A Landscaper's Debt Ch. 05

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Jacqueline and Anna use Brad for their pleasure.
14.1k words
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Part 5 of the 7 part series

Updated 06/08/2023
Created 11/05/2016
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Brad heard Anna's evil chuckle when she opened the door to his room. When he walked past her, seeing the images on the wall, he turned to see if she would follow him inside. A sly grin creased her lips and her eyes darted past him to the images on the walls. "Enjoy the show," she laughed and then before he could ask anything, she closed the door leaving him alone once more.

Wondering what the hell was happening, he looked at the images dancing on the walls, understanding why she was grinning. Erotic scenes of the day's carnal experience adorned every wall... Brianna using the riding crop on Sarah... Anna sucking the two men while she watched him... Jacqueline hitting him with the crop and then the ball gag being stuffed in his mouth. The images lasted only a few moments before changing. When the scene of him sucking Sarah's pussy until she experienced a shattering climax played out, he felt a twinge in his cock. He had enjoyed sucking her pussy and shook his head slowly knowing the die was cast. He was trapped in a web of mistresses and their slaves, intent on making him subservient to them. Thinking about his new role made him cringe. Maybe tomorrow he would find a way to escape this devious trap. But then he thought of their warning to destroy his life. What choice did he really have?

His feet felt rooted to the floor, unable to move as each scene unfolded before him. An eerie feeling of helplessness surged through him and apparently there was nothing he could do. Yeah, he could leave but his life would be ruined. For now, all he could do was watch as the images displaying the lust he loved and the pain he endured. His lips split open, emitting a soft sigh that floated into the room when an image of him kneeling over Sarah's face, his massive cock in hand, only inches from her lips. The camera zeroed in on his strong hand stroking its length until he unleashed a torrent of cream all over her face and breasts. It was a surreal feeling watching the images and seeing himself from different angles. It was almost like having an out of body experience.

Then the images changed, showing only Jacqueline and Brianna on the low table where Sarah had been tied. Their hands clawing at each other while they kissed passionately. Brad found himself absorbed by their actions, knowing that after he was escorted out of the dungeon, they fulfilled their pent-up desires. It was mesmerizing watching them quickly strip off the sexy outfits and then attacking one another's exposed flesh. Their hands and lips were everywhere, kissing, clawing, squeezing, and touching. He was sure it was a porno movie made just for him and he couldn't tear his eyes away. They were fixated on Brianna's tongue as it flittered over Jacqueline's exposed ripe nipples while Jacqueline's fingers were entangled in Brianna's hair, guiding her lips to each mound, moaning when Brianna sucked and then bit the nipple nestled between her lips.

Closing his eyes, he tried hard to shut out the erotic scenes. And while he could not see them, it was impossible to shut out the sound. Their moans were loud and intoxicating, their heavy breathing exposing the lust for each other. Opening his eyes, he watched their bodies squirming on the leather table until they were entangled in a 69 position. The camera angle changing every few moments to show their tongues attacking a pussy poised near their faces. The sounds accompanying the video grew more insistent, making it clear these two women were thoroughly enjoying each other and putting on a show for him. Their loud moans soon grew more intense and then their bodies squirmed against each other until they froze, screaming out their climax, succumbing to the pleasure of their orgasms.

His own breathing quickened during the exhibition and when they had satisfied themselves, the walls went blank. His breathing was heavy an Brad thought he was going to get a respite from the continuous barrage of erotic images but that was not to be. The walls lit up and again images adorned the walls, starting over again with men and women in compromising positions, a voice repeating words that were slowly being drilled into his head... Commit to the pleasure... Commit to the pain... Pain is pleasure and pleasure is pain.

He had to get away from the constant barrage of pictures and videos. Turning to the door, he wondered if Anna had forgotten to lock it. And then he was surprised when he found it unlocked. Stepping into the empty corridor, he knew he had get away from the images, if only for a little while. Glancing back into the room, he saw himself bound to St. Andrews Cross and Jacqueline kneeling before him, fondling and caressing his cock, telling him... Pleasure is pain and pain is pleasure. "How in the fuck did I get into this mess," he muttered as he stepped out of the room.

