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Destination Unknown, Part 3 - The Retreat

"Jack explores Sabrina's limits on the first day of the retreat."

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Author's Notes

"Part three of Sabrina and Jack's journey. First day at the Sensuality in Art retreat. Jack has some surprises in store. Though this can be read as a stand-alone, we recommend reading the other two for the full experience. <p> [ADVERT] </p>***Sketch by mcduff"

Sabrina drove the curved path to the cottage. She had memorized the road over the past few days. Her husband seemed gleeful when she told him she would be going out of town for the weekend. She shook her head, wondering what was going to come of that situation. Taking a deep breath she forced all thoughts of her home life out of her mind.

She parked and retrieved her duffle bag from the back seat. Turning to walk to the door she found herself in Jack’s arms. Surprised, she smiled up at him and he captured her lips in a hard kiss. 

Separating, he took her bag in one hand and placed the other on the small of her back, leading her to the front door.

“Is this all you brought?” he asked.

“Should I have brought more?” she responded laughing.

“No, it’s not that. It’s just, well, don’t women usually travel with more?” He looked at her raised eyebrow and stopped talking.

Laughing, Sabrina leaned in and kissed him again. 

-----

After loading his supplies and their luggage, they were on their way. The drive took two hours by the interstate. It was a beautiful morning and the long way on two-lane roads wound through amazing landscapes. The view helped their minds escape the structure of the city and embrace the privacy that nature offered. They stopped for brunch at a winery but made good time.

When they arrived, Jack watched as Sabrina took in their surroundings. Dense forest, rocky mountainsides, all enclosed a small natural lake, the retreat was a true getaway. Jack’s favorite part was that cell phones didn’t work there. He was tired of the new world where everyone was expected to be available at a second’s notice.

When he had called to make arrangements for Sabrina to join him, the director informed him that all the cabins were spoken for. As if he had any intention of letting this little lass sleep anywhere other than his bed. Smiling to himself, Jack took their bags and led them into the main meeting room to get them checked in.

-----

They walked into a large open room. One wall was entirely made from glass, showcasing the amazing view. There was a long table set up where a man and a woman sat checking people in. Couples wandered around catching up with each other or meeting for the first time. Some were dressed casually like Sabrina and Jack, but others were adorned in bright flashy colors, littered with jewelry and other fun accessories. Jack took care of the business portion and then walked her around the room making introductions. 

People were still arriving when they walked out to go to their cabin. The bungalows were spaced out with wooden bridges connecting them. They sort of reminded her of where Ewoks lived. They walked past buildings one through five, then six through ten, and onward until they found the last building, sitting by itself, number twenty.

The others had communal bathrooms but this one was alone. It was a small hut with a bathroom and queen-sized bed. Nothing else was in the room. Windows on both sides had thick brown curtains pulled back showing miles of greenery that surrounded them. 

Jack placed their luggage at the foot of the bed and walked toward Sabrina with determination. He ran his arms up to her sides, gripping her hips, up to her waist. His hands ran around to her bottom and pulled her in tight. She could feel his arousal and ground into him. He turned her body so her back was to the bed and he lifted and tossed Sabrina onto the mattress. 

Bouncing slightly she laughed. He answered with a wicked smile and crawled over her body taking her mouth and humping between her legs.

The playful kiss quickly turned more intense. He rubbed against her core eliciting a deep groan. Sabrina’s eyes closed in ecstasy. Pulling from her, he stood and told her to undress. His tone was dominant. She hadn’t heard him use that voice before and it made her panties flood. His eyes watched as she sat up pulling off her shirt. Reaching behind her back she unclasped her bra and tugged it off her body. Laying back, she shimmied her pants and underwear off in one motion. Throwing everything to the floor she lay back waiting for what would happen next. 

Jack stepped to the bed, leaning over he wrapped his hands around her hips and pulled her to the edge. Sabrina’s feet propped on the end, knees wide open, she was fully on display for him. He went back to his suitcase and retrieved something from the front pocket.

