Sarah's Submission: Ch 08 - The Naked Run free porn video

Sarah went to bed that night with a sore pussy and worry about her latest instructions. He had her trapped into servitude and she knew it. She had just screamed that she wanted to be Mr. Michaels’ fuck toy during the height of passion. But could she really go through with subjecting her friend to the same thing? Or did it actually make her a little jealous that he would want to be with Jenny and not just her? He didn’t seem to mind her being with other men. Well, boys really. He had even complimented her for doing a good job in seducing them. But why did he want Jenny? Was she not enough for him? Or was it just a control thing?

So many questions. She would never know everything going on in his head. When she had gone upstairs to his bedroom, she had been so sure he would praise her for her performance and then within seconds, he had her terrified that she had fucked up again. She just never knew what to expect. She acknowledged it added a huge amount of excitement to her predicament, but it also terrified her all the time. And the punishments could be….daunting. Painful. Disorienting. Enlightening?

She sighed. Her mind whirled out of control. At the end of the day, she always came down to the same conclusion. She had no choice but to follow instructions and hope she did it well enough to not get in further trouble. Every time she resisted or protested, she regretted it.

The next morning, she saw Jenny early, but didn’t say anything about the babysitting. She looked at Jenny closely and thought about what Mr. Michaels might see. She definitely had beauty. Being honest with herself, Jenny had a lot more classic beauty that she did. Sarah had the girl next door look. Jenny had the rich princess beauty that came from years of facials and expensive hair stylists.

They were both petite, with Jenny being only an inch or so taller than Sarah making her about 5’4”. Her tits were a little bigger and she had more curve to her hip. Of course, she had seen Jenny naked in the locker room and when they were getting ready. Jenny’s breasts were not as firm as Sarah’s, but they didn’t sag. Just being fuller they had more jiggle when she walked than Sarah. She had larger areolas with slightly smaller nipples that were a deeper red than Sarah’ brighter pink color. Very beautiful breasts in Sarah’s opinion.

Sarah had always wondered what Jenny’s breasts felt like, but never considered asking her to touch them. By the same token, Jenny had never asked to touch her tits but often commented on how perfect she thought they were.

Jenny had more of an olive complexion with perfect soft skin. She had beautiful engaging green eyes with thick natural lashes. And longer hair than Sarah’s in a dark black color with a natural curl and lustrous sheen. Her lips were fuller and gave her a sultry smile. Really, she could be a model if she were taller.

She could definitely be a little bitchy at times, but for the most part, Sarah found her compassionate and loving. Jenny always came across as sharp witted and clever, but Sarah knew she had a lot more book smarts than her friend and got better grades. Where Jenny really excelled over Sarah were her social skills. She had to beat the boys away with a stick. And made girlfriends easily. They had been friends since the sixth grade and been through a lot together. They always talked about boys and until recently had shared every sexual experience down to the smallest detail.

That changed with Mr. Michaels. Sarah had kept the entire affair a secret from her confidant, which made Sarah wonder if Jenny had any secrets she kept from her. She supposed it possible. Even though Jenny was ‘between’ boyfriends at the moment, she had more experience with guys than Sarah did. So she often pushed Sarah to try more crazy things and to go out on more dates.

Jenny had actually had a threesome once with two guys, but it had not gone or ended well. She had talked her boyfriend into trying it and he had gotten jealous when Jenny paid too much attention to the other guy. He stormed off accusing her of just wanting to fuck the other boy and not him. Which she proceeded to do after he left. They ended up breaking up over it. Jenny just laughed it off with Sarah and often joked about having a threesome whenever she wanted to break up with someone.

Sarah waited until lunch. She mentioned her upcoming date with Conner on Friday. Jenny couldn’t believe it and again tried to get Sarah to drop the guy, promising that Sarah could do better. Questioning why Sarah would want to be with a rude, juvenile asshole like Conner. Sarah continued to cling to wanting to try something different and argued how much more different could she get. She assured Jenny that it would probably only be a date or two and then she would ‘have a threesome’, trying not to smile too much at her own joke. Thoughts of her gang bang flashed through her mind. If Jenny only knew the truth.

Jenny surrendered but confirmed that Sarah still planned to go to the party on Saturday at Jeromy’s house. They usually went together to the parties and watched out for each other if either got too drunk or high. Which almost always meant Sarah taking care of Jenny. She couldn’t count the number of times she had held her friend’s hair while she puked up the copious amounts of alcohol she had consumed. It rarely went the other way. Jenny took the role of the fun sexy one to Sarah’s role of the bookish shy friend.

All of this fed Sarah’s insecurity over Mr. Michaels wanting Jenny more than her. She even briefly considered that her whole entrapment might have been an elaborate effort to get to Jenny through her, only to be discarded afterward. She shook her head trying to clear the paranoia, focusing on the task at hand and asked Jenny if she wanted to join her on her babysitting gig on Thursday.

Jenny looked kind of surprised and asked why Sarah wanted her along. More importantly why would Jenny want to go. Sarah confessed to getting bored being there alone after Billy went to bed and that Mr. Michaels had a full bar they could raid. Unmoved, Jenny felt taking care of brat for a couple of drinks seemed like a waste of an evening in her opinion.

