Truth or Dare

Zack glanced up from the couch when the doorbell rang. Hannah placed a hand on his chest.

“I’ve got it.” she murmured, stopping him from rising to his feet as she headed out of the game room and towards the front door.

Zack glanced at Ashley, who was still uncharacteristically quiet. He rubbed her back and leaned to whisper into her ear.

“Are you doing OK?” Zack whispered. Ashley nodded.

“Yeah, I’m ok. I’m just... I can’t stop thinking about what could have happened if you didn’t save me. Maybe I would have pulled Hannah over the ledge with me. Maybe I’d have simply fallen from her hand. I just... I keep seeing that fall and...” Ashley whispered. Zack sighed and let Ashley bury her head into his chest and sob.

“Ash. You’re safe now, ok?” he said soothingly.

“I’ve got you. I promise.” Zack whispered softly, and Ashley seemed to relax just a bit as Zack’s arms encircled her.

“You’re ok. I promise. You’re ok.” Zack said in a murmur, and Ashley nodded.

“Thank you. For saving me.” Ashley whispered, and looked up at him with those pretty pale blue eyes.

“It’s no big deal.” Zack assured her. Ashley kissed Zack’s cheek.

“It’s a big deal to me.” Ashley said, and she held his gaze for just a moment more before walking away, probably to their shared room. Hannah returned with five people in tow.

The first woman to enter was vaguely familiar, and it clicked when I saw the girl behind her.

The woman’s name was Helena Smith, and she was the mother of Grace Smith and Pietra Smith. Grace was my age, but we’d never really talked. Pietra was the same as as Taylor and Hannah, and good friends with both of them. I’d never met the eldest Smith sibling, Julian, before, but he looked nice. Probably a year or two older than Pietra.

Grace was Zack’s age, as he’d mentioned, with long blond hair, intelligent green eyes, and a slender build. She had medium sized breasts, though they were borderline small, in Zack’s opinion. Perky, though. Grace’s ass was round and curvy, and really nice to look at.

Grace was actually Victoria’s cousin, and they both shared the traits of blond hair, green eyes, and incredible asses.

Pietra came up behind Grace, and Zack had to remember to breathe. And he wasn’t the only one. Gavin, who’d been playing chess with Victoria this whole time, turned to look at her. Even Damon Woodsen watched her sneakily. Well, kind of sneakily.

Pietra had long light brown hair, hazel eyes, and was much taller than Grace, who was a bit on the short side. She had medium sized breasts, true mediums, not like her sister Grace who could pass for having small breasts. Another difference between the Smith sisters was that Pietra had a tight ass, very different from Grace’s full bubble butt.

Helena Smith gave a warm smile to everyone in the room, and Zack smiled back. She had the best traits of her daughters, with the blond hair and green eyes combo that Zack liked (though a certain pair of blue eyes were reoccurring in Zack’s thoughts), along with breasts that rivaled Pietra’s, and an ass to rival Grace’s.

“Helena!” Sarah smiled, and went forwards to hug her friend. They weren’t particularly close, but they were definitely friends. That much was obvious. Zack waved to Grace, and she gave him a shy wave back.

Grace was a shy beauty, always a bit nervous in conversations with people she didn’t know well, which was just about everyone because she doesn’t do well in conversations with people she doesn’t know. She was a bit of a loner at school, and she had been Zack’s partner in Chemistry for senior year, so he’d spoken with her a little bit. Not enough for her to be comfortable around him, unfortunately.

“This cabin is really nice.” Arthur Smith declared.

“Yeah, it is. I’m not sure where you’re staying, though.” Zack frowned.

“Oh, Robert mentioned a guesthouse.” Helena informed Zack.

“Ah. Well, Heather’s given me the tour. I could take you there, if you’d like?” Zack offered.

“Oh, that’d be great.” Helena beamed.

Zack sidled up beside Grace.

“Want some help with your suitcase?” Zack asked calmly. She shook her head.

“Alright, then.” Zack said and began to lead the Smiths towards the guesthouse.

When they emerged out into the yard, they encountered Heather and Robert. Both looked a little flushed and sweaty.

“Oh, hello. The AC in the guesthouse is malfunctioning. I’ve got a load of windows opened, so if you don’t mind, you can just set your stuff inside the house while I fix up the AC.” Robert smiled.

“Do you need some help?” Zack asked. Heather shook her head.

“He does this stuff all the time. Anyone up for a swim?” Heather said.

“I’m always down for a swim. We should check with the people inside, though.” Julian said. Heather gave Julian a curt nod.

