The Weeend - Day 01

Her hands trembled as she reread her instructions. They were clear, concise and left little to misunderstanding. She double checked her bags to ensure she had everything listed. It wouldn't do to disappoint him. He was firm, but his expectations were explicit and his punishments left an impression. Her hand absentmindedly drifted to her ass, rubbing long healed bruises.

Her phone buzzed, a text from him.

"On your way yet?"

"Putting the bags in the car as we speak."

"Plug in?"

"Yes."

"Good. See you in three hours."

On the drive down, she tried distracting herself from the upcoming weekend- singing along with her music, enjoying the scenery racing by- but the plug inside her reminded her with every bump. Shifting in her seat to get comfortable only made her more aware of how wet her pussy was. She hadn't even made it to the state line and already her skimpy thong was soaked.

She stopped briefly in town to grab the last minute items he had instructed her to bring, messaging him she was on the last stretch.

"Panties off and inside your pussy for the remainder of your drive, little one."

She knew he expected to see her shove them in. Finding the nearest bathroom, she closed and locked the door, stripped off her shorts and grabbed her phone. Opening her camera app, she hit record as she pulled her panties down her legs and off. She quietly moaned as she slowly stuffed the thin scrap of wet fabric inside. Once it disappeared past her pussy lips, she turned and showed the plug sparkling from her ass to the camera, his favorite view, as she had come to learn. She then put her shorts back on, stopped recording and sent the video.

"Good girl. See you shortly."

Her pussy clenched around the panties invading her. She hoped she would make it to the house before she made a puddle on the seats. The next part of the journey was the one she was most concerned about: a seven-mile drive on a bumpy road.

Her legs were jelly when she finally parked and her jean shorts had a noticeable darkness, but she was proud she didn't cum without permission. Walking to the trunk to get her bags, she saw him walking up the road to her in a simple black t-shirt and shorts. His calm demeanor and confidence made her stomach flip a few times as he approached.

Pulling her close, they hugged as her heart threatened to climb out of her chest. He held her until she relaxed into him. "I have all weekend to make your heart race, we don't need the workout just yet," he joked softly. She laughed some of the nerves off as he broke the hug. She grabbed her bags and followed him down the path to the house.

The silence and beauty of the area welcomed her like an old friend and anticipation hung around them both like a silk sheet. Her instructions were clear, his rules and expectations wouldn't start until she crossed the threshold. He had been working intensely with her on his rules, expectations and things he wanted to do with her body and mind. She hoped it was enough as she walked the short distance to the house. He held the door open for her and waited calmly. She took a deep breath and walked in.

Her instructions were clear: Strip upon entering. Proceed to the living room for your inspection and outfit instructions.

There were more, but not for this portion of the visit.

She stripped slowly, making sure he was given a thorough show, as he always enjoyed. Her dance background let her find the music in her head to peel her clothes off to. As she removed the scant layers, she folded them and placed them next to the door, bending at the waist as trained, allowing him to see the plug sparkling in her ass and the underwear peeking out of her wet pussy.

The living room was furnished with sleeper couches, some end tables, entertainment center, and a coffee table. She sauntered over and knelt on the coffee table, trembling as the cool air on her skin made her painfully aware of her nudity. He sat on the couch and just admired her for a few moments. She tried to clear her mind and zone out to allow the time to pass quicker, but just as her breathing slowed, he stood.

Circling her, she felt his eyes roaming her body. How long would he look? What would he see? Was she enough?

Her thoughts scattered and she jumped when she felt his touch on her back. His fingertips trailed along her spine, making her absentmindedly arch into him. His relaxed pace as he explored her body was maddeningly erotic.

He tugged softly on the plug, more to check it was staying in place, rather than to make her pucker spread for him. His hand cupped her pussy, pushing the panties in deeper for a second and then jerking them out, making her gasp, and then blush deeply as she heard them plop onto the floor. She waited for his fingers to replace the panties, but rather, she waited, empty and eager for the next step.

