerned him a little bit. He also had a stunning girlfriend in the form of Ashley Woodsen back at the cabin, along with her drop dead gorgeous older sister Hannah, as well as half a dozen other young sexy girls.

He also had Madison to take care of, although if he had done his calculations right, there weren't any other guys in the cabin that day to try and make a move on her, which meant he could relax somewhat. Well, except for Kurt, but Brandon was confident that Heather would flay her cousin alive if he tried to do something to Madison or any of her friends for that matter.

Brandon and Jared climbed up into the boat and Jared turned on the motor, sending the boat out onto the lake. The two boys’ mothers, Vanessa and Gabriella, started chatting amongst each other, leaving the younger pair in an awkward silence, neither one of them really having spoken to the other much before.

"So.. how's Ashley doing?" Jared asked to break up the awkwardness.

"She's good. Any girl you're interested in?" Brandon asked politely, not relishing the thought of another guy talking about his girl, so he instead tried to flip the conversation and find out more about what Jared was up to.

"Hmm, well they're all beautiful to be honest, especially Heather and Hannah. I mean, they’re gorgeous girls, but the tits they both have are mind-blowing! What I'd give to bury my face in those, you know what I mean?" Jared confessed, arms extended to further express his passion for the girls he was describing.

Brandon couldn't help but grin, knowing it all to be true. He himself had taken a moment to check out his girlfriend and sister's friends on more than one occasion, most of the time not getting caught by Ashley, except when Hannah was wearing a top that practically exposed her entire cleavage, or when Victoria bent down to pick something up, and that delicious ass was stretched out for his eyes to devour.

"Heh, yeah, I do know what you mean. Well, good luck if those are the one's you're going for, hard nuts to crack." Brandon advised.

Just then their conversation was interrupted by Vanessa, pointing towards an island ahead of the boat and a bit off to the left.

"Wouldn't it be nice if we could explore that area? There must be some nice caves and rock formations somewhere, and I'll bet we could sneak in an hour to catch the sun." Vanessa said with a smirk directed towards the boys, causing them to cock their heads in unison, unsure if she was just being playful or actually teasing them.

"Oh absolutely, I still haven't gotten a chance to wear this baby out and about since I bought it three years ago!" Gabriella exclaimed, pulling her top up and off to reveal an incredibly lacy bikini top, which was little more than hot pink strips of fabric going to two tiny triangles that just barely covered her nipples, leaving practically her entire massive rack out on display for her three companions.

"Mom! Why do you even have something like that?" asked Jared in a shocked voice, both horrified and turned on by the sight, his cock starting to stiffen, which honestly he couldn't blame himself, his mom was a hot lady, but he just never saw her like this.

Brandon wasn't even trying to hide his erection, it had almost reached full mast, as he openly eyed up the sexy MILF in her bikini top. Gabriella didn’t seem bothered by that, though.

Gabriella had chosen to go for this daring fashion choice almost purely because of what she saw last night and earlier today between Zack and his aunt. That and the near orgy the night before, had lit a fire inside her.

A fire that promised she was still young and sexy. So, she chose to wear a bikini which she had originally bought as an annaversary gift for her husband, but they never got around to using it.

Vanessa, for her part, also raised a surprised eyebrow at her companion’s choice, because despite knowing that Gabriella was often the bold one, she was still surprised at the extent.

Shrugging and deciding to pull her own top off, she was again caught off guard by the open stares she was getting from her own son Brandon, who was ogling her impressive chest.

While it wasn't as revealing as Gabriella's, Vanessa had opted for a jade green bikini top which hung only around the neck, leaving her shoulders and back bare, almost holding her breasts like a sling, pushing them together to form impressively deep cleavage.

At this point, Brandon's cock had grown completely hard like steel, and just caught himself before their boat bumped into the island.

"R-right, well, we should probably get going” he said, swiftly turning around to pick up some bags to carrry in front of him, hiding his erection. He was followed closely by Jared who was in a similar predicament, and as the two boys jumped off the boat to get ahead, the mothers shared a look and started laughing, finding it oddly satisfying that they could still attract young handsome men.

"Oh boys, could you help us with one thing please?" Gabriella called out, causing the boys to turn around to the pair still on the boat, "Before we set out, could you put some lotion on us? We need to make sure we don't burn after all..."

Gabriella moved behind Vanessa and cupped one of her tits in a hand while holding a bottle of sun lotion in the other, causing the two boys to gulp with anticipation and fear.