Sarah seemed to consider and took her time before confiding her secret of dressing really sexy and showing a little skin while flirting with Mr. Michaels to get big tips. She could see she had peeked Jenny’s interest knowing her penchant for showing off her body. Sarah begged her to come and help make it more fun. And she told her that he had a hot tub, and they could sneak in bathing suits and soak in the tub as soon as Billy went down. Jenny finally caved and agreed to go, taking Sarah’s relief as just being excited to have company for the evening. In reality, Sarah felt accomplished for successfully following another instruction to make her Master happy.

After lunch she ran into Conner, and they made their plans for Friday. They agreed to go out to dinner. He originally just wanted to go grab pizza or a quick burger, but she told him she wanted a good Italian dinner at a nice restaurant and he reluctantly agreed. The incentive of getting her alone again after dinner seemed to satisfy him. He also let her know that his parents were going to be out late, so they would have his place to themselves after dinner.

She teased him that she had to see how good the dinner was first, but then winked at him to avoid his protest. She would definitely have to fuck the boy again. That reminded her that she should probably check with Mr. Michaels to see if there were any rules for the night. He had told her early on that she could date freely, but she didn’t want to take any chances.

+++++++++

Thursday night came and Sarah had insisted on picking Jenny up over her protests. She pulled up to Jenny’s in her 12 year old Toyota Corolla a few minutes early. Jenny offered again to take them in her beamer, but Sarah wouldn’t take no for an answer.

Sarah wore a light hoodie over one of her new tops. The new top had a scoop front that she wore without a bra. The light material showed off her tits and highlighted her protruding nipples. Jenny came down wearing a Lulu Lemon outfit that included tight leggings, a straight strap sport bra and a light cover up that zippered up front. The bra being both a light support version as well as being at least a size too small made her tits spill out in all directions. The cover up concealed her well enough to get by her parents.

They giggled about teasing Mr. Michaels and speculated on the heaps of money the lecherous old man would throw at them when he saw their nubile young bodies. They both took off their cover ups and adjusted each other before heading in. Jenny tweaked Sarah’s nipples making them extra hard to Sarah surprised squeal.

Once inside of Mr. Michaels home, Jenny nodded in appropriate admiration as they walked through the front rooms. Given the uber rich kids she normally hung out with, she had been in bigger, more impressive homes to be sure, but she admitted his house looked nicer than her own home.

Sarah introduced Mr. Michaels to Jenny and they both stifled nervous giggles at his obvious reaction to their outfits. Jenny’s top looked more like a stripper outfit than a workout bra. Her tits hung out either side and popped out of the top and her nipples made visible small bumps in the fabric. And her leggings were painted onto her ass. Everything jiggled when she walked.

Sarah’s highlighted her body almost as much. The material of her top clung to her tits like a negligee. His eyes were drawn to their tits the whole time he talked to them. And he dragged out the conversation for at least ten minutes while he feasted on their visual delights. He didn’t ‘fool’ anyone. “At least on the surface,” thought Sarah.

As soon as he had gone, they put their coverups back on and played with Billy. They didn’t want to accidentally expose a boob to the poor child. They played games, watched a Disney movie, gave him a bath, got him ready for bed and finally put him down to sleep. Sarah made them both vodka and tonics to help make the evening more fun. At least for Jenny. Sarah’s only had tonic. They had a second and decided to jump in the hot tub. After a good thirty minute soak, they came back in and had one more. Jenny got giggly and more than a little tipsy. Sarah played it up as the same but stayed completely sober. She still felt bad playing this trick on her friend, but she rationalized that she really didn’t have a choice.

Sarah decided the time had come to launch the second part of the plan. “Jenny, can I tell you a secret? But you have to swear you won’t tell anyone.”

“Give it bitch!” she said feeling no pain.

“Swear?”

“Yeah yeah. I gotcha. This is about Conner isn’t it?” she asked with conspiratorial glee.

“No no. Not him.” She looked like she struggled to figure out how to start. “Maybe it is just easier to show you. Come with me.”

Sarah got up and Jenny followed her. They made it up to the master bedroom and Sarah turned on the lights. “You can’t tell anyone. I could get in a lot of trouble.” She played it up exactly like Mr. Michaels had instructed.

She headed over and got the key. Jenny’s eyes were huge. “What the hell are you doing?” written all over her face. Sarah put the key in the lock and opened the drawer. The sight of all the cash in the drawer made Jenny’s jaw drop.

“What the fuck!! Why does he have all this cash?” she asked amazed as she reached out and started to move some bills around to assess how much the drawer held. Before Sarah could even say anything, the implication hit Jenny and she turned to look at Sarah. “You bitch! You’ve been stealing?! I knew there had to be something! The shopping. Getting your nails done. Hell, even the sudden change with Conner!! I knew something had changed.” She went back to the money and started looking more closely. “How much is here? And why does he have all this here?”

“Thursday nights are his poker nights. He told me once when he was drunk that his friends are filthy rich and not very good gamblers, so he wins a lot. And I guess he just throws everything in here. See how it is just crammed in? He doesn’t even organize it. He just empties his pockets and shoves it in,” she explained.

