Shaking Things Up

Zack got out of the shower and dried off quickly. His dark hair was still a little damp when he emerged from the bathroom in his pajamas. To his surprise, he found Ashley sitting on his bed. Her hair was wet, too, as if she’d showered as well.

“Guess you lost quick?” Zack grinned.

“We got our asses kicked.” Ashley said in a pout. Zack laughed, but that laugh died in his throat when she stood up and he saw what she was wearing. Another shirt of his that she’d burgled. He presumed she was wearing short shorts, but unlike her older sister, Ashley was not tall or busty, so his shirt fit big on her.

She did, however, have excellent legs. Long smooth legs that Zack couldn’t take his eyes off as she walked closer.

“Enjoy your shower? You took longer in there than I do.” she teased.

“Hey, I like hot water.” Zack said defensively. Ashley laughed and leaned up to kiss him. Zack kissed back, enjoying the feel of her lips.

“This is still so weird.” Ashley giggled.

“What is? Am I doing it wrong?” Zack asked self-consciously.

“No, you’re great at kissing. What’s weird is sharing you.” Ashley confessed.

“It’s weird that you four girls are all so... casual about this.” Zack admitted.

“Trust me, none of us are casual.” Ashley said firmly.

“Have you girls talked about me?” Zack asked in surprise.

“Not as a whole group.” Ashley clarified, “But Heather and I have discussed you, and Victoria and I have spoken about this new arrangement.”

“Have any of you talked to Chloe?” Zack asked.

“Sorry, but no. None of us are really THAT close with her. She’s yours, though. I hadn’t noticed it before, but now everything seems so crystal clear. She’s been in love with you for years, and you’ve never noticed. Her image problems? If I had to take a guess, those come from her wanting to be pretty enough to impress YOU. But you were always mooning over Vicky.” Ashley chuckled.

“What? Chloe’s gorgeous. She really cares that much about my opinion?” Zack asked, stunned.

“That’s how I see it. I’m good at reading people, but not perfect.” Ashley shrugged. Zack leaned down and pecked her on the lips.

“Thanks. I’m going to go talk to Chloe.” Zack explained, and hurried out of his bedroom.

———

After enjoying dinner, Brandon watched Bishop’s older sister walk down the pier, towards him, in a bikini, and he grinned at the sight of it.

“You look great.” Brandon smiled.

“Thanks.” Taylor answered.

“Ready to go for a swim?” he asked with confidence.

“Sure, why not?” Taylor smiled, and batted her eyes.

Brandon dived into the water, and then Taylor jumped in while he was underwater, which meant he couldn’t watch her tits bounce as she jumped. Damn. Ah, well. She didn’t have too much going for her in that area, anyways. Kind of a flatty. She had a great ass, though.

Brandon surfaced to see Taylor looking heavenly, the moonlight shining on her face, illuminating every beautiful feature. He was stricken silent, and then came the crushing blow.

Taylor slapped him. Brandon realized that in his joy of seeing her, his hands had found her ass.

“Aaaand, I’m done.” she announced, and pulled herself up onto the pier.

“What?” Brandon gasped, and swam quickly to the pier and hauled himself up, chasing after her, but she wheeled on him, and the anger in her eyes stopped him in his tracks.

“Hannah told me that you would probably try to seduce me, as payback for Zack taking Ashley! I told her, no, there’s no way Brandon would do that. Sure, he might be a little annoying, but he’s not somebody who’d seduce someone out of revenge! Looks like I was wrong. You just grabbed my ass!” Taylor exploded. Brandon took a step back.

“Sorry. I just got caught up in how hot you are.” Brandon mumbled. Taylor scoffed.

“Whatever. And all that bullshit about how Ashley should have given you a warning? Come on, Brandon. You nearly killed her! If it wasn’t for Zack and Hannah, you WOULD have killed her. That was your goddamn break-up speech, when your girlfriend’s mother slapped you!” Taylor seethed, and stalked off.

Despite the situation, Brandon couldn’t help but admire how great her ass was.

———

As Zack was on his way to Chloe, he saw a very grave looking Robert Ravers on the phone. He frowned and glanced out the window. Nothing unusual.