Seeing no one in the corridor, Brad found his way to the staircase leading to the lower level. Feeling a little self-conscious without any clothes on his body, he walked down the winding staircase, seeing a maid cleaning a coffee table in what he thought might be the living area. When she noticed him, she smiled and promptly scurried out of his view. "Evidently the staff got the word not to talk to me," he whispered to no one. Walking around the main floor, he saw the door leading to the dungeon. Turning the knob, he found it locked.

Continuing his walk through the main living area, it seemed everyone must have known he was walking around and decided to hide or stay out of his way. Finding the kitchen, he was relieved to see Anna sitting at a table, nibbling on a sandwich. He smirked when he saw her gaze which then turned into a wide smile as she took in his nakedness. "Where is everyone?"

"The staff has been instructed to stay away from you for the time being," she snickered looking down at his flaccid cock.

"Why are you talking to me?"

"Because I am mistress' favorite and she can trust me. You look hungry. Why not sit with me and have a sandwich?"

Feeling hunger pangs from so much sexual activity, Brad pulled out a chair and took a sandwich from the plate in the middle of the table. He smiled thinking she must have been waiting for him. "What did you mean I would get more of the same tomorrow?"

"I can't tell you any more than what I have so don't press it Brad. Just relax and enjoy your servitude since you have already made your choice to stay."

"How do you know I won't leave?"

"If you wanted to leave, you would have left by now. Your clothes are still waiting for you by the main road. All you have to do is go get them," Anna snickered. "Besides I think you're looking forward to serving Mistress Jacqueline and Mistress Marie. You have to admit the sex has been really great over the last week." Giving him a sly seductive smile, she added, "I've enjoyed you so far."

Brad's gaze took in her long dark brown hair hanging over her shoulders. He thought of her words and she reminded him of things that happened the last week... Jacqueline and Marie by the pool... the contract... Dr. Brianna and her girls in the doctor's office... the auction... And now today. What would tomorrow bring?

Anna interrupted his thoughts when she rose from her chair and walked behind him, putting her arms around his neck and lowering her lips to his ear. She couldn't help but nibble on it before whispering, "Relax Brad. Enjoy the house and the grounds. Take a swim or whatever you feel like doing. Tomorrow will bring what it does." Her lips drew his earlobe between them and then her teeth nibbled and nipped playfully on the soft skin. Releasing the soft skin, she whispered, "Pleasure is pain and pain is pleasure."

Brad's head jerked around to look at her but all he got was a cute sensual smile and then she turned, walking out of the kitchen without looking back. Sitting in the chair, dumbfounded for a few minutes, he looked around the kitchen... wondering if he had made the right decision to stay. He shook his head at the thought of being a slave to the mistress' and then reasoned that by staying he was giving into a lifestyle that would surely change him. Could he change into a person taking orders? Being at the beckon call for whatever deviate pleasure they desired at the moment.

Finishing the sandwich, Brad continued his walk around the house and gardens, seeing some of the staff watching him. Each of them turning quickly away when their eyes met. It was as if he had the plague. With no one to talk to, Brad retreated to the room where he felt he was being held captive. There was always the possibility of leaving but the thought of having his life ruined made him pause. He was already resigned to the fact that he was going to undergo more discipline from Mistress Jacqueline and he had a feeling it was going to be more intense. She mentioned getting him ready to serve Marie Colton and he wondered what was in store for him.

Back at the room, the videos continued playing on the wall showing his discipline session earlier in the day. Laying on the bed, he couldn't help but watch the erotic images changing, followed by videos of what happened to him over the past week. He tried to will himself not to watch but it was impossible. With his eyes closed, the words kept interrupting his thoughts. "Pleasure is pain and pain is pleasure... Submit and enjoy... Submission is everything... Devotion... Worship... Relax... Enjoy... Submit... Be Passive." He tried to muffle the sound by wrapping the pillow over his ears, but the words still filtered into his head. After what seemed hours, the videos ceased and the room lighting changed from a soft whitish glow to a soft blueish hue. Soft melodic music filled the room and he thought he was going to get some sleep when the door opened and the two henchmen who fucked Anna earlier in the day appeared, telling him to get out of bed.