She felt his hands trailing over her ass again, squeezing it, testing it. He jiggled it a little, appreciating his blank canvas for a moment. His hands then traveled up to her hips, gripping her firmly for the first time this encounter. She felt her pussy starting to drip down her legs. She felt him move around the table and start to explore other parts of her body, her stomach, her shoulders, and her tits.

His touch was slow, deliberate and could not be rushed with even the minute movements she tried. Arching into his hand when it was on her tits, he just pulled back, letting her know who was in control, since she seemed to have other ideas. His fingers teased the back of her neck then threaded softly in her hair. She waited for the inevitable pulling of her long hair, but his fingers stroking through it and moving it from side to side made her gasp and wiggle that much more.

"Hold."

She instantly stilled, despite the overwhelming sensations from his soft touch. Her goosebumps were unavoidable and her nipples tightened even harder as he played with her hair. She sighed and moaned softly when he hit those most sensitive spots on her neck but her body remained motionless. He palmed her cheeks as he continued his inspection. Instinctively her mouth opened for him. His thumb ran across her bottom lip and she resisted the urge to lick and suck the thumb. He hadn't said that was allowed and she didn't want to get in trouble already. He pushed down on her lip and she opened wider for him. She felt the drool already pooling in her mouth and swallowed instinctively.

"Pop the plug out. No hands."

She blushed deeper. They had been working on it together and she had sending humiliating and hot videos to him about the anal training he had instructed her to do. The first time she sent one she was a little inebriated and horny, but he had enjoyed it greatly and decided to add that to her daily routine. Taking a deep breath, she flexed the muscles and the plug popped into his waiting hand. He popped it in her open mouth.

"Hold it. On your heels."

She shifted carefully, spreading her thighs wide, using her toes to balance. Her hands rested palms up on her thighs and her back was straight. The glass plug was still warm in her mouth, distinctively flavored with the tang of her ass. His hands trailed up her thighs with that same delicious and infuriating pressure.

The sting of the slap on her right thigh took her breath away and made her body sway. He cupped her pussy as he slapped her left thigh. His fingers began to trace the lines of her outer lips as she caught her breath from the shock of the pain and infusion of pleasure. She moaned around the plug as he played with her lips, pulling them until she yelped. Pinching her clit until he saw the tears welling up in the corners of her eyes; he explored her pussy at his leisure.

"I think it's time to tell you what's next," he said casually as he slipped a finger inside of her, rubbing the entrance with his finger slowly as he started to outline her next tasks. Her pussy fought to make her not listen, but she knew better. He gestured vaguely at the kitchen table.

"You will be preparing me for a day on the lake. I will meet you in the bathroom while you find a razor, gel, hand towel, soap and a cup. No clothes will be necessary. You have 5 minutes." he took the plug out of her mouth, slapped her across the face and smiled.

Smiling, she stood up quickly, stumbling a bit as her legs had been a little strained, and began to look for the items in the grocery bags on the table. Grabbing all she needed, she followed him through the open door and into the bathroom. He stood, waiting for her, glancing at his watch briefly. After putting the items within easy reach and unboxing them, she stepped towards him.

With a questioning glance up at him, she grabbed the hem of his shirt and lifted it up off him, following his nod. Her hands fumbled at his belt buckle, but eventually his belt and pants slid off smoothly once unbuckled. Her thumbs hooked gracefully into the waistband of his underwear and she pulled them down in one easy motion.

She laid a towel down on the floor of the bathroom and ran the bath water briefly as she filled the cup and dampened the corner of the hand towel. He lay down for her. She knelt between his legs. She took the hand towel and wetted the shaving area down. She snuck one or two kisses on his dick as she did, grateful for the opportunity to serve him. The shaving cream went on next. Picking up the razor, she took a calming breath and began. She started at the upper right corner of his groin, cleaning the razor every couple of strokes. She found herself tranquil in this intimate submissive act, appreciating his level of trust in her and the honor to care for him.

He gazed at her while she lost herself in service to him. The rhythm was strong and deliberate, warming the skin and stirring the first hint of arousal. He sighed, leaning back and closing his eyes. His plans danced before him, with hips just as suggestive as hers. She had no idea what she had gotten herself into.