“Mr. Ravers?” Zack asked. Robert looked at him.

“Is something wrong?” Zack asked.

“You could say that. Gavin broke his foot during the game. Apparently, Madison Cole was quite distraught over it. Vanessa just left with Gavin and Madison. They’re going to the hospital. I think it’s safe to say that Gavin won’t be a part of this trip any longer. I just got off the phone with Diane, letting her know that her son was going to the hospital.” Robert sighed.

“Wow. Is he OK?” Zack asked.

“Other than the foot, yeah.” Robert shrugged.

“God, he’s never coming back to this cabin again. Ever.” Zack chuckled. Robert laughed, too.

“No, he is not.” Robert agreed.

“Is there anything we can do for him?” Zack asked.

“If you could gather up all his things, that would be great.” Robert shrugged.

“Ok. I can do that.” Zack nodded.

He nodded towards Heather’s dad, and then headed towards the room Gavin shared with Chloe.

He knocked on their door, and was unsurprised to see Chloe open it. She looked beautiful, even without any makeup, frizzy wet hair, and baggy clothes on. Looks like everyone in the cabin took a shower after the game. Zack smiled at her.

“Hey, Chloe. Mr. Ravers sent me to gather up Gavin’s things. But can we talk while I do that?” Zack inquired.

“Sure.” Chloe smiled, and kissed Zack’s cheek as he walked past her into the room.

“So... Chloe, I know that you’re pretty shy about, well, a lot of things. For example, we’ve known each other for practically our whole lives, and you never thought to tell me that you had a crush on me?” Zack questioned. Ashley had used the ‘l’ word casually, but Zack didn’t feel like confronting that tonight.

“I... I guess not.” Chloe stammered, sitting on her bed, “I’ve liked you since we were thirteen, and you got into that fight with Brandon because he called me stupid.”

“You’ve liked me for five years?” Zack asked in surprise.

“Well, yeah.” Chloe nodded shyly. Zack plopped down onto Gavin’s bed, and took Chloe’s hands in his. She looked up at him, her clear blue eyes wide with surprise.

“Chloe... well, Ashley mentioned that your image issues could come from, uh, me. Is that... is that true? Did I do that to you?” Zack whispered. Chloe squeezed his hands tightly.

“I... yes. I was so worried that you thought I was fat, or.. or.. ugly. But it’s not something you did to me. It’s something I did to myself.” Chloe whispered. Zack leaned across the space between the twin beds and kissed his best friend on the lips. It was a gentle kiss, and Zack let Chloe lead the pace of the kiss, and she chose to keep it soft and sweet.

When Zack drew back from the kiss, he cupped her cheek in one hand, and looked her directly in the eyes.

“Chloe McRose. You are absolutely and undeniably gorgeous. You are so incredibly sexy, and could make anybody want you. Anybody. You are absolutely incredible, Chlo, and I just hope you realize that too.” Zack said. Chloe’s cheeks were bright red.

“Y-you think I’m sexy?” Chloe whispered. Zack laughed softly.

“My God, Chlo. You’re breathtakingly sexy.” Zack told her. Chloe stood up, grabbed the bottom of her baggy hoodie and lifted it off her, and tossed it aside. She wore a baggy shirt under it, but unlike the hoodie, the shirt couldn’t hide the swell of her magnificent breasts.

Zack watched, awestruck, as Chloe lifted her shirt off, too, revealing her bra. It was a plain gray cotton bra, nothing like the sexy lingerie the Wynwick sisters had sported, but Zack realized he didn’t give a damn. He pushed Fiona and Sela from his mind. This was Chloe’s moment, and not even his thoughts would distract him from that.

Zack stood up and tugged Chloe towards him, and kissed her with passion behind it, the kind of passion a horny teenager gets when they see their busty best friend’s tits in just a bra.

“Zack.” Chloe managed when Zack broke back.

“What?” he asked, ready to do anything she wished.

“I want you.” she said, her cheeks turning a brilliant red. Zack was awestruck, but he didn’t question her. He didn’t want to hurt her feelings but trying to give her an out, or make it seem like he didn’t want her. She was a big girl, and could make her own decisions.