“Man, I thought maybe you were turning tricks or something. Or got a sugar daddy. But stealing?! I never would have guessed that.” She found a whole stack of hundreds and started counting them. She got up over ten and just looked at Sarah with big eyes. “How long?”

“What?”

“How long have you been taking money?”

“About two months, I guess”

“Two months!!” she exclaimed. Sarah felt the need to quiet her down and shushed her. Which was crazy with no one obviously around. “How much?” Jenny demanded like an interrogator.

“I…I…don’t know,” Sarah stammered.

“Come on, don’t give me that. How much?!” she said raising her voice again.

“A little over $1000. Maybe $1200??” she offered clearly feeling guilty.

“Shut the fuck up!! That much?! And he doesn’t know?”

“No. He’s never said anything. He’s got thousands and thousands in there and I don’t think he cares. It’s all found money. So why would he miss a little.” She looked back at Jenny with a little innocent shrug and a raise of her eyebrows.

Jenny went back to looking at the money and then her face lit up as the next connection hit her. “Are we going to take some more tonight?”

“Well….I suppose so.” She watched as Jenny continued to count bills. “How much do you think?”

“$100 each?” Before Sarah could respond, the greed had clearly overtaken Jenny. “Maybe $150? That would be enough for another outfit maybe.”

Jenny made two stacks and went back and forth placing similar denominations on each pass. She paused at $150 on each stack. Sarah goaded her and told her to add another $50 on each one. Jenny announced, “$200 each. What the hell? He won’t miss it!” After she finished making two equal stacks of $200, Jenny hugged her and they both jumped up and down over what naughty girls they were.

Jenny put the rest of the money back in the drawer and spent some time to move bills around to make it look as messy as before. Sarah put the key back making sure Jenny watched her every move, fulfilling another explicit instruction from Mr. Michaels. Sarah looked back at Jenny and explained, “I found this key when I was snooping one night.”

“You dirty slut! I can’t believe you had this pot of gold and kept it all for yourself!” She playfully slapped her friend on the arm.

“Hey you’re here tonight aren’t you? Besides, I knew you were figuring it out. So I thought we could both profit!” she said with a big goofy grin. “You are my bestie after all!” And Sarah put her arm around Jenny in a half hug.

“Thanks babe! I definitely owe you!”

They headed back downstairs to make sure they were in the den when Mr. Michaels returned. They didn’t want to get caught. They put everything away, including their bag with the bathing suits and cover ups. Sarah made a night cap for each of them and they watched some TV.

When they heard the keys hit the bowl, they both jumped up. Jenny, still feeling the full effect of the alcohol from earlier, stumbled a little on the way over to talk to Mr. Michaels. They both were shamelessly flirting with him like two drunk girls. They told him how good he looked and found ways to touch him. Jenny even “accidently” fell into him and rubbed her tits on him. By the time they were ready to leave, Mr. Michaels paid Sarah and then tipped each girl $80.

They thanked him profusely and each one gave him a long hug and a kiss on the cheek. While Jenny hugged him, Sarah pinched her nipple and grabbed her crotch for Mr. Michaels to see out of Jenny’s eyesight. They finally left and Sarah piled Jenny into the car. She helped her into her house as well and got her to her room and gave her accomplice a huge hug.

+++++++++

Friday morning brought a slightly bleary-eyed Jenny around to find Sarah by her locker. “I can’t believe we did that,” she said with obvious excitement that meant the exact opposite.

“Same time next week?”

“Absolutely! I’ll be there.”

Class went on as normal. Conner sent a text and said he would pick her up at 7:00pm for dinner. She also got a text from Jimmie asking if she wanted to go out sometime. Sarah wondered how that would go over between the two friends, but she remained flattered by the ask. And she had checked in with Mr. Michaels to make sure there weren’t any additional rules for her date. He told her no, just the normal - wear a condom and don’t let him touch your ass. His nonchalant response gave her great relief.

Conner managed to be both on time and act mostly a gentleman during dinner, but Sarah could tell he tried to rush everything along. He just wanted to get her home to jump and pump her. She worked just as hard to take everything slow and make him wait. The second time she asked for a few minutes to look over the menu, she thought he would lose his mind. But he stayed polite and bought her a nice meal, with dessert, before they got into his Charger and headed back to his house. They went down to the game room that had a big TV in the basement.

Sarah knew she needed to satisfy the boy, but she still wanted to flex her new dominant persona. When he started pawing her, she stopped him and made him sit down. She slowly undressed and made him watch without touching her. Then she took his hands and moved them over her body. She told him things she liked and things she didn’t like. And she stressed the importance of building up the moment.

One wall in the basement had been constructed of mirror. She took his clothes off, kissing and playing with his dick to get him excited. Then she took him over to the mirror and stood in front of it with him behind her. She took his hands and showed him how to hold them flat and move them in circles lightly rotating her nipples. She tried to duplicate her night with Mr. Michaels. Conner didn’t have his talent though and got easily frustrated and started grabbing and pinching too much, but he did improve.

