The Second Night

Zack came into the kitchen dressed in a T-shirt and shorts. Most of his outfits were, in fact, a T-shirt and shorts. Different shirts, different shorts, but Zack was a simple guy.

He found Robert Ravers cooking up something, while Charlotte McRose sat at the table with Helena Smith, chatting. Both women held wine glasses.

In the living room, he could hear Hannah’s familiar voice. He headed into the living room and found her talking to Taylor animatedly. Chloe sat in an armchair, looking contemplative. When Zack came into the room, she blushed and looked away from him.

He saw that Ashley was in the living room, too.

“Ash. Can we talk?” Zack asked the blond. She glanced away from her sister and Zack’s sister talking loudly, and looked at Zack.

“Yeah, sure.” she said with a smile.

Zack and Ashley left the living room and ducked into the empty game room. Ashley leaned against a pool table, while Zack stood in front of her, feeling a bit awkward.

“So... obviously you heard Chloe’s confession during today’s game.” Zack began.

“I did. And I saw how all the girls reacted to the sight of your very impressive package. What’s up?” Ashley asked him.

“Alright. Well... we’ve kissed a few times. I saved your life. What’s... uh, what’s happening between us?” Zack asked awkwardly.

“You’re in love with Chloe.” Ashley summed up. Zack winced.

“Well, I mean... I do have feelings for her. And I already promised to talk with her about that. But I don’t want to lead either of you on.” Zack said. Ashley smiled.

“You’re so sweet, Zack. But I’m still dating Brandon, despite our... despite our kisses.” Ashley said with a slightly trembling voice.

“I don’t like the thought of you with... him.” Zack said, putting enormous amounts of disgust into the last word. Ashley laughed softly.

“Well, you could always ask me to stop dating him.” Ashley said, her blue eyes intense. Zack blinked.

Ashley moved forwards, until she stood directly in front of him, and tilted her face up towards his.

“What?” Zack asked with a dry mouth.

“You could always ask me to stop dating him.” Ashley said, enunciating each word clearly. Zack could lean in and kiss her now, he knew. He could do that, and he could start dating Ashley, and he’d be happy. But... Chloe. Not even just Chloe. Zack had mostly physical feelings for Victoria. He had lots of physical feelings for Heather, and lots of emotional feelings for Grace. Maybe even some feelings for Madison. He was a total mess.

Kissing Ashley... cementing this whatever between them. It didn’t seem right to her.

“I need some time to get my head on straight.” Zack murmured. The light in Ashley’s eyes dimmed.

“Fine. If that’s what you want Zack, fine.” Ashley said, clearly hurt. She stepped around him and stalked out of the room, leaving Zack with a dull ache in his chest. He hated that. Hated hurting her feelings. But he knew that it was for the best. Not yet her hopes up too high to just later dump her for someone else.

Zack sighed.

———

When he emerged from the game room, he found that everyone had pretty much went into the dining room. Zack came in and saw two empty seats, one by Taylor at the end of the table and one between Julian Smith and Madison Cole.

Zack sat by Taylor at the end of the table, with his sister on his right. Heather sat at the head of the long square table, while Robert sat on the far end. Zack sat opposite Victoria, who smiled warmly at him when he sat down. He smiled back, liking how she tucked a bit of blond hair behind her ear, those gorgeous green eyes suddenly shy.

He glanced sideways at Taylor, who had Hannah sitting on her other side.

“How’d Brandon like his song?” Zack asked around Taylor. Hannah gave Zack a cold look, and he realized with a sinking feeling that she’d probably talked to Ashley.

He looked forwards again, trying not to let show how much Hannah’s attitude towards him bothered him. Taylor looked, confused, between her brother and her best friend.

“Why’s Hannah pissed at you?” Taylor muttered to Zack.

“No reason.” Zack said, his eyes flicking against his will to where Ashley sat silently beside Brandon down the table.

Taylor followed his gaze.

“I’m sure.” she said sarcastically.

“Let’s eat!” Robert declared, and Zack finally glanced at what was set out on the table. A veritable feast of chicken, steak, potatoes, macaroni and cheese, corn, green beans, broccoli.

“It’s like Thanksgiving!” Brandon exclaimed.