Zack took a step back from her and saw a momentary flash of hurt on her face, but then he pulled off his own shirt, and Chloe’s hurt look dissipated into one of joy. They crashed together again, kissing heatedly. Zack loved the sensation of Chloe’s huge tits squashed against him.

Zack’s hands settled on Chloe’s back, one above her bra strap, one below it, while hers roamed freely across Zack’s bare back, seemingly determined to remember the feel of him.

“Are we going to do this on a twin bed?” Zack gasped when Chloe leaned back from the kiss.

“Is that OK?” she whispered self-consciously. Zack kissed her.

“God, I don’t give a damn. I just want you, Chlo. Now.” Zack blurted. Fortunately, Chloe seemed delighted at that, and their lips slammed together again. Zack’s hands found her wide hips, and traced along them to the button of her baggy pants.

He paused, waiting for her permission.

“Don’t stop.” Chloe gasped when it became clear Zack was waiting. He unbuttoned her pants, and her hands went down to Zack’s cotton pajama shorts, and they had a slightly awkward moment where they both tried to take each other’s bottoms off at the same time and almost wound up on their asses, but Zack managed to stop that from happening.

He quickly tugged Chloe’s pants down her legs, and then she stepped out of them, looking shy as Zack beheld her body clad only in a bra and panties. The panties matched the bra, plain gray cotton. He was sure Heather or Ashley would have something to say about that, but today, he could care less. Chloe tugged down his shorts and Zack stepped out of them.

Chloe’s hand reached out and almost touched his raging erection, but then she halted.

“Can I...” she whispered.

“Yes. Yes, of course you can.” Zack said in a throaty voice he couldn’t control. Chloe’s fingers touched his bulge. Only his underwear separated his cock from her touch, and he desperately wanted that barrier gone.

“Chloe... if you’re ready...” Zack trailed off, leaving it up to her. Chloe nodded and grasped the waistband of his boxers and tugged, freeing his cock and balls from his underwear. She froze at the sight of it, so Zack got his underwear the rest of the way off for her.

“It’s so big.” Chloe said in wonder. Zack couldn’t help but laugh.

“What?” she asked, with no self-consciousness that Zack could pick up on. Good.

“Nothing. You’re just adorable.” Zack grinned.

“And sexy.” Chloe smiled broadly.

Zack’s grin became more of a smirk.

“Yeah, Chloe. You’re sexy alright.” Zack said and let his eyes stray down her body.

“Can you take my bra off?” she whispered to him.

“Of course.” Zack nodded. Chloe turned away from him. He walked up to her, lifting her mane of fiery red hair as he undid the clasp of her bra. He let it drop to the floor, and his hands trailed lightly down her body, along the sides of her torso, then the curve of her hips, then settling on the waistband of her panties.

“Take them off.” Chloe panted, and Zack obliged her, dropping slowly to his knees as he tugged her panties down to her feet, and she stepped out of them.

Zack hurriedly stood as she turned back around, and he gazed at her with adoration and lust in his gaze, that much he knew. Her nipples were rock hard, and her areolas were quite a bit larger than any he’d seen before, but he also only had three ladies to compare it to. Whether or not Chloe’s were normal didn’t matter, not to Zack. They worked for her, and she looked ravishing.

Her naked curves were tantalizing to Zack, and seeing those ample boobs free of any restraint made Zack, if possible, even harder.

Zack crossed the distance to her quickly, and he wrapped her naked body tightly in his arms and kissed her. He knew she could feel his rock hard cock against her toned stomach, but she seemed to enjoy that.

“Chlo, lay down on the bed.” Zack instructed after he leaned back from their kiss. She looked a little dizzy on her feet, so Zack was glad she was getting off of them.

When she laid back on the bed, Zack grabbed her calves and twisted her so that her legs hung off the side and her head rested on the other side of the bed. He knelt before her, and gently spread her legs. As he did so, Zack planted soft kisses along her thighs, some on the inner part, some on the outer.