She tried to get him to bite her shoulder too, but he just didn’t get it right and it didn’t have the same effect. She had to work on that herself as well to understand it better. She made him go down on her and showed him how to curl his fingers to rub her g-spot and spent a lot of time making sure he understood how to find and treat her clit.

He got her off and then she had him fuck her. They started with missionary before moving into a side position with Sarah rubbing her clit herself until she got off again. He had his orgasm fucking her doggie style. She didn’t quite get there so after he recovered, she pushed him down to the floor and got on top in reverse cowgirl and ground herself to her third orgasm. He even slapped her ass when prompted and she guided him to get it right to help get her off. “The boy is definitely trainable,” she thought to herself.

To finish the night, she threw him in a chair and attacked his dick. She teased and tortured him getting him close, edging him over and over and then pulling back to slow him down. When he actually begged her pathetically to get him off, she increased her tempo and let him blow in her mouth. Despite not being required to swallow his cum, she did anyway. She had become so accustomed to swallowing that she did it without thinking and she admitted to herself that she really loved having that control over him.

Fully satiated, he kissed her very softly and thanked her for a great night. He told her that he learned a lot and appreciated her showing him what to do. He confessed to her that he always felt like he had to keep up a tough image, but truthfully, nobody else had ever told him how to be better at sex. And he told her again how she by far had been the best sex he had ever had. That each time they were together felt better than the time before. Sarah couldn’t help but be touched by his confessions.

He got her home on time and she went to bed very happy. But the evening also made her crave more time with Mr. Michaels. She might have been the best sex Conner had ever had, but Mr. Michaels remained the best she had ever had.

+++++++++

She had the party to go to with Jenny on Saturday night. She looked forward to it, but she also had a plan. She told her parents that she would be spending the night at Jenny’s and would be back in the morning. She frequently stayed at Jenny’s over the weekend, so they didn’t think anything of it. The girls normally stayed over at Jenny’s because she usually lived closer to the party locations and Jenny had a big bed that they could share.

She went over to Jenny’s to get ready for the party as was the norm. She had another of her new tops and the skirt, but borrowed some shoes, a belt and some earrings and then asked Jenny to help her with her makeup so she looked ‘fucking hot’ for their night out. She wore a sexy bra and panties set as well. The panties had some lace flowers and were transparent in places. They worked on her hair and got a loose curl that hung down and looked sophisticated and very different than her normal style.

Then they worked on their makeup. Again, Sarah didn’t normally wear a lot of makeup, but Jenny did a sexy eye for her and some dark red lipstick that set off her hair. Looking in the mirror, Sarah knew she had never looked better. They took pictures of each other, including a couple of sexy poses and shared them with each other.

Sarah told Jenny that she wanted to remember her best friend like this forever and she thanked her for everything Jenny did for her. She also thanked her for keeping her secret about Mr. Michaels confiding that she didn’t like stealing but that it felt awesome to have some extra spending money for once. She reminded Jenny the importance of keeping it to herself because if it got out, it could ruin her life. Mr. Michaels hadn’t told her exactly what to say or when to say it, but just wanted Sarah to try to hint at concerns and warnings like this when the moment naturally presented itself. It proved easy to pull off being the truth.

They headed out and found the party in full swing. Kids packed the house, with music blaring and beer flowing very freely along with a special ‘punch’ containing unknown but potent ingredients. A good-sized crowd hung outside smoking some pot. Sarah didn’t smoke a lot, but she took a couple of hits and felt mellow. She had a couple of beers staying careful to not get too drunk. Lots of people danced and everywhere she looked, she saw people paired off and making out and groping each other. Sarah snickered knowing that sex would happen in almost every corner of the house that night.

Around 10:30, she sent a text to Mr. Michaels that included several of the pictures from earlier of both her and Jenny. Her plan hinged on him being home and responding and she didn’t know for sure if either would be true, so she held her breath for ten minutes waiting. Her heart skipped a beat when she saw his response pop up.

He complimented her pictures and asked how she liked the party. She had expected to have to tell him about the party, but of course he knew everything without her having to explain. She reminded herself that he even already had access to the pictures without her having to send them if he wanted. She always forgot that he had a clone of her phone and saw everything she saw. Even everything she shared with Jenny. She shook her head at her own stupidity.

She apologized for bothering him and asked if he was busy or not at home. He told her not to worry and that he had just been working at home having a quiet night. She told him she needed to ask a favor, confessing to have gotten too drunk at the party and asked if he would mind picking her up and taking her home. She didn’t have enough money for an uber and she didn’t want to call her father. She knew lying to Mr. Michaels meant taking a big risk. But she hoped when he saw her, she could convince him to take her back to his place and let her stay the night with him.

She didn’t even care what crazy shit he did with her or to her. She craved more sex like after the gang bang, but if he wanted to spank her or torture her with the vibrator or even if he wanted to fuck her ass again, she would do anything he wanted. She had ‘prepped’ for anal before leaving for Jenny’s. She just wanted a night with him where she got to sleep in his arms and wake up with him.

She waited a couple of minutes nervously for his response. To her relief, he agreed to pick her up in twenty minutes and to meet him outside a couple of houses down. She knew he wouldn’t want to be seen picking up a teenager that wasn’t his own daughter, so it didn’t surprise her. She thanked him profusely and promised to be ready for him.