“Yeah, we won’t have this extravagant a meal every night, but I thought it’d be a good way to celebrate our vacation.” Robert said.

“How about pizza tomorrow?” Julian Smith suggested.

“I’m fine with that!” Damon Woodsen said quickly.

“Pizza it is.” Robert said dryly while serving himself some food. Zack glanced sideways at Heather, who was staring at her father as he talked. She glanced towards Zack as she noticed he was looking at her.

She lifted an eyebrow.

“I screwed up today. With Ashley.” Zack said quietly.

“Why are you telling ME this?” Heather asked in confusion.

“You’re really my only choice.” Zack confessed. Heather smirked.

“Alright, then. Don’t go to the movie tonight. Come to my room.” Heather told Zack. He nodded, and avoided Victoria’s inquisitive look. Thankfully, Taylor didn’t overhear, as Hannah was chatting her ear off.

“So, did you hear what the Wynwicks are doing?” Sarah asked the table.

———

Dinner was a fun affair. Lots of laughing and talking, for just about everyone. Gavin kept shooting surly looks at Victoria, Heather noticed, and Zack and Ashley both looked downcast, but other than that everyone seemed very happy.

Heather herself was borderline euphoric. She was still sore from her handsome father fucking her this morning. It was truly incredible. Her body had felt so hot and aroused under his hands, and when he’d touched her breasts, ohhh.

Whoops. Heather felt some heat between her legs and abruptly changed her train of thought, avoiding letting her arousal show on her face. But she knew she’d be having a fun time in the shower tonight.

Her thoughts changed instead to Zack. He was very, very handsome, and Heather could tell that just about every female at the table was attracted to him on some level, the only exclusions being Vanessa Cole, Helena Smith, and Monica Bishop.

Taylor and Paris Bishop both looked at Zack with want in their eyes, Heather noted all the time. Paris had had it bad for Zack for years, but Taylor’s lust for him was much more recent.

Heather was a people-watcher, yes. She was excellent at determining relationships between people, in her opinion.

As the meal winded down, Heather cast a significant look towards Zack and left the dining room quickly before her dad could corral everyone into the theater.

She entered the room she shared with Victoria, and flopped onto the bed, taking a deep breath, casting thoughts of her father from her mind, and locking them in a little box. A box she called ‘Dirty Thoughts’.

She sat up at the sound of approaching footsteps, and smiled as Zack entered her room.

“Did you make it super obvious we were meeting up?” Heather raised an eyebrow.

“No. Everyone was leaving. Your dad’s putting on a movie.” Zack shrugged.

“I thought so. Good. That means we’ll have some time to talk. So... spill.” Heather invited, and let herself admire Zack’s handsome features while he spoke.

He explained what had happened with Ashley on the day and a half or so that they’d been at the cabin, with a little bit before their arrival for context.

“Huh. So Mrs. Woodsen’s got a thing for you.” Heather concluded. Zack gaped at her.

“What? That’s what you got out of that?” Zack demanded.

“Hey, you’re the one who overshared.” Heather laughed.

“I thought it was relevant.” Zack said quietly.

“It is. Anyway. So... you’ve got a thing for just about everybody, and don’t want to commit to anyone. Do I have that right?” Heather checked. Zack sighed and nodded.

“Just making sure.” Heather winked.

“So... why not just commit to Ashley? She shares a room with you. It’ll be hella awkward now.” Heather said helpfully. She liked seeing how Zack looked uncomfortable after that.

“Do you think so?” Zack blinked, as if the thought had never occurred to him.

“Well, duh.” Heather rolled her eyes. Boys could be so dense sometimes.

“Damn.” Zack huffed.

“Look. I think you just need to decide, really.” Heather shrugged. Zack’s eyes flicked down to Heather’s boobs, and she couldn’t hide her smirk at that.

“You like them?” she grinned playfully. Zack’s cheeks turned pink and he looked away.

“Tip: Girls like confident guys. Blushing whenever somebody says something even remotely flirty isn’t very sexy.” Heather said.

“I’ll keep that in mind.” Zack said stiffly. Heather laughed.