The group of Smiths, Heather, and Zack entered the main cabin again while Robert went to fix the AC.

“Alright, who wants to head out onto the lake?” Heather announced.

There was a resounding chorus of something along the line of ‘me’.

———

Zack knocked on the door of the room he shared with Ashley. She opened it after a few seconds, and lifted an eyebrow.

“You don’t have to knock to come into your room, you know.” Ashley said.

“Glad you’re feeling better. Pretty much everyone’s headed down to the lake to swim. You wanna come?” Zack asked.

“Sure!” Ashley nodded, and grabbed a new bikini, this one a bright violet. It was a good shade on her, from what Zack could tell from her holding it.

When Ashley headed into the bathroom, Zack quickly changed his shorts into swim trunks, discarding his cargo shorts and boxers on the floor.

He left on his shirt, figuring he’d take it off when he reached the lake. The bathroom door opened and Ashley came out, and Zack gawked at her. Her bikini top was held in place with only a hand, and Zack could see the edges of her areolas peeking out over the top of her violet bikini top.

“Can you tie this for me, Zack?” Ashley asked in a hopeful voice.

“Sure.” Zack said in a mostly steady voice, and approached the blond girl, stepping behind her. Unlike her older sister who had shoulder length blond hair, Ashley’s was a vibrant golden mane, and she lifted it up as Zack grabbed the two bits of string that were hanging limp and tied them on Ashley’s back, his fingers brushing along her smooth back.

Ashley shivered a little bit at that, and took a step backwards so that her body was flush against Zack’s, his cock proud and hard against her toned ass.

Zack, unable to really stop himself, slipped his arms around her, and let his hands rest on her smooth stomach.

“What’s with your hand placement? Imagining me pregnant?” Ashley laughed.

“Well, I didn’t want to be presumptuous.” Zack said, and slid his hands down to rest on Ashley’s hips. She gave them a little wriggle as she adjusted a bit so that Zack’s cock rested between her cheeks rather than having it pressed against one.

“Zacky... if a girl asks you to tie her bikini top, 9/10, that’s a sign she wants to advance your relationship.” Ashley said.

“Really? Because I’ve tied Paris’ bikini tops quite a few times.” Zack pointed out.

“Fine. 8/10. But still. It’s sweet you waited for permission.” Ashley murmured.

“Well, my mother raised a gentleman.” Zack said in a teasing tone. Ashley laughed, and then it abruptly became a small moan.

“Mmm... you sure have a big cock, gentleman.” Ashley said as she grinded her ass against Zack.

“Is that OK? Lisa always said it was too big.” Zack admitted. Ashley turned to face Zack, and gazed up at him with her sky blue eyes.

“Zack... forget about Lisa. For now...” Ashley trailed off, and then she leaned up to kiss him.

Explosions went off in Zack’s brain at the feeling of Ashley’s soft lips on his, and then she drew back, a small smile on her lips, and a faint blush on her cheeks.

“We should go. Heather’s expecting us.” Ashley said with a teasing wink, and then she sashayed, yes, SASHAYED out of their bedroom, hips swaying like a seductress.

———

When Zack and Ashley headed out onto the pier, they discovered that Chloe was back from her jaunt into town. Zack’s eyes bugged out at seeing her, but, while she looked positively stunning, it wasn’t her sex appeal that had him stunned. She was wearing a bikini. A two piece bathing suit. It was a nice one, too. White, with decorations of roses on it. It wasn’t particularly revealing in nature, but Chloe’s big breasts strained the material. Zack had never seen this much of his best friend. Ever.

“It’s weird, isn’t it?” Chloe asked, self-consciously, folding her arms under her large breasts.

“No. No, you look great.” Zack promised his best friend. She gave him a **** smile.

Zack slid into the water, and Ashley slipped in beside him, and she slipped her fingers through his underwater. She never glanced towards him, but Zack gave her hand a squeeze, and she squeezed back.

Heather came out then, her tits bouncing around in a revealing black bikini.

“Hey, Zacky, Ash, out of the water. We’re playing Truth or Dare.” Heather revealed. Frowning slightly, Zack dropped Ashley’s hand and climbed out of the water.

People began showing up, and soon a group of them was sitting on the pier in a vaguely circular shape, watching Heather talk.

The players were Zack, Ashley, Chloe, Heather, Grace, Victoria, Gavin, Hannah, Taylor, Julian, Pietra, Madison, Sarah, Damon, and Paris. That’s the order, with Ashley on Zack’s immediate right, and Paris on his immediate left.