Despite his building lust, he wanted Chloe to enjoy her first time. He could wait. As Zack’s slow kisses up her thighs grew closer to her pussy, she began to gasp softly. Zack’s last kiss was right on her pussy and she let out a tiny, soft whimper that he adored.

“Z-Zack. What are you doing?” Chloe asked weakly.

“This is your first time. I’m going to make sure you enjoy it.” Zack promised her, and then leaned down to start eating out her virgin pussy.

His tongue slid inside her entrance, and he discovered lots of her tasty juices waiting for his eager tongue. He lapped them up, swirling his tongue in a couple of movements that Lisa had taught him in their time together. He’d never been more thankful for that, as now, it allowed him to please Chloe.

“Zack!” Chloe gasped loudly and Zack kept going, placing his hands on her thighs as he kept lapping up her juices, which kept flowing without fail. She was really turned on, Zack realized. Her hips gave a little wriggle.

“Ohhh, Zack!” Chloe screamed, and she orgasmed. Zack kept licking her throughout, loving how her juices gushed, some of it splashing onto his face. She was incredibly sensitive down there, Zack had gathered.

He rose up from between her legs and smiled warmly down at her.

“Chloe, was that your first ever orgasm?” Zack questioned. Chloe shook her head.

“N-no. I’ve watched porn before, and fingered myself a little bit, and I’ve orgasmed twice to that, but... it never felt as good as that.” she panted. Zack nodded.

“I’m glad. Now... are you ready to lose your virginity?” Zack asked gently. She nodded eagerly, and sat up some to take Zack’s face into her hands and kissed him. She drew back looking a little puzzled.

“Like how you taste?” Zack whispered. She gave a little nod.

He kissed her again, and then he lined himself up with her entrance, and he held her gaze, those pretty eyes locked onto his as he slipped the tip into her. She nodded, her red hair bouncing.

Slowly but steadily, Zack kept sliding inside her, until his cock tip nudged her hymen. Then, he reached up and took her soft hands into his, and he swiftly kissed her as he pushed through the hymen, muffling the noises escaping her lips. Her hands squeezed his tightly, her nails digging into the backs of his hands, but he didn’t mind.

A little bit of blood streamed out onto the sheets, but Zack wasn’t going to stop for that. A quick look at Chloe’s eyes confirmed she didn’t want him to stop, and he kept pushing inside her.

Her moans grew louder and louder until she was practically screaming his name as he bottomed out inside her. He’d taken it slow, but he had a sizable cock, and that couldn’t be easy to fit. He pulled out of her all the way, and Chloe made a small displeased noise before Zack plunged inside of her again. He wasn’t rough with it, but he went quite a bit faster than last time. Chloe’s whole body arched at the sudden intrusion, and Zack groaned at the feeling of her already tight walls clenching around him, and then Chloe was orgasming again.

He wrapped his arms tightly around her body as she convulsed with the throes of pleasure, and then she slumped against his chest.

Zack was proud of his stamina, but Chloe clearly wasn’t sexually experienced enough yet to be able to keep up with him, but he didn’t mind.

“You didn’t cum.” Chloe said weakly.

“It’s ok, Chlo. Trust me-“ Zack tried, but she moved, pushing Zack flat onto his back, and she sat straddling him, his hard cock still buried inside her tight snatch. She smiled down at him.

“Saw this in porn.” she said, and started to ride him. Zack’s eyes threatened to explode at the sight before him. Chloe’s enormous tits heaved with every bounce on Zack’s cock, and Zack loved seeing his best friend in so much pleasure while Zack’s own explosion was nearing. His first explosion, and with any other girl, not his last, but he could tell Chloe was exhausted, which was why he made no efforts to stop himself from cumming as her cowgirl efforts brought fruit.

Zack grunted loudly as his seed spurted up into Chloe, and she gasped, and then she mewled his name.

God, she sounded so fucking sexy. When he was finished gushing his sperm inside her, Chloe slipped off of Zack’s half-flaccid cock and cuddled up on his chest. Zack wrapped his arms tightly around her, and kissed the top of her head.

Feeling Chloe’s naked body atop his, knowing his seed was probably leaking from her pussy, and that her juices soaked the sheets, Zack couldn’t be happier.