“Alright. So, if you don’t want to hurt anybody’s feelings, you’re going to be stepping on eggshells your whole life and never date anybody.” Heather explained, “You’re a handsome guy. A lot of girls like you, and that’s not a bad thing. I also know you’re too sweet to be juggling girls, unlike Brandon, but-“

“Brandon? He’s cheating on Ashley?” Zack demanded.

“Oh. Well, um, yeah. A few times. Not with me, though. But, well, he really likes Sharon.” Heather admitted.

“Sharon Miller?” Zack groaned. Heather nodded.

“I can’t believe that fucker cheated on Ashley! She’s amazing.” Zack huffed.

“Then save her from her prick boyfriend.” Heather said calmly. Zack looked up at her, wide-eyed.

“How?” he whispered.

“You know how. She basically told you that if you wanted her to, she’d dump him for you. All you have to do is tell Ashley that you want her.” Heather said.

“Oh.” Zack mouthed.

“Yeah, ‘oh’. So, Zack, do you want Ashley?” Heather questioned.

“Well, yeah. But I also want Chloe, and Victoria, and Grace, and you...” Zack cut off immediately, looking like a deer in the headlights.

“Awww, I made your list?” Heather laughed.

“Well, yeah. We’ve gotten pretty close recently, and I’ve known you for like, forever.” Zack said weakly.

“And I have great tits.” Heather pointed out. Zack, to his credit, didn’t blush and look away.

“And you have amazing tits.” Zack agreed, looking her in the eye.

Heather grinned.

“Now, that? That was sexy!” she beamed at her pupil.

“Thanks?” Zack asked uncertainly.

“Look, Zack. I think it’s fair to say you’re not very limited in your choices. Chloe or Grace would probably both take you in a heartbeat. You already know Ashley’s interested. Hell, if you work hard enough, I bet you could even get me.” Heather smirked.

“That’s my problem! I don’t know who to pick.” Zack sighed.

“God, you just keep cycling back to that, don’t you?” Heather huffed. She stalked closer and wrapped her arms around Zack and kissed him forcefully on the lips. He kissed back quickly, and then Heather stepped back.

“So. Better or worse than kissing Ashley?” Heather lifted an eyebrow.

“Better.” Zack admitted, and glanced down to her boobs.

“Boob guy, huh?” Heather laughed.

“Yeah.” Zack sighed.

“So, you probably don’t want Grace, then. Or Madison. Chloe’s busty, though.” Heather noted.

“True.” Zack admitted, and then he was clearly lost in thought over his best friend’s rack.

“So, who’s your choice?” Heather prompted.

“I don’t know.” Zack despaired. Heather rolled her eyes.

“Then kiss me.” she prompted. She enjoyed their first kiss. A lot, actually. Maybe more than she wanted to.

Zack moved quickly, and before Heather could react, he hooked his arm around her waist, tugged her to his chest, and kissed her heatedly. She kissed back enthusiastically, lifting her arms to slip around his neck and tugging him down onto the bed.

She felt his weight on top of her, smushing her tits against his chest. He reached up from her hips to push some of her dark hair out of her face. Heather slipped her tongue into his mouth, and Zack’s tongue came to play with hers, swirling around each other in a dance.

She reached up to wrap her arms around his torso. Their now French kiss was incredible, and his body, slim despite the firm muscles she could feel, felt perfect atop hers.

Zack would never be her choice for a fling. She preferred older men, college-age or DILF age, such as her own father. But the way Zack was kissing her... it was surprisingly amazing.

Zack drew back, panting. Heather gazed up into his icy blue eyes, panting just as hard.

“Was... was that ok?” Zack whispered. Heather found herself laughing.

“Yeah, Zacky. That was awesome.” she murmured, and kissed him lightly.

“So. I don’t suppose you’re picking me?” Heather grinned.

“I think I just need some time.” Zack sighed.

“Alright. But, Zack? If you pick me, I’m not the kind of girl to **** you to stay faithful. I’m not like that. As long as you genuinely care about me, you can fuck whoever you want. I’ll expect the same courtesy, of course, but we can discuss that if you pick me.” Heather murmured, finding herself suddenly wanting to convince him to pick her.

Her own desire for Zack surprised her, but then again, it’s been a long, Zack-filled day. First, she heard about how he was a hero and saved the life of one of her best friends. Then, she saw his cock (his very, VERY big cock) at the pier. And then they’d just made out on her bed.