When it came time for his shaft, balls, and ass, the rhythm slowed to a careful, composed motion, tightening the skin just enough and not gripping tightly enough to cause any discomfort for his balls. Her hand tightened more on his shaft, having been given the lesson of exactly how hard he likes his dick stroked. The warm hand towel softly wiped any remnants of gel away and allowed her to ensure she had been thorough in her worship. It wouldn't do to leave him ungroomed.

He would take it out on her ass, and probably her pussy. No, definitely her pussy. He loved to make her lay there and fight her every instinct to jerk them closed. His dick twitched at the memory of throwing his shirt over her face and slapping her pussy. One of her previously impossible tasks, he tamed her desires to protect herself and close her legs, in only 14 strokes.

His dick grew even harder as he thought about which of her fears he would help her conquer first. His desire to help her learn, grow and do better filled him with a deep satisfaction. And if she was a better slut because of it, bonus.

Her tongue tentatively swirled on his skin. He nodded to continue. He approved of her memory of the lesson to personally check her work.

The tongue is far more sensitive than fingers could be-or so he told her. She tasted the slight chemical-tinge on his skin as she slowly worked her way across. She felt his hands playing with her hair again as she tried to check thoroughly but briskly.

Her tongue swirled around his dick briefly, she wasn't there to bring him to orgasm yet. She had a task to complete and him to please. Her tongue continued swirling around his shaft as low as her tongue would allow and then she used her body to finish checking. She only went once around so as not to frustrate him with her constant motion, but also to push herself as deep as his dick needed. She had a total of four chances, four punishments or one possible reward.

He would occasionally help her by pushing down on her head, though it would automatically disqualify the reward, if he felt she needed the help. Today, he was in vacation mode so she was on her own.

The first gagging attempt was deeper this time, but still missed the side of his balls.

The second position afforded him a deep look into her dripping wet pussy and puckered asshole. He pushed a thumb in and was rewarded with her nose to his balls, moaning her only breath out. She held it there while his thumb was inside her, also as instructed.

He held it there until she started to fight, well, usually. His eyebrows raised a fraction as her body stayed loose. He felt her start to sway and noticed her hands were a little looser on his thigh, but her ass yawned open for more of his finger. Her muscles in her neck relaxed, hands flexing for one last moment and then drooping down. He pulled back at the last moment, playing with her breath and seeing how far she was willing to go for his pleasure.

Only two more to go.

He leisurely pulled himself out of her mouth. He slapped her face on the cheeks twice as she gasped re-learning to breathe.

The impending orgasm made her desperate to stave it off, edge herself, but her body had other plans. She rotated another ninety degrees and hungrily sucked up his dick, trying to repeat her last success, but another failure. Not even deeper. Looks like she earned a punishment. Though, he did notice she didn't cum.

The last attempt was her favorite, as she always wanted his balls on her forehead, much like a crown for sluts. Of course, it meant she was literally bending over backwards to suck him off, but he was there to put her in his place. He held it in her throat while her body remembered it really didn't need to breathe as much as it thought it did. That didn't mean he wouldn't push it a lot.

This attempt was a success, and he held her down and came in her throat. As she lay there gulping for air, he looked at her smiling in her disarray.

"Run my shower. You may test it by kneeling and letting it run over your body. When it is ready, call for me."

She coughed a couple of times, grabbing the soap to bring in with her. She set it on the shelf, turned the water on, and knelt, spreading her legs and resting her palms on her thighs. The icy water was a shock to her system and her body involuntarily gasped. Her nipples were tight and hard and the goosebumps covered her body from head to toe. The water gradually warmed up and warmed her skin. She waited until it stayed at a consistent temperature to call out to him.

"It's ready for you," she told him, spitting out the water her words allowed in. She waited in position for him to finally join her. While it felt like an eternity later, the eight minutes of waiting ensured the drive had been washed away. She started to squirm as her bladder started to make its presence known. She tried to counsel her body to ignore it, but she knew better.

Her face burned as she remembered one part of the expectations for the weekend: You must ask permission to relieve yourself. One of her weakest areas was taking something so inherently private and not only making videos for his entertainment, but convincing herself and him she could be erotic while doing so. She hated the training. The first series of failures for him were so frustrating she cried as her mind wouldn't let her come up with ways to please him. It was a growth moment, and she had marginally improved, but it didn't make it any more comfortable or pleasant.