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The four-poster bed was one of Jacqueline's favorite possessions. She had it designed specifically for sex and now as Anna lay between her open thighs, she surveyed the bed's features. Shiny steel rings adorned each post and on the beams that crisscrossed overhead. Similar steel rings hung from the sides of the bed frame. They were all positioned in such that a person could be tied in any number of positions for sexual pleasure. Glancing up, she admired the large mirror attached to the ceiling, seeing her reflection staring back at her. Also, reflected in the mirror was her slave, Anna, unaware she was being watched by her mistress. Jacqueline watched her head move slowly up and down while her tongue stabbed at her clit. It made her happy that Anna was so eager to please her in any way she asked. As she continued to watch her eager young slave in the overhead mirror, Jacqueline couldn't help but think about Brad.

Her thoughts were short-circuited when a jolt of pleasure rushed through her blood veins. Jacqueline's hips were undulating slowly on Anna's tongue while her fingers nestled in Anna's long brown hair. She was thoroughly enjoying the young slave's talented lips, her soft touch and kisses up and down every inch of her crevice the sent tingling sensations through her. "Mmmmm that feels wonderful slave," she moaned, arching her hips a little more as the young tongue dipped inside the wet lips to find her clit. She again found herself distracted with an image of Brad.

It had been a wonderful day disciplining Brad with Brianna, Sarah, and Anna. But the sex fest with Brianna only temporally sated her sexual appetite. Thoughts of Brad's cock spilling his juices onto Sarah's face earlier in the day sent shivers through her making her pussy moist. She was happy she summoned Anna to help ease her sexual tension. The young slave knew just how to please Jacqueline with her magic touches. Her yearning to orgasm grew more intense as the young slave sucked on her engorged clit while Anna's fingers explored the walls of her pussy. "Yess... ohhhhhh yesss... right there... yesss... yess... that's the spot... ohhhhh... fuck don't stop." Gripping Anna's hair tightly in her fist, she pulled the young slave's head against her sex, smashing her face against her agitated pussy. "Ohhhh god... keep that up... Don't stop!" Her moans grew louder and her hips rose seductively off the bed sheets, pressing her cunt against the young girl's face. And when Anna buried three fingers deep inside Jacqueline's soaking pussy, Jacqueline knew she couldn't hold back.

Her body became fragile, her orgasm looming on the horizon, ready to consume her. "ohhhhh fuckkkkkk," she screamed as her body trembled, twisting and turning... sliding deliciously on Anna's face. Throwing her head back, her eyes closed tightly, readying for the inevitable climax. Fingers grasped at the erect nipples that were prominently displayed on each globe of flesh. Pinching her nipples hard, she tried to pull away from Anna's lips but Anna firmly gripped her thighs, not retreating, waiting for the expectant explosion. Gasping for breath, Jacqueline let out a howl. "Aggggghhhhhh fuckkkkkkkk baby... don't stop baby." The raspy voice was rough and trembling as her body gave into the orgasmic bliss it sought. Over and over her body squirmed and when she finally started to come down, she smiled with half-lidded eyes as her young slave pulled back.

Anna had a mischievous look etched on her face and a huge grin plastered on her face. as she wiped her mistress' nectar from her lips and face. "Did mistress like that?"

"Yes Anna. Mistress liked that very much and for being such a good girl, mistress is going to return the favor."

Anna was pleased that she made her mistress happy. Smiling up at her red-headed mistress, she began to kiss her way up her mistress' body, stopping at each nipple to offer a kiss. Reaching her lips, Anna's lips touched Jacqueline's lips softly, her tongue darting out to tease her mistress. The kiss was just getting deeper when the phone on the bedside table rang out a familiar tone.

Jacqueline didn't have to look at the phone's face to see who was calling. It was Marie Colton's unmistakable ring tone and she felt a little disappointed that her friend interrupted her and Anna. Turning her head away from Anna's soft delicious kiss, Jacqueline gave her young slave a smile and frown, letting her know she would have to wait for her treat.

For anyone else she would have let it go to voicemail but it was Marie and they almost never put off talking to each other. A bit perturbed that her sexual playtime was interrupted, she picked up the phone, noticing Marie was requesting face time. For a very brief moment, she considered not answering but knew Marie would keep calling until she answered. Pulling Anna's head against her breasts, she sighed feeling her lips capture one nipple, sucking softly as she hit the talk button. Marie Colton's bright smile on the screen left little doubt she knew something was happening. Jacqueline tried to hide her residual breathing but there was no hiding the soft redness on her cheeks and neck. "Hello Marie. Are you checking up on Brad's progress?"