“I bought something for you,” he said with a growl.

He dropped to his knees and licked. Starting from the top, loving on her clit. Slowly moving down, he thrust into her wet opening, tasting her. He spent time licking and sucking. Her body slowly grew tense. When the first feelings of building washed over her, he moved down lower. He ran his tongue slowly over her tight puckered hole. Thoughts of him taking her in the grotto flashed through her mind making her moan. Jack sat up on his knees and held up a small butt plug. He put the hard, round, bulb in his mouth and sucked. Raising over her, he brought it to her mouth and pushed it through her lips.

“I would like to put this in you so that when I fuck your pussy right now I can feel it. I want you to wear it as long as you can tonight when we go to the first class. Every time you clamp down I want you to think of me being inside you,” he pulled it from her mouth and kissed her deeply.

Settling back down on his heels, Jack ravaged Sabrina’s mound with his tongue, slowly pushing and pulling the plug at the entrance of her ass.

The feeling was different from when he entered her before. The tug and push made her muscles throb. In and out, over and over, she was focused on his tongue. The feelings together heightened the experience. 

With a final hard thrust, a wave of discomfort flashed and then settled into the most pleasant form of fullness. 

Jack stood. Looking at her, he ran his hand from the tip of his cock to the base in slow, measured movements. 

“Beautiful,” he rumbled from his chest.

He took his time looking at her, rubbing achingly slow, up and down his cock. Sabrina's mind grew impatient but his hardened demeanor kept her still.

When he was ready he stepped closer to her. He placed the head of his magnificent cock at her soaked entrance and paused. Sabrina’s body reacted. She tried to thrust toward him but he stopped her with a slap on the hip. She groaned in frustration but her body froze, waiting. 

Oh, how he made her wait. Her pussy was so wet, nearly dripping in want. She imagined a clock ticking, seconds, minutes. She squeezed her pussy muscles forgetting the toy deep in her bowels. She inhaled sharply at the feeling and he took that moment to thrust in. He wasn’t patient or slow, he rammed into her in one motion, bottoming out. Unable to keep it in, Sabrina bellowed. Jack grunted. Both, finally, are home after so many hours apart.

Sabrina’s pussy clamped on Jack. She didn’t want him to leave her body. He thrust in and out, pushing through her tightened muscles.

“Does your little ass feel full? I can feel the plug dragging along my cock. Your hungry pussy squeezing me. Fuck, you are so tight,” Jack said breathlessly.

Sabrina lost herself in his words, in the round toy spreading her ass, and in Jack’s thick cock, slamming into her, over and over. She was becoming overwhelmed with the sensations.

“Jack, fuck Jack,” deep breaths separated her words. “Can I cum? I’m about to cum. Is that ok?” She waited for his permission but it didn’t come. He pulled out of her and flipped her onto her stomach. Pushing her to the center of the bed, he crawled up behind her. Drawing her hips up to his dick, he plowed back into her drenched pussy.

Sabrina’s legs were splayed wide, her body was being thrust forward with his battering ram. Jack leaned over her back and clutched a bouncing tit. His mouth at the shell of her ear, “Cum, baby.”

Sabrina thrust back, taking him in deeply. She used her hips to push and grind on his rigid cock. Her rounded cheeks slammed into him and rippled on impact. Jack watched as she used his body to bring herself to the brink. He knew he told her to cum but he was absorbed in her neediness. 

He pulled out and kneeled just out of reach. His cock bobbed in the air as he watched her body shift, searching for him. He wanted to mark those cheeks. In quick succession, Jack delivered four hard spanks. Two on each rounded globe. Sabrina shrieked in surprise. Before she could react further he drove back into her spanking each cheek two more times as he thrust as deep as he could go. Any protest devolved into vibrating moans.

