The Most Pleasurable Pain

Sitting in her kitchen, Devon sipped her coffee without tasting it. She couldn’t think clearly; her mind was reeling with thoughts of Stephen. She couldn’t believe she agreed to see him tonight and in his domain no less. His domain, where he holds the power, where he is master. “Oh well, if he wants my forgiveness, he will have to play by my rules” she thought. Smiling to herself, she went upstairs to get ready for the evening.
Arriving promptly at eight, Devon took one last look at her reflection. Her long brunette hair was swept up into a french twist, her lips and nails were painted in crimson red and her body was wrapped in a silk short black spaghetti strap dress with a plunging neckline. Satisfied with her appearance, she grabbed her duffel bag from the back seat and walked to the front door. As she was reaching for the doorbell, the front door opened. Standing before her was a young petite woman with blonde tumbling curls, violet eyes, and peachy cream skin. She was naked except for a bronze collar around her neck and a matching set of wrist restrainsts. Her head was bowed as she spoke. “Mistress Devon, Master Stephen is waiting for you in the dining room.”
Devon was astounded. She knew that Stephen had trained a variety of submissives for different disciplines and for contract owners, but she never remembered him contracting submissives for his own personal use. The submissive led her through the foyer into a massive dining room. Stephen rose from his chair as Devon stepped into the dining room.
“It is so good to see you again Devon. I am pleased that you accepted my invitation,” replied Stephen.
“Thank you for inviting me and believe me the pleasure will be all mine,” replied Devon. Stephen’s eyebrow raised at her last remark. She gave him a half-smile in return. Stephen excused his submissive for the evening and pulled out a chair for Devon.
“Please, have a seat Devon, dinner will be served in five minutes,” said Stephen.
“I do apologize Stephen, but I will not be dining with you this evening.”
“But, Nicholas will be devastated, he has been cooking all day for this special occasion!”

“I am sure the meal would have been delicious and give him my apologies, but I didn’t come here to eat, I came here to talk.”
Stephen placed his drink on the table and led Devon into the living room and out on the balcony that overlooked his estate. The estate was a moderate mansion on a huge sprawling expanse of gently rolling hills, manicured lawns, and a small patch of forest. The west side of his estate housed his stables, two racetracks, four fenced in paddocks, an indoor riding arena, as well as an outdoor, and a fenced in pasture that covered the majority of his estate. The east side had riding trails that led into the forest and an outdoor swimming pool. Devon was speechless at the beauty and elegance of the property.
“It is breathtaking isn’t it?” asked Stephen. “It is very beautiful,” replied Devon as she placed her duffel bag on the ground next to her feet. She turned towards Stephen and asked him why he had a contracted submissive in his home.
“Alexandra was brought to me for training. She required extensive dominance and pony training. She has been here for six months and she has been very responsive to the rigorous training regiment. She has won the top three regional competitions and has just recently received her third level in the dressage circuit. She’s moving to Paris next month with her employer.”
“Congratulations on your success, Stephen. When did you return from England?”
“I returned about three years ago after I graduated vet school. I spent one year interning at NYU in the equine rehabilitation program and then I spent the past two years building my practice right here in my home.”
Devon looked over his estate and inquired, “Business must be booming, you seem to be doing quite well for yourself . Equine athletic specialist must pay at least a six figure salary.”
“I do quite well for myself, but it isn’t about the money, it’s about the rewards. When I can take an injured or broken down race horse that everyone else believes should be euthanized and then bring it back to peak racing condition; it’s like no other feeling in the world!”
Devon had always known about Stephen’s love for horses. but she had never realized his depth of passion and commitment for them and his work. She was very impressed. She was about to ask him more about his work when all of a sudden he took his hand in hers. She tried pulling her hand away, but he tightened his grip.
“Devon, I am sorry for leaving without an explanation. I never meant to hurt you. I wasn’t thinking clearly; in fact I wasn’t thinking at all. That night I wanted you more than I have ever wanted anything in my life and that terrified me. It made me realize that I needed you in my life. When I walked away that morning, I knew I had made a huge mistake.” She pulled her hand out of his grasp and turned away from him.
“Devon, please listen, I need you to understand!”
“Understand what exactly, Stephen? That you’re a liar! You knew exactly what you were doing that night.” replied Devon heatedly. “I bared my heart and soul. I told you that I loved you, Stephen. I can’t believe what an idiot I was! Was having sex with me just a game for you? Was it just another illusion of power?”
Anger flared in Stephens’ eyes. “I have never lied to you Devon, not once! And I have never treated sex as a game! You damn well know that! Sex has always been deeply personal to me.”
Devon stared at him incrediously. “Give me one good reason why I shouldn’t walk out the door right now. Just one, Stephen.”
Closing the gap between them, until they were mere inches apart, Stephen grabbed Devon around the waist. He knew he was taking a huge risk, but he couldn’t lose her now. “I love you Devon. I have loved you since that night.”
Devon was dumbstruck. Did she hear him right? Did he really believe she was going to fall for this shit? Devon shoved him away told him to go to hell.