———

Monica and Charlotte leaned back from the door carefully, and crept along the hall. Neither was willing to speak yet as they headed towards their bedroom.

“We are terrible mothers! We just watched our kids have sex!” Monica wailed once they arrived.

“But it was hot! I never took Chloe as the type to ride her man, but mmm... and did you see Zack’s cock? He’s huge!” Charlotte gushed. Monica HAD seen Zack’s cock, and he was indeed huge. He was way bigger than Greg, and she just couldn’t stop thinking about it.

Fiona’s words about how impressive Zack was had planted the seeds, but after seeing it? Oh, Monica could picture it in her mind. She loved seeing how her baby boy had been so gentle with his virgin best friend, and how much pleasure he’d made her feel. His cock was the kind of thing girls secretly dreamed about, despite telling their husbands and boyfriends otherwise.

In fact, Monica’s sweet baby boy might actually be bigger than the cock of Monica’s best fuck. Robert Ravers. She couldn’t be sure, but it was definitely possible. They were close, regardless of who was bigger.

She couldn’t stop thinking of it! Why couldn’t she stop imagining Zack fucking her? What was wrong with her?

———

Heather strolled into the dining room, and saw her father, Sarah, Damon, and Brooke talking.

“Hey, pumpkin.” Robert greeted her.

“Hi, Daddy. So... I just got a phone call.” Heather said bitterly, looking at her mother, who had the decency to look embarrassed.

“What’s wrong?” Robert questioned, glancing between Heather and her mother.

“Apparently, Mom invited fucking Kurt to come stay with us.” Heather seethed.

“His parents had to go on a last minute trip, and they asked me if I could watch him. I told them that no, I wasn’t there, I was down here in Silver Lake. They said they’d drop him off on the way down to their trip.” Brooke confessed.

“Damn it, Brooke. You had to ruin the trip.” Sarah huffed.

“Hey! He’s not THAT bad.” Brooke stuck up for her nephew.

“Well, he’s not GOOD either.” Robert said grimly.

“Where’s he going to stay?” Damon inquired.

“I figured there’s space for him somewhere. For example, I’m sure you’ve got a hot tub stashed somewhere. Possibly other bedrooms?” Brooke asked curiously.

“Hey, keep the hot tub talk to a minimum. I don’t want these kids in there.” Robert shook his head emphatically.

“I should take Zack to the hot tub.” Heather mused.

“You most definitely should not.” Robert said vehemently.

“I think that sounds like a wonderful idea.” Brooke smirked.

“Fine. You can use the hot tub. But I swear to God, if I find out Brandon or Kurt had their asses in MY hot tub, there’ll be hell to pay. Understood?” Robert checked.

“It’s so weird that you hate Vanessa’s son.” Sarah noted.

“He weirds me out. He’s a creepy little perv. At least Diane’s kid is subtle about his staring.” Robert shuddered.

“Gavin pervs on us?” Heather asked in surprise.

“Yeah, a little bit, but at least he’s not a creep about it like Brandon is.” Robert answered.

“Anyway, where’s Kurt staying? He’ll be here tomorrow.” Brooke added. Robert looked at her in shock.

“I told you it was a last minute trip.” she said defensively.

“He’s 19. Why does he even need supervision?” Heather grumbled.

“Because he had a wild rager.” Brooke admitted. Robert sighed.

“I’m ready for bed.” Robert said, and walked off. The Woodsens followed, and Heather decided to stop by Zack’s room, only to find it empty.

How odd. She was fairly curious as to where Zack and Ashley, the occupants of the empty room, were, but decided she wasn’t going to start getting in their business. She didn’t own Zack, and had no right to tell him not to have sex with Ashley.

She walked to the bedroom she shared with Victoria and opened it to find... two figures in her bed. One was Victoria, the other Ashley. Which meant... if Zack wasn’t with Ashley... he was with Chloe. Hm. Lucky little ginger.

Heather entered Zack’s room, and stripped down to just her panties, chose one of Zack’s shirts, and pulled it over her big bare tits. Then, she crawled into her boyfriend’s empty bed and quickly fell asleep on his pillow.