Sabrina’s stranglehold on his shaft was numbing and brought a roar from Jack. He admired his handprints on her ass. Pushing her shoulders to the sheets he took her all that much harder. Cockhead bouncing off the plug. Words falling from her lips told him how the vibrations were filling both holes. Jack thrust harder, her hips in his hands, he pulled her to his cock and owned her as he never had before.

Arching his back he shuddered from deep within, howling as he unloaded. Sabrina’s hungry pussy drank all of him in. Milked his spent cock and continued to thrust back on him. Flipping her onto her back he pulled back and gave her pussy three hard slaps. Her moans filled the room. Slapping harder, he sank his fingers into her needy cunt and she erupted on his knuckles.

-----

Collapsing on the bed next to her, Jack ran his hands up and down Sabrina’s back. He was consumed by the smart, sweet woman who was also a needy little slut. One part of him knew she would like the gift he had for her, but that didn’t mean he wasn’t a little nervous about her reaction. He patted her bottom and swiped a finger to feel the base of the plug that was clenched in her.

Sabrina wiggled against his hand and giggled. His fingers wanted to explore further but a bell tolled. They had ten minutes to get to the main meeting room for the first class.

Both dressed again, they walked back down the planked path. The other retreat goers walked and talked along the way. Jack couldn’t keep his eyes off the way Sabrina’s hips swayed as she grew accustomed to the feeling of the toy still inside of her. At one point a man made a joke, causing her to laugh. She stopped suddenly and bent over with a moan. The joker paused with concern but Jack slid next to her and told the crowd. “I think she pulled something earlier. She’s fine. We’ll meet you up there.”

Appeased, the group continued. When they were alone, Sabrina stood and smiled embarrassedly. “Laughing felt…” she didn’t know how to finish.

“Tell me how it felt,” Jack used his forceful voice.

“Umm, like I was going to push it out, but at the same time it sent a jolt… to… umm.”

“To my creamy little pussy?” Jack supplied.

Sabrina nodded in response. She waited for his reaction, she didn’t know what he would think of her talking about her experience that way. A huge smile spread across his bearded face and he pulled her in for a strong hug. He wrapped her up completely and kissed her on the top of the head. Her body melted into him.

-----

Including Sabrina, there were thirty-four retreatants. With the two hosts and four instructors, the room was filled with forty people. Sabrina and Jack found seats in the back and listened to the introductions. A short video of last year was played and there were oohs and ahhs as attendees noticed themselves. The images grew more intimate as photos from the second and third days of past retreats were shown. The audience began catcalling at pictures of volunteer models in various states of undress. Many of the people shown on the screen were sitting amongst them.

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At the end of the video, the host stood and gave the final information for the weekend. The retreat was sponsored by art supply companies. Everything that they would need to create was donated for their use. It was a smart way to gain loyal customers. When it was over, the group was split. One stayed in the main room, Jack and Sabrina were led out to another building next to the lake.

The room was set up with easels and stools stationed around a small platform. The instructor, Bob, explained that they would be starting with a timed sketch. They would have twenty minutes to capture each pose. The purpose is to loosen everyone up and get the creative juices flowing. Two models were introduced, James and Skye. They stood on the platform in robes. Bob told everyone to get the supplies they needed from the back of the room. Jack led Sabrina to the table stacked with goods. He handed her drawing pads, charcoal, pastels, and pencils and they went to set up on easels next to each other.

Sabrina looked at Jack worried. “You are going to help me, right?” she asked. She knew the other participants were seasoned artists. “I’m nervous that my limited experience as a second-grade finger painter might show.”


“I know a finger painter that is worth millions,” Jack replied smiling.

“Okay, one upper,” Sabrina said sarcastically in return.

Jack’s eyebrow raised. “Was that sass? It seems someone may need a spanking to remember who she’s talking to.” 

She started to protest but paused. “I didn’t mean, wait… how do I get spanked?” A lightbulb went off in her mind. She never understood bratting until that moment.

“It’s tallied up and administered later,” Jack chuckled. “Don’t be nervous about what you draw, just draw. This is meant to be fun. We will do it together,” he smiled and brushed her hair behind her ear.

