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Chapter 38
by zankoo
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Jake and Olivia climax together
Jake felt his legs tighten as he rocked back and forth on top of Olivia's body. He stretched his calves, pressing his toes into the cement of the pool deck. Stretching and straining his body this way increased the sensation he got while fucking Olivia. The stretch ran through his hips and up his back, and he rolled his neck a little, feeling the rush of adrenaline run through his body.
As they fucked, Jake took a moment to admire Olivia's plump ass again. He ran one hand over her, squeezing her soft but firm butt, pinching her, spreading her wide, both making space for himself and just to watch what he was in the midst of. He still couldn't quite wrap his mind around how this was happening -- but it was.
Jake could tell, from looking at Olivia, that she was flexing and tensing her own body. He could feel her strong legs tightening beneath him, and he watched her upper body rise and fall, deep breaths, steady and long, almost like when someone is asleep ... though Jake knew that Olivia was clearly not asleep.
As her breaths deepened and her torso lifted off the chair, Jake leaned to one side, catching a glimpse of Olivia's body. Her breasts hung from her chest, firm and tight. Jake slipped a hand over her side, and grabbed hold of her right breast, teasing her nipple with his fingertips. He felt a fresh wave of pleasure as he thrust into her while groping her chest, and bounced a little more vigorously against Olivia's ass.
Jake wondered what Abbie was thinking about this whole time. Is she just content to watch this unfold? Does she wish it was her instead of Olivia? Or, for that matter, does she wish it was her instead of me over here? Jake laughed to himself at the notion -- not that there would be anything unusual about Abbie getting intimate with another woman, but that until this moment, he hadn't even considered that maybe he was taking a spot that she had hoped for herself. Then again, he reconciled, Abbie never seems to have a shortage of opportunities to get literally anything she wants. But that didn't stop him from imagining what sorts of things Abbie might do to Olivia, given the opportunity. He imagined her fingering Olivia, maybe fingering herself at the same time. Would she do that? Right here at the pool deck? He thrust harder into Olivia himself, realizing that the fantasy about Abbie was getting him even more turned on than he was already.
The more he thought of it, the more he imagined that she would, in fact, fingerfuck Olivia (and herself) -- obviously if he asked, or if Olivia asked, it was basically a done thing. The idea of it flooded his mind, and he could feel himself getting harder and hotter the more he thought of it. The combination of feeling Olivia's tight pussy wrapped around his swollen cock, and thoughts of Abbie -- he turned toward her to find her watching him intently. She smiled at him, nodding. Jake gave her a slow blink, and turned his attention back toward Olivia.
"Oh god," Olivia whispered, inhaling sharply.
She didn't have to say anything else. Jake could tell what was happening, and as he felt Olivia squirming, he closed his eyes and breathed deeply, grabbing hold of Olivia's firm body, and pumping himself deeper inside her, feeling Olivia, thinking about Abbie ... and in a matter of moments, he felt a surge running through his legs.
He thrust hard against Olivia, holding himself inside her, the first pulse of his orgasm freezing him in place. In that split second, he realized that she may not have expected him to come inside her. But at the same time, pulling his dick out and shooting sperm onto her ass and back would certainly be more of a scene than they were already making. Even if no one had really taken notice of them up to this point, as orgasming man shooting his load into the air was at least a little more likely to draw attention.
So with that half-baked thought in his mind, Jake remained where he was, his cock throbbing, his balls pulsating, releasing his load deep into Olivia's pussy. He watched Olivia clench her fingers around the deck chair; Jake tightened his legs around Olivia.
As their parallel orgasms subsided, their bodies quivering, Jake found himself chuckling. It was all just so improbably, and he felt like he wasn't sure what kind of karma gods were playing around, giving him this glorious existence. A magical trip with Abbie, a beautiful stranger at the pool -- and the weekend had only just begun.
Jake's breath settled into something slow and stead, and once he felt that his climax had fully passed, he leaned over Olivia, touching her back.
"Mm," Olivia hummed.