She waited ten minutes and then found Jenny and told her she didn’t feel well and had called for an uber to take her home. Jenny’s protest and offer to drive her home lacked any real conviction. She clearly didn’t want to leave and she had gotten pretty tipsy again anyway. Sarah told her not to worry and gave her a quick kiss on the lips and headed out. She walked down the street about two or three blocks to where Mr. Michaels had told her to be. She had to wait a few minutes before he rolled up.

She jumped in the front seat and reached over and gave him a big hug and kiss. She had taken a big gulp of beer right before she walked out so that she would have beer on her breath. He asked if she had fun and she told him about the party, laughing about the amount of sex probably being had at that exact moment.

She proceeded to sneak her skirt up slowly until she had revealed her underwear for him to see. He looked over and commented on how sexy they looked. She started to rub her pussy through the panties and bit a finger on her other hand while she smiled at him suggestively. She had to act quickly before he got close to her house.

When he missed the final turn, she figured she had him. She felt sure they would go back to his place and fuck. But he didn’t turn toward his house and just drove staring forward for several more minutes, occasionally looking over to watch her tease her pussy. Then he asked, “You aren’t drunk, are you? You wanted me to pick you up because you are horny. This was a set up, right? You planned this all along?” He didn’t seem angry, and just asked matter-of-factly.

She was busted. She thought she had played it perfectly, but of course he saw right through it. No fighting this one. “Yes sir. But I can be out all night,” she added somewhat playfully.

“Take your panties off,” he said while continuing to look forward. She hooked her fingers in the sides of her panties and slide them down slowly and stepped out of them. “Spread your legs.” Sarah flushed at how naughty this had become so quickly. They were driving in a car and other cars were passing. She had expected to go back to his place. But she couldn’t turn back. She spread her legs and he grabbed her thigh and pulled her butt forward a little. “Take the skirt off too.”

She froze and couldn’t help but look around with sudden trepidation. Still, she followed his directions without question and slide the skirt off. She now had her naked butt sitting on his expensive leather seat and her pussy fully exposed. She felt instantly turned on and her pussy got wet while her pulse raced. He reached over and started slowly running his finger up between her now swelling pussy lips and circling the hood of her clit. She had provided more than enough lubrication. “Shirt and bra too.”

Totally naked in a car?! Not what she had bargained for. But his finger felt amazing with his slow steady tracing. He continued while she worked out of the other items. She covered her tits with her hands as a reflex when lights from a passing car washed over her. He didn’t seem to care. And the rhythm of his finger started getting to her.

She wanted him to go faster, but he proceeded very slow and even lightened his touch some. His finger slid into her dripping snatch, seeking more nectar to rub around her clit and it drove her crazy. She started playing with her breasts and squeezing her nipples. Her head rolled back and she moaned loudly, no longer caring at all about passing cars.

He used two fingers to spread her pussy lips while his middle finger stroked her clit. All while never taking his eyes off the road or looking at her. The light touch of his fingertip just barely grazing her sensitive skin set her nerves on fire. He used only the tip of his finger to just touch the tip of her clit and he rolled it in small circles. She had never had anyone use such a light touch. Her hips started grinding trying to press her clit into his finger, but he kept it to a maddeningly soft pressure.

Then the finger started tapping her clit ever so lightly. Just tapping the tip of it in at a slow frequency. She grabbed his hand around the wrist and wanted to force him to press it and rub it harder, but he wouldn’t. The tapping became more frequent but even lighter. Her hips stated pumping and she tore at her nipples, groaning protests to fill the car, begging him to rub harder.

Her frustrated complaints ended at his suddenly pressed down on her clit and rubbed it a harder back and forth. That very quickly sent Sarah over the edge. She shook and her hips shuddered hard. Her back arched. She humped his finger hard for more than thirty seconds ending in her clenching her thighs and trembling against his hand. The orgasmic high felt delicious.

She sunk back into the seat feeling wonderfully cum drunk. Still not thinking or even caring about being naked in the car she just marveled at how he had so many different ways to totally control her body. He had barely touched her and with just one finger in under ten minutes had given her an orgasm that a month ago she would have thought impossible to achieve.

They passed the club house of the country club, and she knew they were only about a mile from his house. His neighborhood sat down around the next turn on the far side of the golf course. In this part of town, the houses were big and far apart and the roads were not very traveled. No cars were coming in either direction and she noticed that, given the time of night, the club house parking lot looked almost empty. A few straggling members and staff left cleaning up for the night.

As they passed the clubhouse, he pulled into a little service road and stopped between two gates that were surrounded by high bushes. She looked at him and wondered what he had planned. Sex on the fairway maybe? The area seemed dark enough.

“Take off your shoes,” he commanded as he turned to face her with the car now off. The car had a few ambient accent lights and the full moon outside gave plenty of light to see each other. Sarah unbuckled and kicked off her shoes and she turned and waited. “You looked very nice tonight. And I do like the idea of spending the night with you.” He paused. “But you got me out here on false pretenses, didn’t you?”

“Yes sir.” She bowed her head and looked down. She knew he had something planned and she equally knew she wouldn’t like it.