The room fell silent. The models took off their robes. Standing naked, they both gave a short introduction. Skye explained how she was a model when she was younger but now is just a horny old woman who likes any chance to get naked. The room laughed with her. She was strikingly beautiful at fifty-seven years old. She was 5’9” her auburn-silver-streaked hair curled around her large D-sized breasts. James was younger, 6’2”, and generously muscled. 


Sabrina’s eyes were locked on James’ dick. Jack leaned over and whispered, “That’s what we call a shower and a grower.” Sabrina shifted on her stool causing the pug to shift. Her eyes widened in surprise and Jack laughed deliciously against her neck.

“Watch the models. How they move, how they interact with the things around them, with each other. I registered you as the life model for tomorrow night,” Jack whispered.  Surprise reddened Sabrina’s cheeks. Before she could start overthinking, Jack leaned in and took her tongue into his mouth.


The models moved into position on a chaise lounge that was draped in white. The rustle of drawing pads opening filled the room. James stood behind the chaise, Skye positioned herself on it with her feet drawn up. She wrapped an arm around James’ waist and rested her head on his pec.

As if a green flag was dropped at the Indy 500, a flurry of drawing instruments attacked paper, and they’re off. Minutes ticked by until the next pose was created, Sabrina jumped at the movement in the class and looked at Jack slack-jawed.


They both took pencils and started sketching lines and shapes of what they saw before them. Sabrina was absorbed in the image that was beginning to materialize on her paper. Jack whispered, “Be ready for the next pose in two minutes.” Her eyes darted to his gorgeous rendering of the couple and she couldn’t help but laugh at what little she had accomplished. The laugh had the same impact as before, the plug sent spasms through her ass and pussy. Her hand squeezed the pencil and it almost broke into two.

For the second pose, James raised his left foot on the chaise. Skye wrapped her right arm around his right thigh, and her head lowered to mid stomach. James’ hefty cock rested on Skye’s bicep. Fuck, it was growing. Sabrina’s eyes darted to Jack and she watched a silent chuckle shake his chest.


“You are doing great. Don’t stop drawing,” Jack whispered. He leaned closer to Sabrina, “and don’t stop grinding that plug on the seat.”


Jack returned to his clean sheet, this time using charcoal to capture the image. Sabrina shifted her hips, feeling naughty she looked around the room. Everyone was still drawing but verbal appreciation reverberated in the form of grunts, groans, and sighs. Sabrina looked back to the models and watched as Skye slid her mouth over James’ flared cockhead. James gathered a handful of her hair, freeing her face from her long locks. Skye twisted her body and spread her legs toward the easels. Her fingertips began caressing her mound.


Sabrina couldn't help but grind on the edge of the seat. She was wet and needy. Glancing at Jack, he had a knowing smile but continued drawing. Still using the pencil, she tried to get something on the blank paper in front of her.


When it was time for the third pose, they watched as James straddled the chaise and guided Skye's head up and down his cock in profile. She had three fingers thrust deep in her wanton pussy, slowly finger fucking herself. At this point, few were still drawing. Most everyone was transfixed on the show before them. Some were even fondling themselves openly.


Jack slid his stool behind Sabrina’s. He trapped her between his knees and leaned over her shoulder. Placing a stick of charcoal in her hand, he used his fingers to guide her, and they sketched together. He dropped his left hand between her legs and applied pressure. She pushed back seeking him. The plug created an intense throb within her. She tried to focus on the paper, on what they were creating. She felt as if they were in an erotic bubble and she was going to burst.

-----

“Well, what do you think of the first night?” Jack asked. He stood behind Sabrina massaging her shoulders. 


She turned to him, resting her head on his chest in a hug. “I almost came a few times. The ferocity of everyone attacking their drawings caught me off guard. Honestly, I jumped a little and landed on the plug. Then as they began to interact more… It was overwhelming. I feel jittery and needy.”