“Take your time, Zack.” Heather whispered, and Zack nodded gratefully, standing up off of Heather to hurry from the room.

Damn. He’d came here for her help, and she’d twisted it into something that definitely made him MORE confused.

———

Zack looked up at his bedroom door when it opened. To his surprise, it was Ashley.

“What is it?” Zack asked, looking at the worried look on her face.

“I’m spending the night with Hannah.” she said.

“Oh.” Zack said in a whisper.

“I... I don’t want you to think that I’m going to stop being your friend because you don’t want me as your girlfriend, but” Ashley began, but Zack cut in.

“Hey. Ash, I never said I didn’t want you as my girlfriend. I said that I just needed some time to think.” Zack said. Ashley put her hands on her hips.

“Well? Have you?” she asked. Zack sighed.

“I’ll get back to you tomorrow.”

“Ok.” Ashley nodded, “Then I’ll see you tomorrow.”

She grabbed her pajamas, which was still his shirt, and left.

Zack let out a deep sigh, and put his face in his hands.

A knock on the door rattled him, and he rushed to open it, thinking it might be Ashley, but instead he found himself looking at Taylor.

“Tay.” Zack said in confusion.

“Ashley and I are switching for tonight.” Taylor said. Zack nodded slowly, and moved aside to let her enter the room.

She was wearing a navy tank top and light blue jeans. Zack closed the door and Taylor unbuttoned the jeans, letting them fall to the ground. She climbed into Zack’s bed wearing just a tight tank top and her panties.

“What?” Taylor asked at Zack’s incredulous look.

“Just make yourself at home, I guess.” he scoffed. Taylor laughed, and Zack walked around to the other side of the bed and climbed in. Taylor laid on her back and glanced over at him.

“You really hurt Ashley, you know. Hannah’s pissed at you.” Taylor informed Zack.

“That’s not good.” Zack sighed.

“No it is not.” she shook her head, dark locks bouncing.

“I didn’t mean to hurt Ashley.” Zack said after a moment, “It’s just that I have a lot of feelings for a lot of different girls. Girls I’m close with. Girls who seem to reciprocate those feelings, which is a new thing for me.”

“What about Lisa?” Taylor asked, facing Zack, using her hand to prop her head up to look at him better, as Zack was sitting while Taylor was laying down.

“She came onto me.” Zack shrugged.

“Huh. Took your virginity, too, right?” Taylor asked curiously. Zack nodded slowly.

“Yeah.” he said quietly.

“Which girls?” Taylor asked. Zack glanced at her, but her eyes were simply inquisitive.

“Ashley, Heather, Chloe, and Victoria are the main ones.” Zack answered after a minute.

“You like all of them?” Taylor asked in surprise.

“Yeah.” Zack sighed.

“How many have you... done stuff with?” Taylor asked with a wave of her hand.

“Define stuff.” Zack challenged.

“Kissed.” Taylor shrugged.

“Everyone but Tori.” Zack answered.

“Tori?” Taylor asked in surprise.

“Yeah, Victoria.” Zack frowned.

“Everyone calls her Vicki. Why Tori?” Taylor asked.

“She suggested it.” Zack shrugged.

“Aw. You have a special nickname for her.” Taylor said teasingly.

“Shut up.” Zack said, shoving his sister. She laughed and swatted his arm.

The laughter died down, and there was silence for a moment.

“What are you going to do about it?” Taylor asked.

“No idea.” Zack scowled and laid down. Taylor scooted closer to him, and the feel of her long, smooth legs rubbing against his legs was surprisingly arousing. She threw an arm over him and rested her head on his chest.

“Hope you don’t mind.” Taylor murmured.

“Do you do this with Hannah?” Zack wondered.

“Yeah. Why?” Taylor asked, glancing up at him.

“No reason.” Zack said, but his mind had already wandered to Hannah's big breasts, and how lucky Taylor was to be able to rest her head on them. Damn, maybe if he picked Heather, she’d let him use her breasts as a pillow.

Wait, that’s a little too pervy of a reason to pick her.

Zack sighed and wrapped an arm around Taylor. After a long while, Zack finally fell asleep.