“There has to be a consequence for lying. One that pushes your limits. So here is what we are going to do. You are going to get out of the car and you are going to walk back to my house. It is under a mile from here, so it shouldn’t take too long. And it is a warm night. You are going to take your phone with you and take at least five progress pictures along the way and send them to me. When you get to my house, you are to come around the back. The gate will be open. I will be waiting for you in the hot tub. If you do all of that correctly, then you will be rewarded. Understood?”

Sarah looked up at him in shock. Walk to his house? NAKED?! Out in public on her own? What the fuck?! He couldn’t be serious! “I….I….I can’t do that. Naked? You want me to walk outside naked?! Please sir. Please master! I’ll do anything else. Fuck me any way you want, but this is just too much!” Completely flabbergasted and beside herself, she sat dumbfounded and felt her face flush. Her heart hammered in her chest. She had never so much as stood in front of a window naked. Now he expected her to walk a mile with no clothes on in the middle of the night.

Mr. Michaels sighed and shook his head and even rolled his eyes a little. “Listen SLUT!” he started angrily. He had turned and leaned toward her until his piercing eyes drilled into her. “When are you going to get it through your thick head. I am the Master and you are the Slave. That is how this works. You don’t get to say no. You do what you are told and you do it willingly and without complaint. Is that UNDERSTOOD?!”

The intensity of his rebuke left Sarah speechless as her mind raced. He clearly would accept no pleading. No imploring from her would change his mind. Her hands started shaking and she wanted to cry, even feeling the sting of tears trying to form. She forced them to stay put. She had brought this on herself. She knew lying to him and tricking him would bring a consequence. She just never dreamed of something like this.

She took in a deep breath and steeled herself before replying, “Yes sir. I understand. Walk to your house naked. Take five pictures of myself on the way. Meet you in back at the hot tub. I’ll….I’ll…I’ll do it sir.” Without waiting for any further comment, she dug out her phone and opened the door. She stepped out into the night.

She had never felt so naked in her life. The warm air flowed over her skin, and she could feel every square inch of her exposed flesh. Her heart continued to hammer away. She instinctively tried to cover her breasts and pussy in a kind of scrunched up stance. She stood there and watched him start the car, back up, turn the headlights on, and then turn to drive down the road toward his house. When the headlights hit her, she became a literal deer in the headlights for a second frozen solid before the realization hit that the lights had lit her up like a beacon. She ran for the cover of the bushes while he backed up, with her hands doing a horrible job of concealing her flesh. She almost dropped her phone.

Once behind the bush away from the road, she crouched down and assessed. The area remained quiet and reasonably dark. She stood to the side of a fairway next to a service gate. She didn’t see anyone anywhere and it didn’t look like there were any cars on the road at the moment. She knew she would have to cut across the golf course.

Mr. Michaels would be going down the road about a quarter of a mile, then making a right turn. Just past the far corner of the golf course, he would make a left turn into his neighborhood. There were big stone entry gates on either side of the main neighborhood road, but luckily his neighborhood didn’t have a guard or anything. Then his house sat about nine homes down the right. The homes in his neighborhood were large and set well back with a lot of mature landscaping, so she would just have to pick her way there finding trees and bushes to hide behind. Trying to run behind the homes wouldn’t work given that most of the backyards were fenced. She knew all of this from her babysitting, taking Billy out for strolls and even walking the dog a couple of times.

She resigned herself to her situation and decided to get started by taking her first picture and getting one out of the way. She got one of herself crouching behind the bush. Her tits were completely visible and she looked as unhappy as she felt. She sent it to him. She wanted to get this over as quickly as possible. She started walking kind of hunched over and dashing between bushes and trees. Each time she would look all over to make sure she didn’t see anyone coming before making her next dash.

She saw lights coming down the road toward her and dropped to her hands and knees to stay completely hidden behind the bush sitting between her and the street. She realized she needed to get farther away from the road. Once the car had passed, she mustered her courage and forced herself to go for it and got up and ran straight across the fairway.

In a way, it felt exhilarating. Her tits bounced and her feet got a little wet from either dew or the sprinkler system having watered earlier. Her nipples were hard from the night air running over her. She couldn’t run too fast for fear of hitting a sprinkler head or hole in the ground. She didn’t want to turn an ankle. Her adrenaline pumped through her like she had never experienced. She made it to the other side and hid behind a tree, panting from the exertion.

Feeling more confident, she continued with a fast walk following the tree line on that side of the fairway. She had reasonable cover, and she even had a cart path to follow for part of it. She had to cross two more fairways, each in a dash. By the time she got to the far corner of the golf course up by the other road she would need to cross, she had calmed considerably. Her sense of freedom being this brazen and open to the world coursed through her. But she had reached the hard part of the journey. She had to cross a more main road.

She crouched down and watched patiently. The cars were very sporadic and there were periods with no cars for several minutes. The night remained quiet. Her senses heighted the way they were, every tiny noise made her jump. She saw her target - a big bush on the other side of the road. It would hide her on the far side. She waited and listened. Once confident she didn’t hear anything coming in any direction, she picked up and ran as fast as she could. A few small rocks on the road hurt her feet, but she didn’t slow down. She got to the other side and threw herself down huffing heavily. She scratched her side a little on one of the branches sticking out.