“Do you have any idea, how badly you hurt me that morning? When I woke up to find myself alone in your bed with nothing but a note. A note! What the hell you were thinking?! You fucking coward! Her words were laced with venom that cut Stephen to the bone. He knew he had to make things right.
“Devon, I am sorry. Please let me make it up to you” pleaded Stephen as he got down on his knees before her. “I am willing to do anything you ask of me Devon, anything at all.”
She wanted to believe him, but she still had doubts about his sincerity. Picking up the duffel bag, she placed it on the patio table. Opening the bag, she laid out the items that she had carefully chosen for this special occasion upon the patio table. Curiosity getting the better of him, he peered over her shoulder and saw the contents of the bag. Stephen, shocked by what he saw asked Devon what the items were for.
“Stephen, you had told me at one time that you were contracted as a dressage pony for two years. That is correct isn’t it?”
“Yes, but that was when I was a submissive” stated Stephen.
“Good, then I believe you won’t mind playing the role again. That is of course if you are willing?” asked Devon.
“Will it please you if I submit Devon?”
“Yes it would please me, but only if you are willing to submit to me. Are you willing Stephen?”
Stephen hadn’t been a submissive in 14 years and the idea of becoming one now made him terrified and excited at the same time. “Have you been schooled in the art of pony training Devon?” he asked her.
“I have had some training. I am not qualified to train professionally, but I haven’t had any complaints. I promise not to leave any permanent markings.”
Stephen laughed at her last comment. He knew that he didn’t have to submit, but damn he was intrigued. He had always been the dominant one in their relationship and now the tables have turned. Casting his eyes downward, he shifted into the submissive role.
“Mistress Devon I submit to you, do with me as you wish.”
Turning to the table Devon picked up a white leather collar with a royal blue satin inlay, and a small silver ring attached in the middle. She placed the collar around Stephen’s neck and fastened the buckles at the back. She then attached a matching leather lead to the silver buckle. Stepping back from him, she tugged on his lead, and directed him into the dining room. Turning to face him, she instructed him to strip naked. He undressed smoothly and quickly. Resuming his original position, he awaited her next instruction.
“Present yourself to me” commanded Devon. Stephen reacted instantly by raising his head, standing erect as possible, and thrusting his hips forward.
“Very good Stephen.” Devon went back out on to the balcony to retrieve her riding crop. Walking back into the dining room, she took a view minutes to admire the gorgeous view of Stephen’s backside. Walking up behind him she smacked him across the ass with the crop. He jumped slightly from the sting of the blow. Devon ran the crop over the raised red welt and then continued down his well-toned muscular thighs. Sliding the crop back up, she slipped it between his legs, and rubbed it against the underside of his balls. Stephen biting back a moan, fought to keep his composure. Continuing the exploration of his body, she ran the crop over his tightly clenched ass and then over the broad expanse of his back. Swinging the crop high in the air, she brought it down hard across his shoulder blades not once, but four times and with each blow, Stephen issued forth a hiss which pleased her.
“From now until Sunday, I will be your master. You are here to serve me and obey my every command. Your only desire will be my pleasure. If you deviate from my instructions or try to top me, you will be severely punished. As of tomorrow morning, you will be placed into pony training and will remain there until Sunday night. During that time you will sleep, eat, drink, and act like a pony. You will reside in the pony stable and will only be handled by me. The training will consist of in-hand showing, pony dressage, and driving. Do you accept my terms as I have explained them?” asked Devon.
“I understand and accept your terms Mistress Devon. You are my master and I want only to please you.”
“Very good, I believe I won’t be disappointed. There is one other matter that I would like to discuss before we start. How many submissives do you have in your care?”
Without breaking posture, he answered, “I have three in training, Mistress Devon.”
“With your consent, I would like to utilize them for the weekend.”
“They will be happy to serve you, Mistress.”
“Your submissives might become confused seeing their master dominated. Do you agree, Stephen?”
“Yes, Mistress they probably will, but they have been well-trained. They will understand and adjust accordingly.
“You seem quite full of yourself, aren’t you Stephen?.
“No Mistress, I only want to please you and receive your approval.”
Devon unhooked the lead line from Stephen’s collar.
“Carry me upstairs, I would like to take a bath.”
Stephen placed Devon in his arms and carried her upstairs to a long hallway. Passing several doors, he paused briefly at one of them he grasped the door handle. Opening the door to an enormous bathroom, Stephen carried her through the door. Placing her on her feet, he went directly to a huge red whirlpool set in the middle of the room. He retrieved two towels, a red riding whip, and jasmine scented bath oil from the towel rack. Placing the silver ornamented faucets on full blast, he put the oil in, handed her the whip and then knelt at attention with head bowed, waiting his next command.
Devon, not wasting anytime ordered him to undress her. Standing before her, eyes casted downward he slipped the straps of her dress off her shoulders. Reaching around her back he unzipped her dress and slid it over hips. The dress pooled at her feet as he kneeled down to remove the black garter belt she wore with matching silk stockings. He unsnapped the garters and belt. Then, he rolled the stockings down to her ankles and lifted each foot slightly to remove them along with her heels.