"Mm-hm," Jake replied. There's no need for words, he thought. He helped Olivia reclasp her bikini top, making sure to graze his fingers against her body in the process. Slowly, he pulled back from Olivia's ass, his cock slick with their shared orgasms, gently sliding free from Olivia's pussy. He looked down to see his semen beginning to ooze out of Olivia, impressed with his own handiwork, and hoping that Olivia thought this was all as amazing as he did. He bluntly tucked his softening cock back into the leg of his shorts and rolled off her legs (and the chair), standing to the side. Jake could feel his knees shaking a bit, unsteady from the intensity of his orgasm.
Still lying on the chair, Olivia turned to face Jake. She smiled, and reached behind her to touch her ass, her fingers drifting between her thighs, and gently feeling the aftermath of this tryst. She carefully sat up, sliding her bikini bottoms back into place -- partly to cover up, perhaps, but in practicality, to contain whatever Jake had left behind, which was inevitably going to continue running back out of her again.
She watched Jake, and stood up, silent, facing Jake and looking up at him. Tenderly, she wrapped a hand behind his neck, and pulled him down to her, parting her lips, and meeting Jake in a soft kiss. Jake was surprised, but returned the kiss. Olivia offered a bit of tongue as they teased one another. Unable to resist, Jake slid his hands down Olivia's body, cupping her ass as they briefly made out.
"Maybe I'll see you again," Olivia said softly. She leaned past Jake to look at Abbie, smirking at her.
Jake noticed that Abbie had stopped masturbating by this point, but he didn't have any idea whether she had come, whether she had just stopped because he and Olivia had stopped. Still, Abbie smiled back at Olivia, and stood up to reply to her.
"We're here for two more days." Abbie's voice was a little husky, and after speaking, she cleared her throat.
Olivia nodded. She turned back to Jake and offered a small, flirtatious wave. Then she walked toward the pool, paused at the edge, and dove in.
Jake returned to Abbie's chair, standing behind her, and placing his hand on her arm. The two of them watched Olivia in the pool. She tread water for a moment, swam from where she had entered to the far end, then back, and then crawled out the opposite side.
As Olivia gathered a towel from a nearby chair, Abbie giggled, convinced that it wasn't even Olivia's towel.
"That's not where she came from," Jake said softly. "That's ... I don't even think that's her chair."
Abbie turned to him. "That's just what I was thinking! She totally grabbed someone else's towel!"
Jake laughed. "A thousand identical towels here, who can tell?"
Abbie paused, and thought back to the events of the last twenty minutes or so. She realized she'd been looking at the pool again, but turned toward Jake, pleasantly surprised to see him gazing at her.
"Did you watch the whole time?" he asked.
Abbie nodded. "How could I not?" She took a deep breath, and thought of Olivia. As she turned back to the pool area, she looked around, but couldn't find her across the way.
"Yeah, I can't see her either," Jake said. "Maybe it was all in our minds?"
"Maybe."
Abbie wiggled her foot, stretching her leg out.
"Abbie?" Jake said softly.
"Yeah?"
"Do you think anyone was watching?"
"Mm, I hope so."
Jake's hand was still on her arm, and he moved it up and down, rubbing her arm, her side, and then her hips and ass. "You hope so?"
"Sure," Abbie replied. "Don't you?"
Jake chuckled. "Um ... maybe? I don't know. I mean, if I had been with you, then anyone seeing me would see what a lucky fuck I am."
"You're not a lucky fuck to be ... literally fucking a girl like her?"
Jake laughed. "Abbie!"
"I'm pretty sure that anyone who saw you would think you were a lucky fuck." She smiled at him and patted him on the arm, ready to move. "Now let's go swimming."
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Always, Abbie
She'll do anything you want -- just ask!
No matter the situation, Abbie Andrews is always willing to help out. Giving, generous, kind, never a complaint. Everyone likes her, and she likes everyone. In fact, it seems that no matter what anyone asks here, she says yes. When someone jokingly asks a different kind of question, Abbie begins to learn what she's really made of.
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Updated on Jun 30, 2025
by zankoo
Created on May 14, 2022
by zankoo
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