Only a few seconds after getting to cover, a car passed. She took another picture and sent it. She actually stood for this one and made no attempt to cover up. “Fuck Mr. Michaels and his stupid tasks” she thought. She refused to be afraid and she looked around for her next target. The property she stood in front of had a long white slat fence. There were three cross slats with a the top made up of two flat pieces of wood nailed together in a triangular shape. The slats were set wide enough apart that she could crawl through. She figured she could use that for cover and run behind that all the way to the stone entryway.

It didn’t provide perfect cover, but unless someone looked closely, they couldn’t see her body very easily. She waited for another car to pass and made her move. It proved easier than she expected, and she walked easily behind the fence line. The house that owned the fence sat far enough back she didn’t really have to worry about anyone seeing her from there.

When she got to the stone entryway, she decided she needed another picture. She lined up the selfie so that the entry sign appeared over her right shoulder. The flash from her phone scared her and she crouched down looking around frantically worried she might have drawn attention. But nothing happened. She took a deep breath and moved out.

Staying in the front yard of this first house, she followed the neighborhood road for two houses. She got far enough away from the entry way that she thought she could cross to the other side of the neighborhood. She stood from behind a bush to make the dash when she saw a car coming. She crouched back down behind a bush that seemed too thin to adequately protect her and feared the car would stop for someone to ask why in the world she didn’t have any clothes on. As the car passed, she snuck one more picture with the car in the background to show the asshole how she almost got caught.

She made it across the neighborhood road and relaxed some being on the same side of the street as his house. She didn’t have much farther to go. But the cover got sparser. Everything seemed pretty quiet, so she resolved herself to just stand and walk. She tried to pretend that she had the protection of clothing, resolute in putting the nudity out of her mind. Her heart still beat fast, but the terrifying fear had subsided. She saw his house coming up and started walking faster. Finally, she stood in front of his house. She got her last picture with his house in the background. She stood up fully with her arm across her midsection covering nothing. And she made sure that her tits and pussy were clearly visible.

Her success made her feel onery. He had given her this challenge and she had beat it. She had conquered her fear. She wanted to demonstrate her fearlessness to him. She decided she would send him another picture. One for herself. She sat on the ground with her legs spread wide. She stuck her middle two fingers in her pussy and stuck her tongue out at the camera. She sent it feeling vindicated and then she found her way back to the gate on the side of the house. She let herself through and climbed the stairs and saw him in the hot tub. He smiled at her and then stuck his tongue out at her. She didn’t say anything and just climbed up the couple of steps to get into the sunken hot tub and sat next to him.

“Feeling pretty good about yourself, aren’t you?” he asked with a chuckle while sitting back with his arms wide on the edges of the tub.

“That was really mean sir,” she admonished him with scrunched up face of a hurt little girl. Then she brightened and moved next to him and put her hands on his chest. “But it was also kind of amazing. At first, I was so terrified. I felt sure I would get caught. I mean, I’ve never been naked in public before. And my heart raced like crazy. And I almost got caught by cars twice. Crossing the main road was the hardest. But then, I don’t know, it just kind of felt free. And the air felt great on my skin.” She bounced like an excited puppy, talking a mile a minute. No doubt the adrenaline still coursing through her veins had made her giddy.

He handed her a glass of wine that he had prepared, and they clinked glasses and drank. “Cheers. Good job. Next time, don’t question me,” he warned gently. She jumped up on his lap and kissed him. She wrapped her arms around his head and kept kissing him plunging her tongue into his mouth. Most of her wine spilled from her glass but she didn’t notice. She hated him at times, and he made her do things that turned her stomach, but she had never felt so alive.

He stood up, picking her up with him and stepped out of the hot tub. She wrapped her legs around him, but never stopped kissing him. He put his glass down and took hers and put it down. He took her over to the big lounge chair and set her down and grabbed one of the towels he had laid there and started to dry her slowly, taking his time. She didn’t move and just waited for him to finish. After also drying himself briefly, he picked her back up and set her down by the railing with her looking out toward the back yard.

He stood behind her and he reached around and started to run his hands over her arms and chest and played with her breasts, much in the same way he did in front of the mirror. Her skin sizzled with an electric current at his touch. He moved her hair from her left shoulder over and she knew what to expect. Still, feeling his teeth lightly dig into the soft flesh of her shoulder made her whimper and moan. She rested her head back against him. The adrenaline high made everything feel so good. She wanted to turn and jump on him but knew from his body language that he wanted her to stand perfectly still.

She couldn’t help her ass grinding back into him though as her pelvis no longer obeyed her commands. She so desperately wanted him to touch and rub her pussy, but he made no move to touch her there. The night air blowing over her naked skin made her think about running across the fairway and the fear that had almost overwhelmed her. His mouth moved to the right side. Her only voluntary movement being to tilt her head to the left.

He brushed her hair out of the way and dug his teeth in again while he pinched and rolled her nipples between his fingers. He seemed to know the perfect pressure as he pulled and twisted her overly hard pleasure points making her let a long continuous moan. Her pussy leaked like a broken faucet in anticipation as her pelvis humped the air looking for contact.

