Disable your Ad Blocker! Thanks :)
Chapter 47
by
JoeSte91
Ashley and Zack or fast forward to the appointment?
Exploring Ashley's ass
As soon as the door closed behind them, Ashley jumped at Zack. Her hands grabbed his face and pulled him down into a deep kiss. Zack's hands went to her hips, pulling her firmly against him. A tent was beginning to form in his shorts and Ashley could feel the lewd, jutting shape grazing her inner thigh.
Zack moved his hands down, around to her ass. He cupped a cheek in each hand and massaged them with his fingers. He pulled and pried at the taunt butt, her bikini slipping between the crack. Ashley moaned into Zack's mouth, feeling him groping her ass cheeks, stretching her asshole open and pulling at her pussy every time he prised her cheeks apart.
Simultaneously they seemed to have the same desire to get naked. Loathe as he was to leave her ass, Zack couldn't wait to have her naked body at his mercy again. His fingers deftly pulled on the strings of her bikini. The cups fell to the floor but her bottoms clung to her body, caught between her ass cheeks. But they too soon fell, discarded, as Zack's hands went back to her ass. Ashley's hands went to Zack's waist, pushing his shorts down, just enough to free his hardening cock and then gravity did the rest.
They both took advantage of their new nude attire. Ashley placed on hand on Zack's chest, while the other stroked his dick. It was not a frenzied sort of 'you must cum' kind of stroking. It was gentle, methodical, almost lazy caressing of his cock, just a girl enjoying the warm, heavy meat in her hand.
Zack was in no rush either, instead opting to savour Ashley's sweet ass. But with the bikini out of the way he could freely dip a finger between her ass cheeks. He could feel sweat lubricating the valley between her cheeks, making it easy to slide his finger down. He stopped when he felt the top of her puckered little asshole. It was here that he began to rub with gentle pressure from his finger, teasing her. It was tantilisingly close to her hole but she could feel the nerve endings in her anus being stimulated from that pressure even from the outside.
The pair hadn't broken that first kiss in all this time but Zack's finger rubbing just above her asshole was enough to make Ashley gasp and break the kiss. She lay her forehead on his shoulder and panted as Zack continued his tender rubbing. Smiling at the success of his actions, Zack planted small, soft kisses on Ashley's jaw, just below her ear lobe. Between them, Ashley's hand slid back and forth over his cock, growing noticeably larger and harder with every tug.
"Mmmm, Zack," she whispered into his skin. The combination of actions, the finger between her ass, the cock in her hands, the kissing, left her erotically charged. She could feel any apprehension she felt over the impending anal sex melting away, giving away to lust and desire.
Zack could feel this too, though in a very different way. As she became more aroused he felt her anus relax, and now with very pull he felt her asshole stretch apart, opening to him. He took this as a sign to go further.
"Want me to play with you ass a bit more?" Zack's words were soft and quiet but to Ashley they echoed with gravitas.
"Yesssss, Zack, I want more, mmmm," she said, turning and kissing him on the lips once more.
Breaking the kiss and removing his finger from her crack, which caused Ashley to pout, Zack took her by the hand and led her to the foot of the bed.
"Lay down," he told her and she complied. She sat on the bed and then fell back, her legs dangling over the edge. With a grip on her hips, he pulled her down so that her ass sat on the very edge of the mattress. Then he placed his hands under her legs and pushed them up, almost causing Ashley to be completely doubled over but also entirely exposing her asshole and pussy.
"You're lucky I'm flexible, Mr Bishop," Ashley said with a smile as Zack knelt between her legs.
Rather than reply, Zack was gathering up saliva in his mouth. He let a big dollop drip from his mouth, lining it up directly with Ashley's puckered little asshole. Ashley yelped at the wet, warm liquid when it came contact with her foreign hole. With a finger he smeared his saliva around the hole, drawing from the outside in, until he was rubbing his finger in tight circles right above her asshole.
"Ah ah ah," Ashley yipped at very every touch, fighting the knee-jerk reaction to scoot away from it. It was such an odd sensation, not exactly uncomfortable or pleasurable but just strange like going to bed with a new set of sheets. Comfortable yet unfamiliar.
Zack continued slowly, spitting again on her anus and licking his finger then repeating his gentle massaging of the rim. Just as before, Ashley grew accustomed to the massaging and her asshole began to relax. He could feel the flesh moving with his finger now rather than working against it. As his finger continued to work around the rim, Zack saw her asshole open slightly again.
So Zack started working on getting his finger inside that hole. He continued what he had been doing, running his finger around the rim, but drawing ever closer. He leaned over her again and let more saliva drop on to her anus, but this time it dribbled inside of her open hole. Ashley gasped, feeling the liquid inside her butt and her asshole fluttered open and closed with the intrusion.
Round and round Zack's finger went, like a basketball around a hoop. His finger gradually moved from the rim to the inner rim, and then, just like that basketball, it tipped over and his finger was inside her. It was only in to the nail but it was in. Zack could feel her flexing around his finger. He held his finger there for a second, just until she became adjusted to having her asshole plugged. Then he twisted his finger back and forth, stimulating the rim again.
For Ashley the sensation was utterly abnormal. She was becoming aroused, her pussy was getting wetter by the second and her nipples were stiff and pointy but her butthole didn't seem to get aroused. It just tightened and spasmed which reminded her of needing to poop more than anything else. But knowing that she didn't need to poop and that it just another persons finger in her ass made the sensation less icky and more erogenous.
Zack could see Ashley's pussy glistening in front of him and he heard soft, whimpering moans emulating from her on the bed above. Encouraged that she was actually enjoying the experience, Zack pushed on, pressing his finger further into her asshole, into the knuckle. And her asshole opened further to welcome him. A low guttural groan rose from Ashley as she felt the thicker knuckle bone grind against the ring of her anus.
With more of his finger to work with now, Zack added a penetrating motion to his twisting action. He thrust his finger in and out of her, twisting his hand to the side as he did so but doing so with care.
Ashley was immensely appreciative of Zack's slow, methodical approach. As such he was now actively fingering her asshole and she felt no pain at all. She was also impressed by his self-control. Any other man, seeing her with her legs in the air, asshole exposed like this would have been jamming their finger within seconds. But Zack had made sure to put Ashley's comfort first.
Though he did speed up a little as he felt her asshole become more and more familiar with the width and length of his finger. But the ultimate end goal was to fit his dick in her tight little butthole and she was going to need a lot more lubrication for that.
How will Zack lubricate Ashley's ass?
At the Cabin
The story of a group of friends spending some sexy times at a cabin by the lake or the nearby town where they all live
The story of a group of friends spending some sexy times at a cabin by the lake or the nearby town where they all live.
Updated on Dec 16, 2025
by syncmaster69
Created on Sep 4, 2014
by Duskford
- 59,495 Likes
- 17,432,929 Views
- 3,161 Favorites
- 15,717 Bookmarks
- 3,826 Chapters
- 342 Chapters Deep
Comments moved below the chapter.
Jump to comments
Comments