Jake fucks Olivia

Nobody seemed to be aware of anything on the pool deck. Jake's eyes darted around the area, seeing people -- but all people who were looking in other directions, dealing with other things, everyone in their own world.

Except for Abbie, of course. She was watching Jake intently. As he looked over to her, his eyes wide with incredulity, she just smiled back at him and relaxed her posture on her chair, still gently fingering herself as she watched.

Abbie doesn't just say yes to her own questions, she says yes to mine, Jake thought. I'm over here touching a complete stranger -- no, not just touching, but fondling. Her naked breast in my hand. My fingers in her pussy. And Abbie isn't just aware, she's encouraging it.

He laughed to himself and shook his head. He kept staring at Abbie, waiting for her to intervene and tell him that the game was over and it was time to stop playing. Instead, she watched, leaving it up to Jake to decide what the next steps might be.

Better 'so far.' Jake replayed Olivia's voice in his mind. She can't possibly mean ... Jake struggled to accept the possibility that Olivia was expecting more. Jake could clearly imagine the story unfolding, but it wasn't real life, it was a fantasy. Beautiful, exotic stranger shows up, lets herself get manhandled, fingered, lying there partially exposed. But could she actually mean ...? Jake kept watching Abbie, as if the answers were somehow going to appear between them.

As Jake leaned forward and back, still working his hands and fingers on and around Olivia's body, she squirmed playfully, letting out small whimpers of pleasure with each shift. He felt his cock, still stiff as ever, pressing through his swimsuit and into Olivia's body. He looked around the pool deck again, almost hoping that he might get partially caught, a warning that this taboo behavior should stop. And if we all want to fuck, we could just go inside to a private room? Jake thought.

But as if the fates were laying out the script, no one noticed him. Jake sighed again, and as he did, he reached down to his swim shorts and pulled up one side of them, bunching it to the top of his thigh, and let the tip of his dick sneak out into the open air. He leaned forward again, making skin-to-skin contact with Olivia, his penis against her thigh.

She knew immediately, and Jake heard her breath stall. Is that because she's okay with this, or because she's scared and wants me to stop? he wondered. He remained still, unsure of his next move.

"Mm," Olivia murmured. "Tease."

Jake chuckled to himself. How is this even happening? he thought. He pulled on his swim shorts, releasing his cock completely. He quickly scanned the area, nervous -- now that he was fully exposed, it would only take one person seeing him to turn this dream into a nightmare.

With both palms on Olivia's shoulders, Jake propped himself up and adjusted his position. He leaned into her, his dick rubbing against the back and top of her thigh, right up against her plump ass. While massaging her shoulders and back, Jake wiggled his hips in order to keep grinding against Olivia, each move getting him closer and closer to her pussy.

He traced one hand down her back, over the top edge of her bikini bottoms, and around her ass. His thumb rubbed along her slit, which had gotten quite wet. He had the tip of his dick right up along her labia, and felt his heart racing with excitement.

"Mm, that feels so nice," Olivia said softly, rolling her head from side to side.

Which part? Jake wondered. The shoulder rub or the ... His thoughts trailed off for a moment as he made more direct contact between his cock and her pussy. Maybe if she's not specifying, she likes ... both things? He laughed to himself, and nudged his body again, pushing the very tip of his cock harder against her vagina.

Jake wasn't sure if he had the right angle, even if he was considering trying to do something more. But then he saw Olivia wriggle slightly in the chair, lifting her hips up and scooting her body back toward him. It was a slight move, but definitely enough to improve the angle. He glanced over at Abbie, who was getting lost in her own reverie, but still watching Jake and Olivia closely. She clutched her own breast in her hand, stimulating herself.

Well, Jake thought, here goes nothing.

Taking a deep breath, Jake leaned forward, his hands pressing harder against Olivia's shoulders. As he moved, his dick pushed against her pussy, and with the slightest bit of resistance, slid inside her.

And just like that ... Jake held his position and felt his heart thumping. Outside, public place, complete stranger, and my quasi-not-really-girlfriend is sitting five feet away finger-fucking herself, while I ... He let out a satisfied chuckle, slowly pulled his hips back, and pushed into her a second time. Settling into a soft rhythm, he began to relax a bit, looking around the pool deck almost casually. He turned to check in with Abbie, who was biting her lip and grinding against her own fingers. When she saw Jake looking over, she gave him an affectionate smile, and continued with her own personal stimulation.

Jake put his hands on Olivia's ass and fucked her a little harder, pumping against her body, making the deck chair shake and squeak a little with each thrust. He watched himself, staring down at her ass, his cock disappearing inside her. He looked at his hands, which moved along her back, caressing and kneading her strong lats, her sculpted shoulders. In fact, the longer he stared at her body, the more impressed he was with her physique.

Is this what vacation with Abbie is like? He turned to look at Abbie again, continuing to gently rock back and forth on top of Olivia, his dick sliding in and out of her slit effortlessly at this point. _It's like half a day with her, and I've had more sex this morning than ... _His thought trailed off as he realized that vacation or not, he had quite a bit of sex with Abbie. Still, his inner monologue continued, whatever spell she has me under, I'd like to stay under! He watched as Abbie's body twitched, her mouth agape, her eyes closed. She's coming, he thought. She's having an orgasm. He gazed at her, not quite in disbelief, but definitely in wonder. God, she's beautiful.

He looked down at Olivia again. Also beautiful. He sighed and smiled to himself. He dug in a little harder with Olivia, thrusting more forcefully, and began to wonder -- having just watching Abbie's climax -- how he and Olivia were going to manage to reach their own finish line.