She felt it start in her belly. All the excitement coupled with this soft gentle treatment caused her body to orgasm. She trembled and groaned out to the night air. Not like a penetrative orgasm or a clitoral stimulation, and definitely not like the anal orgasm, this one radiated out from deep in her core, proving to be more subtle than her normal climax, but still powerful.

Still shaking from the high, she turned to him expecting him to take her inside. But he led her to the big lounge chair. All of the lounges on the deck and around the hot tub were a large wooden style with a thick cushion providing solid heavy support. He laid back and she climbed on top of him. They kissed and she moved to direct his cock into her pussy, but he stopped her. She quelled a momentary desire to ignore him just drop down on his beautiful cock and waited instead to be told what to do, but audibly whimpered at his denial.

Without a word and with strong hands, he turned her over and made it clear to put her feet on the lounge siderails in a reverse cowgirl position sitting on his stomach. Then he pulled her hands back behind her, resting on his chest and pushed her ass up to get her in a crab position. He reached under the lounge and she felt a handful of lube being applied around and into her asshole. She heard him reach for more and she knew he had applied it to his cock even though she couldn’t see.

As expected, he brought her down onto his rock hard rod. She felt his penis slowly pierce her asshole in one long slow motion. He brought her down with steady pressure. As her sphincter relented, he soon fully impaled her rectum. He controlled her movement and started very slow and built the speed with each time he pulled her ass down to bang into his pelvis. Her pussy splayed open to the night air and her nipples got rock hard.

The feel of his dick sliding in and out of her ass sent tremors all through her. He started to thrust up as she came down and grinded against her. His hands went back to grab and squeeze her breasts, much more forcefully than before. He pinched her nipples hard and pulled her tits out from her body. More electric shocks tingled in her clit from his mauling of her nipples. The steady pounding proved too much. Her body shuttered again and she had another orgasm. Much larger than the first. Her ass clenched his dick and her pussy vibrated. Her clit throbbed. It felt different than anything she had ever experienced. It went on for a long time, but she had trouble holding herself up with her legs collapsing under her. The position had taken it’s toll and she fell back against him exhausted.

He pulled his still hard cock out of her ass and picked her up in his arms, carrying her into the house. She clung to him trying to figure out what had just happened. He made her cum twice without ever touching her pussy at all. How did he do these things?

Once inside he finally let her down and they went up to the bedroom. Her legs felt weak and shaky, and she leaned on him for support while they walked. A glance at a clock on the way told her it had already gotten well past midnight. She borrowed his toothbrush and the crawled into bed. The evening left her spent and she fell asleep in his arms in minutes.

She woke in the morning to Mr. Michaels fucking her from behind while they spooned. He went slow and steady and to Sarah it felt great after so much kinky sex the previous night. She remembered to beg for permission to cum and he granted it. After, she clenched her vaginal muscles and thrust back into him trying to milk his cock as best as she could until he came in her. She had to duck waddle with her hand between her legs into the bathroom. She intended to clean up when he called out to remind her that she was supposed to eat all of his cum. “Sweetheart Mr. Michaels had left the building. Asshole Mr. Michaels had returned,” he thought to herself.

She came back to the door and while staring straight at him, licked the collected goo she had cupped in her hand. Harsh for so early in the morning. She stuck her fingers into her pussy and made a show of rooting around in herself before pulling them out and slowly sucking her fingers, making it as obvious as she could what she thought of his rule.

She showered and threw on one of his big t-shirts. He ordered eggs and bacon and she rushed downstairs to get it started while he showered. He constantly reminded her that she remained in servitude, not in a loving relationship.

When she brought the food over to the table, she saw he had the scene from the previous night of her straddled over him while she impaled her ass on his cock playing on his tablet. It didn’t surprise her that he had managed to somehow record that event as well. After the scene played out, it restarted from a different angle. From the looks of it, he must have set up a camera directly in front of the lounge at the railing. She got a clear look at her pussy and the expression on her face while she bounced up and down on his fat prick. She knew he now had recordings of her having sex in almost every way possible. He always planned everything out so carefully, she reminded herself.

It seemed a little strange to be eating breakfast while watching herself have anal sex, but she actually liked watching herself in action. She couldn’t believe what a slut she had become. She made a mental note to ask if they could watch some of the other videos at some point.

They finished eating and then he spread his legs and she sighed before dropping to her knees and servicing him. Her only solace being the fact that the blowjob only took five minutes, proving that she had indeed improved her skills as a cocksucker. He did indulge her one request for a quick soak in the hot tub before taking her home. She wondered at her reluctance to go. She could never have guessed that her simple deception to spend time with Mr. Michaels would have turned into such an adventure, but overall, it had been exhilarating and she liked it.

On the way to her neighborhood, he told Sarah that he wanted her to invite Jenny again to babysit for a couple of hours on Sunday explaining that he had agreed to take Billy all week while his ex-wife went out of town. But this time he wanted Sarah to send Jenny upstairs by herself and to tell her to only take $100 for each of them. She knew he wanted to set up her friend even deeper, but what could she do. She responded simply, “No problem, sir.”

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