She felt powerful and safe standing naked before him. He picked her up and placed her in the whirlpool. Devon closed her eyes as the jasmine scented water enveloped her body.
“Mistress Devon, is there anything else you require of me?” asked Stephen.
Reluctantly, she opened her eyes and looked into his. “Bathe me.” she said.
Stephen was soaping a washcloth when he felt her hand on his arm. “No, bathe me with your hands.” she told him.
Placing the washcloth down, he poured plumeria body gel into his hands. Her eyes slid shut as he gently rubbed the gel into her shoulders. He felt her muscles relax as he massaged the gel into her upper arms and back. Sitting up straighter in the tub, she gave him better access to her lower back and hips. Leaning forward until she was on her hands and knees, she presented her ass to him. She heard him swear faintly underneath his breathe. He would be punished later for that little indiscretion, but for now she would enjoy his discomfort.
Stephen’s discomfort was becoming quite noticeable as he leaned over Devon, soaping her ass and thighs.
She knew the effect this submissive position would have on him. She could feel his erection against her thigh.
‘She did this on purpose, the little bitch’, he thought. Stephen wanted nothing more than to thrust his cock deep inside her and fuck her until she came screaming his name. Lost in carnal thoughts of her, he never saw the whip until it connected with his cock. The sting of the blow brought tears to his eyes as he reeled from the pain. She spun around on her knees and lifted his chin until their eyes met.
“Do you think that your master is here for your amusement and pleasure, Stephen? Never forget your place again!” said Devon harshly. Bowing his head in shame, Stephen responded, “I am sorry Mistress Devon, please forgive my insolence. I will not forget my place.”
Resuming her previous position, she instructed him to continue bathing her. Leaning over her, he washed her calves and feet and then proceeded to her inner thighs. As he was soaping her thighs, he brushed his hand over her outer lips. He heard her gasp. Slowly, he spread her lips apart and ran two fingers along her slit until he reached her clit. He touched her clit with feathery lightness, letting the tension build up inside her. He felt her body quiver as she let out a low moan from deep in her throat. He continued to manipulate her clit with skillful, deft fingers as he slid a finger deep inside her. As he felt her muscles begin to contract he increased the friction on her clit and sped up his thrusts. She cried out, coming hard. She collapsed against him as her orgasm subsided. Catching her breath she stood up in the tub and lifted her arms. He wrapped a towel around her and picked her up. Placing her on the tiled floor, he immediately started to rub her down.
“I am tired Stephen, take me to bed” commanded Devon. Stephen gathered her in his arms and carried her through the first door at the top of the stairs.
Glancing around the room she knew instantly that she was in his bedroom. The room was a somber mix of dark blue and white. The silk bedspread was navy blue matching the drapes covering the three windows located on the east side of the room. The king sized bed was a dark cherry oak wood. The two large dressers on the west side of the room was the same dark cherry wood. Royal blue had always been Stephen’s favorite color. Stephen placed her on the bed and then disappeared from the room. He reappeared minutes later carrying her clothing in a tidy, neat pile. Removing the towel from her body, she slipped underneath the bedspread. Handing the towel to Stephen, she instructed him to use it as a pillow. Stephen folded the towel and placed it on the floor.
Sleep wasn’t forthcoming for Devon as she tossed and turned. She couldn’t get comfortable nor could she calm her mind. She had enjoyed her evening with Stephen. He had been so receptive to submitting that it actually made her worry. He hadn’t submitted in fourteen years and yet here she was forcing him to his knees to please her. He wanted her forgiveness and was willing to play, but she still couldn’t shake the feeling that something was amiss.
In the three years that she was being trained, Stephen was extremely demanding of her mind and body. He knew the capabilities of her mind and body better than she ever did.
Her body’s willingness to obey pushed her pain threshold beyond capacity. He had twisted her into extreme positions, whipped until she was covered in welts, pinched, pulled, and prodded. He did these things to her and more. He found her limitations and pushed past them to greater heights of pain and pleasure. He had blurred the lines of the two extremes so much that she couldn’t differentiate one from the other. Her body was so finely tuned that she was able to orgasm at will. The slightest touch, kiss, or smack of a whip could send her body into a mind blowing orgasm or she could withold until given permission. As the past flashed through her mind, she became very aware of how wet she was. Leaning over the edge of the bed, she studied Stephen’s naked form. He was laying on his back fast asleep. He had high cheekbones, a square jaw, and long dark blonde eyelashes. His blonde hair had a natural wave that fell three inches below his hairline. He had taut defined arms, muscular chest, and a well defined stomach. She decided not venture any further with the body inspection. Better be safe than have him catch her staring at his cock lustfully. She was smiling as she drifted off to sleep. Envisioning her pony boy in white leather harness and boots. His cock erect as he prances proudly, begging for her approval as she puts him through his paces.