“Do you need to cum, baby?” he asked with a smirk.


“Yes. Please.”


“I’m sorry but you are going to have to wait a little longer.” Jack took her face in his hands and kissed her deeply.

-----

Everyone met back in the main room where the long table was covered in meats, cheeses, bread, and fruit. There were large pitchers of sangria and everyone mingled, eating, drinking, and talking.


Sabrina did her best to follow the conversations around her. She sipped her sangria and picked at a small plate of food. She was distracted though. Her body was on stimulation overload. She couldn’t pinpoint a specific location but her entire nether region throbbed deeply. Her skin felt tight and she found herself squeezing her thighs together to keep herself grounded.


She hadn’t noticed that Jack had left her side until he stepped back to her. He had a large plate of food and two bottles of wine. He announced to the small group they were standing in that they were both tired and were going to call it a night. 


Bottles tucked under one arm with the plate in the same hand he used his other to guide her out of the room and back to their private bungalow. The windows in the room were still open, moonlight lit the space with a soft blue glow. Sabrina stood unknowing what to do next in the doorway. Jack put down what he brought and approached her.


“Are you alright?” he asked softly.


“Yes?” She looked at him confused. “It’s not anything bad, it’s just a lot. I need…  I don’t know what I need, something.” She buried her face in her hands at a loss for words.


Jack took her hands in his, brought them to his mouth, and kissed both palms. She stepped into him, arms wrapping around each other. Walking together they moved to the bed where he slowly undressed her. She did the same to him and they stood in the moonlight looking at each other. Laying down together they took their time touching and exploring each other’s bodies. The pent-up need that rolled under Sabrina’s skin had her rubbing against Jack like a cat in heat. She licked, bit, and stroked every inch of him.


When her face grazed his inner thigh, he let out a deep exhale. Moving up she licked his balls, sucking the soft skin between her lips. Her tongue moved up the underside of his hard cock and she felt him twitch. Lifting her lips to the tip of his head she kissed him softly. Looking up at him from under her lashes, his smile filled her.


Slowly lowering her lips over his head she ran her tongue in search of a taste of him. Taking him in, her lips slid down his shaft until he hit the back of her throat. He groaned. She moved up and down, starting slow, feeling and listening to his reactions. Running her hand to hold his heavy sack, her mouth gained speed. Pulling to the top she sucked his head and with a pop, he was released from her mouth. She smiled at Jack.


He moved his hand down and gripped himself at the base. Stroking himself twice he smacked her in the face playfully with his cock. Giggling, Sabrina moved back down on his balls and sucked one into her mouth. Her tongue roamed his nut savoring his flavor of the day. His loose sack let her suck his nut deep into her throat. Coughing his nut out.


She turned her body so that her plugged ass was facing him. She wiggled looking for him to touch her. Running his hands over her curvy bottom his fingers tugged at the plug, then slid his fingers into her wetness.


Sabrina’s mouth took his cock again, licking the drop of precum that formed. She moved up and down, matching the speed he used on her. She pushed deeper and deeper into her throat, gagging but determined. Her body was building, she was getting close.


Jack moved her to her back. Kissing her clit he grabbed the plug and tugged, and she shattered. As she orgasmed he pulled the plug from her. 

Her ass was open, empty, begging. Fitting to her gape Jack slowly eased in lowering his body into her open arms – no need for acrobatics, just the want of being one together.

-----

Rolling to their sides both physically spent, Sabrina’s head laid on Jack's chest. Her stomach growled. She thought of the plate of food he brought back and felt so thankful that he took care of her needs so effortlessly.


They had no glasses or even napkins. They sat on the bed surrounded by moonlight and the chirps and croaks of the wilderness. They fed each other while laughing at the stories they began to tell, and drinking wine straight from the bottle. 


It had only been a day and so much had happened. In truth, it had been just a week and these two souls sat, connecting deeper than either had before.

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Written by CuriousReader
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