“Alright, everyone knows how Truth or Dare works, right?” Heather checked.

Everyone rolled their eyes or scoffed or both.

“Just checking, jeez.” Heather scowled.

“Alright. Oldest goes first. So... Mr. Woodsen. Ask a question.” Heather said, and plopped down in the space between Chloe and Grace.

“Alright. Zack, truth or dare?” Damon challenged. Zack risked a sideways glance at Ashley.

“Uh... dare?” Zack said, unsure.

“Oh. Um... hold on.” Damon said, racking his brain, “Heather? How, uh, adult will this game be?”

Heather gave the older man a wicked grin.

“Everyone’s an adult here, Mr. Woodsen.” she said deviously.

“Fine. Um...” Damon trailed off as Sarah started whispering in his ear.

“Kiss a Woodsen of your choosing.” Damon said, with a small smirk. Sarah wore an identical one. They both thought Zack was going to kiss Ashley. So when Zack stood, they were surprised. He walked towards where Sarah sat, and took her hand. Sarah, wide-eyed, watched as Zack leaned in and kissed her. To Zack’s surprise, she kissed back, her hand coming up to the back of his head, the other reaching around to-

“That’s long enough.” Damon cut in. Zack drew back from Sarah, and they exchanged a quick smile before Zack returned to Ashley’s side.

“Wrong Woodsen.” she whispered to Zack.

“Nah, I was trying to bother your dad. He’s trying to set me up with you or Hannah. Well, your mom is.” Zack revealed.

“You still could have kissed me.” Ashley said quietly. Zack leaned over and kissed Ashley, and she kissed back, but Zack was already leaning back, and Ashley put on a pouty face.

“Ahem.” Heather said, “You do realize it’s your turn to ask the question now, right?”

“Well, I do now.” Zack chuckled. He scanned his gaze around the room, trying to ignore Sarah’s huge smile on her face.

“Uh, Madison. Truth or dare?” Zack picked someone randomly.

“Truth.” she said immediately. Zack really should have prepped for this before he asked. Oh well.

“Ok. Madison, um...” Zack trailed off. Paris leaned over to whisper in his ear.

“Ask her what her bra size is.” Paris suggested. Zack gaped at her.

“What’s your bra size?” Zack repeated Paris’ question in a bit of a mumble.

“30C.” Madison answered. She glanced towards Ashley.

“Truth or dare?” she challenged.

“Dare.” Ashley said after a second.

“Alright, Ashley. Your dare is simple: run in the cabin and grab me a drink. I’m parched.” Madison said dismissively. Ashley scowled a bit at the dare being used to fetch an item for Madison, but she didn’t complain as she headed towards the house.

Glancing sideways, over towards the cars parked out front, Zack could have sworn he saw a dark-haired person, but then he blinked and nobody was there. How odd.

Zack looked back to the game as Ashley came out of the house holding a beer. She set it down in front of Madison and kept walking towards me.

“I don’t drink beer!” Madison called.

“Oh, my bad. You just asked for a drink.” Ashley shrugged. She plopped down beside me, closer this time, and I wasn’t even really sure why.

“Alright. Chloe, truth or dare?” Ashley asked.

“Dare.” Chloe smiled, hoping it’d be an easy one, Zack could tell.

“Come kiss Zack for... a minute.” Ashley said. Zack and Chloe both looked at Ashley like she’d grown two heads.

“You heard her.” Heather said gleefully. Chloe came over to Zack, and Zack climbed to his feet. He glanced at Ashley who was glancing at her watch.

“Go.” she said, and Zack hooked an arm around Chloe’s waist and tugged her into a kiss. The first few seconds were awkward, as Chloe didn’t kiss back, but then she did, and then they were both really getting into it. Zack felt his hands stray across his best friend’s body and just before his hand reached Chloe’s ass, Ashley called time. When Zack pulled back, both friends were panting hard. Blushing, Chloe gave Zack a little peck on the lips before going to sit down as Zack sat back down, glancing incredulously at Ashley, who smirked.

“What the hell was that?” Zack questioned as Chloe asked the question to Grace.

“That was me helping you out. I’ve seen how you look at Chloe. Now, she’ll look at you like that.” Ashley shrugged.

“I thought you...” Zack trailed off, unsure how to word it. Ashley’s eyes glittered.

“Oh?” she asked innocently. Zack chuckled and returned his attention to the game, growing used to Ashley’s teasing.

Chloe dared Grace to push someone into the lake, and Julian went in. Then Grace asked Victoria, and (with Heather’s tainting influence working its’ magic) Victoria had to sit in Gavin’s lap for the next five turns.