She felt his presence in the shower, reaching over her head to ensure the correct temperature. He knew her penchant for making it too hot, but today she finally seemed to do something right.

"Proceed."

She stood and began to soap up his body, starting at the top of his shoulders. Slow circles and hand swipes meant she worshiped his whole body with something other than her set of holes. She knelt once she got to his stomach to clean his feet and legs thoroughly.

When she got to his toes, he turned so she could make her way up his back. She paid special attention to his ass, knowing her face would be there at some point. He had taught her that it was a privilege and she treated it as such. Her soaped hands slid smoothly on his freshly shaved skin. He turned once more and she was left with the last bit of cleaning, another favorite.

She put the bar of soap in her mouth tentatively, holding it with the very tips of her teeth, and used her soapy hands to trace his balls and dick. If the water washed too much of the soap away, she would reach up and rub the soap with one hand to ensure he was not interrupted by her lack of planning. Her hands gripped him tightly and firmly, just how he liked it. His dick hardened in her hands and as the water washed away the soap, she kept stroking him until he stopped her.

"Not yet, eager one," he said, taking the soap out of her mouth. He pulled her head back so her face was in the direct stream of water. She sputtered as the water went up her nose and blinded her eyes. He noted she held position despite the downpour of water.

Abruptly, the water stopped. She had just enough time to inhale before his dick was invading her mouth and taking her throat. He cupped the bottom of her chin and facefucked her until her eyes were watering. He pulled out of her mouth and she gasped and moaned with the influx of fresh air. She knelt, as the shower ran on his back. The change in temperature added to her predicament with her full bladder.

"May... May I please relieve myself?" The words stumbled off her tongue, fighting their way out past her beat red face. He smiled at her shyness, despite having done far more depraved acts.

He shoved his dick in her mouth again, slowly teasing her with the shaft on her tongue. He knew she could spend hours on his head, but he didn't want that.

"You're going to choke on my dick and then you may piss yourself. If your eyes aren't watering from your efforts, you may not."

As she sucked his dick down, her eagerness was apparent. Her jaw relaxed so she could take his girth. He could have moved his hips to help her, but he enjoyed watching her struggle. She cupped his balls as she forced more of his length down her throat. Her rhythm kept constant. If he was allowing her this chance, she knew he didn't want her to make it about her needs. She slurped and sucked him off, trying to lose herself in his dick as she convinced her body to gag herself on his dick. She finally found that sweet spot of taking him all the way and hitting her gag reflex. Her body tightened as she fought the urge to gag, but her eyes finally watered. She looked up at him, seeking the final approval to let her bladder go. He met her eyes, paused for a moment, and thrust in deeper.

"Now."

Her entire body blushed as she relieved herself.

"Adequate. I thought I told you to drink plenty of fluids. Didn't you listen?" He pulled his dick out of her mouth and slapped her cheeks in rapid succession, two on each cheek.

"I..I did! That's why I-" His dick cut off her protestations. He was unrelenting, bruising her lips as she took his brutal face fucking. Just as quickly, his dick was gone. He turned off the water and walked out of the shower. She scrambled behind him, grabbing the towel off the door. She started with his dick, wiping the shower and her drool off. She finished drying him, and used the same towel to dry herself off with. She knew better than to dirty yet another towel for herself. A simple set of holes does better when wet.

She hung the towel up and her head jerked back suddenly. She stumbled trying to follow the forceful tug. The momentum moved her all the way to the bedroom. He released her and she fell on the bed.

His hand rested on her back, pinning her to the bed and holding her still for him. He spread her ass cheeks, spat on her puckered hole and began to push his head in. Her hole offered some resistance, but she took a breath and relaxed it as much as she could. Her asshole loosened enough for his dick to slide into her ass, stuffing it full in one smooth stroke. She grunted and moaned at the violation, pussy dripping in a traitorous response. Her hands clawed at the bed as he let her ass adjust to him briefly.