Marie chuckled, taking in her friend's flushed cheeks and the redness on neck. And from the sound of her voice, she wondered if Jacqueline had Brad in her bed. "Why yes darling I am. You sound a bit out of breath. Are you exercising? Am I interrupting anything?"

Jacqueline chuckled, her voice becoming a bit more normal. "If you must know. Anna and I were having a little time together before bedtime." She moved the phone away from her so Marie could see Anna suckling on a nipple. "Say hi Anna."

Anna released Jacqueline's erect nipple, smiling sweetly, she responded, "Hi Mistress Marie."

Marie smiled, seeing she had interrupted their sexual play. "Hi Anna. Are you taking good care of Mistress Jacqueline?"

"Yes Mistress. Very good care."

"I'm glad to hear. I won't keep you from your duties. But I called to talk to Mistress about Brad." Jacqueline focused the phone on herself. "I do have something else I need to talk about with you. But first tell me, how is my sexy landscaper doing?"

Jacqueline smiled. "He's coming along very nicely Marie. I think with a few more days training he will be ready to serve you. He has been a bit more resistant than the others and it may take a few extra days to do away with his stubbornness. But he definitely has the makings of a good obedient slave."

Marie was satisfied and shook her head. "Well I'm glad to hear that but I need him sooner than expected." Sensing Jacqueline was going to object, Marie hesitated, waiting for her comprehend her request.

"I don't know Marie. You know it takes several days to break in new slaves and that's if they want to be submissive. Brad's still pretty raw and he has a lot of resistance inside." Jacqueline bit her lip knowing Marie would not ask such a thing if it wasn't important. "Is there something important happening?"

Another moment of silence ensued before Marie spoke. "I have a new client arriving unexpectedly tomorrow. It seems some of the women at the auction were singing Brad's praises and now she wants to see him perform. I don't want to disappoint her because she is worth a ton of money to the firm. I am having a few guests the day after tomorrow and I want Brad to be the center of attention."

Marie paused, letting the thought swim around in Jacqueline's mind. "I know I'm rushing you dear and you know I wouldn't ask this of you if it wasn't important." Marie held her breath waiting for Jacqueline to answer. She remembered how resistant Brad was at the auction but she also knew if anyone could make him an obedient slave, Jacqueline could. She just needed it done sooner than later.

Jacqueline let out a loud sigh. "I'll do my best to have him ready for you the day after tomorrow but you know you're going to owe me big time." Jacqueline's smile was greeted by Marie's own grin. Jacqueline knew Marie would be more than fair both monetarily and sexually. "You do know I have to double my efforts tomorrow to get him ready for you and your guests."

Marie laughed excitedly. "Yes, my sweet Jacqueline I know what you have to do. I'll call Brianna and have her send Joanna over first thing in the morning. She is getting very adept at giving punishment. And I think you'll get along well with my potential business partner."

"Who is this woman that demands we move up our schedule?"

Marie chuckled. "Do you know Angela Morales?"

Jacqueline's jaw dropped open a little bit. "Yes, I know of her. Doesn't everyone?"

Her response caused a loud laugh from Marie. "I thought you might." Marie didn't have to expound on Angela's credentials. Angela owned a large development company dealing with commercial properties. She had worked her way up the corporate ladder and now headed the multi-million-dollar company. She was all business and usually got her way and Marie was anxious to get her business. "She has a very large project and if we play our cards right, I'll get the legal for her real estate dealings and you'll get her corporate work." There was another pause and then Marie added, "So you see we need to have Brad ready."

Jacqueline looked into Anna's eyes that were staring up at her. "I'll do whatever it takes," she whispered smoothing some of Anna's hair from her forehead. I think we have our work cut out for us so we had better get to work. I'll give you a call tomorrow night and let you know how it goes."

There was a smile on Marie's face as she stared at Jacqueline, wishing she could be in bed with the tall redhead. "I'll let you and Anna get back to your playtime. I'm sure you two have a lot to catch up on after today's session." Marie paused for a moment. "I'm a bit surprised you have so much energy after Brianna told me about you and her after the Brad left. But then again, nothing you do surprises me." The two women laughed and then Marie asked to talk to Anna again.