Victoria then asked Heather the question.

“Dare.” Heather said immediately.

“Give Zack a kiss.” Victoria shrugged.

“Is it pick on Zack day?” Zack threw up his hands. Heather laughed and sauntered closer to him. Before Zack could rise, Heather sat down on his lap, and kissed him. Zack started to get very hard at the feeling of her massive tits squashed against his chest. When Heather drew back, she looked a little dazed, before she got back to her feet and returned to her spot.

“Mrs. Woodsen, truth or dare.” Heather inquired.

“Dare.” she said boldly. Zack didn’t think he’d have the courage to pick a Heather dare.

“You seemed to like kissing Zack.” Heather began, “So why don’t you two go spend seven minutes in heaven together in the shed?”

Heather pointed to a shed over towards the treeline.

“Why me?” Zack sighed. Ashley and Paris both laughed. Zack and Sarah made the embarrassing walk over to the shed, and Zack knew there time would only start when the door to the shed was closed. So, he closed the door behind him and turned to Sarah.

He fully expected to just talk for seven minutes and then it’d be all good. He did not expect for Mrs. Sarah Woodsen, the mother of Zack’s something, and a married woman, unhook her bikini top and reveal her beautiful, large melons. They were so big! They were the biggest tits in the cabin, no questions asked.

“Lose the trunks, Zack.” Sarah instructed, and Zack did so, eagerly, as Sarah took off her bikini bottoms.

“You saved my daughter, Zacky. This is your reward.” she smirked, and Zack groaned as Sarah pushed her big, naked tits against Zack and she kissed him passionately. Zack wrapped his arms around her, sliding them around her waist.

After a few seconds of kissing, Sarah knelt down in front of Zack’s rock hard cock. Zack swallowed as Sarah gave his cock tip a light kiss. He gasped at the sensation, and then Sarah started going deeper. She took more and more of Zack’s length into her mouth, and Zack was lost in her eyes.

She reached up to fondle his balls and Zack gasped as Sarah’s tongue joined the action, swirling around his proud member as she stared into his eyes, unblinking, unflinching.

Zack was nearing his explosion. He was so damn close. So close. And then... there was a knock on the door.

“Hey, Zacky. Mom. How’s it going in there?” Hannah’s teasing voice came. To Zack’s shock, Sarah didn’t stop. She just started sucking harder, and Zack couldn’t mask the groan that escaped his lips as Sarah brought him to cum in her mouth. She swallowed every last drop dutifully, and the door opened, revealing an awestruck Hannah with a view of her mother on her knees with Zack’s cock in her mouth.

“This is awesome.” Hannah laughed, and headed back towards the pier as Sarah and Zack quickly got dressed. Before they went out of the shed, though, Zack gave Sarah’s cleavage a kiss.

“Mmm. I’ll be finding you later. Promise.” Sarah smiled, and she kissed his cheek. Then the two walked out of the shed and back towards the pier.

“Alright. Taylor, truth or dare?” Sarah asked after she got settled in her seat. Zack sat back down beside Ashley, who gave him a searching look. She glanced down to Zack’s not currently hard cock, and Zack could almost hear her wondering if her mother and whatever Zack was to her had actually done something.

“Truth.” Taylor shrugged.

“Wuss!” Hannah declared. Laughter rang out, not at Taylor, but at Hannah’s comment.

“Fine, dare, then.” Taylor rolled her eyes at her blond best friend. Hannah gave a pleased smile.

“Blow a kiss to the male you find most attractive.” Sarah said with a smirk. Taylor apparently examined her options, and Zack was stunned to see her gaze linger on him. Blushing hard, Taylor blew a kiss. But not to Zack, to Julian. Hannah looked outraged, and Julian completely uncaring.

“Hannah. Truth or dare?” Taylor asked.

“Dare.” Hannah said instantly.

“Hm... dial up Brandon Cole, and sing him a song of your choosing.” Taylor smirked. Surprisingly not-dirty. Huh.

Hannah frowned.

“I don’t even have his number.” Hannah shrugged.

“I have Zack’s, I have yours, I have your mother’s. I have Vanessa’s. I have Maddie’s. But nope. No Brandon.” Hannah shook her head and showed her friend her phone.

“Fine. Go serenade him in person.” Taylor waved a hand.

“Hey, ask the question before you go.” Heather told Hannah. Hannah looked right at Zack.

“Truth or dare?” Hannah asked him.

“Dare.”

“Go skinny dipping.” Hannah winked, and headed towards the cabin, whistling a tune.